ZA200602899B - 5,7-Diaminopyrazolo [4,3-d] Pyrimidlnes with PDE-5 Inhibiting Activity - Google Patents

5,7-Diaminopyrazolo [4,3-d] Pyrimidlnes with PDE-5 Inhibiting Activity Download PDF

Info

Publication number: ZA200602899B
Authority: ZA; South Africa
Prior art keywords: compound according; nitrogen; sulphur; oxygen; optionally substituted
Prior art date: 2003-11-24

Application number

ZA200602899A

Other languages

English (en)

Inventor

Bell Andrew Simon

Dack Kevin Neil

Marsh Ian Roger

Palmer Michael John

Brown David Graham

Fox David Nathan Abraham

Morrell Andrew Ian

Winslow Carol Ann

Original Assignee

Pfizer

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2003-11-24

Filing date

2006-04-10

Publication date

2007-07-25

2006-04-10 Application filed by Pfizer filed Critical Pfizer

2007-07-25 Publication of ZA200602899B publication Critical patent/ZA200602899B/en

Links

101100296726 Caenorhabditis elegans pde-5 gene Proteins 0.000 title description 3
230000002401 inhibitory effect Effects 0.000 title description 3
229910052799 carbon Inorganic materials 0.000 claims description 174
150000001875 compounds Chemical class 0.000 claims description 124
229910052757 nitrogen Inorganic materials 0.000 claims description 87
125000000217 alkyl group Chemical group 0.000 claims description 86
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 81
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 81
229910052760 oxygen Inorganic materials 0.000 claims description 81
239000001301 oxygen Chemical group 0.000 claims description 81
239000005864 Sulphur Chemical group 0.000 claims description 79
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 78
-1 C.-C Chemical group 0.000 claims description 76
125000005842 heteroatom Chemical group 0.000 claims description 75
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 72
125000006413 ring segment Chemical group 0.000 claims description 71
229910052739 hydrogen Inorganic materials 0.000 claims description 62
239000001257 hydrogen Substances 0.000 claims description 56
125000001188 haloalkyl group Chemical group 0.000 claims description 46
125000001072 heteroaryl group Chemical group 0.000 claims description 44
125000002950 monocyclic group Chemical group 0.000 claims description 44
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 37
150000003839 salts Chemical class 0.000 claims description 37
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UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 32
125000005843 halogen group Chemical group 0.000 claims description 27
125000004122 cyclic group Chemical group 0.000 claims description 26
125000004433 nitrogen atom Chemical group N* 0.000 claims description 26
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
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125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
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QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 13
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125000000392 cycloalkenyl group Chemical group 0.000 claims description 10
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125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 9
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125000005347 halocycloalkyl group Chemical group 0.000 claims description 9
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UUUHXMGGBIUAPW-UHFFFAOYSA-N 1-[1-[2-[[5-amino-2-[[1-[5-(diaminomethylideneamino)-2-[[1-[3-(1h-indol-3-yl)-2-[(5-oxopyrrolidine-2-carbonyl)amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbon Chemical compound C1CCC(C(=O)N2C(CCC2)C(O)=O)N1C(=O)C(C(C)CC)NC(=O)C(CCC(N)=O)NC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C1CCCN1C(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C1CCC(=O)N1 UUUHXMGGBIUAPW-UHFFFAOYSA-N 0.000 claims description 8
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125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
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125000005036 alkoxyphenyl group Chemical group 0.000 claims description 7
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125000004429 atom Chemical group 0.000 claims description 6
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125000002757 morpholinyl group Chemical group 0.000 claims description 6
125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 5
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239000002934 diuretic Substances 0.000 claims description 4
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125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 claims description 4
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
125000001153 fluoro group Chemical group F* 0.000 claims description 3
125000002541 furyl group Chemical group 0.000 claims description 3
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125000001786 isothiazolyl group Chemical group 0.000 claims description 3
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125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 3
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ULKQZAYKKRMQHT-UHFFFAOYSA-N 1-(2-ethoxyethyl)-5-[ethyl(methyl)amino]-7-[(2-methoxypyrimidin-4-yl)amino]pyrazolo[4,3-d]pyrimidine-3-carboxylic acid Chemical compound C=12N(CCOCC)N=C(C(O)=O)C2=NC(N(C)CC)=NC=1NC1=CC=NC(OC)=N1 ULKQZAYKKRMQHT-UHFFFAOYSA-N 0.000 claims description 2
USPKUTPIUYJNPU-UHFFFAOYSA-N 5-[cyclobutyl(methyl)amino]-1-(2-ethoxyethyl)-7-[(4-methylpyridin-2-yl)amino]pyrazolo[4,3-d]pyrimidine-3-carboxylic acid Chemical compound C=12N(CCOCC)N=C(C(O)=O)C2=NC(N(C)C2CCC2)=NC=1NC1=CC(C)=CC=N1 USPKUTPIUYJNPU-UHFFFAOYSA-N 0.000 claims description 2
KSSDSJGVUIINBC-UHFFFAOYSA-N 5-[methyl(propan-2-yl)amino]-7-[(4-methylpyridin-2-yl)amino]-1-(2-propoxyethyl)pyrazolo[4,3-d]pyrimidine-3-carboxylic acid Chemical compound C=12N(CCOCCC)N=C(C(O)=O)C2=NC(N(C)C(C)C)=NC=1NC1=CC(C)=CC=N1 KSSDSJGVUIINBC-UHFFFAOYSA-N 0.000 claims description 2
229940127282 angiotensin receptor antagonist Drugs 0.000 claims description 2
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 2
125000006232 ethoxy propyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
125000006173 tetrahydropyranylmethyl group Chemical group 0.000 claims description 2
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Classifications

