TWI770061B - 殺真菌組成物 - Google Patents
殺真菌組成物 Download PDFInfo
- Publication number
- TWI770061B TWI770061B TW106133160A TW106133160A TWI770061B TW I770061 B TWI770061 B TW I770061B TW 106133160 A TW106133160 A TW 106133160A TW 106133160 A TW106133160 A TW 106133160A TW I770061 B TWI770061 B TW I770061B
- Authority
- TW
- Taiwan
- Prior art keywords
- methyl
- compound
- dimethyl
- alias
- isoquinoline
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 180
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 22
- 241000233866 Fungi Species 0.000 claims abstract description 22
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims description 286
- -1 aureofungin Chemical compound 0.000 claims description 91
- 201000010099 disease Diseases 0.000 claims description 53
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 53
- 150000001204 N-oxides Chemical class 0.000 claims description 44
- 150000003839 salts Chemical class 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 42
- 244000063299 Bacillus subtilis Species 0.000 claims description 40
- 235000014469 Bacillus subtilis Nutrition 0.000 claims description 40
- CCCGEKHKTPTUHJ-UHFFFAOYSA-N N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=CC2=C1C1CCC2C1=C(Cl)Cl CCCGEKHKTPTUHJ-UHFFFAOYSA-N 0.000 claims description 40
- RFHAOTPXVQNOHP-UHFFFAOYSA-N fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 claims description 31
- 229960004884 fluconazole Drugs 0.000 claims description 31
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 27
- 229910052731 fluorine Inorganic materials 0.000 claims description 27
- 239000011737 fluorine Substances 0.000 claims description 27
- 239000005869 Pyraclostrobin Substances 0.000 claims description 24
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 24
- 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 description 23
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 22
- 238000009472 formulation Methods 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 19
- 229910052801 chlorine Inorganic materials 0.000 claims description 19
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 claims description 19
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims description 18
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 16
- 239000002671 adjuvant Substances 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 14
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims description 13
- 235000007164 Oryza sativa Nutrition 0.000 claims description 12
- 235000009566 rice Nutrition 0.000 claims description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 11
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 claims description 11
- 239000010949 copper Substances 0.000 claims description 11
- 229910052802 copper Inorganic materials 0.000 claims description 11
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 claims description 11
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims description 10
- 239000005864 Sulphur Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 claims description 10
- 235000008160 pyridoxine Nutrition 0.000 claims description 10
- 239000011677 pyridoxine Substances 0.000 claims description 10
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 claims description 10
- 239000011593 sulfur Substances 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 229940011671 vitamin b6 Drugs 0.000 claims description 10
- 241000894006 Bacteria Species 0.000 claims description 9
- 239000005944 Chlorpyrifos Substances 0.000 claims description 9
- 102000007327 Protamines Human genes 0.000 claims description 9
- 108010007568 Protamines Proteins 0.000 claims description 9
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- 229940048914 protamine Drugs 0.000 claims description 9
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 claims description 9
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 9
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 8
- 239000005946 Cypermethrin Substances 0.000 claims description 8
- 239000005947 Dimethoate Substances 0.000 claims description 8
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 claims description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 8
- 230000000895 acaricidal effect Effects 0.000 claims description 8
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 8
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims description 8
- 229960005424 cypermethrin Drugs 0.000 claims description 8
- 239000000417 fungicide Substances 0.000 claims description 8
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 8
- XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 claims description 8
- MGNFYQILYYYUBS-UHFFFAOYSA-N 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1CCCCC1 MGNFYQILYYYUBS-UHFFFAOYSA-N 0.000 claims description 7
- 239000000642 acaricide Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 claims description 7
- KGVPNLBXJKTABS-UHFFFAOYSA-N hymexazol Chemical compound CC1=CC(O)=NO1 KGVPNLBXJKTABS-UHFFFAOYSA-N 0.000 claims description 7
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002917 insecticide Substances 0.000 claims description 7
- LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 claims description 7
- FBQQHUGEACOBDN-UHFFFAOYSA-N quinomethionate Chemical compound N1=C2SC(=O)SC2=NC2=CC(C)=CC=C21 FBQQHUGEACOBDN-UHFFFAOYSA-N 0.000 claims description 7
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 claims description 6
- 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 6
- 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 6
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 claims description 6
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 claims description 6
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims description 6
- ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 claims description 6
- 229940123208 Biguanide Drugs 0.000 claims description 6
- JFLRKDZMHNBDQS-UCQUSYKYSA-N CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C.CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3C2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C Chemical compound CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C.CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3C2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C JFLRKDZMHNBDQS-UCQUSYKYSA-N 0.000 claims description 6
- 239000005892 Deltamethrin Substances 0.000 claims description 6
- 239000005777 Fenpropidin Substances 0.000 claims description 6
- 239000005899 Fipronil Substances 0.000 claims description 6
- 239000005940 Thiacloprid Substances 0.000 claims description 6
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 claims description 6
- DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 claims description 6
- PSOVNZZNOMJUBI-UHFFFAOYSA-N chlorantraniliprole Chemical compound CNC(=O)C1=CC(Cl)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl PSOVNZZNOMJUBI-UHFFFAOYSA-N 0.000 claims description 6
- CWFOCCVIPCEQCK-UHFFFAOYSA-N chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 claims description 6
- 229960002483 decamethrin Drugs 0.000 claims description 6
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 claims description 6
- 229940013764 fipronil Drugs 0.000 claims description 6
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical compound COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 claims description 6
- 229930002897 methoprene Natural products 0.000 claims description 6
- 229950003442 methoprene Drugs 0.000 claims description 6
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 6
- 229940102396 methyl bromide Drugs 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 229940080817 rotenone Drugs 0.000 claims description 6
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 claims description 6
- 239000004308 thiabendazole Substances 0.000 claims description 6
- 235000010296 thiabendazole Nutrition 0.000 claims description 6
- 229960004546 thiabendazole Drugs 0.000 claims description 6
- AGMMRUPNXPWLGF-AATRIKPKSA-N (2,3,5,6-tetrafluoro-4-methylphenyl)methyl 2,2-dimethyl-3-[(e)-prop-1-enyl]cyclopropane-1-carboxylate Chemical compound CC1(C)C(/C=C/C)C1C(=O)OCC1=C(F)C(F)=C(C)C(F)=C1F AGMMRUPNXPWLGF-AATRIKPKSA-N 0.000 claims description 5
- PWWPULQZEAPTTB-UHFFFAOYSA-N (4-phenoxyphenyl)methyl 2-amino-6-methylpyridine-3-carboxylate Chemical compound NC1=NC(C)=CC=C1C(=O)OCC(C=C1)=CC=C1OC1=CC=CC=C1 PWWPULQZEAPTTB-UHFFFAOYSA-N 0.000 claims description 5
- HQQMCLJSMWIPPH-UHFFFAOYSA-N 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,6-trifluoro-3,3-dimethylisoquinoline Chemical compound CC1=C(C)C2=C(C=C1)N(C=N2)C1=NC(C)(C)C(F)(F)C2=C1C=CC(F)=C2 HQQMCLJSMWIPPH-UHFFFAOYSA-N 0.000 claims description 5
- 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 5
- PDPWCKVFIFAQIQ-UHFFFAOYSA-N 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide Chemical compound CNC(=O)C(OC)C1=CC=CC=C1COC1=CC(C)=CC=C1C PDPWCKVFIFAQIQ-UHFFFAOYSA-N 0.000 claims description 5
- XTDZGXBTXBEZDN-UHFFFAOYSA-N 3-(difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methylpyrazole-4-carboxamide Chemical compound CC(C)C1C2CCC1C1=C2C=CC=C1NC(=O)C1=CN(C)N=C1C(F)F XTDZGXBTXBEZDN-UHFFFAOYSA-N 0.000 claims description 5
- QKLOWBGACYVYMN-UHFFFAOYSA-N 6-chloro-1-(4,5-dimethylbenzimidazol-1-yl)-4,4-difluoro-3,3-dimethylisoquinoline Chemical compound CC1=C(C)C2=C(C=C1)N(C=N2)C1=NC(C)(C)C(F)(F)C2=C1C=CC(Cl)=C2 QKLOWBGACYVYMN-UHFFFAOYSA-N 0.000 claims description 5
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- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 5
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- IUOKJNROJISWRO-UHFFFAOYSA-N N-(2-cyano-3-methylbutan-2-yl)-2-(2,4-dichlorophenoxy)propanamide Chemical compound CC(C)C(C)(C#N)NC(=O)C(C)OC1=CC=C(Cl)C=C1Cl IUOKJNROJISWRO-UHFFFAOYSA-N 0.000 claims description 5
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 claims description 5
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- CJJOSEISRRTUQB-UHFFFAOYSA-N azinphos-methyl Chemical group C1=CC=C2C(=O)N(CSP(=S)(OC)OC)N=NC2=C1 CJJOSEISRRTUQB-UHFFFAOYSA-N 0.000 claims description 5
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims description 5
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 claims description 5
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims description 5
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 claims description 5
- 239000011575 calcium Substances 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 5
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims description 5
- YXKMMRDKEKCERS-UHFFFAOYSA-N cyazofamid Chemical compound CN(C)S(=O)(=O)N1C(C#N)=NC(Cl)=C1C1=CC=C(C)C=C1 YXKMMRDKEKCERS-UHFFFAOYSA-N 0.000 claims description 5
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims description 5
- 229940019503 diflubenzuron Drugs 0.000 claims description 5
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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)
- Plural Heterocyclic Compounds (AREA)
Abstract
本文揭露了包含組分(A)和(B)之混合物的殺真菌組成物,其中組分(A)和(B)係如申請專利範圍第1項中所定義的,以及該組成物在農業或園藝學中用於控制或預防植物被致植物病的微生物,較佳的是真菌侵染之用途。
Description
本發明涉及新穎的殺真菌組成物,涉及它們在農業或園藝學中用於控制由植物病原菌(尤其是致植物病的真菌)引起的疾病之用途,並且涉及控制有用植物(尤其是水果和蔬菜)上的疾病之方法。
已經在文獻中提出某些雜二環化合物作為殺有害生物劑中的殺微生物活性成分。例如,WO 05070917揭露了被描述為可以用作殺真菌劑的雜二環化合物。另外,儘管屬於多種不同化學類別的許多殺真菌化合物和組成物已被開發或正在被開發用於在有用植物作物中作為殺真菌劑使用,但在很多方面,針對具體致植物病的真菌的作物耐受性和活性並不總能滿足農業實踐的需要。
因此,仍然存在發現如下化合物和組成物的持續需求:具有優異生物學特性的新化合物和新組成物,用於在控制或預防致植物病的真菌侵染植物中使用;例如,具有更高的生物活性、有利的活性範圍、增加的安全性、改進的物理化學特性、增加的生物降解性,或具有更寬的活性範圍、改進的作物耐受性、改進的協同作用或增強特性的組成物的化合物,或顯示反應更快速起效或具有較長持久殘留活性的組成物,或能夠減少用 於有效控制植物病原菌所需的化合物和組成物的施用量和/或降低施用率,從而實現有效的耐性管理實踐,降低環境影響並且減少操作人員的暴露之組成物。
使用包含具有不同作用模式的不同殺真菌化合物的混合物的組成物可以解決該等需要中的一些(例如藉由將具有不同活性範圍的殺真菌劑進行組合)。
其中R1係氟或甲基;R2係氟或甲基;R3係氫或氟;R4係氫、氟或氯;R5係氫、甲基或氟;或其鹽或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成: 氟唑菌醯羥胺(pydiflumetofen)、苯并烯氟菌唑(benzovindifiupyr)[1072957-71-1]、待克利(Difenoconazole)、菲克利(Hexaconazole)、亞托敏(Azoxystrobin)、護汰寧(Fludioxonil)、賽普洛(Cyprodinil)、扶吉胺(Fluazinam)、吡唑萘菌胺(Isopyrazam)、百快隆(Pyroquilon)、三賽唑(Tricyclazole)、四氯異苯腈(Chlorothalonil)、普克利(Propiconazole)、Aminopyrifen、平克座(Penconazole)、芬普福(Fenpropimorph)、苯鏽啶(Fenpropidin)、硫(Sulfur)、以及枯草芽孢桿菌解澱粉變種(bacillus subtilis var.amyloliquefaciens)菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司(Novozymes Biologicals Inc.,5400 Corporate Circle,Salem,VA 24153,U.S.A.)獲得並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
通常,組分(A)與組分(B)之重量比係從20:1至1:40,尤其是從15:1至1:30,更尤其是處於從12:1至1:25的比率,甚至更尤其是處於從10:1至1:20的比率,並且非常尤其是從5:1和1:20。
由某些根據本發明所述的混合組成物提供的益處還可以包括,尤其包括針對保護植物對抗由真菌引起的疾病的有利水平的生物活性或對於用作農用化學品活性成分的優越特性(例如,更高的生物活性、有利的活性範圍、增加的安全性、改進的物理-化學特性、或增加的生物可降解性)。
在具有化學式(I)之化合物中一種或多種可能不對稱的碳原子的存在,意味著該化合物能以光學異構物形式出現,即鏡像異構物體或非鏡像異構物的形式。在R2所附接的碳原子處的特定的取代型式表示具 有化學式(I)之化合物按(至少)兩種鏡像異構物形式發生。作為圍繞單鍵的受限的旋轉的結果,還可能存在阻轉異構物。本發明包括針對具有化學式(I)之化合物的所有那些可能的異構物形式(例如,幾何異構物)及其混合物。同樣地,化學式(I)旨在包括所有可能的互變異構物。本發明包括針對具有化學式(I)之化合物的所有可能的互變異構物形式,並且還包括外消旋化合物,即至少兩種對異構物以基本上50:50的比率的混合物。
在每種情況下,根據本發明所述的具有化學式(I)之該等化合物處於自由形式、氧化形式(如N-氧化物)或鹽形式(如農藝學上可用的鹽形式)。
N-氧化物係三級胺的氧化形式或含氮雜芳香族化合物的氧化形式。例如,A.Albini和S.Pietra於1991年在博卡拉頓(Boca Raton)CRC出版社出版的名為“Heterocyclic N-oxides[雜環N-氧化物]”一書中描述了該等N-氧化物。
針對在具有化學式(I)之化合物中取代基R1、R2、R3、R4、R5和R6的較佳的基團和值,以其任何組合,係如以下列出的。
較佳的是R1係氟,並且R2係氟;或R1係甲基,並且R2係甲基;最較佳的是R1和R2二者均係氟。
較佳的是R3係氫,並且R4係氫、氟或氯;R5係氫或甲基;R4係氫、氟或氯或此類化合物的鹽、鏡像異構物、互變異構物或N-氧化物。
最較佳的是,組分(A)係選自如在下表X中定義的化合物編號X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、 X.010以及X.011中的化合物:
