HRP20231253T1 - Supstituirani spojevi naftiridina korisni kao aktivatori t stanica - Google Patents
Supstituirani spojevi naftiridina korisni kao aktivatori t stanica Download PDFInfo
- Publication number
- HRP20231253T1 HRP20231253T1 HRP20231253TT HRP20231253T HRP20231253T1 HR P20231253 T1 HRP20231253 T1 HR P20231253T1 HR P20231253T T HRP20231253T T HR P20231253TT HR P20231253 T HRP20231253 T HR P20231253T HR P20231253 T1 HRP20231253 T1 HR P20231253T1
- Authority
- HR
- Croatia
- Prior art keywords
- methyl
- dihydro
- oxo
- naphthyridine
- carbonitrile
- Prior art date
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- 229940126530 T cell activator Drugs 0.000 title 1
- VHSIAYLBCLUAFT-UHFFFAOYSA-N n-[3-acetyl-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,8-naphthyridin-4-yl]acetamide Chemical class C=1C=C(Cl)C=CC=1C=1C=C2C(NC(=O)C)=C(C(C)=O)C(=O)N(C)C2=NC=1C1=CC=C(Cl)C=C1Cl VHSIAYLBCLUAFT-UHFFFAOYSA-N 0.000 title 1
- -1 -OH Chemical group 0.000 claims 317
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 49
- 125000004093 cyano group Chemical group *C#N 0.000 claims 40
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 24
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 23
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 21
- 125000000217 alkyl group Chemical group 0.000 claims 18
- 150000001875 compounds Chemical class 0.000 claims 18
- 125000001424 substituent group Chemical group 0.000 claims 18
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 16
- 125000002757 morpholinyl group Chemical group 0.000 claims 14
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 13
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 13
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 13
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 12
- 229910052799 carbon Inorganic materials 0.000 claims 12
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 12
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 11
- 125000000623 heterocyclic group Chemical group 0.000 claims 10
- 125000001544 thienyl group Chemical group 0.000 claims 10
- 125000001425 triazolyl group Chemical group 0.000 claims 10
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 9
- 125000001207 fluorophenyl group Chemical group 0.000 claims 9
- 125000004076 pyridyl group Chemical group 0.000 claims 9
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 8
- 125000004122 cyclic group Chemical group 0.000 claims 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 7
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 7
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 6
- ZYGSALGIXYZEOJ-UHFFFAOYSA-N 4-[4-[bis(4-fluorophenyl)methyl]-3-(hydroxymethyl)piperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)CO)C1=CC=C(C=C1)F ZYGSALGIXYZEOJ-UHFFFAOYSA-N 0.000 claims 6
- QBLJMEHOKNLCLR-VQSPDULUSA-N 8-[(2S,5R)-4-[(2-fluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F QBLJMEHOKNLCLR-VQSPDULUSA-N 0.000 claims 6
- ZVROILBUAFTOJD-VQSPDULUSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F ZVROILBUAFTOJD-VQSPDULUSA-N 0.000 claims 6
- SJWUYEUYBXBOHM-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-fluoropyridin-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NC=C(C=1)F SJWUYEUYBXBOHM-UWSFRVEYSA-N 0.000 claims 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- ZXISXIRBOCLKQD-UHFFFAOYSA-N methyl 4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-1-[(4-fluoro-2-methoxyphenyl)-(4-fluorophenyl)methyl]piperazine-2-carboxylate Chemical compound C(#N)C=1N=C2C(=CC(N(C2=CC=1)C)=O)N1CC(N(CC1)C(C1=CC=C(C=C1)F)C1=C(C=C(C=C1)F)OC)C(=O)OC ZXISXIRBOCLKQD-UHFFFAOYSA-N 0.000 claims 6
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 6
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 6
- HRPORSZFIWTLNL-KAPBCSHCSA-N 8-[(2S,5R)-4-[1-deuterio-1-(4-fluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C(N(C=2C=CC(=NC=2C=1N1[C@H](CN([C@@H](C1)C)C(C)([2H])C1=CC=C(C=C1)F)C)C#N)C)=O HRPORSZFIWTLNL-KAPBCSHCSA-N 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000004622 benzoxazinyl group Chemical group O1NC(=CC2=C1C=CC=C2)* 0.000 claims 5
- 125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 claims 5
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 5
- 125000001041 indolyl group Chemical group 0.000 claims 5
- 125000000842 isoxazolyl group Chemical group 0.000 claims 5
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 5
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 5
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 5
- 125000000335 thiazolyl group Chemical group 0.000 claims 5
- QBTXPCPOQVQZOB-ZWKOTPCHSA-N 4-[(2R,5S)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1C)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C)C1=CC=C(C=C1)F QBTXPCPOQVQZOB-ZWKOTPCHSA-N 0.000 claims 4
- DPIVAHMCELKSSH-RUZDIDTESA-N 4-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-propan-2-ylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C(C)C)C1=CC=C(C=C1)F DPIVAHMCELKSSH-RUZDIDTESA-N 0.000 claims 4
- FKGTZBUCPVTXNH-TZHYSIJRSA-N 5-methyl-8-[(3R)-3-methyl-4-[1-(6-methylpyridin-2-yl)ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=NC(=CC=C1)C)C)C#N FKGTZBUCPVTXNH-TZHYSIJRSA-N 0.000 claims 4
- HVUHWYOOCVORCX-FARGSTTKSA-N 7-fluoro-8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C(N(C=2C=CC(=NC=2C=1N1[C@H](CN([C@@H](C1)C)C(C1=CC=C(C=C1)C)C1=CC=C(C=C1)F)C)C#N)C)=O HVUHWYOOCVORCX-FARGSTTKSA-N 0.000 claims 4
- QIGIILMBQPOMRJ-NYCGYEKWSA-N 8-[(2S,5R)-2,5-dimethyl-4-[pyridin-2-yl-[4-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C1=CC=C(C=C1)OC(F)(F)F)C1=NC=CC=C1)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O QIGIILMBQPOMRJ-NYCGYEKWSA-N 0.000 claims 4
- BRMGFDUSUGWXOA-BCSWVDANSA-N 8-[(2S,5R)-4-[(2,6-difluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F BRMGFDUSUGWXOA-BCSWVDANSA-N 0.000 claims 4
- PPRLKCHZDWAYJS-UWSFRVEYSA-N 8-[(2S,5R)-4-[(3,4-difluorophenyl)-pyridin-2-ylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC=C1 PPRLKCHZDWAYJS-UWSFRVEYSA-N 0.000 claims 4
- SQDBBZSIYKHBIU-XWZNDSGVSA-N 8-[(2S,5R)-4-[(3-chlorophenyl)-(5-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC=1C=C(C=CC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)C SQDBBZSIYKHBIU-XWZNDSGVSA-N 0.000 claims 4
- CPVHFRYMNXCMJE-VQSPDULUSA-N 8-[(2S,5R)-4-[(3-fluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F CPVHFRYMNXCMJE-VQSPDULUSA-N 0.000 claims 4
- YDZPTTAVRKQNBV-XWZNDSGVSA-N 8-[(2S,5R)-4-[(3-fluorophenyl)-(6-methylpyridin-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NC(=CC=1)C YDZPTTAVRKQNBV-XWZNDSGVSA-N 0.000 claims 4
- RDYXNAYOGBPEBC-HFHQHIJTSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C RDYXNAYOGBPEBC-HFHQHIJTSA-N 0.000 claims 4
- DVUVMHLSHWJQRH-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(2-methylpyrimidin-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NC(=NC=1)C DVUVMHLSHWJQRH-UWSFRVEYSA-N 0.000 claims 4
- SOCABYBFBPXOQI-HFHQHIJTSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C SOCABYBFBPXOQI-HFHQHIJTSA-N 0.000 claims 4
- UZIVDBGFGLEVOC-XWZNDSGVSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC(=C1)C UZIVDBGFGLEVOC-XWZNDSGVSA-N 0.000 claims 4
- OLAIBUNSMUATGM-RIGXQMBPSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-pyrimidin-4-ylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=NC=C1 OLAIBUNSMUATGM-RIGXQMBPSA-N 0.000 claims 4
- BSFIFGRGJJYWPV-TURHTGMXSA-N 8-[(2S,5R)-4-[(5-ethylpyridin-2-yl)-(3-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)C=1C=CC(=NC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC(=CC=C1)F BSFIFGRGJJYWPV-TURHTGMXSA-N 0.000 claims 4
- MIMSHWAQHZOTJK-ZQIYAJFXSA-N 8-[(2S,5R)-4-[1-(2,4-difluorophenyl)propyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)C(CC)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C MIMSHWAQHZOTJK-ZQIYAJFXSA-N 0.000 claims 4
- WVMNOHPYYHECBU-ABIZDYMHSA-N 8-[(2S,5R)-4-[1-(2,6-difluoro-4-hydroxyphenyl)-2,2,2-trifluoroethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC(=C1)O)F)C(C(F)(F)F)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C WVMNOHPYYHECBU-ABIZDYMHSA-N 0.000 claims 4
- UGTVEDGUFKEUDU-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-[2-fluoro-4-(trifluoromethyl)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)C(F)(F)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C UGTVEDGUFKEUDU-YSPPHNQVSA-N 0.000 claims 4
- UQKFHHZGJBEGMM-ZYLKAMJESA-N 8-[(2S,5R)-4-[1-[4-(difluoromethoxy)phenyl]ethyl]-2-ethyl-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC(OC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)F UQKFHHZGJBEGMM-ZYLKAMJESA-N 0.000 claims 4
- UCJLKCIKOQMMAE-PYYJZALNSA-N 8-[(2S,5R)-4-[3,4-dihydro-2H-1,5-benzodioxepin-6-yl-(5-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound O1C2=C(OCCC1)C(=CC=C2)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)C UCJLKCIKOQMMAE-PYYJZALNSA-N 0.000 claims 4
- ZPTNEZWBFQNQJP-CABCVRRESA-N 8-[(2S,5R)-4-[[2-fluoro-4-(trifluoromethoxy)phenyl]methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)OC(F)(F)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C ZPTNEZWBFQNQJP-CABCVRRESA-N 0.000 claims 4
- NMNNUSOHPMPPJZ-QFBILLFUSA-N 8-[(2S,5R)-4-[[4-(difluoromethoxy)phenyl]methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC(OC1=CC=C(CN2C[C@@H](N(C[C@H]2CC)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)C)C=C1)F NMNNUSOHPMPPJZ-QFBILLFUSA-N 0.000 claims 4
- UZQLNDSBZYSOBI-QZSFUEQNSA-N 8-[(2S,5R)-5-ethyl-2-methyl-4-[pyridin-2-yl-[4-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@H]1N(C[C@@H](N(C1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C(C1=CC=C(C=C1)OC(F)(F)F)C1=NC=CC=C1 UZQLNDSBZYSOBI-QZSFUEQNSA-N 0.000 claims 4
- RUUIGFPPWSPQLR-SIHBAMTISA-N 8-[(3R)-4-[(3-fluorophenyl)-(5-fluoropyridin-2-yl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC=1C=C(C=CC=1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=C(C=C1)F RUUIGFPPWSPQLR-SIHBAMTISA-N 0.000 claims 4
- MJPJKXAWIMBCGQ-FOEZPWHWSA-N 8-[(3R)-4-[(3-fluorophenyl)-(5-methylpyridin-2-yl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC=1C=C(C=CC=1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=C(C=C1)C MJPJKXAWIMBCGQ-FOEZPWHWSA-N 0.000 claims 4
- JNIUEDVPPZOFQW-SIHBAMTISA-N 8-[(3R)-4-[(4-chlorophenyl)-(2-methylpyrimidin-5-yl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C=1C=NC(=NC=1)C JNIUEDVPPZOFQW-SIHBAMTISA-N 0.000 claims 4
- XDNVPXHALSXFCU-SIHBAMTISA-N 8-[(3R)-4-[(4-chlorophenyl)-(3-fluoropyridin-2-yl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=CC=C1F XDNVPXHALSXFCU-SIHBAMTISA-N 0.000 claims 4
- ONTRTSUXIUYRHY-HFLPEKOISA-N 8-[(3R)-4-[(4-chlorophenyl)-(4-methylphenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)C ONTRTSUXIUYRHY-HFLPEKOISA-N 0.000 claims 4
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- TWTHRLVAGZZGJI-XZATXCMXSA-N 8-[(3R)-4-[(5-cyanopyridin-2-yl)-(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C(#N)C=1C=CC(=NC=1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F TWTHRLVAGZZGJI-XZATXCMXSA-N 0.000 claims 4
- ORKQMDUNANMOPJ-XMMPIXPASA-N 8-[(3R)-4-[bis(4-chlorophenyl)methyl]-3-ethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)Cl ORKQMDUNANMOPJ-XMMPIXPASA-N 0.000 claims 4
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- KKGHUHSSOUCNJW-UHFFFAOYSA-N 1-[bis(4-fluorophenyl)methyl]-4-(6-bromo-3-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxamide Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C(=O)N)C1=CC=C(C=C1)F KKGHUHSSOUCNJW-UHFFFAOYSA-N 0.000 claims 2
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- VLWBLWXVPVTMNZ-HHLJYWRRSA-N 4-[(2S,5R)-4-[(2-ethylphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-6-methoxy-1-methyl-1,5-naphthyridin-2-one Chemical compound C(C)C1=C(C=CC=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C2=CC=C(N=C12)OC)C)=O)C)C1=CC=C(C=C1)F VLWBLWXVPVTMNZ-HHLJYWRRSA-N 0.000 claims 2
- RNUZUJZEIANKGQ-LVQXAQMUSA-N 4-[(2S,5R)-4-[(4-chlorophenyl)-(2-ethyl-4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-6-methoxy-1-methyl-1,5-naphthyridin-2-one Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C2=CC=C(N=C12)OC)C)=O)C)C1=C(C=C(C=C1)F)CC RNUZUJZEIANKGQ-LVQXAQMUSA-N 0.000 claims 2
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- QBTXPCPOQVQZOB-MSOLQXFVSA-N 4-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C)C1=CC=C(C=C1)F QBTXPCPOQVQZOB-MSOLQXFVSA-N 0.000 claims 2
- MYQDVESGBQSFDM-QGZVFWFLSA-N 4-[(3R)-4-[bis(4-chlorophenyl)methyl]-3-methylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C)C1=CC=C(C=C1)Cl MYQDVESGBQSFDM-QGZVFWFLSA-N 0.000 claims 2
- MBYXQDFRAYIYHX-QGZVFWFLSA-N 4-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C)C1=CC=C(C=C1)F MBYXQDFRAYIYHX-QGZVFWFLSA-N 0.000 claims 2
- MBYXQDFRAYIYHX-KRWDZBQOSA-N 4-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C)C1=CC=C(C=C1)F MBYXQDFRAYIYHX-KRWDZBQOSA-N 0.000 claims 2
- SXGRHSYDYSSKRZ-AAFJCEBUSA-N 4-[1-[(2R)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2-methylpiperazin-1-yl]ethyl]benzoic acid Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(CC1)C(C)C1=CC=C(C(=O)O)C=C1)C)C#N)C)=O SXGRHSYDYSSKRZ-AAFJCEBUSA-N 0.000 claims 2
- NTBFVJSRBPIZKK-GARXDOFDSA-N 4-[1-[(2R,5S)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2,5-dimethylpiperazin-1-yl]ethyl]benzoic acid Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(C[C@@H]1C)C(C)C1=CC=C(C(=O)O)C=C1)C)C#N)C)=O NTBFVJSRBPIZKK-GARXDOFDSA-N 0.000 claims 2
- MGGIIWNRRRSUHJ-UHFFFAOYSA-N 4-[4-[bis(4-fluorophenyl)methyl]-2-(hydroxymethyl)piperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)CO)C1=CC=C(C=C1)F MGGIIWNRRRSUHJ-UHFFFAOYSA-N 0.000 claims 2
- CPIDLCMMNUSOMR-UHFFFAOYSA-N 4-[4-[bis(4-fluorophenyl)methyl]-3-(fluoromethyl)piperazin-1-yl]-6-bromo-1-methyl-2-oxo-1,5-naphthyridine-3-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)CF)C1=CC=C(C=C1)F CPIDLCMMNUSOMR-UHFFFAOYSA-N 0.000 claims 2
- CPERRDVODQYEBJ-UHFFFAOYSA-N 4-[bis(4-fluorophenyl)methyl]-1-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-N-cyclopropylpiperazine-2-carboxamide Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)NC1CC1)C1=CC=C(C=C1)F CPERRDVODQYEBJ-UHFFFAOYSA-N 0.000 claims 2
- YMDHGOCYTZOHEI-UHFFFAOYSA-N 4-[bis(4-fluorophenyl)methyl]-1-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxamide Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)N)C1=CC=C(C=C1)F YMDHGOCYTZOHEI-UHFFFAOYSA-N 0.000 claims 2
- NXWBQCJCHBJMAM-UHFFFAOYSA-N 4-[bis(4-fluorophenyl)methyl]-1-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylic acid Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)O)C1=CC=C(C=C1)F NXWBQCJCHBJMAM-UHFFFAOYSA-N 0.000 claims 2
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- TVBLNIXVIYNBNR-WRLRJORWSA-N 5-methyl-8-[(2S,5R)-2-methyl-5-[(4-methylpiperazin-1-yl)methyl]-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=CC1=O)N1[C@H](CN([C@@H](C1)CN1CCN(CC1)C)C(C)C1=CC=C(C=C1)OC(F)(F)F)C)C#N TVBLNIXVIYNBNR-WRLRJORWSA-N 0.000 claims 2
- YEVTVZNDXGELTQ-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-(pyridin-2-ylmethyl)piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=NC=CC=C1)C)C#N YEVTVZNDXGELTQ-OAHLLOKOSA-N 0.000 claims 2
- IZSRULOTIYLIBJ-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-(pyridin-3-ylmethyl)piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC=1C=NC=CC=1)C)C#N IZSRULOTIYLIBJ-OAHLLOKOSA-N 0.000 claims 2
- DGGPIZHCRAGQIQ-QGZVFWFLSA-N 5-methyl-8-[(3R)-3-methyl-4-(quinolin-2-ylmethyl)piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=NC2=CC=CC=C2C=C1)C)C#N DGGPIZHCRAGQIQ-QGZVFWFLSA-N 0.000 claims 2
- WDOUDCFOWSJYAR-CYBMUJFWSA-N 5-methyl-8-[(3R)-3-methyl-4-[(2,4,6-trifluorophenyl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=C(C=C(C=C1F)F)F)C)C#N WDOUDCFOWSJYAR-CYBMUJFWSA-N 0.000 claims 2
- KJFAFOLYYLXWQT-QGZVFWFLSA-N 5-methyl-8-[(3R)-3-methyl-4-[(3-methylphenyl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=CC(=CC=C1)C)C)C#N KJFAFOLYYLXWQT-QGZVFWFLSA-N 0.000 claims 2
- IFLPEYAHOMZLHJ-HXUWFJFHSA-N 5-methyl-8-[(3R)-3-methyl-4-[(3-phenylphenyl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C1(=CC(=CC=C1)CN1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=CC=C1 IFLPEYAHOMZLHJ-HXUWFJFHSA-N 0.000 claims 2
- OFVVJJRYSVJATL-QGZVFWFLSA-N 5-methyl-8-[(3R)-3-methyl-4-[(4-methylphenyl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=CC=C(C=C1)C)C)C#N OFVVJJRYSVJATL-QGZVFWFLSA-N 0.000 claims 2
- AASJVCMXEDAGMU-HXUWFJFHSA-N 5-methyl-8-[(3R)-3-methyl-4-[(4-phenylphenyl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C1(=CC=C(C=C1)CN1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=CC=C1 AASJVCMXEDAGMU-HXUWFJFHSA-N 0.000 claims 2
- ONBMDSCCLDGYCB-MRXNPFEDSA-N 5-methyl-8-[(3R)-3-methyl-4-[(6-methylpyridin-2-yl)methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=NC(=CC=C1)C)C)C#N ONBMDSCCLDGYCB-MRXNPFEDSA-N 0.000 claims 2
- IKQOVLHKROYILA-QNSVNVJESA-N 5-methyl-8-[(3R)-3-methyl-4-[1-(4-methylphenyl)ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=CC=C(C=C1)C)C)C#N IKQOVLHKROYILA-QNSVNVJESA-N 0.000 claims 2
- YBOUWFGGNZCVPQ-AAFJCEBUSA-N 5-methyl-8-[(3R)-3-methyl-4-[1-[3-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=CC(=CC=C1)C(F)(F)F)C)C#N YBOUWFGGNZCVPQ-AAFJCEBUSA-N 0.000 claims 2
- BJQKFZUCIXWRCI-AAFJCEBUSA-N 5-methyl-8-[(3R)-3-methyl-4-[1-[4-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=CC=C(C=C1)C(F)(F)F)C)C#N BJQKFZUCIXWRCI-AAFJCEBUSA-N 0.000 claims 2
- CRLJTEVJXXWMBL-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-[[2-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=C(C=CC=C1)OC(F)(F)F)C)C#N CRLJTEVJXXWMBL-OAHLLOKOSA-N 0.000 claims 2
- ITIQZSHOZSXJBM-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=C(C=CC=C1)C(F)(F)F)C)C#N ITIQZSHOZSXJBM-OAHLLOKOSA-N 0.000 claims 2
- UHEZDKRNSOBVGB-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-[[3-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=CC(=CC=C1)OC(F)(F)F)C)C#N UHEZDKRNSOBVGB-OAHLLOKOSA-N 0.000 claims 2
- VXDFSJVJIQNMFY-OAHLLOKOSA-N 5-methyl-8-[(3R)-3-methyl-4-[[3-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)CC1=CC(=CC=C1)C(F)(F)F)C)C#N VXDFSJVJIQNMFY-OAHLLOKOSA-N 0.000 claims 2
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- ZMMPYUKZAJZRGM-QIXCQHHOSA-N 7-fluoro-8-[(2S,5R)-4-[(2-fluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C(N(C=2C=CC(=NC=2C=1N1[C@H](CN([C@@H](C1)C)C(C1=CC=C(C=C1)F)C1=C(C=CC=C1)F)C)C#N)C)=O ZMMPYUKZAJZRGM-QIXCQHHOSA-N 0.000 claims 2
- JWLOSDMIMSWVAW-QIXCQHHOSA-N 7-fluoro-8-[(2S,5R)-4-[(3-fluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C(N(C=2C=CC(=NC=2C=1N1[C@H](CN([C@@H](C1)C)C(C1=CC=C(C=C1)F)C1=CC(=CC=C1)F)C)C#N)C)=O JWLOSDMIMSWVAW-QIXCQHHOSA-N 0.000 claims 2
- KDYNXFXRYJGNCO-QIXCQHHOSA-N 7-fluoro-8-[(2S,5R)-4-[(4-fluorophenyl)-[4-(trifluoromethyl)phenyl]methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C(N(C=2C=CC(=NC=2C=1N1[C@H](CN([C@@H](C1)C)C(C1=CC=C(C=C1)C(F)(F)F)C1=CC=C(C=C1)F)C)C#N)C)=O KDYNXFXRYJGNCO-QIXCQHHOSA-N 0.000 claims 2
- PWULEVRIMGHKCO-XMMPIXPASA-N 8-[(2R)-4-[bis(4-fluorophenyl)methyl]-2-ethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F PWULEVRIMGHKCO-XMMPIXPASA-N 0.000 claims 2
- SVWUYXOYUKYQGV-GOSISDBHSA-N 8-[(2R)-4-[bis(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F SVWUYXOYUKYQGV-GOSISDBHSA-N 0.000 claims 2
- NUINHUFZXOSTIZ-MHZLTWQESA-N 8-[(2R)-4-[bis(4-fluorophenyl)methyl]-2-propan-2-ylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)C)C1=CC=C(C=C1)F NUINHUFZXOSTIZ-MHZLTWQESA-N 0.000 claims 2
- CYDGYTFAYCGZKK-XBOMOHCESA-N 8-[(2R,5R)-2-(hydroxymethyl)-5-methyl-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound OC[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O CYDGYTFAYCGZKK-XBOMOHCESA-N 0.000 claims 2
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- QZHUQYOFKJWIEU-IEUQXXOBSA-N 8-[(2R,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F QZHUQYOFKJWIEU-IEUQXXOBSA-N 0.000 claims 2
- XKXKEJGUONTNBW-RTBURBONSA-N 8-[(2R,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F XKXKEJGUONTNBW-RTBURBONSA-N 0.000 claims 2
- UVYYNVXJFSYQIX-QZTJIDSGSA-N 8-[(2R,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)C)C1=CC=C(C=C1)F UVYYNVXJFSYQIX-QZTJIDSGSA-N 0.000 claims 2
- JDSGMIINKLWWQL-KBMIEXCESA-N 8-[(2R,5R)-4-[bis(4-fluorophenyl)methyl]-2-(methoxymethyl)-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)COC)C1=CC=C(C=C1)F JDSGMIINKLWWQL-KBMIEXCESA-N 0.000 claims 2
- GQLHFNHPEUITTI-HOYKHHGWSA-N 8-[(2R,5R)-4-[bis(4-fluorophenyl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F GQLHFNHPEUITTI-HOYKHHGWSA-N 0.000 claims 2
- ZFGNOIVUPPAIIR-KBMIEXCESA-N 8-[(2R,5R)-4-[bis(4-fluorophenyl)methyl]-5-(methoxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1COC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F ZFGNOIVUPPAIIR-KBMIEXCESA-N 0.000 claims 2
- OHIVPAYBULYMGV-ATIYNZHBSA-N 8-[(2R,5R)-4-[bis(4-methylphenyl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound CC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C OHIVPAYBULYMGV-ATIYNZHBSA-N 0.000 claims 2
- JYFWOMWZAHAQNL-CZUORRHYSA-N 8-[(2R,5R)-5-(hydroxymethyl)-2-methyl-4-[(2,4,6-trifluorophenyl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound OC[C@@H]1N(C[C@H](N(C1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)CC1=C(C=C(C=C1F)F)F JYFWOMWZAHAQNL-CZUORRHYSA-N 0.000 claims 2
- YDTWVKQTXICPFW-XBOMOHCESA-N 8-[(2R,5R)-5-(hydroxymethyl)-2-methyl-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound OC[C@@H]1N(C[C@H](N(C1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C(C)C1=CC=C(C=C1)OC(F)(F)F YDTWVKQTXICPFW-XBOMOHCESA-N 0.000 claims 2
