CN1930157B - 甲硅烷基化甲酰胺 - Google Patents
甲硅烷基化甲酰胺 Download PDFInfo
- Publication number
- CN1930157B CN1930157B CN2005800082388A CN200580008238A CN1930157B CN 1930157 B CN1930157 B CN 1930157B CN 2005800082388 A CN2005800082388 A CN 2005800082388A CN 200580008238 A CN200580008238 A CN 200580008238A CN 1930157 B CN1930157 B CN 1930157B
- Authority
- CN
- China
- Prior art keywords
- represent
- formula
- alkyl
- group
- chlorine
- 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.)
- Expired - Fee Related
Links
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 43
- 150000003857 carboxamides Chemical class 0.000 claims abstract description 17
- -1 methylidene, ethyl Chemical group 0.000 claims description 180
- 239000000460 chlorine Substances 0.000 claims description 133
- 229910052801 chlorine Inorganic materials 0.000 claims description 133
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 132
- 229910052731 fluorine Inorganic materials 0.000 claims description 132
- 239000011737 fluorine Substances 0.000 claims description 131
- 239000001257 hydrogen Substances 0.000 claims description 112
- 229910052739 hydrogen Inorganic materials 0.000 claims description 112
- 150000002431 hydrogen Chemical class 0.000 claims description 94
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 76
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 76
- 229910052794 bromium Inorganic materials 0.000 claims description 76
- 150000001875 compounds Chemical class 0.000 claims description 64
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 59
- 125000001246 bromo group Chemical group Br* 0.000 claims description 49
- 125000005843 halogen group Chemical group 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 150000002367 halogens Chemical class 0.000 claims description 34
- 241000233866 Fungi Species 0.000 claims description 31
- 238000002360 preparation method Methods 0.000 claims description 31
- 125000000623 heterocyclic group Chemical group 0.000 claims description 23
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 23
- 150000001412 amines Chemical class 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 239000013543 active substance Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims description 10
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 230000003032 phytopathogenic effect Effects 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- 239000000945 filler Substances 0.000 claims description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 3
- 229910052740 iodine Inorganic materials 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 2
- WHLUQAYNVOGZST-UHFFFAOYSA-N tifenamil Chemical class C=1C=CC=CC=1C(C(=O)SCCN(CC)CC)C1=CC=CC=C1 WHLUQAYNVOGZST-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 7
- 239000000463 material Substances 0.000 abstract description 19
- 244000005700 microbiome Species 0.000 abstract description 16
- 239000000543 intermediate Substances 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 230000002265 prevention Effects 0.000 abstract 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 121
- 241000196324 Embryophyta Species 0.000 description 84
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 73
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 71
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 41
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 38
- 230000001580 bacterial effect Effects 0.000 description 34
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 33
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 32
- 125000003545 alkoxy group Chemical group 0.000 description 21
- 125000004093 cyano group Chemical group *C#N 0.000 description 19
- 238000012360 testing method Methods 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 14
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 125000000753 cycloalkyl group Chemical group 0.000 description 14
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 14
- 239000003995 emulsifying agent Substances 0.000 description 14
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 description 14
- 239000002585 base Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 12
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- 241000894006 Bacteria Species 0.000 description 12
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 11
- 240000008042 Zea mays Species 0.000 description 11
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 11
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 11
- 235000005822 corn Nutrition 0.000 description 11
- 241000233679 Peronosporaceae Species 0.000 description 10
- 125000004414 alkyl thio group Chemical group 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 10
- 239000002994 raw material Substances 0.000 description 10
- 241000220225 Malus Species 0.000 description 9
- 235000011430 Malus pumila Nutrition 0.000 description 9
- 235000015103 Malus silvestris Nutrition 0.000 description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 9
- 239000005864 Sulphur Substances 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229920000742 Cotton Polymers 0.000 description 8
- 244000299507 Gossypium hirsutum Species 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 108090000623 proteins and genes Proteins 0.000 description 8
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 7
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 7
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 7
- 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 7
- 239000003112 inhibitor Substances 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- 241000223600 Alternaria Species 0.000 description 6
- 244000068988 Glycine max Species 0.000 description 6
- 235000010469 Glycine max Nutrition 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 6
- 241000209140 Triticum Species 0.000 description 6
- 235000021307 Triticum Nutrition 0.000 description 6
- 150000001345 alkine derivatives Chemical class 0.000 description 6
- 125000002877 alkyl aryl group Chemical group 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 6
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 6
- NBVXSUQYWXRMNV-UHFFFAOYSA-N monofluoromethane Natural products FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 6
- 230000001717 pathogenic effect Effects 0.000 description 6
- 229920000151 polyglycol Polymers 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- 241000238631 Hexapoda Species 0.000 description 5
- 241000896242 Podosphaera Species 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000009395 breeding Methods 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
- 201000010099 disease Diseases 0.000 description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 5
- 230000000857 drug effect Effects 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000009261 transgenic effect Effects 0.000 description 5
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 description 5
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 description 4
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 4
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- QDFXRVAOBHEBGJ-UHFFFAOYSA-N 3-(cyclononen-1-yl)-4,5,6,7,8,9-hexahydro-1h-diazonine Chemical compound C1CCCCCCC=C1C1=NNCCCCCC1 QDFXRVAOBHEBGJ-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 241000228212 Aspergillus Species 0.000 description 4
- 241000228245 Aspergillus niger Species 0.000 description 4
- 241001465180 Botrytis Species 0.000 description 4
- 239000005885 Buprofezin Substances 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 241000589516 Pseudomonas Species 0.000 description 4
- 241000221300 Puccinia 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 244000061456 Solanum tuberosum Species 0.000 description 4
- 235000002595 Solanum tuberosum Nutrition 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 235000009754 Vitis X bourquina Nutrition 0.000 description 4
- 235000012333 Vitis X labruscana Nutrition 0.000 description 4
- 240000006365 Vitis vinifera Species 0.000 description 4
- 235000014787 Vitis vinifera Nutrition 0.000 description 4
- 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 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 4
- 239000005557 antagonist Substances 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- VNKBTWQZTQIWDV-UHFFFAOYSA-N azamethiphos Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=O)(OC)OC)C2=N1 VNKBTWQZTQIWDV-UHFFFAOYSA-N 0.000 description 4
- 230000001488 breeding effect Effects 0.000 description 4
- 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 4
- KXRPCFINVWWFHQ-UHFFFAOYSA-N cadusafos Chemical compound CCC(C)SP(=O)(OCC)SC(C)CC KXRPCFINVWWFHQ-UHFFFAOYSA-N 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 235000013339 cereals Nutrition 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 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 4
- 244000038559 crop plants Species 0.000 description 4
- SCKHCCSZFPSHGR-UHFFFAOYSA-N cyanophos Chemical compound COP(=S)(OC)OC1=CC=C(C#N)C=C1 SCKHCCSZFPSHGR-UHFFFAOYSA-N 0.000 description 4
- 239000012973 diazabicyclooctane Substances 0.000 description 4
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 239000012770 industrial material Substances 0.000 description 4
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 4
- UGWALRUNBSBTGI-ZKMZRDRYSA-N kadethrin Chemical compound C(/[C@@H]1C([C@@H]1C(=O)OCC=1C=C(CC=2C=CC=CC=2)OC=1)(C)C)=C1/CCSC1=O UGWALRUNBSBTGI-ZKMZRDRYSA-N 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 4
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 4
- 229940031815 mycocide Drugs 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- XAMUDJHXFNRLCY-UHFFFAOYSA-N phenthoate Chemical compound CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1 XAMUDJHXFNRLCY-UHFFFAOYSA-N 0.000 description 4
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 description 4
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- ZRNSSRODJSSVEJ-UHFFFAOYSA-N 2-methylpentacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(C)C ZRNSSRODJSSVEJ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 description 3
- 239000005660 Abamectin Substances 0.000 description 3
- 241000193830 Bacillus <bacterium> Species 0.000 description 3
- 241000193388 Bacillus thuringiensis Species 0.000 description 3
- 241000221198 Basidiomycota Species 0.000 description 3
- 241000123650 Botrytis cinerea Species 0.000 description 3
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 3
- 235000007516 Chrysanthemum Nutrition 0.000 description 3
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 3
- 241000228437 Cochliobolus Species 0.000 description 3
- 240000008067 Cucumis sativus Species 0.000 description 3
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 3
- LRNJHZNPJSPMGK-UHFFFAOYSA-N Cyanofenphos Chemical compound C=1C=CC=CC=1P(=S)(OCC)OC1=CC=C(C#N)C=C1 LRNJHZNPJSPMGK-UHFFFAOYSA-N 0.000 description 3
- 239000005946 Cypermethrin Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 241000237858 Gastropoda Species 0.000 description 3
- 239000005562 Glyphosate Substances 0.000 description 3
- 244000061176 Nicotiana tabacum Species 0.000 description 3
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 241000228453 Pyrenophora Species 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 241000722133 Tilletia Species 0.000 description 3
- 241000221576 Uromyces Species 0.000 description 3
- 241000221566 Ustilago Species 0.000 description 3
- 241000700605 Viruses Species 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 150000003851 azoles Chemical class 0.000 description 3
- 229940097012 bacillus thuringiensis Drugs 0.000 description 3
- 239000003899 bactericide agent Substances 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 3
- 239000005068 cooling lubricant Substances 0.000 description 3
- 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 3
- 229960005424 cypermethrin Drugs 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
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 3
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 238000003810 ethyl acetate extraction Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 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 3
- 229940097068 glyphosate Drugs 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 150000005826 halohydrocarbons Chemical class 0.000 description 3
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000011081 inoculation Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 3
- 229960000490 permethrin Drugs 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 230000008635 plant growth Effects 0.000 description 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 3
- FBQQHUGEACOBDN-UHFFFAOYSA-N quinomethionate Chemical compound N1=C2SC(=O)SC2=NC2=CC(C)=CC=C21 FBQQHUGEACOBDN-UHFFFAOYSA-N 0.000 description 3
- 229940108410 resmethrin Drugs 0.000 description 3
- 230000027756 respiratory electron transport chain Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000005936 tau-Fluvalinate Substances 0.000 description 3
- 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 3
- 229930192474 thiophene Natural products 0.000 description 3
- 239000003053 toxin Substances 0.000 description 3
- 231100000765 toxin Toxicity 0.000 description 3
- ZCVAOQKBXKSDMS-PVAVHDDUSA-N (+)-trans-(S)-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-PVAVHDDUSA-N 0.000 description 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 2
- CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,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)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 description 2
- SBNFWQZLDJGRLK-RTWAWAEBSA-N (1R)-trans-phenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-RTWAWAEBSA-N 0.000 description 2
- ZXQYGBMAQZUVMI-RDDWSQKMSA-N (1S)-cis-(alphaR)-cyhalothrin Chemical compound CC1(C)[C@H](\C=C(/Cl)C(F)(F)F)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-RDDWSQKMSA-N 0.000 description 2
- YATDSXRLIUJOQN-SVRRBLITSA-N (2,3,4,5,6-pentafluorophenyl)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=C(F)C(F)=C(F)C(F)=C1F YATDSXRLIUJOQN-SVRRBLITSA-N 0.000 description 2
- MIZYPRIEDMSCAC-UHFFFAOYSA-N (2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2,3,3-tetramethylcyclopropane-1-carboxylate Chemical compound CC1=C(CC=C)C(=O)CC1OC(=O)C1C(C)(C)C1(C)C MIZYPRIEDMSCAC-UHFFFAOYSA-N 0.000 description 2
- LZTIMERBDGGAJD-SNAWJCMRSA-N (2e)-2-(nitromethylidene)-1,3-thiazinane Chemical compound [O-][N+](=O)\C=C1/NCCCS1 LZTIMERBDGGAJD-SNAWJCMRSA-N 0.000 description 2
- 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 2
- 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 2
- CSWBSLXBXRFNST-MQQKCMAXSA-N (8e,10e)-dodeca-8,10-dien-1-ol Chemical compound C\C=C\C=C\CCCCCCCO CSWBSLXBXRFNST-MQQKCMAXSA-N 0.000 description 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 2
- 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 2
- FZRBKIRIBLNOAM-UHFFFAOYSA-N (E,E)-2-propynyl 3,7,11-trimethyl-2,4-dodecadienoate Chemical compound CC(C)CCCC(C)CC=CC(C)=CC(=O)OCC#C FZRBKIRIBLNOAM-UHFFFAOYSA-N 0.000 description 2
- IQVNEKKDSLOHHK-FNCQTZNRSA-N (E,E)-hydramethylnon Chemical compound N1CC(C)(C)CNC1=NN=C(/C=C/C=1C=CC(=CC=1)C(F)(F)F)\C=C\C1=CC=C(C(F)(F)F)C=C1 IQVNEKKDSLOHHK-FNCQTZNRSA-N 0.000 description 2
- 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 2
- 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 2
- 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 2
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 description 2
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 2
- JTHMHWAHAKLCKT-UHFFFAOYSA-N 2,6-difluoro-n-[[4-(trifluoromethyl)phenyl]carbamoyl]benzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(C(F)(F)F)C=C1 JTHMHWAHAKLCKT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 description 2
- AVGVFDSUDIUXEU-UHFFFAOYSA-N 2-octyl-1,2-thiazolidin-3-one Chemical compound CCCCCCCCN1SCCC1=O AVGVFDSUDIUXEU-UHFFFAOYSA-N 0.000 description 2
- 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 2
- AUQAUAIUNJIIEP-UHFFFAOYSA-N 3,4,5-trimethylphenyl methylcarbamate Chemical compound CNC(=O)OC1=CC(C)=C(C)C(C)=C1 AUQAUAIUNJIIEP-UHFFFAOYSA-N 0.000 description 2
- MLDVVJZNWASRQL-UHFFFAOYSA-N 4-diethoxyphosphinothioyloxy-n,n,6-trimethylpyrimidin-2-amine Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(N(C)C)=N1 MLDVVJZNWASRQL-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VSVKOUBCDZYAQY-UHFFFAOYSA-N 7-chloro-1,2-benzothiazole Chemical compound ClC1=CC=CC2=C1SN=C2 VSVKOUBCDZYAQY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000005875 Acetamiprid Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- 102000012440 Acetylcholinesterase Human genes 0.000 description 2
- 108010022752 Acetylcholinesterase Proteins 0.000 description 2
- 239000005652 Acrinathrin Substances 0.000 description 2
- YRRKLBAKDXSTNC-UHFFFAOYSA-N Aldicarb sulfonyl Natural products CNC(=O)ON=CC(C)(C)S(C)(=O)=O YRRKLBAKDXSTNC-UHFFFAOYSA-N 0.000 description 2
- YRRKLBAKDXSTNC-WEVVVXLNSA-N Aldoxycarb Chemical compound CNC(=O)O\N=C\C(C)(C)S(C)(=O)=O YRRKLBAKDXSTNC-WEVVVXLNSA-N 0.000 description 2
- FBEHFRAORPEGFH-UHFFFAOYSA-N Allyxycarb Chemical compound CNC(=O)OC1=CC(C)=C(N(CC=C)CC=C)C(C)=C1 FBEHFRAORPEGFH-UHFFFAOYSA-N 0.000 description 2
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
- 239000005695 Ammonium acetate Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 101100132433 Arabidopsis thaliana VIII-1 gene Proteins 0.000 description 2
- 241000235349 Ascomycota Species 0.000 description 2
- 241001225321 Aspergillus fumigatus Species 0.000 description 2
- 241000223651 Aureobasidium Species 0.000 description 2
- 241000223678 Aureobasidium pullulans Species 0.000 description 2
- 239000005884 Beta-Cyfluthrin Substances 0.000 description 2
- 239000005653 Bifenazate Substances 0.000 description 2
- 239000005874 Bifenthrin Substances 0.000 description 2
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 2
- 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 2
- SLZWBCGZQRRUNG-UHFFFAOYSA-N Butacarb Chemical compound CNC(=O)OC1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1 SLZWBCGZQRRUNG-UHFFFAOYSA-N 0.000 description 2
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 2
- 241000222122 Candida albicans Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- VEDTXTNSFWUXGQ-UHFFFAOYSA-N Carbophenothion Chemical compound CCOP(=S)(OCC)SCSC1=CC=C(Cl)C=C1 VEDTXTNSFWUXGQ-UHFFFAOYSA-N 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
- STUSTWKEFDQFFZ-UHFFFAOYSA-N Chlordimeform Chemical compound CN(C)C=NC1=CC=C(Cl)C=C1C STUSTWKEFDQFFZ-UHFFFAOYSA-N 0.000 description 2
- 108010009685 Cholinergic Receptors Proteins 0.000 description 2
- 241001600093 Coniophora Species 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 2
- 239000005752 Copper oxychloride Substances 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- 241000371644 Curvularia ravenelii Species 0.000 description 2
- 239000005892 Deltamethrin Substances 0.000 description 2
- MUMQYXACQUZOFP-UHFFFAOYSA-N Dialifor Chemical compound C1=CC=C2C(=O)N(C(CCl)SP(=S)(OCC)OCC)C(=O)C2=C1 MUMQYXACQUZOFP-UHFFFAOYSA-N 0.000 description 2
- WGOWCPGHOCIHBW-UHFFFAOYSA-N Dichlofenthion Chemical compound CCOP(=S)(OCC)OC1=CC=C(Cl)C=C1Cl WGOWCPGHOCIHBW-UHFFFAOYSA-N 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
- 239000005893 Diflubenzuron Substances 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- HDWLUGYOLUHEMN-UHFFFAOYSA-N Dinobuton Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)OC(C)C HDWLUGYOLUHEMN-UHFFFAOYSA-N 0.000 description 2
- YUGWDVYLFSETPE-JLHYYAGUSA-N Empenthrin Chemical compound CC\C=C(/C)C(C#C)OC(=O)C1C(C=C(C)C)C1(C)C YUGWDVYLFSETPE-JLHYYAGUSA-N 0.000 description 2
- 241000588698 Erwinia Species 0.000 description 2
- 241000221785 Erysiphales Species 0.000 description 2
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical group O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