較佳的是,組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺(Pydiflumetofen)、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的)。
最較佳的是,組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已 知的)。
該等組分(B)化合物在上文中是藉由在個別情況下使用的所謂的“ISO通用名”或另一種“通用名”或商標名來提及。該等組分(B)化合物係已知的,並且是商業可購的和/或可以使用本領域中已知的程式和/或在文獻中報導的程式來製備。
在根據本發明的較佳的組成物中,組分(A)係化合物編號X.001[1-(4,5-二甲基苯并咪唑-1-基)-4,4,6-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該化合物由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.002[6-氯-1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼 亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.003[6-氯-4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.004[6-氯-4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比 係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.005[4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.006[1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物 編號X.007[4,4,5-三氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.008[1-(4,5-二甲基苯并咪唑-1-基)-4,4,5-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.009[1-(4,5-二甲基苯并咪唑-1-基)-5-氟-3,3,4,4-四甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑 [1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.010[4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種較佳的組成物中,組分(A)係化合物編號X.011[5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、平克座、芬普福、苯鏽啶、硫、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街 5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的更較佳的組成物中,組分(A)係化合物編號X.001[1-(4,5-二甲基苯并咪唑-1-基)-4,4,6-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.002[6-氯-1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.003[6-氯-4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基- 異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.004[6-氯-4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.005[4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24 (可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.006[1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.007[4,4,5-三氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化 合物編號X.008[1-(4,5-二甲基苯并咪唑-1-基)-4,4,5-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.009[1-(4,5-二甲基苯并咪唑-1-基)-5-氟-3,3,4,4-四甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.010[4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽 唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的另一種更較佳的組成物中,組分(A)係化合物編號X.011[5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利、枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。
在根據本發明的最較佳的組成物中,組分(A)係化合物編號X.001[1-(4,5-二甲基苯并咪唑-1-基)-4,4,6-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化 合物編號X.002[6-氯-1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.003[6-氯-4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.004[6-氯-4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之 重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.005[4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.006[1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.007[4,4,5-三氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維 吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.008[1-(4,5-二甲基苯并咪唑-1-基)-4,4,5-三氟-3,3-二甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.009[1-(4,5-二甲基苯并咪唑-1-基)-5-氟-3,3,4,4-四甲基-異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.010[4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化 合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
在根據本發明的另一種最較佳的組成物中,組分(A)係化合物編號X.011[5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉]或其鹽、鏡像異構物、互變異構物或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從10:1至1:10。
如本文中使用的,術語“殺真菌劑”意指控制、修飾或預防真菌生長的化合物。術語“殺真菌有效量”意指能夠對真菌生長產生影響的這樣一種化合物或此類化合物的組合的量。控制或修飾的影響包括所有從自然發育的偏離,例如殺死、阻滯等,並且預防包括在植物內或上面預防真菌感染的屏障或其他防禦構造。
術語“植物”係指植物的所有有形部分,包括種子、幼苗、幼樹、根、塊莖、莖、稈、葉、和果實。
術語“植物繁殖材料”表示植物的所有生殖部分,例如植物的種子或營養性部分例如插條以及塊莖。它包括嚴格意義上的種子、以及根、果實、塊莖、球莖、根莖和植物各部分。
如在此使用的術語“場所”意指植物在其中或其上生長的地方,或栽培植物的種子被播種的地方,或者種子將要被置於土壤中的地方。它包括土壤、種子、以及幼苗,連同建立的植物。
貫穿本文,表述“組成物”代表組分(A)和(B)之不同混合物或組合(包括以上定義的實施方式),例如以單一的“摻水即用(ready-mix)”的形式,以組合的噴灑混合物(該混合物由該等單一活性成分的單獨配製物構成)(例如“桶混製劑(tank-mix)”),並且當以順序的方式(即,一個在另一個的適當短的時期之後,例如幾小時或幾天)施用時,以該等單獨活性成分的組合使用。對於實現本發明,施用組分(A)和(B)之順序並不是必要的。
根據本發明的組成物能有效地對抗引起植物病原疾病的有害微生物(例如微生物),特別是對抗致植物病的真菌和細菌。
本發明的組成物可以用於控制由擔子菌綱、子嚢菌綱、卵菌綱和/或半知菌綱、芽枝黴綱(Blastocladiomycete)、壺菌綱(Chrytidiomycete)、球囊菌綱(Glomeromycete)和/或粒毛盤菌綱(Mucoromycete)中的廣範圍的真菌性植物病原體引起的植物疾病。
該組成物有效地控制廣範圍的植物疾病,如觀賞植物、草皮、蔬菜、田地、穀類、以及水果作物的葉病原體。
該等病原體可以包括:卵菌綱,包括疫黴病,如由辣椒疫黴菌、致病疫黴菌、大豆疫黴菌、草莓疫莓菌(Phytophthora fragariae)、菸草疫黴菌(Phytophthora nicotianae)、樟疫黴(Phytophthora cinnamomi)、柑橘生疫黴(Phytophthora citricola)、柑橘褐腐疫黴(Phytophthora citrophthora)和馬鈴薯緋腐病菌(Phytophthora erythroseptica)引起的那些;腐黴病,如由瓜果腐黴菌、強雄腐黴菌(Pythium arrhenomanes)、禾生腐黴菌、畸雌腐黴菌(Pythium irregulare)和終極腐黴菌引起的那些;由霜黴目例如大蔥霜黴菌(Peronospora destructor)、白菜霜黴菌、葡萄霜黴菌、向日葵霜黴菌、黃瓜霜黴菌、白鏽菌(Albugo candida)、水稻霜黴病和萵苣霜黴菌引起的疾病;以及其他如螺殼狀絲囊黴、Labyrinthula zosterae、高梁霜指黴(Peronosclerospora sorghi)和禾生指梗黴(Sclerospora graminicola)引起的疾病;子囊菌綱,包括斑紋病、斑點病、瘟病或疫病和/或腐病,例如由如下引起的那些:格孢菌目如大蒜白斑病菌(Stemphylium solani)、台南殼多胞菌(Stagonospora tainanensis)、油橄欖環梗孢菌、玉米大斑病菌(Setosphaeria turcica)、Pyrenochaeta lycoperisici、枯葉格孢腔菌、實腐莖點黴(Phoma destructiva)、Phaeosphaeria herpotrichoides、Phaeocryptocus gaeumannii、Ophiosphaerella graminicola、小麥全蝕病(Ophiobolus graminis)、十字花科小球腔菌(Leptosphaeria maculans)、軟腐病菌(Hendersonia creberrima)、殼針孢葉枯病菌(Helminthosporium triticirepentis)、玉米大斑病菌(Setosphaeria turcica)、大豆內臍蠕孢(Drechslera glycines)、西瓜蔓枯病菌(Didymella bryoniae)、油橄欖孔雀斑病菌(Cycloconium oleagineum)、多主棒孢菌、禾旋孢腔菌、火龍果黑斑病菌(Bipolaris cactivora)、蘋果黑星病菌、圓核腔菌(Fusarium culmorum)、燕麥草核腔菌(Pyrenophora tritici-repentis)、互隔鏈格孢菌、蕓薹鏈格孢菌(Alternaria brassicicola)、茄鏈格孢菌和番茄鏈格孢菌(Alternaria tomatophila);煤炱目(Capnodiales);例如小麥殼針孢、穎枯殼針孢、大豆殼針孢(Septoria glycines)、落花生尾孢菌(Cercospora arachidicola)、大豆灰斑病菌、玉米灰斑病菌、薺白斑病菌(Cercosporella capsellae)以及麥葉白黴(Cercosporella herpotrichoides)、桃瘡痂病菌(Cladosporium carpophilum)、散生枝孢(Cladosporium effusum)、褐孢黴(Passalora fulva)、尖孢枝孢(Cladosporium oxysporum)、Dothistroma septosporum、葡萄褐斑病菌(Isariopsis clavispora)、小麥基腐病菌、甜菜葉斑病菌、柱隔孢葉斑病菌(Ramularia collo-cygni);糞殼菌目如小麥全蝕病菌、稻瘟病菌(Magnaporthe grisea)、稻梨孢、間座殼目如榛子東部枯萎病菌、Apiognomonia errabunda、Cytospora platani、大豆北方莖潰瘍病菌、毀滅性座盤孢(Discula destructiva)、草莓日規殼菌(Gnomonia fructicola)、葡萄苦腐病菌、核桃黑盤殼菌(Melanconium juglandinum)、葡萄生擬莖點菌(Phomopsis viticola)、胡桃潰瘍病菌(Sirococcus clavigignenti-juglandacearum)、幹孢盾殼椿啟介菌(Tubakia dryina)、Dicarpella spp.、蘋果樹腐爛病菌(Valsa ceratosperma);以及其他,如Actinothyrium graminis、豌豆殼二孢、黃麴黴、菸曲黴菌、構巢麯黴、番木瓜座糙孢菌、葉斑病菌(Blumeriella jaapii)、假絲酵母屬、煤炱病菌(Capnodium ramosum)、Cephaloascus spp.、麥類條斑病菌(Cephalosporium gramineum)、奇異長喙殼(Ceratocystis paradoxa)、毛殼菌屬、擬白膜盤菌(Hymenoscyphus pseudoalbidus)、球孢子菌屬、李屬柱孢黴(Cylindrosporium padi)、雙殼菌(Diplocarpon malae)、痂囊腔菌(Elsinoe ampelina)、黑附球菌、表皮癬菌屬、葡萄頂枯病、白地黴、禾穀絨座殼(Gibellina cerealis)、高粱膠尾孢(Gloeocercospora sorghi)、煤菸病菌(Gloeodes pomigena)、Gloeosporium perennans;毒麥內生真菌(Gloeotinia temulenta)、Griphospaeria corticola、利尼球梗孢(Kabatiella lini)、小孢黏束孢(Leptographium microsporum)、Leptosphaerulinia crassiasca、Lophodermium seditiosum、禾穀盤二孢菌(Marssonina graminicola)、雪黴葉枯菌、美澳型核果褐腐病菌、稻雲形病(Monographella albescens)、甜瓜黑點根腐病菌、絲環盤菌屬(Naemacyclus spp.)、新榆枯萎病菌、巴西副球孢子菌、擴展青黴、杜鵑盤多毛孢黴(Pestalotia rhododendri)、黴樣真黴屬(Petriellidium)、無柄盤菌屬、大豆莖褐腐病菌、Phyllachora pomigena、雜食動物瘤梗孢(Phymatotrichum omnivora)、隱秘囊孢菌(Physalospora abdita)、菸草囊孢殼(Plectosporium tabacinum)、馬鈴薯皮斑病菌、苜蓿假盤菌(Pseudopeziza medicaginis)、蕓薹埋核盤菌(Pyrenopeziza brassicae)、高粱座枝孢(Ramulispora sorghi)、Rhabdocline pseudotsugae、大麥雲紋病 菌(Rhynchosporium secalis)、稻帚枝桿孢(Sacrocladium oryzae)、足放線病菌屬(Scedosporium)、仁果裂盾菌、核盤菌、小核盤菌;小核菌屬、雪腐病核瑚菌(Typhula ishikariensis)、瑪麗盤雙端毛孢(Seimatosporium mariae)、Lepteutypa cupressi、Septocyta ruborum、Sphaceloma perseae、Sporonema phacidioides、千年棗眼點病菌(Stigmina palmivora)、Tapesia yallundae、梨外囊菌(Taphrina bullata)、棉花黑根腐病菌(Thielviopsis basicola)、Trichoseptoria fructigena、蠅糞病菌(Zygophiala jamaicensis);白粉病,例如由白粉菌目如小麥白粉病菌、蓼白粉病菌、葡萄鉤絲殼、黃瓜白粉病菌(Sphaerotheca fuligena)、白叉絲單囊殼、Podospaera macularis、二孢白粉菌(Golovinomyces cichoracearum)、韃靼內絲白粉菌(Leveillula taurica)、擴散叉絲殼、Oidiopsis gossypii、榛球針殼(Phyllactinia guttata)以及Oidium arachidis引起的那些;黴菌,例如由葡萄座腔菌例如小穴殼菌(Dothiorella aromatica)、連續色二孢(Diplodia seriata)、比德瓦裡球座菌(Guignardia bidwellii)、灰葡萄孢菌、大蔥孢盤菌(Botryotinia allii)、蠶豆孢盤菌(Botryotinia fabae)、扁桃殼梭菌(Fusicoccum amygdali)、龍眼焦腐病菌(Lasiodiplodia theobromae)、茶生大莖點黴(Macrophoma theicola)、菜豆殼球孢菌、葫蘆科葉點黴(Phyllosticta cucurbitacearum)引起的那些;炭疽病,例如由小叢殼(Glommerelales)如盤長孢狀刺盤孢、瓜類炭疽菌、棉花炭疽病菌、圍小叢殼、以及禾生炭疽菌引起的那些;以及枯萎病或疫病,例如由肉座菌目諸如筆直頂孢黴、紫麥角菌、黃色鐮刀菌(Gaeumannomyces graminis)、禾穀鐮刀菌、大豆猝死綜合症病菌(Fusarium virguliforme)、尖孢鐮刀菌、膠孢鐮刀菌、古巴尖孢鐮孢(Fusarium oxysporum f.sp.cubense)、Gerlachia nivale、藤倉赤黴、玉米赤黴、膠枝黴屬、疣孢漆斑菌、Nectria ramulariae、綠色木黴、粉紅聚端孢菌以及鱷梨根腐病原菌(Verticillium theobromae)引起的那些;擔子菌綱,包括黑穗病,例如由黑粉菌目諸如稻曲病菌、小麥散黑穗病菌、小麥散黑粉菌菌、玉米黑粉病菌引起的那些,銹病例如由柄鏽菌諸如Cerotelium fici、雲杉帚銹病菌(Chrysomyxa arctostaphyli)、番薯鞘鏽菌(Coleosporium ipomoeae)、咖啡駝孢鏽菌(Hemileia vastatrix)、落花生柄鏽菌、Puccinia cacabata、禾柄鏽菌、隱匿柄鏽菌、高粱柄鏽菌、大麥柄鏽菌、大麥條形柄鏽菌(Puccinia striiformis f.sp.Hordei)、小麥條形柄鏽菌(Puccinia striiformis f.sp.Secalis)、榛膨痂鏽菌(Pucciniastrum coryli);或鏽菌目諸如松皰銹病菌、美洲蘋果銹病菌(Gymnosporangium juniperi-virginianae)、楊樹葉銹病菌(Melampsora medusae)、豆薯層鏽菌(Phakopsora pachyrhizi)、短尖多胞鏽菌(Phragmidium mucronatum)、Physopella ampelosidis、變色疣雙胞鏽菌(Tranzschelia discolor)以及蠶豆單孢鏽菌(Uromyces viciae-fabae)引起的那些;以及其他腐病和疾病,例如由隱球菌屬、茶餅病菌、Marasmiellus inoderma、小菇屬、絲黑穗病菌(Sphacelotheca reiliana)、雪腐病核瑚菌(Typhula ishikariensis)、冰草條黑粉菌(Urocystis agropyri)、Itersonilia perplexans、伏革菌(Corticium invisum)、地衣狀伏革菌(Laetisaria fuciformis)、Waitea circinata、立枯絲核菌、Thanetephorus cucurmeris、大麗花葉黑粉菌(Entyloma dahliae)、Entylomella microspora、沼濕草尾孢黑粉菌(Neovossia moliniae)和小麥網腥黑穗病菌(Tilletia caries)引起的那些; 芽枝黴綱,如玉蜀黍節壺菌(Physoderma maydis);粒毛盤菌綱(Mucoromycete),如筍瓜花腐病菌(Choanephora cucurbitarum);毛黴屬;少根根黴(Rhizopus arrhizus);連同由與以上列出的那些緊密相關的其他物種和屬引起的疾病。
除了它們的殺真菌活性之外,該等組成物還可以具有針對細菌如梨火疫病菌、軟腐歐文氏菌(Erwinia caratovora)、野油菜黃單胞菌、丁香假單胞菌、馬鈴薯瘡痂病菌(Strptomyces scabies)和其他相關物種連同某些原生動物的活性。
根據本發明的組成物尤其能有效地對抗屬於以下類別的致植物病的真菌:子囊菌綱(例如黑星菌、白粉病菌、白粉菌、鏈核盤菌、球腔菌、鉤絲殼菌);擔子菌綱(例如銹病菌屬、絲核菌屬、層鏽菌屬、柄鏽菌屬、黑粉菌屬、腥黑粉菌屬);不完全菌綱(也被稱為半知菌綱;例如葡萄孢屬、長蠕孢菌、黑麥喙孢、鐮刀菌、殼針孢屬、尾孢菌、鏈格孢菌、梨孢屬以及假小尾孢屬);卵菌綱(例如疫黴菌、霜黴菌、假霜黴菌、白鏽屬、盤梗黴菌、腐黴菌、假指梗黴屬、單軸黴菌)。
其中可以使用的根據本發明的組成物的有用植物的作物包括多年生和一年生作物,如漿果植物,例如黑莓、藍莓、蔓越莓、覆盆子和草莓;穀類,例如大麥、玉蜀黍(玉米)、小米、燕麥、稻、黑麥、高粱黑小麥和小麥;纖維植物,例如棉花、亞麻、大麻、黃麻和劍麻;田地作物,例如糖和飼料甜菜、咖啡、啤酒花、芥末、油菜(卡諾拉(canola))、罌粟、甘蔗、向日葵、茶和菸草;果樹,例如蘋果、杏、鱷梨、香蕉、櫻桃、柑橘、油桃、桃、梨和李子;草,例如百慕達草、藍草、翦股穎、蜈 蚣草、羊茅、黑麥草、聖奧古斯丁草和動植物草;草藥,如羅勒、琉璃苣、香蔥、香菜、薰衣草、獨活草、薄荷、牛至、荷蘭芹、迷迭香、鼠尾草和百里香;豆類,例如黃豆、扁豆、豌豆和大豆;堅果,例如杏仁、腰果、落花生、榛子、花生、山核桃、開心果和核桃;棕櫚植物,例如油棕櫚;觀賞植物,例如花、灌木和樹;其他樹木,例如可哥、椰子、橄欖和橡膠;蔬菜,例如蘆筍、茄子、青花菜、捲心菜、胡蘿蔔、黃瓜、大蒜、萵苣、西葫蘆、甜瓜、秋葵、洋蔥、胡椒、馬鈴薯、南瓜、大黃、菠菜和番茄;和葡萄藤,例如葡萄。
作物應當被理解為係天然存在的、藉由常規的育種方法獲得或藉由基因工程獲得的那些作物。它們包括包含所謂的輸出型(output)性狀(例如改進的儲存穩定性、更高的營養價值以及改進的風味)的作物。
作物應被理解為還包括已經被賦予對除草劑(像溴草腈)或多種類別的除草劑(例如ALS-、EPSPS-、GS-、HPPD-和PPO-抑制劑)的耐受性的那些作物。藉由常規的育種方法已經賦予其對咪唑啉酮類(例如,甲氧咪草菸)的耐受性的作物的實例係Clearfield®夏季卡諾拉。藉由遺傳工程方法而被賦予了對除草劑的耐受性的作物的實例包括例如草甘膦和草丁膦抗性玉米品種,該等玉米品種在RoundupReady®、Herculex I®和LibertyLink®商標名下是可商購的。
作物還應被理解為天然地是或已經賦予對有害昆蟲的抗性的那些作物。這包括藉由使用重組DNA技術轉化從而例如能夠合成一種或多種選擇性作用毒素的植物,該等毒素例如是從如產毒素的細菌已知的。可以被表現的毒素的實例包括δ-內毒素,植物性殺昆蟲蛋白(Vip),細菌 定殖線蟲的殺昆蟲蛋白質,以及由蠍子、蛛形綱動物、黃蜂和真菌產生的毒素。
已經被修飾為表現蘇雲金芽孢桿菌毒素的作物的實例係Bt maize KnockOut®(先正達種子公司(Syngenta Seeds))。包括編碼殺昆蟲抗性並且由此表現多於一種毒素的多於一種基因的作物的實例係VipCot®(先正達種子公司)。作物或其種子材料還可以是對多種類型的有害生物具有抗性(當藉由遺傳修飾產生時的所謂的疊加轉基因事件)。例如,植物可以具有表現殺昆蟲蛋白同時耐受除草劑的能力,例如Herculex I®(陶氏益農公司(Dow AgroSciences),先鋒良種國際公司(Pioneer Hi-Bred International))。
根據本發明所述的組成物的較佳的實例如下(其中術語“TX1”代表選自如在以上表X中定義的化合物編號X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010以及X.011的化合物):TX1+氟唑菌醯羥胺、TX1+苯并烯氟菌唑、TX1+待克利、TX1+菲克利、TX1+亞托敏、TX1+護汰寧、TX1+賽普洛、TX1+扶吉胺、TX1+吡唑萘菌胺、TX1+百快隆、TX1+三賽唑、TX1+四氯異苯腈、TX1+普克利、TX1+平克座、TX1+芬普福、TX1+苯鏽啶、TX1+硫、TX1+Aminopyrifen、以及TX1+枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)[TX1]與組分(B)[配伍物]的重量比係從20:1至1:40。
具有化學式(I)之該等化合物可以如在以下流程中所示來製備,其中(除非另外說明)每一變數的定義係如以上針對具有化學式(I)之化合物所定義的。
具有化學式(I)之該等化合物(其中R1、R2、R3、R4、R5、R6、R7、m和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式II的化合物(其中R6、R7和m係如針對具有化學式(I)之化合物所定義的)與具有化學式III化合物(其中R1、R2、R3、R4、R5以及n係如針對具有化學式(I)之化合物所定義的,並且Hal係鹵素,較佳的是氯或溴),在有機鹼(比如三乙胺、乙基二異丙基胺、吡啶或2,6-二甲基砒啶)的存在下,或在過渡金屬催化劑(比如銅基催化劑,如乙醯丙酮化銅(I)或溴-1,10-啡啉銅(I)複合物;鎳催化劑,比如二氯(1,3-雙(二苯基膦)丙烷)鎳;或鈀基催化劑,比如氯(2-二環己基膦基-2',4',6'-三異丙基-1,1'-二苯基)[2-(2'-胺基-1,1'-二苯基)]鈀(II)、X-Phos胺基聯苯氯化鈀預催化劑或[1,3-雙(2,6-二異丙基苯基)咪唑-2-亞基](3-氯吡啶基)二氯化鈀(II))的存在下,在非質子溶劑(比如吡啶、甲苯或N,N-二甲基甲醯胺)中進行轉化同時加熱來獲得。這顯示於流程1中。
具有化學式II的該等化合物(其中R6、R7和m係如針對具 有化學式(I)之化合物所定義的)係可商購的或使用如在文獻(Grimmet,M.R.在Imidazole and Benzimidazole Synthesis[咪唑和苯并咪唑合成]中所述;Meth-Cohn,Katritzky編著;Elsevier Science:Oxford[愛思唯爾科學:牛津出版社],1997)中,描述的對於熟習該項技術者是熟知的方法而容易地進行製備。
具有化學式III的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且Hal係鹵素,較佳的是氯或溴)可以藉由使具有化學式IV之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)與鹵化試劑(比如氧氯化磷、氧溴化磷、亞硫醯氯、亞硫醯溴或維爾斯梅爾(Vilsmeier)試劑)在無溶劑(比如二氯甲烷)的情況下,或存在溶劑(比如二氯甲烷)的情況下,在從冷卻至加熱範圍內的不同溫度下進行轉化來獲得。這顯示於流程2中。
具有化學式IV之該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式V之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R8係C1-C6烷基)與在乙酸中的乙酸鈉,如在文獻(Yu. B.Vikharev等人,Pharmaceutical Chemistry Journal[藥物化學雜誌],2005,39,405-408)中的描述進行轉化來獲得。這顯示於流程3中。
可替代地,具有化學式III的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且Hal係鹵素,較佳的是氯或溴)可以藉由使具有化學式V之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R8係C1-C6烷基)與鹵化試劑(比如硫醯氯)如文獻(Taebo Sim等人,Tetrahedron Letters[四面體快報],2010,51,4609)中的描述進行轉化來獲得。這顯示於流程4中。
具有化學式V的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R8係C1-C6烷基)可以藉由使具有化學式VI-a、VI-b或VI-c的化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R’係H或C1-C6 烷基)與C1-C6烷基硫氰酸鹽,在酸性條件下(例如,用硫酸),如文獻(Yu.B.Vikharev等人,Pharmaceutical Chemistry Journal[藥物化學雜誌],2005,39,405-408)中的描述進行轉化來獲得。這顯示於流程5中。
具有化學式VI-a、VI-b或VI-c的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R’係H或C1-C6烷基)係可商購的或使用對於熟習該項技術者係熟知的方法容易地進行製備。
