CN1937920A - 三元杀真菌混合物 - Google Patents
三元杀真菌混合物 Download PDFInfo
- Publication number
- CN1937920A CN1937920A CNA2005800106414A CN200580010641A CN1937920A CN 1937920 A CN1937920 A CN 1937920A CN A2005800106414 A CNA2005800106414 A CN A2005800106414A CN 200580010641 A CN200580010641 A CN 200580010641A CN 1937920 A CN1937920 A CN 1937920A
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- Prior art keywords
- compound
- methyl
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- iii
- azoles
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- 239000000203 mixture Substances 0.000 title claims abstract description 74
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 104
- -1 acyl alanines Chemical class 0.000 claims abstract description 49
- 150000003851 azoles Chemical class 0.000 claims abstract description 21
- 239000005740 Boscalid Substances 0.000 claims abstract description 16
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229940118790 boscalid Drugs 0.000 claims abstract description 16
- 150000001412 amines Chemical class 0.000 claims abstract description 15
- 239000000417 fungicide Substances 0.000 claims abstract description 12
- 239000005644 Dazomet Substances 0.000 claims abstract description 11
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- 229930182692 Strobilurin Natural products 0.000 claims abstract description 10
- 239000005869 Pyraclostrobin Substances 0.000 claims abstract description 9
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 claims abstract description 9
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 claims abstract description 9
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims abstract description 9
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 claims abstract description 8
- GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 claims abstract description 8
- GOWLARCWZRESHU-AQTBWJFISA-N ferimzone Chemical compound C=1C=CC=C(C)C=1C(/C)=N\NC1=NC(C)=CC(C)=N1 GOWLARCWZRESHU-AQTBWJFISA-N 0.000 claims abstract description 8
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 claims abstract description 8
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 claims abstract description 8
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 claims abstract description 7
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 claims abstract description 7
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 claims abstract description 7
- CKPCAYZTYMHQEX-NBVRZTHBSA-N (e)-1-(2,4-dichlorophenyl)-n-methoxy-2-pyridin-3-ylethanimine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=N/OC)/CC1=CC=CN=C1 CKPCAYZTYMHQEX-NBVRZTHBSA-N 0.000 claims abstract description 7
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims abstract description 7
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- 241000233866 Fungi Species 0.000 claims abstract description 7
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- NWUWYYSKZYIQAE-ZBFHGGJFSA-N L-(R)-iprovalicarb Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)C1=CC=C(C)C=C1 NWUWYYSKZYIQAE-ZBFHGGJFSA-N 0.000 claims abstract description 7
- 239000005810 Metrafenone Substances 0.000 claims abstract description 7
- 239000005814 Pencycuron Substances 0.000 claims abstract description 7
- 239000005831 Quinoxyfen Substances 0.000 claims abstract description 7
- 239000005842 Thiophanate-methyl Substances 0.000 claims abstract description 7
- IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 claims abstract description 7
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims abstract description 7
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000006013 carbendazim Substances 0.000 claims abstract description 7
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 claims abstract description 7
- ACMXQHFNODYQAT-UHFFFAOYSA-N cyflufenamid Chemical compound FC1=CC=C(C(F)(F)F)C(C(NOCC2CC2)=NC(=O)CC=2C=CC=CC=2)=C1F ACMXQHFNODYQAT-UHFFFAOYSA-N 0.000 claims abstract description 7
- AWZOLILCOUMRDG-UHFFFAOYSA-N edifenphos Chemical compound C=1C=CC=CC=1SP(=O)(OCC)SC1=CC=CC=C1 AWZOLILCOUMRDG-UHFFFAOYSA-N 0.000 claims abstract description 7
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 claims abstract description 7
- WDQNIWFZKXZFAY-UHFFFAOYSA-M fentin acetate Chemical compound CC([O-])=O.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 WDQNIWFZKXZFAY-UHFFFAOYSA-M 0.000 claims abstract description 7
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 claims abstract description 7
- PTCGDEVVHUXTMP-UHFFFAOYSA-N flutolanil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1 PTCGDEVVHUXTMP-UHFFFAOYSA-N 0.000 claims abstract description 7
