CN1356988A - 苯氧基氟代嘧啶类化合物 - Google Patents
苯氧基氟代嘧啶类化合物 Download PDFInfo
- Publication number
- CN1356988A CN1356988A CN 00809151 CN00809151A CN1356988A CN 1356988 A CN1356988 A CN 1356988A CN 00809151 CN00809151 CN 00809151 CN 00809151 A CN00809151 A CN 00809151A CN 1356988 A CN1356988 A CN 1356988A
- Authority
- CN
- China
- Prior art keywords
- phenyl
- chloro
- methyl
- methoxy
- aminomethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- SAWVYBPMNPBRTK-UHFFFAOYSA-N 2-fluoro-4-phenoxypyrimidine Chemical class FC1=NC=CC(OC=2C=CC=CC=2)=N1 SAWVYBPMNPBRTK-UHFFFAOYSA-N 0.000 title abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 28
- -1 3-cyano-phenyl Chemical group 0.000 claims description 513
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 178
- 150000001875 compounds Chemical class 0.000 claims description 86
- 229910052760 oxygen Inorganic materials 0.000 claims description 67
- 239000001301 oxygen Substances 0.000 claims description 65
- 239000000203 mixture Substances 0.000 claims description 32
- 238000002360 preparation method Methods 0.000 claims description 31
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 27
- 229910052736 halogen Inorganic materials 0.000 claims description 24
- 150000002367 halogens Chemical class 0.000 claims description 24
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- 239000011737 fluorine Substances 0.000 claims description 16
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- LXJOYRVJPWDJBZ-UHFFFAOYSA-N (2-acetamido-3-hydroxyphenyl)arsonic acid Chemical compound OC=1C(=C(C=CC1)[As](O)(O)=O)NC(C)=O LXJOYRVJPWDJBZ-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000013543 active substance Substances 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical group CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 10
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 241000607479 Yersinia pestis Species 0.000 claims description 7
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims description 6
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 6
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 6
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 6
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 6
- 241000238631 Hexapoda Species 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000006011 chloroethoxy group Chemical group 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 5
- NIBFJPXGNVPNHK-UHFFFAOYSA-N 2,2-difluoro-1,3-benzodioxole-4-carbaldehyde Chemical group C1=CC(C=O)=C2OC(F)(F)OC2=C1 NIBFJPXGNVPNHK-UHFFFAOYSA-N 0.000 claims description 5
- CMNFLGHNTOEAQH-UHFFFAOYSA-N 2-(2-hydroxyphenyl)-2-methoxyiminoacetamide Chemical compound CON=C(C(N)=O)C1=CC=CC=C1O CMNFLGHNTOEAQH-UHFFFAOYSA-N 0.000 claims description 5
- 125000006304 2-iodophenyl group Chemical group [H]C1=C([H])C(I)=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 5
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- LMTLMRPXIJQCII-UHFFFAOYSA-N C1(CCCC1)NOC(=O)O Chemical compound C1(CCCC1)NOC(=O)O LMTLMRPXIJQCII-UHFFFAOYSA-N 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 125000006501 nitrophenyl group Chemical group 0.000 claims description 5
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 5
- CEBDRQUBQYQBEV-UHFFFAOYSA-N 2-phenoxypyrimidine Chemical compound N=1C=CC=NC=1OC1=CC=CC=C1 CEBDRQUBQYQBEV-UHFFFAOYSA-N 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- VSJVHFFAEGLOBH-UHFFFAOYSA-N [F].C1=CN=CN=C1 Chemical compound [F].C1=CN=CN=C1 VSJVHFFAEGLOBH-UHFFFAOYSA-N 0.000 claims description 3
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 3
- 150000008366 benzophenones Chemical group 0.000 claims description 3
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 3
- 230000000855 fungicidal effect Effects 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- 229910052740 iodine Inorganic materials 0.000 claims description 3
- 150000003230 pyrimidines Chemical class 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 2
- 125000006306 4-iodophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1I 0.000 claims description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 2
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 2
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000000575 pesticide Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 description 75
- 241000196324 Embryophyta Species 0.000 description 47
- 239000000463 material Substances 0.000 description 26
- 238000012360 testing method Methods 0.000 description 23
- 239000002904 solvent Substances 0.000 description 18
- 239000003995 emulsifying agent Substances 0.000 description 17
- 241000894006 Bacteria Species 0.000 description 14
- 241000233866 Fungi Species 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 12
- 150000003851 azoles Chemical class 0.000 description 12
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 11
- 238000009472 formulation Methods 0.000 description 11
- 238000005507 spraying Methods 0.000 description 11
- 239000003921 oil Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 241000209094 Oryza Species 0.000 description 9
- 235000007164 Oryza sativa Nutrition 0.000 description 8
- 241000589516 Pseudomonas Species 0.000 description 8
- 125000002877 alkyl aryl group Chemical group 0.000 description 8
- 244000005700 microbiome Species 0.000 description 8
- 229920000151 polyglycol Polymers 0.000 description 8
- 239000010695 polyglycol Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 235000009566 rice Nutrition 0.000 description 8
- 241001465754 Metazoa Species 0.000 description 7
- 241000209140 Triticum Species 0.000 description 7
- 235000021307 Triticum Nutrition 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- 241000221787 Erysiphe Species 0.000 description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 241000233626 Plasmopara Species 0.000 description 6
- 241000221300 Puccinia Species 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 239000005864 Sulphur Substances 0.000 description 6
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 235000013339 cereals Nutrition 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 230000012010 growth Effects 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 4
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 4
- 241000223600 Alternaria Species 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 241001124076 Aphididae Species 0.000 description 4
- 241000228212 Aspergillus Species 0.000 description 4
- 241000221198 Basidiomycota Species 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- 241000223218 Fusarium Species 0.000 description 4
- 241000258937 Hemiptera Species 0.000 description 4
- 240000000233 Melia azedarach Species 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 241000233679 Peronosporaceae Species 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 241000500437 Plutella xylostella Species 0.000 description 4
- 241001123569 Puccinia recondita Species 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 241000228452 Venturia inaequalis Species 0.000 description 4
- 240000006365 Vitis vinifera Species 0.000 description 4
- 235000014787 Vitis vinifera Nutrition 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- 239000012770 industrial material Substances 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 229940031815 mycocide Drugs 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 210000004894 snout Anatomy 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 241001143309 Acanthoscelides obtectus Species 0.000 description 3
- 241000239223 Arachnida Species 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 241000193388 Bacillus thuringiensis Species 0.000 description 3
- 241000751139 Beauveria bassiana Species 0.000 description 3
- 241000254173 Coleoptera Species 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- 241000254171 Curculionidae Species 0.000 description 3
- 239000005946 Cypermethrin Substances 0.000 description 3
- 241000588698 Erwinia Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 241001480224 Heterodera Species 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 241000244206 Nematoda Species 0.000 description 3
- 241000238814 Orthoptera Species 0.000 description 3
- 241001223281 Peronospora Species 0.000 description 3
- 241001674048 Phthiraptera Species 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 241000228453 Pyrenophora Species 0.000 description 3
- 241000231139 Pyricularia Species 0.000 description 3
- 241001481703 Rhipicephalus <genus> Species 0.000 description 3
- 241001414989 Thysanoptera Species 0.000 description 3
- 241000722133 Tilletia Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 241000267822 Trogoderma granarium Species 0.000 description 3
- 241000221576 Uromyces Species 0.000 description 3
- 241000221566 Ustilago Species 0.000 description 3
- 235000009754 Vitis X bourquina Nutrition 0.000 description 3
- 235000012333 Vitis X labruscana Nutrition 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 229940097012 bacillus thuringiensis Drugs 0.000 description 3
- 239000003899 bactericide agent Substances 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 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 description 3
- 229960005424 cypermethrin Drugs 0.000 description 3
- 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 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- NNKVPIKMPCQWCG-UHFFFAOYSA-N methamidophos Chemical compound COP(N)(=O)SC NNKVPIKMPCQWCG-UHFFFAOYSA-N 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 230000001850 reproductive effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical class C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- QTZJBZLWLWTGTB-UHFFFAOYSA-N 2-chloro-n-[[4-(trifluoromethyl)phenyl]methyl]benzamide Chemical compound C1=CC(C(F)(F)F)=CC=C1CNC(=O)C1=CC=CC=C1Cl QTZJBZLWLWTGTB-UHFFFAOYSA-N 0.000 description 2
- 239000005660 Abamectin Substances 0.000 description 2
- 241000934064 Acarus siro Species 0.000 description 2
- 241000238818 Acheta domesticus Species 0.000 description 2
- 239000005877 Alpha-Cypermethrin Substances 0.000 description 2
- 241000223602 Alternaria alternata Species 0.000 description 2
- 241000238679 Amblyomma Species 0.000 description 2
- 241000256186 Anopheles <genus> Species 0.000 description 2
- 241001414828 Aonidiella aurantii Species 0.000 description 2
- 241000294569 Aphelenchoides Species 0.000 description 2
- 241001425390 Aphis fabae Species 0.000 description 2
- 235000011330 Armoracia rusticana Nutrition 0.000 description 2
- 240000003291 Armoracia rusticana Species 0.000 description 2
- 241000235349 Ascomycota Species 0.000 description 2
- 241000228245 Aspergillus niger Species 0.000 description 2
- 241000223651 Aureobasidium Species 0.000 description 2
- 241000223678 Aureobasidium pullulans Species 0.000 description 2
- 241001490249 Bactrocera oleae Species 0.000 description 2
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- 241001465180 Botrytis Species 0.000 description 2
- 241000982105 Brevicoryne brassicae Species 0.000 description 2
- NYQDCVLCJXRDSK-UHFFFAOYSA-N Bromofos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(Br)C=C1Cl NYQDCVLCJXRDSK-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 241000257163 Calliphora vicina Species 0.000 description 2
- 241000255579 Ceratitis capitata Species 0.000 description 2
- 241001098608 Ceratophyllus Species 0.000 description 2
- 241001157813 Cercospora Species 0.000 description 2
- 241000221955 Chaetomium Species 0.000 description 2
- 241001515917 Chaetomium globosum Species 0.000 description 2
- 235000007516 Chrysanthemum Nutrition 0.000 description 2
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 2
- 241001327638 Cimex lectularius Species 0.000 description 2
- 241001498622 Cixius wagneri Species 0.000 description 2
- 241001427559 Collembola Species 0.000 description 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 2
- 241000186031 Corynebacteriaceae Species 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- 241000256054 Culex <genus> Species 0.000 description 2
- 241000371644 Curvularia ravenelii Species 0.000 description 2
- 241001635274 Cydia pomonella Species 0.000 description 2
- 241000289763 Dasygaster padockina Species 0.000 description 2
- 241001481695 Dermanyssus gallinae Species 0.000 description 2
- 241001124144 Dermaptera Species 0.000 description 2
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- 241000399949 Ditylenchus dipsaci Species 0.000 description 2
- 241000353522 Earias insulana Species 0.000 description 2
- 102000002322 Egg Proteins Human genes 0.000 description 2
- 108010000912 Egg Proteins Proteins 0.000 description 2
- 241000588921 Enterobacteriaceae Species 0.000 description 2
- 241000917107 Eriosoma lanigerum Species 0.000 description 2
- 241000221785 Erysiphales Species 0.000 description 2
- 241000588722 Escherichia Species 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000060469 Eupoecilia ambiguella Species 0.000 description 2
- 241000720914 Forficula auricularia Species 0.000 description 2
- 241001243091 Gryllotalpa Species 0.000 description 2
- 241001466007 Heteroptera Species 0.000 description 2
- 241001251909 Hyalopterus pruni Species 0.000 description 2
- 241000832180 Hylotrupes bajulus Species 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- 241000188153 Isaria fumosorosea Species 0.000 description 2
- 239000005908 Isaria fumosorosea Apopka strain 97 (formely Paecilomyces fumosoroseus) Substances 0.000 description 2
- 241001149911 Isopoda Species 0.000 description 2
- 241000256602 Isoptera Species 0.000 description 2
- 241000222418 Lentinus Species 0.000 description 2
- 241000222451 Lentinus tigrinus Species 0.000 description 2
- 241000228456 Leptosphaeria Species 0.000 description 2
- 241000193386 Lysinibacillus sphaericus Species 0.000 description 2
- 241001330975 Magnaporthe oryzae Species 0.000 description 2
- 241000255685 Malacosoma neustria Species 0.000 description 2
- 235000010624 Medicago sativa Nutrition 0.000 description 2
- 240000004658 Medicago sativa Species 0.000 description 2
- 241001143352 Meloidogyne Species 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- 241001459558 Monographella nivalis Species 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 241001585712 Noctua Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241000736122 Parastagonospora nodorum Species 0.000 description 2
- 241000721451 Pectinophora gossypiella Species 0.000 description 2
- 241000228143 Penicillium Species 0.000 description 2
- 241000238675 Periplaneta americana Species 0.000 description 2
- 241001608567 Phaedon cochleariae Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000497192 Phyllocoptruta oleivora Species 0.000 description 2
- 241000233614 Phytophthora Species 0.000 description 2
- 241000233622 Phytophthora infestans Species 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 241001281803 Plasmopara viticola Species 0.000 description 2
- 241000500439 Plutella Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000947836 Pseudomonadaceae Species 0.000 description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 2
- 241000526145 Psylla Species 0.000 description 2
- 241001105129 Ptinus Species 0.000 description 2
- 241000233639 Pythium Species 0.000 description 2
- 241001633102 Rhizobiaceae Species 0.000 description 2
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 241001533598 Septoria Species 0.000 description 2
- 241000258242 Siphonaptera Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 241000191940 Staphylococcus Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 241001494139 Stomoxys Species 0.000 description 2
- 241000204060 Streptomycetaceae Species 0.000 description 2
- 241000130771 Tinea pellionella Species 0.000 description 2
- 241000018137 Trialeurodes vaporariorum Species 0.000 description 2