可替代地,具有化學式IV的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式VII的化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,在酸性條件下(例如,用硫酸或多磷酸),如文獻(Jun-ichi Minamikawa,Bioorganic & Medicinal Chemistry[生物有機化學與藥物化學],2003,11,2205-2209)中的描述進行轉化來獲得。這顯示於流程6中。
具有化學式VII的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式VIII之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的),在用羥胺或羥胺鹽酸鹽處理,在溶劑(比如乙醇或吡啶)中,在鹼(比如乙酸鈉)存在或不存在下,在從環境溫度至加熱範圍內的溫度下進行轉化來獲得的。這顯示於流程7中。
具有化學式VIII的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)係可商購的或使用對於熟習該項技術者是熟知的方法容易地進行製備。
可替代地,具有化學式IV的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式IX-a之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的),用羰基化劑(比如碳醯氯、三碳醯氯或羰二咪唑)處理,並且隨後加熱,或利用直接的催化性C-H活化-羰基化,在一氧化碳氣、鈀催化劑(比如乙酸鈀)和氧化劑(如苯醌)的存在下,如文獻(Jaume Granell等人,Chem.Commun.[化學通訊],2011,47,1054-1056)中的報導進行轉化來獲得。這顯示於流程8中。
可替代地,具有化學式IV的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式IX-b之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且Hal係鹵素,較佳的是氯、溴或碘),利用分子內的胺基羰基化,在一氧化碳氣、鈀催化劑(比如二氯雙(三環己基膦)鈀(II)或二氯雙(三苯基膦)鈀(II)),和有機鹼(比如三乙胺,吡咯啶)或無機鹼(比如碳酸銫或碳酸鉀)的存在下,如文獻(Ruimao Hua等人,Tetrahedron Letters[四面體快報],2013,54,5159-5161)中的報導進行轉化來獲得。這顯示於流程9中。
可替代地,具有化學式IV的該等化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式X之化合物(其中R1、R2、R3、R4、R5和n係如針對具有化學式(I)之化合物所定義的,並且R9係C1-C6烷基),在酸性條件(例如,硫酸或三 氟甲磺酸)下,如文獻(Tomohiko Ohwada等人,Journal of Organic Chemistry[有機化學雜誌],2012,77,9313)中的描述進行轉化來獲得。這顯示於流程10中。
具有化學式I-b的該等化合物(其中R3和R4係氟,並且R1、R2、R5、R6、R7、m和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式I-c之化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5、R6、R7、m和n係如針對化學式(I)所定義的)與氟化劑(比如二乙胺基三氟化硫(DAST)或2,2-二氟-1,3-二甲基-咪唑啶(DFI))在無溶劑的情況下或存在溶劑的情況下,同時加熱,進行轉化來獲得。這顯示於流程11中。
具有化學式I-c的該等化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5、R6、R7、m和n係如針對化 學式(I)所定義的)可以藉由使具有化學式II的化合物(其中R6、R7和m係如針對具有化學式(I)之化合物所定義的)與具有化學式III-a的化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5和n係如針對化學式(I)所定義的,並且Hal係鹵素,較佳的是氯或溴),在位阻有機鹼(比如三乙胺、乙基二異丙基胺、吡啶或2,6-二甲基砒啶)的存在下,或在過渡金屬催化劑(比如銅基催化劑,如乙醯丙酮化銅(I)或溴-1,10-啡啉銅(I)複合物;鎳催化劑,比如二氯(1,3-雙(二苯基膦)丙烷)鎳;或鈀基催化劑,比如氯(2-二環己基膦基-2',4',6'-三異丙基-1,1'-二苯基)[2-(2'-胺基-1,1'-二苯基)]鈀(II)、X-Phos胺基聯苯氯化鈀預催化劑或[1,3-雙(2,6-二異丙基苯基)咪唑-2-亞基](3-氯吡啶基)二氯化鈀(II))的存在下,在非質子溶劑(比如吡啶、甲苯或N,N-二甲基甲醯胺)中,同時加熱,進行轉化來獲得。這顯示於流程12中。
具有化學式III-a的該等化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5和n係如針對化學式(I)所定義的,並且Hal係鹵素,較佳的是氯或溴)可以藉由使具有化學式IV-a之化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5和n係如針對化學式(I)所定義的)與鹵化試劑(比如氧氯化磷、 氧溴化磷、亞硫醯氯、亞硫醯溴或維爾斯梅爾試劑)在無溶劑(比如二氯甲烷)的情況下,或存在溶劑(比如二氯甲烷)的情況下在從冷卻至加熱範圍內的不同溫度下進行轉化來獲得。這顯示於流程13中。
具有化學式IV-a的該等化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O並且R1、R2、R5和n係如針對化學式(I)所定義的)可以藉由使具有化學式IV-b之化合物(其中R3代表氫,R4代表OH,並且R1、R2、R5和n係如針對化學式(I)所定義的)與氧化劑(比如1,1,1-三乙醯氧基-1,1-二氫-1,2-苯碘醯3(1H)-酮(戴斯-馬丁高碘烷))或使用草醯氯、二甲基亞碸(DMSO)和有機鹼(比如三乙胺(斯文氧化))進行轉化來獲得。這顯示於流程14中。
具有化學式IV-b的該等化合物(其中R3代表氫,R4代表OH,並且R1、R2、R5和n係如針對化學式(I)所定義的)可以藉由使具有化學式IV-c之化合物(其中R3代表氫,R4代表Hal,其中Hal係鹵素,較 佳的是氯或溴,並且R1、R2、R5和n係如針對化學式(I)所定義的),在水解條件下,比如在有機溶劑(比如四氫呋喃或1,4-二)和水的混合物中加熱,在無機酸(比如鹽酸)或無機鹼(比如碳酸氫鈉)存在或不存在下,在從環境溫度至加熱範圍內的溫度下進行轉化來獲得。這顯示於流程15中。
具有化學式IV-c的該等化合物(其中R3代表氫,R4代表Hal,其中Hal係鹵素,較佳的是氯或溴,並且R1、R2、R5和n係如針對化學式(I)所定義的)可以藉由使具有化學式IV-d之化合物(其中R3和R4代表氫,並且R1、R2、R5和n係如針對化學式(I)所定義的)與鹵化劑(比如N-氯丁二醯亞胺(NCS)、N-溴丁二醯亞胺(NBS)或1,3-二溴-5,5-二甲基乙內醯脲),在自由基引發劑(比如過氧化苯甲醯或偶氮二異丁腈(AIBN))的存在下,如文獻(Jahangir等人,Journal of Organic Chemistry[有機化學雜誌],1989,54,2992)中的描述進行轉化來獲得。這顯示於流程16中。
可替代地,具有化學式IV-a的該等化合物(其中R3和R4連同它們所附接的碳原子一起代表C=O,並且R1、R2、R5和n係如針對化學式(I)所定義的)可以藉由使具有化學式IV-e之化合物(其中R3和R4代表Hal,其中Hal係鹵素,較佳的是氯或溴,並且R1、R2、R5和n係如針對化學式(I)所定義的),在水解條件下,比如在有機溶劑(比如四氫呋喃或1,4-二)和水的混合物中進行加熱,在無機酸(比如鹽酸)或無機鹼(比如碳酸氫鈉)存在或不存在下,在從環境溫度至加熱範圍內的溫度下進行轉化來獲得。這顯示於流程17中。
具有化學式IV-e的該等化合物(其中R3和R4代表Hal,其中Hal係鹵素,較佳的是氯或溴,並且R1、R2、R5和n係如針對化學式(I)所定義的)可以藉由使具有化學式IV-d之化合物(其中R3和R4代表氫,並且R1、R2、R5和n係如針對化學式(I)所定義的),與鹵化劑(比如N-氯丁二醯亞胺(NCS)、N-溴丁二醯亞胺(NBS)或1,3-二溴-5,5-二甲基乙內醯脲),在自由基引發劑(比如過氧化苯甲醯或偶氮二異丁腈(AIBN))的存在下,如文獻(Jahangir等人,Journal of Organic Chemistry[有機化學雜誌],1989,54,2992)中的描述進行轉化來獲得。這顯示於流程18中。
具有化學式IV-d的該等化合物可以根據在流程3中描述的方法來獲得。
可替代地,具有化學式I-a的該等化合物(其中R3和R4係氟,並且R1、R2、R5、R6、R7、m和n係如針對具有化學式(I)之化合物所定義的)可以藉由使具有化學式II的化合物(其中R6、R7和m係如針對具有化學式(I)之化合物所定義的)與具有化學式III-b的化合物(其中R3和R4係氟,並且R1、R2、R5和n係如針對化學式(I)所定義的,並且Hal係鹵素,較佳的是氯或溴),在位阻有機鹼(比如三乙胺、乙基二異丙基胺、吡啶或2,6-二甲基砒啶)的存在下,或在過渡金屬催化劑(比如銅基催化劑,如乙醯丙酮化銅(I)或溴-1,10-啡啉銅(I)複合物;鎳催化劑,比如二氯(1,3-雙(二苯基膦)丙烷)鎳;或鈀基催化劑,比如氯(2-二環己基膦基-2',4',6'-三異丙基-1,1'-二苯基)[2-(2'-胺基-1,1'-二苯基)]鈀(II)、X-Phos胺基聯苯氯化鈀預催化劑或[1,3-雙(2,6-二異丙基苯基)咪唑-2-亞基](3-氯吡啶基)二氯化鈀(II))的存在下,在非質子溶劑(比如吡啶、甲苯或N,N-二甲基甲醯胺)中,同時加熱,進行轉化來獲得。這顯示於流程19中。
具有化學式III-b的該等化合物(其中R3和R4係氟,並且R1、R2、R5和n係如針對具有化學式(I)之化合物所定義的,並且Hal係鹵素,較佳的是氯或溴)可以藉由使具有化學式IV-f之化合物(其中R3和R4係氟,並且R1、R2、R5和n係如針對具有化學式(I)之化合物所定義的)與鹵化試劑(比如氧氯化磷、氧溴化磷、亞硫醯氯、亞硫醯溴或維爾斯梅爾試劑),在無溶劑(比如二氯甲烷)的情況下,或存在溶劑(比如二氯甲烷)的情況下,在從冷卻至加熱範圍內的不同溫度下進行轉化來獲得。這顯示於流程20中。
具有化學式IV-f的該等化合物(其中R3和R4係氟,並且R1、R2、R5和n係如針對具有化學式(I)所定義的化合物)可以藉由使具有化學式IV-e的化合物(其中R3和R4係Hal,並且Hal係鹵素,較佳的是氯或溴,並且R1、R2、R5和n係如針對具有化學式(I)所定義的化合物),與氟化物源(比如氟化鉀、氟化銫或氟化氫),在有機鹼(比如吡啶或三乙胺)的存在下,如文獻(Hideki Umetani等人,WO 2013047749)中的描述 進行轉化來獲得。這顯示於流程21中。
可替代地,具有化學式(I)之該等化合物(其中R1、R2、R3、R4、R5、R6、R7、m和n係如針對化學式(I)所定義的)可以藉由使具有化學式I-d的化合物(其中R1、R2、R3、R4、R6、R7、m和n係如針對化學式(I)所定義的,並且Z代表溴或碘),在溶劑中,在鹼存在或不存在下,並且在偶合劑和金屬催化劑的存在下進行轉化來獲得。針對偶合劑、催化劑、溶劑和鹼不存在特別的限制,只要是在普通偶合反應中使用的,例如在“Cross-Coupling Reactions:A Practical Guide(Topics in Current Chemistry)[交叉偶合反應:實用指南(當代化學專題)]”,Norio Miyaura和S.L.Buchwald)編輯(施普林格版本),或“Metal-Catalyzed Cross-Coupling Reactions[金屬催化的交叉偶合反應]”,Armin de Meijere和François Diederich編輯(WILEY-VCH版本)中所描述的那些。這顯示於流程22中。
可替代地,具有化學式(I)的該等化合物(其中R1、R2、R3、R4、R5、R6、R7、m和n係如針對化學式(I)所定義的)可以藉由使具有化學式I-e之化合物(其中R1、R2、R3、R4、R5、R6、m和n係如針對化學式(I)所定義的,並且Y代表溴或碘),在溶劑中,在鹼存在或不存在下,並且在偶合劑和金屬催化劑的存在下,進行轉化來獲得。針對偶合劑、催化劑、溶劑和鹼不存在特別的限制,只要是在普通偶合反應中使用的,例如在“Cross-Coupling Reactions:A Practical Guide(Topics in Current Chemistry)[交叉偶合反應:實用指南(當代化學專題)]”,Norio Miyaura和S.L.Buchwald)編輯(施普林格版本),或“Metal-Catalyzed Cross-Coupling Reactions[金屬催化的交叉偶合反應]”,Armin de Meijere和François Diederich編輯(WILEY-VCH版本)中所描述的那些。這顯示於流程23中。
可替代地,具有化學式(I)之該等化合物(其中R1、R2、R3、R4、R5、R6、R7、m和n係如上所定義的)可以藉由使用熟習該項技術者已知的標準合成技術轉化另一種密切相關的具有化學式(I)之化合物(或其類似物)來獲得。非詳盡實例包括氧化反應、還原反應、水解反應、偶合反應、芳香族親核或親電子取代反應、親核取代反應、親核加成反應、以及鹵化反應。
可以將包括所有上述揭露的實施方式和其較佳的實例的本發明的組成物與一種或多種另外的殺有害生物劑混合,該等殺有害生物劑包括另外的殺真菌劑、殺昆蟲劑、殺線蟲劑、殺細菌劑、殺蟎劑、生長調節劑、化學不育劑、化學資訊素、驅蟲劑、引誘劑、資訊素、取食刺激劑或其他生物活性化合物以形成給出更廣範圍農業保護的多組分殺有害生物劑。
此類農業保護劑的實例與本發明的組成物可以配製為:殺真菌劑,土菌靈(etridiazole)、扶吉胺(fluazinam)、苯霜靈(benalaxyl)、苯霜靈-M(benalaxyl-M)(kiralaxyl)、呋霜靈(furalaxyl)、甲霜靈(metalaxyl)、甲霜靈-M(精甲霜靈)(metalaxyl-M(mefenoxam))、多地辛(dodicin)、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒、N'-[4-(4,5-二氯-噻唑-2-基氧基)-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、N'-[4-[[3-[(4-氯苯基)甲基]-1,2,4-噻二唑-5-基]氧基]-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、乙菌定(ethirimol)、3'-氯-2-甲氧基-N-[(3RS)-四氫-2-側氧基呋喃-3-基]乙醯-2',6'-二甲基苯胺(克拉康(clozylacon))、賽普洛、嘧菌胺(mepanipyrim)、嘧黴胺(pyrimethanil)、二氰蒽醌(dithianon)、金色制黴素(aureofungin)、殺稻瘟素-S(blasticidin-S)、二苯基、地茂散(chloroneb)、氯硝胺(dicloran)、六氯苯、五氯硝基苯、四氧硝基苯、(TCNB)、甲基立枯磷(tolclofos-methyl)、苯菌酮(metrafenone)、2,6-二氯-N-(4-三氟甲基苄基)-苯甲醯胺、氟吡菌胺(fluopicolide/flupicolide)、硫氰苯甲醯胺(tioxymid)、磺菌胺(flusulfamide)、苯菌靈(benomyl)、多菌靈(carbendazim)、多菌靈鹽酸鹽、苯咪唑菌(chlorfenazole)、呋喃基苯并咪 唑、噻苯咪唑(thiabendazole)、甲基硫菌靈(thiophanate-methyl)、苯噻菌胺(benthiavalicarb)、滅瘟唑(chlobenthiazone)、噻菌靈(probenazole)、活化酯(acibenzolar)、百殺辛(bethoxazin)、吡菌苯威(pyriofenone)(IKF-309)、活化酯-S-甲基、吡菌苯威(pyribencarb)(KIF-7767)、丁胺、3-碘代-2-丙炔基正丁基胺基甲酸酯(IPBC)、碘代丙炔基丁基甲胺酸酯(iodocarb)(丁基胺基甲酸異丙酯)、丁基胺基甲酸異丙酯(碘代丙炔基丁基甲胺酸酯)、哌碳唑(picarbutrazox)、聚胺基甲酸酯、霜黴威(propamocarb)、tolprocarb、3-(二氟甲基)-N-(7-氟-1,1,3,3-四甲基-二氫茚-4-基)-1-甲基-吡唑-4-甲醯胺雙氯氰菌胺、N-[(5-氯-2-異丙基-苯基)甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲醯胺N-環丙基-3-(二氟甲基)-5-氟-N-[(2-異丙基苯基)甲基]-1-甲基-吡唑-4-甲醯胺環丙醯菌胺、四氯異苯腈、氟啉(flumorph)、羥基喹啉銅(oxine-copper)、霜脲氰(cymoxanil)、氰烯菌酯(phenamacril)、氰霜唑(cyazofamid)、氟噻菌淨(flutianil)、噻菌腈(thicyofen)、乙菌利(chlozolinate)、異菌脲(iprodione)、腐黴利(procymidone)、乙烯菌核利(vinclozolin)、乙嘧酚磺酸酯、鄰敵蟎消(dinocton)、硝戊酯(dinopenton)、敵蟎通(dinobuton)、敵蟎普(dinocap)、消蟎多(meptyldinocap)、二苯胺、氯瘟磷(phosdiphen)、2,6-二甲基-[1,4]二硫[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮、氧化福美雙(azithiram)、代森硫(etem)、福美鐵(ferbam)、鋅錳乃浦(mancozeb)、代森錳(maneb)、威百畝(metam)、代森聯(polyram)、代森聯鋅(metiram-zinc)、代森鈉(nabam)、甲基代森鋅(propineb)、福美雙(thiram)、威百(vapam)(鈉威百畝(metam sodium))、代森鋅(zineb)、福美鋅(ziram)、二甲基二硫 醚(dithioether)、稻瘟靈(isoprothiolane)、噻唑菌胺(ethaboxam)、福賽得(fosetyl)、疫黴靈(phosetyl-Al)(乙膦鋁(fosetyl-al))、甲基溴、甲基碘、甲基異硫氰酸酯、環菌胺(cyclafuramid)、甲呋醯胺(fenfuram)、有效黴素(validamycin)、鏈黴素(streptomycin)、(2RS)-2-溴-2-(溴甲基)戊二腈(溴菌腈)、多果定(dodine)、十二烷基胍醋酸鹽(doguadine)、雙胍鹽(guazatine)、雙胍辛胺(iminoctadine)、雙胍辛胺三乙酸酯(iminoctadine triacetate)、2,4-D、2,4-DB、春雷黴素(kasugamycin)、二甲嘧酚(dimethirimol)、環醯菌胺(fenhexamid)、菌靈(hymexazole)、土菌消抑黴唑(hydroxyisoxazole imazalil)、烯菌靈(imazalil sulphate)、咪唑(oxpoconazole)、稻瘟酯(pefurazoate)、咪鮮胺(prochloraz)、氟菌唑(triflumizole)、咪唑菌酮(fenamidone)、波爾多混合劑(Bordeaux mixture)、多硫化鈣(calcium polysulfide)、乙酸銅(copper acetate)、碳酸銅(copper carbonate)、氫氧化銅(copper hydroxide)、環烷酸銅(copper naphthenate)、油酸銅(copper oleate)、氯氧化銅(copper oxychloride)、羥基喹啉銅(copper oxyquinolate)、矽酸銅(copper silicate)、硫酸銅(copper sulphate)、脂肪酸銅(copper tallate)、氧化亞銅(cuprous oxide)、硫(sulphur)、西維因(carbaryl)、苯酞(phthalide)(四氯苯酞(fthalide))、啶菌唑(dingjunezuo)(菌思奇(Jun Si Qi))、oxathiapiprolin、唑呋草(fluoroimide)、雙炔醯菌胺(mandipropamid)、KSF-1002、苯雜嗎(benzamorf)、烯醯啉(dimethomorph)、克啉菌(tridemorph)、嗎菌靈(dodemorph)、乙黴威(diethofencarb)、三苯基乙酸錫(fentin acetate)、三苯基氫氧化錫、萎鏽靈(carboxin)、氧化萎鏽靈(oxycarboxin)、敵菌酮(drazoxolon)、唑菌酮 (famoxadone)、鄰苯基苯酚、對苯基苯酚、三溴苯酚(TBP)、2-[2-[(7,8-二氟-2-甲基-3-喹啉基)氧基]-6-氟-苯基]丙烷-2-醇2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙烷-2-醇環氟菌胺、甲呋醯胺(ofurace)、霜靈(oxadixyl)、福多寧(flutolanil)、滅鏽胺(mepronil)、、異丙噻菌胺(isofetamid)、拌種咯(fenpiclonil)、護汰寧、戊菌隆(pencycuron)、克瘟散(edifenphos)、異稻瘟淨(iprobenfos)、克菌磷(pyrazophos)、磷酸、葉枯酞(tecloftalam)、敵菌丹(captafol)、克菌丹(captan)、滅菌磷(ditalimfos)、胺靈(triforine)、苯鏽啶(fenpropidin)、粉病靈(piperalin)、蛇床子素(osthol)、1-甲基環丙烯、4-CPA、矮壯素(chlormequat)、苯嗒酸(clofencet)、2,4-滴丙酸(dichlorprop)、噻節因(dimethipin)、茵多酸(endothal)、乙烯利(ethephon)、氟節胺(flumetralin)、氯吡脲(forchlorfenuron)、赤黴酸(gibberellic acid)、赤黴素(gibberellins)、菌靈(hymexazol)、馬來醯肼(maleic hydrazide)、縮節胺(mepiquat)、萘乙醯胺(naphthalene acetamide)、多效唑(paclobutrazol)、調環酸(prohexadione)、調環酸鈣(prohexadione-calcium)、噻苯隆(thidiazuron)、脫葉磷(三丁基三硫磷酸酯)、抗倒酯(trinexapac)、烯效唑(uniconazole)、α-萘乙酸、多氧菌素D(polyoxrim)、BLAD、殼聚糖(chitosan)、稻瘟醯胺(fenoxanil)、滅菌丹(folpet)、3-(二氟甲基)-N-甲氧基-1-甲基-N-[1-甲基-2-(2,4,6-三氯苯基)乙基]吡唑-4-甲醯胺、聯苯吡菌胺(bixafen)、氟唑菌醯胺(fluxapyroxad)、呋吡菌胺(furametpyr)、吡唑萘菌胺(isopyrazam)、氟唑菌苯胺(penflufen)、吡噻菌胺(penthiopyrad)、氟唑環菌胺(sedaxane)、胺苯吡菌酮(fenpyrazamine)、嗒菌酮(diclomezine)、啶斑肟(pyrifenox)、 啶醯菌胺(boscalid)、氟吡菌醯胺(fluopyram)、二氟林(diflumetorim)、氯苯嘧啶醇(fenarimol)、5-氟-2-(對甲苯基甲氧基)嘧啶-4-胺嘧菌腙、菌核淨(dimethaclone)、百快隆、丙氧喹啉、乙氧基喹啉、喹氧靈、4,4,5-三氟-3,3-二甲基-1-(3-喹啉基)異喹啉4,4-二氟-3,3-二甲基-1-(3-喹啉基)異喹啉5-氟-3,3,4,4-四甲基-1-(3-喹啉基)異喹啉9-氟-2,2-二甲基-5-(3-喹啉基)-3H-1,4-苯并氧雜氮雜呯、異丁乙氧喹啉(tebufloquin)、喹酸(oxolinic acid)、滅蟎猛(chinomethionate)(滅蟎猛喹甲硫酯(oxythioquinox,quinoxymethionate))、螺環菌胺(spiroxamine)、(E)-N-甲基-2-[2-(2,5-二甲基苯氧基甲基)苯基]-2-甲氧基-亞胺基乙醯胺、(mandestrobin)、亞托敏、丁香菌酯(coumoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、烯肟菌酯烯肟菌胺(enoxastrobin fenamistrobin)、氟菌蟎酯(flufenoxystrobin)、氟亞托敏、甲基醚菌酯(kresoxim-methyl)、mandestrobin、苯氧菌胺(metaminostrobin)、苯氧菌胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、唑胺菌酯(pyrametostrobin)、唑菌酯(pyraoxystrobin)、氯啶菌酯(triclopyricarb)、肟菌酯(trifloxystrobin)、安美速(amisulbrom)、抑菌靈(dichlofluanid)、甲苯氟磺胺(tolylfluanid)、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亞甲基]胺基]氧基甲基]-2-吡啶基]胺基甲酸酯、棉隆(dazomet)、異噻菌胺(isotianil)、噻醯菌胺(tiadinil)、噻氟醯胺(thifluzamide)、苯噻硫氰(benthiazole)(TCMTB)、硫矽菌胺(silthiofam)、苯醯菌胺(zoxamide)、防黴靈(anilazine)、三賽唑、(.+-.)-順-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)-環庚醇(環菌唑)、1-(5-溴-2-吡啶基)-2-(2,4-二氟 苯基)-1,1-二氟-3-(1,2,4-三唑-1-基)丙烷-2-醇2-(1-三級丁基)-1-(2-氯苯基)-3-(1,2,4-三唑-1-基)-丙烷-2-醇(TCDP)、阿紮康唑(azaconazole)、聯苯三唑醇(bitertanol(biloxazol))、糠菌唑(bromuconazole)、氯咪巴唑(climbazole)、環唑醇(cyproconazole)、苯醚甲環唑(difenoconazole)、二葉菌唑(dimetconazole)、烯唑醇(diniconazole)、烯唑醇-M(diniconazole-M)、氟環唑(epoxiconazole)、乙環唑(etaconazole)、腈苯唑(fenbuconazole)、氟喹唑(fluquinconazole)、氟矽唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、亞胺唑(imibenconazole)、種菌唑(ipconazole)、葉菌唑(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙環唑(propiconazole)、丙硫菌唑(prothioconazole)、矽氟唑(simeconazole)、戊唑醇(tebuconazole)、四氟醚唑(tetraconazole)、三唑酮(triadimefon)、三唑醇(triadimenol)、咪唑(triazoxide)、滅菌唑(triticonazole)、Mefentrifluconazole、2-[[(1R,5S)-5-[(4-氟苯基)甲基]-1-羥基-2,2-二甲基-環戊基]甲基]-4H-1,2,4-三唑-3-硫酮2-[[3-(2-氯苯基)-2-(2,4-二氟苯基)環氧乙烷-2-基]甲基]-4H-1,2,4-三唑-3-硫酮、唑嘧菌胺(imidium)、丙森鋅(iprovalicarb)、霜黴滅(valifenalate)、2-苄基-4-氯酚(苄氯酚)、烯丙醇、唑啶草酮(azafenidin)、苯紮氯銨(benzalkonium chloride)、氯化苦(chloropicrin)、甲酚、daracide、二氯酚(二苄氯酚)、野燕枯(difenzoquat)、雙硫氧吡啶、N-(2-對-氯苯甲醯乙基)-氯化六甲撐四胺、NNF-0721、辛噻酮(octhilinone)、環氧嘧磺隆(oxasulfuron)、丙烷脒和丙酸。