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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
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- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
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ZA200602899A 2003-11-24 2006-04-10 5,7-Diaminopyrazolo [4,3-d] Pyrimidlnes with PDE-5 Inhibiting Activity ZA200602899B (en)

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GBGB0327319.0A GB0327319D0 (en)	2003-11-24	2003-11-24	Novel pharmaceuticals

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EP (1)	EP1689751B1 (ru)
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KR (2)	KR100893999B1 (ru)
CN (4)	CN1882591B (ru)
AP (1)	AP2227A (ru)
AR (1)	AR046711A1 (ru)
AT (1)	ATE485297T1 (ru)
AU (1)	AU2004290643B2 (ru)
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DK (1)	DK1689751T3 (ru)
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2003
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Also Published As

Publication number	Publication date
MY140872A (en)	2010-01-29
HK1099286A1 (en)	2007-08-10
NL1027568A1 (nl)	2005-05-26
CN101362764B (zh)	2011-04-20
PA8617701A1 (es)	2005-08-04
WO2005049616A1 (en)	2005-06-02
EA011772B1 (ru)	2009-06-30
CN101362765B (zh)	2011-02-02
MXPA06005914A (es)	2006-06-27
UY28625A1 (es)	2005-06-30
WO2005049616A8 (en)	2006-06-01
CN101362765A (zh)	2009-02-11
MA28172A1 (fr)	2006-09-01
NL1027568C2 (nl)	2005-11-30
NZ548097A (en)	2008-12-24
EA200600677A1 (ru)	2006-12-29
CN1882591B (zh)	2011-08-10
KR20070026334A (ko)	2007-03-08
TWI265031B (en)	2006-11-01
NO336526B1 (no)	2015-09-21
KR100848216B1 (ko)	2008-07-24
SG133614A1 (en)	2007-07-30
CY1110933T1 (el)	2015-06-10
HK1128917A1 (en)	2009-11-13
CN1882591A (zh)	2006-12-20
HRP20100651T1 (hr)	2011-01-31
GEP20084528B (en)	2008-11-10
OA13289A (en)	2007-01-31
IS8406A (is)	2006-04-10
DE602004029705D1 (de)	2010-12-02
CN101362764A (zh)	2009-02-11
CA2546987C (en)	2009-05-12
GB0327319D0 (en)	2003-12-24
KR100893999B1 (ko)	2009-04-20
JP2007512314A (ja)	2007-05-17
AP2227A (en)	2011-03-29
CR8416A (es)	2006-11-15
CN101647802A (zh)	2010-02-17
AU2004290643A1 (en)	2005-06-02
ATE485297T1 (de)	2010-11-15
JP4056015B2 (ja)	2008-03-05
EP1689751A1 (en)	2006-08-16
AR046711A1 (es)	2005-12-21
AP2006003591A0 (en)	2006-04-30
EP1689751B1 (en)	2010-10-20
RS51556B (en)	2011-06-30
PT1689751E (pt)	2010-11-29
UA81994C2 (en)	2008-02-25
KR20080052666A (ko)	2008-06-11
IL175433A0 (en)	2006-09-05
CA2546987A1 (en)	2005-06-02
TW200520758A (en)	2005-07-01
AU2004290643B2 (en)	2008-08-07
NO20062950L (no)	2006-08-23
DK1689751T3 (da)	2011-01-17
IL175433A (en)	2011-08-31
ECSP066580A (es)	2006-12-20
SI1689751T1 (sl)	2011-01-31
BRPI0416869A (pt)	2007-03-27
PL1689751T3 (pl)	2011-03-31
TNSN06154A1 (fr)	2007-11-15
ME01216B (me)	2013-03-20
PE20051061A1 (es)	2005-12-12
ES2351622T3 (es)	2011-02-08

Publication	Publication Date	Title
ZA200602899B (en)	2007-07-25	5,7-Diaminopyrazolo [4,3-d] Pyrimidlnes with PDE-5 Inhibiting Activity
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JP6251183B2 (ja)	2017-12-20	置換された縮合ピリミジンおよびトリアジン化合物ならびにその使用
EP2373317B1 (en)	2016-12-14	4-amino-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one or 4-amino-5,8-dihydropyrido[2,3-d]pyrimidin-7(6H)-one derivatives as activators of the soluble guanylat cyclase for the treatment of cardiovascular diseases
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WO2015088886A1 (en)	2015-06-18	Soluble guanylate cyclase activators
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