CN1449247A - 基于芳基磺酰基氨基羰基三唑啉酮的选择性除草剂 - Google Patents
基于芳基磺酰基氨基羰基三唑啉酮的选择性除草剂 Download PDFInfo
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- CN1449247A CN1449247A CN01814657A CN01814657A CN1449247A CN 1449247 A CN1449247 A CN 1449247A CN 01814657 A CN01814657 A CN 01814657A CN 01814657 A CN01814657 A CN 01814657A CN 1449247 A CN1449247 A CN 1449247A
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- Prior art keywords
- methyl
- chloro
- phenyl
- ethyl
- amino
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- 239000004009 herbicide Substances 0.000 title claims abstract description 38
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 title claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 125
- 241000196324 Embryophyta Species 0.000 claims abstract description 43
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 21
- -1 alkynyl ammonia Chemical compound 0.000 claims description 240
- 229910052708 sodium Inorganic materials 0.000 claims description 171
- 239000011734 sodium Substances 0.000 claims description 171
- 239000011737 fluorine Substances 0.000 claims description 100
- 229910052731 fluorine Inorganic materials 0.000 claims description 100
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 claims description 70
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 claims description 51
- 239000005529 Florasulam Substances 0.000 claims description 49
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 43
- 150000003233 pyrroles Chemical class 0.000 claims description 42
- 244000025254 Cannabis sativa Species 0.000 claims description 38
- 239000001301 oxygen Substances 0.000 claims description 34
- 229910052760 oxygen Inorganic materials 0.000 claims description 34
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 34
- NNKKTZOEKDFTBU-YBEGLDIGSA-N cinidon ethyl Chemical compound C1=C(Cl)C(/C=C(\Cl)C(=O)OCC)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1 NNKKTZOEKDFTBU-YBEGLDIGSA-N 0.000 claims description 31
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 28
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 23
- 229910052736 halogen Inorganic materials 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical class CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 15
- 150000002431 hydrogen Chemical class 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 150000002576 ketones Chemical class 0.000 claims description 15
- 239000005531 Flufenacet Substances 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 14
- 239000012948 isocyanate Substances 0.000 claims description 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 239000005470 Beflubutamid Substances 0.000 claims description 12
- JUJFQMPKBJPSFZ-UHFFFAOYSA-M Iodosulfuron-methyl-sodium Chemical compound [Na+].COC(=O)C1=CC=C(I)C=C1S(=O)(=O)[N-]C(=O)NC1=NC(C)=NC(OC)=N1 JUJFQMPKBJPSFZ-UHFFFAOYSA-M 0.000 claims description 12
- FFQPZWRNXKPNPX-UHFFFAOYSA-N N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide Chemical compound C=1C=CC=CC=1CNC(=O)C(CC)OC1=CC=C(F)C(C(F)(F)F)=C1 FFQPZWRNXKPNPX-UHFFFAOYSA-N 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 12
- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 11
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 11
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 10
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 10
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 claims description 9
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 9
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 9
- 125000005108 alkenylthio group Chemical group 0.000 claims description 9
- 125000003282 alkyl amino group Chemical group 0.000 claims description 9
- 125000004647 alkyl sulfenyl group Chemical group 0.000 claims description 9
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 9
- ABOOPXYCKNFDNJ-UHFFFAOYSA-N 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 ABOOPXYCKNFDNJ-UHFFFAOYSA-N 0.000 claims description 8
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
- YUVKUEAFAVKILW-UHFFFAOYSA-N 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 YUVKUEAFAVKILW-UHFFFAOYSA-N 0.000 claims description 7
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 7
- 230000006378 damage Effects 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 6
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 6
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 6
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 5
- LLQPHQFNMLZJMP-UHFFFAOYSA-N Fentrazamide Chemical compound N1=NN(C=2C(=CC=CC=2)Cl)C(=O)N1C(=O)N(CC)C1CCCCC1 LLQPHQFNMLZJMP-UHFFFAOYSA-N 0.000 claims description 5
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrocyanic acid Natural products N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 5
- BSUBMYYJCPGGHT-UHFFFAOYSA-N NNC(=O)N=N.[F] Chemical class NNC(=O)N=N.[F] BSUBMYYJCPGGHT-UHFFFAOYSA-N 0.000 claims description 5
- 125000003368 amide group Chemical group 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 5
- CHEDHKBPPDKBQF-UPONEAKYSA-N n-[5-[(6s,7ar)-6-fluoro-1,3-dioxo-5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazol-2-yl]-2-chloro-4-fluorophenyl]-1-chloromethanesulfonamide Chemical compound N1([C@@H](C2=O)C[C@@H](C1)F)C(=O)N2C1=CC(NS(=O)(=O)CCl)=C(Cl)C=C1F CHEDHKBPPDKBQF-UPONEAKYSA-N 0.000 claims description 5
- FKLQIONHGSFYJY-UHFFFAOYSA-N propan-2-yl 5-[4-bromo-1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-2-chloro-4-fluorobenzoate Chemical compound C1=C(Cl)C(C(=O)OC(C)C)=CC(C=2C(=C(N(C)N=2)C(F)(F)F)Br)=C1F FKLQIONHGSFYJY-UHFFFAOYSA-N 0.000 claims description 5
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 5
- 229930192474 thiophene Natural products 0.000 claims description 5
- LNGRZPZKVUBWQV-UHFFFAOYSA-N (4-chloro-2-methylsulfonylphenyl)-(5-cyclopropyl-1,2-oxazol-4-yl)methanone Chemical compound CS(=O)(=O)C1=CC(Cl)=CC=C1C(=O)C1=C(C2CC2)ON=C1 LNGRZPZKVUBWQV-UHFFFAOYSA-N 0.000 claims description 4
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 4
- VYNOULHXXDFBLU-UHFFFAOYSA-N Cumyluron Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)NCC1=CC=CC=C1Cl VYNOULHXXDFBLU-UHFFFAOYSA-N 0.000 claims description 4
- 239000005583 Metribuzin Substances 0.000 claims description 4
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 4
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 claims description 4
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 4
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 4
- HFEJHAAIJZXXRE-UHFFFAOYSA-N cafenstrole Chemical compound CCN(CC)C(=O)N1C=NC(S(=O)(=O)C=2C(=CC(C)=CC=2C)C)=N1 HFEJHAAIJZXXRE-UHFFFAOYSA-N 0.000 claims description 4
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 claims description 4
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims description 4
- CONWAEURSVPLRM-UHFFFAOYSA-N lactofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC(C)C(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 CONWAEURSVPLRM-UHFFFAOYSA-N 0.000 claims description 4
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 4
- UNAHYJYOSSSJHH-UHFFFAOYSA-N oryzalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(N)(=O)=O)C=C1[N+]([O-])=O UNAHYJYOSSSJHH-UHFFFAOYSA-N 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- CSWIKHNSBZVWNQ-UHFFFAOYSA-N pethoxamide Chemical compound CCOCCN(C(=O)CCl)C(=C(C)C)C1=CC=CC=C1 CSWIKHNSBZVWNQ-UHFFFAOYSA-N 0.000 claims description 4