- PZVPZRYSVJRTKE-RTKIROINSA-N 8-[(2R,5S)-2,5-dimethyl-4-[1-[4-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@H]1N(C[C@@H](N(C1)C(C)C1=CC=C(C=C1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O PZVPZRYSVJRTKE-RTKIROINSA-N 0.000 claims 2
- MGYDRSFZJHFSQT-YZEIVILOSA-N 8-[(2R,5S)-4-[(4-fluoro-2-methoxyphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)C(N1C[C@H](N(C[C@@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F)OC MGYDRSFZJHFSQT-YZEIVILOSA-N 0.000 claims 2
- AZYLISBFIIUNMA-RIGXQMBPSA-N 8-[(2R,5S)-4-[(4-fluoro-2-methoxyphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-7-nitro-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)C(N1C[C@H](N(C[C@@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)[N+](=O)[O-])C)C1=CC=C(C=C1)F)OC AZYLISBFIIUNMA-RIGXQMBPSA-N 0.000 claims 2
- CXJNRUHVJZNVBB-RBUKOAKNSA-N 8-[(2R,5S)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F CXJNRUHVJZNVBB-RBUKOAKNSA-N 0.000 claims 2
- XKXKEJGUONTNBW-MOPGFXCFSA-N 8-[(2R,5S)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@H](N(C[C@@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F XKXKEJGUONTNBW-MOPGFXCFSA-N 0.000 claims 2
- PWULEVRIMGHKCO-DEOSSOPVSA-N 8-[(2S)-4-[bis(4-fluorophenyl)methyl]-2-ethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F PWULEVRIMGHKCO-DEOSSOPVSA-N 0.000 claims 2
- SVWUYXOYUKYQGV-SFHVURJKSA-N 8-[(2S)-4-[bis(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F SVWUYXOYUKYQGV-SFHVURJKSA-N 0.000 claims 2
- NBXIJTCTPJFAFD-MSOLQXFVSA-N 8-[(2S,5R)-2,5-diethyl-4-[(3,4,5-trifluorophenyl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)CC1=CC(=C(C(=C1)F)F)F)CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O NBXIJTCTPJFAFD-MSOLQXFVSA-N 0.000 claims 2
- SUCIBGAMOQHGAV-BBCCDPPWSA-N 8-[(2S,5R)-2,5-diethyl-4-[(4-fluorophenyl)-(1,3-oxazol-4-yl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C=1N=COC=1)C1=CC=C(C=C1)F)CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O SUCIBGAMOQHGAV-BBCCDPPWSA-N 0.000 claims 2
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- CMJKYMWANGLHGP-CNYCQXTOSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-(5-methyl-1,2-oxazol-3-yl)ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=NOC(=C1)C)C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N CMJKYMWANGLHGP-CNYCQXTOSA-N 0.000 claims 2
- HORASTPUMYKPAL-AMIUJLCOSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C=1OC(=NN=1)C)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O HORASTPUMYKPAL-AMIUJLCOSA-N 0.000 claims 2
- MMXWBWXVOHPNKU-GARXDOFDSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[2-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=C(C=CC=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O MMXWBWXVOHPNKU-GARXDOFDSA-N 0.000 claims 2
- CTJTVWQDKPFOJK-AMIUJLCOSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[2-(trifluoromethyl)-1,3-thiazol-4-yl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C=1N=C(SC=1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O CTJTVWQDKPFOJK-AMIUJLCOSA-N 0.000 claims 2
- OYJQTCGOKLBTND-GARXDOFDSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[3-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=CC(=CC=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O OYJQTCGOKLBTND-GARXDOFDSA-N 0.000 claims 2
- QLRSEPCFICVGFH-YTYFACEESA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-(1,2,4-triazol-1-yl)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound N1(N=CN=C1)C1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C QLRSEPCFICVGFH-YTYFACEESA-N 0.000 claims 2
- NMSROGUYIVOVBN-GARXDOFDSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)OC(F)(F)F)C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N NMSROGUYIVOVBN-GARXDOFDSA-N 0.000 claims 2
- BXTXNECOGQJRCD-GARXDOFDSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O BXTXNECOGQJRCD-GARXDOFDSA-N 0.000 claims 2
- QFAWBHKVBFPUMF-GARXDOFDSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)C(F)(F)F)C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N QFAWBHKVBFPUMF-GARXDOFDSA-N 0.000 claims 2
- GZXHFTSLKAXNOA-LFPSWIHMSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-[(2-methylpropan-2-yl)oxy]phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)OC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C GZXHFTSLKAXNOA-LFPSWIHMSA-N 0.000 claims 2
- IRHJYMZSRKBPQZ-HVUWCZLESA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[4-[(2-methylpropan-2-yl)oxy]phenyl]propyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)OC1=CC=C(C=C1)C(CC)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C IRHJYMZSRKBPQZ-HVUWCZLESA-N 0.000 claims 2
- ACLKDHWIAXCKFR-YSPPHNQVSA-N 8-[(2S,5R)-2,5-dimethyl-4-[1-[6-(trifluoromethyl)pyridin-2-yl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C)C1=NC(=CC=C1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O ACLKDHWIAXCKFR-YSPPHNQVSA-N 0.000 claims 2
- USZBSOMSLQMJLH-FTAULWBTSA-N 8-[(2S,5R)-2,5-dimethyl-4-[2,2,2-trifluoro-1-(2-fluoro-4-hydroxyphenyl)ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C(F)(F)F)C1=C(C=C(C=C1)O)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O USZBSOMSLQMJLH-FTAULWBTSA-N 0.000 claims 2
- JRKOLTIYYRCRDC-KYFQQJHYSA-N 8-[(2S,5R)-2,5-dimethyl-4-[2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C(F)(F)F)C1=CC=C(C=C1)O)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O JRKOLTIYYRCRDC-KYFQQJHYSA-N 0.000 claims 2
- PSEBMLIXPSXXHQ-SJORKVTESA-N 8-[(2S,5R)-2,5-dimethyl-4-[[2-methyl-4-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC1=C(C=C(C=C1)OC(F)(F)F)C)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O PSEBMLIXPSXXHQ-SJORKVTESA-N 0.000 claims 2
- WRTIVXDXLOYPHE-CABCVRRESA-N 8-[(2S,5R)-2,5-dimethyl-4-[[2-methyl-6-(trifluoromethyl)pyridin-3-yl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC=1C(=NC(=CC=1)C(F)(F)F)C)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O WRTIVXDXLOYPHE-CABCVRRESA-N 0.000 claims 2
- DTSHYSLOTZTVFB-CVEARBPZSA-N 8-[(2S,5R)-2,5-dimethyl-4-[[3-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC1=CC(=CC=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O DTSHYSLOTZTVFB-CVEARBPZSA-N 0.000 claims 2
- YVOQCCXTCWGDBU-CVEARBPZSA-N 8-[(2S,5R)-2,5-dimethyl-4-[[4-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC1=CC=C(C=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O YVOQCCXTCWGDBU-CVEARBPZSA-N 0.000 claims 2
- OPEODEFSCRPOIM-NEPJUHHUSA-N 8-[(2S,5R)-2,5-dimethyl-4-[[5-(trifluoromethyl)-1,3,4-oxadiazol-2-yl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC=1OC(=NN=1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O OPEODEFSCRPOIM-NEPJUHHUSA-N 0.000 claims 2
- FMLFAJVPPYOSTO-CABCVRRESA-N 8-[(2S,5R)-2,5-dimethyl-4-[[6-(trifluoromethyl)pyridin-2-yl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)CC1=NC(=CC=C1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O FMLFAJVPPYOSTO-CABCVRRESA-N 0.000 claims 2
- QXVBZGXBMJYZHM-XWZNDSGVSA-N 8-[(2S,5R)-2,5-dimethyl-4-[phenyl-[4-(trifluoromethoxy)phenyl]methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C1=CC=C(C=C1)OC(F)(F)F)C1=CC=CC=C1)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O QXVBZGXBMJYZHM-XWZNDSGVSA-N 0.000 claims 2
- LJQQAARPMOQXFN-LBTBCUSVSA-N 8-[(2S,5R)-2-ethyl-4-[(3-fluorophenyl)-(5-methylpyridin-2-yl)methyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C1=NC=C(C=C1)C)C1=CC(=CC=C1)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O LJQQAARPMOQXFN-LBTBCUSVSA-N 0.000 claims 2
- VTNJLFUCOAFLJV-PWDJEIQTSA-N 8-[(2S,5R)-2-ethyl-4-[(4-fluorophenyl)-[5-(trifluoromethyl)pyridin-2-yl]methyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C1=NC=C(C=C1)C(F)(F)F)C1=CC=C(C=C1)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O VTNJLFUCOAFLJV-PWDJEIQTSA-N 0.000 claims 2
- RNMFHDGCHKKMEY-ZPTFWOHHSA-N 8-[(2S,5R)-2-ethyl-4-[(4-fluorophenyl)-[6-(trifluoromethyl)pyridin-2-yl]methyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C1=NC(=CC=C1)C(F)(F)F)C1=CC=C(C=C1)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O RNMFHDGCHKKMEY-ZPTFWOHHSA-N 0.000 claims 2
- YAAPREDNUXSQDR-PQLKOCLTSA-N 8-[(2S,5R)-2-ethyl-4-[1-(4-fluorophenyl)ethyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O YAAPREDNUXSQDR-PQLKOCLTSA-N 0.000 claims 2
- VCXDLGYTZFTMJR-CKYAKLRSSA-N 8-[(2S,5R)-2-ethyl-4-[1-[2-fluoro-4-(trifluoromethoxy)phenyl]propyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(CC)C1=C(C=C(C=C1)OC(F)(F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O VCXDLGYTZFTMJR-CKYAKLRSSA-N 0.000 claims 2
- KAIQXYAKTOEYJX-CKYAKLRSSA-N 8-[(2S,5R)-2-ethyl-4-[1-[2-fluoro-5-(trifluoromethoxy)phenyl]propyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(CC)C1=C(C=CC(=C1)OC(F)(F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O KAIQXYAKTOEYJX-CKYAKLRSSA-N 0.000 claims 2
- LNVCLHSXWJVWMA-YREILILBSA-N 8-[(2S,5R)-2-ethyl-4-[1-[3-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C)C1=CC(=CC(=C1)OC(F)(F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O LNVCLHSXWJVWMA-YREILILBSA-N 0.000 claims 2
- OBSVYBBWKWPDDL-PBHICJAKSA-N 8-[(2S,5R)-2-ethyl-5-methyl-4-[(2,4,6-trifluorophenyl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)CC1=C(C=C(C=C1F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O OBSVYBBWKWPDDL-PBHICJAKSA-N 0.000 claims 2
- IYYJDRGUELZQQP-PBHICJAKSA-N 8-[(2S,5R)-2-ethyl-5-methyl-4-[(3,4,5-trifluorophenyl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)CC1=CC(=C(C(=C1)F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O IYYJDRGUELZQQP-PBHICJAKSA-N 0.000 claims 2
- DADQYOQRLWEYLF-STGLDUPZSA-N 8-[(2S,5R)-2-ethyl-5-methyl-4-[1-(3,4,5-trifluorophenyl)ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C)C1=CC(=C(C(=C1)F)F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O DADQYOQRLWEYLF-STGLDUPZSA-N 0.000 claims 2
- GLOGUUZMNDSLEV-QIFHVCNWSA-N 8-[(2S,5R)-2-ethyl-5-methyl-4-[1-[4-(trifluoromethoxy)phenyl]propyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(CC)C1=CC=C(C=C1)OC(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O GLOGUUZMNDSLEV-QIFHVCNWSA-N 0.000 claims 2
- MCDDOSKHERRBBO-PQLKOCLTSA-N 8-[(2S,5R)-2-ethyl-5-methyl-4-[1-[4-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@@H]1N(C[C@H](N(C1)C(C)C1=CC=C(C=C1)C(F)(F)F)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O MCDDOSKHERRBBO-PQLKOCLTSA-N 0.000 claims 2
- JKORBMIBCNRAEM-CVEARBPZSA-N 8-[(2S,5R)-4-(1,2-benzoxazol-3-ylmethyl)-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound O1N=C(C2=C1C=CC=C2)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C JKORBMIBCNRAEM-CVEARBPZSA-N 0.000 claims 2
- HLWBXFLGTSBQEL-SJORKVTESA-N 8-[(2S,5R)-4-(3,4-dihydro-2H-1,4-benzoxazin-8-ylmethyl)-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound O1CCNC2=C1C(=CC=C2)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C HLWBXFLGTSBQEL-SJORKVTESA-N 0.000 claims 2
- LEODWIPLJQBCNZ-NYCGYEKWSA-N 8-[(2S,5R)-4-[(1,1-dioxothian-4-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound O=S1(CCC(CC1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F)=O LEODWIPLJQBCNZ-NYCGYEKWSA-N 0.000 claims 2
- DSSCXVUOZOJXFF-VQSPDULUSA-N 8-[(2S,5R)-4-[(1-cyclopropylpyrazol-4-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)N1N=CC(=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F DSSCXVUOZOJXFF-VQSPDULUSA-N 0.000 claims 2
- SHRVDLSGOZHKBH-MSOLQXFVSA-N 8-[(2S,5R)-4-[(1-ethyl-3-fluoroindol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)N1C=C(C2=C(C=CC=C12)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F SHRVDLSGOZHKBH-MSOLQXFVSA-N 0.000 claims 2
- ULOYNRRHAMXBBH-NJNVLPOUSA-N 8-[(2S,5R)-4-[(1-tert-butyltetrazol-5-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)N1N=NN=C1C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F ULOYNRRHAMXBBH-NJNVLPOUSA-N 0.000 claims 2
- BQAYIISDASSMJK-MOPGFXCFSA-N 8-[(2S,5R)-4-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-2,5-diethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1(OC2=C(O1)C=CC(=C2)CN1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)F BQAYIISDASSMJK-MOPGFXCFSA-N 0.000 claims 2
- JXEHRPZLMWTZPL-MAUKXSAKSA-N 8-[(2S,5R)-4-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1(OC2=C(O1)C=CC(=C2)CN1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F JXEHRPZLMWTZPL-MAUKXSAKSA-N 0.000 claims 2
- MZRMZFWISMNPAA-VQSPDULUSA-N 8-[(2S,5R)-4-[(2,3-difluorophenyl)-phenylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC=C1F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=CC=C1 MZRMZFWISMNPAA-VQSPDULUSA-N 0.000 claims 2
- HZUDVSMORFHTSN-WJDUPLLKSA-N 8-[(2S,5R)-4-[(2,4-difluorophenyl)-(5-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)F HZUDVSMORFHTSN-WJDUPLLKSA-N 0.000 claims 2
- PPOBWDYGMKLOKO-VQSPDULUSA-N 8-[(2S,5R)-4-[(2,4-difluorophenyl)-phenylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=CC=C1 PPOBWDYGMKLOKO-VQSPDULUSA-N 0.000 claims 2
- BFXDLPPFUOTCKI-UWSFRVEYSA-N 8-[(2S,5R)-4-[(2,4-difluorophenyl)-pyridin-2-ylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC=C1 BFXDLPPFUOTCKI-UWSFRVEYSA-N 0.000 claims 2
- KJLLOFROZJZQSQ-CABCVRRESA-N 8-[(2S,5R)-4-[(2,4-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C KJLLOFROZJZQSQ-CABCVRRESA-N 0.000 claims 2
- WHYHWYYSZZCAGR-HNAYVOBHSA-N 8-[(2S,5R)-4-[(2,4-difluorophenyl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)CN1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C WHYHWYYSZZCAGR-HNAYVOBHSA-N 0.000 claims 2
- SWWOXJDERAXVQP-CABCVRRESA-N 8-[(2S,5R)-4-[(2,5-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=C(C=C1)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C SWWOXJDERAXVQP-CABCVRRESA-N 0.000 claims 2
- PFRHSKGTZLPZNL-CABCVRRESA-N 8-[(2S,5R)-4-[(2,6-dichlorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=C(C(=CC=C1)Cl)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C PFRHSKGTZLPZNL-CABCVRRESA-N 0.000 claims 2
- LSDLGWMKIBUAPK-CABCVRRESA-N 8-[(2S,5R)-4-[(2,6-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC=C1)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C LSDLGWMKIBUAPK-CABCVRRESA-N 0.000 claims 2
- AKIUJGLYGWDYSH-MOPGFXCFSA-N 8-[(2S,5R)-4-[(2,6-dimethylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound CC1=C(C(=CC=C1)C)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C AKIUJGLYGWDYSH-MOPGFXCFSA-N 0.000 claims 2
- PETPVAQRLNLXGZ-ZUDGUFDASA-N 8-[(2S,5R)-4-[(2-chloro-4-fluorophenyl)-(5-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=C(C=CC(=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=C(C=C1)C PETPVAQRLNLXGZ-ZUDGUFDASA-N 0.000 claims 2
- GEBCVPVDNCJGLA-HNAYVOBHSA-N 8-[(2S,5R)-4-[(2-chloro-4-fluorophenyl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=C(C=CC(=C1)F)CN1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C GEBCVPVDNCJGLA-HNAYVOBHSA-N 0.000 claims 2
- FPFOIBPWFVPEMO-CVEARBPZSA-N 8-[(2S,5R)-4-[(2-chloro-6-cyanophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=C(C(=CC=C1)C#N)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C FPFOIBPWFVPEMO-CVEARBPZSA-N 0.000 claims 2
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- UVPPBOKIQAPOKJ-NJNVLPOUSA-N 8-[(2S,5R)-4-[(3-tert-butyl-1,2,4-oxadiazol-5-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)C1=NOC(=N1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F UVPPBOKIQAPOKJ-NJNVLPOUSA-N 0.000 claims 2
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- MLVFJIZSBHAPLP-KGLIPLIRSA-N 8-[(2S,5R)-4-[(4-chloro-2,6-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC(=C(C(=C1)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F MLVFJIZSBHAPLP-KGLIPLIRSA-N 0.000 claims 2
- KDJVCVYCKSWNFB-CABCVRRESA-N 8-[(2S,5R)-4-[(4-chloro-2-hydroxyphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC(=C(C=C1)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)O KDJVCVYCKSWNFB-CABCVRRESA-N 0.000 claims 2
- NZFVJQNFBJEIJR-BCSWVDANSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC2=C(OC(O2)(F)F)C=C1 NZFVJQNFBJEIJR-BCSWVDANSA-N 0.000 claims 2
- PMGZQANASNRLMJ-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(2,3-dihydro-1,4-benzodioxin-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=CC=2OCCOC=21 PMGZQANASNRLMJ-TURHTGMXSA-N 0.000 claims 2
- NCZDACJAOOFBHM-LVQXAQMUSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(2-ethyl-4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=C(C=C(C=C1)F)CC NCZDACJAOOFBHM-LVQXAQMUSA-N 0.000 claims 2
- GFTZQKJJKKTVAX-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(2-methylpyrimidin-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NC(=NC=1)C GFTZQKJJKKTVAX-UWSFRVEYSA-N 0.000 claims 2
- LKXHEWPZTRNHAC-NOVWKWNWSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=NO1)C1CC1 LKXHEWPZTRNHAC-NOVWKWNWSA-N 0.000 claims 2
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- VLGRWFDQWCVNBO-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-cyanophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C#N VLGRWFDQWCVNBO-TURHTGMXSA-N 0.000 claims 2
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- HPVQRAVOQJICGR-KUTNOTQMSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-fluorophenyl)methyl]-2-ethyl-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F HPVQRAVOQJICGR-KUTNOTQMSA-N 0.000 claims 2
- FLLPWINCRIAPBL-MYZDVQGESA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-fluorophenyl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F FLLPWINCRIAPBL-MYZDVQGESA-N 0.000 claims 2
- HLCDYBNRYXVCFV-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC(=C1)F HLCDYBNRYXVCFV-UWSFRVEYSA-N 0.000 claims 2
- UISHUBLFHNPNQE-AVNYNHNVSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)C UISHUBLFHNPNQE-AVNYNHNVSA-N 0.000 claims 2
- CLTIOOHBEALNML-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(5-chloropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)Cl CLTIOOHBEALNML-UWSFRVEYSA-N 0.000 claims 2
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- FQXREPHFHFBBAL-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(5-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)F FQXREPHFHFBBAL-UWSFRVEYSA-N 0.000 claims 2
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- KLRACHXUEACYKD-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(6-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=CC=C1)F KLRACHXUEACYKD-UWSFRVEYSA-N 0.000 claims 2
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- PHMLIOHCZRSHFI-GLIVAUGKSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-pyridin-2-ylmethyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC=C1 PHMLIOHCZRSHFI-GLIVAUGKSA-N 0.000 claims 2
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- DBEVDUOCZIBUBL-CABCVRRESA-N 8-[(2S,5R)-4-[(4-cyano-2,6-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC(=C(C(=C1)F)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F DBEVDUOCZIBUBL-CABCVRRESA-N 0.000 claims 2
- RFGVBBWNEPKGFQ-CVEARBPZSA-N 8-[(2S,5R)-4-[(4-cyano-2-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC(=C(C=C1)CN1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F RFGVBBWNEPKGFQ-CVEARBPZSA-N 0.000 claims 2
- LQPSEVFKYMSDQY-YEOOOGFDSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2,5-diethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F LQPSEVFKYMSDQY-YEOOOGFDSA-N 0.000 claims 2
- QHZRVQJZFBNRBY-HZLHXKQSSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F QHZRVQJZFBNRBY-HZLHXKQSSA-N 0.000 claims 2
- KCYJMBSIDLDILW-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F KCYJMBSIDLDILW-TURHTGMXSA-N 0.000 claims 2
- VOJBCZPLZTZATM-VQSPDULUSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-6-oxo-5H-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(NC=2C=CC(=NC1=2)C#N)=O)C)C1=CC=C(C=C1)F VOJBCZPLZTZATM-VQSPDULUSA-N 0.000 claims 2
- JEXKEEPSPTUERI-ZUDGUFDASA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)F)C)C1=CC=C(C=C1)F JEXKEEPSPTUERI-ZUDGUFDASA-N 0.000 claims 2
- KBBHWYVTHOFSDY-OCEHLNNUSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2-ethyl-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F KBBHWYVTHOFSDY-OCEHLNNUSA-N 0.000 claims 2
- AMSOEXIGFRYMCY-RHZWIKIYSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F AMSOEXIGFRYMCY-RHZWIKIYSA-N 0.000 claims 2
- WGEWUMNUIHFQRS-AVNYNHNVSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)F)C)C1=CC=C(C=C1)C WGEWUMNUIHFQRS-AVNYNHNVSA-N 0.000 claims 2
- LOTZDTCEVOPIQA-VQSPDULUSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(5-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)F LOTZDTCEVOPIQA-VQSPDULUSA-N 0.000 claims 2
- FTTLEGYKIQSIJH-HFHQHIJTSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(5-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)C FTTLEGYKIQSIJH-HFHQHIJTSA-N 0.000 claims 2
- AJKNYJJIEHESFT-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-cyclopropyl-1,3-oxazol-2-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C=1N=C(OC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F AJKNYJJIEHESFT-UWSFRVEYSA-N 0.000 claims 2
- RKHFHFJEKBRCAR-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-cyclopropyl-1,3-thiazol-2-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C=1N=C(SC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F RKHFHFJEKBRCAR-UWSFRVEYSA-N 0.000 claims 2
- OREMFERWLDPOSA-IWPIYJETSA-N 8-[(2S,5R)-4-[(4-cyclopropyl-1,3-thiazol-2-yl)-(4-fluorophenyl)methyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C=1N=C(SC=1)C(N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F OREMFERWLDPOSA-IWPIYJETSA-N 0.000 claims 2
- IIDNBKQJOUWPOI-HHLJYWRRSA-N 8-[(2S,5R)-4-[(4-dimethylphosphorylphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound CP(=O)(C)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F IIDNBKQJOUWPOI-HHLJYWRRSA-N 0.000 claims 2