殺昆蟲劑如阿巴美丁(abamectin)、高滅磷(acephate)、啶蟲脒(acetamiprid)、磺胺蟎酯(amidoflumet)(S-1955)、阿巴汀(avermectin)、 印楝素(azadirachtin)、甲基穀硫磷(azinphos-methyl)、二苯基菊酯(bifenthrin)、二苯基肼酯(bifenazate)、稻虱淨(buprofezin)、克百威(carbofuran)、殺螟丹(cartap)、氯蟲苯甲醯胺(DPX-E2Y45)、溴蟲腈(chlorfenapyr)、氟啶脲(chlorfluazuron)、毒死蜱(chlorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、環蟲醯肼(chromafenozide)、噻蟲胺(clothianidin)、丁氟蟎酯(cyflumetofen)、氟氯氰菊酯(cyfluthrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氯氟氰菊酯(cyhalothrin)、λ-三氯氟氰菊酯(lambda-cyhalothrin)、氯氰菊酯(cypermethrin)、滅蠅胺(cyromazine)、溴氰菊酯(deltamethrin)、殺蟎隆(diafenthiuron)、二農(diazinon)、狄氏劑(dieldrin)、除蟲脲(diflubenzuron)、四氟甲醚菊酯(dimefluthrin)、樂果(dimethoate)、呋蟲胺(dinotefuran)、苯蟲醚(diofenolan)、甲胺基阿維菌素(emamectin)、硫丹(endosulfan)、高氰戊菊酯(esfenvalerate)、乙蟲腈(ethiprole)、苯硫威(fenothiocarb)、苯氧威(fenoxycarb)、甲氰菊酯(fenpropathrin)、氰戊菊酯(fenvalerate)、氟蟲腈(fipronil)、氟啶蟲醯胺(flonicamid)、氟蟲雙醯胺(flubendiamide)、氟氰戊菊酯(flucythrinate)、氟胺氰菊酯(tau-fluvalinate)、嘧蟲胺(flufenerim)(UR-50701)、氟蟲脲(flufenoxuron)、地蟲硫磷(fonophos)、氯蟲醯肼(halofenozide)、氟鈴脲(hexaflumuron)、氟蟻腙(hydramethylnon)、吡蟲啉(imidacloprid)、茚蟲威(indoxacarb)、異柳磷(isofenphos)、虱蟎脲(lufenuron)、馬拉硫磷(malathion)、氰氟蟲腙(metaflumizone)、四聚乙醛(metaldehyde)、甲胺磷(methamidophos)、殺撲磷(methidathion)、滅多蟲(methomyl)、烯蟲酯(methoprene)、甲氧氯(methoxychlor)、甲氧苄氟菊酯(metofluthrin)、 久效磷(monocrotophos)、甲氧蟲醯肼(methoxyfenozide)、烯啶蟲胺(nitenpyram)、硝乙脲噻唑(nithiazine)、雙苯氟脲(novaluron)、多氟脲(noviflumuron)(XDE-007)、殺線威(oxamyl)、對硫磷(parathion)、對硫磷-甲基(parathion-methyl)、苄氯菊酯(permethrin)、甲拌磷(phorate)、伏殺磷(phosalone)、亞胺硫磷(phosmet)、大滅蟲(phosphamidon)、抗蚜威(pirimicarb)、丙溴磷(profenofos)、丙氟菊酯(profluthrin)、吡蚜酮(pymetrozine)、吡氟蟲腈(pyrafluprole)、除蟲菊酯(pyrethrin)、啶蟲丙醚(pyridalyl)、pyrifluquinazon、pyriprole、蚊蠅醚(pyriproxyfen)、魚藤酮(rotenone)、萊諾啶(ryanodine)、乙基多殺菌素(spinetoram)、多殺菌素(spinosad)、螺蟎酯(spirodiclofen)、螺甲蟎酯(spiromesifen)(BSN 2060)、螺蟲乙酯(spirotetramat)、硫丙磷(sulprofos)、蟲醯肼(tebufenozide)、伏蟲隆(teflubenzuron)、七氟菊酯(tefluthrin)、特丁硫磷(terbufos)、殺蟲威(tetrachlorvinphos)、噻蟲啉(thiacloprid)、噻蟲(thiamethoxam)、硫雙威(thiodicarb)、殺蟲雙(thiosultap-sodium)、四溴菊酯(tralomethrin)、唑蚜威(triazamate)、敵百蟲(trichlorfon)和殺蟲隆(triflumuron);殺細菌劑如鏈黴素;殺蟎劑如雙甲脒(amitraz)、滅蟎猛(chinomethionat)、克氯苯(chlorobenzilate)、腈吡蟎酯(cyenopyrafen)、三環錫(cyhexatin)、三氯殺蟎醇(dicofol)、除蟎靈(dienochlor)、乙蟎唑(etoxazole)、喹蟎醚(fenazaquin)、苯丁錫(fenbutatin oxide)、甲氰菊酯(fenpropathrin)、霸蟎靈(fenpyroximate)、噻蟎酮(hexythiazox)、克蟎特(propargite)、嗒蟎酮(pyridaben)和吡蟎胺(tebufenpyrad);以及 生物劑如蘇力菌、蘇力菌δ內毒素、桿狀病毒、和昆蟲病原細菌、病毒以及真菌。
“參考”混合組成物的其他實例如下(其中術語“TX”代表選自如在以上表X中定義的化合物編號X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010以及X.011的化合物):佐劑,該佐劑選自由以下物質組成的組:石油(別名)(628)+TX,殺蟎劑,該殺蟎劑選自由以下物質組成的組:1,1-雙(4-氯苯基)-2-乙氧基乙醇(IUPAC名稱)(910)+TX、2,4-二氯苯基苯磺酸(IUPAC/化學文摘名)(1059)+TX、2-氟-N-甲基-N-1-萘乙醯胺(IUPAC名稱)(1295)+TX、4-氯苯基苯基碸(IUPAC名稱)(981)+TX、阿巴美丁(1)+TX、滅蟎醌(3)+TX、乙醯蟲腈[CCN]+TX、殺蟎菊酯(9)+TX、涕滅威(16)+TX、涕滅碸威(863)+TX、順勢氯氰菊酯(202)+TX、賽果(870)+TX、磺胺蟎酯[CCN]+TX、果蟎磷(872)+TX、胺吸磷(875)+TX、胺吸磷殺蟲環(875)+TX、雙甲脒(24)+TX、殺蟎特(881)+TX、三氧化二砷(882)+TX、AVI382(化合物代碼)+TX、AZ60541(化合物代碼)+TX、益棉磷(44)+TX、穀硫磷(45)+TX、偶氮苯(IUPAC名稱)(888)+TX、三唑錫(46)+TX、偶氮磷(889)+TX、苯菌靈(62)+TX、苯磷(別名)[CCN]+TX、苯蟎特(71)+TX、苯甲酸苄酯(IUPAC名稱)[CCN]+TX、二苯基肼酯(74)+TX、二苯基菊酯(76)+TX、樂殺蟎(907)+TX、溴滅菊酯(別名)+TX、溴烯殺(918)+TX、溴硫磷(920)+TX、溴硫磷-乙基(921)+TX、溴蟎酯(94)+TX、稻虱淨(99)+TX、丁酮威(103)+TX、丁酮碸威(104)+TX、丁基嗒蟎酮(別名)+TX、多硫 化鈣(IUPAC名稱)(111)+TX、毒殺芬(941)+TX、氯滅殺威(943)+TX、西維因(115)+TX、卡巴呋喃(118)+TX、三硫磷(947)+TX、CGA50’439(研究代碼)(125)+TX、滅蟎威(126)+TX、氯殺蟎(959)+TX、殺蟲脒(964)+TX、殺蟲脒鹽酸鹽(964)+TX、溴蟲腈(130)+TX、殺蟎醇(968)+TX、殺蟎酯(970)+TX、敵蟎丹(971)+TX、毒蟲畏(131)+TX、乙酯殺蟎醇(975)+TX、滅殺威(977)+TX、氯滅草恒(978)+TX、丙酯殺蟎醇(983)+TX、毒死蜱(145)+TX、毒死蜱-甲基(146)+TX、蟲蟎磷(994)+TX、瓜菊酯I(696)+TX、瓜菊酯II(696)+TX、瓜菊酯(696)+TX、四蟎(158)+TX、氯氰碘柳胺(別名)[CCN]+TX、蠅毒磷(174)+TX、克羅米通(別名)[CCN]+TX、丁烯磷(1010)+TX、硫雜靈(1013)+TX、果蟲磷(1020)+TX、丁氟蟎酯(CAS登記號:400882-07-7)+TX、氯氟氰菊酯(196)+TX、三環錫(199)+TX、氯氰菊酯(201)+TX、DCPM(1032)+TX、DDT(219)+TX、田樂磷(1037)+TX、田樂磷-O(1037)+TX、田樂磷-S(1037)+TX、內吸磷(1038)+TX、內吸磷-甲基(224)+TX、內吸磷-O(1038)+TX、內吸磷-O-甲基(224)+TX、內吸磷-S(1038)+TX、內吸磷-S-甲基(224)+TX、內吸磷-S-甲基磺酸(1039)+TX、殺蟎隆(226)+TX、氯亞磷(1042)+TX、二農(227)+TX、抑菌靈(230)+TX、敵敵畏(236)+TX、dicliphos(別名)+TX、三氯殺蟎醇(242)+TX、百治磷(243)+TX、除蟎靈(1071)+TX、甲氟磷(1081)+TX、樂果(262)+TX、二活菌素(別名)(653)+TX、消蟎酚(1089)+TX、消蟎酚-diclexine(1089)+TX、敵蟎通(269)+TX、敵蟎普(270)+TX、敵蟎普-4[CCN] +TX、敵蟎普-6[CCN]+TX、二硝酯(dinocton)(1090)+TX、硝戊酯(1092)+TX、硝辛酯(1097)+TX、硝丁酯(1098)+TX、敵殺磷(1102)+TX、二苯碸(IUPAC名)(1103)+TX、戒酒硫(別名)[CCN]+TX、乙拌磷(278)+TX、DNOC(282)+TX、dofenapyn(1113)+TX、朵拉菌素(別名)[CCN]+TX、硫丹(294)+TX、因毒磷(1121)+TX、EPN(297)+TX、埃普菌素(別名)[CCN]+TX、乙硫磷(309)+TX、益硫磷(ethoate-methyl)(1134)+TX、乙蟎唑(320)+TX、乙嘧硫磷(1142)+TX、抗蟎唑(1147)+TX、喹蟎醚(328)+TX、苯丁錫(330)+TX、苯硫威(337)+TX、甲氰菊酯(342)+TX、fenpyrad(別名)+TX、霸蟎靈(345)+TX、除蟎酯(1157)+TX、fentrifanil(1161)+TX、氰戊菊酯(349)+TX、氟蟲腈(354)+TX、嘧蟎酯(360)+TX、氟啶蜱脲(1166)+TX、氟蟎噻(1167)+TX、氟蟎脲(366)+TX、氟氰戊菊酯(367)+TX、聯氟蟎(1169)+TX、氟蟲脲(370)+TX、氟氯苯菊酯(372)+TX、氟殺蟎(1174)+TX、氟胺氰菊酯(1184)+TX、FMC 1137(開發代碼)(1185)+TX、伐蟲脒(405)+TX、伐蟲脒鹽酸鹽(405)+TX、安果(1192)+TX、formparanate(1193)+TX、γ-HCH(430)+TX、果綠定(1205)+TX、苄蟎醚(424)+TX、庚烯磷(432)+TX、十六烷基環丙甲酸酯(IUPAC/化學文摘名)(1216)+TX、噻蟎酮(441)+TX、碘甲烷(IUPAC名)(542)+TX、水胺硫磷(別名)(473)+TX、異丙基O-(甲氧基胺基硫代磷醯基)水楊酸酯(IUPAC名)(473)+TX、伊維菌素(別名)[CCN]+TX、茉莉菊酯I(696)+TX、茉莉菊酯II(696)+TX、碘硫磷(1248)+TX、林丹(430)+TX、虱蟎脲(490)+TX、馬拉硫磷(492)+TX、丙蟎氰(1254)+TX、滅蚜磷(502) +TX、地胺磷(1261)+TX、甲硫酚(別名)[CCN]+TX、蟲蟎畏(1266)+TX、甲胺磷(527)+TX、殺撲磷(529)+TX、滅蟲威(530)+TX、滅多蟲(531)+TX、溴化甲基(537)+TX、速滅威(550)+TX、美文松(mevinphos)(556)+TX、自克威(1290)+TX、米爾菌素(557)+TX、米爾菌素肟化物(別名)[CCN]+TX、丙胺氟(1293)+TX、久效磷(561)+TX、茂果(1300)+TX、莫昔克丁(別名)[CCN]+TX、二溴磷(567)+TX、NC-184(化合物代碼)+TX、NC-512(化合物代碼)+TX、氟蟻靈(1309)+TX、日光黴素(別名)[CCN]+TX、戊氰威(1313)+TX、戊氰威1:1氯化鋅複合物(1313)+TX、NNI-0101(化合物代碼)+TX、NNI-0250(化合物代碼)+TX、氧化樂果(594)+TX、草胺醯(602)+TX、異亞碸磷(1324)+TX、異亞碸磷(1325)+TX、pp'-DDT(219)+TX、對硫磷(615)+TX、苄氯菊酯(626)+TX、石油(別名)(628)+TX、酚硫磷(phenkapton)(1330)+TX、稻豐散(631)+TX、甲拌磷(636)+TX、伏殺硫磷(637)+TX、硫環磷(1338)+TX、亞胺硫磷(638)+TX、磷胺(639)+TX、辛硫磷(642)+TX、甲基嘧啶磷(652)+TX、多氯萜烯(慣用名)(1347)+TX、瀏陽黴纛(polynactins)(別名)(653)+TX、丙氯醇(1350)+TX、丙溴磷(662)+TX、蜱虱威(1354)+TX、克蟎特(671)+TX、胺丙畏(673)+TX、殘殺威(678)+TX、乙噻唑磷(1360)+TX、發果(1362)+TX、除蟲菊酯I(696)+TX、除蟲菊酯II(696)+TX、除蟲菊素(696)+TX、嗒蟎酮(699)+TX、嗒硫磷(701)+TX、嘧蟎醚(706)+TX、嘧硫磷(1370)+TX、喹硫磷(711)+TX、quintiofos(1381)+TX、R-1492(開發代碼)(1382)+TX、RA-17(開發代碼)(1383) +TX、魚藤酮(722)+TX、八甲基焦磷醯胺(1389)+TX、硫線磷(別名)+TX、司拉克丁(別名)[CCN]+TX、SI-0009(化合物代碼)+TX、蘇果(1402)+TX、螺蟎酯(738)+TX、螺甲蟎酯(739)+TX、SSI-121(開發代碼)(1404)+TX、舒非侖(sulfiram)(別名)[CCN]+TX、氟蟲胺(750)+TX、治螟磷(753)+TX、硫(754)+TX、SZI-121(開發代碼)(757)+TX、氟胺氰菊酯(398)+TX、吡蟎胺(763)+TX、TEPP(1417)+TX、三級丁威(別名)+TX、殺蟲畏(777)+TX、四氯殺蟎碸(786)+TX、殺蟎素(別名)(653)+TX、殺蟎好(1425)+TX、thiafenox(別名)+TX、抗蟲威(1431)+TX、久效威(800)+TX、甲基乙拌磷(801)+TX、克殺蟎(1436)+TX、蘇雲金素(別名)[CCN]+TX、威菌磷(1441)+TX、苯蟎噻(1443)+TX、三唑磷(820)+TX、唑呀威(triazuron)(別名)+TX、敵百蟲(824)+TX、三氯丙氧磷(1455)+TX、三活菌素(別名)(653)+TX、蚜滅多(847)+TX、氟吡唑蟲(vaniliprole)[CCN]以及YI-5302(化合物代碼)+TX,殺藻劑,該殺藻劑選自由以下物質組成的組:3-苯并[b]噻吩-2-基-5,6-二氫-1,4,2-噻-4-氧化物[CCN]+TX、二辛酸銅(IUPAC名稱)(170)+TX、硫酸銅(172)+TX、cybutryne[CCN]+TX、二氫萘醌(dichlone)(1052)+TX、雙氯酚(232)+TX、茵多酸(295)+TX、三苯錫(fentin)(347)+TX、熟石灰[CCN]+TX、代森鈉(nabam)(566)+TX、滅藻醌(quinoclamine)(714)+TX、醌萍胺(quinonamid)(1379)+TX、西瑪津(730)+TX、三苯錫乙酸鹽(IUPAC名稱)(347)和氫氧化三苯錫(IUPAC名稱)(347)+TX, 驅蠕蟲劑,該驅蠕蟲劑選自由以下物質組成的組:阿巴美丁(1)+TX、克蘆磷酯(1011)+TX、朵拉克汀(別名)[CCN]+TX、甲胺基阿維菌素(291)+TX、甲胺基阿維菌素苯甲酸酯(291)+TX、依立諾克丁(別名)[CCN]+TX、伊維菌素(別名)[CCN]+TX、米爾倍黴素(別名)[CCN]+TX、莫昔克丁(別名)[CCN]+TX、哌[CCN]+TX、塞拉菌素(selamectin)(別名)[CCN]+TX、多殺菌素(737)和硫菌靈(thiophanate)(1435)+TX,殺鳥劑,該殺鳥劑選自由以下物質組成的組:氯醛糖(127)+TX、異狄氏劑(1122)+TX、倍硫磷(346)+TX、吡啶-4-胺(IUPAC名稱)(23)和士的寧(745)+TX,殺細菌劑,該殺細菌劑選自由以下物質組成的組:1-羥基-1H-吡啶-2-硫酮(IUPAC名稱)(1222)+TX、4-(喹喔啉-2-基胺基)苯磺醯胺(IUPAC名稱)(748)+TX、8-羥基喹啉硫酸鹽(446)+TX、溴硝醇(97)+TX、二辛酸銅(IUPAC名稱)(170)+TX、氫氧化銅(IUPAC名稱)(169)+TX、甲酚[CCN]+TX、雙氯酚(232)+TX、雙吡硫翁(1105)+TX、多地辛(1112)+TX、敵磺鈉(fenaminosulf)(1144)+TX、甲醛(404)+TX、汞加芬(別名)[CCN]+TX、春雷黴素(483)+TX、春雷黴素鹽酸鹽水合物(483)+TX、二(二甲基二硫代胺基甲酸鹽)鎳(IUPAC名稱)(1308)+TX、三氯甲基吡啶(nitrapyrin)(580)+TX、辛噻酮(辛噻酮)(590)+TX、奧索利酸(606)+TX、土黴素(611)+TX、羥基喹啉硫酸鉀(446)+TX、噻菌靈(658)+TX、鏈黴素(744)+TX、鏈黴素倍半硫酸鹽(744)+TX、葉枯酞(766)+TX和硫柳汞(別名)[CCN]+TX,生物試劑,該生物試劑選自由以下物質構成的組:棉褐帶卷蛾顆粒體 病毒(Adoxophyes orana GV)(別名)(12)+TX、放射形土壤桿菌(別名)(13)+TX、捕食蟎(別名)(19)+TX、芹菜夜蛾核多角體病毒(Anagrapha falcifera NPV)(別名)(28)+TX、Anagrus atomus(別名)(29)+TX、蚜蟲寄生蜂(別名)(33)+TX、棉蚜寄生蜂(別名)(34)+TX、食蚜癭蚊(別名)(35)+TX、苜蓿銀紋夜蛾核多角體病毒(Autographa californica NPV)(別名)(38)+TX、堅強芽孢桿菌(別名)(48)+TX、球形芽孢桿菌(學名)(49)+TX、蘇力菌(Bacillus thuringiensis Berliner)(學名)(51)+TX、蘇力菌鯰澤亞種(Bacillus thuringiensis subsp.aizawai)(學名)(51)+TX、蘇力菌以色列亞種(Bacillus thuringiensis subsp.israelensis)(學名)(51)+TX、蘇力菌日本亞種(Bacillus thuringiensis subsp.japonensis)(學名)(51)+TX、蘇力菌k.(Bacillus thuringiensis subsp.kurstaki)(學名)(51)+TX、蘇力菌t.(Bacillus thuringiensis subsp.tenebrionis)(學名)(51)+TX、球孢白僵茵(別名)(53)+TX、布氏白僵茵(別名)(54)+TX、草蜻蛉(別名)(151)+TX、孟氏隱唇瓢蟲(別名)(178)+TX、蘋果蠹蛾顆粒體病毒(Cydia pomonella GV)(別名)(191)+TX、西伯利亞離顎繭蜂(別名)(212)+TX、豌豆潛葉蠅姬小蜂(別名)(254)+TX、麗蚜小蜂(學名)(293)+TX、槳角蚜小蜂(別名)(300)+TX、玉米穗夜蛾核多角體病毒(Helicoverpa zea NPV)(別名)(431)+TX、嗜茵異小桿線蟲和H.megidis(別名)(433)+TX、會聚長足瓢蟲(Hippodamia convergens)(別名)(442)+TX、橘粉介殼蟲寄生蜂(Leptomastix dactylopii)(別名)(488)+TX、盲蝽(Macrolophus caliginosus)(別名)(491)+TX、甘藍夜蛾核多角體病毒(Mamestra brassicae NPV)(別名)(494)+TX、Metaphycus helvolus(別名)(522)+TX、黃綠綠僵茵(Metarhizium anisopliae var.acridum)(學名)(523)+TX、金龜子綠僵菌小孢變種(Metarhizium anisopliae var.anisopliae)(學名)(523)+TX、松黃葉蜂(Neodiprion sertifer)核多角體病毒和紅頭松樹葉蜂(N.lecontei)核多角體病毒(別名)(575)+TX、小花蝽(別名)(596)+TX、玫菸色擬青黴(別名)(613)+TX、智利捕植蟎(別名)(644)+TX、甜菜夜蛾(Spodoptera exigua multicapsid)多核衣殼核多角體病毒(學名)(741)+TX、毛蚊線蟲(別名)(742)+TX、小卷蛾斯氏線蟲(別名)(742)+TX、夜蛾斯氏線蟲(別名)(742)+TX、Steinernema glaseri(別名)(742)+TX、Steinernema riobrave(別名)(742)+TX、Steinernema riobravis(別名)(742)+TX、Steinernema scapterisci(別名)(742)+TX、斯氏線蟲屬(別名)(742)+TX、赤眼蜂屬(別名)(826)+TX、西方盲走蟎(別名)(844)和蠟蚧輪枝茵(別名)(848)+TX,土壤消毒劑,該土壤消毒劑選自由以下物質組成的組:碘甲烷(IUPAC名稱)(542)和甲基溴(537)+TX,化學不育劑,該化學不育劑選自由以下物質組成的組:唑磷(apholate)[CCN]+TX、雙(氮丙啶)甲胺基膦硫化物(bisazir)(別名)[CCN]+TX、白消安(別名)[CCN]+TX、除蟲脲(250)+TX、迪麥替夫(dimatif)(別名)[CCN]+TX、六甲蜜胺(hemel)[CCN]+TX、六甲磷(hempa)[CCN]+TX、甲基涕巴(metepa)[CCN]+TX、甲硫涕巴(methiotepa)[CCN]+TX、不育特(methyl apholate)[CCN]+TX、不孕啶(morzid)[CCN]+TX、氟幼脲(penfluron)(別名)[CCN]+TX、涕巴(tepa)[CCN]+TX、硫代六甲磷(thiohempa)(別名)[CCN]+TX、硫涕巴(別名)[CCN]+TX、 曲他胺(別名)[CCN]和尿烷亞胺(別名)[CCN]+TX,昆蟲資訊素,該昆蟲資訊素選自由以下物質組成的組:(E)-癸-5-烯-1-基乙酸酯與(E)-癸-5-烯-1-醇(IUPAC名稱)(222)+TX、(E)-十三碳-4-烯-1-基乙酸酯(IUPAC名稱)(829)+TX、(E)-6-甲基庚-2-烯-4-醇(IUPAC名稱)(541)+TX、(E,Z)-十四碳-4,10-二烯-1-基乙酸酯(IUPAC名稱)(779)+TX、(Z)-十二碳-7-烯-1-基乙酸酯(IUPAC名稱)(285)+TX、(Z)-十六碳-11-烯醛(IUPAC名稱)(436)+TX、(Z)-十六碳-11-烯-1-基乙酸酯(IUPAC名稱)(437)+TX、(Z)-十六碳-13-烯-11-炔-1-基乙酸酯(IUPAC名稱)(438)+TX、(Z)-二十-13-烯-10-酮(IUPAC名稱)(448)+TX、(Z)-十四碳-7-烯-1-醛(IUPAC名稱)(782)+TX、(Z)-十四碳-9-烯-1-醇(IUPAC名稱)(783)+TX、(Z)-十四碳-9-烯-1-基乙酸酯(IUPAC名稱)(784)+TX、(7E,9Z)-十二碳-7,9-二烯-1-基乙酸酯(IUPAC名稱)(283)+TX、(9Z,11E)-十四碳-9,11-二烯-1-基乙酸酯(IUPAC名稱)(780)+TX、(9Z,12E)-十四碳-9,12-二烯-1-基乙酸酯(IUPAC名稱)(781)+TX、14-甲基十八-1-烯(IUPAC名稱)(545)+TX、4-甲基壬醛-5-醇與4-甲基壬醛-5-酮(IUPAC名稱)(544)+TX、α-多紋素(multistriatin)(別名)[CCN]+TX、西部松小蠹集合資訊素(brevicomin)(別名)[CCN]+TX、十二碳二烯醇(codlelure)(別名)[CCN]+TX、十二碳二烯醇(codlemone)(別名)(167)+TX、誘蠅酮(cuelure)(別名)(179)+TX、環氧十九烷(disparlure)(277)+TX、十二碳-8-烯-1基乙酸酯(IUPAC名稱)(286)+TX、十二碳-9-烯-1-基乙酸酯(IUPAC名稱)(287)+TX、十二碳-8+TX、10-二烯-1-基乙酸酯(IUPAC名稱)(284)+TX、dominicalure(別名)[CCN]+TX、4-甲基辛酸乙酯(IUPAC名稱) (317)+TX、丁香酚(別名)[CCN]+TX、南部松小蠹集合資訊素(frontalin)(別名)[CCN]+TX、誘蟲十六酯(gossyplure)(別名)(420)+TX、誘殺烯混劑(grandlure)(421)+TX、誘殺烯混劑I(別名)(421)+TX、誘殺烯混劑II(別名)(421)+TX、誘殺烯混劑III(別名)(421)+TX、誘殺烯混劑IV(別名)(421)+TX、醋酸十六烯酯(hexalure)[CCN]+TX、齒小蠹二烯醇(ipsdienol)(別名)[CCN]+TX、小蠢烯醇(ipsenol)(別名)[CCN]+TX、金龜子性誘劑(japonilure)(別名)(481)+TX、lineatin(別名)[CCN]+TX、litlure(別名)[CCN]+TX、粉紋夜蛾性誘劑(looplure)(別名)[CCN]+TX、誘殺酯(medlure)[CCN]+TX、megatomoic acid(別名)[CCN]+TX、誘蟲醚(methyl eugenol)(別名)(540)+TX、誘蟲烯(muscalure)(563)+TX、十八-2,13-二烯-1-基乙酸酯(IUPAC名稱)(588)+TX、十八-3,13-二烯-1-基乙酸酯(IUPAC名稱)(589)+TX、賀康彼(orfralure)(別名)[CCN]+TX、oryctalure(別名)(317)+TX、非樂康(ostramone)(別名)[CCN]+TX、誘蟲環(siglure)[CCN]+TX、sordidin(別名)(736)+TX、食菌甲誘醇(sulcatol)(別名)[CCN]+TX、十四-11-烯-1-基乙酸酯(IUPAC名稱)(785)+TX、特誘酮(839)+TX、特誘酮A(別名)(839)+TX、特誘酮B1(別名)(839)+TX、特誘酮B2(別名)(839)+TX、特誘酮C(別名)(839)和trunc-call(別名)[CCN]+TX,昆蟲驅避劑,該昆蟲驅避劑選自以下物質組成的組:2-(辛基硫代)乙醇(IUPAC名稱)(591)+TX、避蚊酮(butopyronoxyl)(933)+TX、丁氧基(聚丙二醇)(936)+TX、己二酸二丁酯(IUPAC名稱)(1046)+TX、鄰苯二甲酸二丁酯(1047)+TX、丁二酸二丁酯(IUPAC名稱)(1048)+TX、 避蚊胺[CCN]+TX、避蚊胺[CCN]+TX、驅蚊酯(dimethyl carbate)[CCN]+TX、乙基己二醇(1137)+TX、己脲[CCN]+TX、甲喹丁(methoquin-butyl)(1276)+TX、甲基新癸醯胺[CCN]+TX、草醯胺酸酯[CCN]和羥哌酯(picaridin)[CCN]+TX,殺昆蟲劑,該昆蟲劑選自以下物質組成的組:1-二氯-1-硝基乙烷(IUPAC/化學文摘名)(1058)+TX、1,1-二氯-2,2-雙(4-乙基苯基)乙烷(IUPAC名)(1056)+TX、1,2-二氯丙烷(IUPAC/化學文摘名)(1062)+TX、1,2-二氯丙烷與1,3-二氯丙烯(IUPAC名)(1063)+TX、1-溴-2-氯乙烷(IUPAC/化學文摘名)(916)+TX、2,2,2-三氯-1-(3,4-二氯苯基)乙酸乙酯(IUPAC名)(1451)+TX、2,2-二氯乙烯基2-乙基亞磺醯基乙基甲基磷酸酯(IUPAC名)(1066)+TX、2-(1,3-二噻烷-2-基)苯基二甲基胺基甲酸酯(IUPAC/化學文摘名)(1109)+TX、2-(2-丁氧基乙氧基)乙基硫氰酸鹽(IUPAC/化學文摘名)(935)+TX、2-(4,5-二甲基-1,3-二氧戊環-2-基)苯基甲基胺基甲酸酯(IUPAC/化學文摘名)(1084)+TX、2-(4-氯-3,5-二甲基苯氧基)乙醇(IUPAC名)(986)+TX、2-氯乙烯基二乙基磷酸酯(IUPAC名)(984)+TX、2-咪唑啶酮(IUPAC名)(1225)+TX、2-異戊醯二氫茚-1,3-二酮(IUPAC名)(1246)+TX、2-甲基(丙-1-炔基)胺基苯基甲基胺基甲酸酯(IUPAC名)(1284)+TX、2-硫氰乙基月桂酸酯(IUPAC名)(1433)+TX、3-溴-1-氯丙-1-烯(IUPAC名)(917)+TX、3-甲基-1-苯基吡唑-5-基二甲基胺基甲酸酯(IUPAC名)(1283)+TX、4-甲基(丙-1-炔基)胺基-3,5-二甲苯基甲基胺基甲酸酯(IUPAC名)(1285)+TX、5,5-二甲基-3-側氧基環己基-1-烯基二甲基胺基甲酸酯(IUPAC名)(1085)+TX、阿巴美丁(1) +TX、高滅磷(2)+TX、啶蟲脒(4)+TX、家蠅磷(別名)[CCN]+TX、乙醯蟲腈[CCN]+TX、氟丙菊酯(9)+TX、丙烯腈(IUPAC名)(861)+TX、棉鈴威(15)+TX、涕滅威(16)+TX、涕滅碸威(863)+TX、艾氏劑(864)+TX、丙烯菊酯(17)+TX、阿洛胺菌素(別名)[CCN]+TX、除害威(866)+TX、α-氯氰菊酯(202)+TX、α-蛻皮素(別名)[CCN]+TX、磷化鋁(640)+TX、賽果(870)+TX、果滿磷(872)+TX、滅害威(873)+TX、胺吸磷(875)+TX、草酸氫胺吸磷(875)+TX、雙甲脒(24)+TX、新菸鹼(877)+TX、乙基殺撲磷(883)+TX、AVI 382(化合物代碼)+TX、AZ 60541(化合物代碼)+TX、印楝素(別名)(41)+TX、甲基吡啶磷(42)+TX、乙基穀硫磷(44)+TX、甲基穀硫磷(45)+TX、偶氮磷(889)+TX、蘇力菌δ內毒素(別名)(52)+TX、六氟矽酸鋇(別名)[CCN]+TX、多硫化鋇(IUPAC/化學文摘名)(892)+TX、熏蟲菊[CCN]+TX、拜耳22/190(開發代碼)(893)+TX、拜耳22408(開發代碼)(894)+TX、惡蟲威(58)+TX、丙硫克百威(60)+TX、殺蟲磺(66)+TX、β-氟氯氰菊酯(194)+TX、β-氯氰菊酯(203)+TX、聯苯菊酯(76)+TX、生物丙烯菊酯(78)+TX、生物丙烯菊酯S-環丙烯基異構物(別名)(79)+TX、生物環呋菊酯[CCN]+TX、生物氯菊酯(908)+TX、生物苄呋菊酯(80)+TX、雙(2-氯乙基)醚(IUPAC名)(909)+TX、雙三氟蟲脲(83)+TX、硼砂(86)+TX、溴滅菊酯(別名)+TX、溴苯烯磷(914)+TX、溴烯殺(918)+TX、溴-DDT(別名)[CCN]+TX、溴硫磷(920)+TX、溴硫磷-乙基(921)+TX、合殺威(924)+TX、稻虱淨(99)+TX、畜蟲威(926)+TX、特嘧硫磷(butathiofos)(927)+TX、 丁酮威(103)+TX、丁酯磷(932)+TX、丁酮碸威(104)+TX、丁基嗒蟎酮(別名)+TX、硫線磷(109)+TX、砷酸鈣[CCN]+TX、氰化鈣(444)+TX、多硫化鈣(IUPAC名)(111)+TX、毒殺芬(941)+TX、氯滅殺威(943)+TX、西維因(115)+TX、克百威(118)+TX、二硫化碳(IUPAC/化學文摘名)(945)+TX、四氯化碳(IUPAC名)(946)+TX、三硫磷(947)+TX、丁硫克百威(119)+TX、殺螟丹(123)+TX、殺螟丹鹽酸鹽(123)+TX、藜蘆鹼(別名)(725)+TX、冰片丹(960)+TX、氯丹(128)+TX、十氯酮(963)+TX、殺蟲脒(964)+TX、殺蟲脒鹽酸鹽(964)+TX、氯氧磷(129)+TX、溴蟲腈(130)+TX、毒蟲畏(131)+TX、氟啶脲(132)+TX、氯甲磷(136)+TX、氯仿[CCN]+TX、氯化苦(141)+TX、氯腈肟磷(989)+TX、滅蟲吡啶(chlorprazophos)(990)+TX、毒死蜱(145)+TX、甲基毒死蜱(146)+TX、蟲蟎磷(994)+TX、環蟲醯肼(150)+TX、瓜菊酯I(696)+TX、瓜菊酯II(696)+TX、瓜菊酯(696)+TX、順式苄呋菊酯(別名)+TX、苄呋菊酯(80)+TX、功夫菊酯(別名)+TX、除線威(999)+TX、氯氰碘柳胺(別名)[CCN]+TX、噻蟲胺(165)+TX、乙醯亞砷酸銅[CCN]+TX、砷酸銅[CCN]+TX、油酸銅[CCN]+TX、蠅毒磷(174)+TX、畜蟲磷(1006)+TX、克羅米通(別名)[CCN]+TX、丁烯磷(1010)+TX、育畜磷(1011)+TX、冰晶石(別名)(177)+TX、CS 