- VUERQRKTYBIULR-UHFFFAOYSA-N fosetyl Chemical compound CCOP(O)=O VUERQRKTYBIULR-UHFFFAOYSA-N 0.000 claims abstract description 7
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 claims abstract description 7
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 claims abstract description 7
- AMSPWOYQQAWRRM-UHFFFAOYSA-N metrafenone Chemical compound COC1=CC=C(Br)C(C)=C1C(=O)C1=C(C)C=C(OC)C(OC)=C1OC AMSPWOYQQAWRRM-UHFFFAOYSA-N 0.000 claims abstract description 7
- AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 claims abstract description 7
- OGYFATSSENRIKG-UHFFFAOYSA-N pencycuron Chemical compound C1=CC(Cl)=CC=C1CN(C(=O)NC=1C=CC=CC=1)C1CCCC1 OGYFATSSENRIKG-UHFFFAOYSA-N 0.000 claims abstract description 7
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 claims abstract description 7
- XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 claims abstract description 7
- WRPIRSINYZBGPK-UHFFFAOYSA-N quinoxyfen Chemical compound C1=CC(F)=CC=C1OC1=CC=NC2=CC(Cl)=CC(Cl)=C12 WRPIRSINYZBGPK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000004308 thiabendazole Substances 0.000 claims abstract description 7
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims abstract description 7
- 235000010296 thiabendazole Nutrition 0.000 claims abstract description 7
- 229960004546 thiabendazole Drugs 0.000 claims abstract description 7
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 claims abstract description 7
- VJQYLJSMBWXGDV-UHFFFAOYSA-N tiadinil Chemical compound N1=NSC(C(=O)NC=2C=C(Cl)C(C)=CC=2)=C1C VJQYLJSMBWXGDV-UHFFFAOYSA-N 0.000 claims abstract description 7
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 claims abstract description 7
- SOUGWDPPRBKJEX-UHFFFAOYSA-N 3,5-dichloro-N-(1-chloro-3-methyl-2-oxopentan-3-yl)-4-methylbenzamide Chemical compound ClCC(=O)C(C)(CC)NC(=O)C1=CC(Cl)=C(C)C(Cl)=C1 SOUGWDPPRBKJEX-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000010949 copper Substances 0.000 claims abstract description 6
- 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 claims abstract description 6
- 239000005863 Zoxamide Substances 0.000 claims abstract description 5
- RXDMAYSSBPYBFW-PKFCDNJMSA-N carpropamide Chemical compound N([C@@H](C)C=1C=CC(Cl)=CC=1)C(=O)[C@@]1(CC)[C@H](C)C1(Cl)Cl RXDMAYSSBPYBFW-PKFCDNJMSA-N 0.000 claims abstract description 5
- UWQMKVBQKFHLCE-UHFFFAOYSA-N diclomezine Chemical compound C1=C(Cl)C(C)=C(Cl)C=C1C1=NNC(=O)C=C1 UWQMKVBQKFHLCE-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000012990 dithiocarbamate Substances 0.000 claims abstract description 5
- 150000004659 dithiocarbamates Chemical class 0.000 claims abstract description 5
- 150000003447 sulfenic acid derivatives Chemical class 0.000 claims abstract description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052802 copper Inorganic materials 0.000 claims abstract description 4
- 150000008056 dicarboxyimides Chemical class 0.000 claims abstract description 4
- 125000006501 nitrophenyl group Chemical group 0.000 claims abstract description 4
- 150000008060 phenylpyrroles Chemical class 0.000 claims abstract description 4
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims abstract description 4
- 241000894006 Bacteria Species 0.000 claims description 45
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims description 22
- 239000005820 Prochloraz Substances 0.000 claims description 18
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 17
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 16
- 229940084434 fungoid Drugs 0.000 claims description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- UDSJPFPDKCMYBD-UHFFFAOYSA-N Metsulfovax Chemical compound S1C(C)=NC(C)=C1C(=O)NC1=CC=CC=C1 UDSJPFPDKCMYBD-UHFFFAOYSA-N 0.000 claims description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
- 239000011737 fluorine Substances 0.000 claims description 11
- 229910052731 fluorine Inorganic materials 0.000 claims description 11
- 239000001301 oxygen Substances 0.000 claims description 11
- WUHLVXDDBHWHLQ-UHFFFAOYSA-N pentazole Chemical class N=1N=NNN=1 WUHLVXDDBHWHLQ-UHFFFAOYSA-N 0.000 claims description 9
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- UYJUZNLFJAWNEZ-UHFFFAOYSA-N fuberidazole Chemical compound C1=COC(C=2NC3=CC=CC=C3N=2)=C1 UYJUZNLFJAWNEZ-UHFFFAOYSA-N 0.000 claims description 7
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 claims description 6
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 6
- 239000005785 Fluquinconazole Substances 0.000 claims description 6
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- APEJMQOBVMLION-UHFFFAOYSA-N cinnamamide Chemical compound NC(=O)C=CC1=CC=CC=C1 APEJMQOBVMLION-UHFFFAOYSA-N 0.000 claims description 6