- MOEMPIJPZVYCDF-MSOLQXFVSA-N 8-[(2S,5R)-4-[(4-dimethylphosphorylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound CP(=O)(C)C1=CC=C(CN2C[C@@H](N(C[C@H]2C)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)C)C=C1 MOEMPIJPZVYCDF-MSOLQXFVSA-N 0.000 claims 2
- MYTJVTDQAZIWSQ-CVEARBPZSA-N 8-[(2S,5R)-4-[(4-ethoxy-2,6-difluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)OC1=CC(=C(CN2C[C@@H](N(C[C@H]2C)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)C)C(=C1)F)F MYTJVTDQAZIWSQ-CVEARBPZSA-N 0.000 claims 2
- RSGXLFNWTHLURX-SBCWPUQDSA-N 8-[(2S,5R)-4-[(4-ethylphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound C(C)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F RSGXLFNWTHLURX-SBCWPUQDSA-N 0.000 claims 2
- MGYDRSFZJHFSQT-XXSSKAMJSA-N 8-[(2S,5R)-4-[(4-fluoro-2-methoxyphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F)OC MGYDRSFZJHFSQT-XXSSKAMJSA-N 0.000 claims 2
- AZYLISBFIIUNMA-QIXCQHHOSA-N 8-[(2S,5R)-4-[(4-fluoro-2-methoxyphenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-7-nitro-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)[N+](=O)[O-])C)C1=CC=C(C=C1)F)OC AZYLISBFIIUNMA-QIXCQHHOSA-N 0.000 claims 2
- NJUGUKSJWHEASY-MSOLQXFVSA-N 8-[(2S,5R)-4-[(4-fluoro-2-propan-2-yloxyphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(CN2C[C@@H](N(C[C@H]2C)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)C)C=C1)OC(C)C NJUGUKSJWHEASY-MSOLQXFVSA-N 0.000 claims 2
- ZUVQZPAQWLYGMW-CAFRZEFWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,2,4-oxadiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=NO1 ZUVQZPAQWLYGMW-CAFRZEFWSA-N 0.000 claims 2
- ZBFYSIPONWHZQF-VRBVYGAASA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,2-oxazol-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NOC=C1 ZBFYSIPONWHZQF-VRBVYGAASA-N 0.000 claims 2
- DCDLWHGBVPCHMZ-NOVWKWNWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,2-oxazol-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NOC=C1 DCDLWHGBVPCHMZ-NOVWKWNWSA-N 0.000 claims 2
- JSYLPERFYOJTDW-NOVWKWNWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,2-thiazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NSC=1 JSYLPERFYOJTDW-NOVWKWNWSA-N 0.000 claims 2
- ZNAHYRPIBMDGDU-VRBVYGAASA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,2-thiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=NS1 ZNAHYRPIBMDGDU-VRBVYGAASA-N 0.000 claims 2
- ZBGVWTOYQOJKJE-NOVWKWNWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,3-oxazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1N=COC=1 ZBGVWTOYQOJKJE-NOVWKWNWSA-N 0.000 claims 2
- IVUCNBUVNUNISM-WAPIFTKLSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,3-thiazol-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1SC=CN=1 IVUCNBUVNUNISM-WAPIFTKLSA-N 0.000 claims 2
- FGKOXGARXRDOAI-VRBVYGAASA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1,3-thiazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C=1N=CSC=1 FGKOXGARXRDOAI-VRBVYGAASA-N 0.000 claims 2
- PUBQYANGMAKFKZ-JPDPOCBJSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1-methylimidazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C=1N=CN(C=1)C PUBQYANGMAKFKZ-JPDPOCBJSA-N 0.000 claims 2
- PDKIQHCDTVYJTH-RIGXQMBPSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1-methylimidazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1N=CN(C=1)C PDKIQHCDTVYJTH-RIGXQMBPSA-N 0.000 claims 2
- NHEVIVBPTPYZHP-JPDPOCBJSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1-methylpyrazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C=1C=NN(C=1)C NHEVIVBPTPYZHP-JPDPOCBJSA-N 0.000 claims 2
- YTOONUYMTBHCAX-RIGXQMBPSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(1-methylpyrazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C=NN(C=1)C YTOONUYMTBHCAX-RIGXQMBPSA-N 0.000 claims 2
- VBEFDVWYJXGLGE-KZKVIATDSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(2,4,6-trifluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=C(C=C(C=C1F)F)F VBEFDVWYJXGLGE-KZKVIATDSA-N 0.000 claims 2
- FUFXTYUMKCCNCC-NYCGYEKWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(2-methoxypyridin-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1C(=NC=CC=1)OC FUFXTYUMKCCNCC-NYCGYEKWSA-N 0.000 claims 2
- HYVYVJKCUWGLKG-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(2-methylpyrimidin-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=NC=C1)C HYVYVJKCUWGLKG-UWSFRVEYSA-N 0.000 claims 2
- RSYWXFOXHQAGMT-QIXCQHHOSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=CC=C1F RSYWXFOXHQAGMT-QIXCQHHOSA-N 0.000 claims 2
- UAGQVORMHODMHD-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC=C1F UAGQVORMHODMHD-UWSFRVEYSA-N 0.000 claims 2
- SAXUAWVQOZSJSH-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-methoxyphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC(=CC=C1)OC SAXUAWVQOZSJSH-TURHTGMXSA-N 0.000 claims 2
- QRXZSXBABHRKPA-NYMNUTCMSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-methyl-1,2,4-oxadiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=NO1)C QRXZSXBABHRKPA-NYMNUTCMSA-N 0.000 claims 2
- CTRXQFXFOLBYIH-JPDPOCBJSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-methylimidazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CN=CN1C CTRXQFXFOLBYIH-JPDPOCBJSA-N 0.000 claims 2
- BRBCCJVMUORTJW-RIGXQMBPSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-methylimidazol-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CN=CN1C BRBCCJVMUORTJW-RIGXQMBPSA-N 0.000 claims 2
- DVBLEWXVRJCYNX-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-methylsulfonylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC(=CC=C1)S(=O)(=O)C DVBLEWXVRJCYNX-TURHTGMXSA-N 0.000 claims 2
- WBVOESMNEUFYOT-JZFIVBRMSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-morpholin-4-yl-1,2,4-oxadiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=NO1)N1CCOCC1 WBVOESMNEUFYOT-JZFIVBRMSA-N 0.000 claims 2
- VUOMJHYPJWUJGH-NJNVLPOUSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=NO1)C(C)C VUOMJHYPJWUJGH-NJNVLPOUSA-N 0.000 claims 2
- XZMJGGLWUBODES-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC(=C1)F XZMJGGLWUBODES-UWSFRVEYSA-N 0.000 claims 2
- UEISDQSMHUBTOC-HZLHXKQSSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methoxyphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)OC UEISDQSMHUBTOC-HZLHXKQSSA-N 0.000 claims 2
- CLGWMNGLEGMFRV-TURHTGMXSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methoxyphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)OC CLGWMNGLEGMFRV-TURHTGMXSA-N 0.000 claims 2
- AVSGPZXBTBGSSF-AVNYNHNVSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)C AVSGPZXBTBGSSF-AVNYNHNVSA-N 0.000 claims 2
- VTZNAWCUAGAQHA-JLNVSYFESA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(4-morpholin-4-ylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)N1CCOCC1 VTZNAWCUAGAQHA-JLNVSYFESA-N 0.000 claims 2
- JAUPBWKDASGGCL-QIXCQHHOSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=C(C=C1)F JAUPBWKDASGGCL-QIXCQHHOSA-N 0.000 claims 2
- FHNODAODQQGITE-UWSFRVEYSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)F FHNODAODQQGITE-UWSFRVEYSA-N 0.000 claims 2
- SCMAERKGAZGZKX-XUKFFACESA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-methyl-1,2-oxazol-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NOC(=C1)C SCMAERKGAZGZKX-XUKFFACESA-N 0.000 claims 2
- VVERAZAZACAHQI-KRXSAHMKSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-methyl-1,2-oxazol-3-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NOC(=C1)C VVERAZAZACAHQI-KRXSAHMKSA-N 0.000 claims 2
- QRMKEQLWJWRGNA-NJNVLPOUSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(5-propan-2-yl-1,3,4-thiadiazol-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1SC(=NN=1)C(C)C QRMKEQLWJWRGNA-NJNVLPOUSA-N 0.000 claims 2
- SDDGAOCYVDVJEG-FARGSTTKSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(6-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC(=CC=C1)C SDDGAOCYVDVJEG-FARGSTTKSA-N 0.000 claims 2
- VZUQIATWZHQVOA-XWZNDSGVSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(6-methylpyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC(=CC=C1)C VZUQIATWZHQVOA-XWZNDSGVSA-N 0.000 claims 2
- CJLGJXFDDSRFGF-OZPDNGTBSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(oxan-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1OCCCC1 CJLGJXFDDSRFGF-OZPDNGTBSA-N 0.000 claims 2
- MEBINTMEVREBQR-NYCGYEKWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-(oxan-4-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1CCOCC1 MEBINTMEVREBQR-NYCGYEKWSA-N 0.000 claims 2
- GSUFKUNPTJIKMK-NYMNUTCMSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-[2-(trifluoromethyl)-1,3-thiazol-4-yl]methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C=1N=C(SC=1)C(F)(F)F GSUFKUNPTJIKMK-NYMNUTCMSA-N 0.000 claims 2
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- ZSQBLDKHXJFJIW-NYCGYEKWSA-N 8-[(2S,5R)-4-[(4-fluorophenyl)-pyridin-2-ylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=CC=C1 ZSQBLDKHXJFJIW-NYCGYEKWSA-N 0.000 claims 2
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- DBSSDSJOFBCNDV-UWSFRVEYSA-N 8-[(2S,5R)-4-[(5-chloropyridin-2-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC=1C=CC(=NC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F DBSSDSJOFBCNDV-UWSFRVEYSA-N 0.000 claims 2
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- SLSLKBGKCYPIMA-NOVWKWNWSA-N 8-[(2S,5R)-4-[(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C1=NN=C(S1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F SLSLKBGKCYPIMA-NOVWKWNWSA-N 0.000 claims 2
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- GENCDMNMZDMOLF-XWZNDSGVSA-N 8-[(2S,5R)-4-[(5-fluoropyridin-2-yl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=CC(=NC=1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C GENCDMNMZDMOLF-XWZNDSGVSA-N 0.000 claims 2
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- VTNNUZOPXAPMFU-NJNVLPOUSA-N 8-[(2S,5R)-4-[(5-tert-butyl-1,2,4-oxadiazol-3-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)C1=NC(=NO1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F VTNNUZOPXAPMFU-NJNVLPOUSA-N 0.000 claims 2
- NFTCDDFIIVHKLE-VQSPDULUSA-N 8-[(2S,5R)-4-[(5-tert-butyl-1,2-oxazol-3-yl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)(C)(C)C1=CC(=NO1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F NFTCDDFIIVHKLE-VQSPDULUSA-N 0.000 claims 2
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- XGVPHGDBQVBGSF-OHAXFNJZSA-N 8-[(2S,5R)-4-[1-(2,2-difluoro-1,3-benzodioxol-5-yl)ethyl]-2,5-diethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1(OC2=C(O1)C=CC(=C2)C(C)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)F XGVPHGDBQVBGSF-OHAXFNJZSA-N 0.000 claims 2
- OXIHXOWFDBAERN-SCVGIUIWSA-N 8-[(2S,5R)-4-[1-(2,4-difluorophenyl)ethyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)F)C(C)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C OXIHXOWFDBAERN-SCVGIUIWSA-N 0.000 claims 2
- BQLIVRVAEXPDQR-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(2,5-difluoro-4-methoxyphenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=C(C(=C1)OC)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C BQLIVRVAEXPDQR-YSPPHNQVSA-N 0.000 claims 2
- YBDPUTYSBKBNBG-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(2,6-difluoro-4-methoxyphenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC(=C1)OC)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C YBDPUTYSBKBNBG-YSPPHNQVSA-N 0.000 claims 2
- BCMYUMDWTJACTO-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(2,6-difluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=C(C(=CC=C1)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C BCMYUMDWTJACTO-YSPPHNQVSA-N 0.000 claims 2
- JSDWTOGDZIDOQE-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(2,6-difluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC=C1)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C JSDWTOGDZIDOQE-YSPPHNQVSA-N 0.000 claims 2
- ZEWZOECBGIAOIB-CKDQBVIESA-N 8-[(2S,5R)-4-[1-(2-chloro-4-fluoro-3-methylphenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=C(C=CC(=C1C)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C ZEWZOECBGIAOIB-CKDQBVIESA-N 0.000 claims 2
- FGANSVYPZUTMGY-GARXDOFDSA-N 8-[(2S,5R)-4-[1-(2-fluoro-4,5-dimethoxyphenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=C(C(=C1)OC)OC)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C FGANSVYPZUTMGY-GARXDOFDSA-N 0.000 claims 2
- DNXNYIMJHZTMBB-GARXDOFDSA-N 8-[(2S,5R)-4-[1-(2-fluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=C(C=CC=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C DNXNYIMJHZTMBB-GARXDOFDSA-N 0.000 claims 2
- HUJNXOHCNUTHBQ-LQUOLJLFSA-N 8-[(2S,5R)-4-[1-(3,4-difluorophenyl)ethyl]-2-ethyl-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC HUJNXOHCNUTHBQ-LQUOLJLFSA-N 0.000 claims 2
- UXWICJMKCVHZKN-SCVGIUIWSA-N 8-[(2S,5R)-4-[1-(3,4-difluorophenyl)ethyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1F)C(C)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C UXWICJMKCVHZKN-SCVGIUIWSA-N 0.000 claims 2
- KGYOHRSEPGCAOK-ZQIYAJFXSA-N 8-[(2S,5R)-4-[1-(3,4-difluorophenyl)propyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1F)C(CC)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C KGYOHRSEPGCAOK-ZQIYAJFXSA-N 0.000 claims 2
- SSYOVRQFMVHCJM-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(3-chloro-4-fluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC=1C=C(C=CC=1F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C SSYOVRQFMVHCJM-YSPPHNQVSA-N 0.000 claims 2
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- IHLAHHPOMYMHNV-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-(4-chloro-2-fluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC(=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F IHLAHHPOMYMHNV-YSPPHNQVSA-N 0.000 claims 2
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- IPBUOVFFTHCEQB-DVKDBIPTSA-N 8-[(2S,5R)-4-[1-(4-cyclopropyl-2-fluorophenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C1=CC(=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F IPBUOVFFTHCEQB-DVKDBIPTSA-N 0.000 claims 2
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- AFUCJKBEDPBUII-DBRKUKIDSA-N 8-[(2S,5R)-4-[1-(4-cyclopropyl-2-fluorophenyl)propyl]-2,5-diethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C1=CC(=C(C=C1)C(CC)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)F AFUCJKBEDPBUII-DBRKUKIDSA-N 0.000 claims 2
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- FTXZLCTWUABAQN-YTYFACEESA-N 8-[(2S,5R)-4-[1-(4-dimethylphosphorylphenyl)ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CP(=O)(C)C1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C FTXZLCTWUABAQN-YTYFACEESA-N 0.000 claims 2
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- PAFZICJKCUYTNW-LFPSWIHMSA-N 8-[(2S,5R)-4-[1-[4-(1-cyanocyclopropyl)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1(CC1)C1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C PAFZICJKCUYTNW-LFPSWIHMSA-N 0.000 claims 2
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- SKOPPPCMJOYYIC-YNHNLWNQSA-N 8-[(2S,5R)-4-[1-[4-(cyclopropylmethoxy)phenyl]propyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)COC1=CC=C(C=C1)C(CC)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C SKOPPPCMJOYYIC-YNHNLWNQSA-N 0.000 claims 2
- WFFRPHRHUBYGTA-SJRAPUSDSA-N 8-[(2S,5R)-4-[1-[4-(difluoromethoxy)phenyl]ethyl]-2,5-diethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC(OC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)F WFFRPHRHUBYGTA-SJRAPUSDSA-N 0.000 claims 2
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- VXWRIPOCWFQNCC-GARXDOFDSA-N 8-[(2S,5R)-4-[1-[4-(difluoromethoxy)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC(OC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F VXWRIPOCWFQNCC-GARXDOFDSA-N 0.000 claims 2
- PCKVZVIPYXYRSH-YKBQRGLWSA-N 8-[(2S,5R)-4-[1-[4-(difluoromethoxy)phenyl]ethyl]-5-ethyl-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC(OC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1CC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F PCKVZVIPYXYRSH-YKBQRGLWSA-N 0.000 claims 2
- UDZLOERIJBZCRK-YTYFACEESA-N 8-[(2S,5R)-4-[1-[4-(methoxymethyl)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound COCC1=CC=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C UDZLOERIJBZCRK-YTYFACEESA-N 0.000 claims 2
- FIZIRHBVBYYDHY-LFPSWIHMSA-N 8-[(2S,5R)-4-[1-[4-cyano-3-(2-methoxyethoxy)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=C(C=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)OCCOC FIZIRHBVBYYDHY-LFPSWIHMSA-N 0.000 claims 2
- BBHYAWIAMDLONC-PDYHCXRVSA-N 8-[(2S,5R)-4-[1-[4-cyano-3-[2-(dimethylamino)ethoxy]phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=C(C=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)OCCN(C)C BBHYAWIAMDLONC-PDYHCXRVSA-N 0.000 claims 2
- CXTYVGNYZSAYSX-DVKDBIPTSA-N 8-[(2S,5R)-4-[1-[4-fluoro-2-(methoxymethyl)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)COC CXTYVGNYZSAYSX-DVKDBIPTSA-N 0.000 claims 2
- SBHUEGVUSODCSN-DVKDBIPTSA-N 8-[(2S,5R)-4-[1-[4-fluoro-3-(methoxymethyl)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)COC SBHUEGVUSODCSN-DVKDBIPTSA-N 0.000 claims 2
- FIZLVPWRJJUHPD-LFPSWIHMSA-N 8-[(2S,5R)-4-[1-[4-methoxy-3-(2-methoxyethoxy)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound COC1=C(C=C(C=C1)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)OCCOC FIZLVPWRJJUHPD-LFPSWIHMSA-N 0.000 claims 2
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- UAWYZXVPBDQEMZ-OKFXBHNASA-N 8-[(2S,5R)-4-[2-methoxy-1-[5-(trifluoromethyl)pyridin-2-yl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound COCC(C1=NC=C(C=C1)C(F)(F)F)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C UAWYZXVPBDQEMZ-OKFXBHNASA-N 0.000 claims 2
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- XDWCUVWMZUXUJN-CABCVRRESA-N 8-[(2S,5R)-4-[[3-fluoro-4-(trifluoromethoxy)phenyl]methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(CN2C[C@@H](N(C[C@H]2C)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)C)C=CC=1OC(F)(F)F XDWCUVWMZUXUJN-CABCVRRESA-N 0.000 claims 2
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- BLFDWYBHSLRILM-MOPGFXCFSA-N 8-[(2S,5R)-4-[bis(4-chlorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)Cl BLFDWYBHSLRILM-MOPGFXCFSA-N 0.000 claims 2
- REURPYMYAHZMMX-RBUKOAKNSA-N 8-[(2S,5R)-4-[bis(4-chlorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)Cl REURPYMYAHZMMX-RBUKOAKNSA-N 0.000 claims 2
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- KSMFDQBLTFGYBC-CLOONOSVSA-N 8-[(2S,5R)-4-[bis(4-chlorophenyl)methyl]-2-ethyl-5-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)Cl KSMFDQBLTFGYBC-CLOONOSVSA-N 0.000 claims 2
- QZYZNSSLKYNBBO-RBUKOAKNSA-N 8-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5,7-dimethyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C)C1=CC=C(C=C1)F QZYZNSSLKYNBBO-RBUKOAKNSA-N 0.000 claims 2
- CXJNRUHVJZNVBB-MOPGFXCFSA-N 8-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F CXJNRUHVJZNVBB-MOPGFXCFSA-N 0.000 claims 2
- XKXKEJGUONTNBW-RBUKOAKNSA-N 8-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F XKXKEJGUONTNBW-RBUKOAKNSA-N 0.000 claims 2
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- UVYYNVXJFSYQIX-MSOLQXFVSA-N 8-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)C)C1=CC=C(C=C1)F UVYYNVXJFSYQIX-MSOLQXFVSA-N 0.000 claims 2
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- MQQTWICWZZPQCG-MSOLQXFVSA-N 8-[(2S,5R)-4-[bis(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)F)C)C1=CC=C(C=C1)F MQQTWICWZZPQCG-MSOLQXFVSA-N 0.000 claims 2
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- DSDUBKMCUVANGP-NANQTSIFSA-N 8-[(2S,5R)-5-ethyl-4-[1-[2-fluoro-4-(trifluoromethoxy)phenyl]ethyl]-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@H]1N(C[C@@H](N(C1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C(C)C1=C(C=C(C=C1)OC(F)(F)F)F DSDUBKMCUVANGP-NANQTSIFSA-N 0.000 claims 2
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- AAUOYYSFYMGTCO-MAUKXSAKSA-N 8-[(2S,5R)-5-ethyl-4-[[3-fluoro-4-(trifluoromethoxy)phenyl]methyl]-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(C)[C@H]1N(C[C@@H](N(C1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)CC1=CC(=C(C=C1)OC(F)(F)F)F AAUOYYSFYMGTCO-MAUKXSAKSA-N 0.000 claims 2
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- LVHHMAOUKCGLQM-YOEHRIQHSA-N 8-[(2S,5S)-4-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1(OC2=C(O1)C=CC(=C2)CN1C[C@@H](N(C[C@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)F LVHHMAOUKCGLQM-YOEHRIQHSA-N 0.000 claims 2
- HXRUGRTWIBHBQM-RHQVOXDOSA-N 8-[(2S,5S)-4-[(3-fluorophenyl)-(5-methylpyridin-2-yl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC=1C=C(C=CC=1)C(N1C[C@@H](N(C[C@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NC=C(C=C1)C HXRUGRTWIBHBQM-RHQVOXDOSA-N 0.000 claims 2
- QKZUBFKJDSNALN-UUFHVHBOSA-N 8-[(2S,5S)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-2-ethyl-5-(methoxymethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1COC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F QKZUBFKJDSNALN-UUFHVHBOSA-N 0.000 claims 2
- IXOYWGQWMFRVMQ-QKNDSDFCSA-N 8-[(2S,5S)-4-[(4-cyanophenyl)-(4-fluorophenyl)methyl]-5-(methoxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1COC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F IXOYWGQWMFRVMQ-QKNDSDFCSA-N 0.000 claims 2
- KRYMTARLOLSGAK-RRGYIBETSA-N 8-[(2S,5S)-4-[(4-cyclopropyl-1,3-thiazol-2-yl)-(4-fluorophenyl)methyl]-5-(methoxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C1(CC1)C=1N=C(SC=1)C(N1C[C@@H](N(C[C@H]1COC)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F KRYMTARLOLSGAK-RRGYIBETSA-N 0.000 claims 2