- 241000588722 Escherichia Species 0.000 description 2
- FGIWFCGDPUIBEZ-UHFFFAOYSA-N Etrimfos Chemical compound CCOC1=CC(OP(=S)(OC)OC)=NC(CC)=N1 FGIWFCGDPUIBEZ-UHFFFAOYSA-N 0.000 description 2
- 239000005958 Fenamiphos (aka phenamiphos) Substances 0.000 description 2
- 239000005656 Fenazaquin Substances 0.000 description 2
- HMIBKHHNXANVHR-UHFFFAOYSA-N Fenothiocarb Chemical compound CN(C)C(=O)SCCCCOC1=CC=CC=C1 HMIBKHHNXANVHR-UHFFFAOYSA-N 0.000 description 2
- 239000005898 Fenoxycarb Substances 0.000 description 2
- PNVJTZOFSHSLTO-UHFFFAOYSA-N Fenthion Chemical compound COP(=S)(OC)OC1=CC=C(SC)C(C)=C1 PNVJTZOFSHSLTO-UHFFFAOYSA-N 0.000 description 2
- 239000005900 Flonicamid Substances 0.000 description 2
- KVKHBPGBGOVMBN-PWLVHAGJSA-N Flubenzimine Chemical compound C=1C=CC=CC=1N/1C(=N/C(F)(F)F)/S\C(=N/C(F)(F)F)\C\1=N/C1=CC=CC=C1 KVKHBPGBGOVMBN-PWLVHAGJSA-N 0.000 description 2
- 239000005948 Formetanate Substances 0.000 description 2
- AIKKULXCBHRFOS-UHFFFAOYSA-N Formothion Chemical compound COP(=S)(OC)SCC(=O)N(C)C=O AIKKULXCBHRFOS-UHFFFAOYSA-N 0.000 description 2
- MVBGKYGTNGPFHT-UHFFFAOYSA-N Fosmethilan Chemical compound COP(=S)(OC)SCN(C(=O)CCC)C1=CC=CC=C1Cl MVBGKYGTNGPFHT-UHFFFAOYSA-N 0.000 description 2
- 241000223218 Fusarium Species 0.000 description 2
- 239000005661 Hexythiazox Substances 0.000 description 2
- LFVLUOAHQIVABZ-UHFFFAOYSA-N Iodofenphos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(I)C=C1Cl LFVLUOAHQIVABZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 241000222418 Lentinus Species 0.000 description 2
- 241000222451 Lentinus tigrinus Species 0.000 description 2
- 241000228456 Leptosphaeria Species 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000005949 Malathion Substances 0.000 description 2
- 239000002169 Metam Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- NTAHCMPOMKHKEU-AATRIKPKSA-N Methacrifos Chemical compound COC(=O)C(\C)=C\OP(=S)(OC)OC NTAHCMPOMKHKEU-AATRIKPKSA-N 0.000 description 2
- 239000005951 Methiocarb Substances 0.000 description 2
- 239000005916 Methomyl Substances 0.000 description 2
- 239000005917 Methoxyfenozide Substances 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
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- LTMQQEMGRMBUSL-UHFFFAOYSA-N Metoxadiazone Chemical compound O=C1OC(OC)=NN1C1=CC=CC=C1OC LTMQQEMGRMBUSL-UHFFFAOYSA-N 0.000 description 2
- CMEWLCATCRTSGF-UHFFFAOYSA-N N,N-dimethyl-4-nitrosoaniline Chemical compound CN(C)C1=CC=C(N=O)C=C1 CMEWLCATCRTSGF-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- 241000244206 Nematoda Species 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 241000233654 Oomycetes Species 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 239000005950 Oxamyl Substances 0.000 description 2
- 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 2
- 241001236817 Paecilomyces <Clavicipitaceae> Species 0.000 description 2
- 241000736122 Parastagonospora nodorum Species 0.000 description 2
- 241000228143 Penicillium Species 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 239000005921 Phosmet Substances 0.000 description 2
- 241000233622 Phytophthora infestans Species 0.000 description 2
- 241001503436 Plasmodiophora brassicae Species 0.000 description 2
- 241000317981 Podosphaera fuliginea Species 0.000 description 2
- 241001337928 Podosphaera leucotricha Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- DTAPQAJKAFRNJB-UHFFFAOYSA-N Promecarb Chemical compound CNC(=O)OC1=CC(C)=CC(C(C)C)=C1 DTAPQAJKAFRNJB-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QTXHFDHVLBDJIO-UHFFFAOYSA-N Prothoate Chemical compound CCOP(=S)(OCC)SCC(=O)NC(C)C QTXHFDHVLBDJIO-UHFFFAOYSA-N 0.000 description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 2
- 239000005663 Pyridaben Substances 0.000 description 2
- 241000220324 Pyrus Species 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- OUNSASXJZHBGAI-UHFFFAOYSA-N Salithion Chemical compound C1=CC=C2OP(OC)(=S)OCC2=C1 OUNSASXJZHBGAI-UHFFFAOYSA-N 0.000 description 2
- 241000221662 Sclerotinia Species 0.000 description 2
- 241001533598 Septoria Species 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 241000579741 Sphaerotheca <fungi> Species 0.000 description 2
- 241000191940 Staphylococcus Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 229940100389 Sulfonylurea Drugs 0.000 description 2
- 239000005658 Tebufenpyrad Substances 0.000 description 2
- 239000005939 Tefluthrin Substances 0.000 description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- 208000002474 Tinea Diseases 0.000 description 2
- 241000223259 Trichoderma Species 0.000 description 2
- 241000223238 Trichophyton Species 0.000 description 2
- 241000228452 Venturia inaequalis Species 0.000 description 2
- 241000082085 Verticillium <Phyllachorales> Species 0.000 description 2
- GBAWQJNHVWMTLU-RQJHMYQMSA-N [(1R,5S)-7-chloro-6-bicyclo[3.2.0]hepta-2,6-dienyl] dimethyl phosphate Chemical compound C1=CC[C@@H]2C(OP(=O)(OC)OC)=C(Cl)[C@@H]21 GBAWQJNHVWMTLU-RQJHMYQMSA-N 0.000 description 2
- QQODLKZGRKWIFG-RUTXASTPSA-N [(R)-cyano-(4-fluoro-3-phenoxyphenyl)methyl] (1S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-RUTXASTPSA-N 0.000 description 2
- FZSVSABTBYGOQH-XFFZJAGNSA-N [(e)-(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] n-methylcarbamate Chemical compound CNC(=O)O\N=C(C(C)(C)C)\CSC FZSVSABTBYGOQH-XFFZJAGNSA-N 0.000 description 2
- 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 2
- 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 2
- 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 2
- 241000222126 [Candida] glabrata Species 0.000 description 2
- YXWCBRDRVXHABN-JCMHNJIXSA-N [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-[(z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound C=1C=C(F)C(OC=2C=CC=CC=2)=CC=1C(C#N)OC(=O)C1C(C)(C)C1\C=C(/Cl)C1=CC=C(Cl)C=C1 YXWCBRDRVXHABN-JCMHNJIXSA-N 0.000 description 2
- 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 2
- 239000000642 acaricide Substances 0.000 description 2
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 description 2
- 102000034337 acetylcholine receptors Human genes 0.000 description 2
- 229940022698 acetylcholinesterase Drugs 0.000 description 2
- YLFSVIMMRPNPFK-WEQBUNFVSA-N acrinathrin Chemical compound CC1(C)[C@@H](\C=C/C(=O)OC(C(F)(F)F)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YLFSVIMMRPNPFK-WEQBUNFVSA-N 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 239000000556 agonist Substances 0.000 description 2
- 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 2
- QGLZXHRNAYXIBU-WEVVVXLNSA-N aldicarb Chemical compound CNC(=O)O\N=C\C(C)(C)SC QGLZXHRNAYXIBU-WEVVVXLNSA-N 0.000 description 2
- 229910000102 alkali metal hydride Inorganic materials 0.000 description 2
- 150000008046 alkali metal hydrides Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 125000004450 alkenylene group Chemical group 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 125000001118 alkylidene group Chemical group 0.000 description 2
- 125000004419 alkynylene 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
- 229940024113 allethrin Drugs 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- IMIDOCRTMDIQIJ-UHFFFAOYSA-N aminocarb Chemical compound CNC(=O)OC1=CC=C(N(C)C)C(C)=C1 IMIDOCRTMDIQIJ-UHFFFAOYSA-N 0.000 description 2
- 229960002587 amitraz Drugs 0.000 description 2
- QXAITBQSYVNQDR-ZIOPAAQOSA-N amitraz Chemical compound C=1C=C(C)C=C(C)C=1/N=C/N(C)\C=N\C1=CC=C(C)C=C1C QXAITBQSYVNQDR-ZIOPAAQOSA-N 0.000 description 2
- 235000019257 ammonium acetate Nutrition 0.000 description 2
- 229940043376 ammonium acetate Drugs 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 230000001857 anti-mycotic effect Effects 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 229940091771 aspergillus fumigatus Drugs 0.000 description 2
- 239000012298 atmosphere Substances 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
- 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 2
- ONHBDDJJTDTLIR-UHFFFAOYSA-N azocyclotin Chemical compound C1CCCCC1[Sn](N1N=CN=C1)(C1CCCCC1)C1CCCCC1 ONHBDDJJTDTLIR-UHFFFAOYSA-N 0.000 description 2
- XEGGRYVFLWGFHI-UHFFFAOYSA-N bendiocarb Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)O2 XEGGRYVFLWGFHI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 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 2
- 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 2
- 229960001901 bioallethrin Drugs 0.000 description 2
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 2
- 229950002373 bioresmethrin Drugs 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- FOANIXZHAMJWOI-UHFFFAOYSA-N bromopropylate Chemical compound C=1C=C(Br)C=CC=1C(O)(C(=O)OC(C)C)C1=CC=C(Br)C=C1 FOANIXZHAMJWOI-UHFFFAOYSA-N 0.000 description 2
- 229960003168 bronopol Drugs 0.000 description 2
- SFNPDDSJBGRXLW-UITAMQMPSA-N butocarboxim Chemical compound CNC(=O)O\N=C(\C)C(C)SC SFNPDDSJBGRXLW-UITAMQMPSA-N 0.000 description 2
- 125000006251 butylcarbonyl group Chemical group 0.000 description 2
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 2
- 229940095731 candida albicans Drugs 0.000 description 2
- 208000032343 candida glabrata infection Diseases 0.000 description 2
- 229960005286 carbaryl Drugs 0.000 description 2
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 2
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 2
- DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- IRUJZVNXZWPBMU-UHFFFAOYSA-N cartap Chemical compound NC(=O)SCC(N(C)C)CSC(N)=O IRUJZVNXZWPBMU-UHFFFAOYSA-N 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
- XFDJMIHUAHSGKG-UHFFFAOYSA-N chlorethoxyfos Chemical compound CCOP(=S)(OCC)OC(Cl)C(Cl)(Cl)Cl XFDJMIHUAHSGKG-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QGTYWWGEWOBMAK-UHFFFAOYSA-N chlormephos Chemical compound CCOP(=S)(OCC)SCCl QGTYWWGEWOBMAK-UHFFFAOYSA-N 0.000 description 2
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 description 2
- LFHISGNCFUNFFM-UHFFFAOYSA-N chloropicrin Chemical compound [O-][N+](=O)C(Cl)(Cl)Cl LFHISGNCFUNFFM-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 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
- 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 2
- 238000012258 culturing Methods 0.000 description 2
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 description 2
- 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 2
- WCMMILVIRZAPLE-UHFFFAOYSA-M cyhexatin Chemical compound C1CCCCC1[Sn](C1CCCCC1)(O)C1CCCCC1 WCMMILVIRZAPLE-UHFFFAOYSA-M 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 229960002483 decamethrin Drugs 0.000 description 2
- 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 2
- 230000001066 destructive effect Effects 0.000 description 2
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 2
- 229940117389 dichlorobenzene Drugs 0.000 description 2
- 229960003887 dichlorophen Drugs 0.000 description 2
- UOAMTSKGCBMZTC-UHFFFAOYSA-N dicofol Chemical compound C=1C=C(Cl)C=CC=1C(C(Cl)(Cl)Cl)(O)C1=CC=C(Cl)C=C1 UOAMTSKGCBMZTC-UHFFFAOYSA-N 0.000 description 2
- VEENJGZXVHKXNB-VOTSOKGWSA-N dicrotophos Chemical compound COP(=O)(OC)O\C(C)=C\C(=O)N(C)C VEENJGZXVHKXNB-VOTSOKGWSA-N 0.000 description 2
- 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 2
- 229940019503 diflubenzuron Drugs 0.000 description 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 2
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
- RDBIYWSVMRVKSG-UHFFFAOYSA-N dimetilan Chemical compound CN(C)C(=O)OC=1C=C(C)N(C(=O)N(C)C)N=1 RDBIYWSVMRVKSG-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
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 2
- HEZNVIYQEUHLNI-UHFFFAOYSA-N ethiofencarb Chemical compound CCSCC1=CC=CC=C1OC(=O)NC HEZNVIYQEUHLNI-UHFFFAOYSA-N 0.000 description 2
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 description 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- JISACBWYRJHSMG-UHFFFAOYSA-N famphur Chemical compound COP(=S)(OC)OC1=CC=C(S(=O)(=O)N(C)C)C=C1 JISACBWYRJHSMG-UHFFFAOYSA-N 0.000 description 2
- ZCJPOPBZHLUFHF-UHFFFAOYSA-N fenamiphos Chemical compound CCOP(=O)(NC(C)C)OC1=CC=C(SC)C(C)=C1 ZCJPOPBZHLUFHF-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229950006668 fenfluthrin Drugs 0.000 description 2
- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 2
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- RLQJEEJISHYWON-UHFFFAOYSA-N flonicamid Chemical compound FC(F)(F)C1=CC=NC=C1C(=O)NCC#N RLQJEEJISHYWON-UHFFFAOYSA-N 0.000 description 2
- MXWAGQASUDSFBG-RVDMUPIBSA-N fluacrypyrim Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC(C(F)(F)F)=NC(OC(C)C)=N1 MXWAGQASUDSFBG-RVDMUPIBSA-N 0.000 description 2
- 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 2
- 229950006719 fluazuron Drugs 0.000 description 2
- ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- KVGLBTYUCJYMND-UHFFFAOYSA-N fonofos Chemical compound CCOP(=S)(CC)SC1=CC=CC=C1 KVGLBTYUCJYMND-UHFFFAOYSA-N 0.000 description 2
- RMFNNCGOSPBBAD-MDWZMJQESA-N formetanate Chemical compound CNC(=O)OC1=CC=CC(\N=C\N(C)C)=C1 RMFNNCGOSPBBAD-MDWZMJQESA-N 0.000 description 2
- 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 2
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 description 2
- 238000012239 gene modification Methods 0.000 description 2
- 230000005017 genetic modification Effects 0.000 description 2
- 235000013617 genetically modified food Nutrition 0.000 description 2
- FRCCEHPWNOQAEU-UHFFFAOYSA-N heptachlor Chemical compound ClC1=C(Cl)C2(Cl)C3C=CC(Cl)C3C1(Cl)C2(Cl)Cl FRCCEHPWNOQAEU-UHFFFAOYSA-N 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- FYQGBXGJFWXIPP-UHFFFAOYSA-N hydroprene Chemical compound CCOC(=O)C=C(C)C=CCC(C)CCCC(C)C FYQGBXGJFWXIPP-UHFFFAOYSA-N 0.000 description 2
- 229930000073 hydroprene Natural products 0.000 description 2
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 2
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 2
- 150000007529 inorganic bases Chemical class 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 230000009545 invasion Effects 0.000 description 2
- FCOAHACKGGIURQ-UHFFFAOYSA-N iprobenfos Chemical compound CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1 FCOAHACKGGIURQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QBSJMKIUCUGGNG-UHFFFAOYSA-N isoprocarb Chemical compound CNC(=O)OC1=CC=CC=C1C(C)C QBSJMKIUCUGGNG-UHFFFAOYSA-N 0.000 description 2
- SDMSCIWHRZJSRN-UHFFFAOYSA-N isoxathion Chemical compound O1N=C(OP(=S)(OCC)OCC)C=C1C1=CC=CC=C1 SDMSCIWHRZJSRN-UHFFFAOYSA-N 0.000 description 2
- 229960002418 ivermectin Drugs 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
- 150000002576 ketones Chemical class 0.000 description 2
- 229930001540 kinoprene Natural products 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000005910 lambda-Cyhalothrin Substances 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 229960002809 lindane Drugs 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 229960000453 malathion Drugs 0.000 description 2
- AFCCDDWKHLHPDF-UHFFFAOYSA-M metam-sodium Chemical compound [Na+].CNC([S-])=S AFCCDDWKHLHPDF-UHFFFAOYSA-M 0.000 description 2
- NNKVPIKMPCQWCG-UHFFFAOYSA-N methamidophos Chemical compound COP(N)(=O)SC NNKVPIKMPCQWCG-UHFFFAOYSA-N 0.000 description 2
- MEBQXILRKZHVCX-UHFFFAOYSA-N methidathion Chemical compound COC1=NN(CSP(=S)(OC)OC)C(=O)S1 MEBQXILRKZHVCX-UHFFFAOYSA-N 0.000 description 2
- YFBPRJGDJKVWAH-UHFFFAOYSA-N methiocarb Chemical compound CNC(=O)OC1=CC(C)=C(SC)C(C)=C1 YFBPRJGDJKVWAH-UHFFFAOYSA-N 0.000 description 2
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 2
- 229930002897 methoprene Natural products 0.000 description 2
- 229950003442 methoprene Drugs 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- QCAWEPFNJXQPAN-UHFFFAOYSA-N methoxyfenozide Chemical compound COC1=CC=CC(C(=O)NN(C(=O)C=2C=C(C)C=C(C)C=2)C(C)(C)C)=C1C QCAWEPFNJXQPAN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 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
- 230000035772 mutation Effects 0.000 description 2
- OKDQKPLMQBXTNH-UHFFFAOYSA-N n,n-dimethyl-2h-pyridin-1-amine Chemical compound CN(C)N1CC=CC=C1 OKDQKPLMQBXTNH-UHFFFAOYSA-N 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000006252 n-propylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C(*)=O 0.000 description 2
- 230000001069 nematicidal effect Effects 0.000 description 2
- 239000005645 nematicide Substances 0.000 description 2
- DSOOGBGKEWZRIH-UHFFFAOYSA-N nereistoxin Chemical compound CN(C)C1CSSC1 DSOOGBGKEWZRIH-UHFFFAOYSA-N 0.000 description 2
- DCUJJWWUNKIJPH-UHFFFAOYSA-N nitrapyrin Chemical compound ClC1=CC=CC(C(Cl)(Cl)Cl)=N1 DCUJJWWUNKIJPH-UHFFFAOYSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- YTYGAJLZOJPJGH-UHFFFAOYSA-N noviflumuron Chemical compound FC1=C(Cl)C(OC(F)(F)C(C(F)(F)F)F)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F YTYGAJLZOJPJGH-UHFFFAOYSA-N 0.000 description 2
- 230000000050 nutritive effect Effects 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- PZXOQEXFMJCDPG-UHFFFAOYSA-N omethoate Chemical compound CNC(=O)CSP(=O)(OC)OC PZXOQEXFMJCDPG-UHFFFAOYSA-N 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 2
- 230000010627 oxidative phosphorylation Effects 0.000 description 2
- PMCVMORKVPSKHZ-UHFFFAOYSA-N oxydemeton-methyl Chemical group CCS(=O)CCSP(=O)(OC)OC PMCVMORKVPSKHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 235000021017 pears Nutrition 0.000 description 2
- 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 2
- 229960003536 phenothrin Drugs 0.000 description 2
- BULVZWIRKLYCBC-UHFFFAOYSA-N phorate Chemical compound CCOP(=S)(OCC)SCSCC BULVZWIRKLYCBC-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 2
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- ATROHALUCMTWTB-OWBHPGMISA-N phoxim Chemical compound CCOP(=S)(OCC)O\N=C(\C#N)C1=CC=CC=C1 ATROHALUCMTWTB-OWBHPGMISA-N 0.000 description 2
- 229950001664 phoxim Drugs 0.000 description 2
- YFGYUFNIOHWBOB-UHFFFAOYSA-N pirimicarb Chemical compound CN(C)C(=O)OC1=NC(N(C)C)=NC(C)=C1C YFGYUFNIOHWBOB-UHFFFAOYSA-N 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 235000011056 potassium acetate Nutrition 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000002243 precursor Substances 0.000 description 2
- QYMMJNLHFKGANY-UHFFFAOYSA-N profenofos Chemical compound CCCSP(=O)(OCC)OC1=CC=C(Br)C=C1Cl QYMMJNLHFKGANY-UHFFFAOYSA-N 0.000 description 2
- PWYIUEFFPNVCMW-UHFFFAOYSA-N propaphos Chemical compound CCCOP(=O)(OCCC)OC1=CC=C(SC)C=C1 PWYIUEFFPNVCMW-UHFFFAOYSA-N 0.000 description 2
- BZNDWPRGXNILMS-VQHVLOKHSA-N propetamphos Chemical compound CCNP(=S)(OC)O\C(C)=C\C(=O)OC(C)C BZNDWPRGXNILMS-VQHVLOKHSA-N 0.000 description 2
- 125000006239 protecting group Chemical group 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
- 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 2
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 2
- 239000002728 pyrethroid Substances 0.000 description 2
- 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 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- ITKAIUGKVKDENI-UHFFFAOYSA-N pyrimidifen Chemical compound CC1=C(C)C(CCOCC)=CC=C1OCCNC1=NC=NC(CC)=C1Cl ITKAIUGKVKDENI-UHFFFAOYSA-N 0.000 description 2
- JYQUHIFYBATCCY-UHFFFAOYSA-N quinalphos Chemical compound C1=CC=CC2=NC(OP(=S)(OCC)OCC)=CN=C21 JYQUHIFYBATCCY-UHFFFAOYSA-N 0.000 description 2
- VEMKTZHHVJILDY-FIWHBWSRSA-N resmethrin Chemical compound CC1(C)[C@H](C=C(C)C)C1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-FIWHBWSRSA-N 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- YGBMMMOLNODPBP-GWGZPXPZSA-N s-ethyl (2e,4e)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienethioate Chemical compound CCSC(=O)\C=C(/C)\C=C\CC(C)CCCC(C)(C)OC YGBMMMOLNODPBP-GWGZPXPZSA-N 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 229960001866 silicon dioxide Drugs 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 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 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- 239000012312 sodium hydride Substances 0.000 description 2
- 229910000104 sodium hydride Inorganic materials 0.000 description 2