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 claims description 6
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 claims description 6
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 claims description 5
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 claims description 5
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 5
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 5
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 5
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- 238000002360 preparation method Methods 0.000 claims description 5
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- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 claims description 4
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 claims description 4
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims description 4
- NMWKWBPNKPGATC-UHFFFAOYSA-N 4,5,6,7-tetrachloro-2-benzofuran-1(3H)-one Chemical compound ClC1=C(Cl)C(Cl)=C2COC(=O)C2=C1Cl NMWKWBPNKPGATC-UHFFFAOYSA-N 0.000 claims description 4
- RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 claims description 4
- NNPRCLUGHFXSOU-UHFFFAOYSA-N 4-chloro-n-[cyano(ethoxy)methyl]benzamide Chemical compound CCOC(C#N)NC(=O)C1=CC=C(Cl)C=C1 NNPRCLUGHFXSOU-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000005757 Cyproconazole Substances 0.000 claims description 4
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- 239000005813 Penconazole Substances 0.000 claims description 4
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- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000005846 Triadimenol Substances 0.000 claims description 4
- JSOJVSBOEOWZJX-UHFFFAOYSA-N [O].N1=CC=CC2=CC=CC=C21 Chemical compound [O].N1=CC=CC2=CC=CC=C21 JSOJVSBOEOWZJX-UHFFFAOYSA-N 0.000 claims description 4
- 239000004411 aluminium Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 229960002125 enilconazole Drugs 0.000 claims description 4
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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Abstract
本发明涉及三元杀真菌混合物,包含协同有效量的如下化合物作为作为活性组分:1)式(I)的***并嘧啶衍生物,即5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]***并[1,5-a]嘧啶,和2)选自化合物唑菌胺酯和肟醚菌胺的嗜球果伞素衍生物(II),和3)选自如下的杀真菌活性化合物(III):酰基丙氨酸类,胺衍生物,苯胺基嘧啶类,抗菌素,唑类,二羧酰亚胺类,二硫代氨基甲酸盐类,铜杀真菌剂,硝基苯基衍生物,苯基吡咯类,次磺酸衍生物,肉桂酰胺及类似化合物以及敌菌灵、苯菌灵、啶酰菌胺、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、棉隆、二噻农、噁唑酮菌、咪唑菌酮、异嘧菌醇、麦穗宁、氟酰胺、呋吡唑灵、稻瘟灵、丙氧灭绣胺、氟苯嘧啶醇、picobenzamid、噻菌灵、丙氧喹啉、啶斑肟、咯喹酮、喹氧灵、硅噻菌胺、涕必灵、溴氟唑菌、甲基托布津、噻酰菌胺、三环唑、嗪氨灵、硫、噻二唑素、苯噻菌胺、氯环丙酰胺、百菌清、环氟菌胺、清菌脲、棉隆、哒菌清、双氯氰菌胺、乙霉威、克瘟散、噻唑菌胺、环酰菌胺、薯瘟锡、氰菌胺、嘧菌腙、氟啶胺、亚磷酸、藻菌磷、乙膦铝、异丙菌胺、六氯苯、苯菌酮、戊菌隆、百维灵、四氯苯酞、甲基立枯磷、五氯硝基苯和苯酰菌胺。本发明还涉及使用化合物(I)和(II)和(III)与杀真菌物质(III)的混合物防治植物病原性有害真菌的方法以及化合物(I)和(II)与(III)在生产该类混合物中的用途和包含所述混合物的组合物。
Description
本发明涉及三元杀真菌混合物,所述混合物包含协同有效量的如下化合物作为活性组分:
1)式I的***并嘧啶衍生物:
和
2)选自如下的嗜球果伞素(strobilurin)衍生物II:
唑菌胺酯(pyraclostrobin)II-1
和肟醚菌胺(orysastrobin)II-2
和
3)选自如下的杀真菌活性化合物III:酰基丙氨酸类,胺衍生物,苯胺基嘧啶类,抗菌素,唑类,二羧酰亚胺类,二硫代氨基甲酸盐类,铜杀真菌剂,硝基苯基衍生物,苯基吡咯类,次磺酸衍生物,肉桂酰胺及类似化合物以及敌菌灵(anilazine)、苯菌灵(benomyl)、啶酰菌胺(boscalid)、多菌灵(carbendazim)、萎锈灵(carboxin)、氧化萎锈灵(oxycarboxin)、氰霜唑(cyazofamid)、棉隆(dazomet)、二噻农(dithianon)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异嘧菌醇(fenarimol)、麦穗宁(fuberidazole)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、稻瘟灵(isoprothiolane)、丙氧灭绣胺(mepronil)、氟苯嘧啶醇(nuarimol)、picobenzamid、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、啶斑肟(pyrifenox)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、硅噻菌胺(silthiofam)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamide)、甲基托布津(thiophanate-methyl)、噻酰菌胺(tiadinil)、三环唑(tricyclazole)、嗪氨灵(triforine)、硫、噻二唑素(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、氯环丙酰胺(carpropamid)、百菌清(chlorothalonil)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、棉隆(dazomet)、哒菌清(diclomezin)、双氯氰菌胺(diclocymet)、乙霉威(diethofencarb)、克瘟散(edifenphos)、噻唑菌胺(ethaboxam)、环酰菌胺(fenhexamid)、薯瘟锡(fentin acetate)、氰菌胺(fenoxanil)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、亚磷酸、藻菌磷(fosetyl)、乙膦铝(fosetyl-aluminum)、异丙菌胺(iprovalicarb)、六氯苯(hexachlorobenzene)、苯菌酮(metrafenon)、戊菌隆(pencycuron)、百维灵(propamocarb)、四氯苯酞(phthalide)、甲基立枯磷(tolclofos-methyl)、五氯硝基苯(quintozene)和苯酰菌胺(zoxamid)。
此外,本发明还涉及一种使用化合物I和II和III与杀真菌活性化合物III的混合物防治植物病原性有害真菌的方法,化合物I和II与III在制备该类混合物中的用途以及包含这些混合物的组合物。
化合物I,即5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]***并[1,5-a]嘧啶,其制备及其对有害真菌的作用由文献(WO 98/46607)已知。
嗜球果伞素衍生物II也在文献中已知(WO 96/01256;WO 97/15552)。嗜球果伞素衍生物II与各种其他杀真菌活性化合物的混合物也已经描述于文献中。
化合物I与嗜球果伞素衍生物II-1和II-2的混合物分别描述于WO04/045289和WO 04/045283中。