- JNGVBUFWEPJFHW-DDYWFNJBSA-N 8-[(2S,5S)-4-[(4-fluorophenyl)-(1,2-oxazol-3-yl)methyl]-5-(hydroxymethyl)-2-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1CO)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=NOC=C1 JNGVBUFWEPJFHW-DDYWFNJBSA-N 0.000 claims 2
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- VACKUAFWOGUXRG-GOSISDBHSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5,7-dimethyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C)C1=CC=C(C=C1)F VACKUAFWOGUXRG-GOSISDBHSA-N 0.000 claims 2
- OOIWSXYERVFIRZ-GOSISDBHSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F OOIWSXYERVFIRZ-GOSISDBHSA-N 0.000 claims 2
- OSJZEUGWWMUIFD-GOSISDBHSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F OSJZEUGWWMUIFD-GOSISDBHSA-N 0.000 claims 2
- VZBKGXDAZUJQBC-QGZVFWFLSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-7-bromo-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Br)C)C1=CC=C(C=C1)F VZBKGXDAZUJQBC-QGZVFWFLSA-N 0.000 claims 2
- UFIZEEXQYAMFJQ-QGZVFWFLSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)C)C1=CC=C(C=C1)F UFIZEEXQYAMFJQ-QGZVFWFLSA-N 0.000 claims 2
- SFNIBCBADVJGQD-QGZVFWFLSA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)F)C)C1=CC=C(C=C1)F SFNIBCBADVJGQD-QGZVFWFLSA-N 0.000 claims 2
- OBZVIYFOPQYOMG-MHZLTWQESA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-propan-2-ylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C(C)C)C1=CC=C(C=C1)F OBZVIYFOPQYOMG-MHZLTWQESA-N 0.000 claims 2
- BURWCCPRCKTQTJ-MHZLTWQESA-N 8-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-propan-2-ylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)C)C1=CC=C(C=C1)F BURWCCPRCKTQTJ-MHZLTWQESA-N 0.000 claims 2
- DQHMNCXURDEEPJ-JOCHJYFZSA-N 8-[(3R)-4-[bis(4-methylphenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)C DQHMNCXURDEEPJ-JOCHJYFZSA-N 0.000 claims 2
- GFFLRFJSUVSYTO-DEOSSOPVSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-ethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CC)C1=CC=C(C=C1)F GFFLRFJSUVSYTO-DEOSSOPVSA-N 0.000 claims 2
- OOIWSXYERVFIRZ-SFHVURJKSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)F OOIWSXYERVFIRZ-SFHVURJKSA-N 0.000 claims 2
- OSJZEUGWWMUIFD-SFHVURJKSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F OSJZEUGWWMUIFD-SFHVURJKSA-N 0.000 claims 2
- UFIZEEXQYAMFJQ-KRWDZBQOSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)C)C1=CC=C(C=C1)F UFIZEEXQYAMFJQ-KRWDZBQOSA-N 0.000 claims 2
- OBZVIYFOPQYOMG-HHHXNRCGSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-propan-2-ylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C(C)C)C1=CC=C(C=C1)F OBZVIYFOPQYOMG-HHHXNRCGSA-N 0.000 claims 2
- BURWCCPRCKTQTJ-HHHXNRCGSA-N 8-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-propan-2-ylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@H](CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)C)C1=CC=C(C=C1)F BURWCCPRCKTQTJ-HHHXNRCGSA-N 0.000 claims 2
- CKBWVHPUSZCBIS-UHFFFAOYSA-N 8-[4-[(2-chloro-4-fluorophenyl)methyl]-3-(difluoromethoxymethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=C(CN2C(CN(CC2)C2=CC(N(C=3C=CC(=NC2=3)C#N)C)=O)COC(F)F)C=CC(=C1)F CKBWVHPUSZCBIS-UHFFFAOYSA-N 0.000 claims 2
- CGLPMHRVISYMKM-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2,3-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(C(N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C)C1=CC=C(C=C1)F CGLPMHRVISYMKM-UHFFFAOYSA-N 0.000 claims 2
- KHTXFVWLTBYQHO-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2,5-dicyclopropylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1C1CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C1CC1)C1=CC=C(C=C1)F KHTXFVWLTBYQHO-UHFFFAOYSA-N 0.000 claims 2
- NIWDHWJWDXXCFX-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2-(fluoromethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CF)C1=CC=C(C=C1)F NIWDHWJWDXXCFX-UHFFFAOYSA-N 0.000 claims 2
- DKBIMWDYAKZZFT-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2-(hydroxymethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CO)C1=CC=C(C=C1)F DKBIMWDYAKZZFT-UHFFFAOYSA-N 0.000 claims 2
- FZSHFJBNWOBZNA-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2-cyclopropylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C1CC1)C1=CC=C(C=C1)F FZSHFJBNWOBZNA-UHFFFAOYSA-N 0.000 claims 2
- IJDATWWSYCRXGQ-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-2-phenylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C1=CC=CC=C1)C1=CC=C(C=C1)F IJDATWWSYCRXGQ-UHFFFAOYSA-N 0.000 claims 2
- RBIVFGRELRGEBC-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3,3-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)(C)C)C1=CC=C(C=C1)F RBIVFGRELRGEBC-UHFFFAOYSA-N 0.000 claims 2
- ITVJMCNDMOCFNM-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F ITVJMCNDMOCFNM-UHFFFAOYSA-N 0.000 claims 2
- AYIJTWQDROTSBP-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(2-fluoropropan-2-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)(C)F)C1=CC=C(C=C1)F AYIJTWQDROTSBP-UHFFFAOYSA-N 0.000 claims 2
- RMRPZRDZOLBORS-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(2-hydroxy-3-methylbutan-2-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)(C(C)C)O)C1=CC=C(C=C1)F RMRPZRDZOLBORS-UHFFFAOYSA-N 0.000 claims 2
- BFGJEIPCECBQJH-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(2-hydroxypropan-2-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)(C)O)C1=CC=C(C=C1)F BFGJEIPCECBQJH-UHFFFAOYSA-N 0.000 claims 2
- NOBVQSVZXIOUGF-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(2-methylpropanoyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C(C)C)=O)C1=CC=C(C=C1)F NOBVQSVZXIOUGF-UHFFFAOYSA-N 0.000 claims 2
- JWQLJHWRRAZQQX-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C=1OC(=NN=1)C)C1=CC=C(C=C1)F JWQLJHWRRAZQQX-UHFFFAOYSA-N 0.000 claims 2
- LTJGKMKCEDICFU-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(difluoromethoxymethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)COC(F)F)C1=CC=C(C=C1)F LTJGKMKCEDICFU-UHFFFAOYSA-N 0.000 claims 2
- AUJVQIGUIKHUMR-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(fluoromethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)CF)C1=CC=C(C=C1)F AUJVQIGUIKHUMR-UHFFFAOYSA-N 0.000 claims 2
- LHIQHHDXODLCQO-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(hydroxymethyl)piperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)CO)C1=CC=C(C=C1)F LHIQHHDXODLCQO-UHFFFAOYSA-N 0.000 claims 2
- LHAGYHFXMWERQE-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(methoxymethyl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)COC)C1=CC=C(C=C1)F LHAGYHFXMWERQE-UHFFFAOYSA-N 0.000 claims 2
- OYVFGVDHHZMWQX-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-methyl-5-(2-methylpyridin-4-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1C1=CC(=NC=C1)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)F OYVFGVDHHZMWQX-UHFFFAOYSA-N 0.000 claims 2
- MDBCDAYFMHAIEK-AFMDSPMNSA-N N-[[(2R,5S)-1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-5-methylpiperazin-2-yl]methyl]acetamide Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN([C@H](C1)C)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)CNC(C)=O)C1=CC=C(C=C1)F MDBCDAYFMHAIEK-AFMDSPMNSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- WDBAMFDOWSSUCW-UHFFFAOYSA-N cyclopropyl 1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC1CC1)C1=CC=C(C=C1)F WDBAMFDOWSSUCW-UHFFFAOYSA-N 0.000 claims 2
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical compound C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 claims 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 2
- NVWKZBCWVDIOOZ-VWLOTQADSA-N methyl (2S)-1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC)C1=CC=C(C=C1)F NVWKZBCWVDIOOZ-VWLOTQADSA-N 0.000 claims 2
- XOJIRHKQLLSNAK-UHFFFAOYSA-N methyl 1-[bis(4-chlorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound ClC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC)C1=CC=C(C=C1)Cl XOJIRHKQLLSNAK-UHFFFAOYSA-N 0.000 claims 2
- FBSHLWZNURZSKB-UHFFFAOYSA-N methyl 1-[bis(4-chlorophenyl)methyl]-4-(6-cyano-3-fluoro-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound ClC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)F)C(=O)OC)C1=CC=C(C=C1)Cl FBSHLWZNURZSKB-UHFFFAOYSA-N 0.000 claims 2
- GCRJCPMYDUZMOF-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)C#N)C(=O)OC)C1=CC=C(C=C1)F GCRJCPMYDUZMOF-UHFFFAOYSA-N 0.000 claims 2
- PQVIXGBKNHEQJL-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(3-chloro-6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)Cl)C(=O)OC)C1=CC=C(C=C1)F PQVIXGBKNHEQJL-UHFFFAOYSA-N 0.000 claims 2
- RCYQRPKSPWJIMG-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(6-bromo-3-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)Br)C)=O)C#N)C(=O)OC)C1=CC=C(C=C1)F RCYQRPKSPWJIMG-UHFFFAOYSA-N 0.000 claims 2
- NVWKZBCWVDIOOZ-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC)C1=CC=C(C=C1)F NVWKZBCWVDIOOZ-UHFFFAOYSA-N 0.000 claims 2
- XXTVSDLTGDMVPS-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-3-nitro-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)[N+](=O)[O-])C(=O)OC)C1=CC=C(C=C1)F XXTVSDLTGDMVPS-UHFFFAOYSA-N 0.000 claims 2
- GGDVPCNUTOSZHV-UHFFFAOYSA-N methyl 1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-3-fluoro-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)F)C(=O)OC)C1=CC=C(C=C1)F GGDVPCNUTOSZHV-UHFFFAOYSA-N 0.000 claims 2
- DBKTUFOLSVLKPN-TZHYSIJRSA-N methyl 3-[1-[(2R)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2-methylpiperazin-1-yl]ethyl]benzoate Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(CC1)C(C)C=1C=C(C(=O)OC)C=CC=1)C)C#N)C)=O DBKTUFOLSVLKPN-TZHYSIJRSA-N 0.000 claims 2
- DFAADNXLVNGISM-DVKDBIPTSA-N methyl 3-[1-[(2R,5S)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2,5-dimethylpiperazin-1-yl]ethyl]benzoate Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(C[C@@H]1C)C(C)C=1C=C(C(=O)OC)C=CC=1)C)C#N)C)=O DFAADNXLVNGISM-DVKDBIPTSA-N 0.000 claims 2
- MGUMRUUTANXFBR-TZHYSIJRSA-N methyl 4-[1-[(2R)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2-methylpiperazin-1-yl]ethyl]benzoate Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(CC1)C(C)C1=CC=C(C(=O)OC)C=C1)C)C#N)C)=O MGUMRUUTANXFBR-TZHYSIJRSA-N 0.000 claims 2
- PBIJBHJAXBPQJE-DVKDBIPTSA-N methyl 4-[1-[(2R,5S)-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2,5-dimethylpiperazin-1-yl]ethyl]benzoate Chemical compound C(#N)C=1C(N(C2=CC=C(N=C2C=1N1C[C@H](N(C[C@@H]1C)C(C)C1=CC=C(C(=O)OC)C=C1)C)C#N)C)=O PBIJBHJAXBPQJE-DVKDBIPTSA-N 0.000 claims 2
- YEIISIUWLPEHLF-UHFFFAOYSA-N methyl 4-[bis(4-fluorophenyl)methyl]-1-(3-bromo-6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)Br)C(=O)OC)C1=CC=C(C=C1)F YEIISIUWLPEHLF-UHFFFAOYSA-N 0.000 claims 2
- ZYNOTIDUYQMMPY-UHFFFAOYSA-N methyl 4-[bis(4-fluorophenyl)methyl]-1-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1CC(N(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC)C1=CC=C(C=C1)F ZYNOTIDUYQMMPY-UHFFFAOYSA-N 0.000 claims 2
- CJLZREDBNWSYBH-UQBPGWFLSA-N methyl N-[[(2R,5S)-1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-5-methylpiperazin-2-yl]methyl]carbamate Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN([C@H](C1)C)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)CNC(OC)=O)C1=CC=C(C=C1)F CJLZREDBNWSYBH-UQBPGWFLSA-N 0.000 claims 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 2
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 claims 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- JSSXHAMIXJGYCS-UHFFFAOYSA-N piperazin-4-ium-2-carboxylate Chemical compound OC(=O)C1CNCCN1 JSSXHAMIXJGYCS-UHFFFAOYSA-N 0.000 claims 2
- BRYCUMKDWMEGMK-UHFFFAOYSA-N piperazine-2-carboxamide Chemical compound NC(=O)C1CNCCN1 BRYCUMKDWMEGMK-UHFFFAOYSA-N 0.000 claims 2
- ZOTWQVHVXMYMSY-UHFFFAOYSA-N propan-2-yl 1-[bis(4-fluorophenyl)methyl]-4-(3,6-dicyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=C(C(N(C2=CC=C(N=C12)C#N)C)=O)C#N)C(=O)OC(C)C)C1=CC=C(C=C1)F ZOTWQVHVXMYMSY-UHFFFAOYSA-N 0.000 claims 2
- ZVWVCDGSQNMCOC-UHFFFAOYSA-N propan-2-yl 1-[bis(4-fluorophenyl)methyl]-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)piperazine-2-carboxylate Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C2=CC=C(N=C12)C#N)C)=O)C(=O)OC(C)C)C1=CC=C(C=C1)F ZVWVCDGSQNMCOC-UHFFFAOYSA-N 0.000 claims 2
- SGQDOUALPNTTJI-XWZNDSGVSA-N tert-butyl 3-[5-[[(2R,5S)-4-(6-cyano-1-methyl-2-oxo-1,5-naphthyridin-4-yl)-2,5-dimethylpiperazin-1-yl]-(4-fluorophenyl)methyl]-1,2,4-oxadiazol-3-yl]azetidine-1-carboxylate Chemical compound C(#N)C=1N=C2C(=CC(N(C2=CC=1)C)=O)N1C[C@H](N(C[C@@H]1C)C(C1=NC(=NO1)C1CN(C1)C(=O)OC(C)(C)C)C1=CC=C(C=C1)F)C SGQDOUALPNTTJI-XWZNDSGVSA-N 0.000 claims 2
- 125000006592 (C2-C3) alkenyl group Chemical group 0.000 claims 1
- 125000006593 (C2-C3) alkynyl group Chemical group 0.000 claims 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 1
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 1
- 125000005869 (methoxyethoxy)methanyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 1
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- QRAOZQGIUIDZQZ-UHFFFAOYSA-N 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1,4-benzoxazine Chemical compound C=1C=C2N(C)CCOC2=CC=1B1OC(C)(C)C(C)(C)O1 QRAOZQGIUIDZQZ-UHFFFAOYSA-N 0.000 claims 1
- UKJADLAGIGGXGQ-AAFJCEBUSA-N 5-methyl-8-[(3R)-3-methyl-4-(1-pyridin-2-ylethyl)piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=NC=CC=C1)C)C#N UKJADLAGIGGXGQ-AAFJCEBUSA-N 0.000 claims 1
- UOGMIRBPVVMZES-AAFJCEBUSA-N 5-methyl-8-[(3R)-3-methyl-4-[1-[2-(trifluoromethyl)phenyl]ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=C(C=CC=C1)C(F)(F)F)C)C#N UOGMIRBPVVMZES-AAFJCEBUSA-N 0.000 claims 1
- XDZUMJYWJRFYPF-AAFJCEBUSA-N 5-methyl-8-[(3R)-3-methyl-4-[1-[4-(trifluoromethoxy)phenyl]ethyl]piperazin-1-yl]-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound CN1C=2C=CC(=NC=2C(=C(C1=O)C#N)N1C[C@H](N(CC1)C(C)C1=CC=C(C=C1)OC(F)(F)F)C)C#N XDZUMJYWJRFYPF-AAFJCEBUSA-N 0.000 claims 1
- KWVBKSDYESVGKY-FINJQHJWSA-N 8-[(2S,5R)-2,5-dimethyl-4-[(4-methylphenyl)-(5-methylpyridin-2-yl)methyl]piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C[C@@H]1N(C[C@H](N(C1)C(C1=CC=C(C=C1)C)C1=NC=C(C=C1)C)C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O KWVBKSDYESVGKY-FINJQHJWSA-N 0.000 claims 1
- RVBXFUDXVUSRPC-BSEZEGBRSA-N 8-[(2S,5R)-4-[(2,6-difluorophenyl)-(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-7-fluoro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)F)C)C1=CC=C(C=C1)F RVBXFUDXVUSRPC-BSEZEGBRSA-N 0.000 claims 1
- GIEAMMVMRCABGA-VQSPDULUSA-N 8-[(2S,5R)-4-[(2,6-difluorophenyl)-phenylmethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C(=CC=C1)F)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=CC=C1 GIEAMMVMRCABGA-VQSPDULUSA-N 0.000 claims 1
- RHRYYMDNEVAZMG-QIXCQHHOSA-N 8-[(2S,5R)-4-[(4-chlorophenyl)-(3-fluoropyridin-2-yl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=CC=C1F RHRYYMDNEVAZMG-QIXCQHHOSA-N 0.000 claims 1
- JEKAMSDSHVIWFF-PYYJZALNSA-N 8-[(2S,5R)-4-[(4-cyanophenyl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound C(#N)C1=CC=C(C=C1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C JEKAMSDSHVIWFF-PYYJZALNSA-N 0.000 claims 1
- GKXWGXVAYFSWTA-XWZNDSGVSA-N 8-[(2S,5R)-4-[(6-fluoropyridin-2-yl)-(4-methylphenyl)methyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=CC(=N1)C(N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C)C1=CC=C(C=C1)C GKXWGXVAYFSWTA-XWZNDSGVSA-N 0.000 claims 1
- GLYMXRTTZBGLJI-KDPSSXBDSA-N 8-[(2S,5R)-4-[1-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)propyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC=1C=C(C2=C(CCO2)C=1)C(CC)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C GLYMXRTTZBGLJI-KDPSSXBDSA-N 0.000 claims 1
- BBJAIJJQDCARDV-YSPPHNQVSA-N 8-[(2S,5R)-4-[1-[2-fluoro-4-(trifluoromethoxy)phenyl]ethyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)OC(F)(F)F)C(C)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C BBJAIJJQDCARDV-YSPPHNQVSA-N 0.000 claims 1
- QYOXZUABJDPSHR-ZQIYAJFXSA-N 8-[(2S,5R)-4-[1-[2-fluoro-4-(trifluoromethoxy)phenyl]propyl]-2,5-dimethylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=C(C=CC(=C1)OC(F)(F)F)C(CC)N1C[C@@H](N(C[C@H]1C)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C QYOXZUABJDPSHR-ZQIYAJFXSA-N 0.000 claims 1
- QJEALWOXDIMLSM-FOEZPWHWSA-N 8-[(3R)-4-[(3-fluoropyridin-2-yl)-(4-methylphenyl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC=1C(=NC=CC=1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=CC=C(C=C1)C QJEALWOXDIMLSM-FOEZPWHWSA-N 0.000 claims 1
- ZPYCMWFUEZWXFK-SIHBAMTISA-N 8-[(3R)-4-[(4-fluorophenyl)-(3-fluoropyridin-2-yl)methyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C)C1=NC=CC=C1F ZPYCMWFUEZWXFK-SIHBAMTISA-N 0.000 claims 1
- HXBPHYUCSMBIHO-AAFJCEBUSA-N 8-[(3R)-4-[1-(4-fluorophenyl)ethyl]-3-methylpiperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2,7-dicarbonitrile Chemical compound FC1=CC=C(C=C1)C(C)N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)C#N)C HXBPHYUCSMBIHO-AAFJCEBUSA-N 0.000 claims 1
- VATUZICUDNEBCF-QGZVFWFLSA-N 8-[(3R)-4-[bis(4-chlorophenyl)methyl]-3-methylpiperazin-1-yl]-7-chloro-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)C(N1[C@@H](CN(CC1)C1=C(C(N(C=2C=CC(=NC1=2)C#N)C)=O)Cl)C)C1=CC=C(C=C1)Cl VATUZICUDNEBCF-QGZVFWFLSA-N 0.000 claims 1
- IWOSHGQYGFKMQV-UHFFFAOYSA-N 8-[4-[bis(4-fluorophenyl)methyl]-3-(2-fluoro-3-methylbutan-2-yl)piperazin-1-yl]-5-methyl-6-oxo-1,5-naphthyridine-2-carbonitrile Chemical compound FC1=CC=C(C=C1)C(N1C(CN(CC1)C1=CC(N(C=2C=CC(=NC1=2)C#N)C)=O)C(C)(C(C)C)F)C1=CC=C(C=C1)F IWOSHGQYGFKMQV-UHFFFAOYSA-N 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 206010008342 Cervix carcinoma Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 101150107341 RERE gene Proteins 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 1
- 201000010881 cervical cancer Diseases 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005348 fluorocycloalkyl group Chemical group 0.000 claims 1
- 208000014829 head and neck neoplasm Diseases 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Peptides Or Proteins (AREA)
Claims (16)
1. Spoj formule (I):
[image]
ili njegova sol, pri čemu:
R1 je H, F, Cl, Br, -CN, C1-3 alkil suptituiran sa nula do 4 R1a, C3-4 cikloalkil suptituiran sa nula do 4 R1a, C1-3 alkoksi suptituiran sa nula do 4 R1a, -NRaRa, -S(O)nRe, ili -P(O)ReRe;
svako R1a je nezavisno F, Cl, -CN, -OH, -OCH3, ili -NRaRa;
svako Ra je nezavisno H ili C1-3 alkil;
svako Re je nezavisno C3-4 cikloalkil ili C1-3 alkil suptituiran sa nula do 4 R1a;
R2 je H, C1-3 alkil suptituiran sa nula do 4 R2a, ili C3-4 cikloalkil suptituiran sa nula do 4 R2a;
svako R2a je nezavisno F, Cl, -CN, -OH, -O(C1-2 alkil), C3-4 cikloalkil, C3-4 alkenil, ili C3-4 alkinil;
R3 je H, F, Cl, Br, -CN, C1-3 alkil, C1-2 fluoroalkil, C3-4 cikloalkil, C3-4 fluorocikloalkil, ili -NO2;
R4 je -CH2R4a, -CH2CH2R4a, -CH2CHR4aR4d, -CHR4aR4b, ili -CR4aR4bR4c;
R4a i R4b su nezavisno:
(i) C1-6 alkil suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, -CN, -OH, -OCH3, -SCH3, C1-3 fluoroalkoksi, -NRaRa, -S(O)2Re, ili -NRaS(O)2Re;
(ii) C3-6 cikloalkil, heterociklil, fenil, ili heteroaril, svaki suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, C1-6 alkila, C1-3 fluoroalkila, C1-4 hidroksialkila, -(CH2)1-2O(C1-3 alkil), C1-4 alkoksi, -O(C1-4 hidroksialkil), -O(CH)1-3O(C1-3 alkil), C1-3 fluoroalkoksi, -O(CH)1-3NRcRc, -OCH2CH=CH2, -OCH2C≡CH, -C(O)(C1-4 alkil), -C(O)OH, -C(O)O(C1-4 alkil), -NRcRc, -NRaS(O)2(C1-3 alkil), -NRaC(O)(C1-3 alkil), -NRaC(O)O(C1-4 alkil), -P(O)(C1-3 alkil)2, -S(O)2(C1-3 alkil), -O(CH2)1-2(C3-6 cikloalkil), -O(CH2)1-2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, tiofenila, metilpiperidinila, i Rd; ili
(iii) C1-4 alkil suptituiran sa jednom cikličnom grupom odabranom od C3-6 cikloalkila, heterociklila, arila, i heteroarila, navedena ciklična grupa suptituirana sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -OH, -CN, C1-6 alkila, C1-3 fluoroalkila, C1-3 alkoksi, C1-3 fluoroalkoksi, -OCH2CH=CH2, -OCH2C≡CH, -NRcRc, -NRaS(O)2(C1-3 alkil), -NRaC(O)(C1-3 alkil), -NRaC(O)O(C1-4 alkil), i C3-6 cikloalkila;
ili R4a i R4b zajedno sa atomom uglijka za koji su vezani formiraju C3-6 cikloalkil ili 3- do 6-člani heterociklil, svaki suptituiran sa nula do 3 Rf;
svako Rf je nezavisno F, Cl, Br, -OH, -CN, C1-6 alkil, C1-3 fluoroalkil, C1-3 alkoksi, C1-3 fluoroalkoksi, -OCH2CH=CH2, -OCH2C≡CH, -NRcRc, ili ciklična grupa odabrana od C3-6 cikloalkila, 3- do 6-članog heterociklila, fenila, monocikličnog heteroarila, i bicikličnog heteroarila, svaka ciklična grupa suptituirana sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -OH, -CN, C1-6 alkila, C1-3 fluoroalkila, C1-3 alkoksi, C1-3 fluoroalkoksi, i -NRcRc;
R4c je C1-6 alkil ili C3-6 cikloalkil, svaki suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, -OH, C1-2 alkoksi, C1-2 fluoroalkoksi, i -CN;
R4d je -OCH3;
svako Rc je nezavisno H ili C1-2 alkil;
Rd je fenil suptituiran sa nula do 1 supstituentom odabranim od F, Cl, -CN, -CH3, i -OCH3;
svako R5 je nezavisno -CN, C1-6 alkil suptituiran sa nula do 4 Rg, C2-4 alkenil suptituiran sa nula do 4 Rg, C2-4 alkinil suptituiran sa nula do 4 Rg, C3-4 cikloalkil suptituiran sa nula do 4 Rg, fenil suptituiran sa nula do 4 Rg, oksadiazolil suptituiran sa nula do 3 Rg, piridinil suptituiran sa nula do 4 Rg, -(CH2)1-2(heterociklil suptituiran sa nula do 4 Rg), -(CH2)1-2NRcC(O)(C1-4 alkil), -(CH2)1-2NRcC(O)O(C1-4 alkil), -(CH2)1-2NRcS(O)2(C1-4 alkil), -C(O)(C1-4 alkil), -C(O)OH, -C(O)O(C1-4 alkil), -C(O)O(C3-4 cikloalkil), -C(O)NRaRa, ili -C(O)NRa(C3-4 cikloalkil);
svako Rg je nezavisno F, Cl, -CN, -OH, C1-3 alkoksi, C1-3 fluoroalkoksi, -O(CH2)1-2O(C1-2 alkil), ili -NRcRc;
m je 1, 2, ili 3; i
n je nula, 1, ili 2.
2. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R1 je H, F, Cl, Br, -CN, C1-3 alkil suptituiran sa nula do 4 R1a, ciklopropil suptituiran sa nula do 3 R1a, C1-3 alkoksi suptituiran sa nula do 3 R1a, -NRaRa, -S(O)nCH3, ili -P(OXCH3)2;
svako R1a je nezavisno F, Cl, ili -CN;
svako Ra je nezavisno H ili C1-3 alkil;
R2 je H ili C1-2 alkil suptituiran sa nula do 2 R2a;
svako R2a je nezavisno F, Cl, -CN, -OH, -O(C1-2 alkil), ciklopropil, C3-4 alkenil, ili C3-4 alkinil;
R3 je H, F, Cl, Br, -CN, C1-2 alkil, -CF3, ciklopropil, ili -NO2;
R4a i R4b su nezavisno:
(i) C1-4 alkil suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, -CN, -OH, -OCH3, -SCH3, C1-3 fluoroalkoksi, i -NRaRa;
(ii) C3-6 cikloalkil, heterociklil, fenil, ili heteroaril, svaki suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, C1-6 alkila, C1-3 fluoroalkila, -CH2OH, -(CH2)1-2O(C1-2 alkil), C1-4 alkoksi, -O(C1-4 hidroksialkil), -O(CH)1-2O(C1-2 alkil), C1-3 fluoroalkoksi, -O(CH)1-2NRcRc, -OCH2CH=CH2, -OCH2C≡CH, -C(O)(C1-4 alkil), -C(O)OH, -C(O)O(C1-4 alkil), -NRcRc, -NRaS(O)2(C1-3 alkil), -NRaC(O)(C1-3 alkil), -NRaC(O)O(C1-4 alkil), -P(O)(C1-2 alkil)2, -S(O)2(C1-3 alkil), -O(CH2)1-2(C3-4 cikloalkil), -O(CH2)1-2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, tiofenila, metilpiperidinila, i Rd; ili
(iii) C1-3 alkil suptituiran sa jednom cikličnom grupom odabranom od C3-6 cikloalkila, heterociklila, fenila, i heteroarila, navedena ciklična grupa suptituirana sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -OH, -CN, C1-3 alkila, C1-2 fluoroalkila, C1-3 alkoksi, C1-2 fluoroalkoksi, -OCH2CH=CH2, -OCH2C≡CH, -NRcRc, -NRaS(O)2(C1-3 alkil), -NRaC(O)(C1-3 alkil), -NRaC(O)O(C1-4 alkil), i C3-4 cikloalkila;
ili R4a i R4b zajedno sa atomom ugljika za koji su vezani, formiraju C3-6 cikloalkil ili 3- do 6-člani heterociklil, svaki suptituiran sa nula do 3 Rf;
svako Rf je nezavisno F, Cl, Br, -OH, -CN, C1-4 alkil, C1-2 fluoroalkil, C1-3 alkoksi, C1-2 fluoroalkoksi, -OCH2CH=CH2, -OCH2C≡CH, -NRcRc, ili ciklična grupa odabrana od C3-6 cikloalkila, 3- do 6-članog heterociklila, fenila, monocikličnog heteroarila, i bicikličnog heteroarila, svaka ciklična grupa suptituirana sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -OH, -CN, C1-4 alkila, C1-2 fluoroalkila, C1-3 alkoksi, C1-2 fluoroalkoksi, i -NRcRc;
R4c je C1-4 alkil ili C3-6 cikloalkil, svaki suptituiran sa nula do 4 supstituenta nezavisno odabrana od F, Cl, -OH, C1-2 alkoksi, C1-2 fluoroalkoksi, i -CN;
i svako R5 je nezavisno -CN, C1-5 alkil suptituiran sa nula do 4 Rg, C2-3 alkenil suptituiran sa nula do 4 Rg, C2-3 alkinil suptituiran sa nula do 4 Rg, C3-4 cikloalkil suptituiran sa nula do 4 Rg, fenil suptituiran sa nula do 3 Rg, oksadiazolil suptituiran sa nula do 3 Rg, piridinil suptituiran sa nula do 3 Rg, -(CH2)1-2(heterociklil suptituiran sa nula do 4 Rg), -(CH2)1-2NRcC(O)(C1-4 alkil), -(CH2)1-2NRcC(O)O(C1-4 alkil), -(CH2)1-2NRcS(O)2(C1-4 alkil), -C(O)(C1-4 alkil), -C(O)OH, -C(O)O(C1-4 alkil), -C(O)O(C3-4 cikloalkil), -C(O)NRaRa, ili -C(O)NRa(C3-4 cikloalkil).
3. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R1 je H, Cl, Br, -CN, ili -OCH3;
R2 je -CH3;
R3 je H, F, Cl, Br, -CN, -CH3, ciklopropil, ili -NO2;
R4 je -CH2R4a, -CH2CH2R4a, -CH2CHR4aR4d, ili -CHR4aR4b;
R4a je fenil, piridinil, pirimidinil, pirazinil, piridazinil, pirazolil, imidazolil, izoksazolil, izotiazolil, oksazolil, oksadiazolil, tetrazolil, tiadiazolil, tiazolil, triazolil, tiofenil, tetrahidropiranil, dihidrobenzo[b][1,4]dioksinil, dihidrobenzo[b][1,4]dioksepinil, dihidrobenzofuranil, benzo[d]izoksazolil, benzoksazinil, benzoksazinonil, indazolil, indolil, benzo[d][1,3]dioksolil, pirazolo[1,5-a]piridinil, dioksidotetrahidrotiopiranil, hinolinil, ili naftiridinil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CH2CH3, -CH(CH3)2, -C(CH3)3, -CHF2, -CF3, -CH2OH, -CH2OCH3, -OCH3, -OCH2CH3, -OCH(CH3)2, -OC(CH3)3, -OCH2C(CH3)2OH, -OCH2CH2OCH3, -OCHF2, -OCF3, -OCH2CH2N(CH3)2, -C(O)CH3, -C(O)C(CH3)3, -C(O)OH, -C(O)OCH3, -C(O)OC(CH3)3, -N(CH3)2, -P(OXCH3)2, -S(O)2CH3, -OCH2(ciklopropil), -OCH2CH2(ciklopropil), -OCH2CH2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, fenila, fluorofenila, cijanofenila, tiofenila, fluorofenila, i metilpiperidinila;
R4b je:
(i) -CH3, -CH2CH3, -CH2CH2CH3, -C(CH3)3, -CH2F, -CF3, -CH2OH, -C(CH3)2OH, -CH2OCH3, -CH2OCHF2, -CF2CH2OH, -CF2CH2OCH3, -CH2SCH3, ciklopropil, -CH2(cikloheksil), ili -CH2(ciklopropil-oksadiazolil); ili
(ii) fenil, piridinil, pirimidinil, pirazinil, piridazinil, pirazolil, imidazolil, izoksazolil, izotiazolil, oksazolil, oksadiazolil, tetrazolil, tiadiazolil, tiazolil, triazolil, tiofenil, tetrahidropiranil, dihidrobenzo[b][1,4]dioksinil, dihidrobenzo[b][1,4]dioksepinil, dihidrobenzofuranil, benzo[d]izoksazolil, benzoksazinil, benzoksazinonil, indazolil, indolil, benzo[d][1,3]dioksolil, pirazolo[1,5-a]piridinil, dioksidotetrahidrotiopiranil, hinolinil, ili naftiridinil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CH2CH3, -CH(CH3)2, -C(CH3)3, -CHF2, -CF3, -CH2OH, -CH2OCH3, -OCH3, -OCH2CH3, -OCH(CH3)2, -OC(CH3)3, -OCH2C(CH3)2OH, -OCH2CH2OCH3, -OCHF2, -OCF3, -OCH2CH2N(CH3)2, -C(O)CH3, -C(O)C(CH3)3, -C(O)OH, -C(O)OCH3, -C(O)OC(CH3)3, -N(CH3)2, -P(OXCH3)2, -S(O)2CH3, -OCH2(ciklopropil), -OCH2CH2(ciklopropil), -OCH2CH2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, fenila, fluorofenila, cijanofenila, tiofenila, fluorofenila, i metilpiperidinila;
ili R4a i R4b zajedno sa atomom ugljika za koji su vezani formiraju ciklopropil suptituiran sa fluorofenilom;
svako R5 je nezavisno -CN, -CH3, -CH2CH3, -CH(CH3)2, -CH2F, -C(CH3)2F, -CF(CH3)CH(CH3)2, -CH2CN, -CH2OH, -C(CH3)2OH, -C(CH3)(OH)CH(CH3)2, -CH2OCH3, -CH2OCH2CH3, -CH2OCHF2, -CH2OCH2CH2OCH3, -CH2N(CH3)2, -CH2NHC(O)CH3, -CH2NHC(O)OCH3, -CH2NHS(O)2CH3, -C(O)C(CH3)2, -CH2(hidroksiazetidinil), -CH2(morfolinil), -CH2(metilpiperazinil), -C(O)OH, -C(O)OCH3, -C(O)OC(CH3)2, -C(O)NH2, -C(O)NH(ciklopropil), -C(O)O(ciklopropil), ciklopropil, fenil, metiloksadiazolil, ili metilpiridinil; i
m je 1 ili 2.
4. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R4 je -CH2R4a, -CD2R4a, ili -CH2CH2R4a; i
R4a je fenil, piridinil, tetrahidropiranil, benzoksazinil, benzo[d][1,3]dioksolil, benzoksazinonil, indazolil, indolil, ili hinolinil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CH2CH3, -CH(CH3)2, -C(CH3)3, -CHF2, -CF3, -OCH3, -OCH2CH3, -OCH(CH3)2, -OCHF2, -OCF3, -C(O)CH3, -C(O)OC(CH3)3, -N(CH3)2, cijanociklopropila, i fenila.
5. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R4 je -CHR4aR4b, -CDR4aR4b, ili -CH2CHR4aR4d;
R4a je fenil, piridinil, dihidrobenzofuranil, benzodioksolil, izoksazolil, naftiridinil, hinolinil, ili tiazolil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CF3, -OCH3, -OCHF2, -OCF3, -C(O)OH, -C(O)OCH3, i ciklopropila;
R4b je -CH3, -CH2CH3, -CH2CH2CH3, -C(CH3)3, -CH2F, -CF3, -CH2OH, -C(CH3)2OH, -CH2OCH3, -CH2OCHF2, -CF2CH2OH, -CF2CH2OCH3, -CH2SCH3, ciklopropil, -CH2(cikloheksil), ili -CH2(ciklopropil-oksadiazolil); i R4d je -OCH3.
6. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R4 je -CHR4aR4b ili -CHR4bCH2R4a;
R4a i R4b su nezavisno fenil, piridinil, pirimidinil, pirazinil, piridazinil, pirazolil, imidazolil, izoksazolil, izotiazolil, oksazolil, oksadiazolil, tetrazolil, tiadiazolil, tiazolil, triazolil, tiofenil, tetrahidropiranil, dihidrobenzo[b][1,4]dioksinil, dihidrobenzo[b][1,4]dioksepinil, dihidrobenzofuranil, benzo[d]izoksazolil, benzoksazinil, benzoksazinonil, indazolil, indolil, benzo[d][1,3]dioksolil, pirazolo[1,5-a]piridinil, dioksidotetrahidrotiopiranil, hinolinil, ili naftiridinil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CH2CH3, -CH(CH3)2, -C(CH3)3, -CHF2, -CF3, -CH2OH, -CH2OCH3, -OCH3, -OCH2CH3, -OCH(CH3)2, -OC(CH3)3, -OCH2C(CH3)2OH, -OCH2CH2OCH3, -OCHF2, -OCF3, -OCH2CH2N(CH3)2, -C(O)CH3, -C(O)C(CH3)3, -C(O)OH, -C(O)OCH3, -C(O)OC(CH3)3, -N(CH3)2, -P(OXCH3)2, -S(O)2CH3, -OCH2(ciklopropil), -OCH2CH2(ciklopropil), -OCH2CH2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, fenila, fluorofenila, cijanofenila, tiofenila, fluorofenila, i metilpiperidinila.
7. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu:
R4 je -CHR4aR4b:
R4a je fenil ili piridinil, svaki suptituiran sa nula do 2 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -CH3, i -OCF3; i
R4b je fenil, piridinil, pirimidinil, pirazinil, piridazinil, pirazolil, imidazolil, izoksazolil, izotiazolil, oksazolil, oksadiazolil, tetrazolil, tiadiazolil, tiazolil, triazolil, tiofenil, tetrahidropiranil, dihidrobenzo[b][1,4]dioksinil, dihidrobenzo[b][1,4]dioksepinil, dihidrobenzofuranil, benzo[d]izoksazolil, benzoksazinil, benzoksazinonil, indazolil, indolil, benzo[d][1,3]dioksolil, pirazolo[1,5-a]piridinil, dioksidotetrahidrotiopiranil, hinolinil, ili naftiridinil, svaki suptituiran sa nula do 3 supstituenta nezavisno odabrana od F, Cl, Br, -CN, -OH, -CH3, -CH2CH3, -CH(CH3)2, -C(CH3)3, -CHF2, -CF3, -CH2OH, -CH2OCH3, -OCH3, -OCH2CH3, -OCH(CH3)2, -OC(CH3)3, -OCH2C(CH3)2OH, -OCH2CH2OCH3, -OCHF2, -OCF3, -OCH2CH2N(CH3)2, -C(O)CH3, -C(O)C(CH3)3, -C(O)OH, -C(O)OCH3, -C(O)OC(CH3)3, -N(CH3)2, -P(OXCH3)2, -S(O)2CH3, -OCH2(ciklopropil), -OCH2CH2(ciklopropil), -OCH2CH2(morfolinil), ciklopropila, cijanociklopropila, metilazetidinila, acetilazetidinila, (terc-butoksikarbonil)azetidinila, triazolila, tetrahidropiranila, morfolinila, fenila, fluorofenila, cijanofenila, tiofenila, fluorofenila, i metilpiperidinila.
8. Spoj prema patentnom zahtjevu 1 ili njegova sol, koji imaju strukturu:
[image]
pri čemu:
(i) R5a je -CN, -CH3, -CH2CH3, -CH(CH3)2, -CH2F, -CH2OH, -C(O)OH, -C(O)OCH3, -C(O)NH2, ciklopropil, -C(O)NH(ciklopropil), ili fenil, i R5b, R5c, i R5d su svako H;
(ii) R5a je ciklopropil, R5b je H, R5c je ciklopropil, i R5d je H;
(iii) R5b je -CN, -CH3, -CH2CH3, -CH(CH3)2, -CH2F, -C(CH3)2F, -CF(CH3)CH(CH3)2, -CH2OH, -C(CH3)2OH, -CH2OCH3, -C(O)OH, -C(O)OCH3, -C(O)C(CH3)2, -C(O)OCH3, -C(O)OC(CH3)2, -C(O)NH2, -C(CH3)OH)CH(CH3)2, -C(O)NH(ciklopropil), -C(O)O(ciklopropil), ili metiloksadiazolil, i R5a, R5c, i R5d su svako H;
(iv) R5b je -CH3 ili metilpiridinil, R5c je -CH3, i R5a i R5d su svako H;
(v) R5a je -CH3, -CH2CH3, -CH(CH3)2, -CH2OH, ili -CH2OCH3, R5c je -CH3, i R5b i R5d su svako H; ili
(vi) R5a je -CH3, R5b je -CH3 ili -CH2OCF2, i R5c i R5d su svako H;
(vii) R5a je -CH3, R5c je -CH2CH3, -CH2CN, -CH2OH, -CH2OCH3, -CH2OCH2CH3, -CH2OCH2CH2OH3, -CH2N(CH3)2, -CH2NHC(O)CH3, -CH2NHC(O)OCH3, -CH2NHS(O)2CH3, -CH2(morfolinil), -CH2(hidroksiazetidinil), ili -CH2(metilpiperazinil), i R5b i R5d su svako H; ili
(viii) R5a je -CH2CH3, R5c je -CH2CH3 ili -CH2OCH3, i R5b i R5d su svako H.
9. Spoj prema patentnom zahtjevu 4 ili njegova sol, pri čemu:
R1 je Cl, -CN, ili -OCH3;
R2 je -CH3; i
R3 je H, F, Cl, ili -CN.