- 238000009331 sowing Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CCEKAJIANROZEO-UHFFFAOYSA-N sulfluramid Chemical compound CCNS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F CCEKAJIANROZEO-UHFFFAOYSA-N 0.000 description 2
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 2
- XIUROWKZWPIAIB-UHFFFAOYSA-N sulfotep Chemical compound CCOP(=S)(OCC)OP(=S)(OCC)OCC XIUROWKZWPIAIB-UHFFFAOYSA-N 0.000 description 2
- JXHJNEJVUNHLKO-UHFFFAOYSA-N sulprofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(SC)C=C1 JXHJNEJVUNHLKO-UHFFFAOYSA-N 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 230000021918 systemic acquired resistance Effects 0.000 description 2
- 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 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
- 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 2
- HVZJRWJGKQPSFL-UHFFFAOYSA-N tert-Amyl methyl ether Chemical compound CCC(C)(C)OC HVZJRWJGKQPSFL-UHFFFAOYSA-N 0.000 description 2
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- MLGCXEBRWGEOQX-UHFFFAOYSA-N tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 description 2
- 229960005199 tetramethrin Drugs 0.000 description 2
- OPASCBHCTNRLRM-UHFFFAOYSA-N thiometon Chemical compound CCSCCSP(=S)(OC)OC OPASCBHCTNRLRM-UHFFFAOYSA-N 0.000 description 2
- VRGVVJHPLVPFRR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1.C1CSCCN1 VRGVVJHPLVPFRR-UHFFFAOYSA-N 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 238000012546 transfer Methods 0.000 description 2
- DDVNRFNDOPPVQJ-HQJQHLMTSA-N transfluthrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=C(F)C(F)=CC(F)=C1F DDVNRFNDOPPVQJ-HQJQHLMTSA-N 0.000 description 2
- JWXZLCFGVKMEEK-UHFFFAOYSA-N triarathene Chemical compound C1=CC(Cl)=CC=C1C1=CC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)S1 JWXZLCFGVKMEEK-UHFFFAOYSA-N 0.000 description 2
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 2
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 238000009333 weeding Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 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
- FJDPATXIBIBRIM-QFMSAKRMSA-N (1R)-trans-cyphenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 FJDPATXIBIBRIM-QFMSAKRMSA-N 0.000 description 1
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
- AGMMRUPNXPWLGF-AATRIKPKSA-N (2,3,5,6-tetrafluoro-4-methylphenyl)methyl 2,2-dimethyl-3-[(e)-prop-1-enyl]cyclopropane-1-carboxylate Chemical compound CC1(C)C(/C=C/C)C1C(=O)OCC1=C(F)C(F)=C(C)C(F)=C1F AGMMRUPNXPWLGF-AATRIKPKSA-N 0.000 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
- YMTQHWMPGDSBOD-UHFFFAOYSA-N (2-tert-butylpyrimidin-5-yl)oxy-diethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(OCC)OC1=CN=C(C(C)(C)C)N=C1 YMTQHWMPGDSBOD-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
- CXNPLSGKWMLZPZ-GIFSMMMISA-N (2r,3r,6s)-3-[[(3s)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl]amino]-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2h-pyran-2-carboxylic acid Chemical compound O1[C@@H](C(O)=O)[C@H](NC(=O)C[C@@H](N)CCN(C)C(N)=N)C=C[C@H]1N1C(=O)N=C(N)C=C1 CXNPLSGKWMLZPZ-GIFSMMMISA-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
- 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
- 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
- QTGIYXFCSKXKMO-XPSMFNQNSA-N (5r)-5-[(z)-dec-1-enyl]oxolan-2-one Chemical compound CCCCCCCC\C=C/[C@H]1CCC(=O)O1 QTGIYXFCSKXKMO-XPSMFNQNSA-N 0.000 description 1
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 description 1
- BKBSMMUEEAWFRX-NBVRZTHBSA-N (E)-flumorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(F)=CC=1)=C\C(=O)N1CCOCC1 BKBSMMUEEAWFRX-NBVRZTHBSA-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
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 description 1
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-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
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-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
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
- RURQAJURNPMSSK-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3-{[2-(4-ethoxyphenyl)-3,3,3-trifluoropropoxy]methyl}benzene Chemical compound C1=CC(OCC)=CC=C1C(C(F)(F)F)COCC1=CC=CC(OC=2C=CC(Cl)=CC=2)=C1 RURQAJURNPMSSK-UHFFFAOYSA-N 0.000 description 1
- RMOGWMIKYWRTKW-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)CC1=CC=C(Cl)C=C1 RMOGWMIKYWRTKW-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
- 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
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-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
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 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
- DELJNDWGTWHHFA-UHFFFAOYSA-N 1-azaniumylpropyl(hydroxy)phosphinate Chemical compound CCC(N)P(O)(O)=O DELJNDWGTWHHFA-UHFFFAOYSA-N 0.000 description 1
- KPNPDRFFWQBXGT-UHFFFAOYSA-N 1-dimethoxyphosphorylsulfanyl-2-ethylsulfanylethane;2-ethylsulfanylethoxy-dimethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCSCCOP(=S)(OC)OC.CCSCCSP(=O)(OC)OC KPNPDRFFWQBXGT-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
- YNEKMCSWRMRXIR-UHFFFAOYSA-N 2,3,5,5-tetrachloro-4,7-bis(chloromethyl)-7-(dichloromethyl)bicyclo[2.2.1]heptane Chemical compound C1C(Cl)(Cl)C2(CCl)C(Cl)C(Cl)C1C2(C(Cl)Cl)CCl YNEKMCSWRMRXIR-UHFFFAOYSA-N 0.000 description 1
- SVPKNMBRVBMTLB-UHFFFAOYSA-N 2,3-dichloronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(Cl)=C(Cl)C(=O)C2=C1 SVPKNMBRVBMTLB-UHFFFAOYSA-N 0.000 description 1
- XEPBBUCQCXXTGR-UHFFFAOYSA-N 2,5-dimethyl-n-phenylfuran-3-carboxamide Chemical compound O1C(C)=CC(C(=O)NC=2C=CC=CC=2)=C1C XEPBBUCQCXXTGR-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
- AQCRXZYYMOXFAN-UHFFFAOYSA-N 2-(1-methyl-2-pyrrolidinyl)-pyridine Chemical compound CN1CCCC1C1=CC=CC=N1 AQCRXZYYMOXFAN-UHFFFAOYSA-N 0.000 description 1
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-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
- HZJKXKUJVSEEFU-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile Chemical compound C=1C=C(Cl)C=CC=1C(CCCC)(C#N)CN1C=NC=N1 HZJKXKUJVSEEFU-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
- YABFPHSQTSFWQB-UHFFFAOYSA-N 2-(4-fluorophenyl)-1-(1,2,4-triazol-1-yl)-3-(trimethylsilyl)propan-2-ol Chemical compound C=1C=C(F)C=CC=1C(O)(C[Si](C)(C)C)CN1C=NC=N1 YABFPHSQTSFWQB-UHFFFAOYSA-N 0.000 description 1
- PGOOBECODWQEAB-FIBGUPNXSA-N 2-[(2-chloro-1,3-thiazol-5-yl)methyl]-1-nitro-3-(trideuteriomethyl)guanidine Chemical compound [2H]C([2H])([2H])NC(N[N+]([O-])=O)=NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-FIBGUPNXSA-N 0.000 description 1
- QKJJCZYFXJCKRX-HZHKWBLPSA-N 2-[(2s,3s,6r)-6-[4-amino-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]-3-[[(2s)-2-amino-3-hydroxypropanoyl]amino]-3,6-dihydro-2h-pyran-2-yl]-5-(diaminomethylideneamino)-2,4-dihydroxypentanoic acid Chemical compound O1[C@H](C(O)(CC(O)CN=C(N)N)C(O)=O)[C@@H](NC(=O)[C@H](CO)N)C=C[C@@H]1N1C(=O)N=C(N)C(CO)=C1 QKJJCZYFXJCKRX-HZHKWBLPSA-N 0.000 description 1
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 description 1
- OGBSAJWRIPNIER-UHFFFAOYSA-N 2-chloro-6-(furan-2-ylmethoxy)-4-(trichloromethyl)pyridine Chemical compound ClC1=CC(C(Cl)(Cl)Cl)=CC(OCC=2OC=CC=2)=N1 OGBSAJWRIPNIER-UHFFFAOYSA-N 0.000 description 1
- OWDLFBLNMPCXSD-UHFFFAOYSA-N 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)C1C(=O)OCC1 OWDLFBLNMPCXSD-UHFFFAOYSA-N 0.000 description 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 1
- RXTRRIFWCJEMEL-UHFFFAOYSA-N 2-chloropyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN=C1Cl RXTRRIFWCJEMEL-UHFFFAOYSA-N 0.000 description 1
- YHDXOFFTMOZZPE-UHFFFAOYSA-N 2-ethyl-3-[3-ethyl-5-(4-ethylphenoxy)pentyl]-2-methyloxirane Chemical compound O1C(CC)(C)C1CCC(CC)CCOC1=CC=C(CC)C=C1 YHDXOFFTMOZZPE-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
- AWSZRJQNBMEZOI-UHFFFAOYSA-N 2-methoxyethyl 2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate Chemical compound C=1C=C(C(C)(C)C)C=CC=1C(C#N)(C(=O)OCCOC)C(=O)C1=CC=CC=C1C(F)(F)F AWSZRJQNBMEZOI-UHFFFAOYSA-N 0.000 description 1
- YOETUEMZNOLGDB-UHFFFAOYSA-N 2-methylpropyl carbonochloridate Chemical compound CC(C)COC(Cl)=O YOETUEMZNOLGDB-UHFFFAOYSA-N 0.000 description 1
- QBYQKWOREUENDP-UHFFFAOYSA-N 2-n-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2-methylphenyl]-6-iodo-1-(2-methyl-1-methylsulfonylpropan-2-yl)cyclohexa-3,5-diene-1,2-dicarboxamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1C(C(C)(C)CS(C)(=O)=O)(C(N)=O)C(I)=CC=C1 QBYQKWOREUENDP-UHFFFAOYSA-N 0.000 description 1
- SOUGWDPPRBKJEX-UHFFFAOYSA-N 3,5-dichloro-N-(1-chloro-3-methyl-2-oxopentan-3-yl)-4-methylbenzamide Chemical compound ClCC(=O)C(C)(CC)NC(=O)C1=CC(Cl)=C(C)C(Cl)=C1 SOUGWDPPRBKJEX-UHFFFAOYSA-N 0.000 description 1
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical compound O=C1CNC=N1 CAAMSDWKXXPUJR-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
- BZGLBXYQOMFXAU-UHFFFAOYSA-N 3-(2-methylpiperidin-1-yl)propyl 3,4-dichlorobenzoate Chemical compound CC1CCCCN1CCCOC(=O)C1=CC=C(Cl)C(Cl)=C1 BZGLBXYQOMFXAU-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 compound 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
- PKTIFYGCWCQRSX-UHFFFAOYSA-N 4,6-diamino-2-(cyclopropylamino)pyrimidine-5-carbonitrile Chemical compound NC1=C(C#N)C(N)=NC(NC2CC2)=N1 PKTIFYGCWCQRSX-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- LABQLTFAPITERI-UHFFFAOYSA-N 4-(1-but-2-ynoxyethyl)-1,2-dimethoxybenzene Chemical compound COC1=CC=C(C(C)OCC#CC)C=C1OC LABQLTFAPITERI-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
- QDFVXXBCJYNKKC-UHFFFAOYSA-N 4-[4-(4-chlorophenyl)-4-cyclopropylbutyl]-1-fluoro-2-phenoxybenzene Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CCCC(C=1C=CC(Cl)=CC=1)C1CC1 QDFVXXBCJYNKKC-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
- QCPASDYEQAVIJF-UHFFFAOYSA-N 4-chloro-3-methyl-1,3-benzothiazol-2-one Chemical compound C1=CC=C2SC(=O)N(C)C2=C1Cl QCPASDYEQAVIJF-UHFFFAOYSA-N 0.000 description 1
- BQMRHYBXRAYYQS-UHFFFAOYSA-N 4-dihydroxyphosphinothioyloxy-n,n-diethyl-6-methylpyrimidin-2-amine Chemical compound CCN(CC)C1=NC(C)=CC(OP(O)(O)=S)=N1 BQMRHYBXRAYYQS-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
- 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
- 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
- NEKULYKCZPJMMJ-UHFFFAOYSA-N 5-chloro-N-{1-[4-(difluoromethoxy)phenyl]propyl}-6-methylpyrimidin-4-amine Chemical compound C=1C=C(OC(F)F)C=CC=1C(CC)NC1=NC=NC(C)=C1Cl NEKULYKCZPJMMJ-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
- IBSREHMXUMOFBB-JFUDTMANSA-N 5u8924t11h 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(O3)C=C[C@H](C)[C@@H](C(C)C)O4)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.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 IBSREHMXUMOFBB-JFUDTMANSA-N 0.000 description 1
- 108091006112 ATPases Proteins 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 235000006491 Acacia senegal Nutrition 0.000 description 1
- 241000934067 Acarus Species 0.000 description 1
- 239000005651 Acequinocyl Substances 0.000 description 1
- 102000057290 Adenosine Triphosphatases Human genes 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 241000223602 Alternaria alternata Species 0.000 description 1
- 241001149961 Alternaria brassicae Species 0.000 description 1
- 239000005952 Aluminium phosphide Substances 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- 241000239223 Arachnida Species 0.000 description 1
- 241001480043 Arthrodermataceae Species 0.000 description 1
- PYIXHKGTJKCVBJ-UHFFFAOYSA-N Astraciceran Natural products C1OC2=CC(O)=CC=C2CC1C1=CC(OCO2)=C2C=C1OC PYIXHKGTJKCVBJ-UHFFFAOYSA-N 0.000 description 1
- 239000005878 Azadirachtin Substances 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 241000223679 Beauveria Species 0.000 description 1
- 239000005734 Benalaxyl Substances 0.000 description 1
- 239000005735 Benalaxyl-M Substances 0.000 description 1
- 239000005736 Benthiavalicarb Substances 0.000 description 1
- NDVRQFZUJRMKKP-UHFFFAOYSA-N Betavulgarin Natural products O=C1C=2C(OC)=C3OCOC3=CC=2OC=C1C1=CC=CC=C1O NDVRQFZUJRMKKP-UHFFFAOYSA-N 0.000 description 1
- 241000190150 Bipolaris sorokiniana Species 0.000 description 1
- 241001480061 Blumeria graminis Species 0.000 description 1
- 239000005739 Bordeaux mixture Substances 0.000 description 1
- 239000005740 Boscalid Substances 0.000 description 1
- 241000219193 Brassicaceae Species 0.000 description 1
- 241000233684 Bremia Species 0.000 description 1
- 241000233685 Bremia lactucae Species 0.000 description 1
- KWGUFOITWDSNQY-UHFFFAOYSA-N Bromophos-ethyl Chemical group CCOP(=S)(OCC)OC1=CC(Cl)=C(Br)C=C1Cl KWGUFOITWDSNQY-UHFFFAOYSA-N 0.000 description 1
- 239000005741 Bromuconazole Substances 0.000 description 1
- 239000005742 Bupirimate Substances 0.000 description 1
- ZZVVDIVWGXTDRQ-BSYVCWPDSA-N Buthiobate Chemical compound C=1C=CN=CC=1\N=C(/SCCCC)SCC1=CC=C(C(C)(C)C)C=C1 ZZVVDIVWGXTDRQ-BSYVCWPDSA-N 0.000 description 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
- SLVBYWGNYOLBEU-UHFFFAOYSA-N C1(=CC=CC=C1)O.[N+](=O)([O-])C1=C(C=CC=C1)[N+](=O)[O-] Chemical class C1(=CC=CC=C1)O.[N+](=O)([O-])C1=C(C=CC=C1)[N+](=O)[O-] SLVBYWGNYOLBEU-UHFFFAOYSA-N 0.000 description 1
- 125000004649 C2-C8 alkynyl group Chemical group 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
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000282465 Canis Species 0.000 description 1
- 239000005745 Captan Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-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
- 241000906476 Cercospora canescens Species 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 229940123715 Chloride channel antagonist Drugs 0.000 description 1
- RAPBNVDSDCTNRC-UHFFFAOYSA-N Chlorobenzilate Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)OCC)C1=CC=C(Cl)C=C1 RAPBNVDSDCTNRC-UHFFFAOYSA-N 0.000 description 1
- 239000005747 Chlorothalonil Substances 0.000 description 1
- 239000005944 Chlorpyrifos Substances 0.000 description 1
- 239000005887 Chromafenozide Substances 0.000 description 1
- 241000760356 Chytridiomycetes Species 0.000 description 1
- 241000233652 Chytridiomycota Species 0.000 description 1
- 239000005654 Clofentezine Substances 0.000 description 1
- 239000005888 Clothianidin Substances 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- CSWBSLXBXRFNST-UHFFFAOYSA-N Codlemone Natural products CC=CC=CCCCCCCCO CSWBSLXBXRFNST-UHFFFAOYSA-N 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
- 241000186031 Corynebacteriaceae Species 0.000 description 1
- 239000005754 Cyazofamid Substances 0.000 description 1
- 239000005755 Cyflufenamid Substances 0.000 description 1
- 239000005655 Cyflumetofen Substances 0.000 description 1
- 239000005756 Cymoxanil Substances 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
- 239000005891 Cyromazine Substances 0.000 description 1
- YVGGHNCTFXOJCH-UHFFFAOYSA-N DDT Chemical compound C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 YVGGHNCTFXOJCH-UHFFFAOYSA-N 0.000 description 1
- PZIRJMYRYORVIT-UHFFFAOYSA-N Demeton-S-methylsulphon Chemical compound CCS(=O)(=O)CCSP(=O)(OC)OC PZIRJMYRYORVIT-UHFFFAOYSA-N 0.000 description 1
- 206010012504 Dermatophytosis Diseases 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- 239000005759 Diethofencarb Substances 0.000 description 1
- 239000005760 Difenoconazole Substances 0.000 description 1
- 239000005947 Dimethoate Substances 0.000 description 1
- 239000005761 Dimethomorph Substances 0.000 description 1
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 1
- 239000005762 Dimoxystrobin Substances 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
- 239000005764 Dithianon Substances 0.000 description 1
- 239000005766 Dodine Substances 0.000 description 1
- OOTHTARUZHONSW-LCYFTJDESA-N Drazoxolon Chemical compound CC1=NOC(=O)\C1=N/NC1=CC=CC=C1Cl OOTHTARUZHONSW-LCYFTJDESA-N 0.000 description 1
- GKQLYSROISKDLL-UHFFFAOYSA-N EEDQ Chemical compound C1=CC=C2N(C(=O)OCC)C(OCC)C=CC2=C1 GKQLYSROISKDLL-UHFFFAOYSA-N 0.000 description 1
- UPEZCKBFRMILAV-JNEQICEOSA-N Ecdysone Natural products O=C1[C@H]2[C@@](C)([C@@H]3C([C@@]4(O)[C@@](C)([C@H]([C@H]([C@@H](O)CCC(O)(C)C)C)CC4)CC3)=C1)C[C@H](O)[C@H](O)C2 UPEZCKBFRMILAV-JNEQICEOSA-N 0.000 description 1
- 239000005894 Emamectin Substances 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241001480036 Epidermophyton floccosum Species 0.000 description 1
- 239000005767 Epoxiconazole Substances 0.000 description 1
- 241000588694 Erwinia amylovora Species 0.000 description 1
- 241000221787 Erysiphe Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 239000005895 Esfenvalerate Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- FNELVJVBIYMIMC-UHFFFAOYSA-N Ethiprole Chemical compound N1=C(C#N)C(S(=O)CC)=C(N)N1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl FNELVJVBIYMIMC-UHFFFAOYSA-N 0.000 description 1
- 239000005961 Ethoprophos Substances 0.000 description 1
- 239000005896 Etofenprox Substances 0.000 description 1
- 239000005897 Etoxazole Substances 0.000 description 1
- 239000005769 Etridiazole Substances 0.000 description 1
- 239000005772 Famoxadone Substances 0.000 description 1
- 239000005774 Fenamidone Substances 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
- 239000005775 Fenbuconazole Substances 0.000 description 1
- 239000005776 Fenhexamid Substances 0.000 description 1
- AYBALPYBYZFKDS-OLZOCXBDSA-N Fenitropan Chemical compound CC(=O)OC[C@@H]([N+]([O-])=O)[C@@H](OC(C)=O)C1=CC=CC=C1 AYBALPYBYZFKDS-OLZOCXBDSA-N 0.000 description 1
- 239000005777 Fenpropidin Substances 0.000 description 1
- 239000005778 Fenpropimorph Substances 0.000 description 1
- 239000005657 Fenpyroximate Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000005899 Fipronil Substances 0.000 description 1
- 239000005780 Fluazinam Substances 0.000 description 1
- 239000005901 Flubendiamide Substances 0.000 description 1
- 239000005781 Fludioxonil Substances 0.000 description 1
- 239000005784 Fluoxastrobin 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
- 239000005786 Flutolanil Substances 0.000 description 1
- 239000005787 Flutriafol Substances 0.000 description 1
- 239000005789 Folpet Substances 0.000 description 1
- 239000005959 Fosthiazate Substances 0.000 description 1
- 239000005791 Fuberidazole Substances 0.000 description 1
- QTDRLOKFLJJHTG-UHFFFAOYSA-N Furmecyclox Chemical compound C1=C(C)OC(C)=C1C(=O)N(OC)C1CCCCC1 QTDRLOKFLJJHTG-UHFFFAOYSA-N 0.000 description 1
- 241000223194 Fusarium culmorum Species 0.000 description 1
- 239000005903 Gamma-cyhalothrin Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 241000221775 Hypocreales Species 0.000 description 1
- 239000005795 Imazalil Substances 0.000 description 1
- 239000005906 Imidacloprid Substances 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
- 239000005907 Indoxacarb Substances 0.000 description 1
- 239000005796 Ipconazole Substances 0.000 description 1
- 239000005867 Iprodione Substances 0.000 description 1
- 239000005797 Iprovalicarb 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
- QTGIYXFCSKXKMO-UHFFFAOYSA-N Japonilure Natural products CCCCCCCCC=CC1CCC(=O)O1 QTGIYXFCSKXKMO-UHFFFAOYSA-N 0.000 description 1
- 239000005800 Kresoxim-methyl Substances 0.000 description 1
- NWUWYYSKZYIQAE-ZBFHGGJFSA-N L-(R)-iprovalicarb Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)C1=CC=C(C)C=C1 NWUWYYSKZYIQAE-ZBFHGGJFSA-N 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 239000005912 Lufenuron Substances 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
- 241001344131 Magnaporthe grisea Species 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- 239000005802 Mancozeb Substances 0.000 description 1
- 239000005805 Mepanipyrim Substances 0.000 description 1
- 239000005807 Metalaxyl Substances 0.000 description 1
- 239000005808 Metalaxyl-M Substances 0.000 description 1
- 239000005868 Metconazole Substances 0.000 description 1
- 239000005809 Metiram Substances 0.000 description 1