708(開發代碼)(1012)+TX、苯腈膦(1019)+TX、殺螟腈(184)+TX、果蟲磷(1020)+TX、環蟲菊[CCN]+TX、乙氰菊酯(188)+TX、氟氯氰菊酯(193)+TX、氯氟氰菊酯(196)+TX、氯氰菊酯(201)+TX、苯氰菊酯(206)+TX、滅蠅胺(209)+TX、賽滅磷(別名)[CCN]+TX、 d-檸檬烯(別名)[CCN]+TX、d-胺菊酯(別名)(788)+TX、DAEP(1031)+TX、棉隆(216)+TX、DDT(219)+TX、二克百威(1034)+TX、溴氰菊酯(223)+TX、田樂磷(1037)+TX、田樂磷-O(1037)+TX、田樂磷-S(1037)+TX、內吸磷(1038)+TX、內吸磷-甲基(224)+TX、內吸磷-O(1038)+TX、內吸磷-O-甲基(224)+TX、內吸磷-S(1038)+TX、內吸磷-S-甲基(224)+TX、內吸磷-S-甲基磺醯(1039)+TX、殺蟎隆(226)+TX、氯亞磷(1042)+TX、除線特(diamidafos)(1044)+TX、二農(227)+TX、異氯磷(1050)+TX、除線磷(1051)+TX、敵敵畏(236)+TX、dicliphos(別名)+TX、dicresyl(別名)[CCN]+TX、百治磷(243)+TX、地昔尼爾(244)+TX、狄氏劑(1070)+TX、二乙基5-甲基吡唑-3-基磷酸酯(IUPAC名)(1076)+TX、除蟲脲(250)+TX、二羥丙茶鹼(dilor)(別名)[CCN]+TX、四氟甲醚菊酯[CCN]+TX、甲氟磷(1081)+TX、地麥威(1085)+TX、樂果(262)+TX、苄菊酯(1083)+TX、甲基毒蟲畏(265)+TX、敵蠅威(1086)+TX、消蟎酚(1089)+TX、消蟎酚-diclexine(1089)+TX、硝丙酚(1093)+TX、戊硝酚(1094)+TX、地樂酚(1095)+TX、呋蟲胺(271)+TX、苯蟲醚(1099)+TX、蔬果磷(1100)+TX、二氧威(1101)+TX、敵殺磷(1102)+TX、乙拌磷(278)+TX、dithicrofos(1108)+TX、DNOC(282)+TX、朵拉菌素(別名)[CCN]+TX、DSP(1115)+TX、蛻皮甾酮(別名)[CCN]+TX、EI 1642(開發代碼)(1118)+TX、甲胺基阿維菌素(291)+TX、甲胺基阿維菌素苯甲酸酯(291)+TX、EMPC(1120)+TX、烯炔菊酯(292)+TX、硫丹(294)+TX、因毒磷(1121)+TX、異狄氏劑(1122)+TX、 EPBP(1123)+TX、EPN(297)+TX、保幼醚(1124)+TX、埃普菌素(別名)[CCN]+TX、高氰戊菊酯(302)+TX、etaphos(別名)[CCN]+TX、殺蟲丹(308)+TX、乙硫磷(309)+TX、乙蟲腈(310)+TX、益硫磷(ethoate-methyl)(1134)+TX、滅線磷(312)+TX、甲酸乙酯(IUPAC名)[CCN]+TX、乙基-DDD(別名)(1056)+TX、二溴化乙烯(316)+TX、二氯化乙烯(化學名)(1136)+TX、環氧乙烷[CCN]+TX、醚菊酯(319)+TX、乙嘧硫磷(1142)+TX、EXD(1143)+TX、胺磺磷(323)+TX、苯線磷(326)+TX、抗蟎唑(1147)+TX、皮蠅磷(1148)+TX、雙乙威(1149)+TX、芬氟司林(1150)+TX、殺螟硫磷(335)+TX、仲丁威(336)+TX、fenoxacrim(1153)+TX、苯氧威(340)+TX、吡氯氰菊酯(1155)+TX、甲氰菊酯(342)+TX、fenpyrad(別名)+TX、豐索磷(1158)+TX、倍硫磷(346)+TX、乙基倍硫磷[CCN]+TX、氰戊菊酯(349)+TX、氟蟲腈(354)+TX、氟啶蟲醯胺(358)+TX、氟蟲雙醯胺(CAS登記號:272451-65-7)+TX、氟氰戊菊酯(1168)+TX、氟蟎脲(366)+TX、氟氰戊菊酯(367)+TX、聯氟蟎(1169)+TX、嘧蟲胺[CCN]+TX、氟蟲脲(370)+TX、三氟醚菊酯(1171)+TX、氟氯苯菊酯(372)+TX、氟胺氰菊酯(1184)+TX、FMC 1137(開發代碼)(1185)+TX、地蟲磷(1191)+TX、伐蟲脒(405)+TX、伐蟲脒鹽酸鹽(405)+TX、安果(1192)+TX、formparanate(1193)+TX、丁苯硫磷(1194)+TX、福司吡酯(1195)+TX、噻唑磷(408)+TX、丁硫環磷(1196)+TX、呋線威(412)+TX、抗蟲菊(1200)+TX、γ-氯氟氰菊酯(197)+TX、γ-HCH(430)+TX、雙胍鹽(422)+TX、雙胍鹽乙酸酯(422)+TX、GY-81(開發代碼)(423)+ TX、苄蟎醚(424)+TX、氯蟲醯肼(425)+TX、HCH(430)+TX、HEOD(1070)+TX、七氯(1211)+TX、庚烯磷(432)+TX、速殺硫磷[CCN]+TX、氟鈴脲(439)+TX、HHDN(864)+TX、氟蟻腙(443)+TX、氰化氫(444)+TX、烯蟲乙酯(445)+TX、hyquincarb(1223)+TX、吡蟲啉(458)+TX、炔咪菊酯(460)+TX、茚蟲威(465)+TX、碘甲烷(IUPAC名)(542)+TX、IPSP(1229)+TX、氯唑磷(1231)+TX、碳氯靈(1232)+TX、水胺硫磷(別名)(473)+TX、異艾氏劑(1235)+TX、異柳磷(1236)+TX、移栽靈(1237)+TX、異丙威(472)+TX、異丙基O-(甲氧基胺基硫代磷醯基)水楊酸酯(IUPAC名)(473)+TX、稻瘟靈(474)+TX、異拌磷(1244)+TX、唑磷(480)+TX、伊維菌素(別名)[CCN]+TX、茉莉菊酯I(696)+TX、茉莉菊酯II(696)+TX、碘硫磷(1248)+TX、保幼激素I(別名)[CCN]+TX、保幼激素II(別名)[CCN]+TX、保幼激素III(別名)[CCN]+TX、克來範(1249)+TX、烯蟲炔酯(484)+TX、λ-三氯氟氰菊酯(198)+TX、砷酸鉛[CCN]+TX、雷皮菌素(CCN)+TX、溴苯磷(1250)+TX、林丹(430)+TX、lirimfos(1251)+TX、虱蟎脲(490)+TX、噻唑磷(1253)+TX、間丙苯基甲基胺基甲酸酯(IUPAC名)(1014)+TX、磷化鎂(IUPAC名)(640)+TX、馬拉硫磷(492)+TX、丙蟎氰(1254)+TX、疊氮磷(1255)+TX、滅蚜磷(502)+TX、甲基滅蚜磷(1258)+TX、滅蚜松(1260)+TX、地胺磷(1261)+TX、氯化亞汞(513)+TX、mesulfenfos(1263)+TX、氰氟蟲腙(CCN)+TX、威百畝(519)+TX、鉀威百畝(別名)(519)+TX、鈉威百畝(519)+TX、蟲蟎畏(1266)+TX、甲胺磷(527)+TX、氟化甲磺醯(IUPAC/化學文 摘名)(1268)+TX、殺撲磷(529)+TX、滅蟲威(530)+TX、methocrotophos(1273)+TX、滅多蟲(531)+TX、甲氧普林(532)+TX、甲喹丁(methoquin-butyl)(1276)+TX、甲醚菊酯(別名)(533)+TX、甲氧滴滴涕(534)+TX、甲氧蟲醯肼(535)+TX、溴化甲基(537)+TX、甲基異硫氰酸酯(543)+TX、甲基氯仿(別名)[CCN]+TX、氯化亞甲基[CCN]+TX、甲氧苄氟菊酯[CCN]+TX、速滅威(550)+TX、惡蟲酮(1288)+TX、美文松(mevinphos)(556)+TX、自克威(1290)+TX、米爾菌素(557)+TX、米爾菌素肟化物(別名)[CCN]+TX、丙胺氟(1293)+TX、滅蟻靈(1294)+TX、久效磷(561)+TX、茂果(1300)+TX、莫昔克丁(別名)[CCN]+TX、萘肽磷(別名)[CCN]+TX、二溴磷(567)+TX、萘(IUPAC/化學文摘名)(1303)+TX、NC-170(開發代碼)(1306)+TX、NC-184(化合物代碼)+TX、菸鹼(578)+TX、硫酸菸鹼(578)+TX、氟蟻靈(1309)+TX、烯啶蟲胺(579)+TX、硝蟲噻(1311)+TX、戊氰威(1313)+TX、戊氰威1:1氯化鋅複合物(1313)+TX、NNI-0101(化合物代碼)+TX、NNI-0250(化合物代碼)+TX、降菸鹼(慣用名)(1319)+TX、雙苯氟脲(585)+TX、多氟脲(586)+TX、O-5-二氯-4-碘苯基O-乙基乙基硫代膦酸酯(IUPAC名)(1057)+TX、O,O-二乙基O-4-甲基-2-側氧基-2H-色烯-7-基硫代磷酸酯(IUPAC名)(1074)+TX、O,O-二乙基O-6-甲基-2-丙基嘧啶-4-基硫代磷酸酯(IUPAC名)(1075)+TX、O,O,O',O'-四丙基二硫代焦磷酸酯(IUPAC名)(1424)+TX、油酸(IUPAC名)(593)+TX、氧化樂果(594)+TX、草胺醯(602)+TX、oxydemeton-甲基(609)+TX、異亞碸磷(1324)+TX、異亞碸磷(1325)+TX、pp'-DDT (219)+TX、對二氯苯[CCN]+TX、對硫磷(615)+TX、對硫磷-甲基(616)+TX、氟幼脲(別名)[CCN]+TX、五氯苯酚(623)+TX、五氯苯基月桂酸(IUPAC名)(623)+TX、苄氯菊酯(626)+TX、石油(別名)(628)+TX、PH 60-38(開發代碼)(1328)+TX、酚硫磷(phenkapton)(1330)+TX、苯醚菊酯(630)+TX、稻豐散(631)+TX、甲拌磷(636)+TX、伏殺硫磷(637)+TX、硫環磷(1338)+TX、亞胺硫磷(638)+TX、對氯硫磷(1339)+TX、磷胺(639)+TX、磷化氫(IUPAC名)(640)+TX、辛硫磷(642)+TX、辛硫磷-甲基(1340)+TX、甲胺嘧磷(pirimetaphos)(1344)+TX、抗蚜威(651)+TX、乙基嘧啶磷(1345)+TX、甲基嘧啶磷(652)+TX、多氯二環戊二烯異構物(IUPAC名)(1346)+TX、多氯萜烯(慣用名)(1347)+TX、亞砷酸鉀[CCN]+TX、硫氰酸鉀[CCN]+TX、炔丙菊酯(655)+TX、早熟素I(別名)[CCN]+TX、早熟素II(別名)[CCN]+TX、早熟素III(別名)[CCN]+TX、醯胺嘧啶磷(primidophos)(1349)+TX、丙溴磷(662)+TX、丙氟菊酯(profluthrin)[CCN]+TX、蜱虱威(1354)+TX、猛殺威(1355)+TX、丙蟲磷(1356)+TX、胺丙畏(673)+TX、殘殺威(678)+TX、乙噻唑磷(1360)+TX、丙硫磷(686)+TX、發果(1362)+TX、丙苯烴菊酯(protrifenbute)[CCN]+TX、吡蚜酮(688)+TX、吡唑硫磷(689)+TX、克菌磷(693)+TX、pyresmethrin(1367)+TX、除蟲菊酯I(696)+TX、除蟲菊酯II(696)+TX、除蟲菊素(696)+TX、嗒蟎酮(699)+TX、啶蟲丙醚(700)+TX、嗒硫磷(701)+TX、嘧蟎醚(706)+TX、嘧硫磷(1370)+TX、蚊蠅醚(708)+TX、苦木藥(別名)[CCN]+TX、喹硫磷(711)+TX、甲基喹硫磷(1376)+TX、 畜寧磷(1380)+TX、quintiofos(1381)+TX、R-1492(開發代碼)(1382)+TX、碘醚柳胺(別名)[CCN]+TX、苄呋菊酯(719)+TX、魚藤酮(722)+TX、RU 15525(開發代碼)(723)+TX、RU 25475(開發代碼)(1386)+TX、魚尼丁(別名)(1387)+TX、利阿諾定(慣用名)(1387)+TX、沙巴藜蘆(別名)(725)+TX、八甲基焦磷醯胺(1389)+TX、硫線磷(別名)+TX、司拉克丁(別名)[CCN]+TX、SI-0009(化合物代碼)+TX、SI-0205(化合物代碼)+TX、SI-0404(化合物代碼)+TX、SI-0405(化合物代碼)+TX、氟矽菊酯(728)+TX、SN 72129(開發代碼)(1397)+TX、亞砷酸鈉[CCN]+TX、氰化鈉(444)+TX、氟化鈉(IUPAC/化學文摘名)(1399)+TX、六氟矽酸鈉(1400)+TX、五氯酚鈉(623)+TX、硒酸鈉(IUPAC名)(1401)+TX、硫氰酸鈉[CCN]+TX、蘇果(1402)+TX、多殺菌素(737)+TX、螺甲蟎酯(739)+TX、螺蟲乙酯(CCN)+TX、sulcofuron(746)+TX、sulcofuron-sodium(746)+TX、氟蟲胺(750)+TX、治螟磷(753)+TX、磺醯氟(756)+TX、硫丙磷(1408)+TX、焦油(別名)(758)+TX、氟胺氰菊酯(398)+TX、噻蟎威(1412)+TX、TDE(1414)+TX、蟲醯肼(762)+TX、吡蟎胺(763)+TX、丁基嘧啶磷(764)+TX、氟苯脲(768)+TX、七氟菊酯(769)+TX、雙硫磷(770)+TX、TEPP(1417)+TX、環戊烯丙菊酯(1418)+TX、三級丁威(別名)+TX、特丁磷(773)+TX、四氯乙烷[CCN]+TX、殺蟲畏(777)+TX、胺菊酯(787)+TX、θ-氯氰菊酯(204)+TX、噻蟲啉(791)+TX、thiafenox(別名)+TX、噻蟲(792)+TX、thicrofos(1428)+TX、抗蟲威(1431)+TX、殺蟲環(798)+TX、殺蟲環草酸氫鹽(798)+TX、硫雙威(799) +TX、久效威(800)+TX、甲基乙拌磷(801)+TX、治線磷(1434)+TX、殺蟲(thiosultap)(803)+TX、殺蟲鈉(thiosultap-sodium)(803)+TX、蘇雲金素(別名)[CCN]+TX、唑蟲醯胺(809)+TX、四溴菊酯(812)+TX、四氟苯菊酯(813)+TX、反式-苄氯菊酯(1440)+TX、威菌磷(1441)+TX、唑蚜威(818)+TX、三唑磷(820)+TX、唑呀威(triazuron)(別名)+TX、敵百蟲(824)+TX、芬氯磷-3(別名)[CCN]+TX、毒壤膦(1452)+TX、三氯丙氧磷(1455)+TX、殺鈴脲(835)+TX、混殺威(840)+TX、烯蟲硫酯(1459)+TX、蚜滅多(847)+TX、氟吡唑蟲(vaniliprole)[CCN]+TX、藜蘆定(別名)(725)+TX、藜蘆鹼(別名)(725)+TX、XMC(853)+TX、滅殺威(854)+TX、YI-5302(化合物代碼)+TX、ζ-氯氰菊酯(205)+TX、zetamethrin(別名)+TX、磷化鋅(640)+TX、zolaprofos(1469)和ZXI 8901(開發代碼)(858)+TX、氰蟲醯胺[736994-63-19+TX、氯蟲苯甲醯胺[500008-45-7]+TX、腈吡蟎酯[560121-52-0]+TX、丁氟蟎酯[400882-07-7]+TX、新喹唑啉(pyrifluquinazon)[337458-27-2]+TX、乙基多殺菌素[187166-40-1+187166-15-0]+TX、螺蟲乙酯[203313-25-1]+TX、碸蟲啶[946578-00-3]+TX、丁蟲腈[704886-18-0]+TX、氯氟醚菊酯[915288-13-0]+TX、四氟醚菊酯[84937-88-2]+TX、三氟苯嘧啶(揭露於WO 2012/092115中)+TX,殺軟體動物劑,該殺軟體動物劑選自由以下物質組成的組:二(三丁基錫)氧化物(IUPAC名稱)(913)+TX、溴乙醯胺[CCN]+TX、砷酸鈣[CCN]+TX、除線威(cloethocarb)(999)+TX、乙醯亞砷酸銅[CCN]+TX、硫酸銅(172)+TX、三苯錫(347)+TX、磷酸鐵(IUPAC名稱)(352)+TX、 四聚乙醛(518)+TX、滅蟲威(530)+TX、氯硝柳胺(576)+TX、氯硝柳胺乙醇胺鹽(576)+TX、五氯酚(623)+TX、五氯苯氧化鈉(623)+TX、噻蟎威(tazimcarb)(1412)+TX、硫雙威(799)+TX、三丁基氧化錫(913)+TX、殺螺啉(trifenmorph)(1454)+TX、混殺威(trimethacarb)(840)+TX、乙酸三苯基錫(IUPAC名稱)(347)和三苯基氫氧化錫(IUPAC名稱)(347)+TX、皮瑞普(pyriprole)[394730-71-3]+TX,殺線蟲劑,該殺線蟲劑選自由以下物質組成的組:AKD-3088(化合物代碼)+TX、1,2-二溴-3-氯丙烷(IUPAC/化學文摘名)(1045)+TX、1,2-二氯丙烷(IUPAC/化學文摘名)(1062)+TX、1,2-二氯丙烷與1,3-二氯丙烯(IUPAC名稱)(1063)+TX、1,3-二氯丙烯(233)+TX、3,4-二氯四氫噻吩1,1-二氧化物(IUPAC/化學文摘名)(1065)+TX、3-(4-氯苯基)-5-甲基繞丹寧(IUPAC名稱)(980)+TX、5-甲基-6-硫代-1,3,5-噻二烷-3-基乙酸(IUPAC名稱)(1286)+TX、6-異戊烯基胺基嘌呤(別名)(210)+TX、阿巴美丁(1)+TX、乙醯蟲腈[CCN]+TX、棉鈴威(15)+TX、涕滅威(aldicarb)(16)+TX、涕滅碸威(aldoxycarb)(863)+TX、AZ 60541(化合物代碼)+TX、benclothiaz[CCN]+TX、苯茵靈(62)+TX、丁基嗒蟎酮(butylpyridaben)(別名)+TX、硫線磷(cadusafos)(109)+TX、克百威(carbofuran)(118)+TX、二硫化碳(945)+TX、丁硫克百威(119)+TX、氯化苦(141)+TX、毒死蜱(145)+TX、除線威(cloethocarb)(999)+TX、細胞分裂素(cytokinins)(別名)(210)+TX,棉隆(216)+TX、DBCP(1045)+TX、DCIP(218)+TX、除線特(diamidafos)(1044)+TX、除線磷(dichlofenthion)(1051)+TX、二克磷(dicliphos)(別名)+TX、 樂果(262)+TX、朵拉克汀(別名)[CCN]+TX、甲胺基阿維菌素[CCN]+TX、甲胺基阿維菌素苯甲酸酯(291)+TX、依立諾克丁(別名)[CCN]+TX、滅線磷(312)+TX、二溴乙烷(316)+TX、苯線磷(fenamiphos)(326)+TX、吡蟎胺(別名)+TX、豐索磷(fenpyrad)(1158)+TX、噻唑磷(fosthiazate)(408)+TX、丁硫環磷(fosthietan)(1196)+TX、糠醛(別名)[CCN]+TX、GY-81(研究代碼)(423)+TX、速殺硫磷(heterophos)[CCN]+TX、碘甲烷(IUPAC名稱)(542)+TX、isamidofos(1230)+TX、氯唑磷(isazofos)(1231)+TX、伊維菌素(別名)[CCN]+TX、激動素(別名)[CCN]+TX、甲基滅蚜磷(mecarphon)(1258)+TX、威百畝(519)+TX、威百畝鉀鹽(別名)(519)+TX、威百畝鈉鹽(519)+TX、甲基溴(537)+TX、異硫氰酸甲酯(543)+TX、殺蟎菌素肟(milbemycin oxime)(別名)[CCN]+TX、莫昔克丁(剔名)[CCN]+TX、疣孢漆斑茵(Myrothecium verrucaria)組分(別名)(565)+TX、NC-184(化合物代碼)+TX、殺線威(602)+TX、甲拌磷(636)+TX、磷胺(639)+TX、磷蟲威(phosphocarb)[CCN]+TX、硫線磷(sebufos)(別名)+TX、塞拉菌素(selamectin)(別名)[CCN]+TX、多殺菌素(737)+TX、三級丁威(terbam)(別名)+TX、特丁磷(terbufos)(773)+TX、四氯噻吩(IUPAC/化學文摘名)(1422)+TX、噻菲農(別名)+TX、蟲線磷(thionazin)(1434)+TX、三唑磷(triazophos)(820)+TX、唑呀威(triazuron)(別名)+TX、二甲苯酚[CCN]+TX、YI-5302(化合物代碼)和玉米素(別名)(210)+TX、fluensulfone[318290-98-1]+TX,硝化作用抑制劑,該硝化作用抑制劑選自由以下物質組成的組:乙基 黃原酸鉀[CCN]以及氯啶(nitrapyrin)(580)+TX,植物活化劑,該植物活化劑選自由以下物質組成的組:噻二唑素(活化酯)(6)+TX、噻二唑素-S-甲基(6)+TX、噻菌靈(658)和大虎杖(Reynoutria sachalinensis)提取物(別名)(720)+TX,殺鼠劑,該殺鼠劑選自由以下物質組成的組:2-異戊醯二氫茚-1,3-二酮(IUPAC名稱)(1246)+TX、4-(喹喔啉-2-基胺基)苯磺醯胺(IUPAC名稱)(748)+TX、α-氯代醇[CCN]+TX、磷化鋁(640)+TX、安妥(880)+TX、三氧化二砷(882)+TX、碳酸鋇(891)+TX、雙鼠脲(912)+TX、溴鼠隆(89)+TX、溴敵隆(91)+TX、溴鼠胺(92)+TX、氰化鈣(444)+TX、氮醛糖(127)+TX、氯鼠酮(140)+TX、維生素D3(別名)(850)+TX、氯滅鼠靈(1004)+TX、克滅鼠(1005)+TX、殺鼠萘(175)+TX、殺鼠嘧啶(1009)+TX、鼠得克(246)+TX、噻鼠靈(249)+TX、敵鼠鈉(273)+TX、維生素D2(301)+TX、氟鼠靈(357)+TX、氟乙醯胺(379)+TX、鼠樸定(1183)+TX、鹽酸鼠樸定(1183)+TX、γ-HCH(430)+TX、HCH(430)+TX、氫氰酸(444)+TX、碘甲烷(IUPAC名稱)(542)+TX、林旦(430)+TX、磷化鎂(IUPAC名稱)(640)+TX、甲基溴(537)+TX、鼠特靈(1318)+TX、毒鼠磷(1336)+TX、磷化氫(IUPAC名稱)(640)+TX、磷[CCN]+TX、殺鼠酮(1341)+TX、亞砷酸鉀[CCN]+TX、滅鼠優(1371)+TX、海蔥糖苷(1390)+TX、亞砷酸鈉[CCN]+TX、氰化鈉(444)+TX、氟乙酸鈉(735)+TX、士的寧(745)+TX、硫酸鉈[CCN]+TX、殺鼠靈(851)以及磷化鋅(640)+TX,增效劑,該增效劑選自由以下物質組成的組:2-(2-丁氧基乙氧基)乙基 胡椒基酯(IUPAC名稱)(934)+TX、5-(1,3-苯并二氧雜環戊烯-5-基)-3-己基環己-2-烯酮(IUPAC名稱)(903)+TX、具有橙花三級醇的法呢醇(別名)(324)+TX、MB-599(研究代碼)(498)+TX、MGK 264(研究代碼)(296)+TX,增效醚(piperonyl butoxide)(649)+TX、增效醛(piprotal)(1343)+TX、增效酯(propyl isomer)(1358)+TX、S421(研究代碼)(724)+TX、增效散(sesamex)(1393)+TX、sesasmolin(1394)和亞碸(1406)+TX,動物驅避劑,該動物驅避劑選自由以下物質組成的組:蒽醌(32)+TX、氯醛糖(127)+TX、環烷酸銅[CCN]+TX、王銅(171)+TX、二磷(227)+TX、二環戊二烯(化學名稱)(1069)+TX、雙胍鹽(guazatine)(422)+TX、雙胍醋酸鹽(422)+TX、滅蟲威(530)+TX、吡啶-4-胺(IUPAC名稱)(23)+TX、塞侖(804)+TX、混殺威(trimethacarb)(840)+TX、環烷酸鋅[CCN]和福美鋅(856)+TX,殺病毒劑,該殺病毒劑選自由以下物質組成的組:衣馬寧(別名)[CCN]和利巴韋林(別名)[CCN]+TX,創傷保護劑,該創傷保護劑選自由以下物質組成的組:氧化汞(512)+TX、辛噻酮(590)和甲基硫茵靈(802)+TX,以及選自下組的生物活性化合物,該組由以下各項組成:阿紮康唑(60207-31-0]+TX、聯苯三唑醇[70585-36-3]+TX、糠菌唑[116255-48-2]+TX、環唑醇[94361-06-5]+TX、待克利[119446-68-3]+TX、烯唑醇[83657-24-3]+TX、氟環唑[106325-08-0]+TX、腈苯唑[114369-43-6]+TX、氟喹唑[136426-54-5]+TX、氟矽唑[85509-19-9]+TX、粉唑醇[76674-21-0]+ TX、菲克利[79983-71-4]+TX、抑黴唑[35554-44-0]+TX、亞胺唑[86598-92-7]+TX、種菌唑[125225-28-7]+TX、葉菌唑[125116-23-6]+TX、腈菌唑[88671-89-0]+TX、稻瘟酯[101903-30-4]+TX、平克座[66246-88-6]+TX、丙硫菌唑[178928-70-6]+TX、啶斑肟[88283-41-4]+TX、咪鮮胺[67747-09-5]+TX、普克利[60207-90-1]+TX、矽氟唑[149508-90-7]+TX、戊唑醇[107534-96-3]+TX、四氟醚唑[112281-77-3]+TX、三唑酮[43121-43-3]+TX、三唑醇[55219-65-3]+TX、氟菌唑[99387-89-0]+TX、滅菌唑[131983-72-7]+TX、嘧啶醇[12771-68-5]+TX、氯苯嘧啶醇[60168-88-9]+TX、氟苯嘧啶醇(nuarimol)[63284-71-9]+TX、乙嘧酚磺酸酯[41483-43-6]+TX、二甲嘧酚[5221-53-4]+TX、乙菌定[23947-60-6]+TX、嗎菌靈[1593-77-7]+TX、苯鏽啶[67306-00-7]+TX、芬普福[67564-91-4]+TX、螺環菌胺[118134-30-8]+TX、克啉菌[81412-43-3]+TX、賽普洛[121552-61-2]+TX、嘧菌胺[110235-47-7]+TX、嘧黴胺[53112-28-0]+TX、拌種咯(fenpiclonil)[74738-17-3]+TX、護汰寧[131341-86-1]+TX、苯霜靈[71626-11-4]+TX、呋霜靈[57646-30-7]+TX、甲霜靈[57837-19-1]+TX、R-甲霜靈[70630-17-0]+TX、甲呋醯胺[58810-48-3]+TX、霜靈[77732-09-3]+TX、苯菌靈[17804-35-2]+TX、多菌靈[10605-21-7]+TX、咪菌威[62732-91-6]+TX、呋喃基苯并咪唑[3878-19-1]+TX、噻苯咪唑[148-79-8]+TX、乙菌利(chlozolinate)[84332-86-5]+TX、菌核利(dichlozoline)[24201-58-9]+TX、異菌脲[36734-19-7]+TX、甲菌利(myclozoline)[54864-61-8]+TX、腐黴利[32809-16-8]+TX、乙烯菌核利(vinclozoline)[50471-44-8]+TX、啶醯菌胺[188425-85-6]+TX、萎鏽靈 [5234-68-4]+TX、甲呋醯胺[24691-80-3]+TX、福多寧[66332-96-5]+TX、滅鏽胺[55814-41-0]+TX、異丙噻菌胺(isofetamid)[5259-88-1]+TX、吡噻菌胺[183675-82-3]+TX、噻氟醯胺[130000-40-7]+TX、雙胍鹽[108173-90-6]+TX、多果定[2439-10-3][112-65-2](游離鹼)+TX、雙胍辛胺[13516-27-3]+TX、亞托敏[131860-33-8]+TX、醚菌胺[149961-52-4]+TX、烯肟菌酯{Proc.BCPC,Int.Congr.,Glasgow,2003,1,93}+TX、氟亞托敏[361377-29-9]+TX、甲基醚菌酯[143390-89-0]+TX、苯氧菌胺[133408-50-1]+TX、肟菌酯[141517-21-7]+TX、肟醚菌胺[248593-16-0]+TX、啶氧菌酯[117428-22-5]+TX、唑菌胺酯[175013-18-0]+TX、福美鐵[14484-64-1]+TX、代森錳[8018-01-7]+TX、代森錳[12427-38-2]+TX、代森聯[9006-42-2]+TX、甲基代森鋅[12071-83-9]+TX、福美雙[137-26-8]+TX、代森鋅[12122-67-7]+TX、福美鋅[137-30-4]+TX、敵菌丹[2425-06-1]+TX、克菌丹[133-06-2]+TX、抑菌靈[1085-98-9]+TX、唑呋草[41205-21-4]+TX、滅菌丹[133-07-3]+TX、甲苯氟磺胺[731-27-1]+TX、波爾多混合劑[8011-63-0]+TX、氫氧化銅[20427-59-2]+TX、氯化銅(copperoxychlorid)[1332-40-7]+TX、硫酸銅[7758-98-7]+TX、氧化銅[1317-39-1]+TX、代森錳銅[53988-93-5]+TX、羥基喹啉銅[10380-28-6]+TX、敵蟎普[131-72-6]+TX、酞菌酯(nitrothal-isopropyl)[10552-74-6]+TX、克瘟散[17109-49-8]+TX、異稻瘟淨(iprobenphos)[26087-47-8]+TX、稻瘟靈[50512-35-1]+TX、氯瘟磷(phosdiphen)[36519-00-3]+TX、克菌磷[13457-18-6]+TX、甲基立枯磷[57018-04-9]+TX、活化酯-S-甲基[135158-54-2]+TX、敵菌靈[101-05-3]+TX、苯噻菌胺[413615-35-7]+TX、殺稻瘟素-S[2079-00-7]+ TX、滅蟎猛[2439-01-2]+TX、地茂散[2675-77-6]+TX、四氯異苯腈[1897-45-6]+TX、環氟菌胺[180409-60-3]+TX、霜脲氰[57966-95-7]+TX、二氯萘醌[117-80-6]+TX、雙氯氰菌胺[139920-32-4]+TX、嗒菌酮[62865-36-5]+TX、氯硝胺[99-30-9]+TX、乙黴威[87130-20-9]+TX、烯醯啉(dimethomorph)[110488-70-5]+TX、SYP-LI90(氟啉)[211867-47-9]+TX、二氰蒽醌[3347-22-6]+TX、噻唑菌胺[162650-77-3]+TX、土菌靈[2593-15-9]+TX、唑菌酮[131807-57-3]+TX、咪唑菌酮[161326-34-7]+TX、稻瘟醯胺(fenoxanil)[115852-48-7]+TX、三苯錫[668-34-8]+TX、嘧菌腙[89269-64-7]+TX、扶吉胺[79622-59-6]+TX、氟吡菌胺[239110-15-7]+TX、磺菌胺[106917-52-6]+TX、環醯菌胺[126833-17-8]+TX、福賽得(乙磷鋁)[39148-24-8]+TX、菌靈[10004-44-1]+TX、丙森鋅[140923-17-7]+TX、IKF-916(氰霜唑)[120116-88-3]+TX、春雷黴素[6980-18-3]+TX、磺菌威[66952-49-6]+TX、苯菌酮[220899-03-6]+TX、戊菌隆[66063-05-6]+TX、苯酞[27355-22-2]+TX、多氧黴素(polyoxins)[11113-80-7]+TX、噻菌靈[27605-76-1]+TX、霜黴威[25606-41-1]+TX、丙氧喹啉[189278-12-4]+TX、百快隆[57369-32-1]+TX、喹氧靈[124495-18-7]+TX、五氯硝基苯[82-68-8]+TX、硫[7704-34-9]+TX、噻醯菌胺[223580-51-6]+TX、咪唑(triazoxide)[72459-58-6]+TX、三賽唑[41814-78-2]+TX、胺靈[26644-46-2]+TX、有效黴素[37248-47-8]+TX、苯醯菌胺(RH7281)[156052-68-5]+TX、雙炔醯菌胺[374726-62-2]+TX、吡唑萘菌胺[881685-58-1]+TX、氟唑環菌胺(sedaxane)[874967-67-6]+TX、3-二氟甲基-1-甲基-1H-吡唑-4-甲酸(9-二氯甲烷-1,2,3,4-四氫-1,4-橋亞甲基-萘-5- 