- 241001259047 Trichodectes Species 0.000 description 2
- 241000223259 Trichoderma Species 0.000 description 2
- 241000255993 Trichoplusia ni Species 0.000 description 2
- 241000196508 Turbatrix Species 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 241000589634 Xanthomonas Species 0.000 description 2
- 241000353223 Xenopsylla cheopis Species 0.000 description 2
- 241000201423 Xiphinema Species 0.000 description 2
- 241001414985 Zygentoma Species 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- QGLZXHRNAYXIBU-WEVVVXLNSA-N aldicarb Chemical compound CNC(=O)O\N=C\C(C)(C)SC QGLZXHRNAYXIBU-WEVVVXLNSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000001857 anti-mycotic effect Effects 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 description 2
- 210000003323 beak Anatomy 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- KXRPCFINVWWFHQ-UHFFFAOYSA-N cadusafos Chemical compound CCC(C)SP(=O)(OCC)SC(C)CC KXRPCFINVWWFHQ-UHFFFAOYSA-N 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- 239000011111 cardboard Substances 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000005068 cooling lubricant Substances 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 2
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 description 2
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 description 2
- 229960003887 dichlorophen Drugs 0.000 description 2
- MZGNSEAPZQGJRB-UHFFFAOYSA-N dimethyldithiocarbamic acid Chemical compound CN(C)C(S)=S MZGNSEAPZQGJRB-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- AWZOLILCOUMRDG-UHFFFAOYSA-N edifenphos Chemical compound C=1C=CC=CC=1SP(=O)(OCC)SC1=CC=CC=C1 AWZOLILCOUMRDG-UHFFFAOYSA-N 0.000 description 2
- GOWLARCWZRESHU-AQTBWJFISA-N ferimzone Chemical compound C=1C=CC=C(C)C=1C(/C)=N\NC1=NC(C)=CC(C)=N1 GOWLARCWZRESHU-AQTBWJFISA-N 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000003595 mist Substances 0.000 description 2
- KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 description 2
- 210000003097 mucus Anatomy 0.000 description 2
- 230000001069 nematicidal effect Effects 0.000 description 2
- 239000005645 nematicide Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 210000004681 ovum Anatomy 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
- 239000011087 paperboard Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- FITIWKDOCAUBQD-UHFFFAOYSA-N prothiofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(Cl)C=C1Cl FITIWKDOCAUBQD-UHFFFAOYSA-N 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 239000012747 synergistic agent Substances 0.000 description 2
- 239000005936 tau-Fluvalinate Substances 0.000 description 2
- INISTDXBRIBGOC-XMMISQBUSA-N tau-fluvalinate Chemical compound N([C@H](C(C)C)C(=O)OC(C#N)C=1C=C(OC=2C=CC=CC=2)C=CC=1)C1=CC=C(C(F)(F)F)C=C1Cl INISTDXBRIBGOC-XMMISQBUSA-N 0.000 description 2
- ROZUQUDEWZIBHV-UHFFFAOYSA-N tecloftalam Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(=O)NC1=CC=CC(Cl)=C1Cl ROZUQUDEWZIBHV-UHFFFAOYSA-N 0.000 description 2
- XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- YNWVFADWVLCOPU-MDWZMJQESA-N (1E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol Chemical compound C1=NC=NN1/C(C(O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MDWZMJQESA-N 0.000 description 1
- KAATUXNTWXVJKI-GGPKGHCWSA-N (1R)-trans-(alphaS)-cypermethrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-GGPKGHCWSA-N 0.000 description 1
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 1
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 description 1
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 description 1
- OTLLEIBWKHEHGU-TUNUFRSWSA-N (2R,3S,4S,5S)-2-[(2R,3R,4R,5S,6R)-5-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-4-phosphonooxyhexanedioic acid Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H]1O)O)N1C=2N=CN=C(C=2N=C1)N)O[C@@H]1[C@@H](CO)O[C@H](O[C@H]([C@H](O)[C@H](OP(O)(O)=O)[C@H](O)C(O)=O)C(O)=O)[C@H](O)[C@H]1O OTLLEIBWKHEHGU-TUNUFRSWSA-N 0.000 description 1
- RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 1
- LZTIMERBDGGAJD-SNAWJCMRSA-N (2e)-2-(nitromethylidene)-1,3-thiazinane Chemical compound [O-][N+](=O)\C=C1/NCCCS1 LZTIMERBDGGAJD-SNAWJCMRSA-N 0.000 description 1
- URDNHJIVMYZFRT-KGLIPLIRSA-N (2r,3r)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol Chemical compound C([C@H]([C@H](O)C(C)(C)C)N1N=CN=C1)C1=CC=C(Cl)C=C1Cl URDNHJIVMYZFRT-KGLIPLIRSA-N 0.000 description 1
- RLLPVAHGXHCWKJ-HKUYNNGSSA-N (3-phenoxyphenyl)methyl (1r,3r)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-HKUYNNGSSA-N 0.000 description 1
- RLLPVAHGXHCWKJ-MJGOQNOKSA-N (3-phenoxyphenyl)methyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-MJGOQNOKSA-N 0.000 description 1
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- XUNYDVLIZWUPAW-UHFFFAOYSA-N (4-chlorophenyl) n-(4-methylphenyl)sulfonylcarbamate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)OC1=CC=C(Cl)C=C1 XUNYDVLIZWUPAW-UHFFFAOYSA-N 0.000 description 1
- MGRRXBWTLBJEMS-YADHBBJMSA-N (5-benzylfuran-3-yl)methyl (1r,3r)-3-(cyclopentylidenemethyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound C([C@H]1C([C@@H]1C(=O)OCC=1C=C(CC=2C=CC=CC=2)OC=1)(C)C)=C1CCCC1 MGRRXBWTLBJEMS-YADHBBJMSA-N 0.000 description 1
- YSEUOPNOQRVVDY-OGEJUEGTSA-N (5-benzylfuran-3-yl)methyl (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 YSEUOPNOQRVVDY-OGEJUEGTSA-N 0.000 description 1
- VEMKTZHHVJILDY-WOJBJXKFSA-N (5-benzylfuran-3-yl)methyl (1s,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-WOJBJXKFSA-N 0.000 description 1
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 description 1
- GFMMMCXLNNLCPJ-NSCUHMNNSA-N (E)-2,3-dinitrobut-2-enoic acid Chemical compound [N+](=O)([O-])\C(=C(/C(=O)O)\[N+](=O)[O-])\C GFMMMCXLNNLCPJ-NSCUHMNNSA-N 0.000 description 1
- WCXDHFDTOYPNIE-RIYZIHGNSA-N (E)-acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 description 1
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 description 1
- CFRPSFYHXJZSBI-DHZHZOJOSA-N (E)-nitenpyram Chemical compound [O-][N+](=O)/C=C(\NC)N(CC)CC1=CC=C(Cl)N=C1 CFRPSFYHXJZSBI-DHZHZOJOSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- XGWIJUOSCAQSSV-XHDPSFHLSA-N (S,S)-hexythiazox Chemical compound S([C@H]([C@@H]1C)C=2C=CC(Cl)=CC=2)C(=O)N1C(=O)NC1CCCCC1 XGWIJUOSCAQSSV-XHDPSFHLSA-N 0.000 description 1
- ZFHGXWPMULPQSE-SZGBIDFHSA-N (Z)-(1S)-cis-tefluthrin Chemical compound FC1=C(F)C(C)=C(F)C(F)=C1COC(=O)[C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)C(F)(F)F ZFHGXWPMULPQSE-SZGBIDFHSA-N 0.000 description 1
- PCKNFPQPGUWFHO-SXBRIOAWSA-N (Z)-flucycloxuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1)=CC=C1CO\N=C(C=1C=CC(Cl)=CC=1)\C1CC1 PCKNFPQPGUWFHO-SXBRIOAWSA-N 0.000 description 1
- CKPCAYZTYMHQEX-NBVRZTHBSA-N (e)-1-(2,4-dichlorophenyl)-n-methoxy-2-pyridin-3-ylethanimine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=N/OC)/CC1=CC=CN=C1 CKPCAYZTYMHQEX-NBVRZTHBSA-N 0.000 description 1
- ATROHALUCMTWTB-WYMLVPIESA-N (z)-n-diethoxyphosphinothioyloxybenzenecarboximidoyl cyanide Chemical compound CCOP(=S)(OCC)O\N=C(/C#N)C1=CC=CC=C1 ATROHALUCMTWTB-WYMLVPIESA-N 0.000 description 1
- JNWPBSNRFLWBNI-UHFFFAOYSA-N 1,2-dibromo-2-methylpentane Chemical compound CCCC(C)(Br)CBr JNWPBSNRFLWBNI-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- NFQIYHPAGNZAOO-UHFFFAOYSA-N 1,3-bis(3-chlorophenyl)-2-(trichloromethyl)imidazolidine Chemical compound ClC1=CC=CC(N2C(N(CC2)C=2C=C(Cl)C=CC=2)C(Cl)(Cl)Cl)=C1 NFQIYHPAGNZAOO-UHFFFAOYSA-N 0.000 description 1
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 description 1
- OZOMQRBLCMDCEG-VIZOYTHASA-N 1-[(e)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1C(O1)=CC=C1\C=N\N1C(=O)NC(=O)C1 OZOMQRBLCMDCEG-VIZOYTHASA-N 0.000 description 1
- LWWDYSLFWMWORA-BEJOPBHTSA-N 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-[(E)-(4-hydroxy-3-methoxyphenyl)methylideneamino]-4-(trifluoromethylsulfanyl)pyrazole-3-carbonitrile Chemical compound c1cc(O)c(OC)cc1\C=N\c1c(SC(F)(F)F)c(C#N)nn1-c1c(Cl)cc(C(F)(F)F)cc1Cl LWWDYSLFWMWORA-BEJOPBHTSA-N 0.000 description 1
- 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 description 1
- 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 description 1
- ULCWZQJLFZEXCS-UHFFFAOYSA-N 1-[[2-(2,4-dichlorophenyl)-5-(2,2,2-trifluoroethoxy)oxolan-2-yl]methyl]-1,2,4-triazole Chemical compound O1C(OCC(F)(F)F)CCC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 ULCWZQJLFZEXCS-UHFFFAOYSA-N 0.000 description 1
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
- PNXGNYJXJBKFRG-UHFFFAOYSA-N 1-pent-4-ynoxy-4-phenoxybenzene Chemical compound C1=CC(OCCCC#C)=CC=C1OC1=CC=CC=C1 PNXGNYJXJBKFRG-UHFFFAOYSA-N 0.000 description 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 description 1
- OILIYWFQRJOPAI-UHFFFAOYSA-N 2-(2-chlorophenyl)-1h-benzimidazole Chemical compound ClC1=CC=CC=C1C1=NC2=CC=CC=C2N1 OILIYWFQRJOPAI-UHFFFAOYSA-N 0.000 description 1
- DNBMPXLFKQCOBV-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OCCOCCOCC)=NC2=C1 DNBMPXLFKQCOBV-UHFFFAOYSA-N 0.000 description 1
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 description 1
- NJWIMFZLESWFIM-UHFFFAOYSA-N 2-(chloromethyl)pyridine Chemical compound ClCC1=CC=CC=N1 NJWIMFZLESWFIM-UHFFFAOYSA-N 0.000 description 1
- LXUNZSDDXMPKLP-UHFFFAOYSA-N 2-Methylbenzenethiol Chemical compound CC1=CC=CC=C1S LXUNZSDDXMPKLP-UHFFFAOYSA-N 0.000 description 1
- BOTNFCTYKJBUMU-UHFFFAOYSA-N 2-[4-(2-methylpropyl)piperazin-4-ium-1-yl]-2-oxoacetate Chemical compound CC(C)C[NH+]1CCN(C(=O)C([O-])=O)CC1 BOTNFCTYKJBUMU-UHFFFAOYSA-N 0.000 description 1
- GBCXKHLKJHRTAB-UHFFFAOYSA-N 2-benzyl-1-methyl-5-nonylpyrrolidin-3-ol Chemical compound CN1C(CCCCCCCCC)CC(O)C1CC1=CC=CC=C1 GBCXKHLKJHRTAB-UHFFFAOYSA-N 0.000 description 1
- YZKAGUHQYDCQOL-UHFFFAOYSA-N 2-benzyl-1h-pyrrole Chemical class C=1C=CC=CC=1CC1=CC=CN1 YZKAGUHQYDCQOL-UHFFFAOYSA-N 0.000 description 1
- ZDOOQPFIGYHZFV-UHFFFAOYSA-N 2-ethyl-4-[(4-phenoxyphenoxy)methyl]-1,3-dioxolane Chemical compound O1C(CC)OCC1COC(C=C1)=CC=C1OC1=CC=CC=C1 ZDOOQPFIGYHZFV-UHFFFAOYSA-N 0.000 description 1
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- MUPLQWLHSBLPCF-UHFFFAOYSA-N 2-methoxyimino-n-methylacetamide Chemical compound CNC(=O)C=NOC MUPLQWLHSBLPCF-UHFFFAOYSA-N 0.000 description 1
- 229940061334 2-phenylphenol Drugs 0.000 description 1
- ZRDUSMYWDRPZRM-UHFFFAOYSA-N 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=C(C)C ZRDUSMYWDRPZRM-UHFFFAOYSA-N 0.000 description 1
- AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 description 1
- OVFHHJZHXHZIHT-UHFFFAOYSA-N 3-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)quinazolin-4-one Chemical compound ClC1=CC(Cl)=CC=C1N1C(=O)C2=CC=CC=C2N=C1N1N=CN=C1 OVFHHJZHXHZIHT-UHFFFAOYSA-N 0.000 description 1
- GPUHJQHXIFJPGN-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-1-(3-methylbutanoyl)imidazolidine-2,4-dione Chemical compound O=C1N(C(=O)CC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 GPUHJQHXIFJPGN-UHFFFAOYSA-N 0.000 description 1
- FSCWZHGZWWDELK-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione Chemical compound O=C1C(C)(C=C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FSCWZHGZWWDELK-UHFFFAOYSA-N 0.000 description 1
- LCOWUMNPNWEMAZ-UHFFFAOYSA-N 3-[benzyl(methyl)amino]-2-cyanoprop-2-enoic acid Chemical group N#CC(C(O)=O)=CN(C)CC1=CC=CC=C1 LCOWUMNPNWEMAZ-UHFFFAOYSA-N 0.000 description 1
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 description 1
- RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 description 1
- MIEQXKLRJRORIO-UHFFFAOYSA-N 4-aminobenzenesulfonamide fluoromethane Chemical compound S(=O)(C1=CC=C(C=C1)N)(=O)N.CF MIEQXKLRJRORIO-UHFFFAOYSA-N 0.000 description 1
- ZOMKCDYJHAQMCU-UHFFFAOYSA-N 4-butyl-1,2,4-triazole Chemical compound CCCCN1C=NN=C1 ZOMKCDYJHAQMCU-UHFFFAOYSA-N 0.000 description 1
- ALVJRTBBSXWWQE-UHFFFAOYSA-N 4-chloro-3-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic acid Chemical compound CC(C)(C)OC(=O)NC1=CC(C(O)=O)=CC=C1Cl ALVJRTBBSXWWQE-UHFFFAOYSA-N 0.000 description 1
- NNPRCLUGHFXSOU-UHFFFAOYSA-N 4-chloro-n-[cyano(ethoxy)methyl]benzamide Chemical compound CCOC(C#N)NC(=O)C1=CC=C(Cl)C=C1 NNPRCLUGHFXSOU-UHFFFAOYSA-N 0.000 description 1
- SBUKOHLFHYSZNG-UHFFFAOYSA-N 4-dodecyl-2,6-dimethylmorpholine Chemical compound CCCCCCCCCCCCN1CC(C)OC(C)C1 SBUKOHLFHYSZNG-UHFFFAOYSA-N 0.000 description 1
- UIQAVIOOENLZRU-UHFFFAOYSA-N 5-[[ethoxy(propylsulfanyl)phosphoryl]sulfanylmethyl]-3-methyl-1,2-oxazole Chemical compound CCCSP(=O)(OCC)SCC1=CC(C)=NO1 UIQAVIOOENLZRU-UHFFFAOYSA-N 0.000 description 1
- NHUNFKZUEHLVER-UHFFFAOYSA-N 5-[ethoxy(propan-2-yloxy)phosphinothioyl]oxy-4-methoxy-2-methylpyridazin-3-one Chemical compound CCOP(=S)(OC(C)C)OC=1C=NN(C)C(=O)C=1OC NHUNFKZUEHLVER-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- XJFIKRXIJXAJGH-UHFFFAOYSA-N 5-chloro-1,3-dihydroimidazo[4,5-b]pyridin-2-one Chemical group ClC1=CC=C2NC(=O)NC2=N1 XJFIKRXIJXAJGH-UHFFFAOYSA-N 0.000 description 1
- NRTLIYOWLVMQBO-UHFFFAOYSA-N 5-chloro-1,3-dimethyl-N-(1,1,3-trimethyl-1,3-dihydro-2-benzofuran-4-yl)pyrazole-4-carboxamide Chemical compound C=12C(C)OC(C)(C)C2=CC=CC=1NC(=O)C=1C(C)=NN(C)C=1Cl NRTLIYOWLVMQBO-UHFFFAOYSA-N 0.000 description 1
- SJDGOKGRYGWNTC-UHFFFAOYSA-N 5-isothiocyanato-2-methoxy-n,n,3-trimethylbenzamide Chemical compound COC1=C(C)C=C(N=C=S)C=C1C(=O)N(C)C SJDGOKGRYGWNTC-UHFFFAOYSA-N 0.000 description 1
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 description 1
- GABNAHQQEVWYNS-UHFFFAOYSA-N 5-phenyl-2,3-dihydro-1,4-dithiine 1,1,4,4-tetraoxide Chemical compound O=S1(=O)CCS(=O)(=O)C(C=2C=CC=CC=2)=C1 GABNAHQQEVWYNS-UHFFFAOYSA-N 0.000 description 1
- QYOXAEWIVYMSGJ-UHFFFAOYSA-N 6-hydroxy-2,2,7,7-tetramethyl-5-(1,2,4-triazol-1-yl)octan-3-one Chemical compound CC(C)(C)C(=O)CC(C(O)C(C)(C)C)N1C=NC=N1 QYOXAEWIVYMSGJ-UHFFFAOYSA-N 0.000 description 1
- SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241001580860 Acarapis Species 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 239000005875 Acetamiprid Substances 0.000 description 1
- 241000256111 Aedes <genus> Species 0.000 description 1
- 241000902874 Agelastica alni Species 0.000 description 1
- 241000059559 Agriotes sordidus Species 0.000 description 1
- 241000218473 Agrotis Species 0.000 description 1
- 241001149961 Alternaria brassicae Species 0.000 description 1
- 241001157812 Alternaria brassicicola Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001398046 Amphimallon solstitiale Species 0.000 description 1
- 241000411449 Anobium punctatum Species 0.000 description 1
- 241001427556 Anoplura Species 0.000 description 1
- 241000254177 Anthonomus Species 0.000 description 1
- 241001640910 Anthrenus Species 0.000 description 1
- 241001600408 Aphis gossypii Species 0.000 description 1
- 241001095118 Aphis pomi Species 0.000 description 1
- 241000273311 Aphis spiraecola Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241001162025 Archips podana Species 0.000 description 1
- 241000024287 Areas Species 0.000 description 1
- 241000722809 Armadillidium vulgare Species 0.000 description 1
- 241001225321 Aspergillus fumigatus Species 0.000 description 1
- 241000387321 Aspidiotus nerii Species 0.000 description 1
- 241001174347 Atomaria Species 0.000 description 1
- 241001289510 Attagenus unicolor Species 0.000 description 1
- 239000005878 Azadirachtin Substances 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 206010004194 Bed bug infestation Diseases 0.000 description 1
- 241000254127 Bemisia tabaci Species 0.000 description 1
- 241001142392 Bibio Species 0.000 description 1
- 239000005653 Bifenazate Substances 0.000 description 1
- 239000005874 Bifenthrin Substances 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- 241000190150 Bipolaris sorokiniana Species 0.000 description 1
- 241001573714 Blaniulus Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 241001480061 Blumeria graminis Species 0.000 description 1
- 241000895523 Blumeria graminis f. sp. hordei Species 0.000 description 1