- 241000893980 Microsporum canis Species 0.000 description 1
- 241001460074 Microsporum distortum Species 0.000 description 1
- 239000005918 Milbemectin Substances 0.000 description 1
- 239000005811 Myclobutanil Substances 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
- IUOKJNROJISWRO-UHFFFAOYSA-N N-(2-cyano-3-methylbutan-2-yl)-2-(2,4-dichlorophenoxy)propanamide Chemical compound CC(C)C(C)(C#N)NC(=O)C(C)OC1=CC=C(Cl)C=C1Cl IUOKJNROJISWRO-UHFFFAOYSA-N 0.000 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
- NQRFDNJEBWAUBL-UHFFFAOYSA-N N-[cyano(2-thienyl)methyl]-4-ethyl-2-(ethylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NCC)=NC(CC)=C1C(=O)NC(C#N)C1=CC=CS1 NQRFDNJEBWAUBL-UHFFFAOYSA-N 0.000 description 1
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
- SCQCUWMFZHLVCO-UHFFFAOYSA-N N1N=CC=C1.[F] Chemical class N1N=CC=C1.[F] SCQCUWMFZHLVCO-UHFFFAOYSA-N 0.000 description 1
- FJUJRXCRSJWOSA-UHFFFAOYSA-N NC(=O)N.N1=CC=CC=C1.[F] Chemical compound NC(=O)N.N1=CC=CC=C1.[F] FJUJRXCRSJWOSA-UHFFFAOYSA-N 0.000 description 1
- VJAWBEFMCIINFU-UHFFFAOYSA-N Nitrothal-isopropyl Chemical compound CC(C)OC(=O)C1=CC(C(=O)OC(C)C)=CC([N+]([O-])=O)=C1 VJAWBEFMCIINFU-UHFFFAOYSA-N 0.000 description 1
- QQWRPXADMUGYKQ-UHFFFAOYSA-N O1NN=CC=C1.O1NN=CC=C1 Chemical class O1NN=CC=C1.O1NN=CC=C1 QQWRPXADMUGYKQ-UHFFFAOYSA-N 0.000 description 1
- DTXVEMGTMOSWBL-UHFFFAOYSA-N OC1(CC=CC=C1)C=1N=NNC1 Chemical compound OC1(CC=CC=C1)C=1N=NNC1 DTXVEMGTMOSWBL-UHFFFAOYSA-N 0.000 description 1
- 241001668536 Oculimacula yallundae Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 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
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000005813 Penconazole Substances 0.000 description 1
- 239000005814 Pencycuron Substances 0.000 description 1
- 241001123663 Penicillium expansum Species 0.000 description 1
- 241001223281 Peronospora Species 0.000 description 1
- 241000201565 Peronospora viciae f. sp. pisi Species 0.000 description 1
- HEMINMLPKZELPP-UHFFFAOYSA-N Phosdiphen Chemical compound C=1C=C(Cl)C=C(Cl)C=1OP(=O)(OCC)OC1=CC=C(Cl)C=C1Cl HEMINMLPKZELPP-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- IHPVFYLOGNNZLA-UHFFFAOYSA-N Phytoalexin Natural products COC1=CC=CC=C1C1OC(C=C2C(OCO2)=C2OC)=C2C(=O)C1 IHPVFYLOGNNZLA-UHFFFAOYSA-N 0.000 description 1
- 241000233614 Phytophthora Species 0.000 description 1
- 239000005818 Picoxystrobin Substances 0.000 description 1
- 239000005923 Pirimicarb Substances 0.000 description 1
- 241001503460 Plasmodiophorida Species 0.000 description 1
- 241000233626 Plasmopara Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 229930182764 Polyoxin Natural products 0.000 description 1
- 241000222640 Polyporus Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000005820 Prochloraz Substances 0.000 description 1
- 239000005821 Propamocarb Substances 0.000 description 1
- 239000005822 Propiconazole Substances 0.000 description 1
- 239000005823 Propineb Substances 0.000 description 1
- 239000005824 Proquinazid Substances 0.000 description 1
- 239000005825 Prothioconazole Substances 0.000 description 1
- 241000682843 Pseudocercosporella Species 0.000 description 1
- 241000947836 Pseudomonadaceae Species 0.000 description 1
- 241000521936 Pseudomonas amygdali pv. lachrymans Species 0.000 description 1
- 241000589615 Pseudomonas syringae 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
- 239000005925 Pymetrozine Substances 0.000 description 1
- 239000005869 Pyraclostrobin 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
- 241000231139 Pyricularia Species 0.000 description 1
- 239000005926 Pyridalyl Substances 0.000 description 1
- 239000005828 Pyrimethanil Substances 0.000 description 1
- MWMQNVGAHVXSPE-UHFFFAOYSA-N Pyriprole Chemical compound ClC=1C=C(C(F)(F)F)C=C(Cl)C=1N1N=C(C#N)C(SC(F)F)=C1NCC1=CC=CC=N1 MWMQNVGAHVXSPE-UHFFFAOYSA-N 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 241000918584 Pythium ultimum Species 0.000 description 1
- 239000005831 Quinoxyfen Substances 0.000 description 1
- 108020004511 Recombinant DNA Proteins 0.000 description 1
- 241001633102 Rhizobiaceae Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 241000813090 Rhizoctonia solani Species 0.000 description 1
- 241000190932 Rhodopseudomonas Species 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 108010052164 Sodium Channels Proteins 0.000 description 1
- 102000018674 Sodium Channels Human genes 0.000 description 1
- 241001674391 Sphaerulina musiva Species 0.000 description 1
- 239000005930 Spinosad Substances 0.000 description 1
- 239000005664 Spirodiclofen Substances 0.000 description 1
- 239000005665 Spiromesifen Substances 0.000 description 1
- 239000005837 Spiroxamine Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000204060 Streptomycetaceae Species 0.000 description 1
- 241001655322 Streptomycetales Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000005935 Sulfuryl fluoride Substances 0.000 description 1
- 241000907561 Sydowia polyspora Species 0.000 description 1
- 240000004460 Tanacetum coccineum Species 0.000 description 1
- 239000005839 Tebuconazole Substances 0.000 description 1
- 239000005937 Tebufenozide Substances 0.000 description 1
- 239000005938 Teflubenzuron Substances 0.000 description 1
- 239000005840 Tetraconazole Substances 0.000 description 1
- QUWSDLYBOVGOCW-UHFFFAOYSA-N Tetrasul Chemical compound C1=CC(Cl)=CC=C1SC1=CC(Cl)=C(Cl)C=C1Cl QUWSDLYBOVGOCW-UHFFFAOYSA-N 0.000 description 1
- 241001617088 Thanatephorus sasakii Species 0.000 description 1
- 239000005940 Thiacloprid Substances 0.000 description 1
- 239000005941 Thiamethoxam Substances 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
- 239000005842 Thiophanate-methyl Substances 0.000 description 1
- 239000005843 Thiram Substances 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
- 241000722093 Tilletia caries Species 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 241000130764 Tinea 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
- CRPUJAZIXJMDBK-UHFFFAOYSA-N Toxaphene Natural products C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 1
- 241000222355 Trametes versicolor Species 0.000 description 1
- 239000005846 Triadimenol Substances 0.000 description 1
- 239000005847 Triazoxide Substances 0.000 description 1
- 241000223261 Trichoderma viride Species 0.000 description 1
- 241001045770 Trichophyton mentagrophytes Species 0.000 description 1
- 239000005857 Trifloxystrobin Substances 0.000 description 1
- 239000005858 Triflumizole Substances 0.000 description 1
- 239000005942 Triflumuron Substances 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000005859 Triticonazole Substances 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
- JARYYMUOCXVXNK-UHFFFAOYSA-N Validamycin A Natural products OC1C(O)C(OC2C(C(O)C(O)C(CO)O2)O)C(CO)CC1NC1C=C(CO)C(O)C(O)C1O JARYYMUOCXVXNK-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 208000000260 Warts Diseases 0.000 description 1
- 241000589634 Xanthomonas Species 0.000 description 1
- 241000589636 Xanthomonas campestris Species 0.000 description 1
- 241001272684 Xanthomonas campestris pv. oryzae Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000005870 Ziram Substances 0.000 description 1
- 239000005863 Zoxamide Substances 0.000 description 1
- VXSIXFKKSNGRRO-MXOVTSAMSA-N [(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1.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 VXSIXFKKSNGRRO-MXOVTSAMSA-N 0.000 description 1
- ORDKAVSHIKNMAN-XYOKQWHBSA-N [(e)-2-bromo-1-(2,4-dichlorophenyl)ethenyl] diethyl phosphate Chemical compound CCOP(=O)(OCC)O\C(=C\Br)C1=CC=C(Cl)C=C1Cl ORDKAVSHIKNMAN-XYOKQWHBSA-N 0.000 description 1
- CTJBHIROCMPUKL-WEVVVXLNSA-N [(e)-3-methylsulfonylbutan-2-ylideneamino] n-methylcarbamate Chemical compound CNC(=O)O\N=C(/C)C(C)S(C)(=O)=O CTJBHIROCMPUKL-WEVVVXLNSA-N 0.000 description 1
- KVIZNNVXXNFLMU-AIIUZBJTSA-N [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl (1r,3r)-2,2-dimethyl-3-[(e)-prop-1-enyl]cyclopropane-1-carboxylate Chemical compound FC1=C(F)C(COC)=C(F)C(F)=C1COC(=O)[C@H]1C(C)(C)[C@@H]1\C=C\C KVIZNNVXXNFLMU-AIIUZBJTSA-N 0.000 description 1
- CFGPESLNPCIKIX-UHFFFAOYSA-N [2-[ethoxy(propylsulfanyl)phosphoryl]oxyphenyl] n-methylcarbamate Chemical compound CCCSP(=O)(OCC)OC1=CC=CC=C1OC(=O)NC CFGPESLNPCIKIX-UHFFFAOYSA-N 0.000 description 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,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)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 1
- CLSVJBIHYWPGQY-UHFFFAOYSA-N [3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl] ethyl carbonate Chemical compound CCOC(=O)OC1=C(C=2C(=CC=C(C)C=2)C)C(=O)NC11CCC(OC)CC1 CLSVJBIHYWPGQY-UHFFFAOYSA-N 0.000 description 1
- KIPLYOUQVMMOHB-MXWBXKMOSA-L [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O Chemical compound [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O KIPLYOUQVMMOHB-MXWBXKMOSA-L 0.000 description 1
- KENSTCMZRGKACJ-UHFFFAOYSA-N [P].C(CCC)C1=NC=CC=N1 Chemical compound [P].C(CCC)C1=NC=CC=N1 KENSTCMZRGKACJ-UHFFFAOYSA-N 0.000 description 1
- ZBXICRCDECBVDN-UHFFFAOYSA-N [P].[S].[F].N1C=CC=C1 Chemical compound [P].[S].[F].N1C=CC=C1 ZBXICRCDECBVDN-UHFFFAOYSA-N 0.000 description 1
- INISTDXBRIBGOC-CGAIIQECSA-N [cyano-(3-phenoxyphenyl)methyl] (2s)-2-[2-chloro-4-(trifluoromethyl)anilino]-3-methylbutanoate 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-CGAIIQECSA-N 0.000 description 1
- 229950008167 abamectin Drugs 0.000 description 1
- QDRXWCAVUNHOGA-UHFFFAOYSA-N acequinocyl Chemical group C1=CC=C2C(=O)C(CCCCCCCCCCCC)=C(OC(C)=O)C(=O)C2=C1 QDRXWCAVUNHOGA-UHFFFAOYSA-N 0.000 description 1
- GDZNYEZGJAFIKA-UHFFFAOYSA-N acetoprole Chemical compound NC1=C(S(C)=O)C(C(=O)C)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl GDZNYEZGJAFIKA-UHFFFAOYSA-N 0.000 description 1
- CGIHPACLZJDCBQ-UHFFFAOYSA-N acibenzolar Chemical compound SC(=O)C1=CC=CC2=C1SN=N2 CGIHPACLZJDCBQ-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical group 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 125000003342 alkenyl 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
- UPEZCKBFRMILAV-UHFFFAOYSA-N alpha-Ecdysone Natural products C1C(O)C(O)CC2(C)C(CCC3(C(C(C(O)CCC(C)(C)O)C)CCC33O)C)C3=CC(=O)C21 UPEZCKBFRMILAV-UHFFFAOYSA-N 0.000 description 1
- PPNXXZIBFHTHDM-UHFFFAOYSA-N aluminium phosphide Chemical compound P#[Al] PPNXXZIBFHTHDM-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229940059260 amidate Drugs 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 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
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 description 1
- 229950000294 azaconazole 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-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
- 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
- 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
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 description 1
- LJOZMWRYMKECFF-UHFFFAOYSA-N benodanil Chemical compound IC1=CC=CC=C1C(=O)NC1=CC=CC=C1 LJOZMWRYMKECFF-UHFFFAOYSA-N 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 1
- GINJFDRNADDBIN-FXQIFTODSA-N bilanafos Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O GINJFDRNADDBIN-FXQIFTODSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CXNPLSGKWMLZPZ-UHFFFAOYSA-N blasticidin-S Natural products O1C(C(O)=O)C(NC(=O)CC(N)CCN(C)C(N)=N)C=CC1N1C(=O)N=C(N)C=C1 CXNPLSGKWMLZPZ-UHFFFAOYSA-N 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 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
- 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
- 239000001273 butane Substances 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 description 1
- 229940117949 captan Drugs 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 239000006013 carbendazim Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- JLQUFIHWVLZVTJ-UHFFFAOYSA-N carbosulfan Chemical compound CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 JLQUFIHWVLZVTJ-UHFFFAOYSA-N 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
- RXDMAYSSBPYBFW-UHFFFAOYSA-N carpropamid Chemical compound C=1C=C(Cl)C=CC=1C(C)NC(=O)C1(CC)C(C)C1(Cl)Cl RXDMAYSSBPYBFW-UHFFFAOYSA-N 0.000 description 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-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
- 239000003467 chloride channel stimulating agent Substances 0.000 description 1
- PFIADAMVCJPXSF-UHFFFAOYSA-N chloroneb Chemical compound COC1=CC(Cl)=C(OC)C=C1Cl PFIADAMVCJPXSF-UHFFFAOYSA-N 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-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
- HPNSNYBUADCFDR-UHFFFAOYSA-N chromafenozide Chemical compound CC1=CC(C)=CC(C(=O)N(NC(=O)C=2C(=C3CCCOC3=CC=2)C)C(C)(C)C)=C1 HPNSNYBUADCFDR-UHFFFAOYSA-N 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- UXADOQPNKNTIHB-UHFFFAOYSA-N clofentezine Chemical compound ClC1=CC=CC=C1C1=NN=C(C=2C(=CC=CC=2)Cl)N=N1 UXADOQPNKNTIHB-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 210000001072 colon Anatomy 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
- 229910001610 cryolite Inorganic materials 0.000 description 1
- 229960004643 cupric oxide Drugs 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- YXKMMRDKEKCERS-UHFFFAOYSA-N cyazofamid Chemical compound CN(C)S(=O)(=O)N1C(C#N)=NC(Cl)=C1C1=CC=C(C)C=C1 YXKMMRDKEKCERS-UHFFFAOYSA-N 0.000 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
- ACMXQHFNODYQAT-UHFFFAOYSA-N cyflufenamid Chemical compound FC1=CC=C(C(F)(F)F)C(C(NOCC2CC2)=NC(=O)CC=2C=CC=CC=2)=C1F ACMXQHFNODYQAT-UHFFFAOYSA-N 0.000 description 1
- 229960001591 cyfluthrin Drugs 0.000 description 1
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 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
- LVQDKIWDGQRHTE-UHFFFAOYSA-N cyromazine Chemical compound NC1=NC(N)=NC(NC2CC2)=N1 LVQDKIWDGQRHTE-UHFFFAOYSA-N 0.000 description 1
- 229950000775 cyromazine Drugs 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 230000008260 defense mechanism Effects 0.000 description 1
- WEBQKRLKWNIYKK-UHFFFAOYSA-N demeton-S-methyl Chemical compound CCSCCSP(=O)(OC)OC WEBQKRLKWNIYKK-UHFFFAOYSA-N 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 230000037304 dermatophytes Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 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
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-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
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 229950001327 dichlorvos Drugs 0.000 description 1
- YEJGPFZQLRMXOI-PKEIRNPWSA-N diclocymet Chemical compound N#CC(C(C)(C)C)C(=O)N[C@H](C)C1=CC=C(Cl)C=C1Cl YEJGPFZQLRMXOI-PKEIRNPWSA-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
- LNJNFVJKDJYTEU-UHFFFAOYSA-N diethofencarb Chemical compound CCOC1=CC=C(NC(=O)OC(C)C)C=C1OCC LNJNFVJKDJYTEU-UHFFFAOYSA-N 0.000 description 1
- JZUKGAJJLZRHGL-UHFFFAOYSA-N diethoxy-[2-phenyl-5-(trifluoromethyl)pyrazol-3-yl]oxy-sulfanylidene-lambda5-phosphane Chemical compound CCOP(=S)(OCC)OC1=CC(C(F)(F)F)=NN1C1=CC=CC=C1 JZUKGAJJLZRHGL-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
- CJHXCRMKMMBYJQ-UHFFFAOYSA-N dimethirimol Chemical compound CCCCC1=C(C)NC(N(C)C)=NC1=O CJHXCRMKMMBYJQ-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WXUZAHCNPWONDH-DYTRJAOYSA-N dimoxystrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1COC1=CC(C)=CC=C1C WXUZAHCNPWONDH-DYTRJAOYSA-N 0.000 description 1
- YKBZOVFACRVRJN-UHFFFAOYSA-N dinotefuran Chemical compound [O-][N+](=O)\N=C(/NC)NCC1CCOC1 YKBZOVFACRVRJN-UHFFFAOYSA-N 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- ZHDBTKPXEJDTTQ-UHFFFAOYSA-N dipyrithione Chemical compound [O-][N+]1=CC=CC=C1SSC1=CC=CC=[N+]1[O-] ZHDBTKPXEJDTTQ-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
- 239000002552 dosage form Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- UPEZCKBFRMILAV-JMZLNJERSA-N ecdysone Chemical compound C1[C@@H](O)[C@@H](O)C[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@@H]([C@H](O)CCC(C)(C)O)C)CC[C@]33O)C)C3=CC(=O)[C@@H]21 UPEZCKBFRMILAV-JMZLNJERSA-N 0.000 description 1
- AWZOLILCOUMRDG-UHFFFAOYSA-N edifenphos Chemical compound C=1C=CC=CC=1SP(=O)(OCC)SC1=CC=CC=C1 AWZOLILCOUMRDG-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- RDYMFSUJUZBWLH-UHFFFAOYSA-N endosulfan Chemical compound C12COS(=O)OCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl RDYMFSUJUZBWLH-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229960002125 enilconazole Drugs 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 230000008029 eradication Effects 0.000 description 1
- 229940023064 escherichia coli Drugs 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
- PQLFROTZSIMBKR-UHFFFAOYSA-N ethenyl carbonochloridate Chemical compound ClC(=O)OC=C PQLFROTZSIMBKR-UHFFFAOYSA-N 0.000 description 1
- BBXXLROWFHWFQY-UHFFFAOYSA-N ethirimol Chemical compound CCCCC1=C(C)NC(NCC)=NC1=O BBXXLROWFHWFQY-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
- NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical compound CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 description 1
- IXSZQYVWNJNRAL-UHFFFAOYSA-N etoxazole Chemical compound CCOC1=CC(C(C)(C)C)=CC=C1C1N=C(C=2C(=CC=CC=2F)F)OC1 IXSZQYVWNJNRAL-UHFFFAOYSA-N 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
- 230000008020 evaporation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 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
- VDLGAVXLJYLFDH-UHFFFAOYSA-N fenhexamid Chemical compound C=1C=C(O)C(Cl)=C(Cl)C=1NC(=O)C1(C)CCCCC1 VDLGAVXLJYLFDH-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
- FKLFBQCQQYDUAM-UHFFFAOYSA-N fenpiclonil Chemical compound ClC1=CC=CC(C=2C(=CNC=2)C#N)=C1Cl FKLFBQCQQYDUAM-UHFFFAOYSA-N 0.000 description 1
- XQUXKZZNEFRCAW-UHFFFAOYSA-N fenpropathrin Chemical compound CC1(C)C(C)(C)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 XQUXKZZNEFRCAW-UHFFFAOYSA-N 0.000 description 1
- YYJNOYZRYGDPNH-MFKUBSTISA-N fenpyroximate Chemical compound C=1C=C(C(=O)OC(C)(C)C)C=CC=1CO/N=C/C=1C(C)=NN(C)C=1OC1=CC=CC=C1 YYJNOYZRYGDPNH-MFKUBSTISA-N 0.000 description 1
- XDNBJTQLKCIJBV-UHFFFAOYSA-N fensulfothion Chemical compound CCOP(=S)(OCC)OC1=CC=C(S(C)=O)C=C1 XDNBJTQLKCIJBV-UHFFFAOYSA-N 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
- 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 1
- 239000003337 fertilizer 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
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 description 1
- GJEREQYJIQASAW-UHFFFAOYSA-N flufenerim Chemical compound CC(F)C1=NC=NC(NCCC=2C=CC(OC(F)(F)F)=CC=2)=C1Cl GJEREQYJIQASAW-UHFFFAOYSA-N 0.000 description 1
- IRRZXISJLIZVRT-UHFFFAOYSA-N fluorobenzene urea Chemical compound C(N)(=O)N.FC1=CC=CC=C1 IRRZXISJLIZVRT-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
- UFEODZBUAFNAEU-NLRVBDNBSA-N fluoxastrobin Chemical compound C=1C=CC=C(OC=2C(=C(OC=3C(=CC=CC=3)Cl)N=CN=2)F)C=1C(=N/OC)\C1=NOCCO1 UFEODZBUAFNAEU-NLRVBDNBSA-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
- PTCGDEVVHUXTMP-UHFFFAOYSA-N flutolanil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1 PTCGDEVVHUXTMP-UHFFFAOYSA-N 0.000 description 1
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- DUFVKSUJRWYZQP-UHFFFAOYSA-N fosthiazate Chemical compound CCC(C)SP(=O)(OCC)N1CCSC1=O DUFVKSUJRWYZQP-UHFFFAOYSA-N 0.000 description 1
- UYJUZNLFJAWNEZ-UHFFFAOYSA-N fuberidazole Chemical compound C1=COC(C=2NC3=CC=CC=C3N=2)=C1 UYJUZNLFJAWNEZ-UHFFFAOYSA-N 0.000 description 1
- 239000002316 fumigant Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- LAULFZIZDHINAX-UHFFFAOYSA-N furan-2-carboxylic acid Chemical compound OC(=O)C1=CC=CO1.OC(=O)C1=CC=CO1 LAULFZIZDHINAX-UHFFFAOYSA-N 0.000 description 1
- 229960003692 gamma aminobutyric acid Drugs 0.000 description 1
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 1
- ZXQYGBMAQZUVMI-GCMPRSNUSA-N gamma-cyhalothrin Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-GCMPRSNUSA-N 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 238000010353 genetic engineering Methods 0.000 description 1