***并嘧啶衍生物与各种杀真菌活性化合物的混合物以一般方式由EP-A 988 790提出。化合物I包括在该出版物的一般性公开中,但并未明确提及。没有提出***并嘧啶与两种其他杀真菌活性化合物的混合物。因此,三元混合物是新的。
EP-A 988 790中所公开的***并嘧啶的协同增效混合物被描述为对各种禾谷类、水果和蔬菜病害,尤其是小麦和大麦上的霉病以及苹果上的灰霉病具有杀真菌活性。
农业实践经验已经表明在有害真菌的防治中重复和单独施用单一活性化合物在许多情况下导致对所述活性化合物已产生了天然或适应性的抗药性的那些真菌菌株的快速选择。因而不能再用所述活性化合物有效防治这些真菌。
为了降低抗药性真菌菌株的选择危险,现在通常采用不同活性化合物的混合物来防治有害真菌。通过组合具有不同作用机理的活性化合物,可以确保较长时间的成功防治。
为了进行有效抗药性管理和以尽量低的施用率对植物病原性有害真菌进行有效防治,本发明的目的是提供在施用的活性化合物总量降低下对有害真菌具有改进活性的混合物(协同增效混合物)。
因此发现了开头所定义的混合物。此外,我们发现与施用各单一化合物可能达到的效果相比,同时,即联合或分开施用化合物I和II和化合物III之一或者依次施用化合物I和II和化合物III之一能够更好地防治有害真菌。
本发明优选提供了化合物I与唑菌胺酯II-1和化合物III的混合物。它们对于防治选自卵菌纲(Oomycetes)的有害真菌特别有利。
此外,本发明优选提供了化合物I与肟醚菌胺II-2和化合物III的混合物。它们对于防治选自子囊菌纲(Ascomycetes)、半知菌纲(Deuteromycetes)和担子菌纲(Basidiomycetes)的稻病原性有害真菌特别有利。
此外,化合物I和II和化合物III的上述混合物或同时,即联合或分开使用的化合物I、II和化合物III对宽范围的植物病原性真菌,尤其是选自子囊菌纲(Ascomycetes)、半知菌纲(Deuteromycetes)、卵菌纲(Oomycetes)和担子菌纲(Basidiomycetes)的真菌高度有效。它们中的一些内吸起作用并且可以作为叶面杀真菌剂、拌种杀真菌剂和土壤作用杀真菌剂用于作物保护中。
它们对在各种栽培植物如香蕉、棉花、蔬菜品种(例如黄瓜、豆类和葫芦科植物)、大麦、禾草、燕麦、咖啡、土豆、玉米、水果品种、稻、黑麦、大豆、西红柿、葡萄藤、小麦、观赏植物、甘蔗和大量种子中防治众多真菌尤其重要。
它们尤其适于防治下列植物病原性真菌:禾谷类中的禾白粉菌(Blumeria graminis)(白粉病),葫芦科植物上的二孢白粉菌(Erysiphecichoracearum)和单丝壳白粉菌(Sphaerotheca fuliginea),苹果上的苹果白粉病菌(Podosphaera leucotricha),葡萄藤上的葡萄钩丝壳(Uncinulanecator),禾谷类上的柄锈菌(Puccinia)属,棉花、稻和草坪上的丝核菌(Rhizoctonia)属,禾谷类和甘蔗上的黑粉菌(Ustilago)属,苹果上的黑星病菌(Venturia inaequalis),禾谷类、稻和草坪中的平脐蠕孢(Bipolaris)属和内脐蠕孢(Drechslera)属,小麦上的壳针孢属(Septoria),草莓、蔬菜、观赏植物和葡萄藤上的灰葡萄孢(Botrytis cinerea),香蕉、花生和禾谷类上的球腔菌(Mycosphaerella)属,小麦和大麦上的眼斑病菌(Pseudocercosporellaherpotrichoides),稻上的稻瘟病菌(Pyricularia oryzae),大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和层锈层假尾孢菌(P.Meibomiae),土豆和西红柿上的致病疫霉(Phytophthora infestans),葫芦科植物和啤酒花上的假霜霉(Pseudoperonospora)属,葡萄藤上的葡萄生单轴霉(Plasmoparaviticola),蔬菜和水果上的链格孢(Alternaria)属,以及链孢霉(Fusarium)属和轮枝孢(Verticillium)属。
它们还可用于保护材料(如保护木材)以例如防治拟青霉(Paecilomycesvariotii)。
化合物I和II与化合物III可以同时,即联合或分开施用,或依次施用,在分开施用的情况下,施用顺序通常对防治措施的结果没有任何影响。
在本发明混合物中合适的杀真菌活性化合物III尤其为选自如下的杀真菌剂:
·酰基丙氨酸类,例如苯霜灵(benalaxyl)、甲霜灵(metalaxyl)、甲呋酰胺(ofurace)、霜灵(oxadixyl),
·胺衍生物,例如4-十二烷基-2,6-二甲基吗啉(aldimorph)、多果定(dodine)、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、苯锈啶(fenpropidin)、双胍盐(guazatine)、双胍辛醋酸盐(iminoctadine)、螺茂胺(spiroxamine)、克啉菌(tridemorph),
·苯胺基嘧啶类,例如二甲嘧菌胺(pyrimethanil)、嘧菌胺(mepanipyrim)或环丙嘧啶(cyprodinil),
·抗菌素,例如放线菌酮(cycloheximid)、灰黄霉素(griseofulvin)、春雷素(kasugamycin)、多马霉素(natamycin)、多氧霉素(polyoxin)或链霉素(streptomycin),
·唑类,例如双苯***醇(bitertanol)、糠菌唑(bromoconazole)、环唑醇(cyproconazole)、醚唑(difenoconazole)、烯唑醇(dinitroconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、烯菌灵(imazalil)、环戊唑醇(ipconazole)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙氯灵(prochloraz)、丙硫菌唑(prothioconazole)、硅氟唑(simeconazole)、戊唑醇(tebuconazole)、氟醚唑(tetraconazole)、***酮(triadimefon)、唑菌醇(triadimenol)、氟菌唑(triflumizol)、戊叉唑菌(triticonazole),
·二羧酰亚胺类,如异丙定(iprodione)、甲菌利(myclozolin)、杀菌利(procymidone)、烯菌酮(vinclozolin),
·二硫代氨基甲酸盐类,如福美铁(ferbam)、代森钠(nabam)、代森锰(maneb)、代森锰锌(mancozeb)、威百亩(metam)、代森联(metiram)、甲基代森锌(propineb)、福代锌(polycarbamate)、福美双(thiram)、福美锌(ziram)、代森锌(zineb),
·杂环化合物,如敌菌灵(anilazine)、苯菌灵(benomyl)、啶酰菌胺(boscalid)、多菌灵(carbendazim)、萎锈灵(carboxin)、氧化萎锈灵(oxycarboxin)、氰霜唑(cyazofamid)、棉隆(dazomet)、二噻农(dithianon)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异嘧菌醇(fenarimol)、麦穗宁(fuberidazole)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、稻瘟灵(isoprothiolane)、丙氧灭绣胺(mepronil)、氟苯嘧啶醇(nuarimol)、picobenzamid、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、啶斑肟(pyrifenox)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、硅噻菌胺(silthiofam)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamide)、甲基托布津(thiophanate-methyl)、噻酰菌胺(tiadinil)、三环唑(tricyclazole)、嗪氨灵(triforine),
·铜杀真菌剂,如波尔多液(Bordeaux混合物)、醋酸铜、王铜、碱式硫酸铜,
·硝基苯基衍生物,如乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton)、异丙消(nitrophthal-isopropyl),
·苯基吡咯类,如拌种咯(fenpiclonil)或氟菌(fludioxonil),
·硫,
·其它杀真菌剂,如噻二唑素(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、氯环丙酰胺(carpropamid)、百菌清(chlorothalonil)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、哒菌清(diclomezin)、双氯氰菌胺(diclocymet)、乙霉威(diethofencarb)、克瘟散(edifenphos)、噻唑菌胺(ethaboxam)、环酰菌胺(fenhexamid)、薯瘟锡(fentin acetate)、氰菌胺(fenoxanil)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、亚磷酸、藻菌磷(fosetyl)、乙膦铝(fosetyl-aluminum)、异丙菌胺(iprovalicarb)、六氯苯(hexachlorobenzene)、苯菌酮(metrafenon)、戊菌隆(pencycuron)、吡噻菌胺(penthiopyrad)、百维灵(propamocarb)、四氯苯酞(phthalide)、甲基立枯磷(tolclofos-methyl)、五氯硝基苯(quintozene)、苯酰菌胺(zoxamid),
·嗜球果伞素类,如腈嘧菌酯(azoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin).唑菌胺酯(pyraclostrobin)或肟菌酯(trifloxystrobin),
·次磺酸衍生物,如敌菌丹(captafol)、克菌丹(captan)、抑菌灵(dichlofluanid)、灭菌丹(folpet)、对甲抑菌灵(tolylfluanid),
·肉桂酰胺及类似化合物,如烯酰吗啉(dimethomorph)、氟联苯菌(flumetover)或氟吗啉(flumorph)。
上述活性化合物III、其制备及其对有害真菌的作用通常是已知的(参见