- 241000255789 Bombyx mori Species 0.000 description 1
- 239000005739 Bordeaux mixture Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 241000123650 Botrytis cinerea Species 0.000 description 1
- 241000272639 Brachycaudus mimeuri Species 0.000 description 1
- 235000011303 Brassica alboglabra Nutrition 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000011302 Brassica oleracea Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 241001444260 Brassicogethes aeneus Species 0.000 description 1
- 241000233684 Bremia Species 0.000 description 1
- 241000233685 Bremia lactucae Species 0.000 description 1
- 241001643374 Brevipalpus Species 0.000 description 1
- 239000005741 Bromuconazole Substances 0.000 description 1
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 1
- 241000398201 Bryobia praetiosa Species 0.000 description 1
- 241001517925 Bucculatrix Species 0.000 description 1
- MYTVVMGUDBRCDJ-UHFFFAOYSA-N Bufencarb Chemical compound CCCC(C)C1=CC=CC(OC(=O)NC)=C1.CCC(CC)C1=CC=CC(OC(=O)NC)=C1 MYTVVMGUDBRCDJ-UHFFFAOYSA-N 0.000 description 1
- 241001491790 Bupalus piniaria Species 0.000 description 1
- 239000005742 Bupirimate Substances 0.000 description 1
- 239000005885 Buprofezin Substances 0.000 description 1
- 241000243770 Bursaphelenchus Species 0.000 description 1
- 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 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 241000282465 Canis Species 0.000 description 1
- 241001350371 Capua Species 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEDTXTNSFWUXGQ-UHFFFAOYSA-N Carbophenothion Chemical compound CCOP(=S)(OCC)SCSC1=CC=C(Cl)C=C1 VEDTXTNSFWUXGQ-UHFFFAOYSA-N 0.000 description 1
- 239000005746 Carboxin Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 239000005973 Carvone Substances 0.000 description 1
- 241001674939 Caulanthus Species 0.000 description 1
- 241001221118 Cecidophyopsis ribis Species 0.000 description 1
- 241000906476 Cercospora canescens Species 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 241000426499 Chilo Species 0.000 description 1
- 241000258920 Chilopoda Species 0.000 description 1
- 239000005944 Chlorpyrifos Substances 0.000 description 1
- 239000005945 Chlorpyrifos-methyl Substances 0.000 description 1
- 241000359266 Chorioptes Species 0.000 description 1
- 241000255945 Choristoneura Species 0.000 description 1
- 241000255942 Choristoneura fumiferana Species 0.000 description 1
- 241000760356 Chytridiomycetes Species 0.000 description 1
- 241000233652 Chytridiomycota Species 0.000 description 1
- 241001414720 Cicadellidae Species 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- PITWUHDDNUVBPT-UHFFFAOYSA-N Cloethocarb Chemical compound CNC(=O)OC1=CC=CC=C1OC(CCl)OC PITWUHDDNUVBPT-UHFFFAOYSA-N 0.000 description 1
- 241000098277 Cnaphalocrocis Species 0.000 description 1
- 241000255749 Coccinellidae Species 0.000 description 1
- 241001465977 Coccoidea Species 0.000 description 1
- 241001478240 Coccus Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241001600093 Coniophora Species 0.000 description 1
- 241000683561 Conoderus Species 0.000 description 1
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 1
- 239000005750 Copper hydroxide Substances 0.000 description 1
- 239000005752 Copper oxychloride Substances 0.000 description 1
- 229910021590 Copper(II) bromide Inorganic materials 0.000 description 1
- 241001266001 Cordyceps confragosa Species 0.000 description 1
- 241001212534 Cosmopolites sordidus Species 0.000 description 1
- 241000500845 Costelytra zealandica Species 0.000 description 1
- 241001094916 Cryptomyzus ribis Species 0.000 description 1
- 241000866584 Cryptotermes Species 0.000 description 1
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical class [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
- 241000692095 Cuterebra Species 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005757 Cyproconazole Substances 0.000 description 1
- 239000005758 Cyprodinil Substances 0.000 description 1
- KRZUZYJEQBXUIN-UHFFFAOYSA-N Cyprofuram Chemical compound ClC1=CC=CC(N(C2C(OCC2)=O)C(=O)C2CC2)=C1 KRZUZYJEQBXUIN-UHFFFAOYSA-N 0.000 description 1
- 241000592374 Daktulosphaira vitifoliae Species 0.000 description 1
- 239000005892 Deltamethrin Substances 0.000 description 1
- 241001641895 Dermestes Species 0.000 description 1
- 241000489975 Diabrotica Species 0.000 description 1
- 239000005760 Difenoconazole Substances 0.000 description 1
- 239000005893 Diflubenzuron Substances 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 241000258963 Diplopoda Species 0.000 description 1
- 241000511318 Diprion Species 0.000 description 1
- 241001073847 Dipsacus fullonum Species 0.000 description 1
- MTBZIGHNGSTDJV-UHFFFAOYSA-N Ditalimfos Chemical compound C1=CC=C2C(=O)N(P(=S)(OCC)OCC)C(=O)C2=C1 MTBZIGHNGSTDJV-UHFFFAOYSA-N 0.000 description 1
- 239000005765 Dodemorph Substances 0.000 description 1
- 239000005766 Dodine Substances 0.000 description 1
- 241000255601 Drosophila melanogaster Species 0.000 description 1
- 108700004685 Drosophila y Proteins 0.000 description 1
- 241001425477 Dysdercus Species 0.000 description 1
- 241000223924 Eimeria Species 0.000 description 1
- 241001063191 Elops affinis Species 0.000 description 1
- 239000005894 Emamectin Substances 0.000 description 1
- 241000995023 Empoasca Species 0.000 description 1
- 241000086608 Empoasca vitis Species 0.000 description 1
- 241000122098 Ephestia kuehniella Species 0.000 description 1
- 241001480035 Epidermophyton Species 0.000 description 1
- 241001480036 Epidermophyton floccosum Species 0.000 description 1
- 241000462639 Epilachna varivestis Species 0.000 description 1
- 241000738498 Epitrix pubescens Species 0.000 description 1
- 239000005767 Epoxiconazole Substances 0.000 description 1
- 241000917171 Eriosomatinae Species 0.000 description 1
- 241000588694 Erwinia amylovora Species 0.000 description 1
- 235000002756 Erythrina berteroana Nutrition 0.000 description 1
- 239000005895 Esfenvalerate Substances 0.000 description 1
- 239000005961 Ethoprophos Substances 0.000 description 1
- 239000005896 Etofenprox Substances 0.000 description 1
- 239000005769 Etridiazole Substances 0.000 description 1
- FGIWFCGDPUIBEZ-UHFFFAOYSA-N Etrimfos Chemical compound CCOC1=CC(OP(=S)(OC)OC)=NC(CC)=N1 FGIWFCGDPUIBEZ-UHFFFAOYSA-N 0.000 description 1
- 241001331999 Euproctis Species 0.000 description 1
- 241000483001 Euproctis chrysorrhoea Species 0.000 description 1
- 241000239245 Euscelis Species 0.000 description 1
- 241001585293 Euxoa Species 0.000 description 1
- JTTIAXADVUVBBB-UHFFFAOYSA-N FC1=C(C(=C(C(=O)O)C=C1)C)C(=O)O Chemical compound FC1=C(C(=C(C(=O)O)C=C1)C)C(=O)O JTTIAXADVUVBBB-UHFFFAOYSA-N 0.000 description 1
- 241000371383 Fannia Species 0.000 description 1
- 241000233488 Feltia Species 0.000 description 1
- OQOULEWDDRNBSG-UHFFFAOYSA-N Fenapanil Chemical compound C=1C=CC=CC=1C(CCCC)(C#N)CN1C=CN=C1 OQOULEWDDRNBSG-UHFFFAOYSA-N 0.000 description 1
- 239000005656 Fenazaquin Substances 0.000 description 1
- 239000005775 Fenbuconazole Substances 0.000 description 1
- HMIBKHHNXANVHR-UHFFFAOYSA-N Fenothiocarb Chemical compound CN(C)C(=O)SCCCCOC1=CC=CC=C1 HMIBKHHNXANVHR-UHFFFAOYSA-N 0.000 description 1
- 239000005777 Fenpropidin Substances 0.000 description 1
- 239000005778 Fenpropimorph Substances 0.000 description 1
- 239000005899 Fipronil Substances 0.000 description 1
- 239000005780 Fluazinam Substances 0.000 description 1
- 239000005533 Fluometuron Substances 0.000 description 1
- 239000005785 Fluquinconazole Substances 0.000 description 1
- VEVZCONIUDBCDC-UHFFFAOYSA-N Flurprimidol Chemical compound C=1N=CN=CC=1C(O)(C(C)C)C1=CC=C(OC(F)(F)F)C=C1 VEVZCONIUDBCDC-UHFFFAOYSA-N 0.000 description 1
- 239000005787 Flutriafol Substances 0.000 description 1
- MVBGKYGTNGPFHT-UHFFFAOYSA-N Fosmethilan Chemical compound COP(=S)(OC)SCN(C(=O)CCC)C1=CC=CC=C1Cl MVBGKYGTNGPFHT-UHFFFAOYSA-N 0.000 description 1
- 241000189565 Frankliniella Species 0.000 description 1
- 206010017533 Fungal infection Diseases 0.000 description 1
- 229930184093 Furanether Natural products 0.000 description 1
- ILACEZQKVDMRMW-UHFFFAOYSA-N Furanether A Natural products C1C2=COC=C2C2C3CC(C)(C)CC3C1(C)O2 ILACEZQKVDMRMW-UHFFFAOYSA-N 0.000 description 1
- ULCWZQJLFZEXCS-KGLIPLIRSA-N Furconazole-cis Chemical compound O1[C@@H](OCC(F)(F)F)CC[C@@]1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 ULCWZQJLFZEXCS-KGLIPLIRSA-N 0.000 description 1
- 241000223194 Fusarium culmorum Species 0.000 description 1
- 241000255896 Galleria mellonella Species 0.000 description 1
- 241001660203 Gasterophilus Species 0.000 description 1
- 241000723283 Geophilus carpophagus Species 0.000 description 1
- 241001043187 Gibbium psylliodes Species 0.000 description 1
- 241001442498 Globodera Species 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 206010018498 Goitre Diseases 0.000 description 1
- 241000282575 Gorilla Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 241000145313 Gymnocorymbus ternetzi Species 0.000 description 1
- 241000790933 Haematopinus Species 0.000 description 1
- 241000256257 Heliothis Species 0.000 description 1
- 241001659689 Hercinothrips Species 0.000 description 1
- 241001659688 Hercinothrips femoralis Species 0.000 description 1
- 239000005661 Hexythiazox Substances 0.000 description 1
- 241001201623 Hofmannophila pseudospretella Species 0.000 description 1
- 241000957299 Homona magnanima Species 0.000 description 1
- 241001417351 Hoplocampa Species 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 235000008694 Humulus lupulus Nutrition 0.000 description 1
- 241001480803 Hyalomma Species 0.000 description 1
- 241000342321 Hyaloperonospora brassicae Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000257176 Hypoderma <fly> Species 0.000 description 1
- FKWDSATZSMJRLC-UHFFFAOYSA-N Iminoctadine acetate Chemical compound CC([O-])=O.CC([O-])=O.CC([O-])=O.NC([NH3+])=NCCCCCCCC[NH2+]CCCCCCCCN=C(N)[NH3+] FKWDSATZSMJRLC-UHFFFAOYSA-N 0.000 description 1
- 239000005796 Ipconazole Substances 0.000 description 1
- VROYMKJUVCKXBU-UHFFFAOYSA-N Irumamycin Natural products CCC(=O)C1(C)OC1C(C)CC(C)C1C(C)C(O)C(C)C=CC(OC2OC(C)C(O)C(OC(N)=O)C2)CCCC=C(C)C(O2)C(C)=CCC2(O)CC(=O)O1 VROYMKJUVCKXBU-UHFFFAOYSA-N 0.000 description 1
- XRHGWAGWAHHFLF-UHFFFAOYSA-N Isazofos Chemical compound CCOP(=S)(OCC)OC=1N=C(Cl)N(C(C)C)N=1 XRHGWAGWAHHFLF-UHFFFAOYSA-N 0.000 description 1
- 241000238681 Ixodes Species 0.000 description 1
- 239000005800 Kresoxim-methyl Substances 0.000 description 1
- 241001470017 Laodelphax striatella Species 0.000 description 1
- 241000256686 Lasius <genus> Species 0.000 description 1
- 241000238866 Latrodectus mactans Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241000500881 Lepisma Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 241001113970 Linognathus Species 0.000 description 1
- 241000966204 Lissorhoptrus oryzophilus Species 0.000 description 1
- 241000254022 Locusta migratoria Species 0.000 description 1
- 241000254025 Locusta migratoria migratorioides Species 0.000 description 1
- 241001220360 Longidorus Species 0.000 description 1
- 241000257162 Lucilia <blowfly> Species 0.000 description 1
- 241000736227 Lucilia sericata Species 0.000 description 1
- 239000005912 Lufenuron Substances 0.000 description 1
- 241000721696 Lymantria Species 0.000 description 1
- FPMIAGPUNXEUCZ-UHFFFAOYSA-N Lythidathion Chemical compound CCOC1=NN(CSP(=S)(OC)OC)C(=O)S1 FPMIAGPUNXEUCZ-UHFFFAOYSA-N 0.000 description 1
- 239000005949 Malathion Substances 0.000 description 1
- 241000555303 Mamestra brassicae Species 0.000 description 1
- 241000387879 Maurus Species 0.000 description 1
- 241001415013 Melanoplus Species 0.000 description 1
- 241000254071 Melolontha Species 0.000 description 1
- 241000254043 Melolonthinae Species 0.000 description 1
- 239000005805 Mepanipyrim Substances 0.000 description 1
- 239000005868 Metconazole Substances 0.000 description 1
- NTAHCMPOMKHKEU-AATRIKPKSA-N Methacrifos Chemical compound COC(=O)C(\C)=C\OP(=S)(OC)OC NTAHCMPOMKHKEU-AATRIKPKSA-N 0.000 description 1
- 239000005951 Methiocarb Substances 0.000 description 1
- 239000005916 Methomyl Substances 0.000 description 1
- UDSJPFPDKCMYBD-UHFFFAOYSA-N Metsulfovax Chemical compound S1C(C)=NC(C)=C1C(=O)NC1=CC=CC=C1 UDSJPFPDKCMYBD-UHFFFAOYSA-N 0.000 description 1
- 241001480037 Microsporum Species 0.000 description 1
- 239000005918 Milbemectin Substances 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 241000952627 Monomorium pharaonis Species 0.000 description 1
- 240000005561 Musa balbisiana Species 0.000 description 1
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 1
- 241000257229 Musca <genus> Species 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- FTCOKXNKPOUEFH-UHFFFAOYSA-N Myclozolin Chemical compound O=C1C(COC)(C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FTCOKXNKPOUEFH-UHFFFAOYSA-N 0.000 description 1
- 241000721623 Myzus Species 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- XFOXDUJCOHBXRC-UHFFFAOYSA-N N-Ethyl-N-methyl-4-(trifluoromethyl)-2-(3,4-dimethoxyphenyl)benzamide Chemical compound CCN(C)C(=O)C1=CC=C(C(F)(F)F)C=C1C1=CC=C(OC)C(OC)=C1 XFOXDUJCOHBXRC-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- WDWPBRRWZJBRPQ-REOHCLBHSA-N N[C@@H](C)C(=O)[P] Chemical compound N[C@@H](C)C(=O)[P] WDWPBRRWZJBRPQ-REOHCLBHSA-N 0.000 description 1
- 241000406465 Neodiprion Species 0.000 description 1
- 241000358422 Nephotettix cincticeps Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 241001556089 Nilaparvata lugens Species 0.000 description 1
- 241001385053 Niptus Species 0.000 description 1
- 241000256259 Noctuidae Species 0.000 description 1
- GPSSJHKOZAOGIF-UHFFFAOYSA-N O1C=CC=C1.N1C=CC=C1.[Cl] Chemical compound O1C=CC=C1.N1C=CC=C1.[Cl] GPSSJHKOZAOGIF-UHFFFAOYSA-N 0.000 description 1
- 241001668536 Oculimacula yallundae Species 0.000 description 1
- 241000384105 Oniscus Species 0.000 description 1
- 241000963703 Onychiurus armatus Species 0.000 description 1
- 241000233654 Oomycetes Species 0.000 description 1
- 241001491877 Operophtera brumata Species 0.000 description 1
- 241000168255 Opiliones Species 0.000 description 1
- 241000238887 Ornithodoros Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 241000975417 Oscinella frit Species 0.000 description 1
- 241001147398 Ostrinia nubilalis Species 0.000 description 1
- 241001570894 Oulema oryzae Species 0.000 description 1
- 239000005950 Oxamyl Substances 0.000 description 1
- 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 description 1
- KYGZCKSPAKDVKC-UHFFFAOYSA-N Oxolinic acid Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC2=C1OCO2 KYGZCKSPAKDVKC-UHFFFAOYSA-N 0.000 description 1
- 239000004100 Oxytetracycline Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241001310339 Paenibacillus popilliae Species 0.000 description 1
- 241000486438 Panolis flammea Species 0.000 description 1
- 241000488585 Panonychus Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 241001450657 Parthenolecanium corni Species 0.000 description 1
- 241000517307 Pediculus humanus Species 0.000 description 1
- 241000517306 Pediculus humanus corporis Species 0.000 description 1
- 241000721454 Pemphigus Species 0.000 description 1
- 239000005814 Pencycuron Substances 0.000 description 1
- 241001123663 Penicillium expansum Species 0.000 description 1
- 241000201565 Peronospora viciae f. sp. pisi Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241001401861 Phorodon humuli Species 0.000 description 1
- 241001525543 Phyllocnistis Species 0.000 description 1
- 241001517955 Phyllonorycter blancardella Species 0.000 description 1
- 241000255972 Pieris <butterfly> Species 0.000 description 1
- 241000690748 Piesma Species 0.000 description 1
- 241001503436 Plasmodiophora brassicae Species 0.000 description 1
- 241001503460 Plasmodiophorida Species 0.000 description 1
- 241000896242 Podosphaera Species 0.000 description 1