- 235000003869 genetically modified organism Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 239000003630 growth substance Substances 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
- 125000001188 haloalkyl group Chemical group 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
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 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
- RGNPBRKPHBKNKX-UHFFFAOYSA-N hexaflumuron Chemical compound C1=C(Cl)C(OC(F)(F)C(F)F)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F RGNPBRKPHBKNKX-UHFFFAOYSA-N 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 238000009396 hybridization Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- KGVPNLBXJKTABS-UHFFFAOYSA-N hymexazol Chemical compound CC1=CC(O)=NO1 KGVPNLBXJKTABS-UHFFFAOYSA-N 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
- AGKSTYPVMZODRV-UHFFFAOYSA-N imibenconazole Chemical compound C1=CC(Cl)=CC=C1CSC(CN1N=CN=C1)=NC1=CC=C(Cl)C=C1Cl AGKSTYPVMZODRV-UHFFFAOYSA-N 0.000 description 1
- 229940056881 imidacloprid Drugs 0.000 description 1
- VPRAQYXPZIFIOH-UHFFFAOYSA-N imiprothrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OCN1C(=O)N(CC#C)CC1=O VPRAQYXPZIFIOH-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 125000003454 indenyl group Chemical class C1(C=CC2=CC=CC=C12)* 0.000 description 1
- VBCVPMMZEGZULK-NRFANRHFSA-N indoxacarb Chemical compound C([C@@]1(OC2)C(=O)OC)C3=CC(Cl)=CC=C3C1=NN2C(=O)N(C(=O)OC)C1=CC=C(OC(F)(F)F)C=C1 VBCVPMMZEGZULK-NRFANRHFSA-N 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000012336 iodinating agent Substances 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
- 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
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 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
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-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
- 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
- 229930014550 juvenile hormone Natural products 0.000 description 1
- 239000002949 juvenile hormone Substances 0.000 description 1
- 150000003633 juvenile hormone derivatives Chemical class 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
- 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
- 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
- 230000014759 maintenance of location Effects 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
- 150000002696 manganese Chemical class 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
- 230000010534 mechanism of action Effects 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
- BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical compound COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 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
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- ZWJNEYVWPYIKMB-UHFFFAOYSA-N methfuroxam Chemical compound CC1=C(C)OC(C)=C1C(=O)NC1=CC=CC=C1 ZWJNEYVWPYIKMB-UHFFFAOYSA-N 0.000 description 1
- KBHDSWIXRODKSZ-UHFFFAOYSA-N methyl 5-chloro-2-(trifluoromethylsulfonylamino)benzoate Chemical compound COC(=O)C1=CC(Cl)=CC=C1NS(=O)(=O)C(F)(F)F KBHDSWIXRODKSZ-UHFFFAOYSA-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
- 229940102396 methyl bromide Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229920000257 metiram Polymers 0.000 description 1
- VOEYXMAFNDNNED-UHFFFAOYSA-N metolcarb Chemical compound CNC(=O)OC1=CC=CC(C)=C1 VOEYXMAFNDNNED-UHFFFAOYSA-N 0.000 description 1
- HIIRDDUVRXCDBN-OBGWFSINSA-N metominostrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=CC=CC=C1 HIIRDDUVRXCDBN-OBGWFSINSA-N 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 239000003094 microcapsule Substances 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
- KCIRYJNISRMYFI-UHFFFAOYSA-N mildiomycin Natural products NC(CO)C(=O)NC1C=CC(OC1C(O)(CC(O)CNC(=N)N)C(=O)O)N2CN=C(N)C(=C2)CO KCIRYJNISRMYFI-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002751 molybdenum Chemical class 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 238000002703 mutagenesis Methods 0.000 description 1
- 231100000350 mutagenesis Toxicity 0.000 description 1
- GMHSBEHOBCVUAS-UHFFFAOYSA-N n,n-dimethyl-4-piperidin-1-ylaniline Chemical class C1=CC(N(C)C)=CC=C1N1CCCCC1 GMHSBEHOBCVUAS-UHFFFAOYSA-N 0.000 description 1
- BLCKKNLGFULNRC-UHFFFAOYSA-L n,n-dimethylcarbamodithioate;nickel(2+) Chemical compound [Ni+2].CN(C)C([S-])=S.CN(C)C([S-])=S BLCKKNLGFULNRC-UHFFFAOYSA-L 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
- FVJQBZVCJVMBIP-UHFFFAOYSA-N n-[2-chloro-5-(trifluoromethyl)phenyl]-2,4-dinitro-6-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1NC1=CC(C(F)(F)F)=CC=C1Cl FVJQBZVCJVMBIP-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- YNKFZRGTXAPYFD-UHFFFAOYSA-N n-[[2-chloro-3,5-bis(trifluoromethyl)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1Cl YNKFZRGTXAPYFD-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PEQJBOMPGWYIRO-UHFFFAOYSA-N n-ethyl-3,4-dimethoxyaniline Chemical class CCNC1=CC=C(OC)C(OC)=C1 PEQJBOMPGWYIRO-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000004311 natamycin Substances 0.000 description 1
- 235000010298 natamycin Nutrition 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
- 229960003255 natamycin Drugs 0.000 description 1
- 229940042880 natural phospholipid Drugs 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- NHOIBRJOQAYBJT-IMGVWCFESA-N nimbin Chemical compound C=1([C@@H]2C[C@H]3O[C@H]4[C@](C3=C2C)(C)[C@@H]([C@]2(C(=O)C=C[C@](C)([C@@H]2[C@H]4OC(C)=O)C(=O)OC)C)CC(=O)OC)C=COC=1 NHOIBRJOQAYBJT-IMGVWCFESA-N 0.000 description 1
- ZQIYJHBQRBBBRZ-UHFFFAOYSA-N nimbin Natural products COC(=O)CC1C2C(C(OC(=O)C)C3OC4CC(C(=C4C13C)C)c5cocc5)C(C)(C=CC2=O)C(=O)OC ZQIYJHBQRBBBRZ-UHFFFAOYSA-N 0.000 description 1
- 229940079888 nitenpyram Drugs 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 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
- 235000015097 nutrients Nutrition 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 229940060184 oil ingredients Drugs 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 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
- 229960000321 oxolinic acid Drugs 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
- 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
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 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
- 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 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- 239000003016 pheromone Substances 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
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 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
- 239000000280 phytoalexin Substances 0.000 description 1
- 150000001857 phytoalexin derivatives Chemical class 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 238000003976 plant breeding Methods 0.000 description 1
- 235000020245 plant milk Nutrition 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
- JPFWJDMDPLEUBD-ITJAGOAWSA-N polyoxorim Polymers O[C@@H]1[C@H](O)[C@@H]([C@H](NC(=O)[C@H]([C@H](O)[C@@H](O)COC(N)=O)N)C(O)=O)O[C@H]1N1C(=O)NC(=O)C(C(O)=O)=C1 JPFWJDMDPLEUBD-ITJAGOAWSA-N 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
- 229940096992 potassium oleate Drugs 0.000 description 1
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 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
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
- IVRIRQXJSNCSPQ-UHFFFAOYSA-N propan-2-yl carbonochloridate Chemical compound CC(C)OC(Cl)=O IVRIRQXJSNCSPQ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- ZYHMJXZULPZUED-UHFFFAOYSA-N propargite Chemical compound C1=CC(C(C)(C)C)=CC=C1OC1C(OS(=O)OCC#C)CCCC1 ZYHMJXZULPZUED-UHFFFAOYSA-N 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 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
- FLVBXVXXXMLMOX-UHFFFAOYSA-N proquinazid Chemical compound C1=C(I)C=C2C(=O)N(CCC)C(OCCC)=NC2=C1 FLVBXVXXXMLMOX-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 238000010298 pulverizing process Methods 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
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- DDIQWGKUSJOETH-UHFFFAOYSA-N pyrafluprole Chemical compound ClC=1C=C(C(F)(F)F)C=C(Cl)C=1N1N=C(C#N)C(SCF)=C1NCC1=CN=CC=N1 DDIQWGKUSJOETH-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical class 0.000 description 1
- JOOMJVFZQRQWKR-UHFFFAOYSA-N pyrazophos Chemical compound N1=C(C)C(C(=O)OCC)=CN2N=C(OP(=S)(OCC)OCC)C=C21 JOOMJVFZQRQWKR-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
- 229940070846 pyrethrins Drugs 0.000 description 1
- 229940015367 pyrethrum Drugs 0.000 description 1
- AEHJMNVBLRLZKK-UHFFFAOYSA-N pyridalyl Chemical group N1=CC(C(F)(F)F)=CC=C1OCCCOC1=C(Cl)C=C(OCC=C(Cl)Cl)C=C1Cl AEHJMNVBLRLZKK-UHFFFAOYSA-N 0.000 description 1
- CXJSOEPQXUCJSA-UHFFFAOYSA-N pyridaphenthion Chemical compound N1=C(OP(=S)(OCC)OCC)C=CC(=O)N1C1=CC=CC=C1 CXJSOEPQXUCJSA-UHFFFAOYSA-N 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical class C1=CC=NN=C1 PBMFSQRYOILNGV-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
- 125000000714 pyrimidinyl group Chemical class 0.000 description 1
- 229950010685 pyrimitate Drugs 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
- 229960003811 pyrithione disulfide Drugs 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
- WRPIRSINYZBGPK-UHFFFAOYSA-N quinoxyfen Chemical compound C1=CC(F)=CC=C1OC1=CC=NC2=CC(Cl)=CC(Cl)=C12 WRPIRSINYZBGPK-UHFFFAOYSA-N 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229940080817 rotenone Drugs 0.000 description 1
- JUVIOZPCNVVQFO-HBGVWJBISA-N rotenone Chemical compound O([C@H](CC1=C2O3)C(C)=C)C1=CC=C2C(=O)[C@@H]1[C@H]3COC2=C1C=C(OC)C(OC)=C2 JUVIOZPCNVVQFO-HBGVWJBISA-N 0.000 description 1
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000003620 semiochemical Substances 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 230000001568 sexual effect Effects 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
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 201000010153 skin papilloma Diseases 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000003195 sodium channel blocking agent Substances 0.000 description 1
- IYYIUOWKEMQYNV-UHFFFAOYSA-N sodium;ethoxy-oxido-oxophosphanium Chemical compound [Na+].CCO[P+]([O-])=O IYYIUOWKEMQYNV-UHFFFAOYSA-N 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 229940014213 spinosad Drugs 0.000 description 1
- DTDSAWVUFPGDMX-UHFFFAOYSA-N spirodiclofen Chemical compound CCC(C)(C)C(=O)OC1=C(C=2C(=CC(Cl)=CC=2)Cl)C(=O)OC11CCCCC1 DTDSAWVUFPGDMX-UHFFFAOYSA-N 0.000 description 1
- GOLXNESZZPUPJE-UHFFFAOYSA-N spiromesifen Chemical compound CC1=CC(C)=CC(C)=C1C(C(O1)=O)=C(OC(=O)CC(C)(C)C)C11CCCC1 GOLXNESZZPUPJE-UHFFFAOYSA-N 0.000 description 1
- CLSVJBIHYWPGQY-GGYDESQDSA-N spirotetramat Chemical compound CCOC(=O)OC1=C(C=2C(=CC=C(C)C=2)C)C(=O)N[C@@]11CC[C@H](OC)CC1 CLSVJBIHYWPGQY-GGYDESQDSA-N 0.000 description 1
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229960005322 streptomycin Drugs 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
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000012622 synthetic inhibitor Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- HOWHQWFXSLOJEF-MGZLOUMQSA-N systemin Chemical compound NCCCC[C@H](N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(O)=O)C(=O)OC(=O)[C@@H]1CCCN1C(=O)[C@H]1N(C(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H]2N(CCC2)C(=O)[C@H]2N(CCC2)C(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](C)N)C(C)C)CCC1 HOWHQWFXSLOJEF-MGZLOUMQSA-N 0.000 description 1
- 108010050014 systemin Proteins 0.000 description 1
- QYPNKSZPJQQLRK-UHFFFAOYSA-N tebufenozide Chemical compound C1=CC(CC)=CC=C1C(=O)NN(C(C)(C)C)C(=O)C1=CC(C)=CC(C)=C1 QYPNKSZPJQQLRK-UHFFFAOYSA-N 0.000 description 1
- AWYOMXWDGWUJHS-UHFFFAOYSA-N tebupirimfos Chemical compound CCOP(=S)(OC(C)C)OC1=CN=C(C(C)(C)C)N=C1 AWYOMXWDGWUJHS-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
- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 1
- 229940063650 terramycin Drugs 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
- LFKDJXLFVYVEFG-UHFFFAOYSA-N tert-butyl carbamate Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 description 1
- DPOWHSMECVNHAT-YERPJTIDSA-N tetcyclacis Chemical compound C1=CC(Cl)=CC=C1N1[C@H]2[C@H]([C@@H]3[C@H]4N=N3)C[C@H]4[C@H]2N=N1 DPOWHSMECVNHAT-YERPJTIDSA-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
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 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
- 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
- ICTQUFQQEYSGGJ-UHFFFAOYSA-N thiocyclam oxalate Chemical compound OC(=O)C(O)=O.CN(C)C1CSSSC1 ICTQUFQQEYSGGJ-UHFFFAOYSA-N 0.000 description 1
- BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- JEVIPKNTHLBDGT-UHFFFAOYSA-N thiophen-3-yl carbamate Chemical compound NC(=O)OC=1C=CSC=1 JEVIPKNTHLBDGT-UHFFFAOYSA-N 0.000 description 1
- QSOHVSNIQHGFJU-UHFFFAOYSA-L thiosultap disodium Chemical compound [Na+].[Na+].[O-]S(=O)(=O)SCC(N(C)C)CSS([O-])(=O)=O QSOHVSNIQHGFJU-UHFFFAOYSA-L 0.000 description 1
- 229960002447 thiram Drugs 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
- 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 compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- WPALTCMYPARVNV-UHFFFAOYSA-N tolfenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(OC=3C=CC(C)=CC=3)=CC=2)=C1Cl WPALTCMYPARVNV-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- OEJNXTAZZBRGDN-UHFFFAOYSA-N toxaphene Chemical compound ClC1C(Cl)C2(Cl)C(CCl)(CCl)C(=C)C1(Cl)C2(Cl)Cl OEJNXTAZZBRGDN-UHFFFAOYSA-N 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
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-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
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-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
- CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical group C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
- 239000004061 uncoupling agent Substances 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A 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-CSLFJTBJSA-N 0.000 description 1
- 230000003612 virological effect Effects 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
- 150000003751 zinc Chemical class 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
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
新的式(I)的甲硅烷基化甲酰胺、制备这些化合物的多种方法,其用于防治不想要的微生物的应用以及新的中间体及其制备,其中M、L、R1、R2、R3、R和A的定义如说明书中所述。
Description
本发明涉及新的甲硅烷基化甲酰胺,其多种制备方法及其用于防治不想要的微生物的应用。
已知多种甲酰胺具有杀真菌性能(参见,例如,WO 03/080628、WO 03/010149、EP-A 0 589 301、EP-A 0 545 099)。这些化合物的活性良好;但有时,例如在低施用率时,则不令人满意。以酰胺组分的形式具有一个杂环的甲硅烷基化甲酰胺迄今尚未公开。
本发明现提供式(I)的新的甲硅烷基化甲酰胺,
其中
M代表各自被Y1单取代的噻吩环、吡啶环、嘧啶环、哒嗪环或吡嗪环,或代表被Y2取代的噻唑环,
Y1代表氢、氟、氯、溴、甲基、异丙基、甲硫基或三氟甲基,
Y2代表氢、氟、氯、溴、甲基、甲硫基或三氟甲基,
L代表直接键或各自任选被取代的直链或带支链的亚烷基(烷二基)、亚烯基(烯二基)或亚炔基(炔二基),
R1和R2相互独立,代表氢、C1-C8-烷基、C1-C8-烷氧基、C1-C4-烷氧基-C1-C4-烷基、C1-C4-烷硫基-C1-C4-烷基或C1-C6-卤代烷基,
R3代表氢、C1-C8-烷基、C1-C8-烷氧基、C1-C4-烷氧基-C1-C4-烷基、C1-C4-烷硫基-C1-C4-烷基、C2-C8-烯基、C2-C8-炔基、C1-C6-卤代烷基、C2-C6-卤代烯基、C2-C6-卤代炔基、C3-C6-环烷基,或代表各自任选被取代的苯基或苯烷基,
R代表氢、C1-C8-烷基、C1-C6-烷基亚磺酰基、C1-C6-烷基磺酰基、C1-C4-烷氧基-C1-C4-烷基、C3-C8-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C6-卤代烷基、C1-C4-卤代烷硫基、C1-C4-卤代烷基亚磺酰基、C1-C4-卤代烷基磺酰基、卤代-C1-C4-烷氧基-C1-C4-烷基、C3-C8-卤代环烷基,甲酰基、甲酰基-C1-C3-烷基、(C1-C3-烷基)羰基-C1-C3-烷基、(C1-C3-烷氧基)羰基-C1-C3-烷基,分别具有1至13个氟、氯和/或溴原子的卤代-(C1-C3-烷基)羰基-C1-C3-烷基、卤代-(C1-C3-烷氧基)羰基-C1-C3-烷基,
(C1-C8-烷基)羰基、(C1-C8-烷氧基)羰基、(C1-C4-烷氧基-C1-C4-烷基)羰基、(C3-C8-环烷基)羰基,分别具有1至9个氟、氯和/或溴原子的(C1-C6-卤代烷基)羰基、(C1-C6-卤代烷氧基)羰基、(卤代-C1-C4-烷氧基-C1-C4-烷基)羰基、(C3-C8-卤代环烷基)羰基,或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8,
R4代表氢、C1-C8-烷基、C1-C8-烷氧基、C1-C4-烷氧基-C1-C4-烷基、C3-C8-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C6-卤代烷基、C1-C6-卤代烷氧基、卤代-C1-C4-烷氧基-C1-C4-烷基、C3-C8-卤代环烷基,
R5和R6相互独立,各自代表氢、C1-C8-烷基、C1-C4-烷氧基-C1-C4-烷基、C3-C8-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C8-卤代烷基、卤代-C1-C4-烷氧基-C1-C4-烷基、C3-C8-卤代环烷基,
R5和R6还和与它们相连的氮原子一起形成具有5至8个环原子的饱和杂环,所述杂环任选由选自卤素和C1-C4-烷基的相同或不同的取代基单取代或多取代,其中,杂环还可另外含有1或2个选自氧、硫和NR9的不相邻的杂原子,
R7和R8相互独立,代表氢、C1-C8-烷基、C3-C8-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C8卤代烷基、C3-C8-卤代环烷基,
R7和R8还和与它们相连的氮原子一起形成具有5至8个环原子的饱和杂环,所述杂环任选由选自卤素和C1-C4-烷基的相同或不同的取代基单取代或多取代,其中,杂环还可另外含有1或2个选自氧、硫和NR9的不相邻的杂原子,
R9代表氢或C1-C6-烷基,
A代表式(A1)的基团
其中
R10代表氢、羟基、甲酰基、氰基、卤素、硝基、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷硫基、C3-C6-环烷基、分别具有1至5个卤素原子的C1-C4-卤代烷基、C1-C4-卤代烷氧基或C1-C4-卤代烷硫基、氨基羰基或氨基羰基-C1-C4-烷基,
R11代表氢、卤素、氰基、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷硫基、分别具有1至5个卤素原子的C1-C4-卤代烷基、或C1-C4-卤代烷硫基,和
R12代表氢、C1-C4-烷基、羟基-C1-C4-烷基、C2-C6-烯基、C3-C6-环烷基、C1-C4-烷硫基-C1-C4-烷基、C1-C4-烷氧基-C1-C4-烷基、分别具有1至5个卤素原子的C1-C4-卤代烷基、C1-C4-卤代烷硫基-C1-C4-烷基、C1-C4-卤代烷氧基-C1-C4-烷基,或代表苯基,
或者
A代表式(A2)的基团
其中
R13和R14相互独立,代表氢、卤素、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R15代表卤素、氰基或C1-C4烷基、或分别具有1至5个卤素原子的C1-C4卤代烷基或C1-C4卤代烷氧基,
或者
A代表式(A3)的基团
其中
R16和R17相互独立,代表氢、卤素、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R18代表氢、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A4)的基团
其中
R19代表氢、卤素、羟基、氰基、C1-C6-烷基、分别具有1至5个卤素原子的C1-C4-卤代烷基、C1-C4-卤代烷氧基或C1-C4-卤代烷硫基,
或者
A代表式(A5)的基团
其中
R20代表卤素、羟基、氰基、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷硫基、分别具有1至5个卤素原子的C1-C4-卤代烷基、C1-C4-卤代烷硫基或C1-C4-卤代烷氧基,和
R21代表氢、卤素、氰基、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷硫基、分别具有1至5个卤素原子的C1-C4-卤代烷基、C1-C4-卤代烷氧基、C1-C4-烷基亚磺酰基或C1-C4-烷基磺酰基,
或者
A代表式(A6)的基团
其中
R22代表C1-C4-烷基或具有1至5个卤素原子的C1-C4-卤代烷基,
或者
A代表式(A7)的基团
其中
R23代表C1-C4-烷基或具有1至5个卤素原子的C1-C4-卤代烷基,
或者
A代表式(A8)的基团
其中
R24和R25相互独立,代表氢、卤素、氨基、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R26代表氢、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A9)的基团
其中
R27和R28相互独立,代表氢、卤素、氨基、硝基、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R29代表卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A10)的基团
其中
R30代表氢、卤素、氨基、C1-C4-烷基氨基、二(C1-C4-烷基)氨基、氰基、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R31代表卤素、羟基、C1-C4烷基、C1-C4-烷氧基、C3-C6-环烷基、分别具有1至5个卤素原子的C1-C4卤代烷基或C1-C4卤代烷氧基,
或者
A代表式(A11)的基团
其中
R32代表氢、卤素、氨基、C1-C4-烷基氨基、二(C1-C4-烷基)氨基、氰基、C1-C4-烷基或具有1至5个卤素原子的C1-C4卤代烷基,和
R33代表卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A12)的基团
其中
R34代表氢或C1-C4烷基,和
R35代表卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A13)的基团
其中
R36代表氢、卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A14)的基团
其中
R37代表卤素、羟基、C1-C4烷基、C1-C4烷氧基、C1-C4烷硫基、分别具有1至5个卤素原子的C1-C4卤代烷基、C1-C4卤代烷硫基或C1-C4卤代烷氧基,
或者
A代表式(A15)的基团
其中
R38代表氢、氰基、C1-C4烷基、具有1至5个卤素原子的C1-C4卤代烷基、C1-C4烷氧基-C1-C4烷基、羟基-C1-C4烷基、C1-C4-烷基磺酰基、二(C1-C4-烷基)氨基磺酰基、C1-C6-烷基羰基或代表各自任选取代的苯磺酰基或苯甲酰基,
R39代表氢、卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
R40代表氢、卤素、氰基、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
R41代表氢、卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A16)的基团
其中
R42代表卤素、C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A17)的基团
其中
R43代表C1-C4烷基或具有1至5个卤素原子的C1-C4卤代烷基,
R44代表C1-C4烷基,
Q1代表S(硫)、O(氧)、SO、SO2或CH2,
p代表0、1或2,其中若p为2时R44基团相同或不同,
如合适,本发明的化合物可以以多种可能异构体的混合物的形式存在,所述异构体特别指立体异构体,例如E异构体和Z异构体、苏式和赤式异构体以及旋光异构体,如果合适还可以是互变异构体。要求保护的有E异构体和Z异构体、苏式和赤式异构体以及旋光异构体、这些异构体的任何混合物以及可能的互变异构体。
此外,已发现式(I)的甲硅烷基化甲酰胺可通过如下方式获得:
a)如合适,在存在催化剂时,如合适,在存在缩合剂时,如合适,在存在酸结合剂时,以及如合适,在存在稀释剂时,式(II)的羧酸衍生物与式(III)的胺反应,
其中
A的定义如上,和
X1代表卤素或羟基,
其中M、L、R1、R2、R3和R的定义如上,
或者
b)在存在碱及存在稀释剂时,式(I-a)的甲硅烷基化甲酰胺与式(IV)的卤化物反应,
其中M、L、A、R1、R2和R3的定义如上,
RA-X2 (IV)
其中
X2代表氯、溴或碘,
RA代表C1-C8-烷基、C1-C6-烷基亚磺酰基、C1-C6-烷基磺酰基、C1-C4-烷氧基-C1-C4-烷基、C3-C8-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C6-卤代烷基、C1-C4-卤代烷硫基、C1-C4-卤代烷基亚磺酰基、C1-C4-卤代烷基磺酰基、卤代-C1-C4-烷氧基-C1-C4-烷基、C3-C8-卤代环烷基,甲酰基、甲酰基-C1-C3-烷基、(C1-C3-烷基)羰基-C1-C3-烷基、(C1-C3-烷氧基)羰基-C1-C3-烷基,分别具有1至13个氟、氯和/或溴原子的卤代-(C1-C3-烷基)羰基-C1-C3-烷基、卤代-(C1-C3-烷氧基)羰基-C1-C3-烷基,
(C1-C8-烷基)羰基、(C1-C8-烷氧基)羰基、(C1-C4-烷氧基-C1-C4-烷基)羰基、(C3-C8-环烷基)羰基,分别具有1至9个氟、氯和/或溴原子的(C1-C6-卤代烷基)羰基、(C1-C6-卤代烷氧基)羰基、(卤代-C1-C4-烷氧基-C1-C4-烷基)羰基、(C3-C8-卤代环烷基)羰基,或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8,
其中R4、R5、R6、R7和R8的定义如上。
最后,已发现式(I)的新的甲硅烷基化甲酰胺具有非常好的杀微生物性能,可在作物保护和材料保护中用于防治不想要的微生物。