10. Spoj prema patentnom zahtjevu 1 ili njegova sol, koji imaju strukturu:
[image]
pri čemu:
R1 je -CN;
R2 je -CH3;
R3 je H, F, ili -CN;
R4 je:
[image]
[image]
[image]
[image]
ili
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11. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu navedeni spoj je: 8-(4-(bis(4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1-2); 8-((2S,5R)-4-(bis(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (3); 8-((2R,5S)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (4); 4-((2R,5S)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (5); 8-((2R,5S)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (6); 4-((2R,5S)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (7); 8-(4-(bis(4-fluorofenil) metil)-3-(fluorometil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (8); 4-(4-(bis(4-fluorofenil)metil)-3-(fluorometil)piperazin-1 -il)-6-bromo-1 -metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (9); (S)-8-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (10); (S)-4-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (11); (S)-8-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin--il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (12); (S)-4-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (13); 4-(4-(bis(4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (14); 4-(4-(bis(4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1 -il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (15-16); 4-(4-(bis(4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (17); 8-((2S,5R)-4-(bis(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (18); 8-((2S,SR)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-bromo-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (19); 8-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-ciklopropil-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (20); 8-((2S,SR)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-bromo-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (21); 8-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5,7-dimetil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (22); 8-(4-(bis(4-fluorofenil)metil)-2-ciklopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (23-24); 8-((2S,5R)-4-(bis(4-hlorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (25); 8-((2S,5R)-4-(bis(4-hlorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (26); metil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (27); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (28); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (29); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (30); (R)-4-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-6-bromo- 1-metil-2-okso- 1,2-dihidro- 1,5-naftiridin-3-karbonitril (31); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (32); (R)-8-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (33); (R)-8-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (34); (S)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (35); (S)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (36); (S)-4-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (37); (S)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (38); metil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il) piperazin-2-karboksilat (39-40); 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksamid (41-42); 8-(4-(bis(4-fluorofenil)metil)-3-cijanopiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (43); 8-(4-(bis(4-fluorofenil)metil)-3-cijanopiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (44-45); 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-N-ciklopropilpiperazin-2-karboksamid (46-48); metil 1-(bis(4-fluorofenil)metil)-4-(6-bromo-3-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (49); metil 1-(bis(4-fluorofenil)metil)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (50-51); 1-(bis(4-fluorofenil)metil)-4-(6-bromo-3-cijano- 1-metil-2-okso- 1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilna kiselina (52); 1-(bis(4-fluorofenil)metil)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilna kiselina (53-54); 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilna kiselina (55); 1-(bis(4-fluorofenil)metil)-4-(6-bromo-3-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksamid (56); 1-(bis (4-fluorofenil)metil)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksamid (57-58); 1-(bis(4-fluorofenil) metil)-4-(6-bromo-3-cijano-1-metil-2-okso- 1,2-dihidro- 1,5-naftiridin-4-il)-N-ciklopropilpiperazin-2-karboksamid (59); 1-(bis(4-fluorofenil)metil)-N-ciklopropil-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il) piperazin-2-karboksamid (60-61); izopropil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (62-63); izopropil 1-(bis(4-fluorofenil)metil)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (64-65); metil (S)-1-(bis(4-fluorofenil) metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (66); metil 4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-1-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)piperazin-2-karboksilat (67-68); metil 4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-1-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)piperazin-2-karboksilat (69-70); metil 4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-1-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)piperazin-2-karboksilat (71-72); metil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1 -metil-3-nitro-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (73); metil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-3-fluoro- 1-metil-2-okso-1,2-dihidro- 1,5-naftiridin-4-il)piperazin-2-karboksilat (74-75); metil 1-(bis(4-fluorofenil)metil)-4-(3-hloro-6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (76-77); 8-(4-(bis(4-fluorofenil)metil)-3-(2-hidroksipropan-2-il)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (78-79); 8-(4-(bis(4-fluorofenil)metil)-3-(2-fluoropropan-2-il)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (80-81); 8-(4-(bis(4-fluorofenil)metil)-3-metil-5-(2-metilpiridin-4-il) piperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (84); 8-(4-(bis(4-fluorofenil)metil)-3-izobutirilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (86-87); 8-(4-(bis(4-fluorofenil)metil)-3-(2-hidroksi-3-metilbutan-2-il)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (88-89); 8-(4-(bis(4-fluorofenil)metil)-3-(2-fluoro-3-metilbutan-2-il)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril, TFA (90-91); 8-(4-(bis(4-fluorofenil)metil)-3-(metoksimetil)piperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (92-93); metil 1-(bis(4-hlorofenil)metil)-4-(6-cijano-3-fluoro-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (94-95); metil 1-(bis(4-hlorofenil) metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (96-97); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-7-bromo-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (98); (R)-8-(4-(bis(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5,7-dimetil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (99); 8-(4-(bis (4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (100-101); (R)-4-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1 -il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (102); (R)-8-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (103); (R)-8-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril, dimetilformamid (104); (R)-8-(4-(bis(4-hlorofenil)metil)-3-metilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril, dimetilformamid (105); ciklopropil 1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (106-107); 8-((2S,5R)-4-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (108-109); 6-bromo-4-((2S,5R)-4-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (110); 8-((2S,5R)-4-((4-fluoro-2-metoksifenil)4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (111-112); metil 4-(bis(4-fluorofenil)metil)-1-(6-bromo-3-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (113); metil 4-(bis(4-fluorofenil)metil)-1-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il) piperazin-2-karboksilat (114); metil 4-(bis(4-fluorofenil)metil)-1-(6-bromo-3-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (115); metil 4-(bis(4-fluorofenil)metil)-1-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1 ,5-naftiridin-4-il)piperazin-2-karboksilat (116-117); 4-(4-(bis(4-fluorofenil)metil)-2-(hidroksimetil)piperazin-1-il)-6-bromo- 1-metil-2-okso- 1,2-dihidro- 1,5-naftiridin-3-karbonitril (118); 8-((2R,5S)-4-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (119); 8-((2R,5S)-4-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-7-nitro-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (120); 8-((2S,5R)-4-((4-fluoro-2-metoksifenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-7-nitro-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (121-122); 8-(4-(bis(4-fluorofenil) metil)-2,3-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (123-124); 8-((2S,5S)-4-(bis(4-fluorofenil)metil)-2-izopropil-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (125); 8-(4-(bis(4-fluorofenil)metil)-3-(5-metil-1,3,4-oksadiazol-2-il)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (126); (S)-8-(4-(bis(4-fluorofenil)metil)-2-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (127); (S)-8-(4-(bis(4-fluorofenil)metil)-3-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (128); 8-((2S)-4-((4-fluoro-2-metoksifenil)4-fluorofenil)metil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (129-130); 8-((2R,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (131); 8-((2R,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (132); 8-((2S,5S)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (133); (S)-8-(4-(bis(4-fluorofenil)metil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (134); (R)-8-(4-(bis(4-fluorofenil)metil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (135); metil 4-(bis(4-fluorofenil)metil)-1-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (136-137); 4-(bis(4-fluorofenil) metil)-1-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilna kiselina (138); 4-(bis(4-fluorofenil)metil)-1-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-N-ciklopropilpiperazin-2-karboksamid (139-140); 4-(bis(4-fluorofenil)metil)-1-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksamid (141-142); 8-(4-(bis(4-fluorofenil)metil)-2-cijanopiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (143-144); 8-(4-(bis(4-fluorofenil)metil)-2-cijanopiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (145); 8-(4-(bis(4-fluorofenil)metil)-2-(hidroksimetil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (146-148); 8-(4-(bis(4-fluorofenil)metil)-2-(fluorometil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (149-151); 8-(4-(bis(4-fluorofenil)metil)-2,5-diciklopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (152-153); 8-(4-(bis(4-fluorofenil)metil)-2-fenilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (154-156); 8-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (157); 4-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-6-bromo-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (158); 8-((2S,5R)-4-(bis(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (159); 4-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (160); 8-((2S,5R)-4-(bis(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-7-nitro-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (161); metil 4-(bis(4-fluorofenil)metil)-1-(3-bromo-6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)piperazin-2-karboksilat (162); 8-(4-(bis(4-fluorofenil)metil)-3,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (163); (R)-8-(4-(bis(4-hlorofenil)metil)-3-izopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (167); (R)-8-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (168); (R)-8-(4-(bis(4-fluorofenil)metil)-3-izopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (169); (R)-8-(4-(bis(4-fluorofenil) metil)-2-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (170); 8-(4-(bis(4-fluorofenil)metil)-3,3-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (171); (R)-8-(4-(bis(4-fluorofenil)metil)-3-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (172); (R)-8-(4-(bis(4-fluorofenil)metil)-3-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (173); (R)-8-(4-(bis(4-fluorofenil)metil)-3-etilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (174); (R)-8-(4-(bis(4-fluorofenil) metil)-3-etilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (175); (R)-8-(4-(bis(4-hlorofenil)metil)-3-etilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (176); (R)-8-(4-(bis(4-hlorofenil)metil)-3-etilpiperazin-1-il)-7-hloro-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (177); (R)-8-(4-(bis(4-hlorofenil)metil)-3-etilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (178); (R)-8-(4-(bis(4-hlorofenil)metil)-3-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (179); (R)-8-(4-(bis(4-hlorofenil)metil)-3-etilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (180); (R)-8-(4-(bis(4-fluorofenil)metil)-2-izopropilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (181); 8-[(2S,SR)-4-[(4-fluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (182); 8-[(2S,5R)-4-[(4-fluorofenil)fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (183-184); 8-[(2S,5R)-4-[1-(4-fluoro-2-metoksifenil)-2,2-dimetilpropil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (185-186); 8-[(2S,SR)-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (187); 8-[(2S,5R)-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (188); 8-[(2S,5R)-4-[(4-hlorofenil)(3-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (189-190); 8-[(2S,5R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (191-192); 8-[(2S,5R)-4-[(4-fluorofenil)(5-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (193-194); 8-[(2S,5R)-4-[(4-hlorofenil)(6-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (195-196); (8-[(2S,5R)-4-[(4-fluorofenil)(piridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (197-198); 8-[(2S,5R)-4-[(5-hloropiridin-2-il)4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (201-202); 8-[(2S,5R)-4-[(4-hlorofenil)(5-hloropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (201-202); 8-[(2S,5R)-4-[(4-fluorofenil)(6-metilpiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (203-204); 8-[(2S,5R)-4-[(2-etoksipiridin-3-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (205-206); 8-[(2S,5R)-4-[(4-fluorofenil)[2-(propan-2-iloksi)piridin-3-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (207-208); 8-[(2S,5R)-4-[(4-fluorofenil)(2-metoksipiridin-3-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (209-210); 8-[(2S,5R)-4-[(5-hloropiridin-2-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (211-212); 8-[(2S,5R)-4-[(4-hlorofenil)(5-metilpiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (213-214); 8-[(2S,5R)-4-[(3-fluorofenil)(5-metilpiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (215-216); 7-hloro-8-[(2S,5R)-4-[(4-fluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (217-218); 3-hloro-4-{4-[(4-fluorofenil)(fenil) metil]piperazin-1-il}-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (219-220); 8-[(2S,5R)-2,5-dimetil-4-{fenil[4-(trifluorometoksi)fenil]metil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (221-222); 8-[(2S,SR)-4-[(4-fluorofenil)(3-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (223-224); 8-[(2S,5R)-4-[(4-hlorofenil)(2-etil-4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (225-226); 8-[(2S,SR)-4-[(2-etil-4-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (227-228); 8-[(2S,5R)-4-[(2-etoksi-4-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (229-230); 4-[(2S,5R)-4-[(4-hlorofenil)(2-etil-4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (231-232); 4-[(2S,5R)-4-[(2-etil-4-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (233-234); 4-[(2S,5R)-4-[(2-etilfenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (235-236); 8-[(2S,5R)-4-(difenilmetil)-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (237); 4-[(2S,5R)-4-[(4-fluorofenil) (fenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (238-239); 4-[(2S,5R)-4-[(4-hlorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (240); 4-[(2S,SR)-4-[bis(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-6-metoksi-1-metil-1,2-dihidro-1,5-naftiridin-2-on (241); 8-[(2S,5R)-4- {[2-(difluorometil)-4-fluorofenil]metil)-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (242); 8-[(2S,5R)-4- {[2-fluoro-4-(trifluorometoksi)fenil] metil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (243); 8-[(2S,5R)-4-[(4-hloro-2-hidroksifenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (244); 8-[(2S,SR)-4-[(2-hidroksifenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (245); 8-[(2S,5R)-2,5-dimetil-4-[(2,4,6-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (246); 8-[(2S,5R)-4-[(4-hlorofenil)(4-metilfenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (247); 8-[(2S,5R)-4-[(3-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (248); 8-[(2S,SR)-4-[(3-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (249); 8-[(2S,5R)-4-[(4-hlorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (250); 8-[(2S,5R)-4-[(4-fluorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (251); 8-[(2S,SR)-4-[(4-fluorofenil)(4-metilfenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (252); 8-[(2S,5R)-4-[(4-cijano-2-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (253); 8-[(2S,5R)-4-{[2-fluoro-6-(trifluorometil)fenil]metil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (254); 8-[(2S,5R)-4-[(2-fluoro-6-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (255); 8-[(2S,5R)-4-[1-(2,6-difluorofenil)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (256); 8-[(2S,5R)-4-[bis(3-hlorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (257); 8-[(2S,SR)-4-[bis(2-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (258); 8-[(2S,5R)-4-[(2-hlorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (259); 8-[(2S,5R)-4-[(2-hloro-6-cijanofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (260); 8-[(2S,SR)-4-[(2-hloro-6-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (261); 8-[(2S,5R)-4-[(2,5-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (262); 8-[(2S,5R)-4-[(2,6-dihlorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (263); 8-[(2S,SR)-4-benzil-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (264); 8-[(2S,5R)-4-[(2,6-dimetilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (265); 8-[(2S,SR)-4-[(2-hloro-3,6-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (266); 8-[(2S,5R)-4-[(4-cijano-2,6-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (267); 8-[(2S,5R)-4-[(4-hloro-2,6-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (268); 8-[(2S,5R)-4-[(2-cijano-6-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (269); 8-[(2S,SR)-4-[bis(3-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (270); 8-[(2S,5R)-4-[(2,6-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (271); 8-[(2S,SR)-4-[(2,6-difluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (272); 8-[(2S,5R)-4-[(2,6-difluorofenil) (fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril, TFA (273); 8-[(2S,5R)-4-[(2,6-difluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (274); 8-[(2S,5R)-4-[(2,6-difluorofenil)(4-fluorofenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (275); 8-[(2S,5R)-4-[(2,3-difluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (276); 8-[(2S,5R)-4-[(2,4-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (277); 8-[(2S,5R)-2,5-dimetil-4-{[6-(trifluorometil)piridin-2-il]metil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (278); 8-[(2S,5R)-2,5-dimetil-4-{[2-metil-6-(trifluorometil)piridin-3-il]metil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (279); 8-[(2S,5R)-4-{[2-metoksi-6-(trifluorometil) piridin-4-il]metil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (280); 8-[(2S,5R)-4- {[2-hloro-6-(trifluorometil)piridin-3-il]metil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (281); 8-[(2S,5R)-4-[(3-hlorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (282); 8-[(2S,5R)-4-[(2,4-difluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (283); 8-[(2S,5R)-4-[(2-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (284); 8-[(2S,5R)-4-[(2-fluorofenil)(fenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (285); 8-[(2S,SR)-4-[(2,3-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (286); 8-[(2S,5R)-4-[(2-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (287); 8-[(2S,SR)-4-[(3,5-difluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (288); 8-[(2S,5R)-4-[(3,5-difluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (289); 8-[(2S,5R)-4-[(3,5-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (290); 8-[(2S,SR)-4-[(3,4-difluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (291); 8-[(2S,5R)-4-[(3-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (292); 8-[(2S,5R)-4-[(3-fluorofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (293); 8-[(2S,5R)-4-[(4-fluorofenil)[4-(trifluorometil)fenil]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (294); 8-[(2S,5R)-4-[(4-fluorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (295); 8-[(2S,SR)-4-[(3-fluorofenil)(fenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (296); 8-[(2S,SR)-4-[(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (297); 8-((2S,5R)-4-((4-hlorofenil)(4-cijanofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (298); 8-[(2S,5R)-4-[(4-hlorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (299); 8-[(2S,5R)-4-[(4-hlorofenil)(4-fluorofenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (300); 8-[(2S,SR)-4-[bis(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (301); 8-((2S,5R)-4-((4-hlorofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (302); 8-((2S,5R)-4-((4-hlorofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (303); 8-((2S,5R)-4-((2-fluorofenil)(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (304); 8-((2S,5R)-4-((2-fluorofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (305); 8-((2S,SR)-4-((4-cijanofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (306); 8-((2S,5R)-4-((4-cijanofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (307); 8-((2S,SR)-4-(1-(4-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (308-309); 8-((2S,5R)-4-((4-cijanofenil)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril, TFA so (310-311); 8-((3R)-4-((4-fluorofenil)(pirimidin-4-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (312-313); 8-((3R)-4-((4-hlorofenil)(2-metilpirimidin-5-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (314); 8-((3R)-4-((4-fluorofenil)(2-metilpirimidin-4-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (315-316); 8-((3R)-4-((4-fluorofenil)(pirimidin-5-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (317-318); 8-((3R)-4-((4-hlorofenil) (pirimidin-4-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (319-320); 8-((3R)-4-((2-(terc-butil)pirimidin-4-il)(4-fluorofenil)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (321); 8-((2S,5R)-4-((4-cijanofenil)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (322); 8-((2S,5R)-4-((4-hlorofenil)(4-(trifluorometoksi)fenil)metil)-2,5-dimetilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (323-324); 7-fluoro-8-((2S,5R)-4-((4-fluorofenil)(4-(trifluorometil) fenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (325-326); 8-((2S,5R)-4-((4-cijanofenil)(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (327-328); 8-((2S,5R)-4-((2,6-difluorofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (329 i 336); 7-fluoro-8-((2S,5R)-4-((3-fluorofenil) (4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (330-331); 7-fluoro-8-((2S,5R)-4-((4-fluorofenil)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (332); 7-fluoro-8-((2S,5R)-4-((2-fluorofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (333-334); 7-fluoro-8-((2S,5R)-4-((4-fluorofenil)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (335); 8-((2S,5R)-4-(1-(2,4-difluorofenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (337-339); 8-[(2S,5R)-5-etil-2-metil-4-[(piridin-2-il)[4-(trifluorometoksi)fenil] metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (340-341); 8-((2S,5R)-5-etil-2-metil-4-(piridin-2-il(4-(trifluorometoksi)fenil) metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (342-343); 8-((2S,5R)-4-(1-(3,4-difluorofenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (344); 8-((2R,5S)-2,5-dimetil-4-(1-(4-(trifluorometil)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (345-346); 8-((2S,5R)-4-(1-(2,4-difluorofenil) propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (347-349); 8-((2S,5R)-4-((5-etilpiridin-2-il)(3-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (350-351); 8-((2S,5R)-4-(2-metoksi-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (352); 8-((2S,5R)-4-(1-(5-hloro-2,3-dihidrobenzofuran-7-il)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (353 i 356-357); 8-((2S,5R)-4-((5-etilpiridin-2-il)(3-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (354); 8-((2S,5R)-4-((3-hlorofenil)(5-etilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (355); 8-((2S,5R)-4-((4-fluorofenil)(tetrahidro-2H-piran-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (358-359); 8-((2S,SR)-4-((4-cijanofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (360-361); 8-((2S,5R)-4-((4-hlorofenil)(4-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (362 i 364); 8-((2S,SR)-4-((4-hlorofenil)(5-metilpiridin-2-il) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (363-365); 8-((2S,5R)-4-((3,4-difluorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (366); 8-((2S,5R)-4-((6-fluoropiridin-2-il)(4-(trifluorometoksi)fenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (367-368); 8-((2S,5R)-4-((3-hlorofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (369); 8-((2S,5R)-4-((3-fluorofenil)(5-(trifluorometil)piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (370-371); 8-((2S,5R)-4-((3-hlorofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (372); 8-((2S,SR)-4-((3-hloro-4-metilfenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (373 i 380); 8-((2S,SR)-4-((3-fluorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (374 i 379); 8-((2S,5R)-4-((3,4-difluorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (375-376); 8-((2S,5R)-2,5-dimetil-4-(piridin-2-il(4-(trifluorometoksi)fenil) metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (377-378); 8-((2S,5R)-4-((4-hlorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (381 i 382); 8-((2S,SR)-4-((4-fluorofenil)(piridazin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (383-384); 8-((2S,5R)-4-((4-hlorofenil)(2-metilpirimidin-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (385); 8-((2S,5R)-4-((4-fluorofenil) (5-fluoropiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (386); 8-((2S,5R)-4-((4-fluorofenil)(tetrahidro-2H-piran-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (387-388); 8-((2S,5R)-4-((4-fluorofenil)(2-metilpirimidin-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (389); 8-((2S,SR)-4-((3-fluorofenil)(6-metilpiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (390); 8-((2S,5R)-4-((5-fluoropiridin-3-il)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (391); 8-((2S,5R)-4-((4-fluorofenil)(pirimidin-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (392); 8-((2S,5R)-4-((4-fluorofenil)(pirimidin-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (393-394); 8-((2S,5R)-4-((3-fluorofenil)(6-metilpiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (395); 8-((2S,SR)-4-((4-hlorofenil)(pirimidin-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (396-397); 8-((2S,SR)-4-((3-hlorofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (398); 8-((2S,SR)-4-((3-hloro-4-metilfenil)(5-metilpiridin-2-il) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (399); 8-((2S,5R)-4-((4-fluorofenil)(5-fluoropiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (400); 8-((2S,SR)-4-((4-fluorofenil)(2-metilpirimidin-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (401); 8-((2S,5R)-4-((4-fluorofenil)(pirimidin-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (402); 8-((2S,5R)-4-((4-hlorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (403); 8-((2S,5R)-4-((3-fluorofenil)(piridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (404); 8-((2S,5R)-2,5-dimetil-4-(piridin-2-il(4-(trifluorometoksi) fenil)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (405); 8-((2S,5R)-4-((4-fluorofenil)(2-metilpirimidin-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (406); 8-((2S,SR)-4-(bis(5-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (407); 8-((2S,5R)-4-((2-(terc-butil)pirimidin-4-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (408-409); 8-((2S,5R)-4-((4-fluorofenil)(2-metilpirimidin-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (410); 8-((2S,SR)-4-(1-(3,4-difluorofenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (411); 8-((2S,5R)-4-(1-(2-fluoro-4-(trifluorometil)fenil) etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (412); 8-((3R)-4-((4-hlorofenil)(2-metilpirimidin-5-il)metil)-3-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (413-414); 8-((2S,5R)-4-((4-fluorofenil)(5-fluoropiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (415); 8-((2S,SR)-4-((5-fluoropiridin-3-il)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (416); 8-((2S,5R)-4-((3-fluorofenil)(6-metilpiridin-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (417); 8-((2S,5R)-5-etil-4-((4-fluorofenil)(2-metilpirimidin-4-il)metil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (418-419); 8-((2S,SR)-5-etil-4-(1-(2-fluoro-4-(trifluorometoksi)fenil)propil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (420-421); 8-((2S,5R)-4-((4-hlorofenil) (piridin-2-il)metil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (422-423); 7-fluoro-8-((2S,5R)-4-(1-(4-fluorofenil)etil-1-d)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril i 7-fluoro-8-((2S,5R)-4-(1-(4-fluorofenil)etil-1-d)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (424-425); 7-fluoro-8-((2S,5R)-4-(1-(4-fluorofenil)etil-1-d)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (426-427); 8-((2S,5R)-4-(1-(4-fluorofenil)etil-1-d)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (428-429); 8-((2S,5R)-2,5-dimetil-4-((2,4,6-trifluorofenil)metil-d2)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (430); 8-((2S,SR)-4-(1-(2-fluoro-4-(trifluorometil)fenil) etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (431); 8-((2S,5R)2,5-dimetil-4-(1-(2,4,6-trifluorofenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (432); 