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 claims description 4
- 230000001629 suppression Effects 0.000 claims description 4
- XJRIDJAGAYGJCK-UHFFFAOYSA-N (1-acetyl-5-bromoindol-3-yl) acetate Chemical compound C1=C(Br)C=C2C(OC(=O)C)=CN(C(C)=O)C2=C1 XJRIDJAGAYGJCK-UHFFFAOYSA-N 0.000 claims description 3
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 claims description 3
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims description 3
- ZAWPDPLWGKAAHU-UHFFFAOYSA-N 2,2-dichloro-n-[2-oxo-2-(prop-2-enylamino)ethyl]-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC(=O)NCC=C ZAWPDPLWGKAAHU-UHFFFAOYSA-N 0.000 claims description 3
- GOCUAJYOYBLQRH-UHFFFAOYSA-N 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-UHFFFAOYSA-N 0.000 claims description 3
- KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical compound CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 claims description 3
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 3
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 3
- TYIYMOAHACZAMQ-CQSZACIVSA-N Cyhalofop-butyl Chemical compound C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C#N)C=C1F TYIYMOAHACZAMQ-CQSZACIVSA-N 0.000 claims description 3
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 claims description 3
- 239000005560 Foramsulfuron Substances 0.000 claims description 3
- 239000005578 Mesotrione Substances 0.000 claims description 3
- 239000005587 Oryzalin Substances 0.000 claims description 3
- SYJGKVOENHZYMQ-UHFFFAOYSA-N Penoxsulam Chemical compound N1=C2C(OC)=CN=C(OC)N2N=C1NS(=O)(=O)C1=C(OCC(F)F)C=CC=C1C(F)(F)F SYJGKVOENHZYMQ-UHFFFAOYSA-N 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 3
- RRKHIAYNPVQKEF-UHFFFAOYSA-N Pyriftalid Chemical compound COC1=CC(OC)=NC(SC=2C=3C(=O)OC(C)C=3C=CC=2)=N1 RRKHIAYNPVQKEF-UHFFFAOYSA-N 0.000 claims description 3
- CNILNQMBAHKMFS-UHFFFAOYSA-M Pyrithiobac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C([O-])=O)=N1 CNILNQMBAHKMFS-UHFFFAOYSA-M 0.000 claims description 3
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 3
- 125000001769 aryl amino group Chemical group 0.000 claims description 3
- SMDHCQAYESWHAE-UHFFFAOYSA-N benfluralin Chemical compound CCCCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O SMDHCQAYESWHAE-UHFFFAOYSA-N 0.000 claims description 3
- JEDYYFXHPAIBGR-UHFFFAOYSA-N butafenacil Chemical group O=C1N(C)C(C(F)(F)F)=CC(=O)N1C1=CC=C(Cl)C(C(=O)OC(C)(C)C(=O)OCC=C)=C1 JEDYYFXHPAIBGR-UHFFFAOYSA-N 0.000 claims description 3
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 3
- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 claims description 3
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 3
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 claims description 3
- LYPWWQLKWQNQKV-UHFFFAOYSA-N methyl 2-[5-ethyl-2-[[4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]phenoxy]methyl]phenoxy]propanoate Chemical compound COC(=O)C(C)OC1=CC(CC)=CC=C1COC1=CC=C(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)C=C1 LYPWWQLKWQNQKV-UHFFFAOYSA-N 0.000 claims description 3
- AIMMSOZBPYFASU-UHFFFAOYSA-N n-(4,6-dimethoxypyrimidin-2-yl)-n'-[3-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]sulfonylcarbamimidate Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 AIMMSOZBPYFASU-UHFFFAOYSA-N 0.000 claims description 3
- CMCJQHLLWDPWPK-UHFFFAOYSA-N n-[4-(cyclopropylcarbamoyl)phenyl]sulfonyl-2-methoxy-5-methylbenzamide Chemical compound COC1=CC=C(C)C=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 CMCJQHLLWDPWPK-UHFFFAOYSA-N 0.000 claims description 3
- ZVVSSOQAYNYNPP-UHFFFAOYSA-N olaflur Chemical compound F.F.CCCCCCCCCCCCCCCCCCN(CCO)CCCN(CCO)CCO ZVVSSOQAYNYNPP-UHFFFAOYSA-N 0.000 claims description 3
- 229960001245 olaflur Drugs 0.000 claims description 3
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 claims description 3
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- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
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- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical class BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明涉及新的除草剂协同活性化合物组合物,其中包含芳基磺酰基氨基羰基三唑啉酮与说明书中列出的已知的除草活性化合物和/或安全剂。本发明的组合物特别有效地用于在各种有用农作物中选择性地控制杂草。
Description
本发明涉及新的除草协同活性物质组合体,其由一方面已知的芳基磺酰基氨基羰基三唑啉酮和另一方面已知的除草活性化合物组成,并且可在各种农作物中用作具有特别好效果的选择性杂草控制剂。
芳基磺酰基氨基羰基三唑啉酮作为广谱除草活性化合物是多个专利申请的主题(参见EP-A-341489、EP-A-422469、EP-A-425948、EP-A-431291、EP-A-507171、EP-A-534266、WO-A-96/11188、WO-A-96/27590、WO-A-96/27591、WO-A-97/03056)。然而,这些已知的芳基磺酰基氨基羰基三唑啉酮在某些情况下其活性仍有不足。
现有技术已公开了多种基于芳基磺酰基氨基羰基三唑啉酮的除草活性物质组合体(参见WO-A-98/12923)。然而,这些活性物质组合体的性能也同样不完全令人满意。
令人惊奇的是,现在已经发现,当与已知的各种类型除草活性化合物一起使用时,多种已知的芳基磺酰基氨基羰基三唑啉酮系列活性化合物在抗杂草方面表现出极其明显的协同作用,并且可特别有利地用作选择性地控制有用植物例如大麦、玉米、稻谷和小麦中的杂草的广谱组合制剂。
本发明提供了选择性除草剂组合物,其特征在于,所述除草剂含有有效量的活性物质组合体,其中所述活性物质组合体由下列成分组成(a)一种通式(I)的芳基磺酰基氨基羰基三唑啉酮和/或其盐其中R1表示氢、羟基、氨基、烷叉基(Alkyliden)氨基或表示各自任选取代的
烷基、链烯基、炔基、烷氧基、链烯基氧基、烷基氨基、二烷基氨
基、环烷基、环烷基烷基、环烷基氨基、芳基或者芳基烷基,R2表示氢、羟基、巯基、氨基、氰基、卤素或表示各自任选取代的烷基、
烷氧基、烷基硫基、烷基氨基、二烷基氨基、链烯基、炔基、链烯
基氧基、炔基氧基、链烯基硫基、炔基硫基、链烯基氨基、炔基氨
基、环烷基、环烷基氧基、环烷基硫基、环烷基氨基、环烷基烷基、
芳基、芳基氧基、芳基硫基、芳基氨基或者芳基烷基,R3表示硝基、氰基、卤素或表示各自任选取代的烷基、烷基羰基、烷氧
基、烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷基氨
基、链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、炔基
氧基、炔基硫基、环烷基、环烷基氧基、环烷基硫基、环烷基氨基、
芳基、芳基氧基、芳基硫基、芳基亚硫酰基、芳基磺酰基或者芳基
氨基,和R4表示氢、硝基、氰基、卤素或表示各自任选取代的烷基、烷基羰基、
烷氧基、烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷
基氨基、链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、
炔基氧基、炔基硫基、环烷基、环烷基氧基、环烷基硫基、环烷基
氨基、芳基、芳基氧基、芳基硫基、芳基亚硫酰基、芳基磺酰基或
者芳基氨基,(“第1组活性化合物”)和(b)一至三种选自第2组除草剂的化合物,所述第2组除草剂包括下列活性化合物:5-(2-氯-4-三氟甲基苯氧基)-2-硝基苯甲酸钠盐(氟锁草醚)、4-氨基-N-(1,1-二甲基乙基)-4,5-二氢-3-(1-甲基乙基)-5-氧代-1H-1,2,4-三唑-1-甲酰胺(阿咪卡巴腙(Amicarbazone))、1H-1,2,4-三唑-3-胺(杀草强)、2-[2,4-二氯-5-(2-丙炔基氧基)苯基]-5,6,7,8-四氢-1,2,4-三唑并[4,3-a]吡啶-3(2H)-酮(唑啶炔草)、N-(4,6-二甲氧基嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基磺酰基]脲(四唑黄隆)、N-苄基-2-(4-氟-3-三氟甲基苯氧基)丁酰胺(Beflubutamid)、N-丁基-N-乙基-2,6-二硝基-4-三氟甲基苯胺(氟草胺)、N-(4,6-二甲氧基嘧啶-2-基)-N′-(2-甲氧基羰基苯基甲基磺酰基)脲(苄嘧黄隆)、2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯氧基]甲基]-5-乙基苯氧基丙酸甲酯(Benzfendizone)、3-(2-氯-4-甲基磺酰基苯甲酰基)-4-苯硫基二环[3.2.1]辛-3-烯-2-酮(Benzobicyclon)、2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯甲酸[1,1-二甲基-2-氧代-2-(2-丙烯基氧基)]乙基酯(Butafenacil-allyl)、2-(1-乙氧亚氨基丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代丁基)苯基]-2-环己烯-1-酮(丁氧环酮)、N,N-二乙基-3-(2,4,6-三甲基苯基磺酰基)-1H-1,2,4-三唑-1-甲酰胺(Cafenstrole)、2-[1-[(3-氯-2-丙烯基)氧基亚氨基]丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草,Tepraloxydim)、N-(4-氯-6-甲氧基嘧啶-2-基)-N′-(2-乙氧基羰基苯基磺酰基)脲(氯嘧黄隆)、2-氯-3-[2-氯-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)苯基]-2-丙酸乙酯(Cinidon-ethyl)、2-[1-[2-(4-氯苯氧基)丙氧基氨基]丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(Clefoxydim)、(E,E)-(+)-2-[1-[[(3-氯-2-丙烯基)氧基]亚氨基]丙基]-3-羟基-2-环己烯-1-酮(烯草酮)、2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮)、(R)-2-[4-(4-氰基-2-氟苯氧基)苯氧基]丙酸丁酯(氰氟草酯)、N-(2,6-二氯苯基)-5-乙氧基-7-氟-[1,2,4]三唑并[1,5-c]嘧啶-2-磺酰胺(唑嘧磺胺)、2-[1-[(3,5-二氟苯基)氨基羰基亚肼基]乙基]吡啶-3-甲酸(二氟吡隆)、S-(1-甲基-1-苯基乙基)-1-哌啶硫代甲酸酯(哌草丹)、(S)-2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基乙基)乙酰胺(噻吩草胺-P)、2-[2-(3-氯苯基)环氧乙烷基甲基]-2-乙基-1H-茚-1,3(2H)-二酮(Epropodan)、(R)-乙基-2-[4-(6-氯苯并噁唑-2-基氧基)苯氧基]丙酸酯(高噁唑禾草灵)、4-(2-氯苯基)-N-环己基-N-乙基-4,5-二氢-5-氧代-1H-四唑-1-甲酰胺(Fentrazamide)、N-(2,6-二氟苯基)-8-氟-5-甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-磺酰胺(Florasulam)、(R)-2-[4-(5-三氟甲基吡啶-2-基氧基)苯氧基]丙酸丁酯(吡氟禾草灵,精吡氟禾草灵)、5-(4-溴-1-甲基