式(I)提供了本发明的甲硅烷基化甲酰胺的总体定义。上文及下文所示结构式的基团的优选定义如下。这些定义适用于式(I)的最终产物及所有中间体。
M优选代表以下杂环之一
其中标有“*”的键与酰胺连接,标有“#”的键与L基团连接。
M特别优选代表选自M-1、M-2、M-3、M-4、M-5、M-7、M-8、M-9和M-10的杂环。
M还代表M-4杂环。
M还代表M-7杂环。
M还代表M-8杂环。
M还代表M-9杂环。
M还代表M-10杂环。
Y1 优选代表氢。
Y1如果M代表M-1、M-2或M-3,则还优选代表氯,其中氯特 别优选位于5-位(M-1、M-2)或3-位(M-3)。
Y1如果M代表M-1、M-2或M-3,则还优选代表氟,其中氟特 别优选位于5-位(M-1、M-2)或3-位(M-3)。
Y1如果M代表M-1、M-2或M-3,则还优选代表甲基,其中甲基特别优选位于5-位(M-1、M-2)或3-位(M-3)。
Y1如果M代表M-4、M-5、M-6或M-7,则还优选代表氟,其中氟特别优选位于6-位(M-4、M-5)或3-位(M-6、M-7)。
Y1如果M代表M-4、M-5、M-6或M-7,则还优选代表氯,其中氯特别优选位于6-位(M-4、M-5)或3-位(M-6、M-7)。
Y1如果M代表M-4、M-5、M-6或M-7,则还优选代表甲基,其中甲基特别优选位于4-位(M-4)或3-位(M-5、M-6、M-7)。
Y1如果M代表M-8,则还优选代表甲基,其中甲基特别优选位于3-位。
Y1如果M代表M-8,则还优选代表三氟甲基,其中三氟甲基特别优选位于3-位。
Y1如果M代表M-11,则还优选代表甲基,其中甲基特别优选位于4-位。
Y1如果M代表M-11,则还优选代表三氟甲基,其中三氟甲基特别优选位于4-位。
Y1如果M代表M-12,则还优选代表甲基,其中甲基特别优选位于3-位。
Y1如果M代表M-12,则还优选代表三氟甲基,其中三氟甲基特别优选位于3-位。
Y1如果M代表M-13,则还优选代表甲基,其中甲基特别优选位于3-位。
Y1如果M代表M-13,则还优选代表三氟甲基,其中三氟甲基特别优选位于3-位。
Y2 优选代表氢。
Y2 优选代表氟。
Y2 优选代表氯。
Y2还优选代表甲基。
Y2还优选代表三氟甲基。
L优选代表直接键,或代表任选地被卤素取代的直链或带支链的C1-C6-亚烷基、C2-C6-亚烯基或C2-C6-亚炔基。
L特别优选代表直接键,或代表-CH2-、-(CH2)2-、-(CH2)3-、-CH(Me)-、-CH(Me)CH2-、-CH2CH(Me)-、-CH(Me)CH(Me)-、-C(Me2)CH2-、-CH(Me)-(CH2)2-、-CH(Me)-(CH2)3-、-CH=CH-、-C(Me)=CH-或-C≡C-。
L代表-(CH2)2-、-(CH2)3-、-CH(Me)-、-CH(Me)CH2-、-CH(Me)-(CH2)2-、-CH(Me)-(CH2)3-、-CH=CH-、-C(Me)=CH-或-C≡C-。
R1和R2相互独立,优选代表C1-C6-烷基、C1-C6-烷氧基、C1-C3-烷氧基-C1-C3-烷基或C1-C3-烷硫基-C1-C3-烷基。
R1和R2相互独立,特别优选代表甲基、乙基、甲氧基、乙氧基、甲氧基甲基、乙氧基甲基、甲氧基乙基、乙氧基乙基、甲硫基甲基、乙硫基甲基、甲硫基乙基或乙硫基乙基。
R3 优选代表C1-C6-烷基、C1-C6-烷氧基、C1-C3-烷氧基-C1-C3-烷基、C1-C3-烷硫基-C1-C3-烷基、C3-C6-环烷基、苯基或苄基。
R3 特别优选代表甲基、乙基、正或异丙基、正、仲、异或叔丁基、甲氧基、乙氧基、正或异丙氧基、正、仲、异或叔丁氧基、甲氧基甲基、乙氧基甲基、甲氧基乙基、乙氧基乙基、甲硫基甲基、乙硫基甲基、甲硫基乙基、乙硫基乙基、环丙基、苯基或苄基。
R3 代表甲基、乙基、正或异丙基、异或叔丁基、甲氧基、异丙氧基、异或叔丁氧基。
R3最优选代表甲基。
R优选代表氢、C1-C6-烷基、C1-C4-烷基亚磺酰基、C1-C4-烷基磺酰基、C1-C3-烷氧基-C1-C3-烷基、C3-C6-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C4-卤代烷基、C1-C4-卤代烷硫基、C1-C4-卤代烷基亚磺酰基、C1-C4-卤代烷基磺酰基、卤代-C1-C3-烷氧基-C1-C3-烷基、C3-C8-卤代环烷基,甲酰基、甲酰基-C1-C3-烷基、(C1-C3-烷基)羰基-C1-C3-烷基、(C1-C3-烷氧基)羰基-C1-C3-烷基,分别具有1至13个氟、氯和/或溴原子的卤代-(C1-C3-烷基)羰基-C1-C3-烷基、卤代-(C1-C3-烷氧基)羰基-C1-C3-烷基,(C1-C6-烷基)羰基、(C1-C4-烷氧基)羰基、(C1-C3-烷氧基-C1-C3-烷基)羰基、(C3-C6-环烷基)羰基,分别具有1至9个氟、氯和/或溴原子的(C1-C4-卤代烷基)羰基、(C1-C4-卤代烷氧基)羰基、(卤代-C1-C3-烷氧基-C1-C3-烷基)羰基、(C3-C6-卤代环烷基)羰基,或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8。
R特别优选代表氢、甲基、乙基、正或异丙基、正、异、仲或叔丁基、戊基或己基、甲基亚磺酰基、乙基亚磺酰基、正或异丙基亚磺酰基、正、异、仲或叔丁基亚磺酰基、甲基磺酰基、乙基磺酰基、正或异丙基磺酰基、正、异、仲或叔丁基磺酰基、甲氧基甲基、甲氧基乙基、乙氧基甲基、乙氧基乙基、环丙基、环戊基、环己基、三氟甲基、三氯甲基、三氟乙基、二氟甲硫基、二氟氯甲硫基、三氟甲硫基、三氟甲基亚磺酰基、三氟甲基磺酰基、三氟甲氧基甲基、甲酰基、-CH2-CHO、-(CH2)2-CHO、-CH2-CO-CH3、-CH2-CO-CH2CH3,-CH2-CO-CH(CH3)2,-(CH2)2-CO-CH3,-(CH2)2-CO-CH2CH3,-(CH2)2-CO-CH(CH3)2,-CH2-CO2CH3,-CH2-CO2CH2CH3,-CH2-CO2CH(CH3)2,-(CH2)2-CO2CH3,-(CH2)2-CO2CH2CH3,-(CH2)2-CO2CH(CH3)2,-CH2-CO-CF3,-CH2-CO-CCl3,-CH2-CO-CH2CF3,-CH2-CO-CH2CCl3,-(CH2)2-CO-CH2CF3,-(CH2)2-CO-CH2CCl3,-CH2-CO2CH2CF3,-CH2-O2CF2CF3,-CH2-CO2CH2CCl3,-CH2-CO2CCl2CCl3,-(CH2)2-CO2CH2CF3,-(CH2)2-CO2CF2CF3,-(CH2)2-CO2CH2CCl3,-(CH2)2-CO2CCl2CCl3;甲基羰基、乙基羰基、正丙基羰基、异丙基羰基、叔丁基羰基、甲氧基羰基、乙氧基羰基、叔丁氧基羰基、环丙基羰基,三氟甲基羰基、三氟甲氧基羰基、或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8。
R代表氢、甲基、甲氧基甲基、甲酰基、-CH2-CHO、-(CH2)2-CHO,-CH2-CO-CH3,-CH2-CO-CH2CH3,-CH2-CO-CH(CH3)2,-C(=O)CHO,-C(=O)C(=O)CH3,-C(=O)C(=O)CH2OCH3,-C(=O)CO2CH3,-C(=O)CO2CH2CH3.
R4 优选代表氢、C1-C6-烷基、C1-C4-烷氧基、C1-C3-烷氧基-C1-C3-烷基、C3-C6-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤代-C1-C3-烷氧基-C1-C3-烷基、C3-C6-卤代环烷基。
R4 特别优选代表氢、甲基、乙基、正或异丙基、叔丁基、甲氧基、乙氧基、正或异丙氧基、叔丁氧基、甲氧基甲基、环丙基,三氟甲基、三氟甲氧基.
R5和R6相互独立,优选代表氢、C1-C6-烷基、C1-C3-烷氧基-C1-C3-烷基、C3-C6-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C4-卤代烷基、卤代-C1-C3-烷氧基-C1-C3-烷基、C3-C6-卤代环烷基。
R5和R6还和与它们相连的氮原子一起优选形成具有5或6个环原子的饱和杂环,所述杂环任选由选自卤素和C1-C4-烷基的相同或不同的取代基单取代至四取代,其中,杂环还可另外含有1或2个选自氧、硫和NR9的不相邻的杂原子。
R5和R6相互独立,特别优选代表氢、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基甲基、甲氧基乙基、乙氧基甲基、乙氧基乙基、环丙基、环戊基、环己基,三氟甲基、三氯甲基、三氟乙基、三氟甲氧基甲基。
R5和R6还和与它们相连的氮原子一起特别优选代表选自吗啉、硫代吗啉(thiomorpholine)和哌嗪的饱和杂环,所述杂环任选由选自氟、氯、溴和甲基的相同或不同的取代基单取代至四取代,其中,哌嗪可在第二个氮原子上被R9取代。
R7和R8相互独立,优选代表氢、C1-C6-烷基、C3-C6-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C4-卤代烷基、C3-C6-卤代环烷基。
R7和R8还和与它们相连的氮原子一起优选代表具有5或6个环原子的饱和杂环,所述杂环任选由选自卤素和C1-C4-烷基的相同或不同的取代基单取代至四取代,其中,杂环还可另外含有1或2个选自氧、硫和NR9的不相邻的杂原子。
R7和R8相互独立,特别优选代表氢、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基甲基、甲氧基乙基、乙氧基甲基、乙氧基乙基、环丙基、环戊基、环己基,三氟甲基、三氯甲基、三氟乙基、三氟甲氧基甲基。
R7和R8还特别优选和与它们相连的氮原子一起代表选自吗啉、硫代吗啉和哌嗪的饱和杂环,所述杂环任选由选自氟、氯、溴和甲基的相同或不同的取代基单取代至四取代,其中,哌嗪可在第二个氮原子上被R9取代。
R9 优选代表氢或C1-C4-烷基。
R9 特别优选代表氢、甲基、乙基、正或异丙基、正、异、仲或叔丁基。
A优选代表上述A1、A2、A3、A4、A5、A8、A9、A10、A11、A12、A13、A14、A15或A17基团中的一种。
A特别优选代表上述A1、A2、A4、A5、A8、A10、A11、A12、A13、A14、A15或A17基团中的一种。
A还代表A4基团。
A还代表A5基团。
A还代表A10基团。
A还代表A11基团。
A还代表A12基团。
A还代表A13基团。
A还代表A14基团。
A还代表A17基团。
R10 优选代表氢、羟基、甲酰基、氰基、氟、氯、溴、碘、甲基、乙基、异丙基、甲氧基、乙氧基、甲硫基、乙硫基、环丙基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基、C1-C2-卤代烷氧基、三氟甲硫基、二氟甲硫基、氨基羰基、氨基羰基甲基或氨基羰基乙基。
R10 特别优选代表氢、羟基、甲酰基、氟、氯、溴、碘、甲基、乙基、异丙基、甲氧基、乙氧基、一氟甲基、一氟乙基、二氟甲基、三氟甲基、二氟氯甲基、三氯甲基、二氯甲基、五氟乙基、环丙基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、三氯甲氧基、甲硫基、乙硫基、三氟甲硫基或二氟甲硫基。
R11 优选代表氢、氟、氯、溴、碘、甲基、乙基、甲氧基、乙氧基、甲硫基、乙硫基、具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R11 特别优选代表氢、氟、氯、溴、碘、甲基或-CHFCH3。
R12 优选代表氢、甲基、乙基、正丙基、异丙基、具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基、羟甲基、羟乙基、环丙基、环戊基、环己基或苯基。
R12 特别优选代表氢、甲基、乙基、异丙基、三氟甲基、二氟甲基、羟甲基、羟乙基或苯基。
R12 代表氢、甲基、三氟甲基或苯基。
R13和R14相互独立,优选代表氢、氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R13和R14相互独立,特别优选代表氢、氟、氯、溴、甲基、乙基、二氟甲基、三氟甲基、二氟氯甲基或三氯甲基。
R13和R14相互独立,代表氢、氟、氯、溴、甲基、乙基、二氟甲基、三氟甲基或三氯甲基。
R13和R14各自代表氢。
R15 优选代表氟、氯、溴、碘、氰基、甲基、乙基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基或C1-C2-卤代烷氧基。
R15 特别优选代表氟、氯、溴、碘、氰基、甲基、三氟甲基、三氟甲氧基、二氟甲氧基、二氟氯甲氧基或三氯甲氧基。
R15 代表氯、溴、碘、三氟甲基或甲基。
R16和R17相互独立,优选代表氢、氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R16和R17相互独立,特别优选代表氢、氟、氯、溴、甲基、乙基、二氟甲基、三氟甲基、二氟氯甲基或三氯甲基。
R16和R17相互独立,代表氢、氟、氯、溴或甲基。
R18 优选代表氢、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R18 特别优选代表氢、甲基或三氟甲基。
R19 优选代表氢、氟、氯、溴、碘、羟基、氰基、C1-C4-烷基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基、C1-C2-卤代烷氧基或C1-C2-卤代烷硫基。
R19 特别优选代表氢、氟、氯、溴、碘、羟基、氰基、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、二氟甲基、三氟甲基、二氟氯甲基、三氯甲基、三氟甲氧基、二氟甲氧基、二氟氯甲氧基、三氯甲氧基、三氟甲硫基、二氟甲硫基、二氟氯甲硫基或三氯甲硫基。
R20 优选代表氟、氯、溴、碘、羟基、氰基、C1-C4-烷基、甲氧基、乙氧基、甲硫基、乙硫基、二氟甲硫基、三氟甲硫基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基或C1-C2-卤代烷氧基。
R20 特别优选代表氟、氯、溴、碘、羟基、氰基、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、三氟甲基、二氟甲基、二氟氯甲基、三氯甲基、甲氧基、乙氧基、甲硫基、乙硫基、二氟甲硫基、三氟甲硫基、三氟甲氧基、二氟甲氧基、二氟氯甲氧基或三氯甲氧基。
R20 代表氟、氯、溴、碘、甲基、三氟甲基、二氟甲基或三氯甲基。
R21 优选代表氢、氟、氯、溴、碘、氰基、C1-C4-烷基、甲氧基、乙氧基、甲硫基、乙硫基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基或C1-C2-卤代烷氧基、C1-C2-烷基亚磺酰基或C1-C2-烷基磺酰基。
R21 特别优选代表氢、氟、氯、溴、碘、氰基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、三氟甲基、二氟甲基、二氟氯甲基、三氯甲基、甲氧基、乙氧基、甲硫基、乙硫基、三氟甲氧基、二氟甲氧基、二氟氯甲氧基、三氯甲氧基、甲基亚磺酰基或甲基磺酰基。
R21 代表氢。
R22 优选代表甲基、乙基、具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R22 特别优选代表甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R22 代表甲基、三氟甲基、二氟甲基或三氯甲基。
R23 优选代表甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R23 特别优选代表甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R24和R25相互独立,优选代表氢、氟、氯、溴、氨基、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R24和R25相互独立,特别优选代表氢、氟、氯、溴、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R26 优选代表氢、氟、氯、溴、碘、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R26 特别优选代表氢、氟、氯、溴、碘、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R27和R28相互独立,优选代表氢、氟、氯、溴、氨基、硝基、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R27和R28相互独立,特别优选代表氢、氟、氯、溴、硝基、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R27和R28相互独立,代表氢、氟、氯、溴、甲基、三氟甲基、二氟甲基或三氯甲基。
R27和R28各自代表氢。
R29 优选代表氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R29 特别优选代表氟、氯、溴、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R29 代表氟、氯、溴、甲基、三氟甲基、二氟甲基、或三氯甲基。
R30 优选代表氢、氟、氯、溴、氨基、C1-C4-烷基氨基、二(C1-C4-烷基)氨基、氰基、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R30 特别优选代表氢、氟、氯、溴、氨基、甲氨基、二甲氨基、氰基、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R30 代表氢、氟、氯、溴、氨基、甲氨基、二甲氨基、甲基、三氟甲基、二氟甲基或三氯甲基。
R31 优选代表氟、氯、溴、羟基、甲基、乙基、甲氧基、乙氧基、环丙基、具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基或C1-C2-卤代烷氧基。
R31 特别优选代表氟、氯、溴、羟基、甲基、乙基、甲氧基、乙氧基、环丙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R31 代表氟、氯、溴、羟基、甲基、甲氧基、环丙基、三氟甲基、二氟甲基或三氯甲基。
R32 优选代表氢、氟、氯、溴、氨基、C1-C4-烷基氨基、二(C1-C4-烷基)氨基、氰基、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R32 特别优选代表氢、氟、氯、溴、氨基、甲氨基、二甲氨基、氰基、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R33 优选代表氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R33 特别优选代表氟、氯、溴、甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R33 代表氟、氯、溴、甲基、三氟甲基、二氟甲基或三氯甲基。
R33 代表甲基、三氟甲基或二氟甲基。
R34 优选代表氢、甲基或乙基。
R34 特别优选代表甲基。
R35 优选代表氟、氯、溴、甲基、乙基、三氟甲基或二氟甲基。
R35 特别优选代表氟、氯、甲基、三氟甲基或二氟甲基。
R36 优选代表氢、氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R36 特别优选代表氢、氟、氯、溴、甲基或三氟甲基。
R37 优选代表氟、氯、溴、碘、羟基、C1-C4烷基、甲氧基、乙氧基、甲硫基、乙硫基、二氟甲硫基、三氟甲硫基、分别具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基或C1-C2-卤代烷氧基。
R37 特别优选代表氟、氯、溴、碘、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、三氟甲基、二氟甲基、二氟氯甲基、三氯甲基。
R37 代表氟、氯、溴、碘、甲基、三氟甲基、二氟甲基或三氯甲基。
R38 优选代表氢、甲基、乙基、具有1至5个氟、氯和/或溴原子的C1-C2卤代烷基、C1-C2烷氧基-C1-C2烷基、羟甲基、羟乙基、甲基磺酰基、二甲氨基磺酰基。
R38 特别优选代表氢、甲基、乙基、三氟甲基、甲氧基甲基、乙氧基甲基、羟甲基或羟乙基。
R39 优选代表氢、氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R39 特别优选代表氢、氟、氯、溴、甲基、乙基、三氟甲基、二氟甲基或三氯甲基。
R40 优选代表氢、氟、氯、溴、碘、氰基、甲基、乙基、异丙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R40 特别优选代表氢、氟、氯、溴、碘、氰基、甲基、乙基、异丙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R41 优选代表氢、氟、氯、溴、甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R41 特别优选代表氢、氟、氯、溴、碘、甲基或三氟甲基。
R42 优选代表氟、氯、溴、碘、甲基、乙基、正丙基、异丙基、三氟甲基或二氟甲基。
R42 特别优选代表氟、氯、溴、碘、甲基、乙基或三氟甲基。
R43 优选代表甲基、乙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基。
R43 特别优选代表甲基、乙基、三氟甲基、二氟甲基、二氟氯甲基或三氯甲基。
R44 优选代表甲基或乙基。
R44 特别优选代表甲基。
Q1 优选代表S(硫)、SO2或CH2。
Q1 特别优选代表S(硫)或CH2。
Q1 代表S(硫)。
p优选代表0或1。
p特别优选代表0。
强调其中R1为氢的式(I)化合物。
强调其中R1为甲酰基的式(I)化合物。
还强调其中R4为-C(=O)C(=O)R5,其中R5如上定义的式(I)化合物。
强调其中A为A1的式(I)化合物。
强调其中M为M-1的式(I)化合物。
还强调以下化合物
其中Y1、Y2、L、R1、R2、R3、R和A具有的通常、优选、特别优选、极特别优选等的定义分别如上。
饱和或不饱和的烃基,例如烷基或烯基,可分别为直链的或带支链的,在尽可能的情况下,还包括与杂原子结合的基团,例如烷氧基。
任选被取代的基团可以是被单取代的或被多取代的,其中在多取代的情况下,取代基可以相同或不同。
被卤素取代的基团,例如卤代烷基,是被单卤代的或被多卤代的。在多卤代的情况下,卤素原子可以相同或不同。在此,卤素是指氟、氯、溴及碘,尤其是指氟、氯和溴。
上述总体或优选的基团定义或说明可根据需要在各自范围内及优选范围内结合。所述定义适用于最终产物,并相应地适用于前体化合物和中间产物。
所述定义可根据需要相互结合。而且,个别定义可能不适用。
分别各自带有所述优选、特别优选和极特别优选的取代基的式(I)化合物为优选、特别优选和极特别优选的。
方法及中间产物的说明
方法(a)
采用2-氯苯甲酰氯和{2-[1-甲基-2-(三甲基甲硅烷基)乙基]-3噻吩基}胺为原料,本发明的方法(a)可由下式表示。
式(II)提供了用于实施本发明的方法(a)而需作为原料的羧酸衍生物的总体定义。在该式(II)中,A分别优选、特别优选和极特别优选具有结构式(I)化合物的有关说明中已分别提及的优选的、特别优选的以及极特别优选的A的定义。X1优选代表氯、溴或羟基。
式(II)的羧酸衍生物是已知的,并且/或者可由已知方法获得(参见WO 93/11117、EP-A 0 545 099、EP-A 0 589 301以及EP-A 0 589 313)。
式(III)提供了用于实施本发明的方法(a)而另外需要的作为原料的胺的总体定义。在该式(III)中,M、L、R1、R2及R3分别优选、特别优选以及极特别优选具有本发明结构式(I)化合物的有关说明中已分别提及的优选的、特别优选的以及极特别优选的这些基团的定义。
式(III)的胺是新的。
式(III-a)的胺通过以下反应获得:
其中
L1代表亚烷基(烷二基),
M、R1、R2和R3定义如上,
例如,
(c)如合适,在存在稀释剂(例如四氢呋喃)时,并且如合适,在存在有机金属化合物(例如正丁基锂)时,在第一步中将式(V)的被护胺与碘化剂(例如碘)反应,
其中
M和R定义如上,
在存在碱(例如三乙胺)时,在存在催化剂[例如二(三苯膦基)二氯化钯]时,以及,如合适,在存在另外的反应助剂(例如一碘化铜)时,在第二步中将合成得到的式(VI)碘化物与式(VII)的化合物反应,
其中
M和R定义如上,
其中
L2代表亚烯基(烯二基)或亚炔基(炔二基),
R1、R2和R3定义如上,
在存在催化剂(例如钯)时,且如合适,在存在稀释剂(例如甲醇)时,在第三步中使合成得到的式(VIII)的被护胺发生氢化反应,
其中
M、L2、R1、R2和R3定义如上,
在存在酸(例如三氟乙酸)时,且如合适,在存在稀释剂时,在第四步使合成得到的式(IX)的被护胺发生反应(也参见制备实施例),
其中
M、L1、R1、R2和R3定义如上。
式(III-b)的胺可根据方法(b)通过式(III-a)的胺与式(IV)的卤化物反应获得,
其中
M、L1、R1、R2、R3和RA定义如上,
RA-X2 (IV)
其中
X2和RA定义如上。
式(III-b)的胺也可通过首先使式(IX)的胺与式(IV)的卤化物反应,然后除去保护基获得[根据方法(c)的第四步]。
式(III-c)的胺可通过脱保护式(VIII)的被护胺获得[根据方法(c)的第四步],
其中
M、L2、R1、R2和R3定义如上。
式(III-d)的胺可通过类似于方法(b)的方法使式(III-c)的胺与式(IV)的卤化物反应获得,或通过使式(VIII)的被护胺与式(IV)的卤化物反应,随后除去保护基获得[根据方法(c)的第四步]。
其中,M、L1、R1、R2、R3和RA定义如上。
式(III)的胺还可通过类似于WO03/080628中描述的方法获得。
在式(III-a)、(III-b)、(III-c)、(III-d)、(VII)、(VIII)和(IX)中,L1和L2各自分别优选、特别优选和极特别优选所述的对应的优选的、特别优选的以及极特别优选的L的定义。
方法(b)
采用5-氟-1,3-二甲基-N-{2-[2-(三甲基甲硅烷基)乙基]-3-噻吩基}-1H-吡唑基-4-甲酰胺和氯(氧代)乙酸乙酯为原料,本发明的方法(b)的过程可由下式表示:
式(I-a)提供了用于实施本发明的方法(b)而需作为原料的甲硅烷基化甲酰胺的总体定义。在该式(I-a)中,M、L、A、R1、R2和R3分别优选、特别优选以及极特别优选具有本发明的式(I)化合物的有关说明中已分别提及的优选的、特别优选的以及极特别优选的这些基团的定义。
式(I-a)的甲硅烷基化甲酰胺同样为本发明的化合物,也形成本申请的主题部分。所述化合物通过本发明的方法(a)获得(其中R=氢)。
式(IV)还提供了用于实施本发明的方法(b)而需作为原料的卤化物的总体定义。
RA 优选代表C1-C6-烷基、C1-C4-烷基亚磺酰基、C1-C4-烷基磺酰基、C1-C3-烷氧基-C1-C3-烷基、C3-C6-环烷基,分别具有1至9个氟、氯和/或溴原子的C1-C4-卤代烷基、C1-C4-卤代烷硫基、C1-C4-卤代烷基亚磺酰基、C1-C4-卤代烷基磺酰基、卤代-C1-C3-烷氧基-C1-C3-烷基、C3-C8-卤代环烷基,甲酰基、甲酰基-C1-C3-烷基、(C1-C3-烷基)羰基-C1-C3-烷基、(C1-C3-烷氧基)羰基-C1-C3-烷基,分别具有1至13个氟、氯和/或溴原子的卤代-(C1-C3-烷基)羰基-C1-C3-烷基、卤代-(C1-C3-烷氧基)羰基-C1-C3-烷基,
(C1-C6-烷基)羰基、(C1-C4-烷氧基)羰基、(C1-C3-烷氧基-C1-C3-烷基)羰基、(C3-C6-环烷基)羰基,分别具有1至9个氟、氯和/或溴原子的(C1-C4-卤代烷基)羰基、(C1-C4-卤代烷氧基)羰基、(卤代-C1-C3-烷氧基-C1-C3-烷基)羰基、(C3-C6-卤代环烷基)羰基,或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8。
RA 特别优选代表甲基、乙基、正或异丙基、正、异、仲或叔丁基、戊基或己基、甲基亚磺酰基、乙基亚磺酰基、正或异丙基亚磺酰基、正、异、仲或叔丁基亚磺酰基、甲基磺酰基、乙基磺酰基、正或异丙基磺酰基、正、异、仲或叔丁基磺酰基、甲氧基甲基、甲氧基乙基、乙氧基甲基、乙氧基乙基、环丙基、环戊基、环己基、三氟甲基、三氯甲基、三氟乙基、二氟甲硫基、二氟氯甲硫基、三氟甲硫基、三氟甲基亚磺酰基、三氟甲基磺酰基、三氟甲氧基甲基、甲酰基、-CH2-CHO、-(CH2)2-CHO、-CH2-CO-CH3、-CH2-CO-CH2CH3、-CH2-CO-CH(CH3)2,-(CH2)2-CO-CH3,-(CH2)2-CO-CH2CH3,-(CH2)2-CO-CH(CH3)2,-CH2-CO2CH3,-CH2-CO2CH2CH3,-CH2-CO2CH(CH3)2,-(CH2)2-CO2CH3,-(CH2)2-CO2CH2CH3,-(CH2)2-CO2CH(CH3)2,-CH2-CO-CF3,-CH2-CO-CCl3,-CH2-CO-CH2CF3,-CH2-CO-CH2CCl3,-(CH2)2-CO-CH2CF3,-(CH2)2-CO-CH2CCl3,-CH2-CO2CH2CF3,-CH2-CO2CF2CF3,-CH2-CO2CH2CCl3,-CH2-CO2CCl2CCl3,-(CH2)2-CO2CH2CF3,-(CH2)2-CO2CF2CF3,-(CH2)2-CO2CH2CCl3,-(CH2)2-O2CCl2CCl3;
甲基羰基、乙基羰基、正丙基羰基、异丙基羰基、叔丁基羰基、甲氧基羰基、乙氧基羰基、叔丁氧基羰基、环丙基羰基,三氟甲基羰基、三氟甲氧基羰基、或-C(=O)C(=O)R4、-CONR5R6或-CH2NR7R8。
RA 代表甲基、甲氧基甲基、甲酰基、-CH2-CHO、-(CH2)2-CHO,-CH2-CO-CH3,-CH2-CO-CH2CH3,-CH2-CO-CH(CH3)2,-C(=O)CHO,-C(=O)C(=O)CH3,-C(=O)C(=O)CH2OCH3,-C(=O)CO2CH3,-C(=O)CO2CH2CH3.
X2 优选代表氯或溴。
式(IV)的卤化物是已知的。
反应条件
适于实施本发明方法(a)的稀释剂为所有惰性有机溶剂。所述有机溶剂优选包括:脂族烃、脂环烃或芳香烃,例如石油醚、己烷、庚烷、环己烷、甲基环己烷、苯、甲苯、二甲苯或萘烷;卤代烃,例如氯苯、二氯苯、二氯甲烷、氯仿、四氯化碳、二氯乙烷或三氯乙烷;醚,例如二乙醚、二异丙醚、甲基叔丁基醚、甲基叔戊基醚、二噁烷、四氢呋喃、1,2-二甲氧基乙烷、1,2-二乙氧基乙烷或苯甲醚;或酰胺,例如N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、N-甲基碳酰苯胺、N-甲基吡咯烷酮或六甲基磷酰三胺。
如合适,本发明的方法(a)可在合适的酸受体存在时实施。合适的酸受体为所有常规的无机或有机碱。所述酸受体优选包括碱土金属或碱金属的氢化物、氢氧化物、氨化物、醇盐、乙酸盐、碳酸盐或碳酸氢盐,例如氢化钠、氨基钠、甲醇钠、乙醇钠、叔丁醇钾、氢氧化钠、氢氧化钾、氢氧化铵、乙酸钠、乙酸钾、乙酸钙、乙酸铵、碳酸钠、碳酸钾、碳酸氢钾、碳酸氢钠或碳酸铵,以及叔胺,例如三甲胺、三乙胺、三丁胺、N,N-二甲基苯胺、N,N-二甲基苄胺、吡啶、N-甲基哌啶、N-甲基吗啉、N,N-二甲基氨基吡啶、二氮杂双环辛烷(DABCO)、二氮杂双环壬烯(DBN)或二氮杂双环十一碳烯(DBU)。
如合适,本发明的方法(a)可在合适的缩合剂存在时实施.合适的缩合剂为所有通常用于这类酰胺化反应的缩合剂.可以提及的实例有酰卤形成剂,例如碳酰氯、三溴化磷、三氯化磷、五氯化磷、氯氧化磷或亚硫酰氯;酸酐形成剂,例如氯甲酸乙酯、氯甲酸甲酯、氯甲酸异丙酯、氯甲酸异丁酯或甲磺酰氯;碳化二亚胺,例如N,N’-二环己基碳化二亚胺(DCC),或其他常规缩合剂,例如五氧化二磷、多磷酸、N,N’-羰基碳化二亚胺、2-乙氧基-N-乙氧基羰基-1,2-二氢喹啉(EEDQ)、三苯膦/四氯化碳或六氟磷酸溴三吡咯烷磷鎓(bromotripyrrolidinophosphonium hexafluorophosphate)。
如合适,本发明的方法(a)在存在催化剂时实施。可提及的实例有4-二甲基氨基哌啶、1-羟基苯基三唑或二甲基甲酰胺。
当实施本发明的方法(a)时,反应温度可在较宽范围内变化。通常,该方法在0℃至150℃的温度下进行,优选在0℃至80℃的温度下进行。
实施本发明的方法(a)以制备式(I)化合物时,通常,每摩尔式(II)羧酸衍生物使用0.2至5摩尔,优选0.5至2摩尔的式(III)的胺衍生物。
适于实施本发明方法(b)的稀释剂为所有惰性有机溶剂。所述有机溶剂优选包括:脂族烃、脂环烃或芳香烃,例如石油醚、己烷、庚烷、环己烷、甲基环己烷、苯、甲苯、二甲苯或萘烷;卤代烃,例如氯苯、二氯苯、二氯甲烷、氯仿、四氯化碳、二氯乙烷或三氯己烷;醚,例如二乙醚、二异丙醚、甲基叔丁基醚、甲基叔戊基醚、二噁烷、四氢呋喃、1,2-二甲氧基乙烷、1,2-二乙氧基乙烷或苯甲醚;或酰胺,例如N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、N-甲基碳酰苯胺、N-甲基吡咯烷酮或六甲基磷酰三胺。
本发明的方法(b)可在碱存在时实施。合适的碱为所有常规的无机或有机碱。所述碱优选包括碱土金属或碱金属的氢化物、氢氧化物、氨化物、醇盐、乙酸盐、碳酸盐或碳酸氢盐,例如氢化钠、氨基钠、甲醇钠、乙醇钠、叔丁醇钾、氢氧化钠、氢氧化钾、氢氧化铵、乙酸钠、乙酸钾、乙酸钙、乙酸铵、碳酸钠、碳酸钾、碳酸氢钾、碳酸氢钠或碳酸铯,以及叔胺,例如三甲胺、三乙胺、三丁胺、N,N-二甲基苯胺、N,N-二甲基苄胺、吡啶、N-甲基哌啶、N-甲基吗啉、N,N-二甲基氨基吡啶、二氮杂双环辛烷(DABCO)、二氮杂双环壬烯(DBN)或二氮杂双环十一碳烯(DBU)。
当实施本发明的方法(b)时,反应温度可在较宽范围内变化。通常,该方法在0℃至150℃的温度下进行,优选在20℃至110℃的温度下进行。
实施本发明的方法(b)以制备式(I)的化合物时,通常,每摩尔式(I-a)的异戊基苯甲酰胺使用0.2至5摩尔,优选0.5至2摩尔的式(IV)的卤化物。
除非指明,否则所有本发明的方法都在大气压下实施。然而,还可在升高或降低的压力下实施,通常在0.1bar与10bar之间。
本发明的物质具有有效的杀微生物活性,可在作物保护和材料保护中用于防治不想要的微生物,例如真菌和细菌。
杀真菌剂在农作物保护中用于防治根肿菌(Plasmodiophoromycete)、卵菌(Oomycete)、壶菌(Chytridiomycete)、接合菌(Zygomycete)、子囊菌(Ascomycete)、担子菌(Basidiomycete)及半知菌(Deuteromycete)。
杀细菌剂可在农作物保护中用于防治假单孢菌(Pseudomonadaceae)、根瘤菌(Rhizobiaceae)、Enterobateriaceae、Corynebacteriaceae以及链霉菌(Streptomycetaceae)。
以示例而非限制的方式列举一些归入以上所列菌类的引起真菌及细菌病害的病原体:
黄单胞(Xanthomonas)菌种,例如野油菜黄单胞菌水稻致病变种(Xanthomonas campestris pv.oryzae);
假单胞(Pseudomonas)菌种,例如丁香假单胞菌黄瓜致病变种(Pseudomonas syringae pv.lachrymans);
欧文氏(Erwinia)菌种,例如解淀粉欧文氏菌(Erwinia amylovora);
腐霉(Pythium)菌种,例如终极腐霉(Pythium ultimum);
疫霉(Phytophthora)菌种,例如致病疫霉(Phytophthorainfestans);
假霜霉(Pseudoperonospora)菌种,例如草假霜霉(Pseudoperonospora humuli)或古巴假霜霉(Pseudoperonosporacubensis);
轴霜霉(Plasmopara)菌种,例如葡萄生轴霜霉(Plasmoparaviticola);
盘霜霉(Bremia)菌种,例如莴苣盘霜霉(Bremia lactucae);
霜霉(Peronospora)菌种,例如豌豆霜霉(Peronospora pisi)或十字花科霜霉(P.brassicae);
白粉菌(Erysiphe)菌种,例如禾谷白粉菌(Erysiphe graminis);
单囊壳属(Sphaerotheca)菌种,例如凤仙花单囊壳(Sphaerothecafuliginea);
叉丝单囊壳属(Podosphaera)菌种,例如白叉丝单囊壳(Podosphaeraleucotricha);
黑星菌属(Venturia)菌种,例如苹果黑星病菌(Venturiainaequalis);
核腔菌属(Pyrenophora)菌种,例如圆核腔菌(Pyrenophora teres)或麦类核腔菌(P.graminea)(分生孢子形式:Drechslera,syn:Helminthosporium);
旋孢腔菌属(Cochliobolus)菌种,例如禾旋孢腔菌(Cochliobolussativus)(分生孢子形式:Drechslera,syn:Helminthosporium);
单胞锈菌属(Uromyces)菌种,例如疣顶单胞锈菌(Uromycesappendiculatus);
柄锈菌(Puccinia)菌种,例如隐匿柄锈菌(Puccinia recondita);
核盘菌属(Sclerotinia)菌种,例如核盘菌(Sclerotiniasclerotiorum);
腥黑粉菌属(Tilletia)菌种,例如小麦网腥黑粉菌(Tilletiacaries);
黑粉菌(Ustilago)菌种,例如裸黑粉菌(Ustilago nuda)或燕麦黑粉菌(Ustilago avenae);
薄膜革菌属(Pellicularia)菌种,例如佐佐木薄膜革菌(Pellicularia sasakii);
梨孢(Pyricularia)菌种,例如稻梨孢(Pyricularia oryzae);
镰孢属(Fusarium)菌种,例如黄色镰孢(Fusarium culmorum);
葡萄孢属(Botrytis)菌种,例如灰葡萄孢(Botrytis cinerea);
壳针孢属(Septoria)菌种,例如颖枯壳针孢(Septoria nodorum);
小球腔菌属(Leptosphaeria)菌种,例如Leptosphaeria nodorum;
尾孢属(Cercospora)菌种,例如变灰尾孢(Cercospora canescens);
链格孢属(Alternaria)菌种,例如芸薹链格孢(Alternariabrassicae);和
假小尾孢属(Pseudocercosporella)菌种,例如小麦基腐病菌(Pseudocercosporella herpotrichoides)。
Rhizoctonia菌种,例如立枯丝核菌(Rhizoctonia solani)。
本发明的活性化合物还在植物中显示出强烈的强化作用。因此,它们适于调动植物内部的防御机制以抵抗不想要的微生物的侵袭。
在本发明中,植物强化(抗性诱发)化合物应被理解为这样的物质,它们可以刺激植物的防御系统,从而,当经处理的植物之后被不想要的微生物接种时,所述植物表现出对上述微生物显著的抵抗性。
在本发明中,不想要的微生物应被理解为植物致病真菌、细菌以及病毒。因此,本发明的化合物可用于在处理后的某段时间内保护植物抵抗所述病原体的侵袭。所获得的保护作用的时间通常为自以活性化合物处理植物起1至10天,优选1至7天。
该活性化合物在防治植物病害所需浓度下具有的良好植物耐受性,这就使得可对植物的地上部分、离体繁殖株(propagation stock)、种子以及土壤进行处理。
本发明的活性化合物用于防治谷类病害时具有特别好的效果,例如防治柄锈菌属种(Puccinia),以及葡萄栽培和水果、蔬菜栽培中出现的病害,例如防治葡萄孢属种(Botrytis)、黑星菌属种(Venturia)或链格孢属种(Alternaria)。
本发明的活性化合物还适于提高农作物的产量。此外,它们还表现出低毒性以及良好的植物耐受性。
如合适,本发明的活性化合物还可以在某些浓度和施用率下用作除草剂,以调节植物生长,并防治动物害虫。如合适,它们还可用作合成其它活性化合物的中间体或前体。
所有的植物及植物部位(part)均可依据本发明来处理。这里植物的含义应理解为所有的植物及植物种群,例如需要的及不需要的野生植物或农作物植物(包括自然存在的农作物植物)。农作物植物可以是通过常规植物育种及优选法或通过生物技术及基因工程或通过所述方法的结合而获得的植物,包括转基因植物,也包括受或不受植物种苗权保护的植物品种。植物部位的含义应理解为植物所有的地上和地下部位以及植物器官,例如芽、叶、花及根,可提及的实例为叶、针叶(needle)、茎、干、花、子实体、果实、种子、根、块茎及根茎。植物部位还包括采收物和无性及有性繁殖物,例如,苗、块茎、根茎、插条及种子。
本发明的使用活性化合物对植物及植物部位进行的处理,依据常规处理方法直接进行或使活性化合物作用于其环境、生境或贮存区域,所述常规处理方法包括例如浸液、喷雾、蒸发、弥雾(atomizing)、撒播、涂抹(brushing-on),在繁殖物、特别是种子的情况下,也可涂布一层或多层。
在材料的保护中,本发明的化合物可用于保护工业材料免受不想要的微生物的侵染及破坏。
本发明中的工业材料的含义应理解为已制成准备用于工业的非活体材料。例如,拟由本发明的活性化合物保护以免受微生物改变或破坏的工业材料可为粘合剂、胶料、纸张及板材、织物、皮革、木材、漆及塑料制品、冷却润滑剂(cooling lubricant)及其它可受微生物侵染或破坏的材料。可被微生物繁殖损害的生产工厂部件,例如冷却水回路,亦在可保护材料的范围内。在本发明范围内可提及的工业材料优选为粘合剂、胶料、纸张及板材、皮革、木材、漆、冷却润滑剂及传热液体,特别优选木材。
可提及的可使工业材料发生劣化或改变的微生物为,例如细菌、真菌、酵母菌、藻类及粘液生物(slime organism)。本发明的活性化合物优选作用于真菌,特别是霉菌、木材褪色真菌及木腐真菌(担子菌),以及粘液生物及藻类。
可提及以下各属的微生物作为实例:
链格孢属(Alternaria),例如链格孢(Alternaria tenuis),
曲霉属(Aspergillus),例如黑曲霉(Aspergillus niger),
毛壳菌(Chaetomium),例如球毛壳菌(Chaetomium globosum),
粉孢革菌属(Coniophora),例如Coniophora puetana,
香菇属(Lentinus),例如虎皮香菇菌(Lentinus tigrinus),
青霉属(Penicillium),例如灰绿青霉(Penicillium glaucum),
多孔菌(Polyporus),例如杂色多孔菌(Polyporus versicolor),
短梗霉属(Aureobasidium),例如出芽短梗霉(Aureobasidiumpullulans),
核茎点属(Sclerophoma),例如Sclerophoma pityophila,
木霉属(Trichoderma),例如绿色木霉(Trichoderma viride),
埃希氏菌属(Escherichia),例如大肠埃希氏菌(Escherichiacoli),
假单胞菌属(Pseudomonas),例如铜绿假单胞菌(Pseudomonasaeruginosa),
及葡萄球菌属(Staphylococcus),例如金黄色葡萄球菌(Staphylococcus aureus)。
依据其具体的物理和/或化学特性,该活性化合物可转化为常规制剂,例如溶液、乳剂、悬浮剂、粉剂、泡沫、膏剂、颗粒剂、气雾剂、聚合物与种子包衣(coating)组合物中的微胶囊剂以及ULV冷却与加温弥雾(fogging)制剂。
所述制剂以已知方式制备,例如将活性化合物与填料(extender)混合,即与液体溶剂、加压液化气和/或固体载体混合,同时可任选使用表面活性剂,即乳化剂和/或分散剂和/或发泡剂。如果使用的填料为水,还可使用例如有机溶剂作为辅助溶剂。适合的液体溶剂主要有:芳香族化合物,例如二甲苯、甲苯或烷基萘;氯化芳香族化合物或氯化脂族烃,例如氯苯、氯乙烯或二氯甲烷;脂族烃、例如环己烷或石蜡(如石油馏分);醇、例如丁醇或乙二醇及其醚及酯;酮、例如丙酮、甲乙酮、甲基异丁基酮或环己酮;强极性溶剂、例如二甲基甲酰胺或二甲基亚砜;或水。液化气填料或载体的含义应理解为在标准温度及大气压下为气态的液体,例如气溶胶喷雾剂、例如卤代烃,或丁烷、丙烷、氮气及二氧化碳。适合的固体载体为:例如粉碎的天然矿物,例如高岭土、粘土、滑石粉、白垩、石英、凹凸棒石、蒙脱石或硅藻土;以及粉碎的合成矿物,例如高分散二氧化硅、氧化铝及硅酸盐。适用于颗粒剂的固体载体为:例如粉碎并分级的天然岩石,例如方解石、大理石、浮石、海泡石及白云石;或合成的无机及有机粉颗粒,以及有机物颗粒,例如锯木屑、椰壳、玉米穗轴及烟草茎。适合的乳化剂和/或发泡剂为:例如非离子及阴离子乳化剂,例如聚氧乙烯脂肪酸酯、聚氧乙烯脂肪醇醚、例如烷基芳基聚乙二醇醚、烷基磺酸盐、烷基硫酸盐、芳基磺酸盐、或蛋白质水解产物。适合的分散剂为:例如木素亚硫酸盐废液及甲基纤维素。
制剂中可使用粘合剂,例如羧甲基纤维素,以及粉末、颗粒或胶乳形式的天然及合成聚合物,例如阿拉伯树胶、聚乙烯醇及聚乙酸乙烯酯,或天然磷脂,例如脑磷脂及卵磷脂,以及合成磷脂。其它添加剂可为矿物油及植物油。
可使用着色剂,例如无机颜料,例如氧化铁、氧化钛及普鲁士蓝,以及有机染料,例如茜素染料、偶氮染料及金属酞菁染料,以及微量营养物,例如铁盐、锰盐、硼盐、铜盐、钴盐、钼盐及锌盐.