8-((2S,5R)-4-(1-(2-hloro-4-fluoro-3-metilfenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (433); 8-((2S,5R)-4-(1-(2-fluoro-4-(trifluorometil)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (434); 8-((2S,5R)-2,5-dimetil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (435-436); 8-((2S,5R)-4-(1-(2-fluoro-4-(trifluorometoksi) fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (437, 439, i 442); 8-((2S,5R)-4-(1-(2-fluoro-4-(trifluorometoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (438 i 440-441); 8-((2S,5R)-4-((4-hlorofenil)(6-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (443); 8-((2S,5R)-4-((5-fluoropiridin-2-il)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (444); 8-((2S,5R)-4-((3,4-dihidro-2H-benzo[b][1,4]dioksepin-6-il)(3-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (445); 8-((2S,5R)-4-((4-hlorofenil)(4-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (446); 8-((2S,5R)-4-((4-hlorofenil)(2,3-dihidrobenzo[b][1,4]dioksin-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (447); 8-((2S,5R)-4-((4-hlorofenil)(4-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (448); 8-((2S,5R)-4-((4-fluorofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (449); 8-((2S,5R)-2,5-dimetil-4-((6-metilpiridin-2-il)(p-tolil)metil) piperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (450); 8-((2S,5R)-4-((3,4-dihidro-2H-benzo[b][1,4]dioksepin-6-il)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (451); 8-((2S,5R)-4-((4-cijanofenil)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (452-453); 8-((2S,5R)-2,5-dimetil-4-((5-metilpiridin-2-il)(p-tolil)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (454, 457); 8-((2S,5R)-4-((4-fluorofenil)(4-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (455-456); 8-((2S,5R)-4-((4-hlorofenil)(4-fluoro-2,2-dimetil-2,3-dihidrobenzofuran-7-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (458-459); 8-((2S,SR)-2,5-dimetil-4-((4-metilpiridin-2-il)(p-tolil)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (460-461); 8-((2S,SR)-4-((5-fluoropiridin-2-il)(4-(trifluorometoksi)fenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (462, 466, 468); 8-((2S,5R)-4-((4-cijanofenil)(5-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (463-464); 8-((2S,5R)-4-((2,2-dimetil-2,3-dihidrobenzofuran-7-il)(5-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,64hidro-1,5-naftiridin-2-karbonitril (465, 467); 8-((2S,5R)-4-((3,4-dihidro-2H-benzo[b][1,4]dioksepin-6-il)(5-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (469); 8-((2S,5R)-4-((3-fluorofenil)(6-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (470); 8-((2S,SR)-4-((4-fluorofenil)(6-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (471); 8-((2S,5R)-4-((4-fluorofenil)(4-fluoropiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (472-474); 8-((2S,SR)-2,5-dimetil-4-((1-metil-1H-indazol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (475); 8-((2S,5R)-4-((6-fluoropiridin-2-il)(p-tolil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (476, 478-479); 8-((2S,5R)-4-(ciklopropil(2-fluoro-4-(trifluorometoksi)fenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (480-481); 8-((2S,SR)-5-etil-4-(1-(4-metoksifenil)etil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (482-483); 8-((2S,5R)-4-((4-fluorofenil)(4-metilpiridin-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (484); 8-((2S,5R)-2,5-dimetil-4-((4-metilpiridin-2-il)(p-tolil)metil) piperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (485); 8-((2S,5R)-4-(1-(2-hloro-4,5-difluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (486); 8-((2S,SR)-4-(1-(2-hloro-4-fluoro-3-metilfenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (487); 8-((2S,SR)-2,5-dimetil-4-(1-(2,4,6-trifluorofenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (488-489, 555); 8-[(2S,5R)-4-[2-fluoro-1-(4-fluorofenil)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (556); 8-((2S,5R)-4-(1-(4-fluorofenil)-2-hidroksietil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (557-558); 8-((2S,SR)-4-(1-(4-fluorofenil)-2-metoksietil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (559-560); 8-((2S,5R)-4-(2-(4-fluorofenil)-2-metoksietil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (561); 8-((2S,SR)-4-(4-(1-cijanociklopropil)benril)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (567); 8-((2S,SR)-4-((1-etil-1H-benzo[d]imidazol-7-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (568-569); 7-(difluorometil)-8-((2S,SR)-4-(2-fluoro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (570); 8-((2S,5R)-4-(3-(dimetilamino)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (573); 8-((2S,5R)-4-(1-(4-fluorofenil)propil-1-d)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (574-575); 8-((2S,SR)-4-(2-cijano-4-(trifluorometoksi) benril)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (581); 8-((2S,5R)-2,5-dimetil-4-(2,2,2-trifluoro-1-(4-fluorofenil)etil) piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (582-583); 8-((2S,5R)-4-(3-cijano-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (584); 8-((2S,5R)-4-(4-fluoro-3-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (585); 8-((2S,5R)-2,5-dimetil-4-(3-(trifluorometoksi)benzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (586); 8-((2S,5R)-4-(4-(terc-butil)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (587); 8-((2S,5R)-4-(4-(difluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (588); 8-((2S,SR)-4-((2,2-difluorobenzo[d][1,3]dioksol-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (589); 8-((2S,5R)-4-(4-(difluorometoksi)-2-fluorobenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (590); 8-((2S,5R)-4-(2-fluoro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (591); 8-((2S,5R)-4-(1-(2,6-difluoro-4-hidroksifenil)-2,2,2-trifluoroetil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (592); 8-((2S,5R)-4-(2-bromo-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (593); 8-((2S,5R)-4-(3-izopropoksibenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (594); 8-((2S,SR)-4-(2-izopropoksibenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (595); 8-((2S,5R)-4-((1-etil-3-fluoro-1H-indol-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (596); 8-((2S,5R)-4-(4-fluoro-2-izopropoksibenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (598); 8-((2S,5R)-4-(3-etoksibenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (599); 8-((2S,5R)-4-(2-metoksi-5-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (601); 8-((2S,5R)-4-(4-izopropilbenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (602); 8-((2S,5R)4-(4-hlorobenzil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (603); 8-((2S,5R)-2,5-dimetil4-((1-metil-1H-indol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (606); 8-((2S,5R)-4-(2-hloro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (607); 8-((2S,5R)-2,5-dimetil-4-(2-metil-4-(trifluorometoksi)benzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (608); 8-((2S,5R)-2,5-dimetil-4-(4-(trifluorometoksi)benzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (609); 8-((2S,5R)-4-(3-fluoro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (610); 8-((2S,SR)-4-(3-hloro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (611); 8-((2S,5R)-2,5-dimetil-4-((tetrahidro-2H-piran-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (623); 8-((2S,SR)-4-(2-fluoro-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (624); 8-((2S,5R)-2,5-dimetil-4-(2,2,2-trifluoro-1 -(2-fluoro-4-hidroksifenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (625); 8-((2S,5R)-2,5-dimetil-4-(2,2,2-trifluoro-1 -(4-hidroksifenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (626); 8-((2S,5R)-4-(1-(2,6-difluoro-4-hidroksifenil)-2,2,2-trifluoroetil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (627-628); 8-((2S,5R)-4-(3-bromo-4-(trifluorometoksi)benzil)-2,5-dimetilpiperazin-1 - il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (629); terc-butil 8-{[(2R,5S)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2,5-dimetilpiperazin-1-il]metil}-3,4-dihidro-2H-1,4-benzoksazino-4-karboksilat (630); 8-[(2S,SR)-4-[(4-acetil-3,4-dihidro-2H-1,4-benzoksazin-8-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (631); 8-[(2S,SR)-2,5-dimetil-4-(2-feniletil)piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (632); 8-[(2S,5R)-2,5-dimetil-4-[2-(4-metilfenil)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (633); 8-[(2S,5R)-4-[(3,4-dihidro-2H-1,4-benzoksazin-8-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (634); 8-[(2S,5R)-2,5-dimetil-4-[(4-metil-3-okso-3,4-dihidro-2H-1,4-benzoksazin-5-il)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (635); 8-[(2S,5R)-2,5-dimetil-4-{1-[6-(trifluorometil)piridin-2-il]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (636-637); 8-[(2S,5R)-2,5-dimetil-4-[1-(hinolin-5-il)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (638-639); 8-[(2S,5R)-4-[1-(5-fluoropiridin-2-il)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (640-641); 8-[(2S,5R)-2,5-dimetil-4-{1-[5-(trifluorometil)piridin-2-il]etil} piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (642-643); 8-[(2S,5R)-4-[1-(5-metoksipiridin-2-il)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (644-645); 8-[(2S,5R)-4-[1-(4-ciklopropil-1,3-tiazol-2-il)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (646-647); 8-[(2S,SR)-2,5-dimetil-4-[1-(5-metil-1,2-oksazol-3-il)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (648-649); 8-[(2S,5R)-2,5-dimetil-4-[1-(hinoksalin-6-il) etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (650-651); 8-[(2S,5R)-4-{1-[4-(difluorometoksi)fenil]etil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (652-653); 8-[(2S,SR)-4-[1-(2,2-difluoro-2H-1,3-benzodioksol-5-il)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (654-655); 8-[(2S,5R)-4-[(4-hlorofenil)(2,2-difluoro-2H-1,3-benzodioksol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (656-657); 8-[(2S,5R)-4-[(4-fluorofenil)(4-metoksifenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (658-659); 8-[(2S,5R)-4-[(4-fluorofenil)(3-metoksifenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (660-661); 8-[(2S,5R)-4-[(4-fluorofenil) [4-(morfolin-4-il)fenil]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (662-663); 8-[(2S,SR)-4-[(4-fluorofenil)[2-(morfolin-4-il)fenil]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (664-665); 8-[(2S,5R)-4- {[4-(difluorometil) fenil](4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (666-667); 8-[(2S,SR)-4-[(2,2-difluoro-2H-1,3-benzodioksol-4-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (668-669); 8-[(2S,5R)-4-[(4-hlorofenil) (fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (670-671); 8-[(2S,5R)-4-[(4-fluorofenil)[3-(morfolin-4-il)fenil]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (672-673); 8-[(2S,SR)-4-[(4-fluorofenil)(pirazin-2-il) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (674-675); 8-[(2S,SR)-4-[(4-fluorofenil)(pirimidin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (676-677); 8-[(2S,5R)-4-[(4-fluorofenil)[6-(trifluorometil)piridin-2-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (678-679); 8-[(2S,5R)-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (680-681); 8-[(2S,5R)-4-[(2,4-difluorofenil)(piridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (682-683); 8-[(2S,5R)-4-[(2,4-difluorofenil)(5-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (684-685); 8-[(2S,5R)-4-[(3-fluorofenil)(5-metoksipiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (686-687); 8-[(2S,5R)-4-[(4-fluorofenil)(3-metansulfonilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (688-689); 8-[(2S,5R)-4-[(3-fluorofenil)[5-(propan-2-iloksi)piridin-2-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (690-691); 8-[(2S,5R)-4-[(4-fluorofenil)(2,4,6-trifluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (692-693); 8-[(2S,5R)-4-[(4-fluorofenil)({pirazolo[1,5-a]piridin-7-il})metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (694-695); 8-[(2S,5R)-4-{[6-(difluorometil)piridin-2-il](4-fluorofenil)metil}-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (696-697); 8-[(2S,5R)-4-[(4-fluorofenil)({pirazolo[1,5-a]piridin-3-il))metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (698-699); 8-((2S,5R)-4-((4-ciklopropiltiazol-2-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5, 6-dihidro-1, 5-naftiridin-2-karbonitril (700-701); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-pirazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (702-703); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (704-705); 8-[(2S,5R)-4-[(4-fluorofenil)(1,2-oksazol-3-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (706-707); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (708); 8-[(2S,5R)-4-[(4-fluorofenil)(1,3-oksazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (709-710); 8-[(2S,5R)-4-[(4-fluorofenil)(1,3-tiazol-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (711-712); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (713-714); 8-[(2S,5R)-4-[(4-fluorofenil)(1,2-tiazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (715-716); 8-[(2S,SR)-4-[(4-fluorofenil)(1,3-oksazol-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (717-718); 8-[(2S,SR)-4-[(4-fluorofenil)(1,2-tiazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (719-720); 8-[(2S,SR)-4-[(4-fluorofenil)(1,3-tiazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (721-722); 8-[(2S,5R)-4-[(2-ciklopropil-1,3-tiazol-4-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (723-724); 8-[(2S,5R)-4-[(1-ciklopropil-1H-pirazol-4-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (725-726); 8-[(2S,5R)-4-[(2-ciklopropil-1,3-tiazol-5-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (727-728); 8-((2S,5R)-4-((5-ciklopropilizoksazol-3-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (729-730); 8-((2S,5R)-4-((5-(terc-butil)izoksazol-3-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (731-732); 8-((2S,5R)-4-((4-fluorofenil)(5-metilizoksazol-3-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (733-734); 8-((2S,5R)-4-((3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (735-736); 8-[(2S,5R)-4-[(3-terc-butil-1,2,4-oksadiazol-5-il)(4-fluorofenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (737-738); 8-[(2S,5R)-4-[(4-fluorofenil)[3-(oksan-4-il)-1,2,4-oksadiazol-5-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (739-740); 8-[(2S,5R)-4-[(4-fluorofenil)[3-(4-fluorofenil)-1,2,4-oksadiazol-5-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (741-742); 8-[(2S,5R)-4-([3-(difluorometil)-1,2,4-oksadiazol-5-il](4-fluorofenil)metil } -2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (743-744); 8-[(2S,5R)-4-[(4-fluorofenil) (3-metil-1,2,4-oksadiazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (745-746); 8-[(2S,5R)-4-[(4-fluorofenil)[3-(propan-2-il)-1,2,4-oksadiazol-5-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (747-748); 8-[(2S,5R)-4-[(4-fluorofenil) [3-(morfolin-4-il)-1,2,4-oksadiazol-5-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (749-750); 8-[(2S,5R)-4-[(4-fluorofenil)[3-(1-metilpiperidin-4-il)-1,2,4-oksadiazol-5-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (751-752); 8-[(2S,SR)-4-[(3-etil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (753-754); 8-[(2S,5R)-4-[(4-fluorofenil)(1,2,4-oksadiazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (755); terc-butil 3-(5-{[(2R,5S)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2,5-dimetilpiperazin-1-il](4-fluorofenil)metil)-1,2,4-oksadiazol-3-il)azetidin-1-karboksilat (756-757); 8-[(2S,5R)-4-[(3-ciklopropil-1,2,4-oksadiazol-5-il)[4-(trifluorometoksi)fenil]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (758-759); 8-[(2S,5R)-4-[(4-bromofenil)(3-ciklopropil-1,2,4-oksadiazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (760-761); 8-((2S,SR)-4-((5-ciklopropil-1,3,4-oksadiazol-2-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (762-763); 8-((2S,5R)-4-((5-(terc-butil)-1,2,4-oksadiazol-3-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (764-765); 8-((2S,5R)-4-((5-ciklopropil-4H-1,2,4-triazol-3-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (766-767); 8-((2S,5R)-4-((3-ciklopropil-1-metil-1H-1,2,4-triazol-5-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (768-769); 8-((2S,5R)-4-((1-(terc-butil)-1H-tetrazol-5-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (770-771); 8-((2S,5R)-4-((4-fluorofenil)(5-izopropil-1,3,4-tiadiazol-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (772-773); 8-((2S,5R)-4-((5-ciklopropil-1,3,4-tiadiazol-2-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (774-775); 8-((2S,5R)-4-((4-ciklopropiloksazol-2-il)(4-fluorofenil) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (776-777); 8-[(2S,SR)-4-[(4-terc-butil-1,3-oksazol-2-il)(4-fluorofenil) metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (778-779); 8-((2S,5R)-4-(1-(2,6-difluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (780-781); 8-[(2S,5R)-4-[1-(4-fluorofenil)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (782-783); 8-[(2S,SR)-2,5-dimetil-4-[1-(4-metilfenil)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (784-785); 4-{1-[(2R,5S)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2,5-dimetilpiperazin-1-il]etil)benzoeva kiselina (786-787); 8-[(2S,5R)-2,5-dimetil-4-{1-[4-(trifluorometil)fenil]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (788); 8-[(2S,SR)-4-[1-(4-bromofenil)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (789-790); 8-[(2S,SR)-4-[1-(4-hlorofenil)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (791-792); metil 4-{1-[(2R,5S)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2,5-dimetilpiperazin-1-il]etil)benzoat (793-794); metil 3-{1-[(2R,5S)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2,5-dimetilpiperazin-1-il]etil}benzoat (795-796); 8-[(2S,5R)-4-[1-(2-fluorofenil) etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (797-798); 8-[(2S,5R)-4-[1-(5-metoksipiridin-2-il)etil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (799-800); 8-[(2S,5R)-2,5-dimetil-4-{1-[4-(trifluorometoksi)fenil]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (801-802); 8-[(2S,5R)-2,5-dimetil-4-[1-(5-metil-1,2-oksazol-3-il)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (803-804); 8-[(2S,5R)-4-[bis(4-hlorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (805); 8-[(2S,5R)-4-[bis(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (806); 8-[(2S,SR)-4-[(4-fluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (807-808); 8-[(2S,5R)-4-[(2-etilfenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (809-810); 8-[(2S,5R)-4-[(4-etilfenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (811-812); 8-[(2S,5R)-4-[(3,5-difluorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (813-814); 8-[(2S,5R)-4-[(4-fluorofenil) (6-metilpiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (815-816); 8-[(2S,5R)-4-[(4-fluorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (817-818); 8-[(2S,5R)-4-[(4-hlorofenil)(3-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (819 i 822); 8-[(2S,5R)-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (820-821); 8-[(2S,5R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (823-824); 8-[(2S,5R)-4-[(4-hlorofenil)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (825-826); 8-[(2S,5R)-4-[(4-fluorofenil)(5-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (827-828); 8-[(2S,5R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (829-830); 8-[(2S,5R)-4-[(2-hloro-4-fluorofenil)(5-metilpiridin-2-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (831-832); 8-[(2S,SR)-4-[(5-fluoropiridin-2-il)(4-metilfenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (833); 8-[(2S,5R)-4-[(4-hlorofenil)(fenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (834-835); 8-[(2S,5R)-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il] metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (836-837); 8-[(2S,5R)-4-[(4-fluorofenil)(4-metoksifenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (838-839); 8-[(2S,5R)-4-[(3-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (840-841); 8-[(2S,5R)-4-[(4-fluorofenil)(piridin-2-il)metil]-2,5-dimetilpiperazin-1 - il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (842-843); 8-[(2S,5R)-4-[(4-fluorofenil)[6-(trifluorometil)piridin-2-il]metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (844-845); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-pirazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (846-847); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (848-849); 8-[(2S,5R)-4-[(4-fluorofenil)(1,2-oksazol-3-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (850-851); 8-[(2S,5R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (852-853); 8-[(2S,5R)-4-[(4-fluorofenil)(1,2-tiazol-5-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (854-855); 8-[(2S,5R)-4-[(4-fluorofenil)(1,3-tiazol-4-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (856-857); 8-[(2S,5R)-4-[(2-ciklopropil-1,3-tiazol-4-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (858-859); 8-[(2S,5R)-4-[(3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (860-861); 8-[(2S,5R)-4-[(3-terc-butil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (862-863); 8-[(2S,5R)-4-[(4-fluorofenil)(5-metil-1,2-oksazol-3-il)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (864-865); 8-[(2S,SR)-4-[(5-terc-butil-1,2-oksazol-3-il) (4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (866-867); 8-[(2S,SR)-4-[(5-ciklopropil-1,2-oksazol-3-il)(4-fluorofenil)metil]-2,5-dimetilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (868-869); 8-[(3R)-4-[bis(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (870); 8-[(3R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (871); 8-[(3R)-4-[(4-hlorofenil)(4-cijanofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (872-873); 8-[(3R)-4-[(3,5-difluorofenil) (fenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (874-875); 8-[(3R)-4-[(2-etilfenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (876-877); 8-[(3R)-4-[(4-fluorofenil)(fenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (878-879); 8-[(3R)-4-[(3-fluorofenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (880-881); 8-[(3R)-4-[(2-fluorofenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (882-883); 8-[(3R)-4-[(4-etilfenil)(4-fluorofenil) metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (884-885); 8-[(3R)-4-[(4-hlorofenil)(fenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (886-887); 8-[(3R)-4-[(4-fluorofenil)(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (888-889); 8-[(3R)-4-[(3-fluoropiridin-2-il)(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (890 i 892); 8-[(3R)-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (891 i 893); 8-[(3R)-4-[(4-fluorofenil) (2-metoksipiridin-3-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (894-895); 8-[(3R)-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (896-897); 8-[(3R)-4-[(5-fluoropiridin-2-il) (4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (898-899); 8-[(3R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (900-901); 8-[(3R)-4-[(4-fluorofenil)(5-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (902-903); 8-[(3R)-4-[(4-fluorofenil)(5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (904); 8-[(3R)-4-[(4-fluorofenil)(6-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (905-906); 8-[(3R)-4-[(4-hlorofenil)(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (907); 8-[(3R)-4-[(5-cijanopiridin-2-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (908); 8-[(3R)-4-[(4-hlorofenil)(3-fluoropiridin-2-il) metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (909); 8-[(3R)-4-[(4-fluorofenil)[4-(trifluorometil)fenil]metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (910); 8-[(3R)-4-[(3-fluorofenil)(5-fluoropiridin-2-il)metil]-3-metilpiperazin-1 -il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (911); 8-[(3R)-4-[(3-fluorofenil)(5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (912); 8-[(3R)-4-[(4-hlorofenil) (3-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (913); 8-[(3R)-4-[(4-fluorofenil)[4-(trifluorometil) fenil]metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (914); 8-[(3R)-4-[(4-fluorofenil)(5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (915); 8-[(3R)-4-[(4-fluorofenil)(3-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (916-917); 8-[(3R)-4-[(4-fluorofenil)(piridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (918-919); 8-[(3R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (920); 8-[(3R)-4-[(4-fluorofenil)[6-(trifluorometil) piridin-2-il]metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (921-922); 8-[(3R)-4-[(3-fluorofenil)(5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (923); 8-[(3R)-4-[(5-cijanopiridin-2-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (924); 8-[(3R)-4-[(3-fluorofenil)(5-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (925); 8-[(3R)-4-[(3-hlorofenil)(5-fluoropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (926-927); 8-[(3R)-4-[(3-hlorofenil) (5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (928-929); 8-[(3R)-4-[(4-hlorofenil)(5-hloropiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (930-931); 8-[(3R)-4-[(5-hloropiridin-2-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (932-933); 8-[(3R)-4-[(2,2-dimetil-2,3-dihidro-1-benzofuran-7-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (934-935); 8-[(3R)-4-[(5-hloropiridin-2-il)(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (936-937); 8-[(3R)-4-[(2-hloro-4-fluorofenil)(5-metilpiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (938); 8-[(3R)-4-[(2,2-difluoro-2H-1,3-benzodioksol-4-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (939-940); 8-[(3R)-4-[(4-hlorofenil)(2,2-difluoro-2H-1,3-benzodioksol-5-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (941-942); 8-[(3R)-4-[(4-fluorofenil)(pirazin-2-il) metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (943); 8-[(3R)-4-[(4-hlorofenil)(4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (944-945); 8-[(3R)-4-[(2,4-difluorofenil)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (946-947); 8-[(3R)-4-[(3-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (948-949); 8-[(3R)-4-[1-(2,6-difluorofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (950-951); 5-metil-8-[(3R)-3-metil-4-[1-(4-metilfenil)etil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (952-953); 8-[(3R)-4-[1-(4-cijanofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (954-955); 8-[(3R)-4-[1-(3,4-difluorofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (956); 8-[(3R)-4-[1-(4-fluorofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (957 i 959); 5-metil-8-[(3R)-3-metil-4-{ 1-[4-(trifluorometoksi)fenil]etil} piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (958 i 962); 5-metil-8-[(3R)-3-metil-4-{1-[4-(trifluorometil)fenil]etil}piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (960-961); 5-metil-8-[(3R)-3-metil-4-[1-(piridin-2-il)etil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (963 i 965); 5-metil-8-[(3R)-3-metil-4-[1-(6-metilpiridin-2-il) etil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (964); 5-metil-8-[(3R)-3-metil-4-(1-[2-(trifluorometil)fenil]etil}piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (966 i 968); 5-metil-8-[(3R)-3-metil-4-[1-(6-metilpiridin-2-il)etil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (967); 8-[(3R)-4-[1-(2,4-difluorofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7- dikarbonitril (969-970); 5-metil-8-[(3R)-3-metil-4- {1-[3-(trifluorometil)fenil]etil} piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (971-972); 4-{1-[(2R)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2-metilpiperazin-1-il]etil}benzoeva kiselina (973-974); 8-[(3R)-4-[1-(4-bromofenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (974-975); 8-[(3R)-4-[1-(2,5-dimetilfenil)etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (976-977); 8-[(3R)-4-[1-(4-hlorofenil) etil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (978-979); metil 4-{ 1-[(2R)-4-(3,6-dicijano- 1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2-metilpiperazin-1-il]etil}benzoat (980-981); metil 3-{1-[(2R)-4-(3,6-dicijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-2-metilpiperazin-1-il]etil)benzoat (982-983); 8-[(3R)-4-[(2-hloro-6-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (984); 8-[(3R)-4-[(2,4-difluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (985); 5-metil-8-[(3R)-3-metil-4-[(2,4,6-trifluorofenil)metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (986); 8-[(3R)-4-[(3,4-difluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (987); 5-metil-8-[(3R)-3-metil-4-[(6-metilpiridin-2-il)metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (988); 8-[(3R)-4-[(6-cijanopiridin-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (989); 5-metil-8-[(3R)-3-metil-4-[(piridin-2-il)metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (990); 5-metil-8-[(3R)-3-metil-4-{[6-(trifluorometil)piridin-2-il]metil}piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (991); 5-metil-8-[(3R)-3-metil-4-[(hinolin-2-il)metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (992); 8-[(3R)-4-[(2-hloro-4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (993); 8-[(3R)-4-({[1,1'-bifenil]-4-il}metil)-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (994); 8-[(3R)-4-[(4-fluoro-3-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (995); 8-[(3R)-4-[(3,4-dihlorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (996); 8-[(3R)-4-[(2-hlorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (997); 5-metil-8-[(3R)-3-metil-4-[(piridin-3-il)metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (998); 5-metil-8-[(3R)-3-metil-4-{[2-(trifluorometoksi)fenil]metil} piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (999); 8-[(3R)-4-[(3,5-dimetilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1000); 8-[(3R)-4-[(5-fluoro-2-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1001); 8-[(3R)-4-[(3-fluoro-4-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1002); 5-metil-8-[(3R)-3-metil-4-{ [3-(trifluorometil)fenil]metil } piperazin-1-il]-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (1003); 8-[(3R)-4-({[1,1'-bifenil]-3-il}metil)-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1004); 8-[(3R)-4-[(3-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1005); 8-[(3R)-4-[(2-fluoro-5-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1006); 5-metil-8-[(3R)-3-metil-4-[(4-metilfenil) metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1007); 