- 241000317981 Podosphaera fuliginea Species 0.000 description 1
- 241001337928 Podosphaera leucotricha Species 0.000 description 1
- 229930182764 Polyoxin Natural products 0.000 description 1
- 241000592274 Polypodium vulgare Species 0.000 description 1
- 241000222640 Polyporus Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000254101 Popillia japonica Species 0.000 description 1
- 241000219000 Populus Species 0.000 description 1
- 241000908127 Porcellio scaber Species 0.000 description 1
- 241000193945 Pratylenchidae Species 0.000 description 1
- 241000193943 Pratylenchus Species 0.000 description 1
- DTAPQAJKAFRNJB-UHFFFAOYSA-N Promecarb Chemical compound CNC(=O)OC1=CC(C)=CC(C(C)C)=C1 DTAPQAJKAFRNJB-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 241000899394 Pseudocercospora Species 0.000 description 1
- 241000682843 Pseudocercosporella Species 0.000 description 1
- 241000722234 Pseudococcus Species 0.000 description 1
- 241000521936 Pseudomonas amygdali pv. lachrymans Species 0.000 description 1
- 241001281802 Pseudoperonospora Species 0.000 description 1
- 241001281805 Pseudoperonospora cubensis Species 0.000 description 1
- 241000342307 Pseudoperonospora humuli Species 0.000 description 1
- 241001649229 Psoroptes Species 0.000 description 1
- 241001180370 Psylliodes chrysocephalus Species 0.000 description 1
- 239000005925 Pymetrozine Substances 0.000 description 1
- 241000228454 Pyrenophora graminea Species 0.000 description 1
- 241000520648 Pyrenophora teres Species 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- 239000005663 Pyridaben Substances 0.000 description 1
- 239000005828 Pyrimethanil Substances 0.000 description 1
- 239000005927 Pyriproxyfen Substances 0.000 description 1
- 241000918584 Pythium ultimum Species 0.000 description 1
- 241000201375 Radopholus similis Species 0.000 description 1
- 241000405414 Rehmannia Species 0.000 description 1
- 241001509970 Reticulitermes <genus> Species 0.000 description 1
- 235000008081 Rheum officinale Nutrition 0.000 description 1
- 240000004980 Rheum officinale Species 0.000 description 1
- ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 description 1
- 241000722249 Rhodnius prolixus Species 0.000 description 1
- 241000125162 Rhopalosiphum Species 0.000 description 1
- 241001510236 Rhyparobia maderae Species 0.000 description 1
- 241000318997 Rhyzopertha dominica Species 0.000 description 1
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 description 1
- 241000316887 Saissetia oleae Species 0.000 description 1
- OUNSASXJZHBGAI-UHFFFAOYSA-N Salithion Chemical compound C1=CC=C2OP(OC)(=S)OCC2=C1 OUNSASXJZHBGAI-UHFFFAOYSA-N 0.000 description 1
- 241000509427 Sarcoptes scabiei Species 0.000 description 1
- 241000253973 Schistocerca gregaria Species 0.000 description 1
- 241000221662 Sclerotinia Species 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 241001157779 Scutigera Species 0.000 description 1
- 241001313237 Scutigerella immaculata Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 241000180219 Sitobion avenae Species 0.000 description 1
- 241000254181 Sitophilus Species 0.000 description 1
- 241000254152 Sitophilus oryzae Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 241000579741 Sphaerotheca <fungi> Species 0.000 description 1
- 241001674391 Sphaerulina musiva Species 0.000 description 1
- 239000005930 Spinosad Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241001494115 Stomoxys calcitrans Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 241000907561 Sydowia polyspora Species 0.000 description 1
- 241000883295 Symphyla Species 0.000 description 1
- 241000255626 Tabanus <genus> Species 0.000 description 1
- 239000005839 Tebuconazole Substances 0.000 description 1
- 239000005658 Tebufenpyrad Substances 0.000 description 1
- 239000005939 Tefluthrin Substances 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- 241001124685 Tenthredinidae Species 0.000 description 1
- 241001454294 Tetranychus Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 241001617088 Thanatephorus sasakii Species 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 239000005941 Thiamethoxam Substances 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- GNOOAFGERMHQJE-UHFFFAOYSA-N Thicyofen Chemical compound CCS(=O)C=1SC(C#N)=C(Cl)C=1C#N GNOOAFGERMHQJE-UHFFFAOYSA-N 0.000 description 1
- IRVDMKJLOCGUBJ-UHFFFAOYSA-N Thionazin Chemical compound CCOP(=S)(OCC)OC1=CN=CC=N1 IRVDMKJLOCGUBJ-UHFFFAOYSA-N 0.000 description 1
- 239000005842 Thiophanate-methyl Substances 0.000 description 1
- 239000005843 Thiram Substances 0.000 description 1
- 241000339373 Thrips palmi Species 0.000 description 1
- 241000339374 Thrips tabaci Species 0.000 description 1
- OTLLEIBWKHEHGU-UHFFFAOYSA-N Thuringiensin Natural products C1=NC=2C(N)=NC=NC=2N1C(C(C1O)O)OC1COC1C(CO)OC(OC(C(O)C(OP(O)(O)=O)C(O)C(O)=O)C(O)=O)C(O)C1O OTLLEIBWKHEHGU-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 241000722093 Tilletia caries Species 0.000 description 1
- 241000333690 Tineola bisselliella Species 0.000 description 1
- 241000511627 Tipula paludosa Species 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000005845 Tolclofos-methyl Substances 0.000 description 1
- 241000255901 Tortricidae Species 0.000 description 1
- 241001238451 Tortrix viridana Species 0.000 description 1
- 239000005846 Triadimenol Substances 0.000 description 1
- 241001414833 Triatoma Species 0.000 description 1
- 241001249488 Triatoma sanguisuga Species 0.000 description 1
- 241000254086 Tribolium <beetle> Species 0.000 description 1
- 241000223261 Trichoderma viride Species 0.000 description 1
- 241001220308 Trichodorus Species 0.000 description 1
- 241000223238 Trichophyton Species 0.000 description 1
- 241001045770 Trichophyton mentagrophytes Species 0.000 description 1
- 239000005859 Triticonazole Substances 0.000 description 1
- 241000267823 Trogoderma Species 0.000 description 1
- 241000330972 Trombidium Species 0.000 description 1
- 241001267621 Tylenchulus semipenetrans Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 241000221577 Uromyces appendiculatus Species 0.000 description 1
- 241000514371 Ustilago avenae Species 0.000 description 1
- 241000007070 Ustilago nuda Species 0.000 description 1
- 229930195482 Validamycin Natural products 0.000 description 1
- 241001274788 Viteus vitifoliae Species 0.000 description 1
- 208000000260 Warts Diseases 0.000 description 1
- 241001251949 Xanthium sibiricum Species 0.000 description 1
- 241001272684 Xanthomonas campestris pv. oryzae Species 0.000 description 1
- 235000013447 Xanthosoma atrovirens Nutrition 0.000 description 1
- 240000001781 Xanthosoma sagittifolium Species 0.000 description 1
- 241000429635 Xestobium rufovillosum Species 0.000 description 1
- 241001466337 Yponomeuta Species 0.000 description 1
- 241000064240 Yponomeuta padellus Species 0.000 description 1
- BUHNCQOJJZAOMJ-UHFFFAOYSA-N ZXI 8901 Chemical compound C=1C=C(OC(F)F)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=C(Br)C=C1 BUHNCQOJJZAOMJ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000005870 Ziram Substances 0.000 description 1
- BZMIHNKNQJJVRO-LVZFUZTISA-N [(e)-c-(3-chloro-2,6-dimethoxyphenyl)-n-ethoxycarbonimidoyl] benzoate Chemical compound COC=1C=CC(Cl)=C(OC)C=1C(=N/OCC)\OC(=O)C1=CC=CC=C1 BZMIHNKNQJJVRO-LVZFUZTISA-N 0.000 description 1
- KAATUXNTWXVJKI-QPIRBTGLSA-N [(s)-cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-QPIRBTGLSA-N 0.000 description 1
- FSAVDKDHPDSCTO-WQLSENKSSA-N [(z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl] diethyl phosphate Chemical compound CCOP(=O)(OCC)O\C(=C/Cl)C1=CC=C(Cl)C=C1Cl FSAVDKDHPDSCTO-WQLSENKSSA-N 0.000 description 1
- QSGNQELHULIMSJ-POHAHGRESA-N [(z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl] dimethyl phosphate Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC=C(Cl)C=C1Cl QSGNQELHULIMSJ-POHAHGRESA-N 0.000 description 1
- JNVCSEDACVAATK-UHFFFAOYSA-L [Ca+2].[S-]SSS[S-] Chemical compound [Ca+2].[S-]SSS[S-] JNVCSEDACVAATK-UHFFFAOYSA-L 0.000 description 1
- 241000222126 [Candida] glabrata Species 0.000 description 1
- HEAFLBOWLRRIHV-UHFFFAOYSA-N [Na].[P] Chemical compound [Na].[P] HEAFLBOWLRRIHV-UHFFFAOYSA-N 0.000 description 1
- CHFKUVPQTICASN-UHFFFAOYSA-N [O]CC#C Chemical compound [O]CC#C CHFKUVPQTICASN-UHFFFAOYSA-N 0.000 description 1
- HGFGGVSJWPEDPT-UHFFFAOYSA-N [P].O1C=NC=C1 Chemical compound [P].O1C=NC=C1 HGFGGVSJWPEDPT-UHFFFAOYSA-N 0.000 description 1
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical compound [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 description 1
- IHVPAVRHNZFQKC-UHFFFAOYSA-N [cyano-(6-phenoxypyridin-2-yl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=N1 IHVPAVRHNZFQKC-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000001467 acupuncture Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- GMAUQNJOSOMMHI-JXAWBTAJSA-N alanycarb Chemical compound CSC(\C)=N/OC(=O)N(C)SN(CCC(=O)OCC)CC1=CC=CC=C1 GMAUQNJOSOMMHI-JXAWBTAJSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 229940091771 aspergillus fumigatus Drugs 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- VEHPJKVTJQSSKL-UHFFFAOYSA-N azadirachtin Natural products O1C2(C)C(C3(C=COC3O3)O)CC3C21C1(C)C(O)C(OCC2(OC(C)=O)C(CC3OC(=O)C(C)=CC)OC(C)=O)C2C32COC(C(=O)OC)(O)C12 VEHPJKVTJQSSKL-UHFFFAOYSA-N 0.000 description 1
- FTNJWQUOZFUQQJ-NDAWSKJSSA-N azadirachtin A Chemical compound C([C@@H]([C@]1(C=CO[C@H]1O1)O)[C@]2(C)O3)[C@H]1[C@]23[C@]1(C)[C@H](O)[C@H](OC[C@@]2([C@@H](C[C@@H]3OC(=O)C(\C)=C\C)OC(C)=O)C(=O)OC)[C@@H]2[C@]32CO[C@@](C(=O)OC)(O)[C@@H]12 FTNJWQUOZFUQQJ-NDAWSKJSSA-N 0.000 description 1
- FTNJWQUOZFUQQJ-IRYYUVNJSA-N azadirachtin A Natural products C([C@@H]([C@]1(C=CO[C@H]1O1)O)[C@]2(C)O3)[C@H]1[C@]23[C@]1(C)[C@H](O)[C@H](OC[C@@]2([C@@H](C[C@@H]3OC(=O)C(\C)=C/C)OC(C)=O)C(=O)OC)[C@@H]2[C@]32CO[C@@](C(=O)OC)(O)[C@@H]12 FTNJWQUOZFUQQJ-IRYYUVNJSA-N 0.000 description 1
- CJJOSEISRRTUQB-UHFFFAOYSA-N azinphos-methyl Chemical group C1=CC=C2C(=O)N(CSP(=S)(OC)OC)N=NC2=C1 CJJOSEISRRTUQB-UHFFFAOYSA-N 0.000 description 1
- ONHBDDJJTDTLIR-UHFFFAOYSA-N azocyclotin Chemical compound C1CCCCC1[Sn](N1N=CN=C1)(C1CCCCC1)C1CCCCC1 ONHBDDJJTDTLIR-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- FYZBOYWSHKHDMT-UHFFFAOYSA-N benfuracarb Chemical compound CCOC(=O)CCN(C(C)C)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 FYZBOYWSHKHDMT-UHFFFAOYSA-N 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical group C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- YFXPPSKYMBTNAV-UHFFFAOYSA-N bensultap Chemical compound C=1C=CC=CC=1S(=O)(=O)SCC(N(C)C)CSS(=O)(=O)C1=CC=CC=C1 YFXPPSKYMBTNAV-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- UGYRYNXDEOFIQB-UHFFFAOYSA-N benzene thiophene Chemical compound S1C=CC=C1.C1=CC=CC=C1.C1=CC=CC=C1 UGYRYNXDEOFIQB-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 229960003328 benzoyl peroxide Drugs 0.000 description 1
- VHLKTXFWDRXILV-UHFFFAOYSA-N bifenazate Chemical compound C1=C(NNC(=O)OC(C)C)C(OC)=CC=C1C1=CC=CC=C1 VHLKTXFWDRXILV-UHFFFAOYSA-N 0.000 description 1
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 229950007134 bromofos Drugs 0.000 description 1
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 description 1
- 229960003168 bronopol Drugs 0.000 description 1
- 235000021329 brown rice Nutrition 0.000 description 1
- DSKJPMWIHSOYEA-UHFFFAOYSA-N bupirimate Chemical compound CCCCC1=C(C)N=C(NCC)N=C1OS(=O)(=O)N(C)C DSKJPMWIHSOYEA-UHFFFAOYSA-N 0.000 description 1
- PRLVTUNWOQKEAI-VKAVYKQESA-N buprofezin Chemical compound O=C1N(C(C)C)\C(=N\C(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-VKAVYKQESA-N 0.000 description 1
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- SFNPDDSJBGRXLW-UITAMQMPSA-N butocarboxim Chemical compound CNC(=O)O\N=C(\C)C(C)SC SFNPDDSJBGRXLW-UITAMQMPSA-N 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 208000032343 candida glabrata infection Diseases 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229960005286 carbaryl Drugs 0.000 description 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- IRUJZVNXZWPBMU-UHFFFAOYSA-N cartap Chemical compound NC(=O)SCC(N(C)C)CSC(N)=O IRUJZVNXZWPBMU-UHFFFAOYSA-N 0.000 description 1
- XFDJMIHUAHSGKG-UHFFFAOYSA-N chlorethoxyfos Chemical compound CCOP(=S)(OCC)OC(Cl)C(Cl)(Cl)Cl XFDJMIHUAHSGKG-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- UISUNVFOGSJSKD-UHFFFAOYSA-N chlorfluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=NC=C(C(F)(F)F)C=C1Cl UISUNVFOGSJSKD-UHFFFAOYSA-N 0.000 description 1
- QGTYWWGEWOBMAK-UHFFFAOYSA-N chlormephos Chemical compound CCOP(=S)(OCC)SCCl QGTYWWGEWOBMAK-UHFFFAOYSA-N 0.000 description 1
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 description 1
- 125000002668 chloroacetyl group Chemical group ClCC(=O)* 0.000 description 1
- PFIADAMVCJPXSF-UHFFFAOYSA-N chloroneb Chemical compound COC1=CC(Cl)=C(OC)C=C1Cl PFIADAMVCJPXSF-UHFFFAOYSA-N 0.000 description 1
- LFHISGNCFUNFFM-UHFFFAOYSA-N chloropicrin Chemical compound [O-][N+](=O)C(Cl)(Cl)Cl LFHISGNCFUNFFM-UHFFFAOYSA-N 0.000 description 1
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000002508 compound effect Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 229910001956 copper hydroxide Inorganic materials 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- JOXAXMBQVHFGQT-UHFFFAOYSA-J copper;manganese(2+);n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Cu+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S JOXAXMBQVHFGQT-UHFFFAOYSA-J 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- BXNANOICGRISHX-UHFFFAOYSA-N coumaphos Chemical compound CC1=C(Cl)C(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 BXNANOICGRISHX-UHFFFAOYSA-N 0.000 description 1
- 229960003280 cupric chloride Drugs 0.000 description 1
- 229960004643 cupric oxide Drugs 0.000 description 1
- SCKHCCSZFPSHGR-UHFFFAOYSA-N cyanophos Chemical compound COP(=S)(OC)OC1=CC=C(C#N)C=C1 SCKHCCSZFPSHGR-UHFFFAOYSA-N 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
- LSFUGNKKPMBOMG-UHFFFAOYSA-N cycloprothrin Chemical compound ClC1(Cl)CC1(C=1C=CC=CC=1)C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 LSFUGNKKPMBOMG-UHFFFAOYSA-N 0.000 description 1
- WCMMILVIRZAPLE-UHFFFAOYSA-M cyhexatin Chemical compound C1CCCCC1[Sn](C1CCCCC1)(O)C1CCCCC1 WCMMILVIRZAPLE-UHFFFAOYSA-M 0.000 description 1
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 229960002483 decamethrin Drugs 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 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 description 1
- WEBQKRLKWNIYKK-UHFFFAOYSA-N demeton-S-methyl Chemical group CCSCCSP(=O)(OC)OC WEBQKRLKWNIYKK-UHFFFAOYSA-N 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- BIXZHMJUSMUDOQ-UHFFFAOYSA-N dichloran Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl BIXZHMJUSMUDOQ-UHFFFAOYSA-N 0.000 description 1
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 1
- UWQMKVBQKFHLCE-UHFFFAOYSA-N diclomezine Chemical compound C1=C(Cl)C(C)=C(Cl)C=C1C1=NNC(=O)C=C1 UWQMKVBQKFHLCE-UHFFFAOYSA-N 0.000 description 1
- 229940004812 dicloran Drugs 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 229940019503 diflubenzuron Drugs 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- DOFZAZXDOSGAJZ-UHFFFAOYSA-N disulfoton Chemical compound CCOP(=S)(OCC)SCCSCC DOFZAZXDOSGAJZ-UHFFFAOYSA-N 0.000 description 1
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 description 1
- JMXKCYUTURMERF-UHFFFAOYSA-N dodemorph Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCCCC1 JMXKCYUTURMERF-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- GCKZANITAMOIAR-XWVCPFKXSA-N dsstox_cid_14566 Chemical compound [O-]C(=O)C1=CC=CC=C1.C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H]([NH2+]C)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 GCKZANITAMOIAR-XWVCPFKXSA-N 0.000 description 1
- 235000018927 edible plant Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000012407 engineering method Methods 0.000 description 1