制剂一般包括0.1至95重量百分比的活性化合物,优选0.5至90重量%。
本发明的活性化合物可以其本身或其制剂的形式使用,还可以与已知的杀真菌剂、杀细菌剂、杀螨剂、杀线虫剂或杀昆虫剂混合使用,以拓宽例如其活性谱或防止抗性的产生。在很多情况下,获得了协同效应,即混合物的活性大于单独组分的活性。
合适的混合组分有例如以下化合物:
杀真菌剂:
2-苯基苯酚、8-羟基喹啉硫酸盐、活化酯(acibenzolar)-S-甲基、aldimorph、amidoflumet、氨丙膦酸(ampropylfos)、氨丙膦酸钾、andoprim、敌菌灵(anilazine)、氧环唑(azaconazole)、嘧菌酯(azoxystrobin)、苯霜灵(benalaxyl)、苯霜灵-M(benalaxyl-M)、麦锈灵(benodanil)、苯菌灵(benomyl)、异丙基-benthiavalicarb、苄烯酸(benzamacril)、异丁基苄烯酸、双丙氨酰膦(bilanafos)、乐杀螨(binapacryl)、联苯、联苯三唑醇(bitertanol)、灭瘟素(blasticidin-S)、糠菌唑(bromuconazole)、乙嘧酚磺酸酯(bupirimate)、丁硫啶(buthiobate)、丁胺、多硫化钙、卡巴西霉素(capsimycin)、敌菌丹(captafol)、克菌丹(captan)、多菌灵(carbendazim)、萎锈灵(carboxin)、环丙酰菌胺(carpropamid)、香芹酮(carvone)、灭螨猛(chinomethionat)、灭瘟唑(chlobenthiazone)、苯咪唑菌(chlorfenazole)、地茂散(chloroneb)、百菌清(chlorothalonil)、乙菌利(chlozolinate)、clozylacon、氰霜唑(cyazofamid)、环氟菌胺(cyflufenamid)、霜脲氰(cymoxanil)、环丙唑醇(cyproconazole)、嘧菌环胺(cyprodinil)、酯菌胺(cyprofuram)、咪草酸(Dagger)G、咪菌威(debacarb)、抑菌灵(dichlofluanid)、二氯萘醌(dichlone)、双氯酚(dichlorophen)、双氯氰菌胺(diclocymet)、哒菌酮(diclomezine)、氯硝胺(dicloran)、乙霉威(diethofencarb)、苯醚甲环唑(difenoconazole)、氟嘧菌胺(diflumetorim)、二甲嘧酚(dimethirimol)、烯酰吗啉(dimethomorph)、dimoxystrobin、烯唑醇(diniconazole)、烯唑醇-M(diniconazole-M)、敌螨普(dinocap)、二苯胺(diphenylamine)、吡菌硫(dipyrithione)、灭菌磷(ditalimfos)、二氰蒽醌(dithianon)、多果定(dodine)、肼菌酮(drazoxolon)、敌瘟磷(edifenphos)、氟环唑(epoxiconazole)、噻唑菌胺(ethaboxam)、乙嘧酚(ethirimol)、氯唑灵(etridiazole)、恶唑菌酮(famoxadone)、咪唑菌酮(fenamidone)、咪菌腈(fenapanil)、氯苯嘧啶醇(fenarimol)、腈苯唑(fenbuconazole)、甲呋酰胺(fenfuram)、环酰菌胺(fenhexamid)、种衣酯(fenitropan)、氰菌胺(fenoxanil)、拌种咯(fenpiclonil)、苯锈啶(fenpropidin)、丁苯吗啉(fenpropimorph)、福美铁(ferbam)、氟啶胺(fluazinam)、噻唑螨(flubenzimine)、咯菌腈(fludioxonil)、氟酰菌胺(flumetover)、氟吗啉(flumorph)、氟氯菌核利(fluoromide)、氟嘧菌酯(fluoxastrobin)、氟喹唑(fluquinconazole)、呋嘧醇(flurprimidol)、氟硅唑(flusilazole)、磺菌胺(flusulphamide)、氟酰胺(flutolanil)、粉唑醇(flutriafol)、灭菌丹(folpet)、三乙磷酸铝(fosetyl-A1)、三乙磷酸钠(fosetyl-sodium)、麦穗宁(fuberidazole)、呋霜灵(furalaxyl)、呋吡菌胺(furametpyr)、灭菌胺(furcarbanil)、拌种胺(furmecyclox)、双胍盐(guazatine)、六氯苯(hexachlorobenzene)、己唑醇(hexaconazole)、恶霉灵(hymexazole)、抑霉唑(imazalil)、亚胺唑(imibenconazole)、双胍辛胺乙酸盐(iminoctadine triacetate)、克热净(烷苯磺酸盐)(iminoctadine tris(albesil))、iodocarb、种菌唑(ipconazole)、异稻瘟净(iprobenfos)、异菌脲(iprodione)、异丙菌胺(iprovalicarb)、人间霉素(irumamycin)、稻瘟灵(isoprothiolane)、氯苯咪菌酮(isovaledione)、春雷霉素(kasugamycin)、醚菌酯(kresoxim-methyl)、代森锰锌(mancozeb)、代森锰(maneb)、meferimzone、嘧菌胺(mepanipyrim)、灭锈胺(mepronil)、甲霜灵(metalaxyl)、高效甲霜灵(metalaxyl-M)、叶菌唑(metconazole)、磺菌威(methasulphocarb)、呋菌胺(methfuroxam)、代森联(metiram)、苯氧菌胺(metominostrobin)、噻菌胺(metsulphovax)、米多霉素(mildiomycin)、腈菌唑(myclobutanil)、甲菌利(myclozolin)、多马霉素(natamycin)、nicobifen、酞菌酯(nitrothal-isopropyl)、noviflumuron、氟苯嘧啶醇(nuarimol)、呋酰胺(ofurace)、orysastrobin、恶霜灵(oxadixyl)、喹菌酮(oxolinic acid)、恶咪唑(oxpoconazole)、氧化萎锈灵(oxycarboxin)、oxyfenthiin、多效唑(paclobutrazole)、稻瘟酯(pefurazoate)、戊菌唑(penconazole)、戊菌隆(pencycuron)、氯瘟磷(phosdiphen)、四氯苯酞(phthalide)、啶氧菌酯(picoxystrobin)、病花灵(piperalin)、多抗霉素(polyoxins)、polyoxorim、烯丙苯噻唑(probenazole)、咪鲜胺(prochloraz)、腐霉利(procymidone)、霜霉威(propamocarb)、propanosine-sodium、丙环唑(propiconazole)、丙森锌(propineb)、proquinazid、prothioconazole、吡唑醚菌酯(pyraclostrobin)、吡菌磷(pyrazophos)、啶斑肟(pyrifenox)、嘧霉胺(pyrimethanil)、咯喹酮(pyroquilon)、氯吡呋醚(pyroxyfur)、pyrrolenitrine、唑喹菌酮(quinconazole)、苯氧喹啉(quinoxyfen)、五氯硝基苯(quintozene)、硅氟唑(simeconazole)、螺环菌胺(spiroxamine)、硫、戊唑醇(tebuconazole)、叶枯酞(tecloftalam)、四氯硝基苯(tecnazene)、四环唑(tetcyclacis)、四氟醚唑(tetraconazole)、噻菌灵(thiabendazole)、噻菌腈(thicyofen)、噻氟菌胺(thifluzamide)、甲基硫菌灵(thiophanate-methyl)、福美双(thiram)、硫氰苯甲酰胺(tioxymid)、甲基立枯磷(tolclofos-methyl)、甲苯氟磺胺(tolylfluanid)、三唑酮(triadimefon)、三唑醇(triadimenol)、叶锈特(triazbutil)、咪唑嗪(triazoxide)、tricyclamide、三环唑(tricyclazole)、十三吗啉(tridemorph)、肟菌酯(trifloxystrobin)、氟菌唑(triflumizole)、嗪胺灵(triforine)、灭菌唑(triticonazole)、烯效唑(uniconazole)、有效霉素(validamycin A)、乙烯菌核利(vinclozolin)、代森锌(zineb)、福美锌(ziram)、苯酰菌胺(zoxamide)、(2S)-N-[2-[4-[[3-(4-氯苯基)-2-丙炔基]氧]-3-甲氧基苯基]乙基]-3-甲基-2-[(甲基磺酰基)氨基]丁酰胺、1-(1-萘基)-1H-吡咯-2,5-二酮、2,3,5,6-四氯-4-(甲基磺酰基)吡啶、2-氨基-4-甲基-N-苯基-5-噻唑甲酰胺、2-氯-N-(2,3-二氢-1,1,3-三甲基-1H-茚-4-基)-3-吡啶甲酰胺、3,4,5-三氯-2,6-吡啶二腈、actinovate、顺-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)环庚醇、1-(2,3-二氢-2,2-二甲基-1H-茚-1-基)-1H-咪唑-5-羧酸甲酯、碳酸氢钾、N-(6-甲氧基-3-吡啶基)环丙烷甲酰胺、N-丁基-8-(1,1-二甲基乙基)-1-氧杂螺[4.5]癸烷-3-胺、四硫代碳酸钠;以及铜盐及其制剂,例如波尔多液、氢氧化铜、环烷酸铜、氯氧化铜(copper oxychloride)、硫酸铜、硫杂灵(cufraneb)、一氧化铜、代森锰铜(mancopper)、喹啉铜(oxine-copper)。
杀细菌剂:
溴硝醇(bronopol)、双氯酚、三氯甲基吡啶(nitrapyrin)、二甲基二氨荒酸镍(nickel dimethyldithiocarbamate)、春雷霉素、辛噻酮(octhilinone)、呋喃甲酸(furancarboxylic acid)、土霉素(oxytetracyclin)、烯丙苯噻唑(probenazole)、链霉素(streptomycin)、叶枯酞、硫酸铜和其他铜制剂。
杀昆虫剂/杀螨剂/杀线虫剂:
1.乙酰胆碱酯酶(AChE)抑制剂
1.1氨基甲酸酯类(例如棉铃威(alanycarb)、涕灭威(aldicarb)、涕灭砜威(aldoxycarb)、除害威(allyxycarb)、灭害威(aminocarb)、甲基吡恶磷(azamethiphos)、恶虫威(bendiocarb)、丙硫克百威(benfuracarb)、合杀威(bufencarb)、畜虫威(butacarb)、丁酮威(butocarboxim)、丁酮砜威(butoxycarboxim)、甲萘威(carbaryl)、克百威(carbofuran)、丁硫克百威(carbosulphan)、chloethocarb、蝇毒磷(coumaphos)、苯腈磷(cyanofenphos)、杀螟腈(cyanophos)、敌蝇威(dimetilan)、乙硫苯威(ethiofencarb)、仲丁威(fenobucarb)、苯硫威(fenothiocarb)、伐虫脒(formetanate)、呋线威(furathiocarb)、异丙威(isoprocarb)、威百亩(metam-sodium)、甲硫威(methiocarb)、灭多威(methomyl)、速灭威(metolcarb)、杀线威(oxamyl)、抗蚜威(pirimicarb)、猛杀威(promecarb)、残杀威(propoxur)、硫双威(thiodicarb)、久效威(thiofanox)、唑蚜威(triazamate)、混杀威(trimethacarb)、灭除威(XMC)和灭杀威(xylylcarb))
1.2有机磷酸酯类(例如乙酰甲胺磷(acephate)、甲基吡恶磷(azamethiphos)、谷硫磷(-M、-A)(azinphos(-methyl,-ethyl))、乙基溴硫磷(bromophos-ethyl)、溴苯烯磷(-甲基)(bromfenvinfos(-methyl))、特嘧硫磷(butathiofos)、硫线磷(cadusafos)、三硫磷(carbophenothion)、氯氧磷(chlorethoxyfos)、毒虫畏(chlorfenvinphos)、氯甲硫磷(chlormephos)、毒死蜱(-甲基/-乙基)(chlorpyrifos(-methyl/-ethyl))、蝇毒磷(coumaphos)、苯腈磷(cyanofenphos)、杀螟腈(cyanophos)、毒虫畏(chlorfenvinphos)、甲基内吸磷(demeton-s-methyl)、砜吸磷(demeton-s-methylsulphon)、氯亚胺硫磷(dialifos)、二嗪磷(diazinon)、除线磷(dichlofenthion)、敌敌畏(dichlorvos)/DDVP、百治磷(dicrotophos)、乐果(dimethoate)、甲基毒虫畏(dimethylvinphos)、蔬果磷(dioxabenzofos)、乙拌磷(disulphoton)、苯硫磷(EPN)、乙硫磷(ethion)、灭线磷(ethoprophos)、乙嘧硫磷(etrimfos)、伐灭磷(famphur)、苯线磷(fenamiphos)、杀螟硫磷(fenitrothion)、丰索磷(fensulphothion)、倍硫磷(fenthion)、吡氟硫磷(flupyrazofos)、地虫硫磷(fonofos)、安硫磷(formothion)、丁苯硫磷(fosmethilan)、噻唑磷(fosthiazate)、庚烯磷(heptenophos)、碘硫磷(iodofenphos)、异稻瘟净(iprobenfos)、氯唑磷(isazofos)、异柳磷(isofenphos)、邻-水杨酸异丙酯(isopropylo-salicylate)、恶唑磷(isoxathion)、马拉硫磷(malathion)、灭蚜磷(mecarbam)、虫螨畏(methacrifos)、甲胺磷(methamidophos)、杀扑磷(methidathion)、速灭磷(mevinphos)、久效磷(monocrotophos)、二溴磷(naled)、氧乐果(omethoate)、亚砜磷(oxydemeton-methyl)、对硫磷(-甲基/-乙基)(parathion(-methyl/-ethyl))、稻丰散(phenthoate)、甲拌磷(phorate)、伏杀硫磷(phosalone)、亚胺硫磷(phosmet)、磷胺(phosphamidon)、乙丙磷威(phosphocarb)、辛硫磷(phoxim)、嘧啶磷(-甲基/-乙基)(pirimiphos(-methyl/-ethyl))、丙溴磷(profenofos)、丙虫磷(propaphos)、胺丙畏(propetamphos)、丙硫磷(prothiofos)、发硫磷(prothoate)、吡唑硫磷(pyraclofos)、哒嗪硫磷(pyridaphenthion)、pyridathion、喹硫磷(quinalphos)、硫线磷(sebufos)、治螟磷(sulfotep)、硫丙磷(sul profos)、丁基嘧啶磷(tebupirimfos)、双硫磷(temephos)、特丁硫磷(terbufos)、杀虫畏(tetrachlorvinphos)、甲基乙拌磷(thiometon)、三唑磷(triazophos)、triclorfon、蚜灭磷(vamidothion))
2.钠通道调节剂/取决于电位的钠通道阻断剂
2.1拟除虫菊酯类(例如氟丙菊酯(acrinathrin)、烯丙菊酯(d-顺-反、d-顺)(allethrin(d-cis-trans,d-trans))、高效氟氯氰菊酯(beta-cyfluthrin)、联苯菊酯(bifenthrin)、生物烯丙菊酯(bioallethrin)、生物烯丙菊酯-S-环戊基异构体(bioallethrin-s-cyclopentyl-isomer)、bioethanomethrin、生物氯菊酯(biopermethrin)、生物苄呋菊酯(bioresmethrin)、二氯炔戊菊酯(chlovaporthrin)、顺-氯氰菊酯(cis-cypermethrin)、顺-苄呋菊酯(cis-resmethrin)、顺-氯菊酯(cis-permethrin)、功夫菊酯(clocythrin)、乙氰菊酯(cycloprothrin)、氟氯氰菊酯(cyfluthrin)、氯氟氰菊酯(cyhalothrin)、氯氰菊酯(甲体、乙体、辛体、己体)(cypermethrin(alpha-,beta-,theta-,zeta-))、苯醚氰菊酯(cyphenothr in)、滴滴涕(DDT)、溴氰菊酯(deltamethrin)、右旋烯炔菊酯(1R-异构体)(empenthrin(1R-isomer))、S-氰戊菊酯(esfenvalerate)、醚菊酯(etofenprox)、五氟苯菊酯(fenfluthrin)、甲氰菊酯(fenpropathrin)、吡氯氰菊酯(fenpyrithrin)、氰戊菊酯(fenvalerate)、溴氟菊酯(flubrocythrinate)、氟氰戊菊酯(flucythrinate)、三氟醚菊酯(flufenprox)、氟氯苯菊酯(flumethrin)、氟胺氰菊酯(fluvalinate)、fubfenprox、gamma-cyhalothrin、咪炔菊酯(imiprothrin)、噻嗯菊酯(kadethrin)、高效氯氟氰菊酯(lambda-cyhalothrin)、metofluthrin、氯菊酯(顺-、反-)(permethrin(cis-,trans-))、苯醚菊酯(1R-顺式异构体)(phenothrin(1R-trans isomer))、右旋炔丙菊酯(prallethrin)、profluthrin、protrifenbute、反灭虫菊(pyresmethrin)、苄呋菊酯(resmethrin)、噻嗯菊酯(RU 15525)、氟硅菊酯(silafluofen)、氟胺氰菊酯(tau-fluvalinate)、七氟菊酯(tefluthrin)、环戊烯丙菊酯(terallethrin)、胺菊酯(1R-异构体)(tetramethrin(1R-isomer))、四溴菊酯(tralomethrin)、四氟苯菊酯(transfluthrin)、溴氟菊酯(ZXI 8901)、除虫菊素(pyrethrins,pyrethrum))
2.2噁二嗪(oxadiazine)类(例如茚虫威(indoxacarb))
3.乙酰胆碱受体兴奋剂/拮抗剂
3.1氯代烟碱基(chloronicotinyl)/新类烟碱类(neonicotinoid)(例如啶虫脒(acetamiprid)、噻虫胺(clothianidin)、呋虫胺(dinotefuran)、吡虫啉(imidacloprid)、烯啶虫胺(nitenpyram)、硝虫噻嗪(nithiazine)、噻虫啉(thiacloprid)、噻虫嗪(thiamethoxam))
3.2烟碱(nicotine)、杀虫磺(bensultap)、杀螟丹(cartap)
4.乙酰胆碱受体调节剂
4.1spinosyn类(例如多杀菌素(spinosad))
5.GABA控制氯离子通道拮抗剂
5.1环二烯有机氯类(例如毒杀芬(camphechlor)、氯丹(chlordane)、硫丹(endosulphan)、林丹(gamma-HCH)、六六六(HCH)、七氯(heptachlor)、林丹(lindane)、甲氧滴滴涕(methoxychlor)
5.2fiprol类(例如acetoprole、ethiprole、氟虫腈(fipronil)、氟吡唑虫(vaniliprole))
6.氯离子通道活化剂
6.1mectin类(例如齐墩螨素(abamectin)、阿维菌素(avermectin)、埃玛菌素(emamectin)、甲氨基阿维菌素苯甲酸盐(emamectin-benzoate)、伊维菌素(ivermectin)、弥拜菌素(milbemectin)、米尔倍霉素(milbemycin))
7.保幼激素类似物
(例如苯虫醚(diofenolan)、保幼醚(epofenonane)、苯氧威(fenoxycarb)、烯虫乙酯(hydroprene)、烯虫炔酯(kinoprene)、烯虫酯(methoprene)、吡丙醚(pyriproxifen)、烯虫硫酯(triprene))
8.蜕皮激素激动剂/拮抗剂(disruptor)
8.1二酰基肼(例如环虫酰肼(chromafenozide)、氯虫酰肼(halofenozide)、甲氧虫酰肼(methoxyfenozide)、虫酰肼(tebufenozide))
9.几丁质生物合成抑制剂
9.1苯甲酰脲类(例如双三氟虫脲(bistrifluron)、氟啶脲(chlorfluazuron)、除虫脲(diflubenzuron)、啶蜱脲(fluazuron)、氟环脲(flucycloxuron)、氟虫脲(flufenoxuron)、氟铃脲(hexaflumuron)、虱螨脲(lufenuron)、氟酰脲(novaluron)、noviflumuron、氟幼脲(penfluron)、氟苯脲(teflubenzuron)、杀铃脲(triflumuron))
9.2噻嗪酮(buprofezin)
9.3灭蝇胺(cyromazine)
10.氧化磷酸化抑制剂,ATP拮抗剂
10.1丁醚脲(diafenthiuron)
10.2有机锡类(例如三唑锡(azocyclotin)、三环锡(cyhexatin)、苯丁锡(fenbutatin oxide))
11.通过中断质子梯度的氧化磷酸化的解偶联剂
11.1吡咯类(例如虫螨腈(chlorfenapyr))
11.2二硝基苯酚类(例如乐杀螨(binapacryl)、消螨通(dinobuton)、敌螨普(dinocap)、DNOC)
12.I位点电子传递抑制剂
12.1METI类(例如喹螨醚(fenazaquin)、唑螨酯(fenpyroximate)、嘧螨醚(pyrimidifen)、哒螨灵(pyridaben)、吡螨胺(tebufenpyrad)、唑虫酰胺(tolfenpyrad))
12.2伏蚁腙(hydramethylnone))
12.3三氯杀螨醇(dicofol)
13.II位点电子传递抑制剂
13.1鱼藤酮(rotenone)
14.III位点电子传递抑制剂
14.1灭螨醌(acequinocyl)、嘧螨酯(fluacrypyrim)
15.昆虫肠膜的微生物拮抗剂
苏云金杆菌株(Bacillus thuringiensis strain)
16.脂及合成抑制剂
16.1特窗酸类(例如螺螨酯(spirodiclofen)、spiromesifen)
16.2特特拉姆酸类[例如3-(2,5-二甲基苯基)-8-甲氧基-2-氧代-1-氮杂螺[4.5]癸-3-烯-4-基乙基碳酸酯(别名:碳酸3-(2,5-二甲基苯基)-8-甲氧基-2-氧代-1-氮杂螺[4.5]癸-3-烯-4-基乙酯,CAS注册号:382608-10-8)和碳酸顺-3-(2,5-二甲基苯基)-8-甲氧基-2-氧代-1-氮杂螺[4.5]癸-3-烯-4-基乙酯(CAS注册号:203313-25-1)]
17.酰胺类
(例如flonicamid)
18.章鱼胺能激动剂
(例如双甲脒(amitraz))
19.镁刺激ATP酶(magnesium-stimulated ATPase)的抑制剂(例如炔螨特(propargite))
20.邻苯二酰胺类
(例如N2-[1,1-二甲基-2-(甲磺酰基)乙基]-3-碘-N1-[2-甲基-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]苯基]-1,2-苯二甲酰胺(CAS注册号:272451-65-7)、flubendiamide)
21.沙蚕毒素类似物
(例如杀虫环草酸盐(thiocyclam hydrogen oxalate)、杀虫双(thiosultap-sodium))
22.生物有机体、激素或信息素
(例如印楝素(azadirachtin)、芽孢杆菌种(Bacillus spec.)、白僵菌种(Beauveria spec.)、十二碳二烯醇(Codlemone)、绿僵菌种(Metarrhizium spec.)、拟青霉种(Paecilomyces spec.)、敌贝特(Thuringiensin)、轮枝菌种(Verticillium spec.)
23.作用机理未知或不明确的活性物质
23.1熏蒸剂(例如磷化铝、溴代甲烷、硫酰氟)
23.2选择性拒食剂(例如冰晶石(cryolite)、flonicamid、吡蚜酮(pymetrozine))
23.3螨虫生长抑制剂(例如四螨嗪(clofentezine)、乙螨唑(etoxazole)、噻螨酮(hexythiazox))
23.4amidoflumet、benclothiaz、苯螨特(benzoximate)、联苯肼酯(bifenazate)、溴螨酯(bromopropylate)、噻嗪酮(buprofezin)、灭螨猛(chinomethionat)、杀虫脒(chlordimeform)、乙酯杀螨醇(chlorobenzilate)、氯化苦(chloropicrin)、clothiazoben、cycloprene、cyflumetofen、环虫腈(dicyclanil)、fenoxacrim、氟硝二苯胺(fentrifanil)、噻唑螨(flubenzimine)、flufenerim、氟螨嗪(flutenzin)、诱虫十六酯(gossyplure)、伏蚁腙(hydramethylnone)、japonilure、恶虫酮(metoxadiazone)、石油、胡椒基丁醚、油酸钾、pyrafluprole、pyridalyl、pyriprole、氟虫胺(sulfluramid)、三氯杀螨砜(tetradifon)、杀螨硫醚(tetrasul)、苯螨噻(triarathene)、增效炔醚(verbutin),
还有化合物3-甲基苯基丙基氨基甲酸酯(速灭威Z(tsumacideZ))、化合物3-(5-氯-3-吡啶基)-8-(2,2,2-三氟乙基)-8-氮杂双环[3.2.1]辛烷-3-腈(CAS注册号185982-80-3)及相应的3-内型异构体(CAS注册号185984-60-5)(参见WO 96/37494、WO 98/25923),以及含有杀虫有效的植物提取物、线虫、真菌或病毒的制剂。
可与其它已知的活性物质、例如除草剂混合,或与肥料及生长调节剂、安全剂或信息化合物混合。
此外,本发明的式(I)化合物还具有非常好的抗真菌活性。此类化合物具有非常宽的抗真菌活性谱,特别是针对皮肤癣菌(dermatophyte)和酵母菌、霉菌和双相真菌(diphasic fungi)(例如针对念珠菌属(Candida)菌种、例如白色念珠菌(Candida albicans)、光滑念珠菌(Candida glabrata)),以及絮状表面癣菌(Epidermophytonfloccosum),曲霉(Aspergillus)菌种、例如黑曲霉(Aspergillus niger)和烟曲霉(Aspergillus fumigatus),毛癣菌属(Trichophyton)菌种,例如须癣毛癣菌(Trichophyton mentagrophytes),小孢霉属(Microsporon)菌种例如犬小孢霉(Microsporon canis)和Microsporonaudouinii。所列真菌仅为说明目的,而并非限制可涵盖的真菌谱。
该活性化合物可以其本身、其制剂形式或由其制备的使用形式使用,例如即用的溶液剂、悬浮剂、可湿性粉剂、膏剂、可溶性粉剂、粉末剂和颗粒剂。施用以常规方式进行,例如浇灌、喷雾、雾化、撒播(broadcasting)、喷粉、发泡、抛撒等。还可通过超低容量法(ultra-lowvolume method)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射至土壤内。还可处理植物种子。
本发明的活性化合物用作杀真菌剂时,施用率可依据施用类型在较宽的范围内变化。对于植物部位的处理,活性化合物施用率一般为0.1至10000g/ha,优选10至1000g/ha。对于拌种,活性化合物施用率一般为0.001至50g每公斤种子,优选0.01至10g每公斤种子。对于土壤处理,活性化合物施用率一般为0.1至10000g/ha,优选1至5000g/ha。
如上所述,可依据本发明处理所有的植物和其部位。在一个优选实施方案中,处理了野生植物种和植物栽培种,或由常规生物育种方法-例如杂交或原生质体融合-获得的植物种和植物栽培种,以及所述植物种和栽培种的部位。在另一优选实施方案中,处理了由基因工程、如果合适还可与常规方法相结合而获得的转基因植物和植物栽培种(遗传修饰的生物(genetically modified organism))及其部位。术语“部位”或“植物的部位”或“植物部位”解释如上。
特别优选依据本发明进行处理的植物为各自市售或使用的植物栽培种。植物栽培种的含义理解为由常规育种、诱变或重组DNA技术育种的具有新特性(“特征”)的植物。它们可以是栽培种、品种(variety)、生物型(biotype)和基因型形式。
依据植物种或植物栽培种、其种植地点和生长条件(土壤、气候、植物生长期、营养),本发明的处理也可产生超加和性(superadditive)(“协同”)效应.由此,例如,对于可按本发明使用的物质和组合物,可降低其施用率和/或加宽其活性谱和/或提高其活性,以及改善植物生长、提高高温或低温耐受性、提高干旱或水或土壤含盐量耐受性、提高开花品质、使采收更简易、加速成熟、提高产量、改善采收产品的质量和/或提高其营养价值、改善采收产品的贮存稳定性和/或其加工性能,这些可超过实际预期的效果.