5-metil-8-[(3R)-3-metil-4-([3-(trifluorometoksi)fenil]metil)piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1008); 8-[(3R)-4-[(2-cijanofenil) metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1009); 8-[(3R)-4-[(3-fluoro-2-metilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1010); 8-[(3R)-4-[(4-hlorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1011); 5-metil-8-[(3R)-3-metil-4-[(3-metilfenil) metil]piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1012); 8-[(3R)-4-[(4-terc-butilfenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1013); 5-metil-8-[(3R)-3-metil-4-{[2-(triftuorometil)fenil]metil}piperazin-1-il]-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1014); 8-[(3R)-4-[(4-hloro-3-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1015); 8-[(3R)-4-[(4-fluorofenil)(1-metil-1H-pirazol-4-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1016-1017); 8-[(3R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-5-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1018-1019); 8-[(3R)-4-[(4-fluorofenil)(1,3-oksazol-4-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1022-1023); 8-[(3R)-4-[(4-fluorofenil)(1,3-tiazol-2-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1024-1025); 8-[(3R)-4-[(4-fluorofenil)(1-metil-1H-imidazol-4-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1026-1027); 8-[(3R)-4-[(4-fluorofenil)(1,2-tiazol-4-il)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1028); 8-[(3R)-4-[(3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-3-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1029-1030); 8-[(2S,5R)-4-[(4-hlorofenil)(4-fluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1031); 8-[(2S,SR)-4-[bis(4-hlorofenil) metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1032); 8-[(2S,5R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1033-1034); 8-[(2S,5R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1035-1036); 8-[(2S,SR)-2,5-dietil-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil] piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (1037-1038); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il] metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1039-1040); 8-[(2S,SR)-2,5-dietil-4-[(3-fluorofenil)(5-fluoropiridin-2-il)metil] piperazin-1 -il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1041-1042); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil)(piridin-2-il)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1043-1044); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil)[6-(trifluorometil)piridin-2-il]metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1045-1046); 8-[(2S,5R)-2,5-dietil-4-[(3-fluorofenil)(5-metoksipiridin-2-il)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1047-1048); 8-[(2S,5R)-2,5-dietil-4-[1-(4-fluorofenil)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1049-1050); 8-[(2S,5R)-2,5-dietil-4- (1-[4-(trifluorometil)fenil] etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1051-1052); 8-[(2S,5R)-2,5-dietil-4-{1-[4-(trifluorometoksi)fenil]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1053-1054); 8-[(2S,SR)-4-[1-(2,4-difluorofenil)etil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1055-1056); 8-[(2S,5R)-2,5-dietil-4-{1-[2-fluoro-4-(trifluorometoksi)fenil]propil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1057-1058); 8-[(2S,SR)-2,5-dietil-4-{1-[4-(trifluorometoksi)fenil]propil)piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1059-1060); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil) metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1061); 8-[(2S,SR)-4-[(2,4-difluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1062); 8-[(2S,5R)-4-[(2,2-difluoro-2H-1,3-benzodioksol-5-il)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1063); 8-[(2S,SR)-4-[(3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1064-1065); 8-[(2S,SR)-4-[(4-ciklopropil-1,3-tiazol-2-il)(4-fluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1066-1067); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil)(1,3-oksazol-4-il)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1068-1069); 8-[(2S,5R)-2,5-dietil-4-[(4-fluorofenil) (1,3-tiazol-4-il)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1070-1071); 8-[(2S,SR)-2,5-dietil-4-[(4-fluorofenil)(1,2-oksazol-3-il) metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1072-1073); 8-[(2S,5R)-4-[(5-ciklopropil-1,2-oksazol-3-il)(4-fluorofenil)metil]-2,5-dietilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1074-1075); 8-[(2S,5R)-4-benzil-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1076); 8-[(2S,5R)-4-[(2,4-difluorofenil) metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1077); 8-[(2S,5R)-4-[(2-hloro-4-fluorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1078); 8-[(2S,SR)-5-etil-4-[(4-fluorofenil)metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1079); 8-[(2S,5R)-5-etil-2-metil-4-[(2,4,6-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1080); 8-[(2S,5R)-5-etil-4-{[2-metoksi-4-(trifluorometoksi)fenil]metil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1081); 8-[(2S,5R)-4-[(2,2-difluoro-2H-1,3-benzodioksol-5-il)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1082); 8-[(2S,5R)-5-etil-4-[1-(4-fluorofenil)etil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1083-1084); 8-[(2S,5R)-5-etil-4-{ 1 -[2-fluoro-4-(trifluorometil)fenil]etil}-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1085-1086); 8-[(2S,5R)-4-[1-(2,4-difluorofenil)etil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1087-1088); 8-[(2S,5R)-5-etil-2-metil-4-[1-(2,4,6-trifluorofenil)etil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1089-1090); 8-[(2S,5R)-4-[1-(3,4-difluorofenil)etil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1091-1092); 8-[(2S,5R)-5-etil-2-metil-4-{1-[4-(trifluorometil)fenil]etil} piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1093-1094); 8-[(2S,5R)-5-etil-4-{1-[2-fluoro-4-(trifluorometoksi)fenil]etil}-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1095-1096); 8-[(2S,5R)-4-[bis(4-fluorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1097); 8-[(2S,5R)-4-[bis(4-metilfenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1098); 8-[(2S,SR)-4-[bis(4-hlorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1099); 8-[(2S,5R)-4-[(4-hlorofenil)(4-fluorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1100-1101); 8-[(2S,5R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1102-1103); 8-[(2S,5R)-5-etil-4-[(4-fluorofenil)(3-fluoropiridin-2-il)metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1104-1105); 8-[(2S,5R)-5-etil-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1106-1107);l (1108-1109); 8-[(2S,5R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1110-1111); 8-[(2S,5R)-5-etil-4-[(4-fluorofenil)[6-(trifluorometil)piridin-2-il]metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1112-1113); 8-[(2S,5R)-5-etil-4-[(4-fluorofenil)(1,2-oksazol-3-il)metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1114-1115); 8-[(2S,SR)-4-[(3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil]-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1116-1117); 8-[(2S,5R)-4-[bis(4-fluorofenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1118); 8-[(2S,5R)-4-[bis(4-metilfenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1119); 8-[(2S,5R)-4-[bis(4-hlorofenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1120); 8-[(2S,5R)-4-[(4-hlorofenil)(4-metilfenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1121-1122); 8-[(2S,5R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1123-1124); 8-[(2S,5R)-2-etil-4-[(3-fluorofenil)(5-metilpiridin-2-il)metil]-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1125-1126); 8-[(2S,5R)-4-[(4-hlorofenil)(4-fluorofenil)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1127-1128); 8-[(2S,5R)-4-[(4-hlorofenil)(5-fluoropiridin-2-il)metil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1129-1130); 8-[(2S,5R)-2-etil-4-[(4-fluorofenil)[5-(trifluorometil)piridin-2-il]metil]-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1131-1132); 8-[(2S,5R)-2-etil-4-[(4-fluorofenil)[6-(trifluorometil)piridin-2-il]metil]-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1133-1134); 8-[(2S,5R)-2-etil-4-[1-(4-fluorofenil)etil]-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1135-1136); 8-[(2S,SR)-4-[1-(2,4-difluorofenil) etil]-2-eti1-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1137-1138); 8-[(2S,5R)-4-[1-(3,4-difluorofenil)etil]-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1139-1140); 8-[(2S,5R)-2-etil-5-metil-4- (1-[4-(trifluorometoksi)fenil]etil) piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (1141-1142); 8-[(2S,5R)-2-etil-5-metil-4-{1-[4-(trifluorometil)fenil]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1143-1144); 8-[(2S,5R)-4-{1-[4-(difluorometoksi)fenil]etil}-2-etil-5-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1145); 8-[(2S,5R)-2-etil-5-metil-4-{1-[4-(trifluorometoksi)feil]propil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1146-1147); 8-[(2S,5R)-2-etil-5-metil-4-[(2,4,6-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1148); 8-[(2S,5R)-2-etil-5-metil-4-[(3,4,5-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1149); 8-(4-(bis(4-fluorofenil)metil)-3-(hidroksimetil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1150); 8-[(2S,5S)-4-[bis(4-fluorofenil)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1151); 8-[(2S,5S)-4-[bis(4-hlorofenil)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1152); 8-[(2S,5S)-4-[(3-fluorofenil)(5-metilpiridin-2-il)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1153-1154); 8-((2S,5S)-4-(bis(4-fluorofenil)metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1155); 8-[(2S,5S)-4-[bis(4-metilfenil) metil]-5-(metoksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1156); 8-((2S,5S)-4-((4-cijanofenil)(4-fluorofenil) metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1157-1158); 8-((2S,5S)-4-(1-(4-fluorofenil)etil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1159-1160); 8-[(2S,5S)-5-(metoksimetil)-2-metil-4-[(3,4,5-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1161); 8-[(2S,5S)-5-(metoksimetil)-2-metil-4-{1-[4-(trifluorometoksi)fenil]etil } piperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1162-1163); 8-((2S,5S)-4-(bis(4-fluorofenil)metil)-5-(etoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1164); N-(((2R,5S)-1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-5-metilpiperazin-2-il)metil)acetamid (1165); metil (((2R,5S)-1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-5-metilpiperazin-2-il)metil)karbamat (1166); 8-((2S,SR)-4-(bis(4-fluorofenil)metil)-2-metil-5-(morfolinometil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1167); 8-[(2S,5R)-4-[bis(4-fluorofenil)metil]-5-[(3-hidroksiazetidin-1-il)metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1168); 8-[(2S,5R)-4-[bis(4-fluorofenil)metil]-5-[(dimetilamino)metil]-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1169); 8-((2S,5S)-4-((4-cijanofenil)(4-fluorofenil)metil)-2-etil-5-(metoksimetil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1170-1171); 8-((2R,5R)-4-(bis(4-fluorofenil)metil)-5-(hidroksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1172); 8-[(2R,5R)-4-[bis(4-metilfenil)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1173); 8-[(2R,5R)-4-[(4-hlorofenil)(4-fluorofenil)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1174-1175); 8-[(2R,5R)-4-[(4-cijanofenil)(4-fluorofenil)metil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1176-1177); 8-[(2R,SR)-4-[1-(4-fluorofenil) etil]-5-(hidroksimetil)-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1178-1179); 8-[(2R,5R)-5-(hidroksimetil)-2-metil-4-{1-[4-(trifluorometoksi)fenil]etil}piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1180-1181); 8-[(2R,5R)-5-(hidroksimetil)-2-metil-4-[(2,4,6-trifluorofenil)metil]piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1182); 8-((2R,5R)-4-(bis(4-fluorofenil)metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1183); 8-(4-(2-hloro-4-fluorobenzil)-3-((difluorometoksi) metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1184-1185); 8-{4-[bis(4-fluorofenil)metil]-3-[(difluorometoksi)metil]piperazin-1-il}-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1186-1187); 8-((2S,5R)-4-(2-(difluorometoksi)-1-(4-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1188-1189); 8-[(2S,5R)-4-{ciklopropil[4-(trifluorometoksi)fenil]metil}-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1190); 4-[(2S,5R)-2,5-dimetil-4-{1-[4-(trifluorometoksi)fenil]etil}piperazin-1-il]-1,6-dimetil-2-okso-1,2-dihidro-1,5-naftiridin-3-karbonitril (1191-1192); 8-[(2S,5R)-5-etil-2-metil-4-(1-fenilbutil)piperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1193-1194); 8-[(2S,SR)-4-{2-cikloheksil-1-[4-(trifluorometoksi)fenil] etil}-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1195-1196); 8-[(2S,5R)-4-{[2,4-bis(trifluorometil)fenil]metil}-5-etil-2-metilpiperazin-1-il]-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1197); 8-[(2S,SR)-5-etil-2-metil-4-{1-[4-(trifluorometoksi)fenil] propil } piperazin-1-il]-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1198-1199); 8-((2S,5R)-4-(l-(4-ciklopropil-2-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1200-1201); 8-((2S,5R)-4-(1-(2-fluoro-5-(trifluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1202-1203); 8-((2S,5R)-4-(1-(3-fluoro-4-(trifluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1204-1205); 8-((2S,5R)-4-(1-(2-fluoro-5-(trifluorometoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1206-1207); 8-((2S,5R)-4-(1-(2-fluoro-3-(trifluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1208-1209); 8-((2S,5R)-4-(1-(3-fluoro-5-(trifluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1210-1211); 8-((2S,5R)-2,5-dimetil-4-(1-(2-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1212-1213); 8-((2S,SR)-4-(1-(4-ciklopropilfenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1214-1215); 8-((2S,SR)-4-(1-(2,2-difluorobenzo[d][1,3]dioksol-4-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1216-1217); 8-((2S,SR)-4-(1-(4-ciklopropil-2-fluorofenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1218-1219); 8-((2S,5R)-4-(1-(4-ciklopropilfenil) propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1220-1221); 8-((2S,SR)-4-(1-(6-(difluorometil)piridin-2-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1222-1223); 8-((2S,5R)-4-(1-(5-(difluorometoksi)piridin-2-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1224-1225); 8-((2S,5R)-4-(1-(4-cijano-2-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1226-1227); 8-((2S,5R)-4-(1-(5-(difluorometoksi)-2-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1228-1229); 8-((2S,5R)-4-(1-(4-hloro-2-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1230); 8-((2S,5R)-4-(1-(4-fluoro-3-metoksifenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1231-1232); 8-((2S,5R)-4-(1-(4-izopropilfenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1233-1234); 8-((2S,5R)-2,5-dimetil-4-(3,4,5-trifluorobenzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1235); 8-((2S,5R)-4-(1-(4-fluoro-2-metoksifenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1236-1237); 8-((2S,5R)-4-(1-(4-(1H-1,2,4-triazol-1-i1) fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1238-1239); 8-((2S,SR)-2,5-dimetil-4-(1-(3,4,5-trifluorofenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1240-1241); 8-((2S,5R)-4-(1-(2,6-difluoro-4-metoksifenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1242-1243); 8-((2S,5R)-4-(1-(2,5-difluoro-4-metoksifenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1244-1245); 8-((2S,5R)-4-(1-(2-fluoro-4,5-dimetoksifenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1246-1247); 8-((2S,5R)-4-(1-(4-metoksi-3-(trifluorometil)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1248-1249); 8-((2S,5R)-4-(1-(4-(1-cijanociklopropil)-2-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1250-1251); 8-((2S,5R)-4-(1-(4-(1-cijanociklopropil)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1253-1254); 8-((2S,5R)-4-(1-(4-fluoro-3-metilfenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1255); 8-((2S,5R)-4-(1-(3-hloro-4-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1256-1257); 8-((2S,SR)-4-(1-(2,3-dihidrobenzo[b][1,4]dioksin-6-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1258-1259); 8-((2S,SR)-2,5-dimetil-4-(1-(2-metilbenzo[d]oksazol-4-il)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1260-1261); 8-((2S,5R)-4-(1-(3-cijano-4-fluorofenil) etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1262); 8-((2S,5R)-2,5-dimetil-4-(1-(2-metilbenzo[d]tiazol-6-il)etil) piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1263-1264); 8-((2S,5R)-4-(1-(4-(metoksimetil)fenil)etil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1265-1266); 8-((2S,5R)-2,5-dimetil-4-(1-(3-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1267-1268); 8-((2S,5R)-4-(1-(3-fluoro-4-(trifluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1269-1270); 8-((2S,SR)-4-(1-(3-(difluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1271-1272); 8-((2S,5R)-2,5-dimetil-4-(1-(2-(trifluorometil)tiazol-4-il)etil)piperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1273-1274); 8-((2S,5R)-4-(4-etoksi-2,6-difluorobenzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1275-1276); 8-((2S,5R)-4-(2-metoksi-1-(5-(trifluorometil)piridin-2-il) etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1277-1278); 8-((2S,5R)-4-(2-hidroksi-1-(5-(trifluorometil)piridin-2-il) etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1279-1280); 8-((2S,5R)-4-(1-(5-ciklopropilizoksazol-3-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1281-1282); 8-((2S,SR)-4-(1-(5-(terc-butil)izoksazol-3-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1283-1284); 8-((2S,5R)-4-((4-hlorofenil)(3-ciklopropil-1,2,4-oksadiazol-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1285-1286); 8-((2S,5R)-4-((2-(dimetilfosforil)fenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1287-1288); 8-((2S,5R)-4-(4-(dimetilfosforil)benzil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1289); 8-((2S,5R)-4-(1-(4-(dimetilfosforil)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1290-1291); 8-((2S,5R)-4-((4-(dimetilfosforil)fenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1292-1293); 8-((2S,5R)-4-(1-(4-(dimetilfosforil)fenil)etil)-2,5-dimetilpiperazin-1-it)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1294-1295); 8-((2S,SR)-4-((3-(1-acetilazetidin-3-il)-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1296-1297); 8-((2S,5R)-4-((4-fluorofenil)(3-(1-metilazetidin-3-il)-1,2,4-oksadiazol-5-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1298-1299); 8-((2S,5R)-4-((1,1-dioksidotetrahidro-2H-tiopiran-4-il)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1300-1301); 8-((2S,5R)-4-(1-(4-metoksi-3-(2-metoksietoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1302-1303); 8-((2S,6R)-4-(1-(4-metoksi-3-(2-morfolinoetoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1304-1305); 8-((2S,SR)-4-(1-(3-ciklopropil-1,2,4-oksadiazol-5-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2,7-dikarbonitril (1306-1307); 8-((2S,5R)-4-(1-(4-fluorofenil)-2-hidroksi-2-metilpropil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1308-1309); 8-((2S,5R)-4-(2,2-difluoro-1-(4-fluorofenil)-3-hidroksipropil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1310-1311); 8-((2S,5R)-4-(2,2-difluoro-1-(4-fluorofenil)-3-metoksipropil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1312-1313); 8-((2S,5R)-4-(1-(4-fluoro-2-(metoksimetil) fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1314-1315); 8-((2S,5R)-4-(1-(4-fluoro-3-(metoksimetil) fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1316-1317); 8-((2S,5R)-4-(1-(4-fluorofenil)-2-(metiltio)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1318-1319); 8-((2S,5R)-4-(1-(4-cijano-3-(2-metoksietoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1320-1321); 8-((2S,5R)-4-(1-(4-cijano-3-(2-(dimetilamino)etoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1322-1323); 8-((2S,SR)-4-(1-(6-izopropoksipiridin-3-il)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1324-1325); 8-((2S,SR)-4-(2-(3-ciklopropil-1,2,4-oksadiazol-5-il)-1-(4-fluorofenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1326-1327); 8-((2S,SR)-5-etil-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-7-fluoro-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1328-1329); 8-((2S,5R)-4-(4-(difluorometoksi)benzil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1330); 8-((2S,5R)-4-(4-hloro-2-fluorobenzil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridino-2-karbonitril (1331); 8-((2S,5R)-5-etil-4-(3-fluoro-4-(trifluorometoksi)benzil)-2-metilpiperazin-1 - il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1332); 8-((2S,5R)-4-((4-fluorofenil)(2-(trifluorometil)tiazol-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1333-1334); 8-((2S,5R)-4-(bis(4-(hidroksimetil)fenil)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1335); 8-((2S,5R)-4-((4-cijanofenil)(4-fluorofenil)metil)-2,5-dimetilpiperazin-1-il)-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1336-1337); 8-((2S,5R)-4-((4-ciklopropiltiazol-2-il)(4-fluorofenil) metil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1338-1339); 8-((2S,5R)-4-(1-(4-ciklopropil-2-fluorofenil)etil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1340-1341); 8-((2S,5R)-4-(4-(difluorometoksi)benzil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1342); 8-((2S,5R)-4-(1-(4-(difluorometoksi)fenil)etil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1343-1344); 8-((2S,5R)-4-(1-(4-cijanofenil)etil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1345-1346); 8-((2S,5R)-5-etil-4-(2-fluoro-4-(trifluorometoksi)benzil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1347); 8-((2S,5R)-5-etil-4-(1-(4-izopropoksifenil)etil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1348-1349); 8-((2S,SR)-5-etil-4-(1-(4-metoksifenil) etil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1350-1351); 8-((2S,5R)-4-(1-(4-hloro-2-fluorofenil)etil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1352-1353); 8-((2S,5R)-2,5-dietil-4-(3,4,5-trifluorobenzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1354); 8-((2S,SR)-4-(1-(4-ciklopropilfenil)etil)-2,5-dietilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1355-1356); 8-((2S,5R)-4-(I-(4-ciklopropil-2-fluorofenil)etil)-2,5-dietilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1357-1358); 8-((2S,5R)-4-(I-(4-ciklopropil-2-fluorofenil)propil)-2,5-dietilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1359-1360); 8-((2S,5R)-2,5-dietil-4-((4-fluorofenil)(2-(trifluorometil)tiazol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1361-1362); 8-((2S,5R)-2,5-dietil-4-(4-(trifluorometoksi) benzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1363); 8-((2S,SR)-2,5-dietil-4-(1-(2-fluoro-4-(trifluorometil)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1364-1365); 8-((2S,SR)-2,5-dietil-4-(1-(4-metoksifenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1366-1367); 8-((2S,5R)-4-(1-(2,2-difluorobenzo[d][1,3]dioksol-5-il)etil)-2,5-dietilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1368-1369); 8-((2S,5R)-2,5-dietil-4-(2-fluoro-4-(trifluorometoksi)benzil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1370); 8-((2S,SR)-2,5-dietil-4-(1-(2-fluoro-4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1371-1372); 8-((2S,5R)-4-(1-(4-(difluorometoksi)fenil) etil)-2,5-dietilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1373-1374); 8-((2S,5R)-4-(1-(4-(difluorometoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2,7-dikarbonitril (1375-1376); 8-((2S,5R)-2-etil-4-(1-(2-fluoro-4-(trifluorometoksi)fenil)propil)-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1377-1378); 8-((2S,5R)-4-(1-(4-(difluorometoksi)fenil)etil)-2-etil-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1379); 8-((2S,5R)-2-etil-4-(1-(2-fluoro-5-(trifluorometoksi)fenil)propil)-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1380-1381); 8-((2S,5R)-2-etil-5-metil-4-(1-(3,4,5-trifluorofenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1382-1383); 8-((2S,5R)-2-etil-4-(1-(3-fluoro-5-(trifluorometoksi)fenil)etil)-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1384-1385); 8-((2S,5S)-5-(hidroksimetil)-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1386-1387); 8-((2S,SS)-4-((4-fluorofenil)(5-(trifluorometil)piridin-2-il)metil)-5-(hidroksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1388-1389); 8-((2S,5S)-4-((2,2-difluorobenzo[d][1,3]dioksol-5-il)metil)-5-(hidroksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1390); 8-((2S,5S)-4-((4-fluorofenil)(izoksazol-3-il)metil)-5-(hidroksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1391-1392); 8-((2S,SS)-4-((3-ciklopropil-1,2,4-oksadiazol-5-il)(4-fluorofenil)metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1393-1394); 8-((2S,5S)-4-((4-ciklopropiltiazol-2-il)(4-fluorofenil)metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1395-1396); 8-((2S,5S)-5-(etoksimetil)-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1397-1398); 8-((2S,5S)-4-((4-fluorofenil)(izoksazol-3-il) metil)-5-(metoksimetil)-2-metilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1399-1400); 8-((2S,SS)-4-((4-fluorofenil)(5-(trifluorometil)piridin-2-il)metil)-5-(metoksimetil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1401-1402); 8-((2S,5S)-5-(etoksimetil)-4-((4-fluorofenil)(5-(trifluorometil)piridin-2-il)metil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1403-1404); 8-((2S,5S)-5-((2-metoksietoksi)metil)-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1405-1406); 8-((2S,5S)-4-((2,2-difluorobenzo[d][1,3]dioksol-5-il)metil)-2-etil-5-(metoksimetil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1407); 8-((2S,5S)-2-etil-5-(metoksimetil)-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1408-1409); N-(((2S,SS)-1-(bis(4-fluorofenil)metil)-4-(6-cijano-1-metil-2-okso-1,2-dihidro-1,5-naftiridin-4-il)-5-metilpiperazin-2-il)metil)metansulfonamid (1410); 8-((2S,5R)-5-(cijanometil)-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1411-1412); 8-((2S,SR)-5-((dimetilamino) metil)-2-metil-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1413-1414); 5-metil-8-((2S,5R)-2-metil-5-(morfolinometil)-4-(1-(4-(trifluorometoksi)fenil)etil)piperazin-1-il)-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1415-1416); 5-metil-8-((2S,5R)-2-metil-5-((4-metilpiperazin-1-il)metil)-4-(1-(4-(trifluorometoksi)fenil)etil) piperazin-1-il)-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1417-1418); 8-((2R,5R)-2-(hidroksimetil)-5-metil-4-(1-(4-(trifluorometoksi)fenil)etil) piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1419-1420); 8-((2R,5R)-4-(bis(4-fluorofenil)metil)-2-(metoksimetil)-5-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1421); 8-((2S,5R)-4-((4-cijanotiofen-2-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1422); 8-((2S,SR)-4-((1-ciklopropil-1H-tetrazol-5-il)metil)-2,5-dimetilpiperazin-1 -il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1423); 8-((2S,5R)-2,5-dimetil-4-((5-metilizoksazol-3-il) metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1424); 8-((2S,SR)-2,5-dimetil-4-((3-fenilizoksazol-5-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1425); 8-((2S,5R)-4-((3,5-dimetilizoksazol-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1426); 8-((2S,5R)-4-((3-(2-cijanofenil)izoksazol-5-il) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1427); 8-((2S,5R)-4-(izoksazol-4-ilmetil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1428); 8-((2S,5R)-4-((2-(3-fluorofenil)-5-metiloksazol-4-il)metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1429-1430); 8-((2S,5R)-2,5-dimetil-4-((5-metilizoksazol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1431); 8-((2S,SR)-4-((5-izopropil-1,2,4-oksadiazol-3-il) metil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1432); 8-((2S,5R)-4-(benzo[d]izoksazol-3-ilmetil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1433); 8-((2S,5R)-2,5-dimetil-4-((2-(tiofen-2-il)oksazol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1434); 8-((2S,SR)-2,5-dimetil-4-((1-metil-1H-1,2,3-triazol-4-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1435); 8-((2S,5R)-2,5-dimetil-4-((5-(trifluorometil)-1,3,4-oksadiazol-2-il)metil)piperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1436); 8-((2S,5R)-2,5-dimetil-4-(1-(5-metil-1,3,4-oksadiazol-2-il)etil)piperazin-l-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1437-1438); 8-((2S,5R)-4-(1-(4-(ciklopropilmetoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro- 1,5-naftiridin-2-karbonitril (1439-1440); 8-((2S,5R)-4-(1-(4-(terc-butoksi)fenil)etil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1441-1442); 8-((2S,5R)-4-(1-(4-(terc-butoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1443-1444); 8-((2S,5R)-4-(1-(4-(2-ciklopropiletoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1445-1446); 8-((2S,SR)-5-etil-4-(1-(4-izopropoksifenil)propil)-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1447-1448); 8-((2S,5R)-4-(1-(4-izopropoksifenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1449-1450); 8-((2S,5R)-4-(1-(4-(ciklopropilmetoksi)fenil)propil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1451); 8-((2S,SR)-4-(1-(4-(2-hidroksi-2-metilpropoksi)fenil)propil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1452); 8-((2S,SR)-4-(1-(4-(2-ciklopropiletoksi)fenil)propil)-5-etil-2-metilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1453); ili 8-((2S,5R)-4-(1-(4-fluorofenil)cidopropil)-2,5-dimetilpiperazin-1-il)-5-metil-6-okso-5,6-dihidro-1,5-naftiridin-2-karbonitril (1454).
12. Spoj prema patentnom zahtjevu 1 ili njegova sol, pri čemu navedeni spoj je:
[image]
[image]
13. Farmaceutska kompozicija koja sadrži spoj prema bilo kojem od patentnih zahtjeva 1-12 ili njegovu farmaceutski prihvatljivu sol, i farmaceutski prihvatljiv nosač.
14. Spoj prema bilo kojem od patentnih zahtjeva 1-12 ili njegova farmaceutski prihvatljiva sol, za primjenu u liječenju.
15. Spoj prema bilo kojem od patentnih zahtjeva 1-12 ili njegova farmaceutski prihvatljiva sol, za liječenje raka ili virusnih infekcija.
16. Spoj ili njegova farmaceutski prihvatljiva sol za primjenu prema patentnom zahtjevu 15, pri čemu je navedeni rak odabran od raka debelog crijeva, raka gušterače, raka dojke, raka prostate, raka pluća, raka jajnika, raka grlića materice, raka bubrega, raka glave i vrata, limfoma, leukemije i melanoma.
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