- 230000008029 eradication Effects 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- NYPJDWWKZLNGGM-RPWUZVMVSA-N esfenvalerate Chemical compound C=1C([C@@H](C#N)OC(=O)[C@@H](C(C)C)C=2C=CC(Cl)=CC=2)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-RPWUZVMVSA-N 0.000 description 1
- 230000012173 estrus Effects 0.000 description 1
- DWRKFAJEBUWTQM-UHFFFAOYSA-N etaconazole Chemical compound O1C(CC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 DWRKFAJEBUWTQM-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- HEZNVIYQEUHLNI-UHFFFAOYSA-N ethiofencarb Chemical compound CCSCC1=CC=CC=C1OC(=O)NC HEZNVIYQEUHLNI-UHFFFAOYSA-N 0.000 description 1
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 1
- VJYFKVYYMZPMAB-UHFFFAOYSA-N ethoprophos Chemical compound CCCSP(=O)(OCC)SCCC VJYFKVYYMZPMAB-UHFFFAOYSA-N 0.000 description 1
- IGUYEXXAGBDLLX-UHFFFAOYSA-N ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate Chemical compound O=C1C(C(=O)OCC)(C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 IGUYEXXAGBDLLX-UHFFFAOYSA-N 0.000 description 1
- YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 description 1
- 229950005085 etofenprox Drugs 0.000 description 1
- KQTVWCSONPJJPE-UHFFFAOYSA-N etridiazole Chemical compound CCOC1=NC(C(Cl)(Cl)Cl)=NS1 KQTVWCSONPJJPE-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- DMYHGDXADUDKCQ-UHFFFAOYSA-N fenazaquin Chemical compound C1=CC(C(C)(C)C)=CC=C1CCOC1=NC=NC2=CC=CC=C12 DMYHGDXADUDKCQ-UHFFFAOYSA-N 0.000 description 1
- JFSPBVWPKOEZCB-UHFFFAOYSA-N fenfuram Chemical compound O1C=CC(C(=O)NC=2C=CC=CC=2)=C1C JFSPBVWPKOEZCB-UHFFFAOYSA-N 0.000 description 1
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 1
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 description 1
- FKLFBQCQQYDUAM-UHFFFAOYSA-N fenpiclonil Chemical compound ClC1=CC=CC(C=2C(=CNC=2)C#N)=C1Cl FKLFBQCQQYDUAM-UHFFFAOYSA-N 0.000 description 1
- WDQNIWFZKXZFAY-UHFFFAOYSA-M fentin acetate Chemical compound CC([O-])=O.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 WDQNIWFZKXZFAY-UHFFFAOYSA-M 0.000 description 1
- BFWMWWXRWVJXSE-UHFFFAOYSA-M fentin hydroxide Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(O)C1=CC=CC=C1 BFWMWWXRWVJXSE-UHFFFAOYSA-M 0.000 description 1
- WHDGWKAJBYRJJL-UHFFFAOYSA-K ferbam Chemical compound [Fe+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S WHDGWKAJBYRJJL-UHFFFAOYSA-K 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229940013764 fipronil Drugs 0.000 description 1
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 description 1
- YOWNVPAUWYHLQX-UHFFFAOYSA-N fluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C(OC=2C(=CC(=CN=2)C(F)(F)F)Cl)=C1 YOWNVPAUWYHLQX-UHFFFAOYSA-N 0.000 description 1
- 229950006719 fluazuron Drugs 0.000 description 1
- GBIHOLCMZGAKNG-CGAIIQECSA-N flucythrinate Chemical compound O=C([C@@H](C(C)C)C=1C=CC(OC(F)F)=CC=1)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 GBIHOLCMZGAKNG-CGAIIQECSA-N 0.000 description 1
- RYLHNOVXKPXDIP-UHFFFAOYSA-N flufenoxuron Chemical compound C=1C=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(F)=CC=1OC1=CC=C(C(F)(F)F)C=C1Cl RYLHNOVXKPXDIP-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- RZILCCPWPBTYDO-UHFFFAOYSA-N fluometuron Chemical compound CN(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 RZILCCPWPBTYDO-UHFFFAOYSA-N 0.000 description 1
- IPENDKRRWFURRE-UHFFFAOYSA-N fluoroimide Chemical compound C1=CC(F)=CC=C1N1C(=O)C(Cl)=C(Cl)C1=O IPENDKRRWFURRE-UHFFFAOYSA-N 0.000 description 1
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 description 1
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 description 1
- GNVDAZSPJWCIQZ-UHFFFAOYSA-N flusulfamide Chemical compound ClC1=CC([N+](=O)[O-])=CC=C1NS(=O)(=O)C1=CC=C(Cl)C(C(F)(F)F)=C1 GNVDAZSPJWCIQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- KVGLBTYUCJYMND-UHFFFAOYSA-N fonofos Chemical compound CCOP(=S)(CC)SC1=CC=CC=C1 KVGLBTYUCJYMND-UHFFFAOYSA-N 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 208000024386 fungal infectious disease Diseases 0.000 description 1
- HAWJXYBZNNRMNO-UHFFFAOYSA-N furathiocarb Chemical compound CCCCOC(=O)N(C)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 HAWJXYBZNNRMNO-UHFFFAOYSA-N 0.000 description 1
- 201000003872 goiter Diseases 0.000 description 1
- WIFXJBMOTMKRMM-UHFFFAOYSA-N halfenprox Chemical compound C=1C=C(OC(F)(F)Br)C=CC=1C(C)(C)COCC(C=1)=CC=CC=1OC1=CC=CC=C1 WIFXJBMOTMKRMM-UHFFFAOYSA-N 0.000 description 1
- CNKHSLKYRMDDNQ-UHFFFAOYSA-N halofenozide Chemical compound C=1C=CC=CC=1C(=O)N(C(C)(C)C)NC(=O)C1=CC=C(Cl)C=C1 CNKHSLKYRMDDNQ-UHFFFAOYSA-N 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- FYQGBXGJFWXIPP-UHFFFAOYSA-N hydroprene Chemical compound CCOC(=O)C=C(C)C=CCC(C)CCCC(C)C FYQGBXGJFWXIPP-UHFFFAOYSA-N 0.000 description 1
- 229930000073 hydroprene Natural products 0.000 description 1
- KQSBZNJFKWOQQK-UHFFFAOYSA-N hystazarin Natural products O=C1C2=CC=CC=C2C(=O)C2=C1C=C(O)C(O)=C2 KQSBZNJFKWOQQK-UHFFFAOYSA-N 0.000 description 1
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 1
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 description 1
- FCOAHACKGGIURQ-UHFFFAOYSA-N iprobenfos Chemical compound CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1 FCOAHACKGGIURQ-UHFFFAOYSA-N 0.000 description 1
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- VROYMKJUVCKXBU-YACXGCCLSA-N irumamycin Chemical compound CCC(=O)[C@@]1(C)OC1[C@H](C)C[C@@H](C)[C@@H]1[C@H](C)C(O)[C@@H](C)/C=C/[C@H](OC2O[C@H](C)[C@@H](O)[C@H](OC(N)=O)C2)CCC/C=C(C)/[C@@H](O2)C(C)=CC[C@]2(O)CC(=O)O1 VROYMKJUVCKXBU-YACXGCCLSA-N 0.000 description 1
- HOQADATXFBOEGG-UHFFFAOYSA-N isofenphos Chemical compound CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C HOQADATXFBOEGG-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
- 229960002418 ivermectin Drugs 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229960000521 lufenuron Drugs 0.000 description 1
- PWPJGUXAGUPAHP-UHFFFAOYSA-N lufenuron Chemical compound C1=C(Cl)C(OC(F)(F)C(C(F)(F)F)F)=CC(Cl)=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F PWPJGUXAGUPAHP-UHFFFAOYSA-N 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 235000020044 madeira Nutrition 0.000 description 1
- 229960000453 malathion Drugs 0.000 description 1
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- KLGMSAOQDHLCOS-UHFFFAOYSA-N mecarbam Chemical compound CCOC(=O)N(C)C(=O)CSP(=S)(OCC)OCC KLGMSAOQDHLCOS-UHFFFAOYSA-N 0.000 description 1
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- GKKDCARASOJPNG-UHFFFAOYSA-N metaldehyde Chemical compound CC1OC(C)OC(C)OC(C)O1 GKKDCARASOJPNG-UHFFFAOYSA-N 0.000 description 1
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
- IXJOSTZEBSTPAG-UHFFFAOYSA-N methasulfocarb Chemical compound CNC(=O)SC1=CC=C(OS(C)(=O)=O)C=C1 IXJOSTZEBSTPAG-UHFFFAOYSA-N 0.000 description 1
- MEBQXILRKZHVCX-UHFFFAOYSA-N methidathion Chemical compound COC1=NN(CSP(=S)(OC)OC)C(=O)S1 MEBQXILRKZHVCX-UHFFFAOYSA-N 0.000 description 1
- YFBPRJGDJKVWAH-UHFFFAOYSA-N methiocarb Chemical compound CNC(=O)OC1=CC(C)=C(SC)C(C)=C1 YFBPRJGDJKVWAH-UHFFFAOYSA-N 0.000 description 1
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 1
- GEPDYQSQVLXLEU-AATRIKPKSA-N methyl (e)-3-dimethoxyphosphoryloxybut-2-enoate Chemical compound COC(=O)\C=C(/C)OP(=O)(OC)OC GEPDYQSQVLXLEU-AATRIKPKSA-N 0.000 description 1
- 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 description 1
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229960001952 metrifonate Drugs 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- ZLBGSRMUSVULIE-GSMJGMFJSA-N milbemycin A3 Chemical compound O1[C@H](C)[C@@H](C)CC[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 ZLBGSRMUSVULIE-GSMJGMFJSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- COHTVILOUURPNC-UHFFFAOYSA-N n-(3,4-dichlorophenyl)-4-hydroxy-1,3-dimethyl-2,6-dioxopyrimidine-5-carboxamide Chemical compound O=C1N(C)C(=O)N(C)C(O)=C1C(=O)NC1=CC=C(Cl)C(Cl)=C1 COHTVILOUURPNC-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- QUSCIEKBXGCSDJ-UHFFFAOYSA-N n-iodylaniline Chemical group O=I(=O)NC1=CC=CC=C1 QUSCIEKBXGCSDJ-UHFFFAOYSA-N 0.000 description 1
- JIKUXBYRTXDNIY-UHFFFAOYSA-N n-methyl-n-phenylformamide Chemical compound O=CN(C)C1=CC=CC=C1 JIKUXBYRTXDNIY-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- BUYMVQAILCEWRR-UHFFFAOYSA-N naled Chemical compound COP(=O)(OC)OC(Br)C(Cl)(Cl)Br BUYMVQAILCEWRR-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- NCXMLFZGDNKEPB-FFPOYIOWSA-N natamycin Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C[C@@H](C)OC(=O)/C=C/[C@H]2O[C@@H]2C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 NCXMLFZGDNKEPB-FFPOYIOWSA-N 0.000 description 1
- 229940042880 natural phospholipid Drugs 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229940079888 nitenpyram Drugs 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- NJPPVKZQTLUDBO-UHFFFAOYSA-N novaluron Chemical compound C1=C(Cl)C(OC(F)(F)C(OC(F)(F)F)F)=CC=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F NJPPVKZQTLUDBO-UHFFFAOYSA-N 0.000 description 1
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- PZXOQEXFMJCDPG-UHFFFAOYSA-N omethoate Chemical compound CNC(=O)CSP(=O)(OC)OC PZXOQEXFMJCDPG-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 description 1
- PMCVMORKVPSKHZ-UHFFFAOYSA-N oxydemeton-methyl Chemical compound CCS(=O)CCSP(=O)(OC)OC PMCVMORKVPSKHZ-UHFFFAOYSA-N 0.000 description 1
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 1
- 229960000625 oxytetracycline Drugs 0.000 description 1
- 235000019366 oxytetracycline Nutrition 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- OGYFATSSENRIKG-UHFFFAOYSA-N pencycuron Chemical compound C1=CC(Cl)=CC=C1CN(C(=O)NC=1C=CC=CC=1)C1CCCC1 OGYFATSSENRIKG-UHFFFAOYSA-N 0.000 description 1
- WBTYBAGIHOISOQ-UHFFFAOYSA-N pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate Chemical compound C1=CN=CN1C(=O)N(C(CC)C(=O)OCCCC=C)CC1=CC=CO1 WBTYBAGIHOISOQ-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical group C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- XAMUDJHXFNRLCY-UHFFFAOYSA-N phenthoate Chemical compound CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1 XAMUDJHXFNRLCY-UHFFFAOYSA-N 0.000 description 1
- BULVZWIRKLYCBC-UHFFFAOYSA-N phorate Chemical compound CCOP(=S)(OCC)SCSCC BULVZWIRKLYCBC-UHFFFAOYSA-N 0.000 description 1
- IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 1
- LMNZTLDVJIUSHT-UHFFFAOYSA-N phosmet Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OC)OC)C(=O)C2=C1 LMNZTLDVJIUSHT-UHFFFAOYSA-N 0.000 description 1
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- YEBIHIICWDDQOL-YBHNRIQQSA-N polyoxin Polymers O[C@@H]1[C@H](O)[C@@H](C(C=O)N)O[C@H]1N1C(=O)NC(=O)C(C(O)=O)=C1 YEBIHIICWDDQOL-YBHNRIQQSA-N 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- SMKRKQBMYOFFMU-UHFFFAOYSA-N prallethrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OC1C(C)=C(CC#C)C(=O)C1 SMKRKQBMYOFFMU-UHFFFAOYSA-N 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QYMMJNLHFKGANY-UHFFFAOYSA-N profenofos Chemical compound CCCSP(=O)(OCC)OC1=CC=C(Br)C=C1Cl QYMMJNLHFKGANY-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- QHMTXANCGGJZRX-WUXMJOGZSA-N pymetrozine Chemical compound C1C(C)=NNC(=O)N1\N=C\C1=CC=CN=C1 QHMTXANCGGJZRX-WUXMJOGZSA-N 0.000 description 1
- QHGVXILFMXYDRS-UHFFFAOYSA-N pyraclofos Chemical compound C1=C(OP(=O)(OCC)SCCC)C=NN1C1=CC=C(Cl)C=C1 QHGVXILFMXYDRS-UHFFFAOYSA-N 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- ITKAIUGKVKDENI-UHFFFAOYSA-N pyrimidifen Chemical compound CC1=C(C)C(CCOCC)=CC=C1OCCNC1=NC=NC(CC)=C1Cl ITKAIUGKVKDENI-UHFFFAOYSA-N 0.000 description 1
- XVIAPHVAGFEFFN-UHFFFAOYSA-N pyrimidine-5-carbonitrile Chemical compound N#CC1=CN=CN=C1 XVIAPHVAGFEFFN-UHFFFAOYSA-N 0.000 description 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
- XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- FBQQHUGEACOBDN-UHFFFAOYSA-N quinomethionate Chemical compound N1=C2SC(=O)SC2=NC2=CC(C)=CC=C21 FBQQHUGEACOBDN-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229960000329 ribavirin Drugs 0.000 description 1
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- HPYNBECUCCGGPA-UHFFFAOYSA-N silafluofen Chemical compound C1=CC(OCC)=CC=C1[Si](C)(C)CCCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 HPYNBECUCCGGPA-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 201000010153 skin papilloma Diseases 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 229940014213 spinosad Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- QTENRWWVYAAPBI-YCRXJPFRSA-N streptomycin sulfate Chemical compound OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.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](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O.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](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O QTENRWWVYAAPBI-YCRXJPFRSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ZZYSLNWGKKDOML-UHFFFAOYSA-N tebufenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(=CC=2)C(C)(C)C)=C1Cl ZZYSLNWGKKDOML-UHFFFAOYSA-N 0.000 description 1
- XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 1
- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
- HVZJRWJGKQPSFL-UHFFFAOYSA-N tert-Amyl methyl ether Chemical compound CCC(C)(C)OC HVZJRWJGKQPSFL-UHFFFAOYSA-N 0.000 description 1
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- OPASCBHCTNRLRM-UHFFFAOYSA-N thiometon Chemical compound CCSCCSP(=S)(OC)OC OPASCBHCTNRLRM-UHFFFAOYSA-N 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical group COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 229940074152 thuringiensin Drugs 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical group COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009369 viticulture Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明涉及新的苯氧基氟代嘧啶类化合物,它们的多种制备方法和它们的作为农药的应用。
Description
本发明涉及新的苯氧基氟代嘧啶类化合物,它们的多种制备方法和它们的作为农药的应用。
具有相似取代类型的某些嘧啶类化合物和它们的杀真菌作用已经被公开(WO 98-21189)。然而,这些现有技术化合物的活性特别是在低施用率和浓度时并非在所有应用领域完全地令人满意。
因此,本发明提供了新的通式(I)的苯氧基氟代嘧啶类化合物:其中
Z代表取代的单环芳基、取代的或未取代的多环芳基或取代的或未取代的杂环基,和
L1、L2、L3和L4是相同或不同的,并且各自独立地代表氢、卤素、氰基、硝基、各自任选地被卤素取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基。
在所述定义中,烃链如烷基或链烯基,包括与杂原子结合时,如在烷氧基、烷硫基、烷氧基烷基、烷硫基烷基、羟基亚氨基烷基苯基、烷氧基亚氨基烷基或烷氧基亚氨基烷基中时,各是直链或支链的。除非另外指明,否则优选具有1-6个碳原子的烃链。
卤素一般代表氟、氯、溴或碘,优选氟、氯或溴,特别是氟或氯。
杂环代表饱和或不饱和的以及芳族的、环状的化合物,其中至少一个环原子是杂原子,即不同于碳原子的原子。如果环含有多个杂原子,那么他们可以相同或不同。优选的杂原子是氧、氮或硫。如果环含有多个氧原子,则它们是不相邻的。任选地,所述的环状化合物与其它碳环或杂环状的、稠合的或桥连的环一起形成多环体系。
多环体系可以与杂环或稠合的碳环相连。如此所述的杂环基还可以被单或多取代,优选被甲基、乙基、卤素或氧代基取代。优选的是单或双环体系,特别是单或二环的芳环体系。
卤代烷氧基代表部分地或完全地被卤代的烷氧基。在多卤代的卤代烷氧基情况下,卤素原子可以是相同的或不同的。优选的卤素原子是氟和特别是氯。如果卤代烷基带有另外的取代基,则最大可能的卤素原子的数目则被减少到剩余的自由价键数。除非另有说明,优选的是具有1到6个碳原子的烃链。
卤代烷基代表部分地或完全地被卤代的烷基。在多卤代的卤代烷基情况下,卤素原子可以是相同的或不同的。优选的卤素原子是氟和氯,特别是氟。如果该卤代烷基带有另外的取代基,则最大可能的卤素原子的数目被减少到剩余自由价键数。除非另有说明,优选的是具有1到6个碳原子的烃链。
芳基代表芳族的单或多环烃环,例如,苯基、萘基、蒽基、菲基,其还可以任选地与其它脂族环或杂环稠合。这样,芳基还代表例如四氢化萘基、吲哚基或苯并呋喃基,但是这些基团在苯基部分连接。
此外,已经发现新的式(I)的苯氧基氟代嘧啶类化合物可以如下得到:
a)将式(II)的2-(2-羟基苯基)-2-甲氧基亚氨基-乙酰胺其中L1、L2、L3和L4各自如上所定义,与式(III)的取代的氟嘧啶反应,其中Z如上所定义,和Y1代表卤素,该反应任选地在稀释剂存在下,任选地在酸受体存在下和任选地在催化剂存在下进行,或者
Z-OH (V)其中Z如上所定义,该反应任选地在稀释剂存在下,任选地在酸受体存在下和任选地在催化剂存在下进行。
最后,现已发现,新的式(I)的苯氧基氟代嘧啶类化合物具有非常强的抗损害植物的生物的作用、特别是非常强的杀真菌作用。任选地,本发明的活性化合物在某些浓度时和在某些条件下也对植物或动物害虫有活性。
损害性生物应理解为特别是微生物,以及还有动物害虫。
任选地,本发明的化合物可以以不同的可能的异构形式、特别是立体异构体例如E和Z的混合物存在。本发明要求保护E和Z异构体还有这些异构体的任何混合物。
本发明提供了式(I)化合物,其中
Z代表取代的单环芳基、取代的或未取代的多环芳基,和
L1、L2、L3和L4是相同或不同的,并且各自独立地代表氢、卤素、氰基、硝基、各自任选地被卤素取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基。
本发明优选提供了式(I)化合物,其中