-5-三氟甲基-1H-吡唑-3-基)-2-氯-4-氟苯甲酸异丙酯(Fluazolate)、N-(4-氟苯基)-N-异丙基-2-(5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺(Flufenacet)、[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)苯氧基]乙酸乙酯(Flufenpyr)、2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并噁嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(氟噁嗪酮)、3-氯-4-氯甲基-1-(3-三氟甲基苯基)-2-吡咯烷酮(氟咯草酮)、5-(2-氯-4-三氟甲基苯氧基)-N-甲基磺酰基-2-硝基苯甲酰胺(氟黄胺草醚)、2-[[[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]氨基]磺酰基]-4-甲酰基氨基-N,N-二甲基苯甲酰胺(Foramsulfuron)、(R)-2-[4-(3-氯-5-三氟甲基吡啶-2-基氧基)苯氧基]丙酸(-甲酯,-2-乙氧基乙酯,-丁酯)(吡氟氯禾灵,吡氟禾灵甲酯,精吡氟氯禾灵甲酯,吡氟氯禾灵乙氧基乙酯,吡氟氯禾灵丁酯)、N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基苯基磺酰基)脲钠盐(Iodosulfuron-methyl-sodium)、(4-氯-2-甲基磺酰基苯基)-(5-环丙基异噁唑-4-基)甲酮(Isoxachlortole)、(2-乙氧基-1-甲基-2-氧代乙基)-5-(2-氯-4-三氟甲基苯氧基)-2-硝基苯甲酸酯(乳氟禾草灵)、2-(2-苯并噻唑基氧基)-N-甲基-N-苯基乙酰胺(苯噻草胺)、2-[[[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]氨基]磺酰基]-4-[[(甲基磺酰基)氨基]甲基]苯甲酸甲酯(Mesosulfuron)、2-(4-甲基磺酰基-2-硝基苯甲酰基)-1,3-环己烷二酮(Mesotrione)、4-氨基-3-甲基-6-苯基-1,2,4-三嗪-5(4H)-酮(苯嗪草)、(S)-2-氯-N-(2-乙基-6-甲基苯基)-N-(2-甲氧基-1-甲基乙基)乙酰胺(S-异丙甲草胺)、4-二丙基氨基-3,5-二硝基苯磺酰胺(黄草消)、3-[2,4-二氯-5-(2-丙炔氧基)苯基]-5-(叔丁基)-1,3,4-噁二唑-2(3H)-酮(炔丙噁唑草)、3-[2,4-二氯-5-(1-甲基乙氧基)苯基]-5-(叔丁基)-1,3,4-噁二唑-2(3H)-酮(噁草酮)、3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-噁嗪-4-酮(氯噁嗪草)、2-氯-1-(3-乙氧基-4-硝基苯氧基)-4-三氟甲基苯(乙氧氟草醚)、2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-基)-6-三氟甲基-苯磺酰胺(Penoxsulam)、2-氯-N-(2-乙氧基乙基)-N-(2-甲基-1-苯基-1-丙烯基)乙酰胺(Pethoxamid)、1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]苯基]甲磺酰胺(Profluazol)、N-(3,4-二氯苯基)丙酰胺(敌稗)、(R)-[2-[[(1-甲基亚乙基)氨基]氧基]乙基]-2-[4-(6-氯-2-喹喔啉基氧基)苯氧基]丙酸酯(噁草酯)、2-氯-N-(2-乙基-6-甲基苯基)-N-[(1-甲基乙氧基)甲基]乙酰胺(异丙草胺)、1-(3-氯-4,5,6,7-四氢吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-甲腈(Pyraclonil)、6-氯-3-苯基哒嗪-4-醇(Pyridatol)、7-[(4,6-二甲氧基-2-嘧啶基)硫基]-3-甲基-1(3H)-异苯并呋喃酮(Pyriftalid)、2-(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸甲酯(肟啶草)、2-氯-6-(4,6-二甲氧基嘧啶-2-基硫基)苯甲酸钠盐(嘧硫苯甲酸钠)、3,7-二氯喹啉-8-甲酸(Quinchlorac)、2-[4-(6-氯-2-喹喔啉基氧基)苯氧基]丙酸(-乙酯,-四氢-2-呋喃基甲酯)(喹禾灵,喹禾灵(乙酯),精喹禾灵(乙酯),精喹禾灵(四氢糠基酯))、2-(1-乙氧亚氨基丁基)-5-(2-乙硫基丙基)-3-羟基-2-环己烯-1-酮(稀禾定)、2-二氟甲基-5-(4,5-二氢噻唑-2-基)-4-(2-甲基丙基)-6-三氟甲基吡啶-3-甲酸甲酯(噻氟啶草)、(3,5,6-三氯)吡啶-2-基氧基乙酸(定草酯)、N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(2,2,2-三氟乙氧基-2-吡啶磺酰胺钠盐(Trifloxysulfuron)、N-[4-二甲基氨基-6-(2,2,2-三氟乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基苯基磺酰基)脲(氟胺黄隆(甲酯))、N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(N-甲基-N-甲基磺酰基氨基)-2-吡啶磺酰胺(参见WO-A-92/10660)、2-(3,4-二氟苯氧基)-4-甲基-6-[(1-甲基-3-三氟甲基-1H-吡唑-5-基)-氧基]吡啶(参见EP-A 937 397,WO-A-98/04548),(“第2组活性化合物”)以及任选(c)选自下列的改善与农作物相容性的化合物:4-二氯乙酰基-1-氧杂-4-氮杂螺[4.5]癸烷(AD-67)、1-二氯乙酰基六氢-3,3,8a-三甲基吡咯并[1,2-a]嘧啶-6(2H)-酮(Dicyclonon,BAS-145138)、4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草酮)、5-氯喹啉-8-氧基乙酸(1-甲基己基)酯(喹氧乙酸(异庚酯),参见EP-A-86750、EP-A-94349、EP-A-191736、EP-A-492366中的相关化合物)、3-(2-氯苄基)-1-(1-甲基-1-苯乙基)-脲(Cumyluron)、α-(氰基甲氧亚氨基)苯基乙腈(抑害腈)、2,4-二氯苯氧基乙酸(2,4-D)、1-(1-甲基-1-苯基-乙基)-3-(4-甲基-苯基)-脲(香草隆)、3,6-二氯-2-甲氧基-苯甲酸(麦草畏)、哌啶-1-硫代甲酸-S-1-甲基-1-苯基-乙基酯(哌草丹)、2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)乙基)-N-(2-丙烯基)乙酰胺(DKA-24)、2,2-二氯-N,N-二(2-丙烯基)乙酰胺(抑害胺)、4,6-二氯-2-苯基嘧啶(解草啶)、1-(2,4-二氯苯基)-5-三氯甲基-1H-1,2,4-三唑-3-甲酸乙酯(解草唑(乙酯),也参见EP-A-174562和EP-A-346620中的类似化合物)、2-氯-4-三氟甲基噻唑-5-甲酸苯基甲基酯(解草安)、4-氯-N-(1,3-二氧杂环戊烷-2-基甲氧基)-α-三氟乙酰苯酮肟(肟草安)、3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷(解草呋,MON-13900)、4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl,也参见WO-A-95/07897中的类似化合物)、二乙基-1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸酯(吡咯二酸二乙酯-也参见WO-A-91/07874中的类似化合物)、2-二氯甲基-2-甲基-1,3-二氧杂环戊烷(MG-191)、1,8-萘二甲酸酐、α-(1,3-二氧杂环戊烷-2-基甲氧亚氨基)苯基乙腈(解草腈)、2,2-二氯-N-(1,3-二氧杂环戊烷-2-基甲基)-N-(2-丙烯基)乙酰胺(PPG-1292)、3-二氯乙酰基-2,2-二甲基噁唑烷(R-28725)、3-二氯乙酰基-2,2,5-三甲基噁唑烷(R-29148)、1-(2-氯-苯基)-5-苯基-1H-吡唑-3-甲酸甲酯、1-(2,4-二氯-苯基)-5-甲基-1H-吡唑-3-甲酸乙基酯、1-(2,4-二氯-苯基)-5-异丙基-1H-吡唑-3-甲酸-乙基酯、1-(2,4-二氯-苯基)-5-(1,1-二甲基-乙基)-1H-吡唑-3-甲酸-乙基酯、1-(2,4-二氯-苯基)-5-苯基-1H-吡唑-3-甲酸乙基酯(也参见EP-A-269806和EP-A-333131中相关的化合物)、5-(2,4-二氯-苄基)-2-异噁唑啉-3-甲酸乙基酯、5-苯基-2-异噁唑啉-3-甲酸-乙基酯、5-(4-氟-苯基)-5-苯基-2-异噁唑啉-3-甲酸-乙基酯(也参见WO-A-91/08202中相关的化合物)、5-氯-喹啉-8-氧基-乙酸-(1,3-二甲基-丁-1-基)-酯、5-氯-喹啉-8-氧基-乙酸-4-烯丙基氧基-丁基酯、5-氯-喹啉-8-氧基-乙酸-1-烯丙基氧基丙-2-基酯、5-氯-喹啉-8-氧基-乙酸-甲基酯、5-氯-喹啉-8-氧基-乙酸-乙基酯、5-氯-喹啉-8-氧基-乙酸烯丙基酯、5-氯-喹啉-8-氧基-乙酸-2-氧代丙-1-基-酯、5-氯-喹啉-8-氧基-丙二酸-二乙基酯、5-氯-喹啉-8-氧基-丙二酸-二烯丙基酯、5-氯-喹啉-8-氧基-丙二酸-二乙基酯(也参见EP-A-582198中的相关化合物)、2-(4-羧基-色满-4-基)-乙酸、3,3′-二甲基-4-甲氧基-二苯酮、1-溴-4-氯甲基磺酰基苯、N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基-羰基)-氨基]-苯磺酰胺、N-(2-甲氧基-5-甲基-苯甲酰基)-4-(环丙基氨基羰基)-苯磺酰胺、N-环丙基-4-[(2-甲氧基-5-甲基-苯甲酰基)-氨基-磺酰基]-苯甲酰胺(参见WO 99/66795),(“第3组活性化合物”)。
在上述式(I)中列出的基团的优选含义如下:R1优选表示氢、羟基、氨基、C2-C6-烷叉基氨基,表示各自任选被氰基、
卤素或者C1-C4-烷氧基取代的各具有至多6个碳原子的烷基、链烯
基、炔基、烷氧基、链烯基氧基、烷基氨基或者二烷基氨基,表示
各自任选被氰基、卤素或者C1-C4-烷基取代的且环烷基中具有3-6
个碳原子和烷基部分中任选具有1-4个碳原子的环烷基、环烷基烷
基或者环烷基氨基,或表示各自任选被氰基、硝基、卤素、C1-C4-
烷基、C1-C4-卤代烷基、C1-C4-烷氧基或者C1-C4-卤代烷氧基取代的
苯基或者苯基-C1-C4-烷基。R2优选表示氢、羟基、巯基、氨基、氰基、卤素,表示各自任选被氰基、
卤素或者C1-C4-烷氧基取代的且各具有至多6个碳原子的烷基、烷
氧基、烷基硫基、烷基氨基、二烷基氨基、链烯基、炔基、链烯基
氧基、炔基氧基、链烯基硫基、炔基硫基、链烯基氨基或者炔基氨
基,表示各自任选被氰基、卤素或者C1-C4-烷基取代的且环烷基中
具有3-6个碳原子并且烷基部分中任选具有1-4个碳原子的环烷
基、环烷基氧基、环烷基硫基、环烷基氨基或者环烷基烷基,或表
示各自任选被氰基、硝基、卤素、C1-C4-烷基、C1-C4-卤代烷基、C1-C4-
烷氧基或者C1-C4-卤代烷氧基取代的苯基、苯氧基、苯基硫基、苯
基氨基或者苯基-C1-C4-烷基。R3优选表示硝基、氰基、卤素,表示各自任选被氰基、卤素或者C1-C4-
烷氧基取代的且各具有至多6个碳原子的烷基、烷基羰基、烷氧基、
烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷基氨基、
链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、炔基氧基、
炔基硫基,表示各自任选被氰基、卤素或者C1-C4-烷基取代的且环
烷基中具有3-6个碳原子的环烷基、环烷基氧基、环烷基硫基、环
烷基氨基,或表示各自任选被氰基、硝基、卤素、C1-C4-烷基、C1-
C4-卤代烷基、C1-C4-烷氧基或者C1-C4-卤代烷氧基取代的苯基、苯
氧基、苯基硫基、苯基亚硫酰基、苯基磺酰基或者苯基氨基。R4优选表示氢、硝基、氰基、卤素,表示各自任选被氰基、卤素或者C1-C4-
烷氧基取代的且各具有至多6个碳原子的烷基、烷基羰基、烷氧基、
烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷基氨基、
链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、炔基氧基
或者炔基硫基,表示各自任选被氰基、卤素或者C1-C4-烷基取代的
且环烷基中具有3-6个碳原子的环烷基、环烷基氧基、环烷基硫基、
环烷基氨基,或表示各自任选被氰基、硝基、卤素、C1-C4-烷基、C1-C4-
卤代烷基、C1-C4-烷氧基或者C1-C4-卤代烷氧基取代的苯基、苯氧
基、苯基硫基、苯基亚硫酰基、苯基磺酰基或者苯基氨基。R1特别优选表示氢、氨基,表示各自任选被氰基、氟、氯、甲氧基或者
乙氧基取代的甲基、乙基、正-或异丙基、正-、异-、仲-或叔丁基、
乙烯基、丙烯基、丁烯基、乙炔基、丙炔基、丁炔基、甲氧基、乙
氧基、正-或者异丙氧基、正-、异-、仲-或叔丁氧基、丙烯基氧基、
丁烯基氧基、甲基氨基、乙基氨基、正-或异丙基氨基、正-、异-、
仲-或叔丁基氨基、二甲基氨基或者二乙基氨基,表示各自任选被氰
基、氟、氯、溴、甲基、乙基、正-或异丙基取代的环丙基、环丁基、
环戊基、环己基、环丙基甲基、环丁基甲基、环戊基甲基、环己基
甲基、环丙基氨基、环丁基氨基、环戊基氨基或者环己基氨基,或
表示各自任选被氰基、硝基、氟、氯、溴、甲基、乙基、正-或异丙
基、正-、异-、仲-或叔丁基、三氟甲基、甲氧基、乙氧基、二氟甲
氧基或者三氟甲氧基取代的苯基或者苄基。R2特别优选表示氢、羟基、巯基、氨基、氰基、氟、氯、溴,表示各自
任选被氰基、氟、氯、甲氧基或者乙氧基取代的甲基、乙基、正-或
异丙基、正-、异-、仲-或叔丁基、甲氧基、乙氧基、正-或者异丙
氧基、正-、异-、仲-或叔丁氧基、甲基硫基、乙基硫基、正-或异
丙基硫基、正-、异-、仲-或叔丁基硫基、甲基氨基、乙基氨基、正
-或异丙基氨基、正-、异-、仲-或叔丁基氨基、二甲基氨基、二乙
基氨基、乙烯基、丙烯基、丁烯基、乙炔基、丙炔基、丁炔基、丙
烯基氧基、丁烯基氧基、丙炔基氧基、丁炔基氧基、丙烯基硫基、
丁烯基硫基、丙炔基硫基、丁炔基硫基、丙烯基氨基、丁烯基氨基、
丙炔基氨基或者丁炔基氨基,表示各自任选被氰基、氟、氯、溴、
甲基、乙基、正-或异丙基取代的环丙基、环丁基、环戊基、环己基、
环丙基氧基、环丁基氧基、环戊基氧基、环己基氧基、环丙基硫基、
环丁基硫基、环戊基硫基、环己基硫基、环丙基氨基、环丁基氨基、
环戊基氨基、环己基氨基、环丙基甲基、环丁基甲基、环戊基甲基
或者环己基甲基,或表示各自任选被氰基、硝基、氟、氯、溴、甲
基、乙基、正-或异丙基、正-、异-、仲-或叔丁基、三氟甲基、甲
氧基、乙氧基、二氟甲氧基或者三氟甲氧基取代的苯基、苯氧基、
苯基硫基、苯基氨基或者苄基。R3特别优选表示硝基、氰基、氟、氯、溴,表示各自任选被氰基、氟、
氯、甲氧基或者乙氧基取代的甲基、乙基、正-或异丙基、正-、异-、
仲-或叔丁基、乙酰基、丙酰基、正-或者异丁酰基、甲氧基、乙氧
基、正-或者异丙氧基、正-、异-、仲-或叔丁氧基、甲氧基羰基、
乙氧基羰基、正-或者异丙氧基羰基、甲基硫基、乙基硫基、正-或
异丙基硫基、正-、异-、仲-或叔丁基硫基、甲基亚硫酰基、乙基亚
硫酰基、正-或异丙基亚硫酰基、甲基磺酰基、乙基磺酰基、正-或
异丙基磺酰基、甲基氨基、乙基氨基、正-或异丙基氨基、正-、异-、
仲-或叔丁基氨基、乙烯基、丙烯基、丁烯基、丙烯基氧基、丁烯基
氧基、丙烯基硫基、丁烯基硫基、丙烯基氨基、丁烯基氨基、乙炔
基、丙炔基、丁炔基、丙炔基氧基、丁炔基氧基、丙炔基硫基或者
丁炔基硫基,表示各自任选被氰基、氟、氯、溴、甲基、乙基、正-
或异丙基取代的环丙基、环丁基、环戊基、环己基、环丙基氧基、
环丁基氧基、环戊基氧基、环己基氧基、环丙基硫基、环丁基硫基、
环戊基硫基、环己基硫基、环丙基氨基、环丁基氨基、环戊基氨基
或者环己基氨基,或表示各自任选被氰基、硝基、氟、氯、溴、甲
基、乙基、正-或异丙基、正-、异-、仲-或叔丁基、三氟甲基、甲
氧基、乙氧基、正-或者异丙氧基、正-、异-、仲-或叔丁氧基、二
氟甲氧基或者三氟甲氧基取代的苯基、苯氧基、苯基硫基、苯基亚
硫酰基、苯基磺酰基或者苯基氨基。R4特别优选表示氢、硝基、氰基、氟、氯、溴,表示各自任选被氰基、
氟、氯、甲氧基或者乙氧基取代的甲基、乙基、正-或异丙基、正-、
异-、仲-或者叔丁基、乙酰基、丙酰基、正-或异丁酰基、甲氧基、