http://www.hclrss.demon.co.uk/index.html);它们可以市购:苯霜灵,N-(苯基乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(DE 29 03 612);甲霜灵,N-(甲氧乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(GB 15 00 581);甲呋酰胺,(RS)-α-(2-氯-N-2,6-二甲苯基乙酰胺基)-γ-丁内酯[CAS RN58810-48-3];
霜灵,N-(2,6-二甲基苯基)-2-甲氧基-N-(2-氧代-3-唑烷基)乙酰胺(GB20 58 059);
4-十二烷基-2,6-二甲基吗啉(aldimorph),“4-烷基-2,5(或2,6)-二甲基吗啉”,包含65-75%2,6-二甲基吗啉和25-35%2,5-二甲基吗啉,包含大于85%的4-十二烷基-2,5(或2,6)-二甲基吗啉,其中“烷基”还包括辛基、癸基、十四烷基和十六烷基,其中顺式/反式比为1∶1[CAS RN 91315-15-0];
多果定,1-十二烷基胍乙酸盐(Plant Dis.Rep.,第41卷,第1029页(1957));吗菌灵,4-环十二烷基-2,6-二甲基吗啉(DE 1198125);
丁苯吗啉,(RS)-顺式-4-[3-(4-叔丁基苯基)-2-甲基丙基]-2,6-二甲基吗啉(DE27 52 096);
苯锈啶,(RS)-1-[3-(4-叔丁基苯基)-2-甲基丙基]哌啶(DE 27 52 096);
双胍盐,由工业级亚氨基二(八亚甲基)二胺的胺化得到的反应产物混合物,包含各种胍和多胺[CAS RN 108173-90-6];
双胍辛醋酸盐,1,1’-亚氨基二(八亚甲基)双胍(Congr.Plant Pathol.,1.,第27页(1968));
螺茂胺,(8-叔丁基-1,4-二氧杂螺[4.5]癸-2-基)二乙基胺(EP-A 281 842);
克啉菌,2,6-二甲基-4-十三烷基吗啉(DE 11 64 152);
二甲嘧菌胺,4,6-二甲基嘧啶-2-基苯基胺(DD-A 151 404);
嘧菌胺,(4-甲基-6-丙-1-炔基嘧啶-2-基)苯基胺(EP-A 224 339);
环丙嘧啶,(4-环丙基-6-甲基嘧啶-2-基)苯基胺(EP-A 310 550);
放线菌酮,4-{(2R)-2-[(1S,3S,5S)-3,5-二甲基-2-氧代环己基]-2-羟基乙基}哌啶-2,6-二酮[CAS RN 66-81-9];
灰黄霉素,7-氯-2’,4,6-三甲氧基-6’-甲基螺[苯并呋喃-2(3H),1’-环己-2’-烯]-3,4’-二酮[CAS RN 126-07-8];
春雷素,3-O-[2-氨基-4-[(羧基亚氨基甲基)氨基]-2,3,4,6-四脱氧-α-D-***-吡喃己糖基]-D-手性肌醇[CAS RN 6980-18-3];
多马霉素,(8E,14E,16E,18E,20E)-(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22-(3-氨基-3,6-二脱氧-β-D-吡喃甘露糖基氧基)-1,3,26-三羟基-12-甲基-10-氧代-6,11,28-三氧杂三环[22.3.1.05,7]二十八碳-8,14,16,18,20-五烯-25-甲酸[CAS RN 7681-93-8];
多氧霉素,5-(2-氨基-5-O-氨基甲酰基-2-脱氧-L-木质酰胺基)-1-(5-羧基-1,2,3,4-四氢-2,4-二氧代嘧啶-1-基)-1,5-二脱氧-β-D-呋喃阿洛糖醛酸[CASRN 22976-86-9];
链霉素,1,1’-{1-L-(1,3,5/2,4,6)-4-[5-脱氧-2-O-(2-脱氧-2-甲基氨基-α-L-吡喃葡糖基)-3-C-甲酰基-α-L-呋喃来苏糖基氧基]-2,5,6-三羟基环己-1,3-亚基}双胍(J.Am.Chem.Soc.第69,第1234页(1947));
双苯***醇,β-([1,1’-联苯]-4-基氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-***-1-乙醇(DE 23 24 020),
糠菌唑,1-[[4-溴-2-(2,4-二氯苯基)四氢-2-呋喃基]甲基]-1H-1,2,4-***(Proc.1990 Br.Crop.Prot.Conf.-Pests Dis.第1卷,第459页);
环唑醇,2-(4-氯苯基)-3-环丙基-1-[1,2,4]***-1-基丁-2-醇(US 4 664 696);
醚唑,1-{2-[2-氯-4-(4-氯苯氧基)苯基]-4-甲基-[1,3]二氧戊环-2-基甲基}-1H-[1,2,4]***(GB-A 2 098 607);
烯唑醇,(βE)-β-[(2,4-二氯苯基)亚甲基]-α-(1,1-二甲基乙基)-1H-1,2,4-***-1-乙醇(Noyaku Kagaku,1983,第8卷,第575页);
烯菌灵(抑霉唑),1-[2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基]-1H-咪唑(Fruits,1973,第28卷,第545页);
氧唑菌,(2RS,3SR)-1-[3-(2-氯苯基)-2,3-环氧-2-(4-氟苯基)丙基]-1H-1,2,4-***(EP-A 196 038);
腈苯唑,α-[2-(4-氯苯基)乙基]-α-苯基-1H-1,2,4-***-1-丙腈(Proc.1988 Br.Crop Prot.Conf.-Pests Dis.,第1卷,第33页);
喹唑菌酮,3-(2,4-二氯苯基)-6-氟-2-[1,2,4]***-1-基-3H-喹唑啉-4-酮(Proc.Br.Crop Prot.Conf.-Pests Dis.,5-3,411(1992));
氟硅唑,1-{[二(4-氟苯基)甲基硅烷基]甲基}-1H-[1,2,4]***(Proc.Br.CropProt.Conf.-Pests Dis.,1,413(1984));
粉唑醇,α-(2-氟苯基)-α-(4-氟苯基)-1H-1,2,4-***-1-乙醇(EP 15 756);
己唑醇,2-(2,4-二氯苯基)-1-[1,2,4]***-1-基己-2-醇(CAS RN 79983-71-4);
环戊唑醇,2-[(4-氯苯基)甲基]-5-(1-甲基乙基)-1-(1H-1,2,4-***-1-基甲基)环戊醇(EP 267 778),
环戊唑菌,5-(4-氯苄基)-2,2-二甲基-1-[1,2,4]***-1-基甲基环戊醇(GB 857383);
腈菌唑,2-(4-氯苯基)-2-[1,2,4]***-1-基甲基戊腈(CAS RN 88671-89-0);
戊菌唑,1-[2-(2,4-二氯苯基)戊基]-1H-[1,2,4]***(Pesticide Manual,第12版(2000),第712页);
丙环唑,1-[[2-(2,4-二氯苯基)-4-丙基-1,3-二氧戊环-2-基]甲基]-1H-1,2,4-***(BE 835 579);
丙氯灵,N-(丙基-[2-(2,4,6-三氯苯氧基)乙基])咪唑-1-甲酰胺(US 3 991 071);
丙硫菌唑,2-[2-(1-氯环丙基)-3-(2-氯苯基)-2-羟基丙基]-2,4-二氢-[1,2,4]***-3-硫酮(WO 96/16048);
硅氟唑,α-(4-氟苯基)-α-[(三甲基甲硅烷基)甲基]-1H-1,2,4-***-1-乙醇[CAS RN 149508-90-7],
戊唑醇,1-(4-氯苯基)-4,4-二甲基-3-[1,2,4]***-1-基甲基戊-3-醇(EP-A 40345);
氟醚唑,1-[2-(2,4-二氯苯基)-3-(1,1,2,2-四氟乙氧基)丙基]-1H-1,2,4-***(EP234 242);
***酮,1-(4-氯苯氧基)-3,3-二甲基-1-(1H-1,2,4-***-1-基)-2-丁酮(BE 793867);
唑菌醇,β-(4-氯苯氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-***-1-乙醇(DE 23 24010);
氟菌唑,(4-氯-2-三氟甲基苯基)-(2-丙氧基-1-[1,2,4]***-1-基亚乙基)胺(JP-A 79/119 462);
戊叉唑菌,(5E)-5-[(4-氯苯基)亚甲基]-2,2-二甲基-1-(1H-1,2,4-***-1-基甲基)环戊醇(FR 26 41 277);
异丙定,N-异丙基-3-(3,5-二氯苯基)-2,4-二氧代咪唑烷-1-甲酰胺(GB 13 12536);
甲菌利,(RS)-3-(3,5-二氯苯基)-5-甲氧基甲基-5-甲基-1,3-唑烷-2,4-二酮[CAS RN 54864-61-8];
杀菌利,N-(3,5-二氯苯基)-1,2-二甲基环丙烷-1,2-二甲酰亚胺(US 3 903090);
烯菌酮,3-(3,5-二氯苯基)-5-甲基-5-乙烯基唑烷-2,4-二酮(DE-A22 07 576);
福美铁,二甲基二硫代氨基甲酸铁(3+)(US 1 972 961);
代森钠,亚乙基二(二硫代氨基甲酸)二钠(US 2 317 765);
代森锰,亚乙基二(二硫代氨基甲酸)锰(US 2 504 404);
代森锰锌,亚乙基二(二硫代氨基甲酸)锰与锌盐聚合物配合物(GB996 264);
威百亩,甲基二硫代氨基甲酸(US 2 791 605);
代森联,亚乙基二(二硫代氨基甲酸)锌氨合物(US 3 248 400);
甲基代森锌,亚丙基二(二硫代氨基甲酸)锌聚合物(BE 611 960);
福代锌,二(二甲基二硫代氨基甲酸根合-κS,κS’)[μ-[[1,2-亚乙基二[二硫代氨基甲酸根合-κS,κS’]](2-)]]二[锌][CAS RN 64440-88-6];
福美双,二(二甲基硫代氨基甲酰基)二硫化物(DE 642 532);
福美锌,二甲基二硫代氨基甲酸盐[CAS RN 137-30-4];
代森锌,亚乙基二(二硫代氨基甲酸)锌(US 2 457 674);
敌菌灵,4,6-二氯-N-(2-氯苯基)-1,3,5-三嗪-2-胺(US 2 720 480);
苯菌灵,N-丁基-2-乙酰氨基苯并咪唑-1-甲酰胺(US 3 631 176);
啶酰菌胺,2-氯-N-(4’-氯联苯-2-基)烟酰胺(EP-A 545 099);
多菌灵,(1H-苯并咪唑-2-基)氨基甲酸甲酯(US 3 657 443);
萎锈灵,5,6-二氢-2-甲基-N-苯基-1,4-氧硫杂环己二烯-3-甲酰胺(US 3 249499);
氧化萎锈灵,5,6-二氢-2-甲基-1,4-氧硫杂环己二烯-3-甲酰苯胺4,4-二氧化物(US 3 399 214);
氰霜唑,4-氯-2-氰基-N,N-二甲基-5-(4-甲基苯基)-1H-咪唑-1-磺酰胺(CASRN 120116-88-3);