Z代表3-氟苯基、4-氟苯基、3-溴苯基、4-溴苯基、2-碘苯基、3-氰基苯基、4-氰基苯基、3-甲基苯基、4-甲基苯基、3-甲氧苯基、4-甲氧苯基、2-三氟甲基磺酰基苯基、2-羟苯基、2-环戊基苯基、2-乙氧苯基、2,3-二氟苯基、2-氯-4-氟苯基、3-三氟甲基苯基、2-三氟甲基苯基、2-氟-3-三氟甲基苯基、2,4-二氟苯基、4-三氟甲硫基苯基、4-三氟甲基苯基、2-烯丙基-6-羟苯基、3-甲酰基苯基、3-氯苯基、2-萘基、1-萘基、2-异丙氧基苯基、2,3-二氢-2,2-二甲基-苯并呋喃-7-基、2-氯-3-甲基苯基、2-烯丙基苯基、2-环戊基氨基羰基氧基苯基、2-二乙基氨基羰基氧基苯基、2-羧基甲氧基苯基、1-丁烯-3-基氧基苯基、2-甲基氨基羰基氧基苯基、2-羟基-3-氟苯基、2-正丙氧基-3-氟苯基、2-苄基-3-氯苯基、2-甲基氨基-3-氯苯基、2-硝基-3-氯苯基、2-氨基-3-羟苯基、3-正丁氧基苯基、3-甲基苯并异噁唑-4-基、2-甲基氨基羰基氨基-3-羟基苯基、2-甲基氨基羰基氨基-3-甲氧基苯基、3-羟基乙氧基苯基、2-乙酰氨基-3-羟基苯基、2-乙酰氨基-3-甲氧基苯基、2-乙氧羰基-3-羟基苯基、2-乙氧羰基-3-甲氧基苯基、2-氧代-1,3-苯并间二氧杂环戊烯-4-基、2-羟基-3-甲酰基苯基、2-正丙氧基-3-甲酰基苯基、2-氯-3-三氟甲基苯基、2-甲氧基羰基-3-羟基苯基、2-甲氧羰基-3-甲氧基苯基、2-氨基磺酰基-3-羟基苯基、2-氨基磺酰基-3-甲氧基苯基、3-异丁基氧基苯基、2-甲氧羰基-3-氟苯基、3-四氟乙氧基苯基、3-二氟甲氧基苯基、2,2-二氟-1,3-苯并间二氧杂环戊烯-4-基、2,2,3-三氟-1,4-苯并二噁烷-5-基、2,2,3,3-四氟-1,4-苯并二噁烷-5-基、2-甲氧基-3-羟基苯基、2,3-二甲氧基苯基、2-叔丁氧基苯基、2-(2’,2’,2’-三氟乙氧基)苯基、2-(1’,1’-二氟乙基)苯基、2-(1’,1’,2’,3’,3’,3’-六氟丙氧基)苯基、2-甲氧基羰基甲氧基苯基、2-乙氧基羰基甲氧基苯基、2-(2’,2’,2’-三氯乙氧基)羰基甲氧基苯基、2-苯氧基羰基甲氧基苯基、2-苯硫基羰基甲氧基苯基、2-甲氧羰基-3-乙酰氧基苯基、2-甲氧羰基-3-三氟乙酰氧基苯基、2-甲基氨基羰基氨基-3-乙酰氧基苯基、2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基、2-乙酰氨基-3-乙酰氧基苯基、2-乙酰氨基-3-三氟乙酰氧基苯基、2-乙氧羰基-3-乙酰氧基苯基、2-乙氧羰基-3-三氟乙酰氧基苯基、3-二甲基氨基苯基、2-甲基-3-硝基苯基、3,4-二氟苯基、2-甲基-4-三氟甲氧基苯基、2,4-二氯-5-三氟甲氧基苯基、2,4-双-三氟甲氧基-苯基、6-氯吡啶-2-基、6-甲基吡啶-2-基、6-甲基吡啶-3-基、3-乙基苯基、2-苄基硫基苯基、2-氯-4-三氟甲氧基苯基、2-氯-4-甲氧基苯基、2-氯-5-甲氧基苯基、3-氯-4-甲基苯基、3-甲基-4-甲硫基(thiomethyl)苯基、4-溴-2-甲基苯基、2,3,5,6-四氟苯基、3-氯-6-甲基苯基、3,5-二甲基苯基、2,6-二溴苯基、2-烯丙基-5-甲基、4-氯-3-甲基、3,4-二氯苯基、2-氯-3-三氟甲基苯基、3,5-二氯-4-甲基-2-硝基苯基、3-氯-2-氰基苯基、3-氯-2-苄基苯基、2-氰基-6-甲氧基苯基、3-氯-2-硝基苯基、3-正丁氧基苯基、2-N,N-二甲基羰基氧基苯基、2,3-二羟基苯基、3-氯-N-甲基氨基苯基、4-三氟甲氧基-2-甲基苯基、4-三氟甲基氧基-2-甲氧基苯基、2-氯-4-三氟甲基苯基、3-氯-5-甲基苯基、4-(0-甲基肟)苯基、3-(0-甲基肟)苯基、2-(0-甲基肟)苯基、4-氯-3,5-二甲基苯基、4-(4-甲基苯基磺酰基)苯基、4-(1-萘基磺酰基)苯基、2-氯-4-(苯基磺酰基)苯基、4-(苯基磺酰基)-萘-1-基)、2-氯-3-(2-氯苯基磺酰基)-6-甲基苯基、2-氯-4-(2-甲基苯基磺酰基)-6-甲基苯基、4-(4-乙基苯基磺酰基)苯基、4-苄基苯基、4-氯-3-(苯基磺酰基)苯基、4-氟-3-三氟甲基苯基、3-异丙基-5-甲基苯基、2-(2-甲基-2-丙烯基氧基)苯基、2-(0-甲基肟-4-三氟甲氧基)苯基、4-(叔戊基)苯基、4-硝基-2-(0-甲基肟)苯基、3-氯-4-甲酰基苯基、4-氟-3-三氟甲基苯基、2-氨基-5-氯-4-三氟甲基苯基、2-氯-4-苯基磺酰基-6-甲基苯基、4-(4-硝基苯基硫基)苯基、3,4-二甲氧基苯基、2-氯-4-硝基苯基、2-(异丙氧基羰基氨基)苯基、4-硝基苯基、4-甲酰基-2-甲氧基苯基、2,4-二甲基-3-甲硫基苯基、3-乙基氨基-4-甲基苯基、2-二甲基氨基-4,5-二甲基苯基、4-碘苯基、3,4-二甲基苯基、4-乙基苯基、1,3,5-三甲基苯基、2-甲氧基-4-甲基苯基、2-氟-4-氯苯基、4-氟-2-甲基苯基、2-甲酰基-5-三氟甲氧基苯基、4-氯-3-氟苯基、4-氯-2-甲氧基苯基、4-氯-3-三氟甲基、4-甲硫基-2-N-吗啉基苯基、2-氰基-4-甲氧基苯基、2-氯-4-甲基磺酰基苯基、2-甲酰基-4-三氟甲硫基苯基、3-氯-4-三氟甲氧基苯基、2-甲基-4-三氟甲硫基苯基、2-氯-4-三氟甲硫基苯基、2-甲氧基-4-三氟甲基磺酰基苯基、2-乙基-4-三氟甲硫基苯基、2-氨基羰基-4-三氟甲氧基苯基、4-氯-2-三氟甲基苯基、3-甲基-4-甲基磺酰基苯基、3-甲基-4-甲基磺酰基苯基、3-异丙基-4-甲氧基苯基、3-甲基-4-三氟甲硫基苯基、3-甲基-4-三氟甲基磺酰基苯基、2-甲基-4-三氟甲基磺酰基苯基、4-(2-氯-1,1,2-三氟乙氧基)苯基、2-溴-4-氟-5-硝基苯基、2-二甲基氨基乙基-4-氯苯基、2-二乙基氨基乙基-4,6-二甲基苯基、2-(哌啶基-N-亚甲基)-4-甲基苯基、4-甲硫基苯基、3,5-二甲基-4-三氟甲硫基苯基、4-(甲基乙酸酯)苯基、3-羟基-2-甲氧基羰基苯基、4-(2-萘基磺酰基)苯基、2-氯-3-吡啶基、2-硝基-4-甲基-3-吡啶基、2-硝基-4-吡啶基、2-氯-5-甲基-3-吡啶基、5-氯-2-甲基-4-三氟甲基苯基、2-硝基-3-吡啶基、2,6-二氯-4-吡啶基、3-氰基-2-甲基苯基、C2-C5-烷氧基苯基、烷硫基苯基、烷氧基烷基苯基、羟基烷氧基苯基、烷硫基烷基苯基、C2-C5-烷基苯基、C1-C3-卤代烷氧基苯基、C2-C5-链烯基苯基、甲基-取代的C2-C5-链烯基苯基、C1-C3-烷氧基羰基氨基苯基、杂环基苯基、杂环基甲基苯基、C1-C3-烷氧基羰基甲基苯基、(2,2-二烷基亚联氨基)甲基苯基、C1-C4-烷基氨基羰基苯基、二烷基氨基亚氨基甲基苯基、二噁嗪基甲氧基亚氨基甲基苯基、芳基苯基、芳基氨基羰基苯基、芳基羰基氨基苯基、氯苯基羰基氨基芳基、芳基羰基苯基,以及还代表二烷基氨基羰基苯基、甲酰基苯基、羟基亚氨基烷基苯基、烷氧基亚氨基烷基苯基或硝基苯基,其在苯基环上任选地带有一到三个选自烷基、卤代烷基、卤素、烷氧基和卤代烷氧基的取代基,或
L1、L2、L3和L4是相同的或不同的并彼此独立地代表氢、卤素、氰基、硝基,代表各自具有1-6个碳原子的并且各自任选被1-5个卤原子取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基,并且特别是代表氢。
本发明特别涉及式(I)化合物,其中
Z代表3-氟苯基、4-氟苯基、3-溴苯基、4-溴苯基、2-碘苯基、3-氰基苯基、4-氰基苯基、3-甲基苯基、4-甲基苯基、3-甲氧基苯基、4-甲氧基苯基、乙氧苯基、正-或异-丙氧基苯基、正-、异-、仲-或叔-丁氧基苯基、羟基乙氧基苯基、2-三氟甲基磺酰基苯基、2-羟基苯基、2-环戊基苯基、2,3-二氟苯基、2-氯-4-氟苯基、2-乙氧基苯基、3-三氟甲基苯基、2-三氟甲基苯基、2-氟-3-三氟甲基苯基、2,4-二氟苯基、4-三氟甲硫基苯基、4-三氟甲基苯基、2-烯丙基-6-羟基苯基、3-甲酰基苯基、3-氯苯基、2-萘基、1-萘基、2-氯-3-甲基苯基、2-烯丙基苯基、2-环戊基氨基羰基氧基苯基、2-二乙基氨基羰基氧基苯基、2-羧甲基氧基苯基、2-异丙氧基苯基、2,3-二氢-2,2-二甲基苯并呋喃-7-基、1-丁烯-3-基氧基苯基、2-甲基氨基羰基氧基苯基、2-羟基-3-氟苯基、2-正丙氧基-3-氟苯基、2-苄基-3-氯苯基、2-甲基氨基-3-氯苯基、2-硝基-3-氯苯基、2-氨基-3-羟基苯基、3-正丁氧基苯基、3-甲基苯并异噁唑-4-基、2-甲基氨基羰基氨基-3-羟基苯基、2-甲基氨基羰基氨基-3-甲氧基苯基、3-羟基乙氧基苯基、2-乙酰氨基-3-羟基苯基、2-乙酰氨基-3-甲氧基苯基、2-乙氧基羰基-3-羟基苯基、2-乙氧羰基-3-甲氧基苯基、2-氧代-1,3-苯并间二氧杂环戊烯-4-基、2-羟基-3-甲酰基苯基、2-正丙氧基-3-甲酰基苯基、2-氯-3-三氟甲基苯基、2-甲氧羰基-3-羟基苯基、2-甲氧基羰基-3-甲氧基苯基、2-氨基磺酰基-3-羟基苯基、2-氨基磺酰基-3-甲氧基苯基、3-异丁基氧基苯基、2-甲氧羰基-3-氟苯基、3-四氟乙氧基苯基、3-二氟甲氧基苯基、2,2-二氟-1,3-苯并间二氧杂环戊烯-4-基、2,2,3-三氟-1,4-苯并二噁烷-5-基、2,2,3,3-四氟-1,4-苯并二噁烷-5-基、2-甲氧基-3-羟基苯基、2,3-二甲氧基苯基、2-叔丁氧基苯基、2-(2’,2’,2’-三氟乙氧基)苯基、2-(1’,1’-二氟乙基)苯基、2-(1’,1’,2’,3’,3’,3’-六氟丙氧基)苯基、2-甲氧基羰基甲氧基苯基、2-乙氧基羰基甲氧基苯基、2-(2’,2’,2’-三氯乙氧基)羰基甲氧基苯基、2-苯氧基羰基甲氧基苯基、2-苯硫基羰基甲氧基苯基、2-甲氧羰基-3-乙酰氧基苯基、2-甲氧羰基-3-三氟乙酰氧基苯基、2-甲基氨基羰基氨基-3-乙酰氧基苯基、2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基、2-乙酰氨基-3-乙酰氧基苯基、2-乙酰氨基-3-三氟乙酰氧基苯基、2-乙氧羰基-3-乙酰氧基苯基、2-乙氧羰基-3-三氟乙酰氧基苯基、3-二甲基氨基苯基、2-甲基-3-硝基苯基、3,4-二氟苯基、2-甲基-4-三氟甲氧基苯基、2,4-二氯-5-三氟甲氧基苯基、2,4-双三氟甲氧基苯基、6-氯吡啶-2-基、6-甲基-吡啶-2-基、6-甲基-吡啶-3-基、3-乙基苯基、2-苄基硫基苯基、2-氯-4-三氟甲氧基苯基、2-氯-4-甲氧基苯基、2-氯-5-甲氧基苯基、3-氯-4-甲基苯基、3-甲基-4-甲硫基苯基、4-溴-2-甲基苯基、2,3,5,6-四氟苯基、3-氯-6-甲基苯基、3,5-二甲基苯基、2,6-二溴苯基、2-烯丙基-5-甲基、4-氯-3-甲基、3,4-二氯苯基、2-氯-3-三氟甲基苯基、3,5-二氯-4-甲基-2-硝基苯基、3-氯-2-氰基苯基、3-氯-2-苄基苯基、2-氰基-6-甲氧基苯基、3-氯-2-硝基苯基、3-正丁氧基苯基、2-N,N-二甲基羰基氧基苯基、2,3-二羟基苯基、3-氯-N-甲基氨基苯基、4-三氟甲氧基-2-甲基苯基、4-三氟甲基氧基-2-甲氧基苯基、2-氯-4-三氟甲基苯基、3-氯-5-甲基苯基、4-(0-甲基肟)苯基、3-(0-甲基肟)苯基、2-(0-甲基肟)苯基、4-氯-3,5-二甲基苯基、4-(4-甲基苯基磺酰基)苯基、4-(1-萘基磺酰基)苯基、2-氯-4-(苯基磺酰基)苯基、4-(苯基磺酰基)萘-1-基、2-氯-3-(2-氯苯基磺酰基)-6-甲基苯基、2-氯-4-(2-甲基苯基磺酰基)-6-甲基苯基、4-(4-乙基苯基磺酰基)苯基、4-苄基苯基、4-氯-3-(苯基磺酰基)苯基、4-氟-3-三氟甲基苯基、3-异丙基-5-甲基苯基、2-(2-甲基-2-丙烯基氧基)苯基、2-(0-甲基肟-4-三氟甲氧基)苯基、4-叔戊基苯基、4-硝基-2-(0-甲基肟)苯基、3-氯-4-甲酰基苯基、4-氟-3-三氟甲基苯基、2-氨基-5-氯-4-三氟甲基苯基、2-氯-4-苯基磺酰基-6-甲基苯基、4-(4-硝基苯基硫基)苯基、3,4-二甲氧基苯基、2-氯-4-硝基苯基、2-(异丙氧基羰基氨基)苯基、4-硝基苯基、4-甲酰基-2-甲氧基苯基、2,4-二甲基-3-甲基硫基苯基、3-乙氨基-4-甲基苯基、2-二甲基氨基-4,5-二甲基苯基、3,4-二甲基苯基、4-乙基苯基、1,3,5-三甲基苯基、2-甲氧基-4-甲基苯基、2-氟-4-氯苯基、4-氟-2-甲基苯基、2-甲酰基-5-三氟甲氧基苯基、4-氯-3-氟苯基、4-氯-2-甲氧基苯基、4-氯-3-三氟甲基、4-甲硫基-2-N-吗啉基苯基、2-氰基-4-甲氧基苯基、2-氯-4-甲基磺酰基苯基、2-甲酰基-4-三氟甲硫基苯基、3-氯-4-三氟甲氧基苯基、2-甲基-4-三氟甲硫基苯基、2-氯-4-三氟甲硫基苯基、2-甲氧基-4-三氟甲基磺酰基苯基、2-乙基-4三氟甲硫基苯基、2-氨基羰基-4-三氟甲氧基苯基、4-氯-4-三氟甲基苯基、3-甲基-4-甲基磺酰基苯基、3-甲基-4-甲基磺酰基苯基、3-异丙基-4-甲氧基苯基、3-甲基-4-三氟甲硫基苯基、3-甲基-4-三氟甲基磺酰基苯基、2-甲基-4-三氟甲基磺酰基苯基、4-(2-氯-1,1,2-三氟乙氧基)苯基、2-溴-4-氟-5-硝基苯基、2-二甲基氨基乙基-4-氯苯基、2-二乙基氨基乙基-4,6-二甲基苯基、2-(哌啶基-N-亚甲基)-4-甲基苯基、4-甲基硫基苯基、3,5-二甲基-4-三氟甲硫基苯基、4-(甲基乙酸酯)苯基、3-羟基-2-甲氧基羰基苯基、4-(2-萘基磺酰基)苯基、2-氯-3-吡啶基、2-硝基-4-甲基-3-吡啶基、2-硝基-4-吡啶基、2-氯-5-甲基-3-吡啶基、5-氯-2-甲基-4-三氟甲基苯基、2-硝基-3-吡啶基、2,6-二氯-4-吡啶基、3-氰基-2-甲基苯基、甲基硫基苯基、乙基硫基苯基、甲氧基甲基苯基、乙氧基甲基苯基、甲硫基甲基苯基、乙硫基甲基苯基、乙基苯基、正-或异-丙基苯基、正-、异-、仲-或叔-丁基苯基、三氟甲氧基苯基、二氟甲氧基苯基、二氟氯甲氧基苯基、链烯基苯基、2-(1-甲基)-丙基苯基、2-甲基-2-丙烯基苯基、1-丙烯基苯基、乙氧羰基氨基苯基、杂环基苯基、苯并噁唑基苯基、咪唑基苯基、(1H-1,2,4-三唑-1-基甲基)苯基、四唑基甲基苯基、2-[(2,2-二甲基亚联氨基)-甲基]苯基、甲氧基羰基甲基苯基、甲基氨基羰基苯基、二甲基氨基亚氨基甲基苯基、二噁嗪基甲氧基亚氨基甲基苯基、苯基苯基、苯基氨基羰基苯基、苯基羰基氨基苯基、氯苯基羰基氨基苯基、苯甲酰基苯基,以及还代表二甲基氨基羰基苯基、甲酰基苯基、羟基亚氨基甲基苯基、甲氧基亚氨基甲基苯基、乙氧基亚氨基甲基苯基或硝基苯基,其任选地在苯基环上带有一到三另外的选自甲基、乙基、正-或异-丙基、三氟甲基、氟、氯、溴、碘、甲氧基、乙氧基、正-或异-丙氧基、三氟甲氧基、二氟甲氧基和二氟氯甲氧基的取代基,或
L1、L2、L3和L4是相同的或不同的并彼此独立地代表氢、卤素、氰基、硝基,代表各自具有1-6个碳原子的并且各自任选被1-5个卤原子取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基,并且特别是代表氢。
优选的是其中L1、L2、L3和L4各代表氢的化合物。
上述的一般的或优选的基团定义适用于式(I)的终产物和相应地适用于在所有情况下制备所需的原料或中间物。
对于这些基团在基团各自的组合或优选的组合中详细地说明的基团定义,独立于给定的基团的特定组合,也可以用其他优选的范围中的任何基团定义替代。
式(II)提供了对于实施根据本发明的方法a)所需要的原料2-(2-羟基-苯基)-2-甲氧基亚氨基-乙酰胺的一般定义。在式(II)中,L1、L2、L3和L4各优选或特别具有在关于根据本发明的式(I)化合物的描述中对这些基团作为优选的或特别优选已经提到的那些含义。
式(II)的原料是已知的并可以通过已知的方法制备(比较,例如,WO-A 95-24396)。
式(III)提供了对于实施根据本发明的方法a)另外作为原料需要的氟嘧啶的一般定义。在该式(III),Z优选或特别具有在关于根据本发明的式(I)化合物的描述中对该基团作为优选的或特别优选已经提到的那些含义。Y1代表卤素、优选氟或氯。
式(III)的原料是已知的和/或可以通过已知的方法制备(比较,例如,DE-A 4340181;Chem.Ber.,90<1957>,942,951或WO-A 95-24396)。
式(IV)提供了对于实施根据本发明的方法b)所需要的原料苯氧基嘧啶的一般定义。在式(IV)中,L1、L2、L3和L4各优选或特别具有在关于根据本发明的式(I)化合物的描述中对这些基团作为优选的或特别优选已经提到的那些含义。Y2代表卤素、优选氟或氯。
式(IV)的原料是已知的并可以通过已知的方法制备(比较,例如,WO 98-21189)。
式(V)提供了对于实施根据本发明的方法b)进一步需要的原料环状化合物的一般定义。在式(V)中,Z优选或特别具有在关于根据本发明的式(I)化合物的描述中对该基团作为优选的或特别优选已经提到的那些含义。
式(V)的环状化合物是已知的合成化学品或可以通过简单的方法制备。
适合于进行本发明方法a)和b)的稀释剂是所有惰性有机溶剂。作为举例和优选,它们包括醚类,如乙醚、异丙醚、甲基叔丁基醚、甲基叔戊基醚、二噁烷、四氢呋喃、1,2一二甲氧基乙烷、1,2-二乙氧基乙烷或苯甲醚;腈类,如乙腈、丙腈、正-或异-丁腈或苄腈;酰胺类,如N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、N-甲基甲酰苯胺、N-甲基吡咯烷酮或六甲基磷酸三酰胺;亚砜类,如二甲基亚砜;或砜类,如环丁砜。
本发明的方法a)和b)任选地在适当的酸受体存在下进行。合适的酸受体是所有常规的无机或有机碱。作为举例和优选,它们包括碱金属或碱土金属的氢化物、氢氧化物、醇盐、碳酸盐或碳酸氢盐,如氢化钠、氨基钠、叔丁醇钾、氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、碳酸氢钾或碳酸氢钠。
对于本发明方法a)和b)来说适宜的催化剂是所有的铜(I)盐,作为举例和优选,例如氯化铜(I)、溴化铜(I)或碘化铜(I)。
当进行本发明方法a)和b)时,反应温度可以在较宽的范围内变化。通常,在-20℃至100℃,优选在-10至80℃之间的温度下。
对于进行制备式(I)化合物的本发明方法a),就每摩尔式(II)的2-(2-羟基-苯基)-2-甲氧基亚氨基-乙酰胺而言,一般使用0.5-15摩尔、优选0.8-8摩尔的式(III)的取代的卤代嘧啶。
对于进行制备式(I)化合物的本发明方法b),就每摩尔式(IV)的苯氧基嘧啶而言,一般使用0.5-15摩尔、优选0.8-8摩尔的式(V)的环状化合物。
根据本发明的所有方法一般都是在大气压下进行。然而,也可以在加压或减压下—一般在0.1-10巴的压力下进行。
根据一般常规的方法进行反应和反应产物的后处理和分离(也参见制备实施例)。
本发明的物质具有强的杀微生物作用,可用来在作物保护和材料保护中防治不期望的微生物,例如真菌和细菌。
作物保护中的杀真菌剂被用来防治根肿菌(Plasmodiophoromycetes),卵孢真菌(Oomycetes),壶菌(Chytridiomycetes),接合菌亚纲(Zygomycetes),子囊菌(Ascomycetes),担子菌纲(Basidiomycetes)和半知菌纲(Deutermycetes)。
杀细菌剂在作物保护中可被用来防治假单胞菌科(Pseudomonadaceae)、根瘤菌科(Rhizobiaceae)、肠杆菌科(Enterobacteriaceae)、棒状杆菌科(Corynebacteriaceae)和链霉菌科(Streptomycetaceae)。
作为例子,可以提到上述属名下的真菌病和细菌病的一些病因微生物,但是不受此限制:
黄单孢菌属种类(Xanthomonas),例如稻黄单孢菌(Xanthomonascampestris pv.oryzae);
假单孢菌属种类(Pseudomonas),例如黄瓜角斑病假单孢菌(Pseudomonas syringae pv.lachrymans);
欧文氏杆菌属种类(Erwinia),例如解淀粉欧文氏杆菌(Erwiniaamylovora);
腐霉属种类(Pythium),例如终极腐霉(Pythium ultimum);
疫霉属种类(Phytophthora),例如蔓延疫霉(Phytophthorainfestans);
假霜霉属种类(Pseudoperonospora),例如律草假霜霉(Pseudoperonospora humuli)或古巴假霜霉(Pseudoperonosporacubensis);
单轴霉属种类(Plasmopara),例如葡萄生单轴霉(Plasmoparaviticola);
Bremia种类,例如Bremia lactucae;
霜霉属种类(Peronospora),例如豌豆霜霉(Peronospora pisi)或芸苔霜霉(Peronospora brassicae);
白粉菌属种类(Erysiphe),例如禾白粉菌(Erysiphe graminis);
单丝壳菌属种类(Sphaerotheca),例如苍耳单丝壳菌(Sphaerotheca fuliginea);
柄球菌属种类(Podosphaera),例如苹果白粉病柄球菌(Podosphaera leucotricha);
黑星菌属种类(Venturia),例如苹果黑星菌(Venturiainaequalis);
核腔菌属种类(Pyrenophora),例如圆核腔菌(Pyrenophorateres)或麦类核腔菌(Pyrenophora graminea)
(分生孢子形式:长蠕孢(Drechslera),同义词:长蠕孢(Helminthosporium));
旋孢菌属种类(Cocbliobolus),例如禾旋孢菌(Cochliobolussativus)
(分生孢子形式:长蠕孢(Drechslera),同义词:长蠕孢(Helminthosporium));
单胞锈菌属种类(Uromyces),例如疣顶单胞锈菌(Uromycesappendiculatus);
柄锈菌属种类(Puccinia),例如隐匿柄锈菌(Pucciniarecondita);
Sclerotinia种类,例如Sclerotinia sclerotiorum;
腥黑粉菌属种类(Tilletia),例如小麦网腥黑粉菌(Tilletiacaries);
黑粉菌属种类(Ustilago),例如裸黑粉菌(Ustilago nuda)或燕麦黑粉菌(Ustilago avenae);
薄膜革菌属种类(Pellicularia),例如佐佐木氏薄膜革菌(Pellicularia sasakii);
Pyricularia种类,例如Pyricularia oryzae;
镰孢属种类(Fusarium),例如大刀镰孢(Fusarium culmorum);
葡萄孢属种类(Botrytis),例如灰色葡萄孢(Botrytiscinerea);
壳针孢属种类(Septoria),例如颖枯壳针孢(Septorianodorum);
小球腔菌属种类(Leptosphaeria),例如颖枯小球腔菌(Leptosphaeria nodorum);
尾孢属种类(Cercospora),例如Cercospora canescens;
链格孢属种类(Alternaria),例如甘蓝黑斑病链格孢(Alternaria brassicae);
假尾孢属种类(Pseudocercosporella),例如Pseudocercosporella herpotrichoides。
植物对在防治植物病害所需要的浓度时的活性化合物的好的耐受性允许处理植物的地上部分,植物繁殖根株和种子,和处理土壤。
本发明活性化合物可以用来特别成功地防治谷类病害如白粉菌属(Erysiphe)种类、柄锈菌属(Puccinia)种类和镰孢属(Fusarium)种类,以及水果和蔬菜生长以及葡萄栽培中的病害,例如黑星菌属(Venturia)和单轴霉属(Plasmopara)种类,或者稻病害,例如Pyricularia种类。
本发明的活性化合物还适于增加作物产量。此外,它们具有降低的毒性并被作物很好地耐受。
任选地,本发明活性化合物,在某些浓度和施用率时,也可以用作除草剂,用于调节植物生长和用于防治动物害虫。任选地,它们也可以用作合成其它活性化合物的中间体和前体。
由于被作物很好地耐受和和对温血动物有利的毒性,所述活性化合物适合防治动物害虫,特别是出现在农业、森林、贮藏产品和材料保护以及卫生方面的昆虫、蛛形纲和线虫。它们优选被用作作物保护剂。它们对正常敏感的和抗性种类和对所有或某些生长发育阶段有活性。上述害虫包括:来自等足目(Isopoda),例如Oniscus aselluse,鼠妇(Armadillidium vulgare)和Porcellio scaber。来自多足纲目(Diplopoda),例如Blaniulus gutttulatus。来自唇足亚纲目(Chilopoda),例如Geophilus carpophagus和蛐蜒目种(Scutigera spec.)。来自综合纲目(Symphyla),例如Scutigerella immaculata。来自缨尾目(Thysanura),例如西洋衣鱼(Lepisma saccharina)。来自弹尾目(Collembola),例如Onychiurus armatus。来自直翅目(Orthoptera),例如灶马(Acheta domesticus),蝼蛄属(Gryllotalpa spp.),热带飞蝗(Locusta migratoriamigratorioides),长额负蝗(Melanoplus spp.)和Schistocercagregaria。来自非蠊目(Blattaria),例如东方非蠊(Blatta orientalis),美洲大蠊(Periplaneta americana),马德拉非蠊(Leucophaea maderae),德国小蠊(Blattella germanica),来自革翅目(Dermaptera),例如欧洲球螋(Forficulaauricularia)。来自等翅目(Isoptera),例如白蚁属(Reticulitermes spp.)。来自虱目(Phthiraptera),例如头虱(Pediculus humanus corporis),盲虱属(Haematopinus spp.)和长额虱(Linognathus spp.),例如羽虱属(Trichodectes spp.)和Damalinea spp.。来自缨翅目(Thysanoptera),例如温室条蓟马(Hercinothripsfemoralis)和棉蓟马(Thrips tabaci),Thrips palmi和Frankliniella aocidentalis。来自异翅亚目(Heteroptera),例如褐盾蝽属(Eurygasterspp.),Dysdercus intermedius,甜菜拟网蝽(Piesma quadrata),臭虫(Cimex lectularius),Rhodnius prolixus和吸血猎蝽属(Triatoma spp.).来自同翅亚目(Homoptera),例如Aleurodes brassicae,棉粉虱(Bemisia tabaci),温室白粉虱(Trialeurodes vaporariorum),棉蚜(Aphis gossypii),甘蓝蚜(Brevicoryne brassicae),荼鹿隐瘤额蚜(Cryptomyzus ribis),蚕豆蚜(Aphis fabae),苹果蚜(Aphis pomi),苹果绵蚜(Eriosoma lanigerum),桃大尾蚜(Hyalopterusarundinis),葡萄根瘤蚜(Phylloxera vastatrix),瘿绵蚜属(Pemphigus spp.),Macrosiphum avenae,瘤额蚜(Myzus spp.),忽布瘤额蚜(Phorodon humuli),粟缢管蚜(Rhopasiphum padi),叶蝉属(Empoasca spp.),Euscelis bilobatus,黑尾叶蝉(Nephotettixcincticeps),李蜡蚧(Lecanium corni),油橄榄盔(Saissetiaoleae),稻灰飞虱(Laodelphax striatellus),褐稻虱(Nilaparvatalugens),红圆蚧(Aonidiella aurantii),Aspidiotus hederae,粉蚧属(Pseudococcus spp.)和木虱属(Psylla spp.)。来自鳞翅目(Lepidoptera),例如,红铃虫(Pectinophoragossypiella),松尺蠖(Bupalus piniarius),Cheimatobia brumata,Lithocolletis blancardella,樱桃巢蛾(Hyponomeuta padella),小菜蛾(Plutella xylostella),天幕毛虫(Malacosoma neustria),Euproctis chrysorrhoea,毒蛾属(Lymantria spp.),棉叶穿孔潜蛾(Bucculatrix thurberiella),Phyllocnisti citrella,地老虎(Agrotis spp.),切根虫(Euxoa spp.),褐夜蛾(Feltia spp.),埃及金刚钻(Earias insulana),夜蛾属(Heliothis spp.),甘蓝夜蛾(Mamestra brassicae),Panolis flammea,夜蛾属(Spodopteraspp.),粉纹夜蛾(Trichoplusia ni),苹果蠹蛾(Carpocapsapomonella),粉蝶属(Pieris spp.),螟(Chilo spp.),Pyraustanubilalis,Ephestia kuehniella,大黄螟(Galleria mellonella),袋衣蛾(Tineola bisselliella),网衣蛾(Tinea pellionella),褐织叶蛾(Hofmannophila pseudospretella),Cacoecia podana,Capua reticulana,云杉卷叶蛾(Choristoneura fumiferana),葡萄果蠹蛾(Clysia ambiguella),茶黄卷叶蛾(Homona magnanima),栎绿卷叶蛾(Tortrix viridana),卷螟属(Cnaphalocerus spp.),Oulema oryzae。来自鞘翅目(Coleoptera),例如,家具窃蠹(Anobium punctatum),Rhizopertha dominica,Bruchidius obtectus,大豆象(Acanthoscelides obtectus),家天牛(Hylotrupes bajulus),Agelastica alni,甲铃薯甲虫(Leptinotarsa decemlineata),Phaedon cochleariae,叶甲属(Diabrotica spp.),油菜兰跳甲(Psylliodes chrysocephala),墨西哥豆瓢虫(Epilachnavarivestis),Atomaria spp.,锯胸谷盗(Oryzaephilussurinamens),象甲属(Anthonomus spp.),米象属(Sitophilusspp.),Otiorrhynchus sulcatus,香蕉蛛基象甲(Cosmopolitessordidus),Ceuthorrhynchus assimilis,苜宿叶象甲(Hyperaposttica),皮蠹属(Dermestes spp.),皮蠹属(Trogoderma spp.),皮蠹属(Anthrenus spp.),黑皮蠹(Attagenue spp.),粉蠹(Lyctusspp.),Meligethes aeneus,蛛甲属(Ptinus spp.),金黄蛛甲(Niptus hdoleucus),麦蛛甲(Gibbium psylliodes),拟谷稻属(Tribolium spp.),黄粉甲(Tenebrio molitor),扣甲属(Agriotesspp.),金针虫属(Conoderus spp.),Melolontha meiolontha,六月金龟子(Amphimallon solstitialis)和Costelytrazealandica,Lissorhoptrus oryzophilus.来自膜翅属(Hymenoptera),例如锯角叶蜂属(Diprion spp.),叶蜂属(Hoplocampa spp.),蚁(Lasius spp.),厨蚁(Monomoriumpharaonis),和胡蜂(Vespa spp.)。来自双翅属(Diptera),例如,咿蚊(Aedes spp.),斑按蚊属(Anopheles spp.),库蚊(Culex spp.),黄猩猩果蝇(Drosophilamelanogaster),家蝇(Musca spp.),厩蝇(Fannia spp.),红头丽蝇(Calliphora erythrocephala),丝光绿蝇(Lucilia spp.),Chrysomyia spp.,疽蝇属(Cuterebra spp.),Gastrophilus spp.,Hyppobosca spp.,螫蝇属(Stomoxys spp.),鼻蝇属(Oestrus spp.),皮蝇属(Hydoderma spp.),牛虻属(Tabanus spp.),Tannia spp.,Bibio hortulanus,瑞典麦杆蝇(Oscinella frit),麦蝇(Phorbiaspp.),甜菜潜叶花蝇(Pegomyia hyoscyami),地中海实蝇(Ceratitis capitata),油橄榄实蝇(Dacus oleae)和欧洲大蚊(Tipula paludosa),种蝇属(Hylemyia spp.)和潜蝇属(Liriomyzaspp.)。来自蚤目(Siphonaptera),例如,东方鼠蚤(Xenopsylla cheopis),和角叶蚤属(Ceratophyllus spp.)。来自蛛形纲(Arachnida),例如Sciopio maurus,黑寡妇球腹蛛(Latrodectus mactans)。粗脚粉螨(Acarus siro),隐喙蚍(Argasspp.),喙蜱属(Ornithodoros spp.),鸡皮刺螨(Dermanyssusgallinae),Eriophyes ribis,橘锈螨(Phyllocoptruta oleivora),牛蜱属(Boophilus spp.),头蜱属(Rhipicephalus spp.),花蜱属(Amblyomma spp.),Hyalomma spp.,硬蚍(Ixodes spp.),蛘螨属(Psoroptes spp.),恙螨属(Chorioptes spp.),疥螨(Sarcoptesspp.),线螨属(Tarsonemus spp.),苜宿苔螨(Bryobia praetiosa),红蜘蛛(Panonychus spp.),和红叶螨属(Tetranychus spp.),Hemitarsonemus spp.,短须螨属(Brevipalpus spp.)。
寄生植物线虫包括例如短体线虫属(Pratylenchus spp.),相似穿孔线虫(Radopholus similis),起绒草茎线虫(Ditylenchusdipsaci),半穿刺线虫(Tylenchulus semipenetrans),异皮线虫属(Heterodera spp.),异皮线虫属(Globodera spp.),根结线虫属(Meloidogyne spp.),滑刃线虫属(Aphelenchoides spp.),长针线虫属(Longidorus spp.),剑线虫属(Xiphinema spp.),毛刺线虫属(Trichodorus spp.),Bursaphelenchus spp.。
它们可以特别成功地用于防治损害植物的昆虫,例如防治小菜蛾(Plutella maculipennis)和桃蚜(Myzus persicae)的幼虫。
根据本发明,可以处理所有植物和植物部分。这里,植物应理解为所有植物和植物群体如希望的和不希望的野生植物和作物(包括天然存在的作物)。作物可以是通过常规种植和最优化方法或通过生物技术和基因工程方法或这些方法的结合可以获得的植物,包括转基因植物,也包括植物变种,无论它们是否可以被植物品种保护权利机构保护。植物部分应被理解为意指植物的所有地上和地下部分和器官例如芽、叶、花和根,可提及的例子是叶、针叶、茎、树干、花、果体、果实和种子以及还有根、块茎和根茎。植物部分也包括收割物,以及有生长力的和有生殖能力的繁殖材料例如秧苗、块茎、根茎、切割物和种子。
根据本发明用活性化合物对植物或植物部分的处理,按照常规的处理方法例如浸蘸、喷雾、蒸发、雾化、撒播、刷涂和在繁殖材料的情况下特别是种子的情况下还可以通过单-或多层涂布,直接地或通过作用于它们的环境、栖生地或储存地来进行。
在材料保护中,本发明物质可被用来保护工业材料不受不期望微生物的侵蚀和破坏。
本说明书中工业材料一词是指制备出来用于工业应用的无生命材料。例如,待受本发明活性化合物保护不受微生物改变或破坏的工业材料可以是粘合剂,胶料,纸张和纸板,纺织品,皮革,木材,涂料,和塑料制品,冷却润滑剂和其它能被微生物侵蚀或分解的材料。要保护的材料的含义也包括生产工厂的部分,例如冷却水循环,其可能受微生物再生的不利影响。本发明说明书中优选的工业材料是粘合剂,胶料,纸张和纸板,皮革,木材,涂料,冷却润滑剂和导热液,特别优选木材。
能导致工业材料中降解或改变的微生物的例子是细菌,真菌,酵母,藻和粘液生物。本发明活性化合物优选作用于真菌,特别是霉菌,使木材退色和使木材遭破坏的真菌(担子菌纲(Basidiomycetes)),以及也作用于杀粘液生物和藻。
作为举例,可以提到下面属种:
链格孢属(Alternaria),例如纤细链格孢(Alternaria tenuis),