乙氧基、正-或异丙氧基、正-、异-、仲-或叔丁氧基、甲氧基羰基、
乙氧基羰基、正-或异丙氧基羰基、甲基硫基、乙基硫基、正-或异
丙基硫基、正-、异-、仲-或叔丁基硫基、甲基亚硫酰基、乙基亚硫
酰基、正-或异丙基亚硫酰基、甲基磺酰基、乙基磺酰基、正-或异
丙基磺酰基、甲基氨基、乙基氨基、正-或异丙基氨基、正-、异-、
仲-或叔丁基氨基、乙烯基、丙烯基、丁烯基、丙烯基氧基、丁烯基
氧基、丙烯基硫基、丁烯基硫基、丙烯基氨基、丁烯基氨基、乙炔
基、丙炔基、丁炔基、丙炔基氧基、丁炔基氧基、丙炔基硫基或者
丁炔基硫基,表示各自任选被氰基、氟、氯、溴、甲基、乙基、正-
或异丙基取代的环丙基、环丁基、环戊基、环己基、环丙基氧基、
环丁基氧基、环戊基氧基、环己基氧基、环丙基硫基、环丁基硫基、
环戊基硫基、环己基硫基、环丙基氨基、环丁基氨基、环戊基氨基
或者环己基氨基,或表示各自任选被氰基、硝基、氟、氯、溴、甲
基、乙基、正-或异丙基、三氟甲基、甲氧基、乙氧基、正-或异丙
氧基、正-、异-、仲-或叔丁氧基、二氟甲氧基或者三氟甲氧基取代
的苯基、苯氧基、苯基硫基、苯基亚硫酰基、苯基磺酰基或者苯基
氨基。R1十分特别优选表示氢、氨基,表示各自任选被氟、氯、甲氧基或者乙
氧基取代的甲基、乙基、正-或异丙基、乙烯基、丙烯基、乙炔基、
丙炔基、甲氧基、乙氧基、甲基氨基或者乙基氨基,表示二甲基氨
基或表示任选被氟、氯或者甲基取代的环丙基。R2十分特别优选表示氢、氯、溴,表示各自任选被氟、氯、甲氧基或者
乙氧基取代的甲基、乙基、正-或异丙基、正-、异-或者仲丁基、甲
氧基、乙氧基、正-或异丙氧基、甲基硫基、乙基硫基、正-或异丙
基硫基、甲基氨基、乙基氨基、正-或异丙基氨基、二甲基氨基、二
乙基氨基、乙烯基、丙烯基、丁烯基、乙炔基、丙炔基、丁炔基、
丙烯基氧基、丁烯基氧基、丙炔基氧基、丁炔基氧基、丙烯基硫基、
丁烯基硫基、丙炔基硫基、丁炔基硫基、丙烯基氨基、丁烯基氨基、
丙炔基氨基或者丁炔基氨基,或表示各自任选被氟、氯或者甲基取
代的环丙基、环丁基、环戊基、环己基、环丙基氧基、环丁基氧基、
环戊基氧基、环己基氧基、环丙基硫基、环丁基硫基、环戊基硫基、
环己基硫基、环丙基氨基、环丁基氨基、环戊基氨基、环己基氨基、
环丙基甲基、环丁基甲基、环戊基甲基或者环己基甲基。R3十分特别优选表示硝基、氰基、氟、氯、溴,表示各自任选被氟、氯、
甲氧基或者乙氧基取代的甲基、乙基、正-或异丙基、甲氧基、乙氧
基、正-或异丙氧基、甲氧基羰基、乙氧基羰基、正-或异丙氧基羰
基、甲基硫基、乙基硫基、正-或异丙基硫基、甲基亚硫酰基、乙基
亚硫酰基、甲基磺酰基或者乙基磺酰基,表示各自任选被氟、氯或
者甲基取代的环丙基、环丁基、环戊基、环己基、环丙基氧基、环
丁基氧基、环戊基氧基、环己基氧基、环丙基硫基、环丁基硫基、
环戊基硫基或者环己基硫基,或表示各自任选被氰基、硝基、氟、
氯、溴、甲基、乙基、正-或异丙基、正-、异-、仲-或叔丁基、三
氟甲基、甲氧基、乙氧基、正-或异丙氧基、二氟甲氧基或者三氟甲
氧基取代的苯基、苯氧基、苯基硫基、苯基亚硫酰基或者苯基磺酰
基。R4十分特别优选表示氢、硝基、氰基、氟、氯、溴,或表示各自任选被
氟、氯、甲氧基或者乙氧基取代的甲基、乙基、正-或异丙基、甲氧
基、乙氧基、正-或异丙氧基、甲氧基羰基、乙氧基羰基、正-或异
丙氧基羰基、甲基硫基、乙基硫基、正-或异丙基硫基、甲基亚硫酰
基、乙基亚硫酰基、甲基磺酰基或者乙基磺酰基。
代替纯的式(I)活性化合物,在本发明的活性化合物组合中也可应用式(I)活性化合物与金属和/或碱性氮化合物的盐。
对此,优选的盐是式(I)活性化合物与碱金属,如锂、钠、钾、铷或铯,特别优选钠或钾的盐,与碱土金属,如镁、钙或钡,特别优选与钙,或与土金属,例如铝的盐。
此外,优选式(I)活性化合物与下列化合物的盐:氨;C1-C6-烷基-胺,如甲基胺、乙基胺、正-或异丙基胺、正-、异-、仲-或叔丁基胺、正-、异-、仲-或者叔戊基胺;二-(C1-C6-烷基)-胺,例如二甲基胺、二乙基胺、二丙基胺、二异丙基胺、二丁基胺、二异丁基胺、二仲丁基胺、二戊基胺、二异戊基胺、二仲戊基胺和二己基胺;三-(C1-C4-烷基)-胺,例如三甲基胺、三乙基胺、三丙基胺、三丁基胺和N-乙基二异丙基胺;C3-C6-环烷基-胺,如环戊基胺或者环己基胺;二-(C3-C6-环烷基)-胺,例如二环戊基胺或者二环己基胺;N-C1-C4-烷基-C3-C6-环烷基胺,如N-甲基-环戊基胺、N-乙基环戊基胺、N-甲基-环己基胺或者N-乙基-环己基胺;N,N-二-(C1-C4-烷基)-C3-C6-环烷基胺,如N,N-二甲基-环戊基胺、N,N-二乙基-环戊基胺、N,N-二甲基-环己基胺或者N,N-二乙基-环己基胺;N-C1-C4-烷基-二-(C3-C6-环烷基)-胺,如N-甲基-二环戊基胺、N-乙基-二环戊基胺、N-甲基-二环己基胺或者N-乙基-二环己基胺;苯基-C1-C4-烷基-胺,如苄基胺、1-苯基-乙基胺或者2-苯基-乙基胺;N-C1-C4-烷基苯基-C1-C4-烷基-胺,如N-甲基-苄基胺或者N-乙基苄基胺;或者N,N-二-(C1-C4-烷基)-苯基-C1-C4-烷基-胺,如N,N-二甲基-苄基胺或者N,N-二乙基-苄基胺;或者任选稠合的和/或被C1-C4-烷基取代的吖嗪类,如吡啶、喹啉、2-甲基-吡啶、3-甲基-吡啶、4-甲基-吡啶、2,4-二甲基吡啶、2,5-二甲基-吡啶、2,6-二甲基-吡啶或者5-乙基-2-甲基-吡啶。
用作制备本发明可用的式(I)化合物的盐的碱性化合物可提及:碱金属-或者碱土碱金属-的乙酸盐、-氨化物、-碳酸盐、-碳酸氢盐、-氢化物、-氢氧化物或者-醇化物,例如钠-、钾-或者钙的乙酸盐;锂-、钠-、钾-或者钙的氨化物;钠-、钾-或者钙的碳酸盐;钠-、钾-或者钙的碳酸氢盐;锂-、钠-、钾-或者钙的氢化物;锂-、钠-、钾-或者钙的氢氧化物;钠-或者钾的甲醇盐、乙醇盐、正-或异丙醇盐、正-、异-、仲-或叔丁醇盐。
作为本发明的混合组分(Mischungspartner)应用的式(I)化合物可提及的实例是:2-(2-氯-苯基磺酰基氨基羰基)-、2-(2-溴-苯基磺酰基氨基羰基)-、2-(2-甲基-苯基磺酰基氨基羰基)-、2-(2-乙基-苯基磺酰基氨基羰基)-、2-(2-正丙基-苯基磺酰基氨基羰基)-、2-(2-异丙基-苯基磺酰基氨基羰基)-、2-(2-三氟甲基-苯基磺酰基氨基羰基)-、2-(2-甲氧基-苯基磺酰基氨基羰基)-、2-(2-乙氧基-苯基磺酰基氨基羰基)-、2-(2-正丙氧基-苯基磺酰基氨基羰基)-、2-(2-异丙氧基-苯基磺酰基氨基羰基)-、2-(2-二氟甲氧基-苯基磺酰基氨基羰基)-、2-(2-三氟甲氧基-苯基磺酰基氨基羰基)-、2-(2-甲氧基羰基-苯基磺酰基氨基羰基)-、2-(2-乙氧基羰基-苯基磺酰基氨基羰基)-、2-(2-正丙氧基羰基苯基磺酰基氨基羰基)-、2-(2-异丙氧基羰基苯基磺酰基氨基羰基)-和2-(2-氯-6-甲基-苯基磺酰基氨基羰基)-4-甲基-5-甲氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-正丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-异丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-三氟乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-甲基硫基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲基-5-乙基硫基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲氧基-5-甲基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲氧基-5-乙基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-甲氧基-5-正丙基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-环丙基-5-甲氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-环丙基-5-乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-环丙基-5-正丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮、-4-环丙基-5-异丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和-4-环丙基-5-三氟乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮以及这些化合物的钠-和钾-盐。
化合物2-(2-甲氧基羰基-苯基磺酰基氨基羰基)-4-甲基-5-正丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(I-1,普如卡巴腙(Procarbazone)或者丙氧基卡巴腙)和2-(2-三氟甲氧基-苯基磺酰基氨基羰基)-4-甲基-5-甲氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(I-2,氟卡巴腙((Flucarbazone))及其钠盐-(I-1-Na-盐,普如卡巴腙钠或者丙氧基卡巴腙钠)、(I-2-Na-钠,氟卡巴腙钠)是特别适合的式(I)的混合组分。
式(I)化合物公开于上述专利申请或专利说明书中。
按其化学结构可将第二组活性化合物排列为下列相应的类型:酰胺类(例如Beflubutamid,敌稗)、芳基杂环类(例如唑啶炔草,Benzfendizone,Butafenacil-allyl,Cinidon-ethyl,Fluazolate,氟噁嗪酮,炔丙噁唑草,恶草灵,Profluazol,氟唑草酯,Pyridatol,4-[4,5-二氢-4-甲基-5-氧代-(3-三氟甲基)-1H-1,2,4-三唑-1-基]-2-[(乙基磺酰基)氨基]-5-氟-苯硫代甲酰胺)、芳基氧基苯氧基丙酸酯类(例如Cyhalofop-butyl,高噁唑禾草灵,精吡氟禾草灵,Haloxyfop-P-methyl,精喹禾灵)、羧酸衍生物类(例如定草酯)、氯乙酰胺类(例如噻吩草胺-P,S-异丙甲草胺,异丙草胺)、环己烷二酮类(例如丁氧环酮,Clefoxydim,噻草酮,稀禾定)、二硝基苯胺类(例如氟草胺,黄草消)、二苯基醚类(例如氟锁草醚-钠,氟黄胺草醚,乳氟禾草灵,氟硝草醚)、异噁唑类(例如Isoxachlortole)、氧基乙酰胺(例如Mefenacet)、吡啶类(例如噻氟啶草)、嘧啶基(硫代)苯甲酸酯类(例如嘧苯草肟,肟啶草,嘧硫苯甲酸钠)、磺酰基脲类(例如四唑黄隆,苄嘧黄隆,氯嘧黄隆,Foramsulfuron,Iodosulfuron-methyl-sodium,Trifloxysulfuron,氟胺黄隆)、四唑啉酮类(例如Fentrazamide)、硫代氨基甲酸酯类(例如哌草丹)、三嗪酮类(例如苯嗪草)、三唑类(例如甲氰菊酯)、三唑并嘧啶类(例如唑嘧磺胺,Florasulam)、三酮类(例如Mesotrione)。
选自第二组活性化合物的特别优选的混合组分是:
阿米卡巴腙、Beflubutamid、Cinidon-ethyl、高噁唑禾草灵、Florasulam、Fluazolate、Flufenacet、Iodosulfuron-methyl-sodium。
这一组中阿米卡巴腙作为混合组分十分特别引人注意。
另外,这一组中Beflubutamid作为混合组分十分特别引人注意。
另外,这一组中Cinidon-ethyl作为混合组分十分特别引人注意。
另外,这一组中高噁唑禾草灵作为混合组分十分特别引人注意。
另外,这一组中Florasulam作为混合组分十分特别引人注意。
另外,这一组中Fluaziolate作为混合组分十分特别引人注意。
另外,这一组中Flufenacet作为混合组分十分特别引人注意。
另外,这一组中Iodosulfuron-methyl-sodium作为混合组分十分特别引人注意。
优选本发明组合物包含一种或两种第1组的活性化合物、一至三种第2组的活性化合物和任选一种第3组的活性化合物。
特别优选本发明组合物包含一种第1组的活性化合物、一或两种第2组的活性化合物和任选一种第3组的活性化合物。
作为第三组的活性化合物特别优选下列化合物:
5-氯-喹啉-8-氧基-乙酸-(1-甲基-己基酯)(喹氧乙酸异庚酯)和二乙基-1-(2,4-二氯-苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸酯(吡咯二酸二乙酯)用于改善在谷物中的相容性。
作为本发明活性化合物的组合的实例可提及:
氟卡巴腙-钠+Beflubutamid、氟卡巴腙-钠+Beflubutamid+吡咯二酸二乙酯、氟卡巴腙-钠+Beflubutamid+喹氧乙酸异庚酯、氟卡巴腙-钠+Cinidon-ethyl、氟卡巴腙-钠+Cinidon-ethyl+吡咯二酸二乙酯、氟卡巴腙-钠+Cinidon-ethyl+喹氧乙酸异庚酯、氟卡巴腙-钠+高噁唑禾草灵、氟卡巴腙-钠+高噁唑禾草灵+吡咯二酸二乙酯、氟卡巴腙-钠+高噁唑禾草灵+喹氧乙酸异庚酯、氟卡巴腙-钠+Florasulam、氟卡巴腙-钠+Florasulam+吡咯二酸二乙酯、氟卡巴腙-钠+Florasulam+喹氧乙酸异庚酯、氟卡巴腙-钠+Flufenacet、氟卡巴腙-钠+Flufenacet+吡咯二酸二乙酯、氟卡巴腙-钠+Flufenacet+喹氧乙酸异庚酯、氟卡巴腙钠+Iodosulfuron-methyl-sodium、氟卡巴腙-钠+Iodosulfuron-methyl-sodium+吡咯二酸二乙酯、氟卡巴腙-钠+Iodosulfuron-methyl-sodium+喹氧乙酸异庚酯。
普如卡巴腙-钠+Beflubutamid、普如卡巴腙-钠+Beflubutamid+吡咯二酸二乙酯、普如卡巴腙-钠+Beflubutamid+喹氧乙酸异庚酯、普如卡巴腙-钠+Cinidon-ethyl、普如卡巴腙-钠+Cinidon-ethyl+吡咯二酸二乙酯、普如卡巴腙-钠+Cinidon-ethyl+喹氧乙酸异庚酯、普如卡巴腙-钠+高噁唑禾草灵、普如卡巴腙-钠+高噁唑禾草灵+吡咯二酸二乙酯、普如卡巴腙-钠+高噁唑禾草灵+喹氧乙酸异庚酯、普如卡巴腙-钠+Florasulam、普如卡巴腙-钠+Florasulam+吡咯二酸二乙酯、普如卡巴腙-钠+Florasulam+喹氧乙酸异庚酯、普如卡巴腙+Iodosulfuron-methyl-sodium、普如卡巴腙+Iodosulfuron-methyl-sodium+吡咯二酸二乙酯、普如卡巴腙+Iodosulfuron-methyl-sodium+喹氧乙酸异庚酯。
令人惊奇的是,现在已经发现,式(I)芳基磺酰基氨基羰基三唑啉酮和上述第2组活性化合物的上述限定组合表现出特别高的除草活性以及非常良好的农作物相容性,并且可在多种农作物,特别是在小麦,除此之外也在谷类中选择性地控制单子叶和双子叶杂草,以及在半选择性和非选择性区域中控制单子叶和双子叶杂草。
令人惊奇的是,本发明上述第1组和第2组化合物的活性化合物组合体的除草活性显著地超过了各活性化合物的作用的加和。
因此,存在不能预测的协同作用并且不仅仅是作用互补。本发明新的活性化合物组合体在多种农作物中被良好地耐受,还良好地控制了通常难以控制的杂草。因此,本发明新的活性化合物组合体是有价值的除草剂。
本发明活性化合物组合体的协同作用在一定浓度比例下特别显著。然而,在活性化合物组合体中,活性化合物的重量比可在较宽的范围内变化。通常每重量份的式(I)活性化合物,使用0.01-1000重量份、优选0.02-500重量份、特别优选0.05-100重量份的第2组活性化合物。
特别提及下列选自第3组的活性化合物作为混合组分:
5-氯喹啉-8-氧基乙酸-(1-甲基己基)酯(喹氧乙酸异庚酯)、4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl)和1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯)用于改善谷类植物中相容性的,以及4-二氯乙酰基-1-氧杂-4-氮杂螺[4.5]癸烷(AD-67)、1-二氯乙酰基六氢-3,3,8a-三甲基吡咯并[1,2-a]嘧啶-6(2H)-酮(BAS-145138)、4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草酮)、2,2-二氯-N,N-二(2-丙烯基)乙酰胺(抑害胺)、3-二氯乙酰基-2,2,5-三甲基噁唑烷(R-29148)和1-(2,4-二氯苯基)-5-(三氯甲基)-1H-1,2,4-三唑-3-甲酸乙酯(解草唑乙酯)用于改善玉米中相容性的。