棉隆,3,5-二甲基-1,3,5-噻二嗪烷-2-硫酮(Bull.Soc.Chim.Fr.,第15卷,第891页(1897));
二噻农,5,10-二氧代-5,10-二氢萘并[2,3-b][1,4]二噻英-2,3-二甲腈(GB857 383);
唑酮菌,(RS)-3-苯胺基-5-甲基-5-(4-苯氧基苯基)-1,3-唑烷-2,4-二酮[CAS RN 131807-57-3];
咪唑菌酮,(S)-1-苯胺基-4-甲基-2-甲硫基-4-苯基咪唑啉-5-酮[CAS RN161326-34-7];
异嘧菌醇,α-(2-氯苯基)-α-(4-氯苯基)-5-嘧啶甲醇(GB 12 18 623);
麦穗宁,2-(2-呋喃基)-1H-苯并咪唑(DE 12 09 799);
氟酰胺,α,α,α-三氟-3’-异丙氧基-邻甲苯甲酰苯胺(JP 1104514);
呋吡唑灵,5-氯-N-(1,3-二氢-1,1,3-三甲基-4-异苯并呋喃基)-1,3-二甲基-1H-吡唑-4-甲酰胺[CAS RN 123572-88-3];
稻瘟灵,1,3-二硫戊环-2-亚基丙二酸二异丙基酯(Proc.Insectic.Fungic.Conf.8.,第2卷,第715页(1975));
丙氧灭绣胺,3’-异丙氧基-邻甲苯甲酰苯胺(US 3 937 840);
氟苯嘧啶醇,α-(2-氯苯基)-α-(4-氟苯基)-5-嘧啶甲醇(GB 12 18 623);
氟吡菌胺[fluopicolide(picobenzamid)],2,6-二氯-N-(3-氯-5-三氟甲基吡啶-2-基甲基)苯甲酰胺(WO 99/42447);
噻菌灵,3-烯丙氧基-1,2-苯并噻唑1,1-二氧化物(Agric.Biol.Chem.,第37卷,第737页(1973));
丙氧喹啉,6-碘-2-丙氧基-3-丙基喹唑啉-4(3H)-酮(WO 97/48684);
啶斑肟,2’,4’-二氯-2-(3-吡啶基)苯乙酮(EZ)-O-甲基肟(EP 49 854);
咯喹酮,1,2,5,6-四氢吡咯并[3,2,1-ij]喹啉-4-酮(GB 139 43 373)
喹氧灵,5,7-二氯-4-(4-氟苯氧基)喹啉(US 5 240 940);
硅噻菌胺,N-烯丙基-4,5-二甲基-2-(三甲基甲硅烷基)噻吩-3-甲酰胺[CASRN 175217-20-6];
涕必灵,2-(1,3-噻唑-4-基)苯并咪唑(US 3 017 415);
溴氟唑菌,2’,6’-二溴-2-甲基-4’-三氟甲氧基-4-三氟甲基-1,3-噻唑-5-甲酰苯胺[CAS RN 130000-40-7];
甲基托布津,1,2-亚苯基二(亚氨基硫代羰基)二(二甲基氨基甲酸酯)(DE-A19 30 540);
噻酰菌胺,3’-氯-4,4’-二甲基-1,2,3-噻二唑-5-甲酰苯胺[CAS RN223580-51-6];
三环唑,5-甲基-1,2,4-***并[3,4-b][1,3]苯并噻唑[CAS RN 41814-78-2];
嗪氨灵,N,N’-{哌嗪-1,4-亚基二[(三氯甲基)亚甲基]}二甲酰胺(DE19 01 421);
波尔多液,CuSO4×3Cu(OH)2×3CaSO4的混合物[CAS RN 8011-63-0]醋酸铜,Cu(OCOCH3)2[CAS RN 8011-63-0];
王铜,Cu2Cl(OH)3[CAS RN 1332-40-7];
碱式硫酸铜,CuSO4[CAS RN 1344-73-6];
乐杀螨,3-甲基巴豆酸(RS)-2-仲丁基-4,6-二硝基苯基酯[CAS RN485-31-4];
敌螨普,巴豆酸2,6-二硝基-4-辛基苯基酯和巴豆酸2,4-二硝基-6-辛基苯基酯的混合物,其中“辛基”为1-甲基庚基、1-乙基己基和1-丙基戊基的混合物(US 2 526 660);
敌螨通,碳酸(RS)-2-仲丁基-4,6-二硝基苯基·异丙基酯[CAS RN 973-21-7];异丙消,5-硝基间苯二甲酸二异丙基酯(Proc.Br.Insectic.Fungic.Conf.7.,第2卷,第673页(1973));
拌种咯,4-(2,3-二氯苯基)-1H-吡咯-3-甲腈(Proc.1988 Br.Crop Prot.Conf.-Pests Dis.,第1卷,第65页);
氟菌,4-(2,2-二氟苯并[1,3]二氧杂环戊烯-4-基)-1H-吡咯-3-甲腈(ThePesticide Manual,publ.The British Crop Protection Council,第10版(1995),第482页);
噻二唑素,1,2,3-苯并噻二唑-7-硫代甲酸甲酯[CAS RN 135158-54-2];
苯噻菌胺,{(S)-1-[(1R)-1-(6-氟苯并噻唑-2-基)乙基氨基甲酰基]-2-甲基丙基}氨基甲酸异丙酯(JP-A 09/323 984);
氯环丙酰胺,2,2-二氯-N-[1-(4-氯苯基)乙基]-1-乙基-3-甲基环丙烷甲酰胺[CAS RN 104030-54-8];
百菌清,2,4,5,6-四氯间苯二甲腈(US 3 290 353);
环氟菌胺,(Z)-N-[α(环丙基甲氧亚氨基)-2,3-二氟-6-(三氟甲基)苄基]-2-苯基乙酰胺(WO 96/19442);
清菌脲,1-(2-氰基-2-甲氧亚氨基乙酰基)-3-乙基脲(US 3 957 847);
哒菌清,6-(3,5-二氯苯基对甲苯基)哒嗪-3(2H)-酮(US 4 052 395)
双氯氰菌胺,(RS)-2-氰基-N-[(R)-1-(2,4-二氯苯基)乙基]-3,3-二甲基丁酰胺[CAS RN 139920-32-4];
乙霉威,3,4-二乙氧基苯胺基甲酸异丙基酯(EP 78 663);
克瘟散,二硫代膦酸O-乙基S,S-二苯基酯(DE 14 93 736)
噻唑菌胺,N-(氰基-2-噻吩基甲基)-4-乙基-2-(乙氨基)-5-噻唑甲酰胺(EP-A639 574);
环酰菌胺,N-(2,3-二氯-4-羟基苯基)-1-甲基环己烷甲酰胺(Proc.Br.CropProt.Conf.-Pests Dis.,1998,第2卷,第327页);
薯瘟锡,三苯基锡(US 3 499 086);
氰菌胺,N-(1-氰基-1,2-二甲基丙基)-2-(2,4-二氯苯氧基)丙酰胺(EP262 393);
嘧菌腙,(Z)-2’-甲基苯乙酮-4,6-二甲基嘧啶-2-基腙[CAS RN 89269-64-7];
氟啶胺,3-氯-N-[3-氯-2,6-二硝基-4-(三氟甲基)苯基]-5-(三氟甲基)-2-吡啶胺(The Pesticide Manual,publ.The British Crop Protection Council,第10版(1995),第474页);
藻菌磷,乙膦铝,膦酸乙酯(FR 22 54 276);
异丙菌胺,[(1S)-2-甲基-1-(1-对甲苯基乙基氨基甲酰基)丙基]氨基甲酸异丙酯(EP-A 472 996);
六氯苯(C.R.Seances Acad.Agric.Fr.,第31卷,第24页(1945);
苯菌酮,3’-溴-2,3,4,6’-四甲氧基-2’,6-二甲基苯乙酮(US 5 945 567);
戊菌隆,1-(4-氯苄基)-1-环戊基-3-苯基脲(DE 27 32 257);
吡噻菌胺,(RS)-N-[2-(1,3-二甲基丁基)-3-噻吩基]-1-甲基-3-(三氟甲基)-1H-吡唑-4-甲酰胺(JP 10130268);
百维灵,3-(二甲氨基)丙基氨基甲酸丙酯(DE 15 67 169);
四氯苯酞(DE 16 43 347);
甲基立枯磷,硫代膦酸O-2,6-二氯对甲苯基O,O-二甲基酯(GB 14 67 561);五氯硝基苯,五氯硝基苯(DE 682 048);
苯酰菌胺,(RS)-3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-对甲苯甲酰胺[CAS RN 156052-68-5];
腈嘧菌酯,2-{2-[6-(2-氰基-1-乙烯基戊-1,3-二烯氧基)嘧啶-4-基氧基]苯基}-3-甲氧基丙烯酸甲酯(EP 382 375),
醚菌胺,(E)-2-(甲氧亚氨基)-N-甲基-2-[α-(2,5-二甲苯氧基)-邻甲苯基]乙酰胺(EP 477 631);
烯肟菌酯,2-{2-[3-(4-氯苯基)-1-甲基亚烯丙基氨基氧基甲基]苯基}-3-甲氧基丙烯酸甲酯(EP 936 213);
氟嘧菌酯,(E)-{2-[6-(2-氯苯氧基)-5-氟嘧啶-4-基氧基]苯基}(5,6-二氢-1,4,2-二嗪-3-基)甲酮O-甲基肟(WO 97/27189);
亚胺菌,(E)-甲氧亚氨基[α-(邻甲苯氧基)-邻甲苯基]乙酸甲酯(EP 253 213);叉氨苯酰胺,(E)-2-(甲氧亚氨基)-N-甲基-2-(2-苯氧基苯基)乙酰胺(EP 398692);
肟醚菌胺,(2E)-2-(甲氧亚氨基)-2-{2-[(3E,5E,6E)-5-(甲氧亚氨基)-4,6-二甲基-2,8-二氧杂-3,7-二氮杂壬-3,6-二烯-1-基]苯基}-N-甲基乙酰胺(WO97/15552);
啶氧菌酯,3-甲氧基-2-[2-(6-三氟甲基吡啶-2-基氧基甲基)苯基]丙烯酸甲酯(EP 278 595);
唑菌胺酯,N-{2-[1-(4-氯苯基)-1H-吡唑-3-基氧基甲基]苯基}(N-甲氧基)氨基甲酸甲酯(WO 96/01256);
肟菌酯,(E)-甲氧亚氨基-{(E)-α-[1-(α,α,α-三氟-间甲苯基)亚乙基氨基氧基]-邻甲苯基}乙酸甲酯(EP 460 575);
敌菌丹,N-(1,1,2,2-四氯乙硫基)环己-4-烯-1,2-二甲酰亚胺(Phytopathology,第52卷,第754页(1962));
克菌丹,N-(三氯甲硫基)环己-4-烯-1,2-二甲酰亚胺(US 2 553 770);
抑菌灵,N-二氯一氟甲硫基-N’,N’-二甲基-N-苯基硫酰胺(DE 11 93 498);
灭菌丹,N-(三氯甲硫基)邻苯二甲酰亚胺(US 2 553 770);
对甲抑菌灵,N-二氯一氟甲硫基-N’,N’-二甲基-N-对甲苯基硫酰胺(DE11 93 498);
烯酰吗啉,3-(4-氯苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基丙烯酮(EP 120321);
氟联苯菌,2-(3,4-二甲氧基苯基)-N-乙基-α,α,α-三氟-N-甲基-对甲苯甲酰胺[AGROW第243号,22(1995)];
氟吗啉,3-(4-氟苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基丙烯酮(EP 860438)。
优选化合物I和II与活性化合物III的混合物,所述活性化合物III选自上述苯胺基嘧啶类,唑类,二硫代氨基甲酸盐类,杂环化合物,次磺酸衍生物,肉桂酸衍生物或其他所述杀真菌剂,尤其是所述唑类。