基)-醯胺(揭露於WO 2007/048556中)+TX、3-二氟甲基-1-甲基-1H-吡唑-4-甲酸(3',4',5'-三氟-二苯基-2-基)-醯胺(揭露於WO 2006/087343中)+TX、[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(環丙基羰基)氧基]-1,3,4,4a,5,6,6.a,12,12a,12b-十氫-6,12-二羥基-4,6a,12b-三甲基-11-側氧基-9-(3-吡啶基)-2H,11H萘並[2,1-b]吡喃並[3,4-e]吡喃-4-基]甲基-環丙甲酸酯[915972-17-7]+TX以及1,3,5-三甲基-N-(2-甲基-1-氧丙基)-N-[3-(2-甲基丙基)-4-[2,2,2-三氟-1-甲氧基-1-(三氟甲基)乙基]苯基]-1H-吡唑-4-甲醯胺[926914-55-8]+TX,或選自下組的生物活性化合物,該組由以下各項組成:N-[(5-氯-2-異丙基-苯基)甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲醯胺+TX、2,6-二甲基-1H,5H-[1,4]二硫[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮+TX、6-乙基-5,7-二側氧基-吡咯並[4,5][1,4]二硫[1,2-c]異噻唑-3-甲腈+TX、2-(二氟甲基)-N-[3-乙基-1,1-二甲基-二氫茚-4-基]吡啶-3-甲醯胺+TX、4-(2,6-二氟苯基)-6-甲基-5-苯基-嗒-3-甲腈+TX、(R)-3-(二氟甲基)-1-甲基-N-[1,1,3-三甲基林丹-4-基]吡唑-4-甲醯胺+TX、4-(2-溴-4-氟-苯基)-N-(2-氯-6-氟-苯基)-2,5-二甲基-吡唑-3-胺+TX、3-(二氟甲基)-N-(7-氟-1,1,3-三甲基-二氫茚-4-基)-1-甲基-吡唑-4-甲醯胺+TX、CAS 850881-30-0+TX、3-(3,4-二氯-1,2-噻唑-5-基甲氧基)-1,2-苯并噻唑1,1-二氧化物+TX、2-[2-[(2,5-二甲基苯氧基)甲基]苯基]-2-甲氧基-N-甲基-乙醯胺+TX、3-(4,4-二氟-3,4-二氫-3,3-二甲基異喹啉-1-基)喹諾酮+TX、2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙烷-2-醇+TX、oxathiapiprolin+TX、三級丁基N-[6-[[[(1-甲基四唑-5-基)-苯基-亞甲基]胺基]氧基甲基]-2-吡啶基]胺基甲酸 酯+TX、N-[2-(3,4-二氟苯基)苯基]-3-(三氟甲基)吡-2-甲醯胺+TX、3-(二氟甲基)-1-甲基-N-[(3R)-1,1,3-三甲基林丹-4-基]吡唑-4-甲醯胺+TX、2,2,2-三氟乙基N-[2-甲基-1-[[(4-甲基苯甲醯基)胺基]甲基]丙基]胺基甲酸酯+TX、(2RS)-2-[4-(4-氯苯氧基)-α,α,α-三氟-鄰甲苯基]-1-(1H-1,2,4-三唑-1-基)丙烷-2-醇+TX、(2RS)-2-[4-(4-氯苯氧基)-α,α,α-三氟-鄰甲苯基]-3-甲基-1-(1H-1,2,4-三唑-1-基)丁-2-醇+TX、2-(二氟甲基)-N-[(3R)-3-乙基-1,1-二甲基-二氫茚-4-基]吡啶-3-甲醯胺+TX、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒+TX、N'-[4-(4,5-二氯噻唑-2-基)氧基-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒+TX、[2-[3-[2-[1-[2-[3,5-雙(二氟甲基)吡唑-1-基]乙醯基]-4-哌啶基]噻唑-4-基]-4,5-二氫異唑-5-基]-3-氯-苯基]甲磺酸酯+TX、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亞甲基]胺基]氧基甲基]-2-吡啶基]胺基甲酸酯+TX、甲基N-[[5-[4-(2,4-二甲基苯基)三唑-2-基]-2-甲基-苯基]甲基]胺基甲酸酯+TX、3-氯-6-甲基-5-苯基-4-(2,4,6-三氟苯基)嗒+TX、3-氯-4-(2,6-二氟苯基)-6-甲基-5-苯基-嗒+TX、3-(二氟甲基)-1-甲基-N-[1,1,3-三甲基林丹-4-基]吡唑-4-甲醯胺+TX、1-[2-[[1-(4-氯苯基)吡唑-3-基]氧基甲基]-3-甲基-苯基]-4-甲基-四唑-5-酮+TX、1-甲基-4-[3-甲基-2-[[2-甲基-4-(3,4,5-三甲基吡唑-1-基)苯氧基]甲基]苯基]四唑-5-酮+TX、Aminopyrifen+TX、(Z,2E)-5-[1-(4-氯苯基)吡唑-3-基]氧基-2-甲氧基亞胺基-N,3-二甲基-戊-3-烯醯胺+TX、(4-苯氧基苯基)甲基2-胺基-6-甲基-吡啶-3-甲酸酯+TX以及 +TX。
在活性成分之後的括弧中的參考例如[3878-19-1]係指化學文摘登記號。以上描述的混合配伍物係已知的。當活性成分包括在以下文獻中時:"The Pesticide Manual"[The Pesticide Manual-A World Compendium;Thirteenth Edition;Editor:C.D.S.TomLin;The British Crop Protection Council][“殺有害生物劑手冊”[殺有害生物劑手冊-一本世界手冊;第十三版;編者:C.D.S.TomLin;英國農作物保護委員會]],它們在上文對於特定化合物在圓括號內給定的條目編號之下描述於該手冊中;例如,化合物“阿巴美丁”在條目編號(1)之下進行了描述。當以上對特定化合物加入“[CCN]”時,所討論的化合物包括在“殺有害生物劑通用名綱要(Compendium of Pesticide Common Names)”中,該綱要在互聯網上可得:[A.Wood;Compendium of Pesticide Common Names,Copyright © 1995-2004(A.Wood;殺有害生物劑通用名綱要,版權©1995-2004)];例如,化合物“乙醯蟲腈”在互聯網地址http://www.alanwood.net/pesticides/acetoprole.html下進行了描述。
上述的活性成分中大部分在上文是藉由所謂的“通用名”、相關的“ISO通用名”或在個別情況下使用的另一個“通用名”來提及。如果名稱不是“通用名”,那麼對於特定化合物在圓括號內給出了作為代替而使用的該名稱的性質;在這種情況下,使用IUPAC名稱、IUPAC/化學文摘名稱、“化學名稱”、“傳統名稱”、“化合物名稱”、或“研 究代碼”,或者如果既沒有使用該等名稱之一,也沒有使用“通用名”,那麼使用的是“別名”。“CAS登記號”意指化學文摘登記號。
在“參考”混合物組成物中,具有化學式(I)之化合物的混合物[選自表X(以上)]具有以上描述的活性成分,包括選自表X(以上)的化合物,和如以上描述的活性成分,該活性成分較佳的是處於從100:1至1:6000的混合比率,尤其是從50:1至1:50,更由其係處於從20:1至1:20的比率,甚至更尤其是從10:1至1:10,非常尤其是從5:1和1:5,特別較佳的是從2:1至1:2的比率,並且從4:1至2:1的比率同樣是較佳的,尤其是處於1:1、或5:1、或5:2、或5:3、或5:4、或4:1、或4:2、或4:3、或3:1、或3:2、或2:1、或1:5、或2:5、或3:5、或4:5、或1:4、或2:4、或3:4、或1:3、或2:3、或1:2、或1:600、或1:300、或1:150、或1:35、或2:35、或4:35、或1:75、或2:75、或4:75、或1:6000、或1:3000、或1:1500、或1:350、或2:350、或4:350、或1:750、或2:750、或4:750的比率。那些混合比率係按重量計的。
可以將如上描述的該等混合組成物(均根據本發明和“參考”混合組成物)用於控制有害生物的方法中,該方法包括將含如上描述的混合物的組成物施用於有害生物或其環境中。
包含選自表X(以上)的具有化學式(I)之化合物以及一種或多種如以上描述的活性成分的混合物可以例如以單一的“摻水即用”的形式施用,以組合的噴灑混合物(該混合物由該等單一活性成分的單獨配製物構成)(例如“桶混製劑”)施用,並且當以一種順序的方式(即,一個 在另一個適度短的時期之後,例如幾小時或幾天)施用時組合使用該等單獨活性成分來施用。施用選自表X(以上)的具有化學式(I)之該等化合物和如上描述的該等活性成分的順序對於實施本發明並不是至關重要的。
本發明的該等組成物還可以用於作物增強。
根據本發明,‘作物增強’係指植物活力的改進、植物品質的改進,對於脅迫因素的改進的耐受力和/或提高的投入利用效率。
根據本發明,‘植物活力的改進’係指當與已經在相同條件下生長但未使用本發明的方法的對照植物的相同性狀相比時,某些性狀在質量或數量上被改進。這樣的性狀包括,但並不局限於,早的和/或改進的發芽,改進的出苗,使用更少種子的能力,增加的根的生長,更發達的根系,增加的根的結瘤,增加的芽的生長,增加的分蘖,更強的分蘖,更有效的分蘖,增加的或改進的植株站立,更少的植物顛倒(plant verse)(倒伏),植物高度的增加和/或改進,植物重量(鮮重或乾重)的增加,更大的葉片,更綠的葉子顏色,增加的色素含量,增加的光合活性,更早的開花,更長的圓錐花序,早的穀物成熟期,增加的種子、果實或莢果大小,增加的莢果或穗的數量,增加的每莢果或穗的種子數量,增加的種子品質,增強的種子填充,更少的死的基生葉,延緩枯萎,改進的植物生命力,在儲存組織的提高的胺基酸類化合物水平和/或需要更少的投入(例如更少的所需肥料、水和/或勞作)。活力改進的植物可以具有在任何上述性狀或任意組合或兩個或更多個上述性狀方面的增加。
根據本發明,‘植物品質的改進’係指當與已經在相同條件下生長但未使用本發明的方法的對照植物的相同性狀相比時,某些性狀在 質量或數量上被改進。這樣的性狀包括,但並不局限於,改進的植物視覺外觀,減少的乙烯(減少產生和/或抑制接收),所收穫材料(例如種子、果實、葉子、蔬菜)的改進的品質,(這樣改進的品質可以表現為所收穫材料的改進的視覺外觀,改進的碳水化合物含量(例如增加的糖和/或澱粉的量值、改進的糖酸比、還原糖的減少、增加的糖形成速度),改進的蛋白含量,改進的油含量和組成,改進的營養價值,抗營養化合物的減少,改進的感官特性(例如改進的味道)和/或改進的消費者健康益處(例如增加的維生素和抗氧化劑水平)),改進的收穫後特徵(例如增強的貯存期和/或貯存穩定性,更容易的可加工性,更容易的化合物提取),更同質的作物發育(例如植物的同時萌發、開花和/或結果)和/或改進的種子品質(例如在隨後的季節中使用)。品質改進的植物可以具有在任何上述該等性狀或任意組合或兩個或更多個上述性狀方面的增加。
根據本發明,‘對脅迫因素的耐受力改進’係指當與已經在相同條件下生長但未使用本發明的方法的對照植物的相同性狀相比時,某些性狀在質量或數量上被改進。這樣的性狀包括但並不局限於對多種非生物脅迫因素的耐受力和/或抗性增加,該等因素引發次優生長條件,例如乾旱(例如導致植物水含量缺乏、水吸收潛力缺乏或向植物供水減少的任何脅迫)、受冷、受熱、滲透脅迫、UV脅迫、漫灌、鹽度增加(例如土壤中的鹽度)、增加的礦物暴露、臭氧暴露、高度的光暴露和/或養分(例如氮和/或磷養分)利用受限。對脅迫因素耐受力改進的值物可以具有在任何上述性狀或任意組合或兩個或更多個上述性狀方面的增加。在乾旱和養分脅迫的情況下,該等耐受力改進可以歸因於,例如,更高效率的吸收、利用或 者保有水分和養分。
根據本發明,‘改進的投入利用效率’係指當與在相同條件下生長但未使用本發明的方法的對照植物的生長相比時,植物能夠更有效地使用給定的投入水平而生長。具體而言,該等投入包括,但並不局限於肥料(例如氮、磷、鉀、微量營養素)、光和水。具有改進的投入利用效率的植物可以具有對任何上述投入、或兩種或更多種上述投入的任何組合的改進的使用。
本發明的其他作物增強包括減少植物高度,或減少分蘖,這在作物中或在希望具有更少的生物質和更少分蘖的條件下是有益的特徵。
任何或全部以上的作物增強可以藉由改進例如植物生理、植物生長與發育和/或植物株型而導致改進的產量。在本發明的上下文中,‘產量’包括,但並不局限於:(i)生物質生產、穀物產量、澱粉含量、油含量和/或蛋白含量的增加,這可以起因於:(a)由植物自身生產的量的增加或(b)改進的收穫植物物質的能力,(ii)收穫材料的組成上的改進(例如改進的糖酸比、改進的油組成,增加的營養價值,抗營養化合物的減少,增加的消費者健康益處)和/或(iii)增加的/易化的收穫作物的能力、改進的作物可加工性和/或更好的貯存穩定性/貯存期。農業植物的產量增加意思係,在可能採取定量測量的情況下,各個植物的某一產物的產量比該植物在相同條件下(但沒有應用本發明)生產的這種相同產物的產量提高可測量的數量。根據本發明,較佳的是該產量提高至少0.5%,更較佳的是至少1%,甚至更較佳的是至少2%,仍更較佳的是至少4%,較佳的是5%或甚至更高。
任何或全部以上的作物增強可以導致土地利用改進,即:先 前對於種植不可用或次優的土地可以變得可用。例如,在乾旱條件下顯示出生存能力增強的植物能夠在降雨次優的地區(例如可能在沙漠邊緣或者甚至沙漠裡)種植。
在本發明的一個方面中,作物增強係在來自有害生物和/或疾病和/或非生物脅迫的壓力大體上不存在下得到的。在本發明的一個方面中,植物活力、脅迫耐受性、品質和/或產量的改進係在來自有害生物和/或疾病和/或非生物脅迫的壓力大體上不存在下得到的。例如,有害生物和/或疾病可以藉由在本發明的方法之前,或者同時施用殺有害生物處理來控制。在本發明的再一個另外的方面中,植物活力、脅迫耐受力、品質和/或產量的改進係在有害生物和/或疾病不存在下得到的。在一個另外的實施方式中,植物活力、品質和/或產量的改進係在非生物脅迫不存在或者大體上不存在下得到的。
本發明的該等組成物還可以在保護儲存貨物免受真菌攻擊的領域中使用。根據本發明,術語“儲存貨物”應被理解為係指植物和/或動物來源的天然物質及其加工形式,其取自天然生命週期並且其被希望用於長期保護。植物來源的儲存貨物(例如植物或其部分(例如,莖稈、葉子、塊莖、種子、果實或穀粒))可以以新鮮收割的狀態或以加工形式(例如預乾燥的、潤濕的、粉碎的、磨碎的或烘烤的)進行保護。也落在儲存貨物定義下的是木材,無論為原木形式,例如建築木材、輸電塔和柵欄,或為製成品形式,例如從木材製造的傢俱或物體。動物來源的儲存貨物係獸皮、革、毛皮、毛髮及類似物。根據本發明的組成物可以預防不利的作用,例如腐敗、褪色或發黴。較佳的是,“儲存貨物”應被理解為係指植 物來源的天然物質和/或其加工形式,更較佳的是水果及其加工形式(例如梨果、核果、漿果和柑橘及其加工形式)。在本發明的另一個較佳的實施方式中,“儲存貨物”被理解為係指木材。
因此,本發明的另一個方面係保護儲存貨物之方法,該方法包括將根據本發明的組成物施用至儲存貨物。
本發明的組成物還可以在保護技術材料免受真菌攻擊的領域中使用。根據本發明,術語“技術材料”包括紙;地毯;建築;冷卻和加熱系統;壁板;通風和空調系統等等;較佳的是,“技術材料”應被理解為係指壁板。根據本發明的組成物可以預防不利的作用,例如腐敗、褪色或發黴。
根據本發明的組成物通常以多種方式使用配製物佐劑(比如載體、溶劑和表面活性物質)進行配製。該等配製物可以處於不同的實體形式,例如,處於以下形式:撒粉劑、凝膠、可濕性粉劑、水可分散性顆粒劑、水可分散性片劑、起泡壓縮片劑、可乳化濃縮物、微可乳化濃縮物、水包油乳劑、可流動油、水性分散體、油性分散體、懸乳劑、膠囊懸浮劑、可乳化的顆粒劑、可溶性液體、水可溶性濃縮物(以水或水混溶性有機溶劑作為載體)、浸漬的聚合物膜或處於已知的其他形式,例如從關於殺有害生物劑的FAO和WHO標準的發展和使用的手冊(Manual on Development and Use of FAO and WHO Specifications for Pesticides),聯合國,第1版,二次修訂(2010)中已知的。此類配製物可以直接使用或者可以使用前稀釋再使用。可以利用例如水、液體肥料、微量營養素、生物有機體、油或溶劑來稀釋。
可以藉由例如將活性成分與配製佐劑混合來製備該等配製物以便獲得處於精細分散固體、顆粒劑、溶液、分散體或乳劑形式的組成物。該等活性成分還可以與其他佐劑(例如精細分散固體、礦物油、植物或動物的油、修飾的植物或動物的油、有機溶劑、水、表面活性物質或它們的組合)來一起配製。
該等活性成分還可以被包含於微膠囊中。微膠囊在多孔載體中含有活性成分。這使活性成分能以受控的量值(例如,緩慢釋放)釋放到環境中。微膠囊的直徑範圍通常為0.1微米至500微米。它們含有的活性成分的量按重量計係膠囊重量的約從25%到95%。該等活性成分可以處於整體性的固體的形式、處於固體或液體分散體中的精細顆粒的形式或處於合適溶液的形式。包囊的膜可以包括例如天然的或合成的橡膠,纖維素、苯乙烯/丁二烯共聚物、聚丙烯腈、聚丙烯酸酯、聚酯、聚醯胺、聚脲、聚胺酯或化學修飾的聚合物以及澱粉黃原酸酯、或熟習該項技術者已知的其他聚合物。可替代地,可以形成非常精細的微膠囊,其中活性成分在基礎物質的固體基質中是以精細分散顆粒的形式被包含的,但該等微膠囊本身未經包裹。
適合於製備根據本發明所述的該等配製物的配製物佐劑本身是已知的。作為液體載體可以使用:水、甲苯、二甲苯、石油醚、植物油、丙酮、甲基乙基酮、環己酮、酸酐、乙腈、乙醯苯、乙酸戊酯、2-丁酮、碳酸丁烯酯、氯苯、環己烷、環己醇、乙酸烷基酯的乙酸、二丙酮醇、1,2-二氯丙烷、二乙醇胺、對-二乙基苯、二甘醇、松脂酸二乙二醇酯、二甘醇乙醚、二甘醇乙基醚、二甘醇甲醚、N,N-二甲基甲醯胺、二甲基亞碸、1,4- 二、二丙二醇、二丙二醇甲基醚、雙丙甘醇二苯甲酸酯、二丙二醇、烷基吡咯啶酮、乙酸乙酯、2-乙基己醇、碳酸乙烯酯、1,1,1-三氯乙烷、2-庚酮、α-蒎烯、d-苧烯、乳酸乙酯、乙二醇、乙二醇丁基醚、乙二醇甲基醚、γ-丁內酯、丙三醇、乙酸甘油酯、二乙酸甘油酯、三乙酸甘油酯、十六烷、己二醇、乙酸異戊基酯、乙酸異冰片基(bornyl)酯、異辛烷、異佛耳酮、異丙苯、肉豆蔻酸異丙酯、乳酸、月桂胺、亞異丙基丙酮、甲氧基丙醇、甲基異戊基酮、甲基異丁基酮、月桂酸甲酯、辛酸甲酯、油酸甲酯、二氯甲烷、間二甲苯、正己烷、正辛胺、十八烷酸、辛胺乙酸酯、油酸、油基胺、鄰二甲苯、苯酚、聚乙二醇、丙酸、乳酸丙酯、碳酸丙二烯酯、丙二醇、丙二醇甲基醚、對-二甲苯、甲苯、磷酸三乙酯、三乙二醇、二甲苯磺酸、石蠟、礦物油、三氯乙烯、全氯乙烯、乙酸乙酯、乙酸戊酯、乙酸丁酯、丙二醇甲基醚、二乙二醇甲基醚、甲醇、乙醇、異丙醇以及更高分子量的醇,例如戊醇、四氫呋喃醇、己醇、辛醇、乙二醇、丙二醇、甘油、N-甲基-2-吡咯啶酮等。
適合的固體載體係例如滑石、二氧化鈦、葉蠟石黏土、矽石、凹凸棒石黏土、矽藻土、石灰石、碳酸鈣、膨潤土、鈣蒙脫土、棉籽殼、小麥粉、大豆粉、浮石、木粉、胡桃殼粉、木素和類似的物質。
許多表面活性物質可以有利地用在固體和液體配製物兩者中,尤其是在使用前可被載體稀釋的那些配製物中。表面活性物質可以是陰離子的、陽離子的、非離子的或聚合的並且它們可以用作乳化劑、濕潤劑或懸浮劑或用於其他目的。典型的表面活性劑包括,例如,烷基硫酸鹽,比如二乙醇銨硫酸月桂基酯;烷芳基磺酸鹽,比如十二烷基苯磺酸鈣;烷 基酚/氧化烯加成產物,比如壬基酚乙氧基化物;醇/烯烴氧化物加成產物,比如十三烷醇乙氧基化物;皂,比如硬脂酸鈉;烷基萘磺酸鹽,比如二丁基萘磺酸鈉;磺基琥珀酸鹽的二烷基酯,比如二(2-乙基己基)磺基琥珀酸鈉;山梨糖醇酯,比如山梨糖醇油酸酯;季胺類,比如十二烷基三甲基氯化銨;脂肪酸的聚乙二醇酯,比如聚乙二醇硬脂酸酯;環氧乙烷和環氧丙烷的嵌段共聚物;以及單-烷基與二烷基磷酸酯的鹽;以及還有描述在例如McCutcheon's Detergents and Emulsifiers Annual[麥卡琴的洗滌劑和乳化劑年報](新澤西州,MC出版公司(1981))中的其他物質。
可以用於殺有害生物配製物的其他佐劑包括結晶作用抑制劑、黏度調節劑、懸浮劑、染料、抗氧化劑、發泡劑、光吸收劑、混合助劑、消泡劑、錯合劑、中和或改變pH的物質與緩衝液、腐蝕抑制劑、香料、濕潤劑、吸收增強劑、微量營養素、塑化劑、助流劑、潤滑劑、分散劑、增稠劑、防凍劑、殺微生物劑、以及液體與固體肥料。
根據本發明所述的配製物可以包括添加劑,該添加劑包括植物或動物來源的油、礦物油、此類油的烷基酯或此類油與油衍生物的混合物。在根據本發明所述的配製物中的油添加劑的量通常是該待施用的混合物的0.01%到10%。例如,可以在噴霧混合物已經製備以後將該油添加劑以所希望的濃度加入噴霧罐中。較佳的油添加劑包括礦物油或植物來源的油,例如菜籽油、橄欖油或葵花籽油;乳化的植物油;植物來源的油的烷基酯,例如甲基衍生物;或動物來源的油,如魚油或牛脂。較佳的油添加劑包括C8-C22脂肪酸的烷基酯,尤其是C12-C18脂肪酸的甲基衍生物,例如月桂酸、棕櫚酸以及油酸的甲基酯(分別為月桂酸甲酯、棕櫚酸甲酯和油 酸甲酯)。許多油衍生物獲知於以下文獻:Compendium of Herbicide Adjuvants,10th Edition,Southern Illinois University,2010[除草劑佐劑綱要,第10版,南伊利諾大學,2010]。
該等配製物通常包括按重量計從0.1%至99%,尤其是按重量計從0.1%至95%的具有化學式(I)和(II)之化合物以及按重量計從1%至99.9%的配製物佐劑,該配製物佐劑較佳的是包括按重量計從0至25%的表面活性物質。而商用產品可以較佳的是被配製為濃縮劑,最終使用者將通常使用稀釋配製物。
施用比率在寬範圍之內變化並且取決於土壤的性質、施用方法、作物植物、待控制的有害生物、主要氣候條件、以及受施用方法支配的其他因素、施用時間以及目標作物。一般來講,可以將化合物以從1 l/ha至2000 l/ha,尤其是從10 l/ha到1000 l/ha的比率施用。
包含以上描述的具有化學式(I)之化合物的某些混合組成物可以顯示協同效應。無論何時,活性成分組合的作用大於單獨組分的作用之和時發生。對於給定的活性成分組合,預期的作用E服從所謂的科爾比(COLBY)公式並且可以按以下進行計算(COLBY,S.R.,“Calculating synergistic and antagonistic responses of herbicide combination[計算除草劑組合的協同和拮抗反應])”.Weeds[雜草],第15期,第20-22頁;1967):ppm=每升噴灑混合物的活性成分(=a.i.)的毫克數X=使用p ppm的活性成分按活性成分A)計的%作用Y=使用q ppm的活性成分按活性成分B)計的%作用。
如果實際觀察到的(O)作用大於預期的作用(E),那麼該組合的作用係超級加性的,即存在協同效應。在數學方面,協同作用對應於(O-E)的差的正值。在純互補性添加活性物(期待的活性)的情況下,所述差(O-E)為零。所述差(O-E)的負值標誌著與期待的活性相比,活性的損失。
然而,除了相對於殺真菌活性的實際協同作用外,根據本發明的組成物還可以具有另外的出人意料的有利特性。可以提及的此類有利的特性的實例係:更有利的可降解性;改進的毒理學和/或生態毒理學行為;或包括以下項的有用植物的改進特徵:出苗、作物產量、根系統更發達、分蘖增加、株高增加、葉片更大、基部葉片死亡更少、分蘖更強、葉子顏色更綠、所需肥料更少、所需種子更少、分蘖更多產、開花更早、穀粒成熟更早、植物倒下(倒伏(lodging))更少、芽生長增強、改進的植物活力以及發芽早。
根據本發明的組成物可以被施用至致植物病的微生物、有用植物、其場所、其繁殖材料、儲存貨物或受微生物攻擊威脅的技術材料。
可以在有用植物、其繁殖材料、儲存貨物或技術材料被微生物感染之前或之後施用根據本發明的組成物。
要施用的根據本發明的組成物的量將取決於各種因素,例如所使用的化合物;處理的目標(例如像植物、土壤或種子);處理形式(例 如像噴霧、灑粉或拌種);處理目的(例如像預防或治療);要控制的真菌類型或施用時間。
典型地,當典型地與1至5000g a.i./ha,特別是2至2000g a.i./ha,例如100g a.i./ha、250g a.i./ha、500g a.i./ha、800g a.i./ha、1000g a.i./ha、1500g a.i./ha的組分(B)組合施用至有用植物時,組分(A)典型地是以5至2000g a.i./ha,特別是10至1000g a.i./ha,例如50g a.i./ha、75g a.i./ha、100g a.i./ha或200g a.i./ha的比率施用的。
在農業實踐中,根據本發明的組成物的施用比率取決於所希望的作用的類型,並且典型地是在從20g至4000g的總組成物每公頃的範圍內。
當根據本發明的組成物用於處理種子時,比率為0.001g至50g組分(A)之化合物/每kg的種子、較佳的是從0.01g至10g/每kg的種子,以及0.001g至50g的組分(B)之化合物/每kg的種子、較佳的是從0.01g至10g/每kg的種子,這一般是足夠的。
為了避免疑問,在本申請的正文中引用文獻參考、專利申請,或專利時,將所述引用的全文藉由引用結合在此。
接下來的實施例用來闡明本發明:本發明的某些化合物與已知的化合物的區別可以在於在低施用率下更大的療效,這可以由熟習該項技術者使用在實施例中概述的實驗程式,使用更低的施用率(如果必要的話)例如,50ppm、12.5ppm、6ppm、3ppm、1.5ppm、0.8ppm或0.2ppm來證實。
貫穿本說明書,以攝氏度給出溫度並且“m.p.”係指熔點。LC/MS係指液相層析-質譜,並且該裝置的說明和方法係:
方法G:
光譜記錄在來自沃特斯公司的質譜儀(SQD、SQDII或ZQ單四極杆質譜儀)(ACQUITY UPLC)上,其裝備有電灑源(極性:正離子或負離子),毛細管電壓:3.00kV,錐孔範圍:30-60V,提取器電壓:2.00V,源溫度:150℃,去溶劑化溫度:350℃,錐孔氣體流量:0L/Hr,去溶劑化氣體流量:650L/Hr,質量範圍:100Da至900Da)和來自沃特斯公司的Acquity UPLC:二元泵,加熱柱室以及二極體陣列檢測器。溶劑脫氣裝置,二元泵,加熱柱室以及二極體陣列檢測器。管柱:Waters UPLC HSS T3,1.8μm,30 x 2.1mm,溫度:60℃,DAD波長範圍(nm):210至500,溶劑梯度:A=水+5% MeOH+0.05% HCOOH,B=乙腈+0.05% HCOOH,梯度:1.2min內10%-100% B;流量(ml/min)0.85
方法H:
光譜記錄在來自沃特斯公司的質譜儀(SQD、SQDII或ZQ單四極杆質譜儀)(ACQUITY UPLC)上,其裝備有電灑源(極性:正離子或負離子),毛細管電壓:3.00kV,錐孔範圍:30-60V,提取器電壓:2.00V,源溫度:150℃,去溶劑化溫度:350℃,錐孔氣體流量:0L/Hr,去溶劑化氣體流量:650L/Hr,質量範圍:100Da至900Da)和來自沃特斯公司的Acquity UPLC:二元泵,加熱柱室以及二極體陣列檢測器。溶劑脫氣裝置,二元泵,加熱柱室以及二極體陣列檢測器。管柱:沃特斯UPLC HSS T3,1.8μm,30 x 2.1mm,溫度:60℃,DAD波長範圍(nm):210至500, 溶劑梯度:A=水+5% MeOH+0.05% HCOOH,B=乙腈+0.05% HCOOH,梯度:2.7min內10%-100% B;流量(ml/min)0.85
配製物實施例
將該活性成分與該等佐劑充分混合並且將混合物在適當的研磨機中充分研磨,從而獲得了可以用水稀釋而給出所希望的濃度的懸浮液的可濕性粉劑。
將活性成分與佐劑充分地混合並且在合適的研磨機中充分地研磨該混合物,得到可以直接用於種子處理的粉劑。
可乳化濃縮物
在植物保護中可以使用的具有任何所要求的稀釋的乳劑可以藉由用水稀釋從這種濃縮劑中獲得。
藉由將活性成分與載體混合並且將該混合物在適合的研磨機中研磨而獲得即用型粉劑。此類粉劑還可以用於種子的乾法敷料。
擠出機顆粒劑
將活性成分與該等佐劑混合並且研磨,並且將混合物用水潤 濕。將混合物擠出並且然後在空氣流中乾燥。
包衣的顆粒劑
將該精細研磨的活性成分在混合器中均勻地施用到用聚乙二醇濕潤的高嶺土上。以此方式獲得無塵的包衣的顆粒劑。
懸浮濃縮劑
將精細地研磨的活性成分與佐劑緊密地混合,得到懸浮濃縮劑,從該懸浮濃縮劑可以藉由用水稀釋獲得任何所希望的稀釋度的懸浮液。使用此類稀釋物,可以對活的植物連同植物繁殖材料進行處理並且對其針對微生物侵染藉由噴灑、澆注或浸漬進行保護。
種子處理用的可流動性濃縮劑
將精細地研磨的活性成分與佐劑緊密地混合,得到懸浮濃縮劑,從該懸浮濃縮劑可以藉由用水稀釋獲得任何所希望的稀釋度的懸浮液。使用此類稀釋物,可以對活的植物連同植物繁殖材料進行處理並且對其針對微生物侵染藉由噴灑、澆注或浸漬進行保護。
緩釋的膠囊懸浮劑
將28份的具有化學式I的化合物的組合與2份的芳香族溶劑以及7份的甲苯二異氰酸酯/多亞甲基-聚苯基異氰酸酯-混合物(8:1)進行混合。將該混合物在1.2份的聚乙烯醇、0.05份的消泡劑以及51.6份的水的混合物中進行乳化直至達到所希望的顆粒尺寸。向此乳液中添加在5.3份的水中的2.8份的1,6-己二胺混合物。將該混合物攪拌直至聚合反應完成。
將獲得的膠囊懸浮劑藉由添加0.25份的增稠劑以及3份的分散劑進行穩定。該膠囊懸浮劑配製物包含28%的活性成分。該介質膠囊的直徑係8微米-15微米。
將所得配製物作為適用於此目的裝置中的水性懸浮液施用到種子上。
製備實施例
實施例1:此實施例闡明了5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1- 基)異喹啉的製備。
步驟1:乙基-2-(2-氟苯基)-2-甲基-丙酸酯的製備
在室溫下,向氫化鈉(0.69mol,27.4g)在四氫呋喃(220mL)中懸浮液裡逐滴添加乙基-2-(2-氟苯基)乙酸酯(0.27mol,50.0g)和碘甲烷(0.82mmol,117.9g)在四氫呋喃(60mL,總濃度1M)中的溶液,並且將該混合物在室溫下攪拌過夜。將該反應藉由緩慢添加飽和水性氯化銨溶液進行淬滅,並且然後倒入300mL的冰-水混合物中。將該水相用乙酸乙酯萃取,並且將該等合併的有機萃取物經硫酸鈉乾燥,過濾,並且在減壓下濃縮。將該殘餘物藉由快速層析法(庚烷/乙酸乙酯=19:1)進行純化,以給出呈淡黃色油的乙基-2-(2-氟苯基)-2-甲基-丙酸酯:LC-MS(方法H)UV檢測:220nm,Rt=1.60;MS:(M+1)=211.2;1H NMR(400MHz,氯仿-d)δ ppm 1.16-1.23(m,3 H)1.57(s,6 H)4.17(d,J=6.97Hz,2 H)6.99-7.05(m,1 H)7.11-7.17(m,1 H)7.22-7.28(m,1 H)7.33(td,J=7.89,1.83Hz,1 H);19F NMR(377MHz,氯仿-d)δ ppm-113.26(s,1 F)。
步驟2:3-(2-氟苯基)-2,3-二甲基-丁-2-醇的製備
將乙基-2-(2-氟苯基)-2-甲基-丙酸酯(0.25mol,52.1g)和氯化鑭(III)雙(氯化鋰)複合物(在THF中0.6M,0.50當量,0.12mol,207mL)在四氫呋喃(1.2M)中的溶液在室溫下攪拌1.5h。然後將該反應冷卻至0℃,並且隨後逐滴添加甲基溴化鎂(在二乙醚中3.0M,3.0當量,0.74mol,248mL)的溶液。將該反應混合物在室溫下攪拌過夜,冷卻至0℃,並且然後藉由逐滴添加氯化銨溶液的飽和水性溶液進行淬滅。添加水,並且將該反應混合物另外攪拌30min。將該反應混合物經矽藻土過濾,並且 將這兩相進行分離。將該水相用三級丁基甲醚萃取,並且將該等合併的有機相用鹽水洗滌,經硫酸鈉乾燥,過濾,並且在減壓下濃縮以給出呈淡黃色固體的3-(2-氟苯基)-2,3-二甲基-丁-2-醇:LC-MS(方法H)UV檢測:220nm,Rt=1.46;MS:(M-OH)=179.3;m.p.42℃-43℃;1H NMR(400MHz,氯仿-d)δ ppm 1.19(d,J=1.10Hz,6 H)1.50(d,J=2.93Hz,6 H)6.97-7.04(m,1 H)7.07-7.12(m,1 H)7.18-7.24(m,1 H)7.40(td,J=8.25,1.83Hz,1 H);19F NMR(377MHz,氯仿-d)δ ppm-104.04(s,1 F)。
步驟3:5-氟-3,3,4,4-四甲基-1-甲基磺醯基-異喹啉的製備。
經15min,向冷卻的(0℃)硫酸(98% w/w,133mL,1M)中逐份添加甲基硫氰酸鹽(133mmol,9.73g)和3-(2-氟苯基)-2,3-二甲基-丁-2-醇(1.00當量,133mmol,26.1g)的混合物,並且將該混合物在室溫下另外攪拌20min。將該反應混合物小心地倒入600ml冰水中,並且使用NaOH的水性溶液(30% w/w)將該水層的pH調節至約8。將該水相用乙酸乙酯萃取,並且將該合併的有機相用Na2SO4乾燥,過濾,並且在真空中濃縮以提供呈淡黃色油的5-氟-3,3,4,4-四甲基-1-甲基磺醯基-異喹啉(25.1g,75%):LC-MS(方法G)UV檢測:220nm,Rt=;MS:(M+1)=;1H NMR(400MHz,氯仿-d)δ ppm 1.10(s,6 H)1.24(d,J=2.93Hz,6 H)2.34(s,3 H)7.00(ddd,J=12.20,8.34,1.10Hz,1 H)7.07-7.21(m,1 H)7.32-7.42(m,1 H);19F NMR(377MHz,氯仿-d)δ ppm-111.06(s,1 F)。
步驟4:5-氟-3,3,4,4-四甲基-2H-異喹啉-1-酮的製備。
向5-氟-3,3,4,4-四甲基-1-甲基磺醯基-異喹啉(99.8mmol,25.1g)在乙酸(160mL,0.25M)和水(40mL)的混合物中的溶液裡添 加乙酸鈉(0.10當量,9.98mmol,0.818g),並且將該混合物在回流下加熱2h。然後將該反應混合物冷卻至室溫,並且在真空下將大多數的乙酸溶液去除。然後將該殘餘物小心地添加至飽和水性NaHCO3和乙酸乙酯的混合物中。將這兩層進行分離,並且將該水性層用乙酸乙酯萃取。將該等合併的有機相用飽和水性NaHCO3、水和鹽水進行洗滌,用Na2SO4乾燥,過濾,並且在真空中濃縮以提供呈淡黃色油的5-氟-3,3,4,4-四甲基-2H-異喹啉-1-酮(21.4g,97%):LC-MS(方法G)UV檢測:220nm,Rt=1.28;MS:(M+1)=222.2;1H NMR(400MHz,氯仿-d)δ ppm 1.21(s,6 H)1.36(d,J=1.00Hz,6 H)6.19(br.s,1 H)7.12(ddd,J=12.38,8.34,1.28Hz,1 H)7.20-7.26(m,1 H)7.85(dd,J=7.52,1.28Hz,1 H);19F NMR(377MHz,氯仿-d)δ ppm-111.05(s,1 F)。
步驟5:1-氯-5-氟-3,3,4,4-四甲基-異喹啉的製備。
在室溫下,向N,N-二甲基甲醯胺(6.3mmol,0.49mL)在二氯甲烷(8mL,0.8M)的溶液中逐滴添加草醯氯(1.3當量,6.01mmol,0.53mL),並且將該白色懸浮液劇烈攪拌30min。然後逐滴添加5-氟-3,3,4,4-四甲基-2H-異喹啉-1-酮(4.52mmol,1.00g)在二氯甲烷(9mL,0.5M)中的溶液,並且將該混合物在室溫下攪拌2h。將該反應混合物倒入飽和水性NaHCO3溶液和戊烷的冰冷的混合物,並且將該有機相進行分離。然後將該水相用戊烷萃取,並且將該等合併的有機相用鹽水洗滌,經Na2SO4乾燥,過濾,並且濃縮以給出呈無色油的1-氯-5-氟-3,3,4,4-四甲基-異喹啉(1.02g,94%產率)。LC-MS(方法G)UV檢測:220nm,Rt=1.16;MS:(M+1)=240-242;1H NMR(400MHz,氯仿-d)δ ppm 1.27(s,6 H)1.38(s,6 H) 7.15-7.20(m,1 H)7.26-7.36(m,1 H)7.62(d,1 H)。
步驟6:5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉的製備。
在室溫下,向1-氯-5-氟-3,3,4,4-四甲基-異喹啉(1.67mmol,0.430g)在吡啶(0.20M,9.0mL)的溶液中添加4-甲基-1H-苯并咪唑(1.5當量,2.69mmol,0.356g),並且將該混合物在90℃下攪拌15小時。允許該反應混合物冷卻至室溫,並且然後在真空下濃縮。將獲得的殘餘物藉由快速層析法進行純化以給出呈米色固體的5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(0.525g,87%產率):mp=118℃-120℃,LC-MS(方法G)UV檢測:220nm,Rt=1.19,MS:(M+1)=336;1H NMR(400MHz,氯仿-d)δ ppm 1.32(s,6 H)1.47(s,6 H)2.71(s,3H)6.91-6.95(m,1 H)7.10-7.25(m,5 H)8.18(s,1 H)。
實施例2:此實施例闡明了4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉的製備
步驟1:3,3-二甲基-2H-異喹啉-1,4-二酮的製備。
在室溫下,向3,3-二甲基-2,4-二氫異喹啉-1-酮(57.1mmol,10.0g)在CCl4(0.20M,285mL)的溶液中添加N-溴代琥珀醯亞胺(3.0當量,171mmol,30.5g)和AIBN(0.15當量,8.5mmol,1.43g),並且將該反應混合物在70℃下攪拌3小時。允許該反應混合物冷卻至室溫,在真空下濃縮,並且用EtOAc稀釋,用水和鹽水洗滌,經Na2SO4乾燥,過濾,並且濃縮以給出呈淺黃色固體的4,4-二溴-3,3-二甲基-2H-異喹啉-1-酮(25.2g),將該產物直接用於下一步驟而無需進一步純化:LC-MS(方法H)UV檢測:220nm,Rt=1.34;MS:(M+1)=332-334-336;1H NMR(400MHz,氯 仿-d)δ ppm 1.57(s,6 H)7.21(br.s,1 H)7.70-7.77(m,1 H)7.78-7.85(m,1 H)8.06-8.14(m,1 H)8.23-8.30(m,1 H)。
向4,4-二溴-3,3-二甲基-2H-異喹啉-1-酮(20.0g)在水(450mL)和四氫呋喃(225mL)的混合物中的溶液裡添加碳酸鈉(3.0當量,135mmol,14.3g),並且將該混合物在室溫下攪拌12h,並且在70℃下攪拌4h 30min。允許該反應混合物冷卻至室溫,用水稀釋,用90mL,2M鹽酸溶液酸化至PH 3-4,並且用二氯甲烷進行萃取。將該等合併的有機萃取物經Na2SO4乾燥,過濾,並且濃縮以給出呈黃色固體的3,3-二甲基-2H-異喹啉-1,4-二酮(9.95g):LC-MS(方法H)UV檢測:220nm,Rt=0.81;MS:(M+1)=190;1H NMR(400MHz,氯仿-d)δ ppm 1.77(s,3 H)1.97(s,3 H)7.39(s,1 H)7.46-7.58(m,1 H)7.60-7.71(m,1 H)7.98-8.22(m,2 H)。
步驟2:1-氯-3,3-二甲基-異喹啉-4-酮的製備。
在室溫下,經35min的一段時間,向N,N-二甲基甲醯胺(2.3mL,30mmol)在二氯甲烷(52mL,0.6M)的溶液中逐滴添加草醯氯(0.67當量,20mmol,1.8mL),並且將該白色懸浮液劇烈攪拌15min,直到氣體逸出停止。然後逐滴添加3,3-二甲基-2H-異喹啉-1,4-二酮(2.5g,13mmol)在二氯甲烷(25mL)中的溶液,並且將該混合物在室溫下攪拌1h。將該反應混合物倒入飽和水性NaHCO3溶液和戊烷的冰冷的混合物,並且將該有機相進行分離。然後將該水相用戊烷萃取,並且將該等合併的有機相用鹽水洗滌,經Na2SO4乾燥,過濾,並且濃縮以給出呈黃色固體的1-氯-3,3-二甲基-異喹啉-4-酮(2.5g,91%產率):LC-MS(方法H)UV檢測:220nm,Rt=1.34;MS:(M+1)=208-210;1H NMR(400MHz,氯仿-d)δ ppm 1.47(s, 6 H)7.62-7.69(m,1 H)7.73-7.81(m,1 H)7.90(dd,J=8.07,0.73Hz,1 H)8.04(dd,J=7.50,0.90Hz,1 H)。
步驟3:3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉-4-酮的製備。
在室溫下,向1-氯-3,3-二甲基-異喹啉-4-酮(3.61mmol,0.750g)在吡啶(0.07M,50mL)的溶液中添加4-甲基-1H-苯并咪唑(1.5當量,0.716g,5.42mmol),並且將該混合物在100℃下攪拌15小時。允許該反應混合物冷卻至室溫,並且然後在真空下濃縮。將獲得的殘餘物藉由快速層析法進行純化,以給出呈棕色油的3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉-4-酮(0.569g,52%產率):LC-MS(方法G)UV檢測:220nm,Rt=0.98,MS:(M+1)=305;1H NMR(400MHz,氯仿-d)δ ppm 1.63(s,6 H)2.75(s,3 H)7.15-7.27(m,3 H)7.36-7.42(m,1 H)7.70-7.82(m,2 H)8.18-8.25(m,1 H)8.28(s,1 H)。
步驟4:4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉的製備。
將3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉-4-酮(1.85mmol,560mg)在2,2-二氟-1,3-二甲基-咪唑啶(10.0當量,18.5mmol,2.4mL)的溶液在105℃下攪拌過夜。允許該反應混合物冷卻至室溫,用DCM稀釋,然後藉由緩慢添加至飽和水性NaHCO3溶液中來進行淬滅。將這2個相進行分離,並且將該水相用DCM萃取。將合併的有機相用鹽水洗滌,經Na2SO4乾燥,過濾並且濃縮。將該殘餘物藉由快速層析法進行純化,以給出呈白色固體的4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(36mg,60%產率):LC-MS(方法G)UV檢測:220nm,Rt=1.12;MS:(M+1)=326;mp 142℃-149℃;1H NMR(400MHz,氯仿-d)δ ppm 1.49(s,6 H) 2.76(s,3 H)7.15-7.27(m,2 H)7.34-7.42(m,2 H)7.57-7.64(m,1 H)7.71-7.79(m,1 H)7.90-7.97(m,1 H)8.31(s,1 H);19F NMR(377MHz,氯仿-d)δ ppm-112.38(br.s.,1 F)。
實施例3:此實施例闡明了1’-(苯并咪唑-1-基)-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)的製備
步驟1:3,3-二甲基螺(2H-異喹啉-4,1’-環丙烷)-1-酮的製備。
在高壓釜中,添加2-(1-苯基環丙基)丙-2-胺(120mg,0.685mmol)、苯醌(2.0當量,1.37mmol,153mg)和乙酸鈀(II)(0.05當量,0.034mmol,7.6mg)在乙酸(4.6mL,0.15M)中的溶液,並且將高壓反應器用一氧化碳(3巴)增壓,並且在110℃下加熱過夜。允許該反應容器冷卻至室溫,減壓,並且將該反應混合物用二氯甲烷進行稀釋,並且藉由添加水性NaOH溶液(2.0M)以達到pH>9進行淬滅。將這兩相進行分離,並且將該水相用二氯甲烷萃取兩次。將該等合併的有機相用鹽水洗滌,經Na2SO4乾燥,過濾,濃縮,並且藉由快速層析法進行純化,以給出呈淡黃色膠狀物的3,3-二甲基螺(2H-異喹啉-4,1’-環丙烷)-1-酮(27mg,20%產率):LC-MS(方法G),Rt=0.80;MS:(M+1)=202;1H NMR(400MHz,氯仿-d)δ ppm 0.96(t,2 H)1.10(t,2H)1.18(s,6 H)6.21(NH,1H)6.91(d,1H)7.20(t,1 H)7.45(t,1 H)8.09(d,1 H)。
步驟2:1’-氯-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)的製備。
在室溫下,向N,N-二甲基甲醯胺(0.63mmol,0.049mL)在二氯甲烷(1mL,0.5M)中的溶液裡逐滴添加草醯氯(1.3當量,0.63mmol,0.056mL),並且將該白色懸浮液劇烈攪拌30min。然後逐滴添加 3,3-二甲基螺(2H-異喹啉-4,1’-環丙烷)-1-酮(0.423mmol,85mg)在二氯甲烷(0.8mL,總濃度0.25M)中的溶液,並且將該混合物在室溫下攪拌1h。將該反應混合物倒入飽和水性NaHCO3溶液和戊烷的冰冷的混合物中,並且將該有機相進行分離。然後將該水相用戊烷萃取,並且將合併的有機相用鹽水洗滌,經Na2SO4乾燥,過濾並且濃縮以給出呈米黃色液體的1’-氯-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)(101mg,98%產率):LC-MS(方法G),Rt=1.06;MS:(M+1)=220-222。
步驟3:1’-(苯并咪唑-1-基)-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)的製備。
向1’-氯-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)(0.064mmol,14mg)在吡啶(1.3mL,0.05M)的溶液中添加苯并咪唑(5當量,0.32mmol,38mg),並且然後將該混合物在90℃下攪拌1h。允許該反應混合物冷卻至室溫,並且然後在真空下濃縮。將獲得的殘餘物藉由快速層析法進行純化以給出呈黃色膠狀的1’-(苯并咪唑-1-基)-3’,3’-二甲基-螺(環丙烷-1,4’-異喹啉)(9mg,50%產率):LC-MS(方法G),Rt=1.04;MS:(M+1)=302;1H NMR(400MHz,氯仿-d)δ ppm 1.01(t,2 H)1.17(t,2 H)1.23(s,6 H)7.08(d,1H)7.15-7.24(m,2 H)7.27-7.35(m,2 H)7.48(t,1 H)7.52(d,1 H)7.84(d,1 H)8.30(s,1 H)。
生物學實施例
灰葡萄孢菌(Botryotinia fuckelian,Botrytis cinerea)/液體培養(灰黴病)
將來自冷凍儲存的真菌孢子直接混入營養培養液(沃格爾(Vogels)培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下孵育並且施用後3-4天藉由光度法測定對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-2、E-3、E-4、E-5、E-6、E-7、E-8、E-9、E-10、E-11、E-12、E-13、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-25、E-26、E-27、E-29、E-30、E-31、E-32、E-33、E-34、E-35、E-36、E-37、E-38、E-39、E-40、E-41、E-42、E-43、E-44、E-45、E-46、E-47、E-48、E-49、E-50、E-51、E-52、E-53、E-54、E-55、E-56、E-57、E-58、E-59、E-60、E-61
黃色鐮刀菌/液體培養(赤黴病)
將來自低溫儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下進行孵育並且施用之後3-4天藉由光度法測定對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-2、E-4、E-7、E-9、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-25、E-26、E-27、E-30、E-31、E-32、E-33、E-34、E-35、E-36、E-41、E-42、E-45、E-46、E-47、E-48、E-49、E-50、E-51、E-55、E-56、E-57、E-58、E-59、E-60、E-61
小麥全蝕病菌(Gaeumannomyces graminis)/液體培養(榖類全蝕病)
將來自低溫儲存的菌絲體片段直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下孵育並且施用後4-5天藉由光度法測定對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-3、E-4、E-7、E-8、E-9、E-14、E-15、E-16、E-17、E-18、E-19、E-21、E-23、E-30、E-31、E-32、E-33、E-37、E-41、E-47、E-48、E-49、E-51、E-58、E-59、E-60、E-61
瓜小叢殼菌(Glomerella lagenarium)(瓜類炭疽菌(Colletotrichum lagenarium))/液體培養(炭疽病)
將來自低溫儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下孵育並且在施用後3-4天之後藉由光度法測量對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-2、E-3、E-4、E-5、E-6、E-7、E-8、E-9、E-10、E-11、E-12、E-13、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-25、E-26、E-27、E-30、E-31、E-32、E-33、E-38、E-39、E-40、E-41、E-42、E-43、E-44、E-45、E-46、E-49、E-50、E-54、E-55、E-56、E-57、E-58、E-59、E-60、E-61
雪腐明梭孢(Monographella nivalis)(雪黴葉枯菌(Microdochium nivale))/液體培養(穀類根腐病)
將來自低溫儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下孵育並且施用後4-5天藉由光度法測定對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-2、E-4、E-5、E-6、E-7、E-8、E-9、E-10、E-11、E-12、E-13、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、 E-23、E-25、E-26、E-27、E-30、E-31、E-32、E-33、E-34、E-37、E-38、E-39、E-40、E-41、E-42、E-43、E-44、E-45、E-46、E-47、E-48、E-49、E-50、E-51、E-53、E-54、E-55、E-56、E-57、E-58、E-59、E-60、E-61
禾生球腔菌(Mycosphaerella graminicola)(小麥殼針孢(Septoria tritici))/液體培養(葉枯病(Septoria blotch))
將來自低溫儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將試驗化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下孵育並且施用後4-5天藉由光度法測定對生長的抑制。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至少80%疾病控制:E-1、E-18、E-21、E-22、E-30、E-32、E-33、E-34、E-35、E-36、E-50、E-53、E-54、E-55、E-56、E-57、E-60
稻瘟病菌(稻梨孢(Pyricularia oryzae))/稻/葉圓片預防(稻瘟病)
將水稻栽培品種Ballila的葉片段置於多孔板(24孔規格)的瓊脂上,並且用稀釋在水中的配製的試驗化合物噴霧。在施用後2天之後,用真菌的孢子懸浮液接種該等葉片段。在氣候箱中,在24h黑暗、隨後是12h光照/12h黑暗的光方案下,在22℃和80% r.h.下孵育該等接種的葉段,並且在未處理的對照葉圓片中出現適當水平的疾病損害時(施用後5至7天),作為與未處理的相比時的疾病控制百分比來評估化合物的活性。
在這一測試中,當在相同條件下與顯示大規模的疾病發展的未處理的對照葉圓片相比時,表E中的下列化合物給出了在200ppm下至 少80%疾病控制:E-21、E-42、E-49、E-50
稻瘟病菌(稻梨孢)/液體培養(稻瘟病)
將來自低溫儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下進行孵育並且施用之後3-4天藉由光度法測定對生長的抑制。
當與在相同條件下顯示廣泛的疾病發展的未處理的對照相比時,以下化合物在20ppm處對稻瘟病菌給出至少80%的控制:E-1、E-4、E-5、E-6、E-7、E-8、E-9、E-10、E-11、E-12、E-13、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-24、E-25、E-26、E-27、E-30、E-31、E-32、E-33、E-34、E-35、E-36、E-37、E-38、E-39、E-40、E-41、E-42、E-43、E-44、E-45、E-46、E-47、E-48、E-49、E-50、E-51、E-52、E-53、E-54、E-55、E-56、E-57、E-58、E-59、E-60、E-61
黃色鐮刀菌/小麥/小穗預防性(赤黴病(Head blight))
將小麥栽培品種Monsun的小穗置於多孔板(24孔規格)的瓊脂上,並且用稀釋在水中的配製的試驗化合物進行噴霧。在施用後1天之後,用真菌的孢子懸浮液接種該等小穗。在人工氣候室中在72h半黑暗隨後是的12h光照/12h黑暗的光方案下,在20℃和60% rh孵育接種的小穗,並且在未處理的對照小穗上出現適當水平的疾病損害時(施用後6-8天之後),作為與未處理的相比時的疾病控制百分比來評估化合物的活性。
當與在相同條件下顯示出廣泛的疾病發展的未處理的對照相比時,以下化合物在200ppm處對黃色鐮刀菌給出至少80%的控制: E-20、E-46、E-49、E-56,E-58
圓核腔菌/大麥/葉圓片預防性(網斑病)
將大麥栽培品種Hasso的葉片段置於多孔板(24孔規格)內的瓊脂上,並且用稀釋在水中的配製的試驗化合物噴霧。在施用後2天之後用真菌的孢子懸浮液接種該等葉片段。在人工氣候室中在12h光照/12h黑暗的光方案下,在20℃和65% rh孵育接種的葉片段,並且在未處理的對照葉片段上出現適當水平的疾病損害時(施用後5-7天之後),作為與未處理的相比時的疾病控制百分比來評估化合物的活性。
當與在相同條件下顯示出廣泛的疾病發展的未處理的對照相比時,以下化合物在200ppm處對圓核腔菌給出至少80%的控制:E-16
圓核腔菌/液體培養(網斑病)
將來自低溫儲存的真菌分生孢子直接混入營養培養液(沃格爾(Vogels)培養液)中。在將試驗化合物的(DMSO)溶液置於微量滴定板(96孔規格)中之後,添加含有真菌孢子的營養培養液。將該等測試板在24℃下進行孵育並且施用之後3-4天藉由光度法測定對生長的抑制。
當與在相同條件下顯示出廣泛的疾病發展的未處理的對照相比時,以下化合物在20ppm處對圓核腔菌給出至少80%的控制:E-1、E-4、E-5、E-6、E-7、E-9、E-10、E-11、E-12、E-13、E-14、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-25、E-26、E-27
核盤菌/液體培養(棉狀腐病)
將新培養的液體培養真菌的菌絲體片段直接混入營養培養液(沃格爾(Vogels)培養液)中。在將試驗化合物的(DMSO)溶液置於 微量滴定板(96孔規格)中之後,添加含有真菌材料的營養培養液。將該等測試板在24℃下進行孵育並且施用之後3-4天藉由光度法測定對生長的抑制。
當與在相同條件下顯示出廣泛的疾病發展的未處理的對照相比時,以下化合物在20ppm處對核盤菌給出至少80%的控制:E-1、E-15、E-16、E-17、E-18、E-19、E-20、E-21、E-22、E-23、E-25、E-26、E-27、E-30、E-31、E-32、E-33、E-37、E-38、E-39、E-40、E-41、E-42、E-43、E-44、E-45、E-46、E-55、E-56、E-57、E-58、E-61
另外的生物學測試實施例:
實施例B1:稻瘟病菌(稻瘟病):
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中以後,添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且72小時之後藉由光度法確定對生長的抑制。
實施例B2:灰葡萄孢菌(灰黴病):
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中以後,添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且72小時之後藉由光度法確定對生長的抑制。
實施例B3:瓜小叢殼菌(Glomerella lagenarium)(又瓜類炭疽菌(Colletotrichum lagenarium),葫蘆炭疽病:
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的(DMSO)溶液置於微量滴定板(96孔規格)中以後,添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且72小時之後在620nm下藉由光度法確定對生長的抑制。
實施例B4:小麥殼針孢(葉皰斑症):
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的DMSO溶液置於微量滴定板(96孔規格)中以後,並且向其中添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且72小時之後藉由光度法確定對生長的抑制。
實施例B5:黃色鐮刀菌(根腐病):
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的DMSO溶液置於微量滴定板(96孔規格)中以後,並且向其中添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且48小時之後藉由光度法確定對生長的抑制。
實施例B6:黑星病(蘋果瘡痂病):
將來自冷凍儲存的真菌分生孢子直接混入營養培養液(PDB馬鈴薯右旋糖培養液)中。在將測試化合物的DMSO溶液置於微量滴定板(96孔規格)中以後,並且向其中添加包含真菌孢子的營養培養液。將該等測試板在24℃下孵育並且7天之後在620nm下藉由光度法確定對生長的抑制。
Claims (14)
- 一種殺真菌組成物,該殺真菌組成物包括組分(A)和(B)之混合物,其中組分(A)係具有化學式(I)之化合物
其中R1係氟或甲基;R2係氟或甲基;R3係氫或氟;R4係氫、氟或氯;R5係氫、甲基或氟;或其鹽或N-氧化物;並且組分(B)係選自下組的化合物,該組由以下各項組成氟唑菌醯羥胺(pydiflumetofen)、苯并烯氟菌唑[1072957-71-1](benzovindiflupyr)、待克利(Difenoconazole)、菲克利(Hexaconazole)、亞托敏(Azoxystrobin)、護汰寧(Fludioxonil)、賽普洛(Cyprodinil)、 扶吉胺(Fluazinam)、吡唑萘菌胺(Isopyrazam)、百快隆(Pyroquilon)、三賽唑(Tricyclazole)、四氯異苯腈(Chlorothalonil)、普克利(Propiconazole)、平克座(Penconazole)、芬普福(Fenpropimorph)、苯鏽啶(Fenpropidin)、硫、以及枯草芽孢桿菌解澱粉變種(bacillus subtilis var.amyloliquefaciens)菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的),其中組分(A)與組分(B)之重量比係從20:1至1:40。 - 如申請專利範圍第1項所述之殺真菌組成物,其中組分(A)係選自以下項之化合物1-(4,5-二甲基苯并咪唑-1-基)-4,4,6-三氟-3,3-二甲基-異喹啉(化合物X.001)、6-氯-1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉(化合物X.002)、6-氯-4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉 (化合物X.003)、6-氯-4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(化合物X.004)、4,4-二氟-1-(5-氟-4-甲基-苯并咪唑-1-基)-3,3-二甲基-異喹啉(化合物X.005)、1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉(化合物X.006)、4,4,5-三氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(化合物X.007)、1-(4,5-二甲基苯并咪唑-1-基)-4,4,5-三氟-3,3-二甲基-異喹啉(化合物X.008)、1-(4,5-二甲基苯并咪唑-1-基)-5-氟-3,3,4,4-四甲基-異喹啉(化合物X.009)、4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(化合物X.010)、以及5-氟-3,3,4,4-四甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(化合物X.011);或該等化合物之一的鹽或N-氧化物。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(A)係1-(4,5-二甲基苯并咪唑-1-基)-4,4,6-三氟-3,3-二甲基-異喹啉(化合物X.001);或其鹽或N-氧化物。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(A)係6-氯-1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉(化合 物X.002);或其鹽或N-氧化物。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(A)係1-(4,5-二甲基苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-異喹啉(化合物X.006);或其鹽或N-氧化物。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(A)係4,4-二氟-3,3-二甲基-1-(4-甲基苯并咪唑-1-基)異喹啉(化合物X.010);或其鹽或N-氧化物。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、待克利、菲克利、亞托敏、護汰寧、賽普洛、扶吉胺、吡唑萘菌胺、百快隆、三賽唑、四氯異苯腈、普克利,枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的)。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(B)係選自下組的化合物,該組由以下各項組成:氟唑菌醯羥胺、苯并烯氟菌唑[1072957-71-1]、以及枯草芽孢桿菌解澱粉變種菌株FZB24(可從美國,維吉尼亞州24153,塞冷市,企業環行街5400號,諾維信生物製品有限公司獲得,並且在商標名Taegro®下是已知的)。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中組分(B)係氟唑菌醯羥胺或苯并烯氟菌唑。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中該組成物 包括一種或多種另外的殺有害生物劑,該殺有害生物劑選自下組,該組由以下各項組成:殺真菌劑,選自土菌靈(etridiazole)、扶吉胺(fluazinam)、苯霜靈(benalaxyl)、苯霜靈-M(benalaxyl-M)(kiralaxyl)、呋霜靈(furalaxyl)、甲霜靈(metalaxyl)、甲霜靈-M(精甲霜靈)(metalaxyl-M(mefenoxam))、多地辛(dodicin)、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒、N'-[4-(4,5-二氯-噻唑-2-基氧基)-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、N'-[4-[[3-[(4-氯苯基)甲基]-1,2,4-噻二唑-5-基]氧基]-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、乙菌定(ethirimol)、3'-氯-2-甲氧基-N-[(3RS)-四氫-2-側氧基呋喃-3-基]乙醯-2',6'-二甲基苯胺(克拉康(clozylacon))、賽普洛、嘧菌胺(mepanipyrim)、嘧黴胺(pyrimethanil)、二氰蒽醌(dithianon)、金色制黴素(aureofungin)、殺稻瘟素-S(blasticidin-S)、二苯基、地茂散(chloroneb)、氯硝胺(dicloran)、六氯苯、五氯硝基苯、四氧硝基苯、(TCNB)、甲基立枯磷(tolclofos-methyl)、Aminopyrifen、苯菌酮(metrafenone)、2,6-二氯-N-(4-三氟甲基苄基)-苯甲醯胺、氟吡菌胺(fluopicolide/flupicolide)、硫氰苯甲醯胺(tioxymid)、磺菌胺(flusulfamide)、苯菌靈(benomyl)、多菌靈(carbendazim)、多菌靈鹽酸鹽、苯咪唑菌(chlorfenazole)、呋喃基苯并咪唑、噻苯咪唑(thiabendazole)、甲基硫菌靈(thiophanate-methyl)、苯噻菌胺(benthiavalicarb)、滅瘟唑(chlobenthiazone)、噻菌靈(probenazole)、活化酯(acibenzolar)、百殺辛(bethoxazin)、吡菌苯威(pyriofenone)(IKF-309)、活化酯-S-甲 基、吡菌苯威(pyribencarb)(KIF-7767)、丁胺、3-碘代-2-丙炔基正丁基胺基甲酸酯(IPBC)、碘代丙炔基丁基甲胺酸酯(iodocarb)(丁基胺基甲酸異丙酯)、丁基胺基甲酸異丙酯(碘代丙炔基丁基甲胺酸酯)、哌碳唑(picarbutrazox)、聚胺基甲酸酯、霜黴威(propamocarb)、tolprocarb、3-(二氟甲基)-N-(7-氟-1,1,3,3-四甲基-二氫茚-4-基)-1-甲基-吡唑-4-甲醯胺雙氯氰菌胺、N-[(5-氯-2-異丙基-苯基)甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲醯胺N-環丙基-3-(二氟甲基)-5-氟-N-[(2-異丙基苯基)甲基]-1-甲基-吡唑-4-甲醯胺環丙醯菌胺、四氯異苯腈、氟啉(flumorph)、羥基喹啉銅(oxine-copper)、霜脲氰(cymoxanil)、氰烯菌酯(phenamacril)、氰霜唑(cyazofamid)、氟噻菌淨(flutianil)、噻菌腈(thicyofen)、乙菌利(chlozolinate)、異菌脲(iprodione)、腐黴利(procymidone)、乙烯菌核利(vinclozolin)、乙嘧酚磺酸酯、鄰敵蟎消(dinocton)、硝戊酯(dinopenton)、敵蟎通(dinobuton)、敵蟎普(dinocap)、消蟎多(meptyldinocap)、二苯胺、氯瘟磷(phosdiphen)、2,6-二甲基-[1,4]二硫[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮、氧化福美雙(azithiram)、代森硫(etem)、福美鐵(ferbam)、鋅錳乃浦(mancozeb)、代森錳(maneb)、威百畝(metam)、代森聯(polyram)、代森聯鋅(metiram-zinc)、代森鈉(nabam)、甲基代森鋅(propineb)、福美雙(thiram)、威百(vapam)(鈉威百畝(metam sodium))、代森鋅(zineb)、福美鋅(ziram)、二甲基二硫醚(dithioether)、稻瘟靈(isoprothiolane)、噻唑菌胺(ethaboxam)、福賽得(fosetyl)、疫黴靈(phosetyl-Al)(乙膦鋁(fosetyl-al))、甲基溴、甲基碘、甲基 異硫氰酸酯、環菌胺(cyclafuramid)、甲呋醯胺(fenfuram)、有效黴素(validamycin)、鏈黴素(streptomycin)、(2RS)-2-溴-2-(溴甲基)戊二腈(溴菌腈)、多果定(dodine)、十二烷基胍醋酸鹽(doguadine)、雙胍鹽(guazatine)、雙胍辛胺(iminoctadine)、雙胍辛胺三乙酸酯(iminoctadine triacetate)、2,4-D、2,4-DB、春雷黴素(kasugamycin)、二甲嘧酚(dimethirimol)、環醯菌胺(fenhexamid)、菌靈(hymexazole)、土菌消抑黴唑(hydroxyisoxazole imazalil)、烯菌靈(imazalil sulphate)、咪唑(oxpoconazole)、稻瘟酯(pefurazoate)、咪鮮胺(prochloraz)、氟菌唑(triflumizole)、咪唑菌酮(fenamidone)、波爾多混合劑(Bordeaux mixture)、多硫化鈣(calcium polysulfide)、乙酸銅(copper acetate)、碳酸銅(copper carbonate)、氫氧化銅(copper hydroxide)、環烷酸銅(copper naphthenate)、油酸銅(copper oleate)、氯氧化銅(copper oxychloride)、羥基喹啉銅(copper oxyquinolate)、矽酸銅(copper silicate)、硫酸銅(copper sulphate)、脂肪酸銅(copper tallate)、氧化亞銅(cuprous oxide)、硫(sulphur)、西維因(carbaryl)、苯酞(phthalide)(四氯苯酞(fthalide))、啶菌唑(dingjunezuo)(菌思奇(Jun Si Qi))、oxathiapiprolin、唑呋草(fluoroimide)、雙炔醯菌胺(mandipropamid)、KSF-1002、苯雜嗎(benzamorf)、烯醯啉(dimethomorph)、芬普福、克啉菌(tridemorph)、嗎菌靈(dodemorph)、乙黴威(diethofencarb)、三苯基乙酸錫(fentin acetate)、三苯基氫氧化錫、萎鏽靈(carboxin)、氧化萎鏽靈(oxycarboxin)、敵菌酮(drazoxolon)、唑菌酮(famoxadone)、鄰苯基苯酚、對苯基苯酚、 三溴苯酚(TBP)、2-[2-[(7,8-二氟-2-甲基-3-喹啉基)氧基]-6-氟-苯基]丙烷-2-醇2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙烷-2-醇環氟菌胺、甲呋醯胺(ofurace)、霜靈(oxadixyl)、福多寧(flutolanil)、滅鏽胺(mepronil)、異丙噻菌胺(isofetamid)、拌種咯(fenpiclonil)、護汰寧、戊菌隆(pencycuron)、克瘟散(edifenphos)、異稻瘟淨(iprobenfos)、克菌磷(pyrazophos)、磷酸、葉枯酞(tecloftalam)、敵菌丹(captafol)、克菌丹(captan)、滅菌磷(ditalimfos)、胺靈(triforine)、苯鏽啶(fenpropidin)、粉病靈(piperalin)、蛇床子素(osthol)、1-甲基環丙烯、4-CPA、矮壯素(chlormequat)、苯嗒酸(clofencet)、2,4-滴丙酸(dichlorprop)、噻節因(dimethipin)、茵多酸(endothal)、乙烯利(ethephon)、氟節胺(flumetralin)、氯吡脲(forchlorfenuron)、赤黴酸(gibberellic acid)、赤黴素(gibberellins)、菌靈(hymexazol)、馬來醯肼(maleic hydrazide)、縮節胺(mepiquat)、萘乙醯胺(naphthalene acetamide)、多效唑(paclobutrazol)、調環酸(prohexadione)、調環酸鈣(prohexadione-calcium)、噻苯隆(thidiazuron)、脫葉磷(三丁基三硫磷酸酯)、抗倒酯(trinexapac)、烯效唑(uniconazole)、α-萘乙酸、多氧菌素D(polyoxrim)、BLAD、殼聚糖(chitosan)、稻瘟醯胺(fenoxanil)、滅菌丹(folpet)、3-(二氟甲基)-N-甲氧基-1-甲基-N-[1-甲基-2-(2,4,6-三氯苯基)乙基]吡唑-4-甲醯胺、聯苯吡菌胺(bixafen)、氟唑菌醯胺(fluxapyroxad)、呋吡菌胺(furametpyr)、吡唑萘菌胺(isopyrazam)、氟唑菌苯胺(penflufen)、吡噻菌胺(penthiopyrad)、氟唑環菌胺(sedaxane)、胺苯吡菌酮 (fenpyrazamine)、嗒菌酮(diclomezine)、啶斑肟(pyrifenox)、啶醯菌胺(boscalid)、氟吡菌醯胺(fluopyram)、二氟林(diflumetorim)、氯苯嘧啶醇(fenarimol)、5-氟-2-(對甲苯基甲氧基)嘧啶-4-胺嘧菌腙、菌核淨(dimethaclone)、百快隆、丙氧喹啉、乙氧基喹啉、喹氧靈、4,4,5-三氟-3,3-二甲基-1-(3-喹啉基)異喹啉4,4-二氟-3,3-二甲基-1-(3-喹啉基)異喹啉5-氟-3,3,4,4-四甲基-1-(3-喹啉基)異喹啉9-氟-2,2-二甲基-5-(3-喹啉基)-3H-1,4-苯并氧雜氮雜呯、異丁乙氧喹啉(tebufloquin)、喹酸(oxolinic acid)、滅蟎猛(chinomethionate)(滅蟎猛喹甲硫酯(oxythioquinox,quinoxymethionate))、螺環菌胺(spiroxamine)、(E)-N-甲基-2-[2-(2,5-二甲基苯氧基甲基)苯基]-2-甲氧基-亞胺基乙醯胺、(mandestrobin)、亞托敏、丁香菌酯(coumoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、烯肟菌酯烯肟菌胺(enoxastrobin fenamistrobin)、氟菌蟎酯(flufenoxystrobin)、氟亞托敏、甲基醚菌酯(kresoxim-methyl)、mandestrobin、苯氧菌胺(metaminostrobin)、苯氧菌胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、唑胺菌酯(pyrametostrobin)、唑菌酯(pyraoxystrobin)、氯啶菌酯(triclopyricarb)、肟菌酯(trifloxystrobin)、安美速(amisulbrom)、抑菌靈(dichlofluanid)、甲苯氟磺胺(tolylfluanid)、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亞甲基]胺基]氧基甲基]-2-吡啶基]胺基甲酸酯、棉隆(dazomet)、異噻菌胺(isotianil)、噻醯菌胺(tiadinil)、噻氟醯胺(thifluzamide)、苯噻硫氰(benthiazole)(TCMTB)、硫矽菌胺 (silthiofam)、苯醯菌胺(zoxamide)、防黴靈(anilazine)、三賽唑、(.+-.)-順-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)-環庚醇(環菌唑)、1-(5-溴-2-吡啶基)-2-(2,4-二氟苯基)-1,1-二氟-3-(1,2,4-三唑-1-基)丙烷-2-醇2-(1-三級丁基)-1-(2-氯苯基)-3-(1,2,4-三唑-1-基)-丙烷-2-醇(TCDP)、阿紮康唑(azaconazole)、聯苯三唑醇(bitertanol(biloxazol))、糠菌唑(bromuconazole)、氯咪巴唑(climbazole)、環唑醇(cyproconazole)、苯醚甲環唑(difenoconazole)、二葉菌唑(dimetconazole)、烯唑醇(diniconazole)、烯唑醇-M(diniconazole-M)、氟環唑(epoxiconazole)、乙環唑(etaconazole)、腈苯唑(fenbuconazole)、氟喹唑(fluquinconazole)、氟矽唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、亞胺唑(imibenconazole)、種菌唑(ipconazole)、葉菌唑(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙環唑(propiconazole)、丙硫菌唑(prothioconazole)、Mefentrifluconazole、矽氟唑(simeconazole)、戊唑醇(tebuconazole)、四氟醚唑(tetraconazole)、三唑酮(triadimefon)、三唑醇(triadimenol)、咪唑(triazoxide)、滅菌唑(triticonazole)、2-[[(1R,5S)-5-[(4-氟苯基)甲基]-1-羥基-2,2-二甲基-環戊基]甲基]-4H-1,2,4-三唑-3-硫酮2-[[3-(2-氯苯基)-2-(2,4-二氟苯基)環氧乙烷-2-基]甲基]-4H-1,2,4-三唑-3-硫酮、唑嘧菌胺(imidium)、丙森鋅(iprovalicarb)、霜黴滅(valifenalate)、2-苄基-4-氯酚(苄氯酚)、烯丙醇、唑啶草酮(azafenidin)、苯紮氯銨(benzalkonium chloride)、氯化苦(chloropicrin)、甲酚、daracide、二氯酚(二苄氯酚)、野燕枯(difenzoquat)、雙硫氧吡啶、N-(2-對-氯苯甲 醯乙基)-氯化六甲撐四胺、NNF-0721、辛噻酮(octhilinone)、環氧嘧磺隆(oxasulfuron)、丙烷脒和丙酸;或殺昆蟲劑,選自阿巴美丁(abamectin)、高滅磷(acephate)、啶蟲脒(acetamiprid)、磺胺蟎酯(amidoflumet)(S-1955)、阿巴汀(avermectin)、印楝素(azadirachtin)、甲基穀硫磷(azinphos-methyl)、二苯基菊酯(bifenthrin)、二苯基肼酯(bifenazate)、稻虱淨(buprofezin)、克百威(carbofuran)、殺螟丹(cartap)、氯蟲苯甲醯胺(DPX-E2Y45)、溴蟲腈(chlorfenapyr)、氟啶脲(chlorfluazuron)、毒死蜱(chlorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、環蟲醯肼(chromafenozide)、噻蟲胺(clothianidin)、丁氟蟎酯(cyflumetofen)、氟氯氰菊酯(cyfluthrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氯氟氰菊酯(cyhalothrin)、λ-三氯氟氰菊酯(lambda-cyhalothrin)、氯氰菊酯(cypermethrin)、滅蠅胺(cyromazine)、溴氰菊酯(deltamethrin)、殺蟎隆(diafenthiuron)、二農(diazinon)、狄氏劑(dieldrin)、除蟲脲(diflubenzuron)、四氟甲醚菊酯(dimefluthrin)、樂果(dimethoate)、呋蟲胺(dinotefuran)、苯蟲醚(diofenolan)、甲胺基阿維菌素(emamectin)、硫丹(endosulfan)、高氰戊菊酯(esfenvalerate)、乙蟲腈(ethiprole)、苯硫威(fenothiocarb)、苯氧威(fenoxycarb)、甲氰菊酯(fenpropathrin)、氰戊菊酯(fenvalerate)、氟蟲腈(fipronil)、氟啶蟲醯胺(flonicamid)、氟蟲雙醯胺(flubendiamide)、氟氰戊菊酯(flucythrinate)、氟胺氰菊酯(tau-fluvalinate)、嘧蟲胺(flufenerim)(UR-50701)、氟蟲脲(flufenoxuron)、地蟲硫磷(fonophos)、氯蟲醯肼(halofenozide)、氟 鈴脲(hexaflumuron)、氟蟻腙(hydramethylnon)、吡蟲啉(imidacloprid)、茚蟲威(indoxacarb)、異柳磷(isofenphos)、虱蟎脲(lufenuron)、馬拉硫磷(malathion)、氰氟蟲腙(metaflumizone)、四聚乙醛(metaldehyde)、甲胺磷(methamidophos)、殺撲磷(methidathion)、滅多蟲(methomyl)、烯蟲酯(methoprene)、甲氧氯(methoxychlor)、甲氧苄氟菊酯(metofluthrin)、久效磷(monocrotophos)、甲氧蟲醯肼(methoxyfenozide)、烯啶蟲胺(nitenpyram)、硝乙脲噻唑(nithiazine)、雙苯氟脲(novaluron)、多氟脲(noviflumuron)(XDE-007)、殺線威(oxamyl)、對硫磷(parathion)、對硫磷-甲基(parathion-methyl)、苄氯菊酯(permethriin)、甲拌磷(phorate)、伏殺磷(phosalone)、亞胺硫磷(phosmet)、大滅蟲(phosphamidon)、抗蚜威(pirimicarb)、丙溴磷(profenofos)、丙氟菊酯(profluthrin)、吡蚜酮(pymetrozine)、吡氟蟲腈(pyrafluprole)、除蟲菊酯(pyrethrin)、啶蟲丙醚(pyridalyl)、pyrifluquinazon、pyriprole、蚊蠅醚(pyriproxyfen)、魚藤酮(rotenone)、萊諾啶(ryanodine)、乙基多殺菌素(spinetoram)、多殺菌素(spinosad)、螺蟎酯(spirodiclofen)、螺甲蟎酯(spiromesifen)(BSN 2060)、螺蟲乙酯(spirotetramat)、硫丙磷(sulprofos)、蟲醯肼(tebufenozide)、伏蟲隆(teflubenzuron)、七氟菊酯(tefluthrin)、特丁硫磷(terbufos)、殺蟲威(tetrachlorvinphos)、噻蟲啉(thiacloprid)、噻蟲(thiamethoxam)、硫雙威(thiodicarb)、殺蟲雙(thiosultap-sodium)、四溴菊酯(tralomethrin)、唑蚜威(triazamate)、敵百蟲(trichlorfon)和殺蟲隆(triflumuron);或 殺細菌劑,選自鏈黴素;或殺蟎劑,選自雙甲脒(amitraz)、滅蟎猛(chinomethionat)、克氯苯(chlorobenzilate)、腈吡蟎酯(cyenopyrafen)、三環錫(cyhexatin)、三氯殺蟎醇(dicofol)、除蟎靈(dienochlor)、乙蟎唑(etoxazole)、喹蟎醚(fenazaquin)、苯丁錫(fenbutatin oxide)、甲氰菊酯(fenpropathrin)、霸蟎靈(fenpyroximate)、噻蟎酮(hexythiazox)、克蟎特(propargite)、嗒蟎酮(pyridaben)和吡蟎胺(tebufenpyrad);或生物劑,選自蘇力菌、蘇力菌δ內毒素、桿狀病毒、和昆蟲病原細菌、病毒以及真菌。
- 如申請專利範圍第1項或第2項所述之殺真菌組成物,其中該組成物進一步包括農業上可接受的載體,以及視情況表面活性劑和/或配製物佐劑。
- 一種用於控制或預防有用植物或其繁殖材料上的致植物病之疾病之方法,該方法包括將如在申請專利範圍第1至11項中任一項所定義的殺真菌組成物施用到該等有用植物、其場所或其繁殖材料上。
- 如申請專利範圍第12項所述之方法,其中將該組成物的組分(A)和(B)以順序的方式進行施用。
- 如申請專利範圍第12項所述之方法,其中該致植物病之疾病係由致植物病的真菌造成。
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| TWI772367B (zh) * | 2017-02-16 | 2022-08-01 | 瑞士商先正達合夥公司 | 殺真菌組成物 |
| EP3893643A2 (en) | 2018-12-11 | 2021-10-20 | BASF Agro B.V. | Method to control a phythopatogenic fungi selected from septoria tritici and puccinia spp. in cereals by compositions comprising mefentrifluconazole |
| EP3893644A2 (en) | 2018-12-11 | 2021-10-20 | BASF Agro B.V. | Method to control a phythopatogenic fungi selected from uncinula necator, plasmopara viticola and gloeosporium ampelophagum in grapes by compositions comprising mefentrifluconazole |
| UA128261C2 (uk) | 2018-12-11 | 2024-05-22 | Басф Агро Б.В. | Спосіб боротьби з sclerotinia spp. в олійному ріпаку або канолі композиціями, що містять мефентрифлуконазол |
| BR112021009304A2 (pt) | 2018-12-11 | 2021-08-10 | BASF Agro B.V. | método para controlar um fungo fitopatogênico e uso das composições |
| CN110583640A (zh) * | 2019-09-30 | 2019-12-20 | 江苏七洲绿色化工股份有限公司 | 一种含有吡唑醚菌酯和苯醚甲环唑的可乳化颗粒剂及其制备方法和应用 |
| CN111296558A (zh) * | 2019-11-08 | 2020-06-19 | 华南农业大学 | 一种含黑水虻源壳聚糖的砂糖桔保鲜剂 |
| CN110741869A (zh) * | 2019-11-29 | 2020-02-04 | 贵州黎源上品农业科技开发有限公司 | 一种提高布福娜坐果率和产量的方法 |
| CN111279964B (zh) * | 2020-02-25 | 2021-11-19 | 中国科学院成都生物研究所 | 一种提高甜樱桃坐果率的栽培方法 |
| WO2021180598A1 (en) * | 2020-03-13 | 2021-09-16 | Syngenta Crop Protection Ag | Methods of controlling or preventing infestation of plants by the phytopathogenic microorganism corynespora cassiicola |
| CN118743396B (zh) * | 2024-06-25 | 2025-09-05 | 青岛奥迪斯生物科技有限公司 | 一种含有苯并烯氟菌唑和乙膦铝的杀菌组合物及其应用 |
| CN119241507B (zh) * | 2024-09-29 | 2025-11-18 | 山东大学 | 苯基吡啶季铵盐类衍生物及其制备方法和应用 |
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| US20090325998A1 (en) * | 2006-12-01 | 2009-12-31 | Hiroyuki Ito | Soil treating agent or seed treating agent comprising quinoline compounds or salts thereof as active ingredient,or method for preventing plant diseases by using the same |
| EP2223919A1 (en) * | 2007-12-26 | 2010-09-01 | Nippon Soda Co., Ltd. | Nitrogen-containing heterocyclic compound and bactericide for agricultural and horticultural use |
| US20120282349A1 (en) * | 2009-12-22 | 2012-11-08 | Mitsui Chemicals Agro, Inc. | Plant disease control composition and method for controlling plant disease by applying the same |
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| WO2018060039A1 (en) | 2018-04-05 |
| US10966425B2 (en) | 2021-04-06 |
| TW201826932A (zh) | 2018-08-01 |
| ES2829575T3 (es) | 2021-06-01 |
| JP7149934B2 (ja) | 2022-10-07 |
| JP2019532060A (ja) | 2019-11-07 |
| CN109890208B (zh) | 2021-10-22 |
| EP3518675B1 (en) | 2020-08-19 |
| AR109551A1 (es) | 2018-12-19 |
| BR112019006021A2 (pt) | 2019-06-18 |
| EP3518675A1 (en) | 2019-08-07 |
| CN109890208A (zh) | 2019-06-14 |
| US20190327971A1 (en) | 2019-10-31 |
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