令人惊奇的是,在多种已知的能够拮抗除草剂对农作物的有害作用的安全保护剂和解毒药当中,上面刚提到的第3组化合物适合于几乎完全抵消式(I)活性化合物及其盐、以及任选与一种或多种上述第2组活性化合物的组合对农作物有害作用,同时不给对杂草的除草效力带来不利的影响。
本发明活性化合物组合体的农作物相容性的有利作用同样也在一定浓度比例下特别显著。然而,在活性化合物组合体中,活性化合物的重量比可在较宽的范围内变化。通常每重量份的式(I)活性化合物或其与第2组活性物质的混合物,使用0.001-1000重量份、优选0.01-100重量份、特别优选0.1-10重量份的第3组的活性化合物。
可依据本发明处理所有植物和植物部分。在本文中,应当理解植物是指所有植物和植物群体,例如需要和不需要的野生植物或农作物(包括天然农作物)。农作物可以是可通过下述方法获得的植物:常规繁殖法和优化方法,或生物技术和基因工程法,或这些方法的组合,包括转基因植物,和可以或不可以受植物品种保护法保护的植物品种。应当理解,植物部分是指所有上述植物的土壤下面和土壤上面的部分以及植物器官,例如芽、叶、花和根,可提及的实例有叶、针叶、茎、树干、花、果实体、果实和种子以及根、块茎和根茎。植物部分还包括收割的植物以及生长性和生殖性繁殖材料,例如秧苗、块茎、根茎、插枝和种子。
依据本发明用活性化合物处理植物和植物部分可直接进行,或通过依据常规处理法使化合物作用于其环境、习生地或贮藏区域来进行,例如通过浸泡、喷雾、蒸发、雾化、洒、刷来施加活性化合物,此外,对于繁殖材料、特别是对于种子,也通过涂敷上单层或多层包衣来施用活性化合物。
在通过生物技术和重组方法或这些方法的组合获得的植物当中,可特别提及的是耐受4-HPPD-、EPSP-和/或PPO-抑制剂的那些,例如Acuron植物。
本发明活性化合物可用于例如下列植物:以下各属的双子叶杂草:苘麻属、苋属、豕草属、Anoda、春黄菊属、Aphanes、滨藜属、雏菊属、鬼针草属、荠属、飞廉属、决明属、矢车菊属、藜属、蓟属、旋花属、曼陀罗属、金钱草属、刺酸模属、糖芥属、大戟属、鼬瓣花属、牛膝菊属、猪殃殃属、木槿属、番薯属、地肤属、夜芝麻属、独行菜属、母草属、母菊属、薄荷属、山靛属、羊鱼属(Mullugo)、勿忘草属、罂粟属、牵牛属、车前属、蓼属、马齿苋属、毛茛属、萝卜属、焊菜属、水松叶属、酸模属、猪毛菜属、千里光属、田菁属、黄花稔属、芸苔属、茄属、苦苣菜属、尖瓣花属、繁缕属、蒲公英属、遏蓝菜属、三叶草属、荨麻属、婆婆纳属、堇菜属、苍耳属。以下各属的双子叶农作物:落花生属、甜菜属、芥属、黄瓜属、南瓜属、向日葵属、胡萝卜属、大豆属、棉属、番薯属、莴苣属、亚麻属、番茄属、烟草属、菜豆属、豌豆属、茄属、野豌豆属。以下各属的单子叶杂草:山羊草属、冰草属、翦股颖属、看麦娘属、Apera、燕麦属、臂形草属、雀麦属、蒺藜草属、鸭跖草属、狗牙根属、莎草属、龙爪茅属、马唐属、稗属、荸荠属、蟀蟋草属、画眉草属、野黍属、羊茅属、飘拂草属、异蕊花属、白矛属、鸭嘴草属、千斤子属、毒麦属、雨久花属、黍属、雀稗属、鹃草属、梯牧草属、早熟禾属、筒轴茅属、慈菇属、厂草属、狗尾草属、蜀黍属。以下各属的单子叶农作物:葱属、菠罗属、天门冬属、燕麦属、大麦属、稻属、黍属、甘蔗属、黑麦属、高梁属、黑小麦属、小麦属、玉蜀黍属。
然而,本发明活性化合物组合体的应用决不限于这些属的植物,还可以以相同方式延伸到其它植物。
本发明活性化合物组合体不仅可以以常规耕作法(适当间隔的成排的农作物)用于种植园农作物(例如葡萄树、水果、柑橘属果树)和工业场地和铁路轨道,以及道路和场院,而且可以以最小耕种法用于残株处理。它们还适于用作Abbrenner(在例如马铃薯中杀死稻草)或脱叶剂(例如在棉花中使用)。它们还适用于休闲区域。其它施用区域有苗圃、森林、草原、和观赏植物生长地。
可将本发明活性化合物组合体转化成常规制剂,例如溶液、乳剂、可喷洒粉剂、悬浮剂、粉剂、撒粉剂、糊剂、可溶性粉剂、粒剂、悬浮剂-乳剂浓缩物、浸渍活性化合物的天然或合成物质、和在聚合物中的微囊。
这些制剂可通过已知方法制得,例如通过将活性化合物与增容剂即液体溶剂和/或固体载体混合,并任选使用表面活性剂,即乳化剂和/或分散剂和/或泡沫形成剂来制得。
如果所用的添加剂是水,还可以使用有机溶剂作为辅助溶剂。一般合适的液体溶剂有:芳族溶剂例如二甲苯、甲苯或烷基萘,氯代芳族烃和氯代脂族烃例如氯苯、氯乙烯或二氯甲烷,脂族烃例如环己烷或石蜡如石油馏分,矿物油和植物油,醇例如丁醇或甘醇,及其醚和酯,酮例如丙酮、甲基乙基酮、甲基异丁基酮或环己酮,强极性溶剂例如二甲基甲酰胺和二甲亚砜,和水。
合适的固体载体有:例如铵盐和天然矿物粉,例如高岭土、粘土、滑石、白垩、石英、绿坡缕石、蒙脱石或硅藻土,和合成矿物粉例如细分散的二氧化硅、矾土和硅酸盐;适用于粒剂的固体载体有:例如粉碎或分级的天然岩石,例如方解石、大理石、浮石、海泡石、白云石,和合成的无机和有机粉状颗粒例如锯屑、椰壳、玉米棒碎块、烟草茎;合适的乳化剂和/或泡沫形成剂有:例如非离子和阴离子乳化剂,例如聚氧乙烯脂肪酸酯、聚氧乙烯脂肪醇醚例如烷基芳基聚二醇醚、烷基磺酸盐、烷基硫酸盐、芳基磺酸盐和蛋白水解产物;合适的分散剂有:例如木素亚硫酸盐废液和甲基纤维素。
可在制剂中使用增粘剂,例如羧甲基纤维素、粉末、颗粒或胶乳形式的天然和合成聚合物例如阿拉伯胶、聚乙烯醇和聚乙酸乙烯酯,以及天然磷脂例如脑磷脂和卵磷脂,及合成磷脂。其它合适的添加剂是矿物油和植物油。
还可以使用染料,例如无机色素如氧化铁、氧化钛、普鲁士蓝,和有机染料例如茜素染料、偶氮染料和金属酞菁染料,和微量营养素例如铁、锰、硼、铜、钴、钼和锌的盐。
制剂一般含有0.1-95%重量的活性化合物、优选0.5-90%重量的活性化合物。
本发明活性化合物组合体一般以现成制剂的形式施用。然而,还可以将包含在活性化合物组合中的活性化合物以单独制剂的形式在使用时混合,即以罐装混合物的形式使用。
自身形式或者在其制剂中的本发明新的活性化合物组合体还可以作为与其它已知除草剂的混合物使用,现成制剂和罐装混合物都是可行的。与其它已知活性化合物例如杀真菌剂、杀虫剂、杀螨剂、杀线虫剂、驱鸟剂、生长素、植物营养素、和土壤调理剂的混合物也是可行的。对于特定应用,特别是对于芽后法,将作为添加剂的植物相容性矿物油或植物油(例如市售产品“Oleo DuPont 11E”)或铵盐例如硫酸铵或硫氰酸铵掺入到制剂中可能是有利的。
本发明新的活性化合物组合体可以以自身的形式使用,在其制剂中使用,或者在通过进一步稀释由其制得的使用剂型例如即用溶液、悬浮剂、乳剂、粉剂、糊剂和粒剂中使用。它们可通过常规方式例如通过灌溉、喷雾、雾化、洒粉或散播来使用。
本发明的活性化合物组合体可在植物发芽之前和之后施用,即通过芽前或芽后法使用。可在播种前将本发明活性化合物掺入到土壤中。
本发明新的活性化合物组合体的良好除草作用可从下述实施例中看出。虽然单独的活性化合物各自表现出弱的除草作用,但是其组合都表现出非常良好的超过其作用简单加和的除草作用。
当活性化合物组合的除草作用超过单独施用的活性化合物的作用之和时,除草剂中即始终存在协同作用。
可按照下述公式计算给定的两种除草剂组合的预计作用(参见COLBY,S.R.:“计算除草剂组合的协同和拮抗反应”,Weeds 15,第20-22页,1967):如果X=在施用量为p kg/ha时,除草剂A(式I活性化合物)的%损害,和Y=在施用量为q kg/ha时,除草剂B(式II活性化合物)的%损害且E=在施用量为p+q kg/ha时,除草剂A+B的预计损害则E=X+Y-(X×Y/100)
如果实际损害超过该计算值,则该组合具有超叠加作用,即协同作用。
实际上,本发明的活性化合物组合物具有测得除草活性大于计算值的性能,即所述新的活性化合物组合物具有协同作用。
这一结论特别是来自于下列实施例。应用实施例:
应用测试活性化合物的常规制剂。普如卡巴腙-钠和氟卡巴腙-钠作为70WG制剂应用。高噁唑禾草灵以与吡咯二酸二乙酯(75g吡咯二酸二乙酯/1)的混合物作为RalonSuper 69 EW应用。Cinidon-ethyl和Florasulam以及Iodosulfuron以与吡咯二酸二乙酯的混合物分别以Lotus200 EC、Primus50 SC或Hussar5 WG(15%吡咯二酸二乙酯)现成制剂的形式应用。阿咪卡巴腙以70 WG制剂应用。
将需要量的活性化合物或制剂溶于数毫升(2-3ml)溶剂(丙酮或DMF)中,任选与乳化剂(1ml)混合并用水稀释至希望的浓度。
如下制备混合物:将所给量溶解的第一活性化合物与需要量的第二活性化合物(以及如果希望的话与其它的活性化合物/制剂或其它组分)混合,然后用水稀释至希望的浓度。
一般地,在芽前和芽后试验中,以0.1%的浓度向喷散溶液中加入表面活性(Renex 36)。
如此选择活性化合物或制剂的量,使其达到每公顷希望的施用量。
实施例B
芽前试验/温室
在控制条件(温度和光照)下培育测试植物。当所述植物生长到5-15cm高时,以分别使其达到每单位面积希望的活性化合物的量的方式喷洒测试化合物或测试化合物的组合物。选择喷洒液的浓度,以使得每公顷施加上在500升水中的特定量的所需各活性化合物。
喷雾施用后将装有测试植物的容器于恒定温度和光照下保持在温室中。
3周后,通过与未处理的对照的发育比较来评估以%损害表示的植物的受损程度。
数据表示:
0%=没有损害(与未处理的对照一样)
100%=完全破坏/损害
活性化合物、施用量、试验植物和结果列于下表中,其中表中所用的符号具有下述含义:
a.i.=活性组分=活性化合物
表B-1
施用量g ai/ha | 看麦娘属myosuroides测定值 | 看麦娘属myosuroides计算值* | |
普如卡巴腙-钠 | 603015 | 707060 | |
高噁唑禾草灵 | 3015 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 60+3030+3015+3030+1515+15 | 8080808080 | 7070607060 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-2
施用量g ai/ha | 雀麦测定值 | 雀麦计算值* | |
普如卡巴腙-钠 | 15 | 80 | |
高噁唑禾草灵 | 6030 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 15+6015+30 | 9090 | 8080 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9%&吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-3
施用量g ai/ha | 毒麦属perenne测定值 | 毒麦属perenne计算值* | |
普如卡巴腙-钠 | 3015 | 300 | |
高噁唑禾草灵 | 6030 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 30+6015+6030+3015+30 | 70707050 | 300300 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-4
施用量g ai/ha | 反枝苋测定值 | 反枝苋计算值* | |
普如卡巴腙-钠 | 3015 | 9080 | |
高噁唑禾草灵 | 6030 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 30+6015+6015+30 | 959590 | 908080 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-5
施用量g ai/ha | 猪殃殃测定值 | 猪殃殃计算值* | |
普如卡巴腙-钠 | 603015 | 403020 | |
高噁唑禾草灵 | 603015 | 000 | |
普如卡巴腙-钠+高噁唑禾草灵 | 60+6030+6015+6060+3030+3015+3030+1515+15 | 8060608060506050 | 4030204030203020 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
按照Colby的计算值
表B-6
施用量g ai/ha | 裂叶牵牛测定值 | 裂叶牵牛计算值* | |
普如卡巴腙-钠 | 603015 | 707060 | |
高噁唑禾草灵 | 6030 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 60+6030+6015+6060+3015+30 | 8080808080 | 7070607060 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-7
施用量g ai/ha | 龙葵测定值 | 龙葵计算值* | |
普如卡巴腙-钠 | 30 | 70 | |
高噁唑禾草灵 | 603015 | 000 | |
普如卡巴腙-钠+高噁唑禾草灵 | 30+6030+3030+15 | 1009090 | 707070 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-8
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
普如卡巴腙-钠 | 3015 | 5010 | |
高噁唑禾草灵 | 603015 | 000 | |
普如卡巴腙-钠+高噁唑禾草灵 | 30+6015+6030+3015+3015+15 | 7070703030 | 5010501010 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-9
施用量g ai/ha | 苍耳属strumarium测定值 | 苍耳属strumarium计算值* | |
普如卡巴腙-钠 | 3015 | 7060 | |
高噁唑禾草灵 | 6030 | 00 | |
普如卡巴腙-钠+高噁唑禾草灵 | 30+6015+6030+30 | 908080 | 706070 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-10
施用量g ai/ha | 雀麦测定值 | 雀麦计算值* | |
氟卡巴腙-钠 | 603015 | 807070 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 15+6060+3030+3015+30 | 90909090 | 70807070 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-11
施用量g ai/ha | 反枝苋测定值 | 反枝苋计算值* | |
氟卡巴腙-钠 | 3015 | 9090 | |
高噁唑禾草灵 | 6030 | 00 | , |
氟卡巴腙-钠+高噁唑禾草灵 | 15+6030+3015+30 | 100100100 | 909090 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-12
施用量g ai/ha | 白藜测定值 | 白藜计算值* | |
氟卡巴腙-钠 | 603015 | 705050 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 60+6015+6030+3015+30 | 90807070 | 70505050 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-13
施用量g ai/ha | 曼陀罗属strumarium测定值 | 曼陀罗属strumarium计算值* | |
氟卡巴腙-钠 | 6015 | 8070 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 60+6015+30 | 9890 | 8070 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-14
施用量g ai/ha | 猪殃殃测定值 | 猪殃殃计算值* | |
氟卡巴腙-钠 | 603015 | 000 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 60+6030+6015+6060+3030+3015+30 | 605050505050 | 000000 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-15
施用量g ai/ha | 卷茎蓼(Polygonumconvolvolus)测定值 | 卷茎蓼计算值* | |
氟卡巴腙-钠 | 603015 | 707060 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 60+6015+6060+3030+3015+30 | 9590909090 | 7060707060 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-16