特别优选化合物I和II与选自如下的活性化合物III的混合物:环丙嘧啶、氧唑菌、喹唑菌酮、环戊唑菌、丙氯灵、丙硫菌唑、戊唑醇、戊叉唑菌、代森锰锌、代森联、啶酰菌胺、二噻农、百菌清、苯菌酮、百维灵、灭菌丹和烯酰吗啉。
在本发明混合物的一个实施方案中,向化合物II和III中加入另一杀真菌剂IV。合适的组分IV是上述活性化合物III。
优选化合物I和II与一种组分III的混合物。
化合物I、II和III通常以100∶1∶5-1∶100∶20,优选20∶1∶1-1∶20∶20至1∶20∶1-20∶1∶20,尤其是10∶1∶1-1∶10∶10至1∶10∶1-10∶1∶10的重量比施用。
需要的话,组分IV以20∶1-1∶20的比例加入化合物I、II和III的混合物中。
取决于化合物的种类和所需效果,本发明混合物的施用率为5-2500g/ha,优选5-1000g/ha,尤其是50-750g/ha。
相应地,化合物I的施用率通常为1-1000g/ha,优选10-900g/ha,尤其是20-750g/ha。
相应地,化合物II的施用率通常为1-1000g/ha,优选10-500g/ha,尤其是40-350g/ha。
相应地,化合物III的施用率通常为1-1000g/ha,优选1-500g/ha,尤其是40-350g/ha。
在种子处理中,混合物的施用率通常为1-1000g/100kg种子,优选1-200g/100kg,尤其是5-100g/100kg。
防治有害真菌的方法通过在植物播种之前或之后或在植物出苗之前或之后对种子、植物或土壤喷雾或撒粉而分开或联合施用化合物I和II和化合物III或化合物I、II和化合物III的混合物而进行。
可将本发明的混合物或化合物I、II和III转化成常规配制剂,例如溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒。使用形式取决于特定的目的;在每种情况下,应确保本发明化合物精细且均匀地分布。
配制剂以已知方式制备,例如通过将活性化合物与溶剂和/或载体混合而制备,若需要的话使用乳化剂和分散剂。适于该目的的溶剂/助剂主要为:水、芳族溶剂(如Solvesso产品、二甲苯)、石蜡(如矿物油馏分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、脂肪酸二甲基酰胺、脂肪酸及脂肪酸酯。原则上还可以使用溶剂混合物。
载体如磨碎的天然矿物(如高岭土、粘土、滑石、白垩)和磨碎的合成矿物(如高度分散的硅石、硅酸盐);乳化剂如非离子和阴离子乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)以及分散剂如木素亚硫酸盐废液和甲基纤维素。
所用的合适表面活性剂为木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐,烷基芳基磺酸盐,烷基硫酸盐,烷基磺酸盐,脂肪醇硫酸盐,脂肪酸和硫酸化脂肪醇乙二醇醚,还有磺化萘与甲醛的缩合物和萘衍生物与甲醛的缩合物,萘或萘磺酸与苯酚和甲醛的缩合物,聚氧乙烯辛基苯基醚,乙氧基化异辛基酚,辛基酚,壬基酚,烷基苯基聚乙二醇醚,三丁基苯基聚乙二醇醚,三硬脂基苯基聚乙二醇醚,烷基芳基聚醚醇,醇和脂肪醇/氧化乙烯缩合物,乙氧基化蓖麻油,聚氧乙烯烷基醚,乙氧基化聚氧丙烯,月桂醇聚乙二醇醚缩醛,山梨醇酯,木素亚硫酸盐废液和甲基纤维素。
适于制备可直接喷雾溶液、乳液、糊或油分散体的物质为中至高沸点的矿物油馏分如煤油或柴油,还有煤焦油和植物或动物来源的油,脂族、环状和芳族烃如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物,甲醇,乙醇,丙醇,丁醇,环己醇,环己酮,异佛尔酮,强极性溶剂如二甲亚砜、N-甲基吡咯烷酮和水。
粉末、撒播用材料和可撒粉产品可以通过将活性物质与固体载体混合或一起研磨来制备。
颗粒如涂敷颗粒、浸渍颗粒和均质颗粒可以通过使活性化合物与固体载体粘附而制备。固体载体实例为矿土如硅胶、硅酸盐、滑石、高岭土、活性粘土(attaclay)、石灰石、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁,磨碎的合成材料,肥料如硫酸铵、磷酸铵、硝酸铵、尿素以及植物来源的产品如谷粉、树皮粉、木粉和坚果壳粉,纤维素粉和其它固体载体。
配制剂通常包含0.01-95重量%,优选0.1-90重量%的活性化合物。活性化合物以90-100%,优选95-100%的纯度(根据NMR谱)使用。
下列为配制剂实例:
1.用水稀释的产品
A)水溶性浓缩物(SL)
将10重量份活性化合物溶于水或水溶性溶剂中。或者,加入湿润剂或其它助剂。活性化合物经水稀释溶解。
B)分散性浓缩物(DC)
将20重量份活性化合物溶于环己酮中并加入分散剂如聚乙烯基吡咯烷酮。用水稀释得到分散体。
C)乳油(EC)
将15重量份活性化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下浓度为5%)。用水稀释得到乳液。
D)乳液(EW,EO)
将40重量份活性化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下浓度为5%)。借助乳化机(Ultraturrax)将该混合物引入水中并制成均相乳液。用水稀释得到乳液。
E)悬浮液(SC,OD)
在搅拌的球磨机中,将20重量份活性化合物粉碎并加入分散剂、湿润剂和水或有机溶剂,得到细碎活性化合物悬浮液。用水稀释得到稳定的活性化合物悬浮液。
F)水分散性颗粒和水溶性颗粒(WG,SG)
将50重量份活性化合物细碎研磨并加入分散剂和湿润剂,借助工业装置(如挤出机、喷雾塔、流化床)将其制成水分散性或水溶性颗粒。用水稀释得到稳定的活性化合物分散体或溶液。
G)水分散性粉末和水溶性粉末(WP,SP)
将75重量份活性化合物在转子-定子磨机中研磨并加入分散剂、湿润剂和硅胶。用水稀释得到稳定的活性化合物分散体或溶液。
2.不经稀释而施用的产品
H)可撒粉粉末(DP)
将5重量份活性化合物细碎研磨并与95%的细碎高岭土充分混合。这得到可撒粉产品。
I)颗粒(GR,FG,GG,MG)
将0.5重量份活性化合物细碎研磨并结合95.5%载体。现行方法是挤出、喷雾干燥或流化床方法。这得到不经稀释而施用的颗粒。
J)ULV溶液(UL)
将10重量份活性化合物溶于有机溶剂如二甲苯中。这得到不经稀释而施用的产品。
活性化合物可以直接、以其配制剂形式或由其制备的使用形式(如可直接喷雾溶液、粉末、悬浮液或分散体、乳液、油分散体、糊、可撒粉产品、撒播用材料或颗粒形式),借助喷雾、雾化、撒粉、撒播或浇灌来使用。使用形式完全取决于意欲的目的;意欲在每种情况下确保本发明活性化合物的最佳可能分布。
含水使用形式可通过加入水由乳液浓缩物、糊或可湿性粉末(可喷雾粉末、油分散体)制备。为制备乳液、糊或油分散体,可借助湿润剂、增粘剂、分散剂或乳化剂将该物质直接或溶于油或溶剂中后在水中均化。然而,还可以制备由活性物质、湿润剂、增粘剂、分散剂或乳化剂以及合适的话溶剂或油组成的浓缩物且该浓缩物适于用水稀释。
即用制剂中的活性化合物浓度可在较宽范围内变化。通常为0.0001-10%,优选0.01-1%。
活性化合物也可成功用于超低容量法(ULV),其中可以施用包含超过95重量%活性化合物的配制剂,或甚至施用不含添加剂的活性化合物。
各种类型的油、湿润剂、辅助剂、除草剂、杀真菌剂、其它农药或杀菌剂都可加入活性化合物中,若合适的话,甚至恰在紧邻使用前加入(桶混合)。这些试剂通常与本发明组合物以1∶10-10∶1的重量比混合。
化合物I和II或混合物或对应的配制剂通过用杀真菌有效量的混合物,或在分开施用的情况下化合物I和II处理有害真菌或需要防治它们的植物、种子、土壤、区域、材料或空间而施用。施用可以在有害真菌侵染之前或之后进行。
化合物和混合物的杀真菌作用可以通过下列试验证实:
使用溶剂/乳化剂体积比为99∶1的丙酮和/或DMSO和乳化剂UniperolEL(基于乙氧基化烷基酚的具有乳化和分散作用的润湿剂)的混合物将活性化合物制备成10ml包含25mg活性化合物的储备溶液。然后将该混合物用水配成100ml。将该储备溶液用所述溶剂/乳化剂/水混合物稀释至下述活性化合物浓度。
应用实施例1-对由网斑病菌(Pyrenophora teres)引起的大麦网斑病的活性,1天保护性施用
将栽培品种为“Hanna”的盆栽大麦秧苗的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。喷雾涂层干燥24小时后,将试验植物用网斑病菌(Pyrenophora[同义词Drechslera]teres)—网斑病病原体的含水孢子悬浮液接种。然后将试验植物放入温度为20-24℃且相对大气湿度为95-100%的温室中。6天后以整个叶面积的侵染%肉眼测定病害的发展程度。
将肉眼测定的侵染叶面积百分数转化为效力,以相对于未处理对照的百分数表示:
使用Abbot公式按如下计算效力(E):
E=(1-α/β)·100
α对应于处理植物的真菌侵染百分数,和
β对应于未处理(对照)植物的真菌侵染百分数。
效力为0表示处理植物的侵染水平相当于未处理的对照植物;效力为100表示处理植物未受侵染。
活性化合物的混合物的预期效力使用Colby公式(Colby S.R.,“计算除草剂组合的协同增效和拮抗响应”,Weeds(杂草),15,20-22,1967)确定并与观察到的效力比较。
Colby公式:E=x+y-x·y/100
E使用浓度为a和b的活性化合物(I+II)和(III)的混合物时的预期效力,以相对于未处理对照的%表示,
x使用浓度为a的活性化合物组合(I+II)时的效力,以相对于未处理对照的%表示,
y使用浓度为b的活性化合物(III)时的效力,以相对于未处理对照的%表示。
表A-二元组合/单独的活性化合物
实施例 | 活性化合物/混合比 | 活性化合物在喷雾液中的浓度[ppm] | 效力,相对于未处理对照的% |
1 | 对照(未处理) | - | (90%侵染) |
2 | I+II.1(1∶1) | 12.5+12.56.25+6.253.1+3.11.6+1.6 | 83675644 |
3 | 丙氯灵 | 2512.5 | 00 |
表B-本发明混合物
实施例 | 活性化合物的混合物浓度混合比 | 观察的效力 | 计算的效力*) |
4 | I+II.1+丙氯灵12.5+12.5+25ppm1∶1∶2 | 94 | 83 |
5 | I+II.1+丙氯灵6.25+6.25+12.5ppm1∶1∶2 | 83 | 67 |
6 | I+II.1+丙氯灵6.25+6.25+25ppm1∶1∶4 | 89 | 67 |
7 | I+II.1+丙氯灵3.1+3.1+12.5ppm1∶1∶4 | 83 | 56 |