优选的本发明处理的转基因植物或植物栽培种(即通过遗传工程获得)包括在基因修饰中接受了遗传物质的所有植物,所述遗传物质将特别有利的有用特性(“特征”)赋予所述植物。所述特性的实例有改善植物生长、提高高温或低温耐受性、提高干旱或水或土壤含盐量耐受性、提高开花品质、使采收更简易、加速成熟、提高产量、改善采收产品的质量和/或提高其营养价值、改善采收产品的贮存稳定性和/或其加工性能。需进一步和特别强调的所述特性的实例为改善植物对动物和微生物害虫的抵抗力,例如对昆虫、螨虫、植物致病真菌、细菌和/或病毒的抵抗力,以及提高植物对某些除草活性化合物的耐受性。可提及的转基因植物的实例为重要的作物植物,例如谷物(小麦、稻)、玉米、大豆、马铃著、棉花、烟草、油菜和果树(苹果、梨、柑橘类水果以及葡萄),特别强调的为玉米、大豆、马铃薯、棉花、烟草和油菜。特别强调的特性为通过在植物体内形成毒素,特别是由苏云金杆菌的遗传物质(例如基因Cry I A(a)、Cry I A(b)、Cry I A(c)、Cry II A、Cry III A、Cry III B2、Cry9c、Cry2Ab、Cry 3Bb和Cry I F及其结合)在植物体内形成的毒素,来提高植物对昆虫、蛛形纲动物、线虫和蜗牛(slugs and snails)的抵抗力(以下简称为“Bt植物”)。特别强调的特性为通过系统获得性抗性(SAR)、系统素、植物抗毒素、引发物和抗性基因以及相应的表达蛋白质和毒素来提高植物对真菌、细菌和病毒的抵抗力。进一步特别强调的特性为提高植物对某些除草活性化合物的耐受性,例如咪唑啉酮类、磺酰脲类、草甘膦(glyphosate)或phosphinotricin(例如“PAT”基因)。赋予所需要特性的基因也可各自在转基因植物体内相互结合。可被提及的“Bt植物”的实例有市售的商标名称为YIELD(例如玉米、棉花、大豆)、(例如玉米)、(例如玉米)、(棉花)、(棉花)和(马铃薯)的玉米品种、棉花品种、大豆品种和马铃薯品种。可提及的具有除草剂耐受性的植物的实例有市售的商标名称为Roundup(具有草甘膦耐受性,例如玉米、棉花、大豆)、Liberty(具有phosphinotricin耐受性,例如油菜)、(具有咪唑啉酮耐受性)和(具有磺酰脲耐受性,例如玉米)的玉米品种、棉花品种和大豆品种。可提及的具有除草剂抗性的植物(以常规的除草剂耐受性方式育种的植物)还包括名称为的市售品种(例如玉米)。当然,以上叙述也适用于具有所述的或待开发的基因特性的植物栽培种,所述植物栽培种将在未来进行开发和/或上市。
特别有利地,所列出的植物可依据本发明用本发明的通式(I)化合物或活性化合物混合物进行处理。上述活性化合物或混合物的优选范围也适用于所述植物的处理。特别强调的为用本发明特别提及的化合物或混合物对植物进行处理。
本发明活性化合物的制备方法和应用由以下实施例阐述。
制备实施例
实施例1
将183mg(1.3mmol)碳酸钾和443mg(2.1mmol)2-氯烟酰氯加入到含240mg(1.2mmol)2-[2-(三甲基甲硅烷基)乙基]噻吩基-3-胺的15ml乙腈溶液中。室温下16小时后将反应混合物倒入水中,用乙酸乙酯萃取,用硫酸钠干燥萃取液并减压浓缩。柱色谱法(梯度环己烷/乙酸乙酯)得到100mg(理论值的24%)的2-氯-N-{2-[2-(三甲基甲硅烷基)乙基]-3-噻吩基}烟酰胺[logP(pH2.3)=3.65]。
列于下表1的式(I)化合物也类似实施例1并依据本发明中总体说明的制备方法而得到。
表1
(a)标有“*”的键与酰胺连接,标有“#”的键与Z基相连。
式原料的制备
实施例(VI-1)
在-78℃、氩气气氛中,将7.8mln-BuLi(1.6M于己烷中,0.013mol)逐滴加入到含有5.0g(0.025mol)叔丁基-N-(3-噻吩基)氨基甲酸酯的50mlTHF溶液中。在-78℃下30分钟后,将反应溶液加温至-10℃,并加入含7.6g(0.030mol)碘的20ml THF溶液中。在-10℃下一小时后,将反应混合物加温至室温,倒入水中并用乙酸乙酯萃取,萃取液用硫酸钠干燥,并减压浓缩。柱色谱法(环己烷/乙酸乙酯10∶1)得到4.8g(理论值的59%)的(2-碘代噻吩基-3-基)叔丁氧基氨基甲酸酯。
1H-NMR(CD3CN):δ=1.48(s,9H),6.87(broad s,1H),7.22(d,1H),7.55(d,1H)ppm.
式原料的制备
实施例(VIII-1)
在保护气(氩气)中,将4.8g(0.015mol)的(2-碘代噻吩-3-基)叔丁氧基氨基甲酸酯(VI-1)溶于50ml三乙胺中,并加入622mg(0.89mmol)氯化二(三苯膦)钯(II)、169mg(0.89mmol)的碘化铜(I)和2.2g(0.022mmol)的三甲基甲硅烷基乙炔.将反应混合物在室温下搅拌14h,然后加至水中,用乙酸乙酯萃取,萃取液用硫酸钠干燥并在减压下浓缩.柱色谱(环己烷/乙酸乙酯10∶1)得到3.7g(理论值的84%)叔丁基{2-[(三甲基甲硅烷基)乙炔基]-3-噻吩基}氨基甲酸酯.
1H-NMR(CD3CN):δ=0.06(s,9H),1.31(s,9H),7.08(broad s,1H),7.10(d,1H),7.30(d,1H)ppm.
式原料的制备
实施例(IX-1)
在高压釜中、氢气压8ba r下,将含2.9g(9.8mmol){2-[(三甲基甲硅烷基)乙炔基]-3-噻吩基}叔丁基氨基甲酸酯(VIII-1)的50ml甲醇和800mg钯(5%在碳载体上)的反应混合物氢化10小时,在另加入800mg钯(5%在碳载体上)后,再氢化10小时(氢气压8bar下)。将该反应混合物通过硅胶过滤并在减压下浓缩,得到2.8g(理论值的95%)的[2-(2-三甲基硅烷基乙基)噻吩基-3-基]-叔丁氧基氨基甲酸酯。
1H-NMR(CD3CN):δ=0.04(s,9H),0.85-0.90(m,2H),2.64-2.70(m,2H),1.49(s,9H),6.89(broads,1H),7.02-7.06(m,2H)ppm.
式原料的制备
实施例(III-1)
将5ml三氟乙酸加入到由2.9g(9.3mmol)的[2-(2-三甲基硅烷基乙基)噻吩基-3-基]-叔丁氧基氨基甲酸酯(IX-1)溶于50ml二氯甲烷组成的溶液中。反应溶液在室温下搅拌三小时,然后在减压下浓缩。柱色谱法(梯度环己烷/乙酸乙酯4∶1至1∶1)得到1.2g(理论值的65%)的2-(2-三甲基硅烷基乙基)噻吩基-3-基胺[logP(pH2.3)=1.78]。
给出的logP值是依据EEC手册79/831附件V.A8(EEC-Directive79/831 Annex V.A8),在反相柱(C18)上通过HPLC(高效液相色谱法)确定的。温度:43℃。用于酸性范围(pH2.3)内确定的流动相:0.1%的含水磷酸、乙腈;线性梯度从10%的乙腈至90%的乙腈。采用logP值已知的无支链的烷基-2-酮(带有3至16个碳原子)进行校正(用保留时间通过两种连续烷酮之间的线性内插法来确定logP值)。λ最大值(lambdamax value)在采用200nm至400nm的UV光谱的色谱信号最大值中确定。
应用实施例
实施例A
叉丝单囊壳属(Podosphaera)试验(苹果)/保护性
溶剂:24.5重量份的丙酮
24.5重量份的二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为了制备合适的活性化合物制剂,将1重量份的活性化合物与所述用量的溶剂及乳化剂混合,并将浓液以水稀释至所需浓度。
为了测试保护活性,以所述施用率将活性化合物制剂喷洒至幼小植株上。喷洒层变干后,将植株用苹果霉病原体白叉丝单囊壳(Podosphaera leucotricha)的孢子水悬浮液接种。然后将植物放入约23℃、相对大气湿度约70%的温室中。
接种后10天进行评估。药效分级标准为:0%表示与对照相同,而100%表示未观察到侵染。
表A
叉丝单囊壳属(苹果)/保护性
实施例B
单囊壳属(Sphaerotheca)试验(黄瓜)/保护性
溶剂:24.5重量份丙酮
24.5重量份二甲基乙酰胺
乳化剂:1重量份烷基芳基聚乙二醇醚
为了制备合适的活性化合物制剂,将1重量份的活性化合物与所述用量的溶剂及乳化剂混合,并将浓液以水稀释至所需浓度。
为了测试保护活性,以所述施用率将活性化合物制剂喷洒至幼小植株上。喷洒层变干后,将植株用凤仙花单囊壳(Sphaerothecafuliginea)的孢子水悬浮液接种。然后将植物放入约23℃、相对大气湿度约70%的温室中。
接种后7天进行评估。药效分级标准为:0%表示与对照相同,100%表示未观察到侵染。
表B
单囊壳属试验(黄瓜)/保护性
实施例C
黑星菌属(Venturia)试验(苹果)/保护性
溶剂:24.5重量份丙酮
24.5重量份二甲基乙酰胺
乳化剂:1重量份烷基芳基聚乙二醇醚
为了制备合适的活性化合物制剂,将1重量份的活性化合物与所述用量的溶剂及乳化剂混合,并将浓液以水稀释至所需浓度。
为了测试保护活性,以所述施用率将活性化合物制剂喷洒至幼小植株上。喷洒层变干后,将植株用苹果疮痂病病原体苹果黑星病菌(Venturia inaequalis)的含水分生孢子悬浮液接种。然后在约20℃、大气相对湿度约100%的培养室继续放置一天。
然后将该植株放置到约21℃、相对大气湿度约90%的温室中。
接种后10天进行评估。药效分级标准为:0%表示与对照相同,而100%表示未观察到侵染。
表C
黑星菌属试验(苹果)/保护性
实施例D
葡萄孢(Botrytis)试验(菜豆)/保护性
溶剂:24.5重量份丙酮
24.5重量份二甲基乙酰胺
乳化剂:1重量份烷基芳基聚乙二醇醚
为了制备合适的活性化合物制剂,将1重量份的活性化合物与所述用量的溶剂及乳化剂混合,并将浓液以水稀释至所需浓度。
为了测试保护活性,以所述施用率将活性化合物制剂喷洒至幼小植株上。喷洒层变干后,将2小片带有培养的灰葡萄孢(Botrytis cinera)的琼脂放在每片叶子上。将接种后的植株放入约20℃、100%大气湿度的暗室中。
接种2天后评估叶子上侵染斑的大小.药效分级标准为:0%表示与对照相同,100%表示未观察到侵染.
表D
葡萄孢试验(菜豆)/保护性
实施例E
柄锈菌(Puccinia)试验(小麦)/保护性
溶剂: 50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为了制备合适的活性化合物制剂,将1重量份的活性化合物与所述用量的溶剂及乳化剂混合,并将浓液以水稀释至所需浓度。
为了测试保护活性,以所述施用率将活性化合物制剂喷洒至幼小植株上.喷洒层变干后,将隐匿柄锈菌(Puccinia recondita)的分生孢子悬浮液喷洒该植株。将该植株在20℃、100%相对大气湿度的培养室继续放置48小时。
然后将该植株放置到温度约20℃、80%相对大气湿度的温室中,以促进锈疱的发育。
接种后10天进行评估。药效分级标准为:0%表示与对照相同,而100%表示未观察到侵染。
表E
柄锈菌试验(小麦)/保护性
实施例F
活体试验确定微生物的ED50
将待测活性化合物的甲醇溶液与乳化剂PS16混合后,用移液管吸移入微孔板的孔中。溶剂蒸发后,将200μl马铃薯葡萄糖培养基加入至每孔中。该培养基中已提前加入了合适浓度的待测真菌的孢子或菌丝体。使活性化合物的最终浓度为0.05、0.5、5和50ppm。乳化剂的最终浓度为300ppm。
然后将该板放在震荡器上于20℃温度下培养3-5天,直到在未处理的对照中可观察到足够的生长。
以620nm波长进行光学测量评估。与未处理对照相比,抑制50%的真菌生长的活性化合物的量,即ED50,由不同浓度测得的数据计算。
表F
活体试验确定微生物的ED50
Claims (8)
1.式(I)的甲硅烷基化甲酰胺,
其中
M代表被Y1单取代的噻吩环,
Y1代表氢,
L代表直链或带支链的C1-C6-亚烷基,
R1和R2相互独立,代表C1-C8-烷基,
R3代表C1-C8-烷基,
R代表氢,
A代表式(A1)的基团
其中
R10代表卤素、C1-C4-烷基或具有1至5个卤素原子的C1-C4-卤代烷基,
R11代表氢或卤素,和
R12代表C1-C4-烷基,
或者
A代表式(A4)的基团
其中
R19代表具有1至5个卤素原子的C1-C4-卤代烷基,
或者
A代表式(A5)的基团
其中
R20代表卤素,和
R21代表氢,
或者
A代表式(A10)的基团
其中
R30代表C1-C4-烷基,和
R31代表具有1至5个卤素原子的C1-C4卤代烷基,
或者
A代表式(A15)的基团
其中
R38代表C1-C4烷基,
R39代表氢,
R40代表具有1至5个卤素原子的C1-C4卤代烷基,
R41代表氢。
2.权利要求1的式(I)的甲硅烷基化甲酰胺,其中
M代表以下杂环之一
其中标有“*”的键与酰胺连接,标有“#”的键与L基团连接,
Y1代表氢,
R1和R2相互独立,代表C1-C6-烷基,
R3代表C1-C6-烷基,
A代表式(A1)的基团
其中
R10代表氟、氯、溴、碘、甲基、乙基、异丙基或具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基,
R11代表氢、氟、氯、溴或碘,和
R12代表甲基、乙基、正丙基或异丙基,
或者
A代表式(A4)的基团
其中
R19代表具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基,
或者
A代表式(A5)的基团
其中
R20代表氟、氯、溴或碘,
R21代表氢,
或者
A代表式(A10)的基团
其中
R30代表甲基或乙基,
R31代表具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基,
或者
A代表式(A15)的基团
其中
R38代表甲基或乙基,
R39代表氢,
R40代表具有1至5个氟、氯和/或溴原子的C1-C2-卤代烷基,
R41代表氢。
4.用于防治植物致病真菌的组合物,其特征在于,所述组合物除填料和/或表面活性剂外,还含有至少一种权利要求1的式(I)的甲硅烷基化甲酰胺。
5.权利要求1的式(I)的甲硅烷基化甲酰胺用于防治植物致病真菌的应用。
6.防治植物致病真菌的方法,其特征在于,将权利要求1的式(I)的甲硅烷基化甲酰胺施用于真菌和/或其生境。
7.制备防治植物致病真菌的组合物的方法,其特征在于,将权利要求1的式(I)的甲硅烷基化甲酰胺与填料和/或表面活性剂混合。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004012901.0 | 2004-03-17 | ||
DE102004012901A DE102004012901A1 (de) | 2004-03-17 | 2004-03-17 | Silylierte Carboxamide |
PCT/EP2005/002284 WO2005095392A1 (de) | 2004-03-17 | 2005-03-04 | Silylierte carboxamide |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1930157A CN1930157A (zh) | 2007-03-14 |
CN1930157B true CN1930157B (zh) | 2010-05-05 |
Family
ID=34964529
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2005800082388A Expired - Fee Related CN1930157B (zh) | 2004-03-17 | 2005-03-04 | 甲硅烷基化甲酰胺 |
Country Status (12)
Country | Link |
---|---|
US (1) | US7897780B2 (zh) |
EP (1) | EP1727816B1 (zh) |
JP (1) | JP2007529441A (zh) |
KR (1) | KR20070053158A (zh) |
CN (1) | CN1930157B (zh) |
AR (1) | AR048259A1 (zh) |
AT (1) | ATE453640T1 (zh) |
BR (1) | BRPI0508883B1 (zh) |
CA (1) | CA2559957A1 (zh) |
DE (2) | DE102004012901A1 (zh) |
TW (1) | TW200600011A (zh) |
WO (1) | WO2005095392A1 (zh) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10354607A1 (de) * | 2003-11-21 | 2005-06-16 | Bayer Cropscience Ag | Siylierte Carboxamide |
DE102004005787A1 (de) * | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Carboxamide |
DE102004005786A1 (de) * | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Haloalkylcarboxamide |
DE102005022147A1 (de) * | 2005-04-28 | 2006-11-02 | Bayer Cropscience Ag | Wirkstoffkombinationen |
DE102005025989A1 (de) * | 2005-06-07 | 2007-01-11 | Bayer Cropscience Ag | Carboxamide |
EP2307357A1 (en) * | 2008-05-30 | 2011-04-13 | Symrise AG | L-menthyl-n-(2-hydroxyphenyl)carbamate |
UA110703C2 (uk) * | 2010-06-03 | 2016-02-10 | Байєр Кропсайнс Аг | Фунгіцидні похідні n-[(тризаміщений силіл)метил]-карбоксаміду |
JP2013543858A (ja) * | 2010-11-15 | 2013-12-09 | バイエル・インテレクチユアル・プロパテイー・ゲー・エム・ベー・ハー | 5−ハロゲノピラゾール(チオ)カルボキサミド類 |
WO2014083012A1 (en) * | 2012-11-30 | 2014-06-05 | Bayer Cropscience Ag | (r) enantiomers of carboxamides for controlling of harmful microorganisms or for enhancing plant health |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0538231A1 (en) * | 1991-10-18 | 1993-04-21 | Monsanto Company | Fungicides for the control of take-all disease of plants |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2081935C (en) | 1991-11-22 | 2004-05-25 | Karl Eicken | Anilide derivatives and their use for combating botrytis |
US5223526A (en) * | 1991-12-06 | 1993-06-29 | Monsanto Company | Pyrazole carboxanilide fungicides and use |
DE4231519A1 (de) * | 1992-09-21 | 1994-03-24 | Basf Ag | Cyclohex(en)ylcarbonsäureamide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
DE4231517A1 (de) * | 1992-09-21 | 1994-03-24 | Basf Ag | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
US5486621A (en) * | 1994-12-15 | 1996-01-23 | Monsanto Company | Fungicides for the control of take-all disease of plants |
GB9510459D0 (en) * | 1995-05-24 | 1995-07-19 | Zeneca Ltd | Bicyclic amines |
GB9624611D0 (en) | 1996-11-26 | 1997-01-15 | Zeneca Ltd | Bicyclic amine compounds |
ES2216131T3 (es) * | 1996-11-26 | 2004-10-16 | Syngenta Limited | Derivados de 8-azabiciclo 3,2,1 )octano-,8- azabiciclo 3,2.1) oct-6- eno- 9-azabiciclo 3.3.1) nonano-, 9-aza -3- oxabiciclo 3.3.1) nonano - y 9 -aza-3- tiabiciclo 3.3.1) nonano, su preparacion y su uso como insecticidas. |
US6476034B2 (en) * | 2000-02-22 | 2002-11-05 | Bristol-Myers Squibb Company | Antiviral azaindole derivatives |
DE10136065A1 (de) | 2001-07-25 | 2003-02-13 | Bayer Cropscience Ag | Pyrazolylcarboxanilide |
GB0207253D0 (en) | 2002-03-27 | 2002-05-08 | Syngenta Participations Ag | Chemical compounds |
ATE516275T1 (de) * | 2002-08-22 | 2011-07-15 | Syngenta Participations Ag | Microbiozide (z.b. fungizide) 1,2,3- triazolderivate |
US7582589B2 (en) * | 2003-05-07 | 2009-09-01 | Syngenta Crop Protection, Inc. | 3-carbonylaminothiophenes and their use as fungicides |
DE10325439A1 (de) | 2003-05-21 | 2004-12-09 | Bayer Cropscience Ag | Iodpyrazolylcarboxanilide |
DE10354607A1 (de) * | 2003-11-21 | 2005-06-16 | Bayer Cropscience Ag | Siylierte Carboxamide |
-
2004
- 2004-03-17 DE DE102004012901A patent/DE102004012901A1/de not_active Withdrawn
-
2005
- 2005-03-04 CN CN2005800082388A patent/CN1930157B/zh not_active Expired - Fee Related
- 2005-03-04 DE DE502005008788T patent/DE502005008788D1/de active Active
- 2005-03-04 KR KR1020067021245A patent/KR20070053158A/ko not_active Application Discontinuation
- 2005-03-04 EP EP05732061A patent/EP1727816B1/de not_active Ceased
- 2005-03-04 WO PCT/EP2005/002284 patent/WO2005095392A1/de active Application Filing
- 2005-03-04 US US10/592,685 patent/US7897780B2/en not_active Expired - Fee Related
- 2005-03-04 JP JP2007503227A patent/JP2007529441A/ja active Pending
- 2005-03-04 CA CA002559957A patent/CA2559957A1/en not_active Abandoned
- 2005-03-04 BR BRPI0508883-6A patent/BRPI0508883B1/pt not_active IP Right Cessation
- 2005-03-04 AT AT05732061T patent/ATE453640T1/de not_active IP Right Cessation
- 2005-03-08 AR ARP050100888A patent/AR048259A1/es not_active Application Discontinuation
- 2005-03-16 TW TW094107951A patent/TW200600011A/zh unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0538231A1 (en) * | 1991-10-18 | 1993-04-21 | Monsanto Company | Fungicides for the control of take-all disease of plants |
Also Published As
Publication number | Publication date |
---|---|
BRPI0508883A (pt) | 2007-09-11 |
WO2005095392A1 (de) | 2005-10-13 |
AR048259A1 (es) | 2006-04-12 |
TW200600011A (en) | 2006-01-01 |
EP1727816A1 (de) | 2006-12-06 |
DE502005008788D1 (de) | 2010-02-11 |
JP2007529441A (ja) | 2007-10-25 |
CN1930157A (zh) | 2007-03-14 |
DE102004012901A1 (de) | 2005-10-06 |
KR20070053158A (ko) | 2007-05-23 |
CA2559957A1 (en) | 2005-10-13 |
US7897780B2 (en) | 2011-03-01 |
US20070293455A1 (en) | 2007-12-20 |
BRPI0508883B1 (pt) | 2015-07-28 |
ATE453640T1 (de) | 2010-01-15 |
EP1727816B1 (de) | 2009-12-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1930157B (zh) | 甲硅烷基化甲酰胺 | |
US7842710B2 (en) | Carboxamides | |
CN103145640A (zh) | 联苯噻唑甲酰胺 | |
CN101044128B (zh) | 联苯基噻唑甲酰胺 | |
CN101336234A (zh) | 用于防治微生物的联苯基甲酰胺 | |
CN102558116A (zh) | 2-卤代呋喃基/噻吩基-3-甲酰胺 | |
MXPA06009311A (es) | Pirazolopirimidinas para el control de microorganismos indeseados. | |
TW200538425A (en) | Haloalkyl carboxamides | |
TW200413284A (en) | Phenylbenzamides | |
CN101379039A (zh) | 用于在植物和材料保护中防治微生物的甲酰胺类 | |
CN100567306C (zh) | 甲硅烷基化甲酰胺 | |
US20070276022A1 (en) | Optically Active Carboxamides | |
CN1871221B (zh) | N-取代的吡唑基碳酰苯胺 | |
US20070185138A1 (en) | Imidazolopyrimidines used as fungicidal active ingredients | |
CN101309586A (zh) | 用作杀菌剂的噻唑类化合物 | |
US20080021045A1 (en) | 7-Amino-5-Halopyrazolopyrimidines with a Fungicidal Action | |
US20070259893A1 (en) | Pyrazolopyrimidines | |
MXPA06006421A (es) | Pirazolopirimidinas. | |
US20070244111A1 (en) | Pyrazolopyrimidines | |
JP2007516994A (ja) | 殺真菌特性を備えたトリアゾロピリミジン | |
MXPA06010344A (en) | Silylated carboxamides | |
EA011230B1 (ru) | Оптически активные карбоксамиды и их применение для борьбы с нежелательными микроорганизмами | |
MXPA06008879A (en) | 2-halofuryl/thienyl-3-carboxamides | |
MXPA06008881A (en) | N-(2-(hydroxymethyl) phenyl)-1h-pyrazole-4-carboxamide derivatives and related compounds as microbicidal active ingredients for phyto-protection and the protection of materials | |
MXPA06008883A (en) | Haloalkyl carboxamides for controlling micro-organisms |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C17 | Cessation of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20100505 Termination date: 20120304 |