曲霉属(Aspergillus),例如黑色曲霉(Aspergillus niger),
毛壳霉属(Chaetomium),例如球毛壳霉(Chaetomium globosum),
粉孢革菌属(Coniophora),例如单纯粉孢革菌(Coniophorapuetana),
香菇属(Lentinus),例如虎皮香菇(Lentinus tigrinus),
青霉属(Penicillium),例如灰绿青霉(Penicillium glaucum),
多孔菌属(Polyorus),例如变色多孔菌(Polyorus versicolor),
短柄霉属(Aureobasidium),例如出芽短柄霉(Aureobasidiumpullulans),
Sclerophoma,例如Sclerophoma pityophila,
木霉属(Trichoderma),例如绿色木霉(Trichoderma viride),
埃希氏杆菌属(Escherichia),例如大肠埃希氏杆菌(Escherichia coli),
假单孢菌属(Pseudomonas),例如铜绿假单孢菌(Pseudomonasaeruginosa),
葡萄球菌属(Staphylococcus),例如金黄色葡萄球菌(Staphylococcus aureus)。
根据其特殊的物理和/或化学性质,活性化合物可以配制成常规制剂,例如溶液、乳液、悬浮液、粉剂、泡沫剂、糊剂、颗粒剂、气雾剂,包裹在聚合物中和在用于种子的包被组合物中的细微胶囊,以及ULV冷雾和热雾制剂。
这些型剂可以用已知的方式制备,例如,将活性化合物与扩充剂即液体溶剂,加压液化气体和/或固体载体混合,任选地使用表面活性剂,即乳化剂和/或分散剂和/或起泡剂。如果使用的扩充剂是水,则也可以用例如有机溶剂作助溶剂。合适的液体溶剂主要有:芳香族化合物,如二甲苯,甲苯或烷基萘,氯代芳香族化合物或氯代脂肪烃,如氯代苯类、氯乙烯类或二氯甲烷,脂族烃,如环己烷或石蜡,例如矿物油馏份,醇类,如丁醇或乙二醇以及其醚和酯,酮类,如丙酮、甲乙酮、甲基异丁基酮或环己酮,强极性溶剂,如二甲基甲酰胺和二甲亚砜,以及水。液化气体扩充剂或载体是指常温常压下是气体的液体,例如气雾抛射剂,例如卤代烃及丁烷,丙烷,氮和二氧化碳;作为固体载体适合的有例如:磨碎的天然矿物质如高岭土、粘土、滑石、白垩、石英、硅镁土、蒙脱石或硅藻土,和磨碎的合成矿物质,如高分散二氧化硅、矾土和硅酸盐。作为用于颗粒剂的固体载体适合的有:例如压碎和破碎的天然矿物质如方解石、大理石、浮石、海泡石和白云石,以及有机和无机粉的合成颗粒,和如下有机物的颗粒:例如锯木屑、椰壳、玉米穗轴和烟茎;作为乳化剂和/或起泡剂适合的有:例如非离子和阴离子乳化剂,如聚氧乙烯脂肪酸酯、聚氧乙烯脂肪醇醚,例如,烷基芳基聚乙二醇醚,烷基磺酸盐,烷基硫酸盐,芳基磺酸盐以及蛋白水解产物;作为分散剂适合的有:例如,木素亚硫酸盐废液和甲基纤维素。
制剂中,可以使用增粘剂如羧甲基纤维素、天然和合成的粉状、颗粒或乳胶形式的聚合物,如阿拉伯胶、聚乙烯醇和聚乙酸乙烯酯,以及天然磷脂,如脑磷脂和卵磷脂,和合成磷脂。其它添加剂可以是矿物油和植物油。
也可能使用着色剂,如无机颜料,例如氧化铁、氧化钛和普鲁士蓝,和有机染料,如茜素染料、偶氮染料和金属酞菁染料,和微量营养素如铁、锰、硼、铜、钴、钼和锌的盐。
一般情况下,制剂含有0.1-95%重量的活性化合物,优选0.5-90%。
本发明活性化合物也可以以本身或者以它们的制剂作为与其它已知的杀真菌剂,杀细菌剂,杀螨剂、杀线虫剂或杀昆虫剂的混合物使用,例如以扩大作用范围或者防止抗性产生。在很多情况下这样会导致增效效果,即混合物的活性超过了各个组分的活性。
作为混合组分,下列化合物是一些例子:
杀真菌剂:
aldimorph,氨丙磷酸,氨丙磷酸钾盐,andoprim,敌菌灵,戊环唑,azoxystrobin,
苯霜灵,邻碘酰苯胺,苯菌灵,benzamacril,benzamacryl-isobutyl,双丙氨酰磷,乐杀螨,联苯,双苯三唑醇,灭瘟素,糠菌唑,乙嘧酚磺酸酯,丁赛特,
石硫合剂,capsimycin,敌菌丹,克菌丹,多菌灵,萎锈灵,carvone,灭螨猛,灭瘟唑,chlorfenazole,地茂散,氯化苦,百菌消,乙菌利,clozylacon,代森盐,霜尿氰,环唑醇,cyprodinil,酯菌胺,
debacarb,双氯酚,苄氯三唑醇,diclofluanid,哒菌清,氯硝胺,乙霉威,噁醚唑,二甲嘧吩,烯酸吗啉,烯唑醇(diniconazole),烯唑醇(diniconazole-M),二硝巴豆酸酯,二苯胺,吡菌硫,灭菌磷,二噻农,十二环吗啉,多果定,联氨噁唑酮,
克瘟散,epoxiconazole,乙环唑,乙嘧酚,土菌灵,
famoxadon,咪菌腈,氯苯嘧啶醇,fenbuconazole,甲呋酰苯胺,种衣酯,拌种咯,苯锈啶,丁苯吗啉,三苯基醋酸锡,三苯基氢氧化锡,福美铁,嘧菌腙,氟啶胺,flumetover,氟氯菌核利,fluquinconazole,调嘧醇,氟硅唑,磺菌胺,氟酰胺,粉唑醇,灭菌丹,乙磷铝,乙磷钠,四氯苯酞,麦稳宁,呋霜灵,furametpyr,二甲呋酰苯胺,呋菌唑,呋醚唑,拌种胺,
谷种定,
六氯苯,己唑醇,噁霉灵,
抑霉唑,酰胺唑,双胍辛醋酸盐(iminoctadine,iminoctadinealbesilate,iminoctadine triacetate),iodocarb,ipconazole,异稻瘟净(IBP),异菌脲,irumamycin,稻瘟灵,isovaledione,
春雷霉素,kresoxim-甲基,铜制剂,例如:氢氧化铜,环烷酸铜,氯氧化铜,硫酸铜,氧化铜,8-羟基喹啉铜和波尔多液,
代森锰铜,代森锰,代森锰锌,meferimzone,嘧菌胺,灭锈胺,甲霜灵,metconazole,磺菌威,呋菌胺,代森联,氯苯咯菌胺,噻菌胺,米多霉素,腈菌唑,甲菌利,
二甲基二硫氨基甲酸镍,nitrothal-异丙基,氟苯嘧啶醇,
甲呋酰胺,噁霜灵,oxamocarb,喹菌酮,氧化萎锈灵,oxyfenthiin,
稻瘟酯,戊菌唑,戊菌隆,稻瘟磷,四氯苯酞,多马霉素,病花灵,聚氨基甲酸酯,多氧霉素,烯病异噻唑,味鲜安,腐霉利,丙酰胺,propanosine-sodium,环丙唑,丙森锌,吡嘧磷,啶斑肟,pyrimethanil,咯喹酮,氯吡呋醚,
quinconazole,五氯硝基苯(PCNB),
硫和硫制剂,
戊唑醇,叶枯酞,四氯硝基苯,调环烯,氟嘧唑,噻菌灵,噻菌腈,thifluzamide,甲基硫菌灵,福美双,tioxymid,甲基立枯磷,甲基氟磺胺,三唑酮,三唑醇,triazbutil,唑菌嗪,杨菌胺,三环唑,十三吗啉,氟菌唑,嗪氨灵,triticonazole,
烯效唑,
稻纹散,乙烯菌核利,烯霜苄唑,
zarilamide,代森锌,福美锌,还有
Dagger G,
OK-8705,
OK-8801,
α-(1,1-二甲基乙基)-β-(2-苯氧基乙基)-1H-1,2,4-三唑-1-乙醇,
α-(2,4-二氯苯基)-β-氟-b-丙基-1H-1,2,4-三唑-1-乙醇,
α-(2,4-二氯苯基)-β-甲氧基-a-甲基-1H-1,2,4-三唑-1-乙醇,
α-(5-甲基-1,3-二噁烷-5-基)-β-[[4-(三氟甲基)-苯基]-亚甲基]-1H-1,2,4-三唑-1-乙醇,
(5RS,6RS)-6-羟基-2,2,7,7-四甲基-5-(1H-1,2,4-三唑-1-基)-3-辛酮,
(E)-a-(甲氧基亚氨基)-N-甲基-2-苯氧基-苯基乙酰胺,
{2-甲基-1-[[[1-(4-甲基苯基)-乙基]-氨基]-羰基]-丙基]-氨基甲酸异丙酯,
1-(2,4-二氯苯基)-2-(1H-1,2,4-三唑-1-基)-乙酮 0-(苯基甲基)-肟,
1-(2-甲基-1-萘基)-1H-吡咯-2,5-二酮,
1-(3,5-二氯苯基)-3-(2-丙烯基)-2,5-吡咯烷二酮,
1-[(二碘代甲基)-磺酰基]-4-甲基-苯,
1-[[2-(2,4-二氯苯基)-1,3-二氧戊环-2-基]-甲基]-1H-咪唑,
1-[[2-(4-氯苯基)-3-苯基环氧乙烷基]-甲基]-1H-1,2,4-三唑,
1-[1-[2-[(2,4-二氯苯基)-甲氧基]-苯基]-乙烯基]-1H-咪唑,
1-甲基-5-壬基-2-(苯基甲基)-3-吡咯烷醇,
2’,6’-二溴-2-甲基-4’-三氟甲氧基-4’-三氟-甲基-1,3-噻唑-5-N-碳酰苯胺,
2,2-二氯-N-[1-(4-氯苯基)-乙基]-1-乙基-3-甲基-环丙烷甲酰胺,
2,6-二氯-5-(甲硫基)-4-嘧啶基-硫代氰酸酯,
2,6-二氯-N-(4-三氟甲基苄基)-苯甲酰胺,
2,6-二氯-N-[[4-(三氟甲基)-苯基]-甲基]-苯甲酰胺,
2-(2,3,3-三碘代-2-丙烯基)-2H-四唑,
2-[(1-甲基乙基)磺酰基]-5-(三氯甲基)-1,3,4-噻二唑,
2-[[6-脱氧-4-0-(4-0-甲基-β-D-吡喃葡糖基)-α-D-吡喃葡糖基]-氨基]-4-甲氧基-1H-吡咯并[2,3-d]嘧啶-5-腈,
2-氨基丁烷,
2-溴-2-(溴代甲基)戊烷二腈,
2-氯-N-(2,3-二氢-1,1,3-三甲基-1H-茚-4-基)-3-吡啶甲酰胺,
2-氯-N-(2,6-二甲基苯基)-N-(异硫代氰酰甲基)-乙酰胺,
2-苯基苯酚(OPP),
3,4-二氯-1-[4-(二氟甲氧基)-苯基]-1H-吡咯-2,5-二酮,
3,5-二氯-N-[氰基-[(1-甲基-2-丙炔基)-氧基]-甲基]-苯甲酰胺,
3-(1,1-二甲基丙基-1-氧代-1H-茚-2-腈),
3-[2-(4-氯苯基)-5-乙氧基-3-异噁唑啉基]-吡啶,
4-氯-2-氰基-N,N-二甲基-5-(4-甲基苯基)-1H-咪唑-1-磺酰胺,
4-甲基-四唑并[1,5-a]喹唑啉-5(4H)-酮,
8-(1,1-二甲基乙基)-N-乙基-N-丙基-1,4-二氧杂螺[4.5]癸烷-2-甲烷胺,
8-羟基喹啉硫酸盐,
9H-呫吨-2-[(苯基氨基)-羰基]-9-羧酸酰肼,
双-(1-甲基乙基)-3-甲基-4-[(3-甲基苯甲酰基)氧基]-2,5-硫代苯二羧酸酯,
顺-1-(4-氯代苯基)-2-(1H-1,2,4-三唑-1-基)-环庚醇,
顺-4-[3-[4-(1,1-二甲基丙基)-苯基-2-甲基丙基]-2,6-二甲基-吗啉]盐酸盐,
[(4-氯苯基)-偶氮]-氰基乙酸乙酯,
碳酸氢钾,
甲烷四硫醇钠盐,
1-(2,3-二氢-2,2-二甲基-1H-茚-1-基)-1H-咪唑-5-羧酸甲酯,
N-(2,6-二甲基苯基)-N-(5-异噁唑基羰基)-DL-丙氨酸甲酯,
N-(氯代乙酰基)-N-(2,6-二甲基苯基)-DL-丙氨酸甲酯,
N-(2,3-二氯-4-羟基苯基)-1-甲基-环己烷甲酰胺,
N-(2,6-二甲基苯基)-2-甲氧基-N-(四氢-2-氧代-3-呋喃基)-乙酰胺,
N-(2,6-二甲基苯基)-2-甲氧基-N-(四氢-2-氧代-3-噻吩基)-乙酰胺,
N-(2-氯-4-硝基苯基)-4-甲基-3-硝基-苯磺酰胺,
N-(4-环己基苯基)-1,4,5,6-四氢-2-嘧啶胺,
N-(4-己基苯基)-1,4,5,6-四氢-2-嘧啶胺,
N-(5-氯-2-甲基苯基)-2-甲氧基-N-(2-氧代-3-噁唑啉基)-乙酰胺,
N-(6-甲氧基)-3-吡啶基)-环丙烷甲酰胺,
N-[2,2,2-三氯-1-[(氯代乙酰基)-氨基]-乙基]-苯甲酰胺,
N-[3-氯代-4,5-双(2-丙炔基氧基)-苯基]-N’-甲氧基-甲烷亚氨酰胺,
N-甲酰基-N-羟基-DL-丙氨酸钠盐,
O,O-二乙基[2-(二丙基氨基)-2-氧代乙基]-乙基硫代氨基磷酸酯,
O-甲基S-苯基苯基丙基硫代氨基磷酸酯,
S-甲基1,2,3-苯并噻二唑-7-硫代甲酸酯,
螺[2H]-1-苯并吡喃-2,1’(3’H)-异苯并呋喃-3’-酮,
杀细菌剂:
溴硝醇,双氯酚,氯甲基吡啶,二甲基二硫氨基甲酸镍,春雷霉素,异噻唑酮,呋喃羧酸,oxytetracycline,烯异丙噻唑,链霉素,叶枯酞,硫酸铜和其它铜制剂。
杀昆虫剂/杀螨剂/杀线虫剂:
齐墩螨素,乙酰甲胺磷,Acetamiprid,氟酯菊酯,棉铃威,涕灭威,氧涕灭威,甲体氯氰菊酯(Alpha-cypermethrin,Alphamethrin),双虫脒,avermectin,AZ60541,azadirachtin,甲基吡噁磷,azinphos-A,保棉磷,三唑锡,
日本甲虫芽孢杆菌(Bacillus popilliae),球形芽孢杆菌(Bacillus sphaericus),枯草芽孢杆菌(Bacillus subtilis),苏云金芽孢杆菌(Bacillus thuringiensis),Baculoviren,蚕白僵菌(Beauveria bassiana),纤细白僵菌(Beauveria tenella),噁虫威,丙硫克百威,杀虫磺,苯螨特,氟氯氰菊酯,Bifenazate,氟氯菊酯,Bioethanomethrin,生物氯菊酯,BPMC,Bromophos A,溴硫磷,合杀威,噻嗪酮,丁酮威,butylpyridaben,
硫线磷,甲萘威,克百威,三硫磷,丁硫百克威,杀螟丹,Chloethocarb Chlorethoxyfos,Chlorfenapyr,毒虫畏,定虫隆,氯甲硫磷,毒死蜱,甲基毒死蜱,Chlovaporthrin,顺式-苄呋菊酯,顺式氯菊酯,clocythrin,除线威,四螨嗪,杀螟腈,Cycloprene,乙氰菊酯,氟氯氰菊酯-β,cyhalothrin,三环锡,氯氰菊酯,灭蝇胺,
溴氰菊酯,内吸磷-M,内吸磷-S,甲基内吸磷,杀螨隆,二嗪磷,敌敌畏,除虫脲,乐果,甲基毒虫畏,diofenolan,乙拌磷,docusat-sodium,dofenapyn,
克瘟散,emamectin,烯炔菊酯,硫丹,entomopfthora spp.,高氰戊菊酯,乙硫苯威,乙硫磷,灭线磷,etofenprox,醚菊酯,乙嘧硫磷,
虫胺磷,喹螨醚,苯丁锡,杀螟硫磷,苯硫威,fenoxacrim,双氧威,氯氰菊酯,fenpyrad,fenpyrithrin,唑螨酯,氰戊菊酯,fipronil,氟定胺,fluazuron,flubrocythrinate,氟螨脲,氟氰戊菊酯,氟虫脲,Flutenzine,氟胺氰菊酯,地虫硫磷,丁苯硫磷,噻唑磷,fubfenprox,呋线威,
Granulosis viruses,
Halofenozide,HCH,庚烯磷,氟铃脲,噻螨酮,烯虫乙酯,
吡虫啉,氯唑磷,异丙胺磷,噁唑磷,ivermectin,
Nuclear polyhedrosis viruses,
氯氟氰菊酯,lufenuron,
马拉硫磷,灭蚜蜱,速灭磷,methamidophos,Metharhiziumanisopliae,Metharhizium flavoviride,蜗牛敌,虫螨畏,甲胺磷,杀扑磷,灭梭威,灭多威,速灭威,milbemectin,久效磷,
二溴磷,nitenpyram,Nithiazine,Novaluron,
氧乐果,杀线威,亚砜吸磷,
玫烟色拟青霉(Paecilomyces fumosoroseus),对硫磷-A,对硫磷-M,氯菊酯,稻丰散,甲拌磷,伏杀硫磷,亚胺硫磷,磷胺,辛硫磷,抗芽威,嘧啶磷-A,嘧啶磷-M,丙溴磷,猛杀威,残杀威,丙硫磷,发果,pymetrozine,吡唑硫磷,pyresmethrin,除虫菊酯,哒螨酮,Pyridathion,pyrimidifen,蚊蝇醚,
喹硫磷,
Ribavirin,
蔬果磷,sebufos,silafluofen,spinosad,治螟硫磷,甲丙硫磷,
氟胺氰菊酯,tebufenozid,tebufenpyrad,tebupirimiphos,伏草隆,七氟菊酯,双硫磷,特灭威,特丁磷,杀虫畏,theta-cypermethrin,thiamethoxam,thiapronil,thiatriphos,thiocyclam hydrogen oxalate,硫双威,久效磷,thuringiensin,二甲硫吸磷,虫线磷,四溴菊酯,苯噻螨,三唑磷,triazuron,trichlophenidine,敌百虫,杀虫隆,混灭威,
芽灭多,vaniliprole,verticillium lecanii,
YI5302,
zeta-cypermethrin,zolaprofos,
环丙烷羧酸(1R-顺式)-[5-(苯基甲基)-3-呋喃基]-甲基-3-[(二氢-2-氧代-3(2H)-亚呋喃基)-甲基]-2,2-二甲酯,
环丙烷羧酸(3-苯氧基苯基)-甲基-2,2,3,3-四甲酯,
1-[(2-氯-5-噻唑基)甲基]四氢-3,5-二甲基-N-硝基-1,3,5-三嗪-2(1H)-亚胺,
2-(2-氯-6-氟代苯基)-4-[4-(1,1-二甲基乙基)苯基]-4,5-二氢-噁唑,
2-(乙酰氧基)-3-十二烷基-1,4-萘二酮,
2-氯-N-[[[4-(1-苯基乙氧基)苯基]-氨基]-羰基]-苯甲酰基,
2-氯-N-[[[4-(2,2-二氯-1,1-二氟乙氧基)苯基]-氨基]-羰基]-苯甲酰基,
氨基甲酸3-甲基苯基丙酯,
4-[4-(4-乙氧基苯基)-4-甲基戊基]-1-氟-2-苯氧基-苯,
4-氯-2-(1,1-二甲基乙基)-5-[[2-(2,6-二甲基-4-苯氧基苯氧基)乙基]硫基]-3(2H)-哒嗪酮,
4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮,
4-氯-5-[(6-氯-3-吡啶基)甲氧基]-2-(3,4-二氯苯基)-3(2H)-哒嗪酮,
苏云金芽孢杆菌菌株EG-2348,
[2-苯甲酰基-1-(1,1-二甲基乙基)-苯甲酰肼,
丁酸2,2-二甲基-3-(2,4-二氯苯基)-2-氧代-1-氧杂螺[4.5]十二烷-3-烯-4-酯,
[3-[(6-氯-3-吡啶基)甲基]-2-噻唑烷亚基]氨基氰,
二氢-2-(硝基亚甲基)-2H-1,3-噻嗪-3(4H)-甲醛,
[2-[[1,6-二氢-6-氧代-1-(苯基甲基)-4-哒嗪基]氧基]乙基]-氨基甲酸乙酯,
N-(3,4,4-三氟-1-氧代-3-丁烯基)-甘氨酸,
N-(4-氯苯基)-3-[4-(二氟甲氧基)苯基]-4,5-二氢-4-苯基-1H-吡唑-1-甲酰胺,
N-[(2-氯-5-噻唑基)甲基]-N’-甲基-N″-硝基-胍,
N-甲基-N’-(1-甲基-2-丙烯基)-1,2-肼二硫代二甲酰胺,
N-甲基-N’-2-丙烯基-1,2-肼二硫代二甲酰胺,
O,O-二乙基[2-(二丙基氨基)-2-氧代乙基]-乙基氨基硫代磷酸酯。
也可以是与其它已知的活性化合物例如除草剂,肥料和生长调节物质的混合物。
此外,本发明的式(I)化合物也具有非常好的抗真菌活性。它们具有非常宽的抗真菌活性谱,特别是抗皮肤霉菌和酵母、霉和两相的(diphasic)真菌(例如抗假丝酵母种类如白假丝酵母、Candidaglabrata)、表皮癣菌属种类如Epidermophyton floccosum、曲霉属种类如黑曲霉和烟曲霉、毛癣菌属种类如Trichophytonmentagrophytes、小孢子菌属种类如Microsporon canis和audouinii。所列出的这些真菌绝不是限制所覆盖的真菌谱,仅仅是用来说明的。
活性化合物可以使用其自身或者以其制剂形式使用或者以从中制备的使用形式使用,例如即用型溶液,混悬液,可湿粉剂,糊剂,可溶粉剂,细粉剂和颗粒剂。以常规方法使用,例如通过浇灌,喷雾,弥雾,散播,撒细粉,发泡,刷涂等。此外还能通过超低体积方法施用活性化合物,或者将活性化合物制剂或活性化合物本身注入土壤。也可以处理植物的种子。
当使用本发明的活性化合物作为杀真菌剂时,施用比例可以在相当宽的范围内变化,取决于施用类型。处理植物部分时,活性化合物施用比例一般是0.1和10000g/ha之间,优选在10-1000g/ha之间。在处理种子时,活性化合物施用比例一般是每千克种子用0.001-50g,优选0.01-10g。处理土壤情况下,活性化合物施用比例一般是0.1和10000g/ha之间,优选在1和5000g/ha之间。
此外,当用作杀虫剂时,本发明的活性化合物,以其商售制剂和以由这些制剂制备的使用形式,可以作为与增效剂的混合物存在。增效剂是提高活性化合物作用而其自身不必要有活性的化合物。
由商售制剂制备的使用形式的活性化合物含量可以在宽范围内变化。使用形式的活性化合物的浓度可以是0.0000001-95%重量活性化合物,优选0.0001-1%重量。
以适于这些使用形式的常规方式应用这些化合物。
当用来杀卫生领域害虫和储存产品害虫时,这些活性化合物的特征在于对木材和粘土有极好的有后效的作用,以及对用石灰处理过的物质上的碱有好的稳定性。
本发明活性化合物的制备和应用可以通过下列实施例说明。
下列实施例是用来说明本发明的。然而,本发明并不限于这些实施例。
制备实施例
实施例1
2-[2-(5-氟-6-(2-甲硫基苯氧基)嘧啶-4-基氧基)苯基]-2-甲氧基亚氨基-N-甲基乙酰胺
将0.69g碳酸钾加到1.64g(0.005mol)的2-[2-(5,6-二氟嘧啶-4-基氧基)苯基]-2-甲氧基亚氨基-N-甲基乙酰胺和0.7g(0.005mol)的2-甲硫基苯酚在20ml乙腈中的混合物中,将混合物在25℃下搅拌12小时。然后过滤。将滤液浓缩,吸收到二氯甲烷中。有机相用水洗涤,用硫酸钠干燥并减压浓缩。残留物用乙醚和石油醚的混合物重结晶。得到1.0g(45%)的2-[2-(5-氟-6-(2-甲硫基苯氧基)嘧啶-4-基氧基)苯基]-2-甲氧基亚氨基-N-甲基乙酰胺。
HPLC:logP=2.96。
下面列在表1中的式(Ia)化合物类似于实施例1并按照在所述方法的一般描述中的说明得到。表1:
表1:(续)表1:(续)表1:(续)表1:(续)表1:(续)
表1:(续)
表1:(续)表1:(续)表1:(续)表1:(续)表1:(续)表1:(续)*在各式中表示连接点**);logP值是按照EEC Directive 79/831 Annex V.A8通过
实施例 | Z | logP** |
2 | 4-溴苯基 | 3.31 |
3 | 3-溴苯基 | 3.3 |
4 | 3-叔丁基苯基 | 3.95 |
5 | 4-叔丁基苯基 | 4.04 |
6 | 2-三氟甲氧基苯基 | 3.33 |
7 | 3-三氟甲氧基苯基 | 3.52 |
8 | 4-三氟甲氧基苯基 | 3.53 |
9 | 3-氟苯基 | 2.88 |
10 | 4-氟苯基 | 2.83 |
11 | 2-苯甲酰基苯基 | 3.17 |
12 | 3-氰基苯基 | 2.58 |
13 | 4-苯甲酰基苯基 | 3.31 |
14 | 3-甲苯基 | 3.07 |
15 | 4-甲苯基 | 3.1 |
16 | 3-甲氧基苯基 | 2,8 |
17 | 4-甲氧基苯基 | 2.74 |
18 | 4-氰基苯基 | 2.56 |
19 | 4-丙氧基苯基 | 3.53 |
20 | 4-乙基硫基甲基苯基 | 3.38 |
21 | 2-乙基硫基苯基 | 3.26 |
实施例 | Z | logP** |
103 | 2-乙酰基氨基-3-甲氧基苯基 | |
104 | 2-乙氧基羰基-3-羟基苯基 | |
105 | 2-乙氧基羰基-3-甲氧基苯基 | |
106 | 2-氧代-1,3-苯并间二氧杂环戊二烯-4-基 | |
107 | 2-羟基-3-甲酰基苯基 | |
108 | 2-正丙氧基-3-甲酰基苯基 | |
109 | 2-氯-3-三氟甲基苯基 | |
110 | 2-甲氧基羰基-3-羟基苯基 | |
111 | 2-甲氧基羰基-3-甲氧基苯基 | |
112 | 2-氨基磺酰基-3-羟基苯基 | |
113 | 2-氨基磺酰基-3-甲氧基苯基 | |
114 | 3-异丁氧基苯基 | |
115 | 2-甲氧基羰基-3-氟苯基 | |
116 | 3-四氟乙氧基苯基 | 3.49 |
117 | 3-二氟甲氧基苯基 | 2.80 |
118 | 2,2-二氟-1,3-苯并间二氧杂环戊二烯-4-基 | |
119 | 2,2,3-三氟-1,4-苯并二噁烷-5-基 | |
120 | 2,2,3,3-四氟-1,4-苯并二噁烷-5-基 | |
121 | 2-甲氧基-3-羟基苯基 | |
122 | 2,3-二甲氧基苯基 | |
123 | 2-叔丁氧基苯基 | |
124 | 2-(2′,2′,2′-三氟乙氧基)苯基 | 3.26 |
125 | 2-(1′,1′-二氟乙基)苯基 | |
126 | 2-(1′,1′,2′,3′,3′,3 ′-六氟丙氧基)苯基 | 3.62 |
127 | 2-甲氧基羰基甲氧基苯基 | |
128 | 2-乙氧基羰基甲氧基苯基 | |
129 | 2-(2′,2′,2′-三氯乙氧基)羰基甲氧基苯基 |
实施例 | Z | logP** |
130 | 2-苯氧基羰基甲氧基苯基 | |
131 | 2-苯基硫基羰基甲氧基苯基 | |
132 | 2-甲氧基羰基-3-乙酰氧基苯基 | |
133 | 2-甲氧基羰基-3-三氟乙酰氧基苯基 | |
134 | 2-甲基氨基羰基氨基-3-乙酰氧基苯基 | |
135 | 2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基 | |
136 | 2-乙酰基氨基-3-乙酰氧基苯基 | |
137 | 2-乙酰基氨基-3-三氟乙酰氧基苯基 | |
138 | 2-乙氧基羰基-3-乙酰氧基苯基 | |
139 | 2-乙氧基羰基-3-三氟乙酰氧基苯基 | |
140 | 3-二甲基氨基苯基 | 2.95 |
141 | 2-甲基-3-硝基苯基 | |
142 | 3,4-二氟苯基 | 3.08 |
143 | 2-甲基-4-三氟甲氧基苯基 | |
144 | 2,4-二氯-5-三氟甲氧基苯基 | |
145 | 2,4-二-三氟甲氧基苯基 | |
146 | 6-氯吡啶-2-基 | |
147 | 6-甲基吡啶-2-基 | |
148 | 6-甲基吡啶-3-基 | |
149 | 3-乙基苯基 | 3.50 |
150 | 2-苄基硫基苯基 | 3.89 |
151 | 2-氯-4-三氟甲氧基苯基 | 3.92 |
152 | 2-氯-4-甲氧基苯基 | 3.20 |
153 | 2-氯-5-甲氧基苯基 | 3.44 |
154 | 3-氯-4-甲基苯基 | |
155 | 3-甲基-4-甲硫基苯基 | 3.55 |
156 | 4-溴-2-甲基苯基 | 3.69 |
HPLC(梯度方法,乙腈/0.1%磷酸水溶液)测定的。应用实施例实施例A白粉菌属(Erysiphe)试验(大麦)/保护性的溶剂: 25份重量的N,N-二甲基乙酰胺乳化剂: 0.6份重量的烷基芳基聚乙二醇醚为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护性活性,以所述施用比例,用活性化合物制剂对幼小植物喷雾。
喷雾层风干后,用麦类白粉病(Erysiphe graminis f.sp.hordei)的孢子对幼小植物播散细粉。
植物放置在温度大约20℃且相对空气湿度是大约80%的温室中以促进霉色点的生长。
接种后7天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(1、3、6、7、9、16、21、22、23、24、25、28和30)中的本发明物质在250g/ha的施用率下显示出95%或以上的效力。
实施例B:
柄锈菌属(Puccinia)试验(小麦)/保护性的
溶剂: 25份重量的N,N-二甲基乙酰胺
乳化剂: 0.6份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护性活性,以所述施用比例,用活性化合物制剂对幼小植物喷雾。喷雾层风干后,用隐匿柄锈菌(Puccinia recondita)的分生孢子悬浮液对植物喷雾。将植物放置在温度20℃且相对空气湿度是100%的培育室48小时。
然后将植物放置在温度大约20℃且相对空气湿度是80%的温室中以促进霉色点的生长。
接种后10天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(1、3、9、10、11、12、13、14、15、16、21、22、23、24、25、27、28和30)中的本发明物质在250g/ha的施用率下显示出95%或以上的效力。
实施例C:
雪腐病镰孢(Fusarium nivale(var.nivale))试验(小麦)/保护性的
溶剂: 25份重量的N,N-二甲基乙酰胺
乳化剂: 0.6份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护活性,以给定的施用比例,用活性化合物制剂喷雾幼小植物。喷雾层风干后,将雪腐病镰孢(Fusarium nivale(var.nivale))的分生孢子悬浮液喷雾在植物上。
将植物放置在温度大约15℃且相对空气湿度是大约100%的温室中透明的培育罩下。
接种后4天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(2、3、4、6、7、8、9、27和28)中的本发明物质在250g/ha的施用率下显示出95%或以上的效力。
实施例D
单轴霉属(Plasmopara)试验(葡萄藤)/保护性的
溶剂: 24.5份重量的丙酮
24.5份重量的二甲基乙酰胺
乳化剂: 1.0份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护活性,以给定的施用比例的活性化合物制剂喷雾幼小植物。喷雾层风干后,用葡萄生单轴霉(Plasmopara viticola)的孢子水悬浮液接种植物。然后植物放置在温度大约20℃且相对空气温度是100%的培育室中1天。随后将植物放置在温度大约21℃且相对空气湿度是大约90%的温室中5天。然后将植物湿润并放置在培育室中1天。
接种后6天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(1、3、4、6、7、9、10、12、14、15、16、21、22、23、27、28、29、30、37、38、53、58、59、60、62、65、68、71、73、80、81和82)中的本发明物质在100g/ha的施用率下显示出89%或以上的效力。
实施例E
黑星菌属(Venturia)试验(苹果)/保护性的
溶剂: 24.5份重量的丙酮
24.5份重量的二甲基乙酰胺
乳化剂: 1.0份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护活性,以给定的施用比例的活性化合物制剂喷雾幼小植物。喷雾层风干后,用苹果病原菌苹果黑星菌(Venturiainaequalis)的分生孢子水悬浮液接种植物,然后将植物保留在大约20℃和100%相对空气湿度的培育室中1天。
然后,将植物放置在温度大约21℃且相对空气湿度是大约90%的温室中。
接种后12天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(1、3、4、6、7、9、10、12、14、15、16、22、23、27、28、29、30、37、38、41、52、53、58、59、60、62、65、68、71、73、80、81、82和84)中的本发明物质在10g/ha的施用率下显示出91%或以上的效力。
实施例F:
Pyricularia试验(稻)/保护性的
溶剂: 25份重量的N,N-二甲基乙酰胺
乳化剂: 0.6份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,用水将乳油稀释到期望的浓度。
为了试验保护活性,以给定的施用比例,用活性化合物制剂喷雾幼小植物。喷雾层风干后,用Pyricularia oryzae的孢子水悬浮液对植物接种。然后将植物放置在温度26℃且相对空气湿度是100%的条件下24小时。然后将植物放置在温度26℃且相对空气湿度是80%的温室中。
接种后7天进行评价。0%表示相当于对照物的效力,而100%的效力表示没有发现感染。
在该试验中,列在实施例(3、9、10、11、12、14和16)中的本发明物质在125g/ha的施用率下显示出80%或以上的效力。
实施例G
辣根猿叶甲幼虫试验
溶剂: 7份重量的二甲基甲酰胺
乳化剂:1份重量的烷芳基聚乙二醇醚
制备活性化合物的合适制剂时,将1份重量的活性化合物与所述量的溶剂和乳化剂混合,并将该乳油用水稀释至所需浓度。
将甘蓝(Brassica oleracea)叶片通过浸入所需浓度的活性化合物制剂中来处理,当叶片仍湿润时,移入辣根猿叶甲(Phaedoncochleariae)幼虫。
经过希望的时间后,确定杀死%。100%是指所有的幼虫均被杀死;0%是指没有幼虫被杀死。
在此试验中,例如,在活性化合物浓度为0.01%的条件下,7天后,制备实施例化合物的杀死百分率是100%,而已知化合物(A)是无效的。
在该试验中,列在实施例(3和7)中的本发明物质在活性化合物浓度为0.01%的条件下,7天后的杀死百分率是95%或以上。
实施例H:
Plutella试验/合成食物
溶剂: 100份重量的丙酮
乳化剂: 1900份重量的甲醇
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂混合,用甲醇将乳油稀释到期望的浓度。
用吸量管将所述量的所希望浓度的活性化合物制剂转移到标准化量的合成食物上。蒸发掉甲醇后,将用大约100个Plutella卵移居的薄膜盒子的盖子置于各空穴上。新孵化的幼虫爬到被处理过的合成食物上。
经过所需时间后,测定破坏百分率。100%表示所有动物都被杀死,而0%表示没有动物被杀死。
在该试验中,列在实施例(2、3、8、12和23)中的本发明物质在活性化合物浓度为0.1%的条件下,7天后的杀死百分率是95%或以上。
Claims (12)
2.根据权利要求1的式(I)化合物,其特征在于
Z代表取代的单环芳基、取代的或未取代的多环芳基,和
L1、L2、L3和L4是相同或不同的,并且各自独立地代表氢、卤素、氰基、硝基、各自任选地被卤素取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基。
3.根据权利要求1的式(I)化合物,其特征在于