8 | I+II.1+丙氯灵3.1+3.1+25ppm1∶1∶8 | 89 | 56 |
9 | I+II.1+丙氯灵1.6+1.6+12.5ppm1∶1∶8 | 78 | 44 |
*)使用Colby公式计算的效力
应用实施例2-对由颖枯球腔菌(Leptosphaeria nodorum)引起的小麦颖枯病(Septoria nodorum blotch)的活性
将带有栽培品种为“Kanzler”的小麦植株的盆用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。第二天将各盆用颖枯球腔菌[Lepto-sphaeria nodorum(同义词Stagonospora nodorum,Septoria nodorum)的含水孢子悬浮液接种。然后将植株置于20℃和最大大气湿度的室中。8天后未处理但侵染的对照植株上的小麦颖枯病发展到侵染程度可以通过肉眼以百分数测定的程度。
类似于实施例1进行评价。
表C-二元组合/单独的活性化合物
实施例 | 活性化合物/混合比 | 活性化合物在喷雾液中的浓度[ppm] | 效力,相对于未处理对照的% |
10 | 对照(未处理) | - | (90%侵染) |
11 | I+II.1(1∶1) | 1.6+1.6 | 44 |
12 | 啶酰菌胺 | 12.53.11.6 | 33110 |
13 | 环戊唑菌 | 1.60.80.4 | 5600 |
14 | 氧唑菌 | 1.60.80.4 | 3300 |
表D-本发明混合物
实施例 | 活性化合物的混合物浓度混合比 | 观察的效力 | 计算的效力*) |
15 | I+II.1+啶酰菌胺1.6+1.6+1.6ppm1∶1∶1 | 67 | 44 |
16 | I+II.1+啶酰菌胺1.6+1.6+3.1ppm1∶1∶2 | 78 | 51 |
17 | I+II.1+啶酰菌胺1.6+1.6+12.5ppm1∶1∶8 | 89 | 63 |
18 | I+II.1+环戊唑菌1.6+1.6+1.6ppm | 89 | 75 |
实施例 | 活性化合物的混合物浓度混合比 | 观察的效力 | 计算的效力*) |
1∶1∶1 | |||
19 | I+II.1+环戊唑菌1.6+1.6+0.8ppm2∶2∶1 | 83 | 44 |
20 | I+II.1+环戊唑菌0.8+0.8+0.4ppm2∶2∶1 | 56 | 11 |
21 | I+II.1+氧唑菌1.6+1.6+1.6ppm1∶1∶1 | 94 | 63 |
22 | I+II.1+氧唑菌1.6+1.6+0.8ppm2∶2∶1 | 89 | 44 |
23 | I+II.1+氧唑菌0.8+0.8+0.4ppm2∶2∶1 | 33 | 11 |
*)使用Colby公式计算的效力
应用实施例3-对由对早疫链格孢(Alternaria solani)引起的西红柿早疫病的持久性,5天保护处理
将盆栽植物的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。为了测试持久性,仅在5天后将叶子用早疫链格孢在浓度为2%的生物麦芽溶液中的含水孢子悬浮液侵染,该悬浮液具有0.17×106个孢子/ml的密度。然后将植物置于温度为20-22℃的水蒸气饱和室中。再过5天之后,在未处理但侵染的对照植物上的病害已经发展到可以通过肉眼以百分数测定的程度。
类似于实施例1进行评价。
表E-二元组合/单独的活性化合物
实施例 | 活性化合物/混合比 | 活性化合物在喷雾液中的浓度[ppm] | 效力,相对于未处理对照的% |
24 | 对照(未处理) | - | (80%侵染) |
25 | I+II.1(1∶1) | 12.5+12.56.25+6.25 | 2513 |
实施例 | 活性化合物/混合比 | 活性化合物在喷雾液中的浓度[ppm] | 效力,相对于未处理对照的% |
3.1+3.1 | 0 | ||
26 | I+II.2(1∶1) | 25+25 | 13 |
27 | 啶酰菌胺 | 6.25 | 0 |
28 | 丙氯灵 | 2512.5 | 00 |
29 | 氧唑菌 | 256.253.11.60.8 | 00000 |
表F-本发明混合物
实施例 | 活性化合物的混合物浓度混合比 | 观察的效力 | 计算的效力*) |
30 | I+II.1+啶酰菌胺6.25+6.25+6.25ppm1∶1∶1 | 96 | 13 |
31 | I+II.1+啶酰菌胺3.1+3.1+6.25ppm1∶1∶2 | 63 | 0 |
32 | I+II.1+氧唑菌6.25+6.25+6.25ppm1∶1∶1 | 63 | 13 |
33 | I+II.1+氧唑菌12.5+12.5+3.1ppm4∶4∶1 | 96 | 25 |
34 | I+II.1+氧唑菌6.25+6.25+1.6ppm4∶4∶1 | 38 | 13 |
35 | I+II.1+氧唑菌12.5+12.5+1.6ppm8∶8∶1 | 81 | 25 |
36 | I+II.1+氧唑菌12.5+12.5+0.8ppm16∶16∶1 | 69 | 25 |
37 | I+II.1+丙氯灵 | 75 | 25 |
实施例 | 活性化合物的混合物浓度混合比 | 观察的效力 | 计算的效力*) |
12.5+12.5+12.5ppm1∶1∶1 | |||
48 | I+II.1+丙氯灵6.25+6.25+12.5ppm1∶1∶2 | 50 | 13 |
39 | I+II.1+丙氯灵6.25+6.25+25ppm1∶1∶4 | 81 | 13 |
40 | I+II.1+丙氯灵3.1+3.1+25ppm1∶1∶8 | 50 | 0 |
41 | I+II.2+氧唑菌25+25+25ppm1∶1∶1 | 50 | 13 |
42 | I+II.2+氧唑菌25+25+6.25ppm4∶4∶1 | 38 | 13 |
*)使用Colby公式计算的效力
结果表明由于强协同增效作用,本发明混合物在所有混合比下明显比使用Colby公式预测的更具活性。
Claims (13)
1.一种杀真菌混合物,包含协同有效量的如下组分:
1)式I的***并嘧啶衍生物:
和
2)选自如下化合物的嗜球果伞素衍生物II:
唑菌胺酯II-1
和肟醚菌胺II-2
和
3)选自如下的杀真菌活性化合物III:酰基丙氨酸类,胺衍生物,苯胺基嘧啶类,抗菌素,唑类,二羧酰亚胺类,二硫代氨基甲酸盐类,铜杀真菌剂,硝基苯基衍生物,苯基吡咯类,次磺酸衍生物,肉桂酰胺及类似化合物以及敌菌灵、苯菌灵、啶酰菌胺、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、棉隆、二噻农、唑酮菌、咪唑菌酮、异嘧菌醇、麦穗宁、氟酰胺、呋吡唑灵、稻瘟灵、丙氧灭绣胺、氟苯嘧啶醇、picobenzamid、噻菌灵、丙氧喹啉、啶斑肟、咯喹酮、喹氧灵、硅噻菌胺、涕必灵、溴氟唑菌、甲基托布津、噻酰菌胺、三环唑、嗪氨灵、硫、噻二唑素、苯噻菌胺、氯环丙酰胺、百菌清、环氟菌胺、清菌脲、棉隆、哒菌清、双氯氰菌胺、乙霉威、克瘟散、噻唑菌胺、环酰、胺、薯瘟锡、氰菌胺、嘧菌腙、氟啶胺、亚磷酸、藻菌磷、乙膦铝、异丙菌胺、六氯苯、苯菌酮、戊菌隆、吡噻菌胺、百维灵、四氯苯酞、甲基立枯磷、五氯硝基苯和苯酰菌胺。
2.根据权利要求1的杀真菌混合物,以100∶1∶5-1∶100∶20的重量比包含式I、II和III化合物。
3.根据权利要求1或2的杀真菌混合物,包含作为嗜球果伞素衍生物II的唑菌胺酯II-1。
4.根据权利要求1或2的杀真菌混合物,包含作为嗜球果伞素衍生物II的肟醚菌胺II-2。
5.根据前述权利要求中任一项的杀真菌混合物,包含作为杀真菌活性化合物III的选自如下的化合物:双苯***醇、糠菌唑、环唑醇、醚唑、烯唑醇、氧唑菌、腈苯唑、喹唑菌酮、氟硅唑、粉唑醇、己唑醇、烯菌灵、环戊唑醇、环戊唑菌、腈菌唑、戊菌唑、丙环唑、丙氯灵、丙硫菌唑、硅氟唑、戊唑醇、氟醚唑、***酮、唑菌醇、氟菌唑和戊叉唑菌。
6.根据权利要求1-4中任一项的杀真菌混合物,包含作为杀真菌活性化合物III的选自如下的化合物:环丙嘧啶、氧唑菌、喹唑菌酮、环戊唑菌、丙氯灵、丙硫菌唑、戊唑醇、戊叉唑菌、代森锰锌、代森联、啶酰菌胺、二噻农、百菌清、苯菌酮、百维灵、灭菌丹和烯酰吗啉。
7.一种杀真菌组合物,包含固体或液体载体和根据前述权利要求中任一项的混合物。
8.一种防治有害真菌的方法,该方法包括用有效量的根据权利要求1的化合物I、II和化合物III或根据权利要求7的组合物处理真菌、其栖息地或需要防止真菌侵袭的种子、土壤或植物。
9.根据权利要求8的方法,其中同时,即联合或分开,或依次施用根据权利要求1的化合物I、II和III。
10.根据权利要求8的方法,其中以5-2500g/ha的量施用根据权利要求1-4中任一项的混合物或根据权利要求7的组合物。
11.根据权利要求8或9的方法,其中以1-1000g/100kg种子的量施用根据权利要求1-4中任一项的混合物或根据权利要求7的组合物。
12.以1-1000g/100kg的量包含根据权利要求1-4中任一项的混合物的种子。
13.根据权利要求1的化合物I、II和III在制备适于防治有害真菌的组合物中的用途。
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AR049375A1 (es) | 2006-07-26 |
MA28540B1 (fr) | 2007-04-03 |
US20110136665A1 (en) | 2011-06-09 |
UA80509C2 (en) | 2007-09-25 |
JP2007537156A (ja) | 2007-12-20 |
IL177654A0 (en) | 2006-12-31 |
EA200601674A1 (ru) | 2007-04-27 |
UA80931C2 (en) | 2007-11-12 |
WO2005094583A1 (de) | 2005-10-13 |
CA2558062A1 (en) | 2005-10-13 |
BRPI0508965A (pt) | 2007-08-21 |
UY28832A1 (es) | 2005-10-31 |
KR20070004068A (ko) | 2007-01-05 |
AU2005227688A1 (en) | 2005-10-13 |
TW200601972A (en) | 2006-01-16 |
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EP1732388A1 (de) | 2006-12-20 |
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