施用量g ai/ha | 繁缕测定值 | 繁缕计算值* | |
氟卡巴腙-钠 | 603015 | 95600 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 60+6015+6030+3015+30 | 1001009050 | 950600 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-17
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
氟卡巴腙-钠 | 15 | 60 | |
高噁唑禾草灵 | 6030 | 00 | |
氟卡巴腙-钠+高噁唑禾草灵 | 15+6015+30 | 9080 | 6060 |
高噁唑禾草灵用Ralonsuper(高噁唑禾草灵6.9% & 吡咯二酸7.5%)进行试验
*按照Colby的计算值
表B-18
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
普如卡巴腙-钠 | 3015 | 9070 | |
Flufenacet | 125 | 70 | |
普如卡巴腙-钠+Flufenacet | 30+12515+125 | 100100 | 9791 |
*按照Colby的计算值
表B-19
施用量g ai/ha | 反枝苋测定值 | 反枝苋计算值* | |
普如卡巴腙-钠 | 603015 | 989898 | |
Flufenacet | 12560 | 00 | |
普如卡巴腙-钠+Flufenacet | 60+12530+12560+6030+6015+60 | 100100100100100 | 9898989898 |
*按照Colby的计算值
表B-20
施用量g ai/ha | 卷茎蓼测定值 | 卷茎蓼计算值* | |
普如卡巴腙-钠 | 60 | 0 | |
Flufenacet | 125 | 0 | |
普如卡巴腙-钠+Flufenacet | 60+125 | 40 | 0 |
*按照Colby的计算值
表B-21
施用量g ai/ha | 看麦娘属myosuroides测定值 | 看麦娘属myosuroides计算值* | |
普如卡巴腙-钠 | 603015 | 908080 | |
Cinidon-ethyl | 158 | 00 | |
普如卡巴腙-钠+Cinidon-ethyl | 60+1530+1560+830+815+8 | 9599959590 | 9080908080 |
*按照Colby的计算值
表B-22
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
普如卡巴腙-钠 | 603015 | 605050 | |
Cinidon-ethyl | 158 | 100 | |
普如卡巴腙-钠+Cinidon-ethyl | 60+1530+1515+1560+830+815+8 | 907080709080 | 645555605050 |
*按照Colby的计算值
表B-23
施用量g ai/ha | 雀麦测定值 | 雀麦计算值* | |
普如卡巴腙-钠 | 603015 | 908070 | |
Cinidon-ethyl | 158 | 200 | |
普如卡巴腙-钠+Cinidon-ethyl | 60+1530+1515+1560+830+815+8 | 999080959580 | 928476908070 |
*按照Colby的计算值
表B-24
施用量g ai/ha | 莎草属esculentus测定值 | 莎草属esculentus计算值* | |
普如卡巴腙-钠 | 3015 | 8070 | |
Cinidon-ethyl | 158 | 200 | |
普如卡巴腙-钠+Cinidon-ethyl | 30+1530+815+8 | 959095 | 848070 |
*按照Colby的计算值
表B-25
施用量g ai/ha | 稗测定值 | 稗计算值* | |
普如卡巴腙-钠 | 6030 | 9090 | |
Cinidon-ethyl | 158 | 00 | |
普如卡巴腙-钠+Cinidon-ethyl | 60+1530+8 | 99100 | 9090 |
*按照Colby的计算值
表B-26
施用量g ai/ha | 野黍测定值 | 野黍计算值* | |
普如卡巴腙-钠 | 15 | 0 | |
Cinidon-ethyl | 15 | 30 | |
普如卡巴腙-钠+Cinidon-ethyl | 15+15 | 80 | 30 |
*按照Colby的计算值
表B-27
施用量g ai/ha | 毒麦属perenne测定值 | 毒麦属perenne计算值* | |
普如卡巴腙-钠 | 30 | 20 | |
Cinidon-ethyl | 8 | 0 | |
普如卡巴腙-钠+Cinidon-ethyl | 30+8 | 70 | 20 |
*按照Colby的计算值
表B-28
施用量g ai/ha | 决明测定值 | 决明计算值* | |
普如卡巴腙-钠 | 30 | 0 | |
Cinidon-ethyl | 15 | 95 | |
普如卡巴腙-钠+Cinidon-ethyl | 30+15 | 100 | 95 |
*按照Colby的计算值
表B-29
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
普如卡巴腙-钠 | 603015 | 807050 | |
Cinidon-ethyl | 158 | 300 | |
普如卡巴腙-钠+Cinidon-ethyl | 60+1530+1515+1560+830+815+8 | 959090908060 | 867965807050 |
*按照Colby的计算值
表B-30
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
普如卡巴腙-钠 | 6030 | 6050 | |
Florasulam | 158 | 5030 | |
普如卡巴腙-钠+Florasulam | 60+1530+8 | 9080 | 8065 |
*按照Colby的计算值
表B-31
施用量g ai/ha | 毒麦属perenne测定值 | 毒麦属perenne计算值* | |
普如卡巴腙-钠 | 6030 | 5020 | |
Florasulam | 158 | 3020 | |
普如卡巴腙-钠+Florasulam | 60+1530+1530+8 | 707060 | 654436 |
*按照Colby的计算值
表B-32
施用量g ai/ha | 决明测定值 | 决明计算值* | |
普如卡巴腙-钠 | 6030 | 300 | |
Florasulam | 158 | 9590 | |
普如卡巴腙-钠+Florasulam | 60+1530+8 | 10095 | 96.590 |
*按照Colby的计算值
表B-33
施用量g ai/ha | 卷茎蓼测定值 | 卷茎蓼计算值* | |
普如卡巴腙-钠 | 6030 | 00 | |
Florasulam | 158 | 9595 | |
普如卡巴腙-钠+Florasulam | 30+1560+830+8 | 999999 | 959595 |
*按照Colby的计算值
表B-34
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
普如卡巴腙-钠 | 15 | 50 | |
Florasulam | 8 | 70 | |
普如卡巴腙-钠+Florasulam | 15+8 | 90 | 85 |
*按照Colby的计算值
表B-35
*按照Colby的计算值表B-36
施用量g ai/ha | 看麦娘属myosuroides测定值 | 看麦娘属myosuroides计算值* | |
氟卡巴腙-钠 | 603015 | 707070 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 15+460+230+2 | 909590 | 707070 |
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
氟卡巴腙-钠 | 603015 | 909080 | |
Florasulam | 42 | 100 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+230+215+2 | 959595989890 | 919182909080 |
*按照Colby的计算值
表B-37
施用量g ai/ha | 雀麦测定值 | 雀麦计算值* | |
氟卡巴腙-钠 | 603015 | 909070 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+215+2 | 981009010080 | 9090709070 |
*按照Colby的计算值
表B-38
施用量g ai/ha | 毛马唐测定值 | 毛马唐计算值* | |
氟卡巴腙-钠 | 6030 | 2020 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 60+430+460+2 | 606080 | 202020 |
*按照Colby的计算值
表B-39
施用量g ai/ha | 稗测定值 | 稗计算值* | |
氟卡巴腙-钠 | 6015 | 9050 | |
Florasulam | 42 | 4010 | |
氟卡巴腙-钠+Florasulam | 60+415+460+215+2 | 988010070 | 94709155 |
*按照Colby的计算值
表B-40
施用量g ai/ha | 毒麦属perenne测定值 | 毒麦属perenne计算值* | |
氟卡巴腙-钠 | 603015 | 909080 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+230+2 | 95959010098 | 9090809090 |
*按照Colby的计算值
表B-41
施用量g ai/ha | 苘麻测定值 | 苘麻计算值* | |
氟卡巴腙-钠 | 603015 | 000 | |
Florasulam | 42 | 3020 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+230+2 | 6060607070 | 3030302020 |
*按照Colby的计算值
表B-42
施用量g ai/ha | 反枝苋测定值 | 反枝苋计算值* | |
氟卡巴腙-钠 | 603015 | 909090 | |
Florasulam | 42 | 7070 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+230+2 | 100100100100100 | 9797979797 |
*按照Colby的计算值
表B-43
施用量g ai/ha | 猪殃殃测定值 | 猪殃殃计算值* | |
氟卡巴腙-钠 | 603015 | 000 | |
Florasulam | 42 | 5050 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+2 | 70706090 | 50505050 |
*按照Colby的计算值
表B-44
施用量g ai/ha | 母菊属inodora测定值 | 母菊属inodora计算值* | |
氟卡巴腙-钠 | 60 | 20 | |
Florasulam | 2 | 70 | |
氟卡巴腙-钠+Florasulam | 60+2 | 98 | 76 |
*按照Colby的计算值
表B-45
施用量g ai/ha | 阿拉伯婆婆纳(Veronicapersicaria)测定值 | 阿拉伯婆婆纳计算值* | |
氟卡巴腙-钠 | 60 | 0 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 60+460+2 | 4070 | 00 |
*按照Colby的计算值
表B-46
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
氟卡巴腙-钠 | 603015 | 505050 | |
Florasulam | 42 | 00 | |
氟卡巴腙-钠+Florasulam | 60+430+415+460+230+2 | 10080809890 | 5050505050 |
*按照Colby的计算值
表B-47
施用量g ai/ha | 苍耳属strumarium测定值 | 苍耳属strumarium计算值* | |
氟卡巴腙-钠 | 603015 | 604020 | |
Florasulam | 42 | 5040 | |
氟卡巴腙-钠+Florasulam | 30+415+460+230+215+2 | 8070807070 | 7060766452 |
*按照Colby的计算值
表B-48
施用量g ai/ha | 决明测定值 | 决明计算值* | |
普如卡巴腙-钠 | 603015 | 505050 | |
阿咪卡巴腙 | 30 | 40 | |
普如卡巴腙-钠+阿咪卡巴腙 | 60+3030+3015+30 | 1009898 | 707070 |
*按照Colby的计算值
表B-49
施用量g ai/ha | 繁缕测定值 | 繁缕计算值* | |
普如卡巴腙-钠 | 603015 | 706050 | |
阿咪卡巴腙 | 60 | 80 | |
普如卡巴腙-钠+阿咪卡巴腙 | 60+6030+6015+60 | 100100100 | 949290 |
*按照Colby的计算值
表B-50
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
普如卡巴腙-钠 | 15 | 60 | |
阿咪卡巴腙 | 30 | 70 | |
普如卡巴腙-钠+阿咪卡巴腙 | 15+30 | 100 | 88 |
*按照Colby的计算值
表B-51
施用量g ai/ha | 苍耳属strumarium测定值 | 苍耳属strumarium计算值* | |
普如卡巴腙-钠 | 6030 | 6060 | |
阿咪卡巴腙 | 30 | 80 | |
普如卡巴腙-钠+阿咪卡巴腙 | 60+3030+30 | 9898 | 9292 |
*按照Colby的计算值
表B-52
施用量g ai/ha | 苘麻测定值 | 苘麻计算值* | |
普如卡巴腙-钠 | 60 | 60 | |
阿咪卡巴腙 | 30 | 80 | |
普如卡巴腙-钠+阿咪卡巴腙 | 60+30 | 98 | 92 |
*按照Colby的计算值
表B-53
施用量g ai/ha | 野黍测定值 | 野黍计算值* | |
氟卡巴腙-钠 | 60 | 70 | |
阿咪卡巴腙 | 125 | 70 | |
氟卡巴腙-钠+阿咪卡巴腙 | 60+125 | 100 | 91 |
*按照Colby的计算值
表B-54
施用量g ai/ha | 堇菜属arvensis测定值 | 堇菜属arvensis计算值* | |
氟卡巴腙-钠 | 15 | 80 | |
阿咪卡巴腙 | 30 | 70 | |
氟卡巴腙-钠+阿咪卡巴腙 | 15+30 | 100 | 94 |
*按照Colby的计算值
表B-55
施用量g ai/ha | 决明测定值 | 决明计算值* | |
氟卡巴腙-钠 | 603015 | 505050 | |
阿咪卡巴腙 | 30 | 40 | |
氟卡巴腙-钠+阿咪卡巴腙 | 60+3030+3015+30 | 100100100 | 707070 |
*按照Colby的计算值
表B-56
施用量g ai/ha | 母菊属inodora测定值 | 母菊属inodora计算值* | |
氟卡巴腙-钠 | 603015 | 606020 | |
阿咪卡巴腙 | 30 | 60 | |
氟卡巴腙-钠+阿咪卡巴腙 | 60+3030+3015+30 | 989090 | 848468 |
*按照Colby的计算值
表B-57
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
氟卡巴腙-钠 | 603015 | 707070 | |
阿咪卡巴腙 | 30 | 0 | |
氟卡巴腙-钠+阿咪卡巴腙 | 60+3030+3015+30 | 989580 | 707070 |
*按照Colby的计算值
表B-58
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
普如卡巴腙-钠 | 15 | 80 | |
Iodosulfuron | 8 | 70 | |
普如卡巴腙-钠+Iodosulfuron | 15+8 | 98 | 94 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)进
行试验
*按照Colby的计算值
表B-59
施用量g ai/ha | 雀麦测定值 | 雀麦计算值* | |
普如卡巴腙-钠 | 3015 | 9090 | |
Iodosulfuron | 842 | 000 | |
普如卡巴腙-钠+Iodosulfuron | 30+830+415+430+2 | 95959595 | 90909090 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)进
行试验
*按照Colby的计算值
表B-60
施用量g ai/ha | 狗尾草测定值 | 狗尾草计算值* | |
普如卡巴腙-钠 | 603015 | 2000 | |
Iodosulfuron | 4 | 0 | |
普如卡巴腙-钠+Iodosulfuron | 60+430+415+4 | 604030 | 2000 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)
进行试验
*按照Colby的计算值
表B-61
施用量g ai/ha | 卷茎蓼测定值 | 卷茎蓼计算值* | |
普如卡巴腙-钠 | 603015 | 000 | |
Iodosulfuron | 2 | 80 | |
普如卡巴腙-钠+Iodosulfuron | 60+230+215+2 | 1009590 | 808080 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)
进行试验
*按照Colby的计算值
表B-62
施用量g ai/ha | 野燕麦测定值 | 野燕麦计算值* | |
氟卡巴腙-钠 | 15 | 80 | |
Iodosulfuron | 2 | 10 | |
氟卡巴腙-钠+Iodosulfuron | 15+2 | 95 | 82 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)进
行试验
*按照Colby的计算值
表B-63
施用量g ai/ha | 稗测定值 | 稗计算值* | |
氟卡巴腙-钠 | 603015 | 907060 | |
Iodosulfuron | 2 | 20 | |
氟卡巴腙-钠+Iodosulfuron | 60+230+215+2 | 989590 | 927668 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)进
行试验
*按照Colby的计算值
表B-64
施用量g ai/ha | 决明测定值 | 决明计算值* | |
氟卡巴腙-钠 | 15 | 0 | |
Iodosulfuron | 8 | 80 | |
氟卡巴腙-钠+Iodosulfuron | 15+8 | 90 | 80 |
Iodosulfuron作为Hussar(Iodosulfuron 5% & 吡咯二酸15%)进
行试验
*按照Colby的计算值
Claims (9)
1.组合物,其特征在于,它含有由下列活性化合物组成的组合体:(a)一种通式(I)的芳基磺酰基氨基羰基三唑啉酮和/或式(I)化合物的盐其中R1表示氢、羟基、氨基、烷叉基氨基或表示各自任选取代的烷基、链烯
基、炔基、烷氧基、链烯基氧基、烷基氨基、二烷基氨基、环烷基、
环烷基烷基、环烷基氨基、芳基或者芳基烷基,R2表示氢、羟基、巯基、氨基、氰基、卤素或表示各自任选取代的烷基、
烷氧基、烷基硫基、烷基氨基、二烷基氨基、链烯基、炔基、链烯
基氧基、炔基氧基、链烯基硫基、炔基硫基、链烯基氨基、炔基氨
基、环烷基、环烷基氧基、环烷基硫基、环烷基氨基、环烷基烷基、
芳基、芳基氧基、芳基硫基、芳基氨基或者芳基烷基,R3表示硝基、氰基、卤素或表示各自任选取代的烷基、烷基羰基、烷氧
基、烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷基氨
基、链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、炔基
氧基、炔基硫基、环烷基、环烷基氧基、环烷基硫基、环烷基氨基、
芳基、芳基氧基、芳基硫基、芳基亚硫酰基、芳基磺酰基或者芳基
氨基,和R4表示氢、硝基、氰基、卤素或表示各自任选取代的烷基、烷基羰基、
烷氧基、烷氧基羰基、烷基硫基、烷基亚硫酰基、烷基磺酰基、烷
基氨基、链烯基、链烯基氧基、链烯基硫基、链烯基氨基、炔基、
炔基氧基、炔基硫基、环烷基、环烷基氧基、环烷基硫基、环烷基
氨基、芳基、芳基氧基、芳基硫基、芳基亚硫酰基、芳基磺酰基或
者芳基氨基,(“第1组活性化合物”)和(b)一至三种选自第2组除草剂的化合物,所述第2组除草剂包括下列活性化合物:5-(2-氯-4-三氟甲基苯氧基)-2-硝基苯甲酸钠盐(氟锁草醚)、4-氨基-N-(1,1-二甲基乙基)-4,5-二氢-3-(1-甲基乙基)-5-氧代-1H-1,2,4-三唑-1-甲酰胺(阿咪卡巴腙)、1H-1,2,4-三唑-3-胺(杀草强)、2-[2,4-二氯-5-(2-丙炔基氧基)苯基]-5,6,7,8-四氢-1,2,4-三唑并[4,3-a]吡啶-3(2H)-酮(唑啶炔草)、N-(4,6-二甲氧基嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基磺酰基]脲(四唑黄隆)、N-苄基-2-(4-氟-3-三氟甲基苯氧基)丁酰胺(Beflubutamid)、N-丁基-N-乙基-2,6-二硝基-4-三氟甲基苯胺(氟草胺)、N-(4,6-二甲氧基嘧啶-2-基)-N′-(2-甲氧基羰基苯基甲基磺酰基)脲(苄嘧黄隆)、2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯氧基]甲基]-5-乙基苯氧基丙酸甲酯(Benzfendizone)、3-(2-氯-4-甲基磺酰基苯甲酰基)-4-苯硫基二环[3.2.1]辛-3-烯-2-酮(Benzobicyclon)、2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯甲酸[1,1-二甲基-2-氧代-2-(2-丙烯基氧基)]乙基酯(Butafenacil-allyl)、2-(1-乙氧亚氨基丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代丁基)苯基]-2-环己烯-1-酮(丁氧环酮)、N,N-二乙基-3-(2,4,6-三甲基苯基磺酰基)-1H-1,2,4-三唑-1-甲酰胺(Cafenstrole)、2-[1-[(3-氯-2-丙烯基)氧基亚氨基]丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草,Tepraloxydim)、N-(4-氯-6-甲氧基嘧啶-2-基)-N′-(2-乙氧基羰基苯基磺酰基)脲(氯嘧黄隆)、2-氯-3-[2-氯-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)苯基]-2-丙酸乙酯(Cinidon-ethyl)、2-[1-[2-(4-氯苯氧基)丙氧基氨基]丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(Clefoxydim)、(E,E)-(+)-2-[1-[[(3-氯-2-丙烯基)氧基]亚氨基]丙基]-3-羟基-2-环己烯-1-酮(烯草酮)、2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮)、(R)-2-[4-(4-氰基-2-氟苯氧基)苯氧基]丙酸丁酯(氰氟草酯)、N-(2,6-二氯苯基)-5-乙氧基-7-氟-[1,2,4]三唑并[1,5-c]嘧啶-2-磺酰胺(唑嘧磺胺)、2-[1-[(3,5-二氟苯基)氨基羰基亚肼基]乙基]吡啶-3-甲酸(二氟吡隆)、S-(1-甲基-1-苯基乙基)-1-哌啶硫代甲酸酯(哌草丹)、(S)-2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基乙基)乙酰胺(噻吩草胺-P)、2-[2-(3-氯苯基)环氧乙烷基甲基]-2-乙基-1H-茚-1,3(2H)-二酮(Epropodan)、(R)-乙基-2-[4-(6-氯苯并噁唑-2-基氧基)苯氧基]丙酸酯(高噁唑禾草灵)、4-(2-氯苯基)-N-环己基-N-乙基-4,5-二氢-5-氧代-1H-四唑-1-甲酰胺(Fentrazamide)、N-(2,6-二氟苯基)-8-氟-5-甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-磺酰胺(Florasulam)、(R)-2-[4-(5-三氟甲基吡啶-2-基氧基)苯氧基]丙酸丁酯(吡氟禾草灵,精吡氟禾草灵)、5-(4-溴-1-甲基-5-三氟甲基-1H-吡唑-3-基)-2-氯-4-氟苯甲酸异丙酯(Fluazolate)、N-(4-氟苯基)-N-异丙基-2-(5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺(Flufenacet)、[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)苯氧基]乙酸乙酯(Flufenpyr)、2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并噁嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(氟噁嗪酮)、3-氯-4-氯甲基-1-(3-三氟甲基苯基)-2-吡咯烷酮(氟咯草酮)、5-(2-氯-4-三氟甲基苯氧基)-N-甲基磺酰基-2-硝基苯甲酰胺(氟黄胺草醚)、2-[[[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]氨基]磺酰基]-4-甲酰基氨基-N,N-二甲基苯甲酰胺(Foramsulfuron)、(R)-2-[4-(3-氯-5-三氟甲基吡啶-2-基氧基)苯氧基]丙酸(-甲酯,-2-乙氧基乙酯,-丁酯)(吡氟氯禾灵,吡氟禾灵甲酯,精吡氟氯禾灵甲酯,吡氟氯禾灵乙氧基乙酯,吡氟氯禾灵丁酯)、N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基苯基磺酰基)脲钠盐(Iodosulfuron-methyl-sodium)、(4-氯-2-甲基磺酰基苯基)-(5-环丙基异噁唑-4-基)甲酮(Isoxachlortole)、(2-乙氧基-1-甲基-2-氧代乙基)-5-(2-氯-4-三氟甲基苯氧基)-2-硝基苯甲酸酯(乳氟禾草灵)、2-(2-苯并噻唑基氧基)-N-甲基-N-苯基乙酰胺(苯噻草胺)、2-[[[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]氨基]磺酰基]-4-[[(甲基磺酰基)氨基]甲基]苯甲酸甲酯(Mesosulfuron)、2-(4-甲基磺酰基-2-硝基苯甲酰基)-1,3-环己烷二酮(Mesotrione)、4-氨基-3-甲基-6-苯基-1,2,4-三嗪-5(4H)-酮(苯嗪草)、(S)-2-氯-N-(2-乙基-6-甲基苯基)-N-(2-甲氧基-1-甲基乙基)乙酰胺(S-异丙甲草胺)、4-二丙基氨基-3,5-二硝基苯磺酰胺(黄草消)、3-[2,4-二氯-5-(2-丙炔氧基)苯基]-5-(叔丁基)-1,3,4-噁二唑-2(3H)-酮(炔丙噁唑草)、3-[2,4-二氯-5-(1-甲基乙氧基)苯基]-5-(叔丁基)-1,3,4-噁二唑-2(3H)-酮(噁草酮)、3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-噁嗪-4-酮(氯噁嗪草)、2-氯-1-(3-乙氧基-4-硝基苯氧基)-4-三氟甲基苯(乙氧氟草醚)、2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-基)-6-三氟甲基-苯磺酰胺(Penoxsulam)、2-氯-N-(2-乙氧基乙基)-N-(2-甲基-1-苯基-1-丙烯基)乙酰胺(Pethoxamid)、1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]苯基]甲磺酰胺(Profluazol)、N-(3,4-二氯苯基)丙酰胺(敌稗)、(R)-[2-[[(1-甲基亚乙基)氨基]氧基]乙基]-2-[4-(6-氯-2-喹喔啉基氧基)苯氧基]丙酸酯(噁草酯)、2-氯-N-(2-乙基-6-甲基苯基)-N-[(1-甲基乙氧基)甲基]乙酰胺(异丙草胺)、1-(3-氯-4,5,6,7-四氢吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-甲腈(Pyraclonil)、6-氯-3-苯基哒嗪-4-醇(Pyridatol)、7-[(4,6-二甲氧基-2-嘧啶基)硫基]-3-甲基-1(3H)-异苯并呋喃酮(Pyriftalid)、2-(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸甲酯(肟啶草)、2-氯-6-(4,6-二甲氧基嘧啶-2-基硫基)苯甲酸钠盐(嘧硫苯甲酸钠)、3,7-二氯喹啉-8-甲酸(Quinchlorac)、2-[4-(6-氯-2-喹喔啉基氧基)苯氧基]丙酸(-乙酯,-四氢-2-呋喃基甲酯)(喹禾灵,喹禾灵(乙酯),精喹禾灵(乙酯),精喹禾灵(四氢糠基酯))、2-(1-乙氧亚氨基丁基)-5-(2-乙硫基丙基)-3-羟基-2-环己烯-1-酮(稀禾定)、2-二氟甲基-5-(4,5-二氢噻唑-2-基)-4-(2-甲基丙基)-6-三氟甲基吡啶-3-甲酸甲酯(噻氟啶草)、(3,5,6-三氯)吡啶-2-基氧基乙酸(定草酯)、N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(2,2,2-三氟乙氧基-2-吡啶磺酰胺钠盐(Trifloxysulfuron)、N-[4-二甲基氨基-6-(2,2,2-三氟乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基苯基磺酰基)脲(氟胺黄隆(甲酯))、N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(N-甲基-N-甲基磺酰基氨基)-2-吡啶磺酰胺(参见WO-A-92/10660)、2-(3,4-二氟苯氧基)-4-甲基-6-[(1-甲基-3-三氟甲基-1H-吡唑-5-基)-氧基]吡啶(参见EP-A 937 397,WO-A-98/04548),(“第2组活性化合物”)以及任选(c)一种选自下列的改善与农作物相容性的化合物:4-二氯乙酰基-1-氧杂-4-氮杂螺[4.5]癸烷(AD-67)、1-二氯乙酰基六氢-3,3,8a-三甲基吡咯并[1,2-a]嘧啶-6(2H)-酮(Dicyclonon,BAS-145138)、4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草酮)、5-氯喹啉-8-氧基乙酸(1-甲基己基)酯(喹氧乙酸(异庚酯),参见EP-A-86750、EP-A-94349、EP-A-191736、EP-A-492366中的相关化合物)、3-(2-氯苄基)-1-(1-甲基-1-苯乙基)-脲(Cumyluron)、α-(氰基甲氧亚氨基)苯基乙腈(抑害腈)、2,4-二氯苯氧基乙酸(2,4-D)、1-(1-甲基-1-苯基-乙基)-3-(4-甲基-苯基)-脲(香草隆,Dymron)、3,6-二氯-2-甲氧基-苯甲酸(麦草畏)、哌啶-1-硫代甲酸-S-1-甲基-1-苯基-乙基酯(哌草丹)、2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)乙基)-N-(2-丙烯基)乙酰胺(DKA-24)、2,2-二氯-N,N-二(2-丙烯基)乙酰胺(抑害胺)、4,6-二氯-2-苯基嘧啶(解草啶)、1-(2,4-二氯苯基)-5-三氯甲基-1H-1,2,4-三唑-3-甲酸乙酯(解草唑(乙酯),也参见EP-A-174562和EP-A-346620中的类似化合物)、2-氯-4-三氟甲基噻唑-5-甲酸苯基甲基酯(解草安)、4-氯-N-(1,3-二氧杂环戊烷-2-基甲氧基)-α-三氟乙酰苯酮肟(肟草安)、3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷(解草呋,MON-13900)、4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl,也参见WO-A-95/07897中的类似化合物)、二乙基-1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸酯(吡咯二酸二乙酯-也参见WO-A-91/07874中的类似化合物)、2-二氯甲基-2-甲基-1,3-二氧杂环戊烷(MG-191)、1,8-萘二甲酸酐、α-(1,3-二氧杂环戊烷-2-基甲氧亚氨基)苯基乙腈(解草腈)、2,2-二氯-N-(1,3-二氧杂环戊烷-2-基甲基)-N-(2-丙烯基)乙酰胺(PPG-1292)、3-二氯乙酰基-2,2-二甲基噁唑烷(R-28725)、3-二氯乙酰基-2,2,5-三甲基噁唑烷(R-29148)、1-(2-氯-苯基)-5-苯基-1H-吡唑-3-甲酸甲酯、1-(2,4-二氯-苯基)-5-甲基-1H-吡唑-3-甲酸乙基酯、1-(2,4-二氯-苯基)-5-异丙基-1H-吡唑-3-甲酸-乙基酯、1-(2,4-二氯-苯基)-5-(1,1-二甲基-乙基)-1H-吡唑-3-甲酸-乙基酯、1-(2,4-二氯-苯基)-5-苯基-1H-吡唑-3-甲酸乙基酯(也参见EP-A-269806和EP-A-333131中相关的化合物)、5-(2,4-二氯-苄基)-2-异噁唑啉-3-甲酸乙基酯、5-苯基-2-异噁唑啉-3-甲酸-乙基酯、5-(4-氟-苯基)-5-苯基-2-异噁唑啉-3-甲酸-乙基酯(也参见WO-A-91/08202中相关的化合物)、5-氯-喹啉-8-氧基-乙酸-(1,3-二甲基-丁-1-基)-酯、5-氯-喹啉-8-氧基-乙酸-4-烯丙基氧基-丁基酯、5-氯-喹啉-8-氧基-乙酸-1-烯丙基氧基丙-2-基酯、5-氯-喹啉-8-氧基-乙酸-甲基酯、5-氯-喹啉-8-氧基-乙酸-乙基酯、5-氯-喹啉-8-氧基-乙酸烯丙基酯、5-氯-喹啉-8-氧基-乙酸-2-氧代丙-1-基-酯、5-氯-喹啉-8-氧基-丙二酸-二乙基酯、5-氯-喹啉-8-氧基-丙二酸-二烯丙基酯、5-氯-喹啉-8-氧基-丙二酸-二乙基酯(也参见EP-A-582198中的相关化合物)、2-(4-羧基-色满-4-基)-乙酸、3,3′-二甲基-4-甲氧基-二苯酮、1-溴-4-氯甲基磺酰基苯、N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基-羰基)-氨基]-苯磺酰胺、N-(2-甲氧基-5-甲基-苯甲酰基)-4-(环丙基氨基羰基)-苯磺酰胺、N-环丙基-4-[(2-甲氧基-5-甲基-苯甲酰基)-氨基-磺酰基]-苯甲酰胺(参见WO 99/66795),(“第3组活性化合物”)。
2.按照权利要求1的组合物,其特征在于,所述通式(I)的芳基磺酰基氨基羰基三唑啉酮是化合物2-(2-甲氧基羰基苯基磺酰基氨基羰基)-4-甲基-5-正丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(普如卡巴腙或丙氧基卡巴腙)、2-(2-三氟甲氧基苯基磺酰基氨基羰基)-4-甲基-5-甲氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(氟卡巴腙)或这两种化合物的钠盐(丙氧基卡巴腙钠或氟卡巴腙钠)。
3.按照权利要求1或2的组合物,其特征在于,选自第二组除草剂(组分(b))的化合物选自下述活性化合物:阿咪卡巴腙、Beflubutamid、Cinidon-ethyl、高噁唑禾草灵、Florasulam、Fluazolate、Flufenacet、Iodosulfuron-methyl-sodium。
4.按照权利要求1-3任一项的的组合物,其特征在于,所述改善农作物相容性的化合物(组分(c))选自下述活性化合物:5-氯喹啉-8-氧基乙酸(1-甲基己基)酯(喹氧乙酸异庚酯)和二乙基-1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸酯(吡咯二酸二乙酯)。
5.按照权利要求1-4任一项的的组合物,其特征在于,相对于每重量份式(I)活性化合物,选自第二组除草剂(组分(b))的活性化合物为0.01-1000重量份。
6.按照权利要求1-5任一项的的组合物,其特征在于,相对于每重量份式(I)活性化合物或其与选自第二组除草剂(组分(b))的活性化合物的混合物,改善与农作物相容性的一种或多种活性化合物(组分(c))的量为0.001-1000重量份。
7.按照权利要求1-6任一项的组合物用于控制不希望的植物的用途。
8.用于控制不希望的植物的方法,其特征在于,将按照权利要求1-6任一项的组合物作用于不希望的植物和/或其栖息地。
9.制备除草剂组合物的方法,其特征在于,将权利要求1-6任一项的组合物与表面活性剂和/或填料混合。
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CNB018146570A Expired - Lifetime CN100433978C (zh) | 2000-06-30 | 2001-06-18 | 基于芳基磺酰基氨基羰基三唑啉酮的选择性除草剂 |
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US (1) | US7115543B2 (zh) |
EP (2) | EP1303189B1 (zh) |
JP (1) | JP2004501936A (zh) |
KR (1) | KR20030034091A (zh) |
CN (1) | CN100433978C (zh) |
AR (1) | AR028739A1 (zh) |
AT (1) | ATE302550T1 (zh) |
AU (2) | AU7410801A (zh) |
BR (1) | BR0112376B1 (zh) |
CA (2) | CA2666132C (zh) |
DE (2) | DE10031825A1 (zh) |
DK (1) | DK1561378T3 (zh) |
ES (2) | ES2528425T3 (zh) |
MX (1) | MXPA02012899A (zh) |
PL (2) | PL202492B1 (zh) |
PT (1) | PT1561378E (zh) |
RU (1) | RU2277335C2 (zh) |
UA (1) | UA75361C2 (zh) |
WO (1) | WO2002001957A1 (zh) |
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-
2000
- 2000-06-30 DE DE10031825A patent/DE10031825A1/de not_active Withdrawn
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2001
- 2001-06-18 CA CA2666132A patent/CA2666132C/en not_active Expired - Lifetime
- 2001-06-18 MX MXPA02012899A patent/MXPA02012899A/es active IP Right Grant
- 2001-06-18 WO PCT/EP2001/006840 patent/WO2002001957A1/de active IP Right Grant
- 2001-06-18 RU RU2003102617/04A patent/RU2277335C2/ru active
- 2001-06-18 DE DE50107217T patent/DE50107217D1/de not_active Expired - Lifetime
- 2001-06-18 PL PL362275A patent/PL202492B1/pl not_active IP Right Cessation
- 2001-06-18 AT AT01940579T patent/ATE302550T1/de active
- 2001-06-18 PL PL387675A patent/PL205915B1/pl unknown
- 2001-06-18 CN CNB018146570A patent/CN100433978C/zh not_active Expired - Lifetime
- 2001-06-18 ES ES05007713.0T patent/ES2528425T3/es not_active Expired - Lifetime
- 2001-06-18 US US10/312,151 patent/US7115543B2/en not_active Expired - Lifetime
- 2001-06-18 AU AU7410801A patent/AU7410801A/xx active Pending
- 2001-06-18 DK DK05007713.0T patent/DK1561378T3/en active
- 2001-06-18 UA UA2003010795A patent/UA75361C2/uk unknown
- 2001-06-18 PT PT50077130T patent/PT1561378E/pt unknown
- 2001-06-18 KR KR1020027016859A patent/KR20030034091A/ko not_active Application Discontinuation
- 2001-06-18 EP EP01940579A patent/EP1303189B1/de not_active Expired - Lifetime
- 2001-06-18 JP JP2002506593A patent/JP2004501936A/ja active Pending
- 2001-06-18 ES ES01940579T patent/ES2244629T3/es not_active Expired - Lifetime
- 2001-06-18 EP EP05007713.0A patent/EP1561378B1/de not_active Expired - Lifetime
- 2001-06-18 AU AU2001274108A patent/AU2001274108B2/en not_active Expired
- 2001-06-18 CA CA2412741A patent/CA2412741C/en not_active Expired - Lifetime
- 2001-06-18 BR BRPI0112376-9A patent/BR0112376B1/pt active IP Right Grant
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CN101715778A (zh) * | 2009-12-08 | 2010-06-02 | 安徽丰乐农化有限责任公司 | 精噁唑禾草灵·氟唑磺隆复配除草剂 |
CN103282354B (zh) * | 2010-09-01 | 2016-05-04 | 拜耳知识产权有限责任公司 | N-(四唑-5-基)-和n-(三唑-5-基)芳基甲酰胺及其作为除草剂的用途 |
CN103282354A (zh) * | 2010-09-01 | 2013-09-04 | 拜耳知识产权有限责任公司 | N-(四唑-5-基)-和n-(三唑-5-基)芳基甲酰胺及其作为除草剂的用途 |
CN103717581A (zh) * | 2011-08-03 | 2014-04-09 | 拜耳知识产权有限责任公司 | N-(四唑-5-基)芳基甲酰胺和n-(三唑-5-基)芳基甲酰胺及其作为除草剂的用途 |
CN103717581B (zh) * | 2011-08-03 | 2016-04-06 | 拜耳知识产权有限责任公司 | N-(四唑-5-基)芳基甲酰胺和n-(三唑-5-基)芳基甲酰胺及其作为除草剂的用途 |
CN104011031B (zh) * | 2011-11-03 | 2016-07-06 | 拜耳知识产权有限责任公司 | 5-苯基-取代的n-(四唑-5-基)芳基羧酸酰胺和n-(三唑-5-基)芳基羧酸酰胺,及其作为除草剂的用途 |
CN104011031A (zh) * | 2011-11-03 | 2014-08-27 | 拜耳知识产权有限责任公司 | 5-苯基-取代的n-(四唑-5-基)芳基羧酸酰胺和n-(三唑-5-基)芳基羧酸酰胺,及其作为除草剂的用途 |
CN103392725A (zh) * | 2012-01-16 | 2013-11-20 | 河北博嘉农业有限公司 | 氟唑磺隆复配除草剂 |
CN103392725B (zh) * | 2012-01-16 | 2015-07-15 | 河北博嘉农业有限公司 | 氟唑磺隆复配除草剂 |
CN104054735A (zh) * | 2013-05-10 | 2014-09-24 | 步康明 | 含氟唑磺隆的麦田除草剂组合物 |
CN103766371A (zh) * | 2013-12-09 | 2014-05-07 | 广东中迅农科股份有限公司 | 一种含有氟唑磺隆和异丙吡草酯的除草组合物 |
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CN104522028A (zh) * | 2014-12-16 | 2015-04-22 | 广东中迅农科股份有限公司 | 含有噻酮磺隆和唑啉草酯以及炔草酯的除草组合物 |
CN104522029A (zh) * | 2014-12-16 | 2015-04-22 | 广东中迅农科股份有限公司 | 用于防除小麦田一年生杂草的除草组合物 |
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CN104522028B (zh) * | 2014-12-16 | 2018-04-13 | 江苏瑞东农药有限公司 | 含有噻酮磺隆和唑啉草酯以及炔草酯的除草组合物 |
CN105557732A (zh) * | 2015-12-11 | 2016-05-11 | 汤云鹤 | 一种含氟唑磺隆、氟噻草胺和双氟磺草胺的农药组合物及其在防治小麦田杂草中的应用 |
CN105557733A (zh) * | 2015-12-11 | 2016-05-11 | 汤云鹤 | 一种含氟唑磺隆和氟噻草胺的农药组合物及其在防治小麦田杂草中的应用 |
CN106359437A (zh) * | 2016-08-29 | 2017-02-01 | 广东中迅农科股份有限公司 | 含有炔草酯和氟唑磺隆以及双氟磺草胺的除草组合物 |
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DE10031825A1 (de) | 2002-01-10 |
CN100433978C (zh) | 2008-11-19 |
AU2001274108B2 (en) | 2005-01-06 |
PT1561378E (pt) | 2015-02-06 |
ATE302550T1 (de) | 2005-09-15 |
RU2277335C2 (ru) | 2006-06-10 |
JP2004501936A (ja) | 2004-01-22 |
BR0112376A (pt) | 2003-05-27 |
US7115543B2 (en) | 2006-10-03 |
ES2244629T3 (es) | 2005-12-16 |
EP1303189B1 (de) | 2005-08-24 |
WO2002001957A1 (de) | 2002-01-10 |
DK1561378T3 (en) | 2015-02-02 |
US20030211942A1 (en) | 2003-11-13 |
PL362275A1 (en) | 2004-10-18 |
CA2666132A1 (en) | 2002-12-27 |
ES2528425T3 (es) | 2015-02-09 |
AR028739A1 (es) | 2003-05-21 |
BR0112376B1 (pt) | 2013-05-07 |
MXPA02012899A (es) | 2005-02-25 |
CA2412741C (en) | 2010-03-30 |
CA2666132C (en) | 2012-08-28 |
DE50107217D1 (de) | 2005-09-29 |
CA2412741A1 (en) | 2002-12-27 |
AU7410801A (en) | 2002-01-14 |
EP1561378B1 (de) | 2014-11-05 |
UA75361C2 (en) | 2006-04-17 |
EP1303189A1 (de) | 2003-04-23 |
PL202492B1 (pl) | 2009-06-30 |
EP1561378A3 (de) | 2005-12-07 |
PL205915B1 (pl) | 2010-06-30 |
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