Z代表3-氟苯基、4-氟苯基、3-溴苯基、4-溴苯基、2-碘苯基、3-氰基苯基、4-氰基苯基、3-甲基苯基、4-甲基苯基、3-甲氧苯基、4-甲氧苯基、2-三氟甲基磺酰基苯基、2-羟苯基、2-环戊基苯基、2-乙氧苯基、2,3-二氟苯基、2-氯-4-氟苯基、3-三氟甲基苯基、2-三氟甲基苯基、2-氟-3-三氟甲基苯基、2,4-二氟苯基、4-三氟甲硫基苯基、4-三氟甲基苯基、2-烯丙基-6-羟苯基、3-甲酰基苯基、3-氯苯基、2-萘基、1-萘基、2-异丙氧基苯基、2,3-二氢-2,2-二甲基-苯并呋喃-7-基、2-氯-3-甲基苯基、2-烯丙基苯基、2-环戊基氨基羰基氧基苯基、2-二乙基氨基羰基氧基苯基、2-羧基甲氧基苯基、1-丁烯-3-基氧基苯基、2-甲基氨基羰基氧基苯基、2-羟基-3-氟苯基、2-正丙氧基-3-氟苯基、2-苄基-3-氯苯基、2-甲基氨基-3-氯苯基、2-硝基-3-氯苯基、2-氨基-3-羟苯基、3-正丁氧基苯基、3-甲基苯并异噁唑-4-基、2-甲基氨基羰基氨基-3-羟基苯基、2-甲基氨基羰基氨基-3-甲氧基苯基、3-羟基乙氧基苯基、2-乙酰氨基-3-羟基苯基、2-乙酰氨基-3-甲氧基苯基、2-乙氧羰基-3-羟基苯基、2-乙氧羰基-3-甲氧基苯基、2-氧代-1,3-苯并间二氧杂环戊烯-4-基、2-羟基-3-甲酰基苯基、2-正丙氧基-3-甲酰基苯基、2-氯-3-三氟甲基苯基、2-甲氧基羰基-3-羟基苯基、2-甲氧羰基-3-甲氧基苯基、2-氨基磺酰基-3-羟基苯基、2-氨基磺酰基-3-甲氧基苯基、3-异丁基氧基苯基、2-甲氧羰基-3-氟苯基、3-四氟乙氧基苯基、3-二氟甲氧基苯基、2,2-二氟-1,3-苯并间二氧杂环戊烯-4-基、2,2,3-三氟-1,4-苯并二噁烷-5-基、2,2,3,3-四氟-1,4-苯并二噁烷-5-基、2-甲氧基-3-羟基苯基、2,3-二甲氧基苯基、2-叔丁氧基苯基、2-(2’,2’,2’-三氟乙氧基)苯基、2-(1’,1’-二氟乙基)苯基、2-(1’,1’,2’,3’,3’,3’-六氟丙氧基)苯基、2-甲氧基羰基甲氧基苯基、2-乙氧基羰基甲氧基苯基、2-(2’,2’,2’-三氯乙氧基)羰基甲氧基苯基、2-苯氧基羰基甲氧基苯基、2-苯硫基羰基甲氧基苯基、2-甲氧羰基-3-乙酰氧基苯基、2-甲氧羰基-3-三氟乙酰氧基苯基、2-甲基氨基羰基氨基-3-乙酰氧基苯基、2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基、2-乙酰氨基-3-乙酰氧基苯基、2-乙酰氨基-3-三氟乙酰氧基苯基、2-乙氧羰基-3-乙酰氧基苯基、2-乙氧羰基-3-三氟乙酰氧基苯基、3-二甲基氨基苯基、2-甲基-3-硝基苯基、3,4-二氟苯基、2-甲基-4-三氟甲氧基苯基、2,4-二氯-5-三氟甲氧基苯基、2,4-双-三氟甲氧基-苯基、6-氯吡啶-2-基、6-甲基吡啶-2-基、6-甲基吡啶-3-基、3-乙基苯基、2-苄基硫基苯基、2-氯-4-三氟甲氧基苯基、2-氯-4-甲氧基苯基、2-氯-5-甲氧基苯基、3-氯-4-甲基苯基、3-甲基-4-甲硫基苯基、4-溴-2-甲基苯基、2,3,5,6-四氟苯基、3-氯-6-甲基苯基、3,5-二甲基苯基、2,6-二溴苯基、2-烯丙基-5-甲基、4-氯-3-甲基、3,4-二氯苯基、2-氯-3-三氟甲基苯基、3,5-二氯-4-甲基-2-硝基苯基、3-氯-2-氰基苯基、3-氯-2-苄基苯基、2-氰基-6-甲氧基苯基、3-氯-2-硝基苯基、3-正丁氧基苯基、2-N,N-二甲基羰基氧基苯基、2,3-二羟基苯基、3-氯-N-甲基氨基苯基、4-三氟甲氧基-2-甲基苯基、4-三氟甲基氧基-2-甲氧基苯基、2-氯-4-三氟甲基苯基、3-氯-5-甲基苯基、4-(0-甲基肟)苯基、3-(0-甲基肟)苯基、2-(0-甲基肟)苯基、4-氯-3,5-二甲基苯基、4-(4-甲基苯基磺酰基)苯基、4-(1-萘基磺酰基)苯基、2-氯-4-(苯基磺酰基)苯基、4-(苯基磺酰基)-萘-1-基)、2-氯-3-(2-氯苯基磺酰基)-6-甲基苯基、2-氯-4-(2-甲基苯基磺酰基)-6-甲基苯基、4-(4-乙基苯基磺酰基)苯基、4-苄基苯基、4-氯-3-(苯基磺酰基)苯基、4-氟-3-三氟甲基苯基、3-异丙基-5-甲基苯基、2-(2-甲基-2-丙烯基氧基)苯基、2-(0-甲基肟-4-三氟甲氧基)苯基、4-(叔戊基)苯基、4-硝基-2-(0-甲基肟)苯基、3-氯-4-甲酰基苯基、4-氟-3-三氟甲基苯基、2-氨基-5-氯-4-三氟甲基苯基、2-氯-4-苯基磺酰基-6-甲基苯基、4-(4-硝基苯基硫基)苯基、3,4-二甲氧基苯基、2-氯-4-硝基苯基、2-(异丙氧基羰基氨基)苯基、4-硝基苯基、4-甲酰基-2-甲氧基苯基、2,4-二甲基-3-甲基硫基苯基、3-乙基氨基-4-甲基苯基、2-二甲基氨基-4,5-二甲基苯基、4-碘苯基、3,4-二甲基苯基、4-乙基苯基、1,3,5-三甲基苯基、2-甲氧基-4-甲基苯基、2-氟-4-氯苯基、4-氟-2-甲基苯基、2-甲酰基-5-三氟甲氧基苯基、4-氯-3-氟苯基、4-氯-2-甲氧基苯基、4-氯-3-三氟甲基、4-甲硫基-2-N-吗啉基苯基、2-氰基-4-甲氧基苯基、2-氯-4-甲基磺酰基苯基、2-甲酰基-4-三氟甲硫基苯基、3-氯-4-三氟甲氧基苯基、2-甲基-4-三氟甲硫基苯基、2-氯-4-三氟甲硫基苯基、2-甲氧基-4-三氟甲基磺酰基苯基、2-乙基-4-三氟甲硫基苯基、2-氨基羰基-4-三氟甲氧基苯基、4-氯-2-三氟甲基苯基、3-甲基-4-甲基磺酰基苯基、3-甲基-4-甲基磺酰基苯基、3-异丙基-4-甲氧基苯基、3-甲基-4-三氟甲硫基苯基、3-甲基-4-三氟甲基磺酰基苯基、2-甲基-4-三氟甲基磺酰基苯基、4-(2-氯-1,1,2-三氟乙氧基)苯基、2-溴-4-氟-5-硝基苯基、2-二甲基氨基乙基-4-氯苯基、2-二乙基氨基乙基-4,6-二甲基苯基、2-(哌啶基-N-亚甲基)-4-甲基苯基、4-甲基硫基苯基、3,5-二甲基-4-三氟甲硫基苯基、4-(甲基乙酸酯)苯基、3-羟基-2-甲氧基羰基苯基、4-(2-萘基磺酰基)苯基、2-氯-3-吡啶基、2-硝基-4-甲基-3-吡啶基、2-硝基-4-吡啶基、2-氯-5-甲基-3-吡啶基、5-氯-2-甲基-4-三氟甲基苯基、2-硝基-3-吡啶基、2,6-二氯-4-吡啶基、3-氰基-2-甲基苯基、C2-C5-烷氧基苯基、烷硫基苯基、烷氧基烷基苯基、羟基烷氧基苯基、烷硫基烷基苯基、C2-C5-烷基苯基、C1-C3-卤代烷氧基苯基、C2-C5-链烯基苯基、甲基-取代的C2-C5-链烯基苯基、C1-C3-烷氧基羰基氨基苯基、杂环基苯基、杂环基甲基苯基、C1-C3-烷氧基羰基甲基苯基、(2,2-二烷基亚联氨基)甲基苯基、C1-C4-烷基氨基羰基苯基、二烷基氨基亚氨基甲基苯基、二噁嗪基甲氧基亚氨基甲基苯基、芳基苯基、芳基氨基羰基苯基、芳基羰基氨基苯基、氯苯基羰基氨基芳基、芳基羰基苯基,以及还代表二烷基氨基羰基苯基、甲酰基苯基、羟基亚氨基烷基苯基、烷氧基亚氨基烷基苯基或硝基苯基,其在苯基环上任选地带有一到三个选自烷基、卤代烷基、卤素、烷氧基和卤代烷氧基的取代基,或
L1、L2、L3和L4是相同的或不同的并彼此独立地代表氢、卤素、氰基、硝基,代表各自具有1-6个碳原子的并且各自任选被1-5个卤原子取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基,并且特别是代表氢。
4.根据权利要求1的式(I)化合物,其特征在于
Z代表3-氟苯基、4-氟苯基、3-溴苯基、4-溴苯基、2-碘苯基、3-氰基苯基、4-氰基苯基、3-甲基苯基、4-甲基苯基、3-甲氧基苯基、4-甲氧基苯基、乙氧苯基、正-或异-丙氧基苯基、正-、异-、仲-或叔-丁氧基苯基、羟基乙氧基苯基、2-三氟甲基磺酰基苯基、2-羟基苯基、2-环戊基苯基、2,3-二氟苯基、2-氯-4-氟苯基、2-乙氧基苯基、3-三氟甲基苯基、2-三氟甲基苯基、2-氟-3-三氟甲基苯基、2,4-二氟苯基、4-三氟甲硫基苯基、4-三氟甲基苯基、2-烯丙基-6-羟基苯基、3-甲酰基苯基、3-氯苯基、2-萘基、1-萘基、2-氯-3-甲基苯基、2-烯丙基苯基、2-环戊基氨基羰基氧基苯基、2-二乙基氨基羰基氧基苯基、2-羧甲基氧基苯基、2-异丙氧基苯基、2,3-二氢-2,2-二甲基苯并呋喃-7-基、1-丁烯-3-基氧基苯基、2-甲基氨基羰基氧基苯基、2-羟基-3-氟苯基、2-正丙氧基-3-氟苯基、2-苄基-3-氯苯基、2-甲基氨基-3-氯苯基、2-硝基-3-氯苯基、2-氨基-3-羟基苯基、3-正丁氧基苯基、3-甲基苯并异噁唑-4-基、2-甲基氨基羰基氨基-3-羟基苯基、2-甲基氨基羰基氨基-3-甲氧基苯基、3-羟基乙氧基苯基、2-乙酰氨基-3-羟基苯基、2-乙酰氨基-3-甲氧基苯基、2-乙氧基羰基-3-羟基苯基、2-乙氧羰基-3-甲氧基苯基、2-氧代-1,3-苯并间二氧杂环戊烯-4-基、2-羟基-3-甲酰基苯基、2-正丙氧基-3-甲酰基苯基、2-氯-3-三氟甲基苯基、2-甲氧羰基-3-羟基苯基、2-甲氧基羰基-3-甲氧基苯基、2-氨基磺酰基-3-羟基苯基、2-氨基磺酰基-3-甲氧基苯基、3-异丁基氧基苯基、2-甲氧羰基-3-氟苯基、3-四氟乙氧基苯基、3-二氟甲氧基苯基、2,2-二氟-1,3-苯并间二氧杂环戊烯-4-基、2,2,3-三氟-1,4-苯并二噁烷-5-基、2,2,3,3-四氟-1,4-苯并二噁烷-5-基、2-甲氧基-3-羟基苯基、2,3-二甲氧基苯基、2-叔丁氧基苯基、2-(2’,2’,2’-三氟乙氧基)苯基、2-(1’,1’-二氟乙基)苯基、2-(1’,1’,2’,3’,3’,3’-六氟丙氧基)苯基、2-甲氧基羰基甲氧基苯基、2-乙氧基羰基甲氧基苯基、2-(2’,2’,2’-三氯乙氧基)羰基甲氧基苯基、2-苯氧基羰基甲氧基苯基、2-苯硫基羰基甲氧基苯基、2-甲氧羰基-3-乙酰氧基苯基、2-甲氧羰基-3-三氟乙酰氧基苯基、2-甲基氨基羰基氨基-3-乙酰氧基苯基、2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基、2-乙酰氨基-3-乙酰氧基苯基、2-乙酰氨基-3-三氟乙酰氧基苯基、2-乙氧羰基-3-乙酰氧基苯基、2-乙氧羰基-3-三氟乙酰氧基苯基、3-二甲基氨基苯基、2-甲基-3-硝基苯基、3,4-二氟苯基、2-甲基-4-三氟甲氧基苯基、2,4-二氯-5-三氟甲氧基苯基、2,4-双三氟甲氧基苯基、6-氯吡啶-2-基、6-甲基-吡啶-2-基、6-甲基-吡啶-3-基、3-乙基苯基、2-苄基硫基苯基、2-氯-4-三氟甲氧基苯基、2-氯-4-甲氧基苯基、2-氯-5-甲氧基苯基、3-氯-4-甲基苯基、3-甲基-4-甲硫基苯基、4-溴-2-甲基苯基、2,3,5,6-四氟苯基、3-氯-6-甲基苯基、3,5-二甲基苯基、2,6-二溴苯基、2-烯丙基-5-甲基、4-氯-3-甲基、3,4-二氯苯基、2-氯-3-三氟甲基苯基、3,5-二氯-4-甲基-2-硝基苯基、3-氯-2-氰基苯基、3-氯-2-苄基苯基、2-氰基-6-甲氧基苯基、3-氯-2-硝基苯基、3-正丁氧基苯基、2-N,N-二甲基羰基氧基苯基、2,3-二羟基苯基、3-氯-N-甲基氨基苯基、4-三氟甲氧基-2-甲基苯基、4-三氟甲基氧基-2-甲氧基苯基、2-氯-4-三氟甲基苯基、3-氯-5-甲基苯基、4-(0-甲基肟)苯基、3-(0-甲基肟)苯基、2-(0-甲基肟)苯基、4-氯-3,5-二甲基苯基、4-(4-甲基苯基磺酰基)苯基、4-(1-萘基磺酰基)苯基、2-氯-4-(苯基磺酰基)苯基、4-(苯基磺酰基)萘-1-基、2-氯-3-(2-氯苯基磺酰基)-6-甲基苯基、2-氯-4-(2-甲基苯基磺酰基)-6-甲基苯基、4-(4-乙基苯基磺酰基)苯基、4-苄基苯基、4-氯-3-(苯基磺酰基)苯基、4-氟-3-三氟甲基苯基、3-异丙基-5-甲基苯基、2-(2-甲基-2-丙烯基氧基)苯基、2-(0-甲基肟-4-三氟甲氧基)苯基、4-叔戊基苯基、4-硝基-2-(0-甲基肟)苯基、3-氯-4-甲酰基苯基、4-氟-3-三氟甲基苯基、2-氨基-5-氯-4-三氟甲基苯基、2-氯-4-苯基磺酰基-6-甲基苯基、4-(4-硝基苯基硫基)苯基、3,4-二甲氧基苯基、2-氯-4-硝基苯基、2-(异丙氧基羰基氨基)苯基、4-硝基苯基、4-甲酰基-2-甲氧基苯基、2,4-二甲基-3-甲基硫基苯基、3-乙氨基-4-甲基苯基、2-二甲基氨基-4,5-二甲基苯基、3,4-二甲基苯基、4-乙基苯基、1,3,5-三甲基苯基、2-甲氧基-4-甲基苯基、2-氟-4-氯苯基、4-氟-2-甲基苯基、2-甲酰基-5-三氟甲氧基苯基、4-氯-3-氟苯基、4-氯-2-甲氧基苯基、4-氯-3-三氟甲基、4-甲硫基-2-N-吗啉基苯基、2-氰基-4-甲氧基苯基、2-氯-4-甲基磺酰基苯基、2-甲酰基-4-三氟甲硫基苯基、3-氯-4-三氟甲氧基苯基、2-甲基-4-三氟甲硫基苯基、2-氯-4-三氟甲硫基苯基、2-甲氧基-4-三氟甲基磺酰基苯基、2-乙基-4三氟甲硫基苯基、2-氨基羰基-4-三氟甲氧基苯基、4-氯-4-三氟甲基苯基、3-甲基-4-甲基磺酰基苯基、3-甲基-4-甲基磺酰基苯基、3-异丙基-4-甲氧基苯基、3-甲基-4-三氟甲硫基苯基、3-甲基-4-三氟甲基磺酰基苯基、2-甲基-4-三氟甲基磺酰基苯基、4-(2-氯-1,1,2-三氟乙氧基)苯基、2-溴-4-氟-5-硝基苯基、2-二甲基氨基乙基-4-氯苯基、2-二乙基氨基乙基-4,6-二甲基苯基、2-(哌啶基-N-亚甲基)-4-甲基苯基、4-甲基硫基苯基、3,5-二甲基-4-三氟甲基硫基苯基、4-(甲基乙酸酯)苯基、3-羟基-2-甲氧基羰基苯基、4-(2-萘基磺酰基)苯基、2-氯-3-吡啶基、2-硝基-4-甲基-3-吡啶基、2-硝基-4-吡啶基、2-氯-5-甲基-3-吡啶基、5-氯-2-甲基-4-三氟甲基苯基、2-硝基-3-吡啶基、2,6-二氯-4-吡啶基、3-氰基-2-甲基苯基、甲硫基苯基、乙硫基苯基、甲氧基甲基苯基、乙氧基甲基苯基、甲硫基甲基苯基、乙硫基甲基苯基、乙基苯基、正-或异-丙基苯基、正-、异-、仲-或叔-丁基苯基、三氟甲氧基苯基、二氟甲氧基苯基、二氟氯甲氧基苯基、链烯基苯基、2-(1-甲基)-丙基苯基、2-甲基-2-丙烯基苯基、1-丙烯基苯基、乙氧羰基氨基苯基、杂环基苯基、苯并噁唑基苯基、咪唑基苯基、(1H-1,2,4-三唑-1-基甲基)苯基、四唑基甲基苯基、2-[(2,2-二甲基亚联氨基)-甲基]苯基、甲氧基羰基甲基苯基、甲基氨基羰基苯基、二甲基氨基亚氨基甲基苯基、二噁嗪基甲氧基亚氨基甲基苯基、苯基苯基、苯基氨基羰基苯基、苯基羰基氨基苯基、氯苯基羰基氨基苯基、苯甲酰基苯基,以及还代表二甲基氨基羰基苯基、甲酰基苯基、羟基亚氨基甲基苯基、甲氧基亚氨基甲基苯基、乙氧基亚氨基甲基苯基或硝基苯基,其任选地在苯基环上带有一到三另外的选自甲基、乙基、正-或异-丙基、三氟甲基、氟、氯、溴、碘、甲氧基、乙氧基、正-或异-丙氧基、三氟甲氧基、二氟甲氧基和二氟氯甲氧基的取代基,或
Z代表下列基团之一: 其中,*表示各自的连结点,和
L1、L2、L3和L4是相同的或不同的并彼此独立地代表氢、卤素、氰基、硝基,代表各自具有1-6个碳原子的并且各自任选被1-5个卤原子取代的烷基、烷氧基、烷硫基、烷基亚磺酰基或烷基磺酰基,并且特别是代表氢。
5.根据权利要求1的式(I)化合物,其特征在于
Z代表3-氟苯基、4-氟苯基、3-溴苯基、4-溴苯基、2-碘苯基、3-氰基苯基、4-氰基苯基、3-甲基苯基、4-甲基苯基、3-甲氧基苯基、4-甲氧基苯基、乙氧苯基、正-或异-丙氧基苯基、正-、异-、仲-或叔-丁氧基苯基、羟基乙氧基苯基、2-三氟甲基磺酰基苯基、2-羟基苯基、2-环戊基苯基、2,3-二氟苯基、2-氯-4-氟苯基、2-乙氧基苯基、3-三氟甲基苯基、2-三氟甲基苯基、2-氟-3-三氟甲基苯基、2,4-二氟苯基、4-三氟甲硫基苯基、4-三氟甲基苯基、2-烯丙基-6-羟基苯基、3-甲酰基苯基、3-氯苯基、2-萘基、1-萘基、2-氯-3-甲基苯基、2-烯丙基苯基、2-环戊基氨基羰基氧基苯基、2-二乙基氨基羰基氧基苯基、2-羧甲基氧基苯基、2-异丙氧基苯基、2,3-二氢-2,2-二甲基苯并呋喃-7-基、1-丁烯-3-基氧基苯基、2-甲基氨基羰基氧基苯基、2-羟基-3-氟苯基、2-正丙氧基-3-氟苯基、2-苄基-3-氯苯基、2-甲基氨基-3-氯苯基、2-硝基-3-氯苯基、2-氨基-3-羟基苯基、3-正丁氧基苯基、3-甲基苯并异噁唑-4-基、2-甲基氨基羰基氨基-3-羟基苯基、2-甲基氨基羰基氨基-3-甲氧基苯基、3-羟基乙氧基苯基、2-乙酰氨基-3-羟基苯基、2-乙酰氨基-3-甲氧基苯基、2-乙氧基羰基-3-羟基苯基、2-乙氧羰基-3-甲氧基苯基、2-氧代-1,3-苯并间二氧杂环戊烯-4-基、2-羟基-3-甲酰基苯基、2-正丙氧基-3-甲酰基苯基、2-氯-3-三氟甲基苯基、2-甲氧羰基-3-羟基苯基、2-甲氧基羰基-3-甲氧基苯基、2-氨基磺酰基-3-羟基苯基、2-氨基磺酰基-3-甲氧基苯基、3-异丁基氧基苯基、2-甲氧羰基-3-氟苯基、3-四氟乙氧基苯基、3-二氟甲氧基苯基、2,2-二氟-1,3-苯并间二氧杂环戊烯-4-基、2,2,3-三氟-1,4-苯并二噁烷-5-基、2,2,3,3-四氟-1,4-苯并二噁烷-5-基、2-甲氧基-3-羟基苯基、2,3-二甲氧基苯基、2-叔丁氧基苯基、2-(2’,2’,2’-三氟乙氧基)苯基、2-(1’,1’-二氟乙基)苯基、2-(1’,1’,2’,3’,3’,3’-六氟丙氧基)苯基、2-甲氧基羰基甲氧基苯基、2-乙氧基羰基甲氧基苯基、2-(2’,2’,2’-三氯乙氧基)羰基甲氧基苯基、2-苯氧基羰基甲氧基苯基、2-苯硫基羰基甲氧基苯基、2-甲氧羰基-3-乙酰氧基苯基、2-甲氧羰基-3-三氟乙酰氧基苯基、2-甲基氨基羰基氨基-3-乙酰氧基苯基、2-甲基氨基羰基氨基-3-三氟乙酰氧基苯基、2-乙酰氨基-3-乙酰氧基苯基、2-乙酰氨基-3-三氟乙酰氧基苯基、2-乙氧羰基-3-乙酰氧基苯基、2-乙氧羰基-3-三氟乙酰氧基苯基、3-二甲基氨基苯基、2-甲基-3-硝基苯基、3,4-二氟苯基、2-甲基-4-三氟甲氧基苯基、2,4-二氯-5-三氟甲氧基苯基、2,4-双三氟甲氧基苯基、6-氯吡啶-2-基、6-甲基-吡啶-2-基、6-甲基-吡啶-3-基、3-乙基苯基、2-苄基硫基苯基、2-氯-4-三氟甲氧基苯基、2-氯-4-甲氧基苯基、2-氯-5-甲氧基苯基、3-氯-4-甲基苯基、3-甲基-4-甲硫基苯基、4-溴-2-甲基苯基、2,3,5,6-四氟苯基、3-氯-6-甲基苯基、3,5-二甲基苯基、2,6-二溴苯基、2-烯丙基-5-甲基、4-氯-3-甲基、3,4-二氯苯基、2-氯-3-三氟甲基苯基、3,5-二氯-4-甲基-2-硝基苯基、3-氯-2-氰基苯基、3-氯-2-苄基苯基、2-氰基-6-甲氧基苯基、3-氯-2-硝基苯基、3-正丁氧基苯基、2-N,N-二甲基羰基氧基苯基、2,3-二羟基苯基、3-氯-N-甲基氨基苯基、4-三氟甲氧基-2-甲基苯基、4-三氟甲基氧基-2-甲氧基苯基、2-氯-4-三氟甲基苯基、3-氯-5-甲基苯基、4-(0-甲基肟)苯基、3-(0-甲基肟)苯基、2-(0-甲基肟)苯基、4-氯-3,5-二甲基苯基、4-(4-甲基苯基磺酰基)苯基、4-(1-萘基磺酰基)苯基、2-氯-4-(苯基磺酰基)苯基、4-(苯基磺酰基)萘-1-基、2-氯-3-(2-氯苯基磺酰基)-6-甲基苯基、2-氯-4-(2-甲基苯基磺酰基)-6-甲基苯基、4-(4-乙基苯基磺酰基)苯基、4-苄基苯基、4-氯-3-(苯基磺酰基)苯基、4-氟-3-三氟甲基苯基、3-异丙基-5-甲基苯基、2-(2-甲基-2-丙烯基氧基)苯基、2-(0-甲基肟-4-三氟甲氧基)苯基、4-叔戊基苯基、4-硝基-2-(0-甲基肟)苯基、3-氯-4-甲酰基苯基、4-氟-3-三氟甲基苯基、2-氨基-5-氯-4-三氟甲基苯基、2-氯-4-苯基磺酰基-6-甲基苯基、4-(4-硝基苯硫基)苯基、3,4-二甲氧基苯基、2-氯-4-硝基苯基、2-(异丙氧基羰基氨基)苯基、4-硝基苯基、4-甲酰基-2-甲氧基苯基、2,4-二甲基-3-甲基硫基苯基、3-乙氨基-4-甲基苯基、2-二甲基氨基-4,5-二甲基苯基、3,4-二甲基苯基、4-乙基苯基、1,3,5-三甲基苯基、2-甲氧基-4-甲基苯基、2-氟-4-氯苯基、4-氟-2-甲基苯基、2-甲酰基-5-三氟甲氧基苯基、4-氯-3-氟苯基、4-氯-2-甲氧基苯基、4-氯-3-三氟甲基、4-甲硫基-2-N-吗啉基苯基、2-氰基-4-甲氧基苯基、2-氯-4-甲基磺酰基苯基、2-甲酰基-4-三氟甲硫基苯基、3-氯-4-三氟甲氧基苯基、2-甲基-4-三氟甲硫基苯基、2-氯-4-三氟甲硫基苯基、2-甲氧基-4-三氟甲基磺酰基苯基、2-乙基-4-三氟甲硫基苯基、2-氨基羰基-4-三氟甲氧基苯基、4-氯-4-三氟甲基苯基、3-甲基-4-甲基磺酰基苯基、3-甲基-4-甲基磺酰基苯基、3-异丙基-4-甲氧基苯基、3-甲基-4-三氟甲硫基苯基、3-甲基-4-三氟甲基磺酰基苯基、2-甲基-4-三氟甲基磺酰基苯基、4-(2-氯-1,1,2-三氟乙氧基)苯基、2-溴-4-氟-5-硝基苯基、2-二甲基氨基乙基-4-氯苯基、2-二乙基氨基乙基-4,6-二甲基苯基、2-(哌啶基-N-亚甲基)-4-甲基苯基、4-甲基硫基苯基、3,5-二甲基-4-三氟甲基硫基苯基、4-(甲基乙酸酯)苯基、3-羟基-2-甲氧基羰基苯基、4-(2-萘基磺酰基)苯基、2-氯-3-吡啶基、2-硝基-4-甲基-3-吡啶基、2-硝基-4-吡啶基、2-氯-5-甲基-3-吡啶基、5-氯-2-甲基-4-三氟甲基苯基、2-硝基-3-吡啶基、2,6-二氯-4-吡啶基、3-氰基-2-甲基苯基、甲硫基苯基、乙硫基苯基、甲氧基甲基苯基、乙氧基甲基苯基、甲硫基甲基苯基、乙硫基甲基苯基、乙基苯基、正-或异-丙基苯基、正-、异-、仲-或叔-丁基苯基、三氟甲氧基苯基、二氟甲氧基苯基、二氟氯甲氧基苯基、链烯基苯基、2-(1-甲基)-丙基苯基、2-甲基-2-丙烯基苯基、1-丙烯基苯基、乙氧羰基氨基苯基、杂环基苯基、苯并噁唑基苯基、咪唑基苯基、(1H-1,2,4-三唑-1-基甲基)苯基、四唑基甲基苯基、2-[(2,2-二甲基亚联氨基)-甲基]苯基、甲氧基羰基甲基苯基、甲基氨基羰基苯基、二甲基氨基亚氨基甲基苯基、二噁嗪基甲氧基亚氨基甲基苯基、苯基苯基、苯基氨基羰基苯基、苯基羰基氨基苯基、氯苯基羰基氨基苯基、苯甲酰基苯基,以及还代表二甲基氨基羰基苯基、甲酰基苯基、羟基亚氨基甲基苯基、甲氧基亚氨基甲基苯基、乙氧基亚氨基甲基苯基或硝基苯基,其任选地在苯基环上带有一到三另外的选自甲基、乙基、正-或异-丙基、三氟甲基、氟、氯、溴、碘、甲氧基、乙氧基、正-或异-丙氧基、三氟甲氧基、二氟甲氧基和二氟氯甲氧基的取代基,或
L1、L2、L3和L4各代表氢。
6.含有扩充剂和/或载体以及任选地表面活性剂的组合物,其特征在于,它们含有至少一种权利要求1-5中所定义的化合物。
7.防治害虫的方法,其特征在于,使权利要求1-5中所定义的化合物或权利要求6中所定义的组合物作用于害虫和/或其栖息地。
8.权利要求1-5中所定义的化合物或权利要求6中所定义的组合物防治害虫的应用。
11.根据权利要求10的方法,其特征在于,为了制备式(I)化合物,就每摩尔式(II)的2-(2-羟基-苯基)-2-甲氧基亚氨基-乙酰胺而言,使用0.5-15摩尔的式(III)的取代的卤代嘧啶。
12.根据权利要求10的方法,其特征在于,为了制备式(I)化合物,就每摩尔式(IV)的苯氧基嘧啶而言,使用0.5-15摩尔的式(V)的环状化合物。
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19927913 | 1999-06-18 | ||
DE19927913.6 | 1999-06-18 | ||
DE10006210A DE10006210A1 (de) | 1999-06-18 | 2000-02-11 | Phenoxyfluorpyrimidine |
DE10006210.5 | 2000-02-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1356988A true CN1356988A (zh) | 2002-07-03 |
Family
ID=26004306
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 00809151 Pending CN1356988A (zh) | 1999-06-18 | 2000-06-06 | 苯氧基氟代嘧啶类化合物 |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1194417A1 (zh) |
JP (1) | JP2003502408A (zh) |
CN (1) | CN1356988A (zh) |
AU (1) | AU6687900A (zh) |
BR (1) | BR0012291A (zh) |
PL (1) | PL352285A1 (zh) |
WO (1) | WO2000078733A1 (zh) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102933206A (zh) * | 2010-04-07 | 2013-02-13 | 弗特克斯药品有限公司 | 3-(6-(1-(2,2-二氟苯并[d][1,3]二氧杂环戊烯-5-基)环丙烷甲酰胺基)-3-甲基吡啶-2-基)苯甲酸的固体形式 |
US9725440B2 (en) | 2007-05-09 | 2017-08-08 | Vertex Pharmaceuticals Incorporated | Modulators of CFTR |
US9751890B2 (en) | 2008-02-28 | 2017-09-05 | Vertex Pharmaceuticals Incorporated | Heteroaryl derivatives as CFTR modulators |
US9776968B2 (en) | 2007-12-07 | 2017-10-03 | Vertex Pharmaceuticals Incorporated | Processes for producing cycloalkylcarboxamido-pyridine benzoic acids |
US9840499B2 (en) | 2007-12-07 | 2017-12-12 | Vertex Pharmaceuticals Incorporated | Solid forms of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid |
US10076513B2 (en) | 2010-04-07 | 2018-09-18 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions of 3-(6-(1-(2,2-difluorobenzo[D][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid and administration thereof |
US10231932B2 (en) | 2013-11-12 | 2019-03-19 | Vertex Pharmaceuticals Incorporated | Process of preparing pharmaceutical compositions for the treatment of CFTR mediated diseases |
US10302602B2 (en) | 2014-11-18 | 2019-05-28 | Vertex Pharmaceuticals Incorporated | Process of conducting high throughput testing high performance liquid chromatography |
US10626111B2 (en) | 2004-01-30 | 2020-04-21 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19955130A1 (de) | 1999-11-17 | 2001-05-23 | Bayer Ag | Hydroxamsäurederivate |
DE10211428A1 (de) * | 2002-03-15 | 2003-10-23 | Bayer Ag | Bekämpfung von Parasiten an Tieren durch Halogenpyrimidine |
ATE524741T1 (de) | 2002-12-19 | 2011-09-15 | Scripps Research Inst | Zusammensetzungen und verwendungen zur stabilisierung von transthyretin und zur hemmung von transthyretin-fehlfaltung |
JP2007538103A (ja) | 2004-05-20 | 2007-12-27 | ザ スクリップス リサーチ インスティテュート | トランスサイレチン安定化 |
CN100443463C (zh) * | 2005-06-28 | 2008-12-17 | 沈阳化工研究院 | 取代的对三氟甲基苯醚类化合物及其制备与应用 |
WO2013038351A1 (en) | 2011-09-16 | 2013-03-21 | Pfizer Inc. | Solid forms of a transthyretin dissociation inhibitor |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4340181A1 (de) * | 1993-11-25 | 1995-06-01 | Bayer Ag | 3-Methoxy-2-phenyl-acrylsäuremethylester |
GB9404375D0 (en) * | 1994-03-07 | 1994-04-20 | Zeneca Ltd | Fungicides |
DE19646407A1 (de) * | 1996-11-11 | 1998-05-14 | Bayer Ag | Halogenpyrimidine |
DE19739982A1 (de) * | 1996-12-10 | 1998-06-18 | Bayer Ag | Fungizide Wirkstoffkombinationen |
DE19723195A1 (de) * | 1997-06-03 | 1998-12-10 | Bayer Ag | Fluormethoximinoverbindungen |
DE19925780A1 (de) * | 1998-08-17 | 2000-02-24 | Bayer Ag | Methoxyiminophenylessigsäureamide |
-
2000
- 2000-06-06 JP JP2001504899A patent/JP2003502408A/ja active Pending
- 2000-06-06 PL PL35228500A patent/PL352285A1/xx not_active Application Discontinuation
- 2000-06-06 WO PCT/EP2000/005161 patent/WO2000078733A1/de not_active Application Discontinuation
- 2000-06-06 BR BR0012291-2A patent/BR0012291A/pt not_active Application Discontinuation
- 2000-06-06 CN CN 00809151 patent/CN1356988A/zh active Pending
- 2000-06-06 EP EP00954416A patent/EP1194417A1/de not_active Withdrawn
- 2000-06-06 AU AU66879/00A patent/AU6687900A/en not_active Abandoned
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10626111B2 (en) | 2004-01-30 | 2020-04-21 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US11084804B2 (en) | 2005-11-08 | 2021-08-10 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US9725440B2 (en) | 2007-05-09 | 2017-08-08 | Vertex Pharmaceuticals Incorporated | Modulators of CFTR |
US9776968B2 (en) | 2007-12-07 | 2017-10-03 | Vertex Pharmaceuticals Incorporated | Processes for producing cycloalkylcarboxamido-pyridine benzoic acids |
US9840499B2 (en) | 2007-12-07 | 2017-12-12 | Vertex Pharmaceuticals Incorporated | Solid forms of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid |
US10597384B2 (en) | 2007-12-07 | 2020-03-24 | Vertex Pharmaceuticals Incorporated | Solid forms of 3-(6-(1-(2,2-difluorobenzo[D][1,3]dioxol-5-yl)cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid |
US9751890B2 (en) | 2008-02-28 | 2017-09-05 | Vertex Pharmaceuticals Incorporated | Heteroaryl derivatives as CFTR modulators |
CN102933206A (zh) * | 2010-04-07 | 2013-02-13 | 弗特克斯药品有限公司 | 3-(6-(1-(2,2-二氟苯并[d][1,3]二氧杂环戊烯-5-基)环丙烷甲酰胺基)-3-甲基吡啶-2-基)苯甲酸的固体形式 |
US10076513B2 (en) | 2010-04-07 | 2018-09-18 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions of 3-(6-(1-(2,2-difluorobenzo[D][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid and administration thereof |
US11052075B2 (en) | 2010-04-07 | 2021-07-06 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid and administration thereof |
US10231932B2 (en) | 2013-11-12 | 2019-03-19 | Vertex Pharmaceuticals Incorporated | Process of preparing pharmaceutical compositions for the treatment of CFTR mediated diseases |
US10302602B2 (en) | 2014-11-18 | 2019-05-28 | Vertex Pharmaceuticals Incorporated | Process of conducting high throughput testing high performance liquid chromatography |
Also Published As
Publication number | Publication date |
---|---|
WO2000078733A1 (de) | 2000-12-28 |
BR0012291A (pt) | 2002-03-26 |
AU6687900A (en) | 2001-01-09 |
JP2003502408A (ja) | 2003-01-21 |
EP1194417A1 (de) | 2002-04-10 |
PL352285A1 (en) | 2003-08-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1122028C (zh) | 异噻唑甲酰胺和其保护植物的用途 | |
CN1205202C (zh) | 作为杀虫剂的n-碳酰苯胺 | |
CN1130348C (zh) | 吡唑甲酰苯胺类杀真菌剂 | |
CN100503586C (zh) | 二氟甲基噻唑基甲酰苯胺 | |
CN1324005C (zh) | 苯基苯酰胺 | |
CN1671709A (zh) | 吡唑并嘧啶和其用于防治有害生物的用途 | |
CN1444564A (zh) | 联苯甲酰胺类化合物 | |
CN1073100C (zh) | 酰化的5-氨基-1,2,4-噻二唑 | |
CN1144795C (zh) | 异噻唑甲酰胺 | |
CN1121399C (zh) | 异噻唑羧酸衍生物 | |
CN1356988A (zh) | 苯氧基氟代嘧啶类化合物 | |
JP2004516296A (ja) | トリアゾロピリミジン類 | |
CN1213050C (zh) | 氧杂双环[2.2.1]庚烷衍生物,其制备方法和作为农药的用途 | |
CN1152875C (zh) | 环氧乙烷基三唑啉硫酮及其作为杀微生物剂的用途 | |
CN1856249A (zh) | 用作杀虫剂的吡啶基嘧啶类化合物 | |
CN1329611A (zh) | 具有杀虫作用的苯基乙酸杂环基酰胺 | |
CN1310926C (zh) | 邻苯二甲酰胺类化合物、它们的制备方法和它们作为杀虫剂的应用 | |
CN1505632A (zh) | 三唑并嘧啶化合物 | |
CN1214015C (zh) | 2-[2-(1-氯环丙基)-3-(2-氯苯基)基-2-羟丙基]-2,4-二氢-[1,2,4]-三唑-3-硫酮的(-)对映体 | |
CN1200933C (zh) | 取代n-苯甲酰基-n′-(四唑苯基)-脲及其作为除虫杀菌剂的应用 | |
CN1347412A (zh) | 芳氧基二噻唑二氧化物 | |
CN1745067A (zh) | 联苯羧酰胺类化合物 | |
CN1227551A (zh) | 作为杀真菌剂的n-磺酰基咪唑 | |
CN1264367A (zh) | 硝基苯基-磺酰基-咪唑及其防治植物和动物害虫的应用 | |
CN1316990A (zh) | 甲氧基亚氨基苯基乙酰胺 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |