CN111788199B - 除草活性的双环苯甲酰胺 - Google Patents
除草活性的双环苯甲酰胺 Download PDFInfo
- Publication number
- CN111788199B CN111788199B CN201980016090.4A CN201980016090A CN111788199B CN 111788199 B CN111788199 B CN 111788199B CN 201980016090 A CN201980016090 A CN 201980016090A CN 111788199 B CN111788199 B CN 111788199B
- Authority
- CN
- China
- Prior art keywords
- plants
- methyl
- ethyl
- alkyl
- trifluoromethyl
- 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.)
- Active
Links
- -1 bicyclic benzamides Chemical class 0.000 title claims description 105
- 229940054066 benzamide antipsychotics Drugs 0.000 title abstract description 4
- 239000004009 herbicide Substances 0.000 claims abstract description 118
- 239000001257 hydrogen Substances 0.000 claims abstract description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 46
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 27
- 150000002367 halogens Chemical group 0.000 claims abstract description 26
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 25
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 25
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 24
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 18
- 150000002431 hydrogen Chemical group 0.000 claims abstract 7
- 150000001875 compounds Chemical class 0.000 claims description 173
- 239000000203 mixture Substances 0.000 claims description 114
- 230000002363 herbicidal effect Effects 0.000 claims description 89
- 238000009472 formulation Methods 0.000 claims description 48
- 230000009261 transgenic effect Effects 0.000 claims description 44
- 244000038559 crop plants Species 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 32
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 16
- 239000000460 chlorine Substances 0.000 claims description 16
- 229910052801 chlorine Inorganic materials 0.000 claims description 16
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 16
- 239000011737 fluorine Substances 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 8
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 7
- 239000002917 insecticide Substances 0.000 claims description 6
- 230000000895 acaricidal effect Effects 0.000 claims description 5
- 239000000642 acaricide Substances 0.000 claims description 5
- 239000000417 fungicide Substances 0.000 claims description 5
- 239000003630 growth substance Substances 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 3
- 239000013543 active substance Substances 0.000 claims description 3
- 230000000361 pesticidal effect Effects 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 244000045561 useful plants Species 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract description 8
- 229910052701 rubidium Inorganic materials 0.000 abstract description 3
- 150000003936 benzamides Chemical class 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 280
- 108090000623 proteins and genes Proteins 0.000 description 82
- 241000238631 Hexapoda Species 0.000 description 63
- 240000008042 Zea mays Species 0.000 description 48
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 48
- 102000004169 proteins and genes Human genes 0.000 description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 38
- 244000068988 Glycine max Species 0.000 description 37
- 235000010469 Glycine max Nutrition 0.000 description 36
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 34
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 33
- 239000000126 substance Substances 0.000 description 32
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 29
- 235000009973 maize Nutrition 0.000 description 29
- 229920000742 Cotton Polymers 0.000 description 27
- 241000219146 Gossypium Species 0.000 description 27
- 239000000243 solution Substances 0.000 description 27
- 239000000843 powder Substances 0.000 description 25
- 230000000694 effects Effects 0.000 description 24
- 125000001424 substituent group Chemical group 0.000 description 22
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 21
- 239000011734 sodium Substances 0.000 description 21
- 239000005562 Glyphosate Substances 0.000 description 20
- 230000000749 insecticidal effect Effects 0.000 description 20
- 239000004698 Polyethylene Substances 0.000 description 19
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 19
- 235000005822 corn Nutrition 0.000 description 19
- 229940097068 glyphosate Drugs 0.000 description 19
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 19
- 229910052708 sodium Inorganic materials 0.000 description 19
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 18
- XTFNPKDYCLFGPV-OMCISZLKSA-N Bromofenoxim Chemical compound C1=C(Br)C(O)=C(Br)C=C1\C=N\OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O XTFNPKDYCLFGPV-OMCISZLKSA-N 0.000 description 18
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 18
- 239000008187 granular material Substances 0.000 description 17
- 239000000047 product Substances 0.000 description 16
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 15
- 102000004190 Enzymes Human genes 0.000 description 15
- 108090000790 Enzymes Proteins 0.000 description 15
- 240000007594 Oryza sativa Species 0.000 description 15
- 235000007164 Oryza sativa Nutrition 0.000 description 15
- 239000005591 Pendimethalin Substances 0.000 description 15
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 15
- 235000009566 rice Nutrition 0.000 description 15
- 241000193388 Bacillus thuringiensis Species 0.000 description 14
- 229940097012 bacillus thuringiensis Drugs 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- 244000042664 Matricaria chamomilla Species 0.000 description 13
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 13
- 239000002253 acid Substances 0.000 description 13
- 230000006378 damage Effects 0.000 description 13
- 239000002270 dispersing agent Substances 0.000 description 13
- 239000004495 emulsifiable concentrate Substances 0.000 description 13
- 230000001965 increasing effect Effects 0.000 description 13
- 239000005499 Clomazone Substances 0.000 description 12
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 12
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 description 12
- 238000010353 genetic engineering Methods 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 239000002689 soil Substances 0.000 description 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 11
- 235000016068 Berberis vulgaris Nutrition 0.000 description 11
- 241000335053 Beta vulgaris Species 0.000 description 11
- 235000017945 Matricaria Nutrition 0.000 description 11
- 210000004027 cell Anatomy 0.000 description 11
- 230000035772 mutation Effects 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 108010000700 Acetolactate synthase Proteins 0.000 description 10
- 239000005561 Glufosinate Substances 0.000 description 10
- 239000000975 dye Substances 0.000 description 10
- 239000003995 emulsifying agent Substances 0.000 description 10
- 230000002068 genetic effect Effects 0.000 description 10
- 230000012010 growth Effects 0.000 description 10
- 125000000623 heterocyclic group Chemical group 0.000 description 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 10
- 239000003112 inhibitor Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- 230000009466 transformation Effects 0.000 description 10
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 9
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000012141 concentrate Substances 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- 239000004562 water dispersible granule Substances 0.000 description 9
- 108010020183 3-phosphoshikimate 1-carboxyvinyltransferase Proteins 0.000 description 8
- 241001301148 Brassica rapa subsp. oleifera Species 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 8
- 229920002472 Starch Polymers 0.000 description 8
- 108700019146 Transgenes Proteins 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 description 8
- 239000012074 organic phase Substances 0.000 description 8
- 235000019698 starch Nutrition 0.000 description 8
- 239000008107 starch Substances 0.000 description 8
- 230000035882 stress Effects 0.000 description 8
- 239000003053 toxin Substances 0.000 description 8
- 231100000765 toxin Toxicity 0.000 description 8
- 108700012359 toxins Proteins 0.000 description 8
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical compound O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 7
- 241000219198 Brassica Species 0.000 description 7
- 239000005508 Dimethachlor Substances 0.000 description 7
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- 235000004341 Gossypium herbaceum Nutrition 0.000 description 7
- 240000002024 Gossypium herbaceum Species 0.000 description 7
- 206010021929 Infertility male Diseases 0.000 description 7
- 241001327265 Ischaemum Species 0.000 description 7
- 208000007466 Male Infertility Diseases 0.000 description 7
- 229940100389 Sulfonylurea Drugs 0.000 description 7
- 241000607479 Yersinia pestis Species 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 7
- 239000000969 carrier Substances 0.000 description 7
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 7
- SCCDDNKJYDZXMM-UHFFFAOYSA-N dimethachlor Chemical compound COCCN(C(=O)CCl)C1=C(C)C=CC=C1C SCCDDNKJYDZXMM-UHFFFAOYSA-N 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 238000005469 granulation Methods 0.000 description 7
- 230000003179 granulation Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 7
- 239000002480 mineral oil Substances 0.000 description 7
- 229920000151 polyglycol Polymers 0.000 description 7
- 239000010695 polyglycol Substances 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 7
- 239000000080 wetting agent Substances 0.000 description 7
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 6
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 241000193755 Bacillus cereus Species 0.000 description 6
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 6
- 241000723343 Cichorium Species 0.000 description 6
- 235000007542 Cichorium intybus Nutrition 0.000 description 6
- 108091026890 Coding region Proteins 0.000 description 6
- 101710151559 Crystal protein Proteins 0.000 description 6
- 108020004414 DNA Proteins 0.000 description 6
- 239000005504 Dicamba Substances 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 6
- 244000046052 Phaseolus vulgaris Species 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 240000006394 Sorghum bicolor Species 0.000 description 6
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 6
- 239000003905 agrochemical Substances 0.000 description 6
- 150000001413 amino acids Chemical class 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 238000010410 dusting Methods 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 238000003306 harvesting Methods 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 239000000543 intermediate Substances 0.000 description 6
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 6
- 244000005700 microbiome Species 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 125000004043 oxo group Chemical group O=* 0.000 description 6
- 230000008635 plant growth Effects 0.000 description 6
- 239000011591 potassium Substances 0.000 description 6
- 229910052700 potassium Inorganic materials 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 6
- 125000004149 thio group Chemical group *S* 0.000 description 6
- ANDISDKUUWWXKD-UHFFFAOYSA-N (5-chloroquinolin-8-yl) ethaneperoxoate Chemical compound C1=CN=C2C(OOC(=O)C)=CC=C(Cl)C2=C1 ANDISDKUUWWXKD-UHFFFAOYSA-N 0.000 description 5
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 5
- 244000178937 Brassica oleracea var. capitata Species 0.000 description 5
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 5
- 241000207783 Ipomoea Species 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 5
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 5
- 230000036579 abiotic stress Effects 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000003337 fertilizer Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 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 5
- 239000003960 organic solvent Substances 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 239000004546 suspension concentrate Substances 0.000 description 5
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 4
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 4
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 4
- 240000002791 Brassica napus Species 0.000 description 4
- 235000011293 Brassica napus Nutrition 0.000 description 4
- 235000006008 Brassica napus var napus Nutrition 0.000 description 4
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 4
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 4
- 239000005507 Diflufenican Substances 0.000 description 4
- UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000004606 Fillers/Extenders Substances 0.000 description 4
- RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 description 4
- 241000233866 Fungi Species 0.000 description 4
- XVOKUMIPKHGGTN-UHFFFAOYSA-N Imazethapyr Chemical compound OC(=O)C1=CC(CC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 XVOKUMIPKHGGTN-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 241000208822 Lactuca Species 0.000 description 4
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 4
- 239000005869 Pyraclostrobin Substances 0.000 description 4
- 244000062793 Sorghum vulgare Species 0.000 description 4
- 240000006694 Stellaria media Species 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 241000209140 Triticum Species 0.000 description 4
- 241000700605 Viruses Species 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 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 4
- 238000009395 breeding Methods 0.000 description 4
- 230000001488 breeding effect Effects 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000000084 colloidal system Substances 0.000 description 4
- 230000001276 controlling effect Effects 0.000 description 4
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 4
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 230000035558 fertility Effects 0.000 description 4
- IXORZMNAPKEEDV-OBDJNFEBSA-N gibberellin A3 Chemical compound C([C@@]1(O)C(=C)C[C@@]2(C1)[C@H]1C(O)=O)C[C@H]2[C@]2(C=C[C@@H]3O)[C@H]1[C@]3(C)C(=O)O2 IXORZMNAPKEEDV-OBDJNFEBSA-N 0.000 description 4
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 4
- IGMNYECMUMZDDF-UHFFFAOYSA-N homogentisic acid Chemical compound OC(=O)CC1=CC(O)=CC=C1O IGMNYECMUMZDDF-UHFFFAOYSA-N 0.000 description 4
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 4
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 description 4
- 235000019713 millet Nutrition 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 108020004707 nucleic acids Proteins 0.000 description 4
- 102000039446 nucleic acids Human genes 0.000 description 4
- 150000007523 nucleic acids Chemical class 0.000 description 4
- 230000010152 pollination Effects 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 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 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 4
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 4
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 3
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 description 3
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 description 3
- OVXMBIVWNJDDSM-UHFFFAOYSA-N (benzhydrylideneamino) 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate Chemical compound COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C(=O)ON=C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 OVXMBIVWNJDDSM-UHFFFAOYSA-N 0.000 description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 3
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UWHURBUBIHUHSU-UHFFFAOYSA-N 2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoic acid Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 UWHURBUBIHUHSU-UHFFFAOYSA-N 0.000 description 3
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 3
- 241000219144 Abutilon Species 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000743339 Agrostis Species 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 235000010591 Appio Nutrition 0.000 description 3
- 235000003826 Artemisia Nutrition 0.000 description 3
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 3
- 241000193830 Bacillus <bacterium> Species 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- SPNQRCTZKIBOAX-UHFFFAOYSA-N Butralin Chemical compound CCC(C)NC1=C([N+]([O-])=O)C=C(C(C)(C)C)C=C1[N+]([O-])=O SPNQRCTZKIBOAX-UHFFFAOYSA-N 0.000 description 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000005497 Clethodim Substances 0.000 description 3
- 240000008067 Cucumis sativus Species 0.000 description 3
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 3
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 3
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 description 3
- 239000005644 Dazomet Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 102000016680 Dioxygenases Human genes 0.000 description 3
- 108010028143 Dioxygenases Proteins 0.000 description 3
- 239000005630 Diquat Substances 0.000 description 3
- 239000005510 Diuron Substances 0.000 description 3
- 244000058871 Echinochloa crus-galli Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- FDNBWBAHQKZDSN-UHFFFAOYSA-N F5231 Chemical compound C1=C(Cl)C(NS(=O)(=O)CC)=CC(N2C(N(CCCF)N=N2)=O)=C1F FDNBWBAHQKZDSN-UHFFFAOYSA-N 0.000 description 3
- 241000219428 Fagaceae Species 0.000 description 3
- 239000005564 Halosulfuron methyl Substances 0.000 description 3
- FMGZEUWROYGLAY-UHFFFAOYSA-N Halosulfuron-methyl Chemical group ClC1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC FMGZEUWROYGLAY-UHFFFAOYSA-N 0.000 description 3
- 235000021506 Ipomoea Nutrition 0.000 description 3
- 235000003228 Lactuca sativa Nutrition 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 3
- BWPYBAJTDILQPY-UHFFFAOYSA-N Methoxyphenone Chemical compound C1=C(C)C(OC)=CC=C1C(=O)C1=CC=CC(C)=C1 BWPYBAJTDILQPY-UHFFFAOYSA-N 0.000 description 3
- 229920000881 Modified starch Polymers 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- FCOHEOSCARXMMS-UHFFFAOYSA-N Oxaziclomefone Chemical compound C1OC(C)=C(C=2C=CC=CC=2)C(=O)N1C(C)(C)C1=CC(Cl)=CC(Cl)=C1 FCOHEOSCARXMMS-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000005603 Prosulfocarb Substances 0.000 description 3
- 239000005616 Rimsulfuron Substances 0.000 description 3
- HFCYZXMHUIHAQI-UHFFFAOYSA-N Thidiazuron Chemical compound C=1C=CC=CC=1NC(=O)NC1=CN=NS1 HFCYZXMHUIHAQI-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000005626 Tribenuron Substances 0.000 description 3
- 239000005627 Triclopyr Substances 0.000 description 3
- 108020002494 acetyltransferase Proteins 0.000 description 3
- 102000005421 acetyltransferase Human genes 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- ORFPWVRKFLOQHK-UHFFFAOYSA-N amicarbazone Chemical compound CC(C)C1=NN(C(=O)NC(C)(C)C)C(=O)N1N ORFPWVRKFLOQHK-UHFFFAOYSA-N 0.000 description 3
- 150000001491 aromatic compounds Chemical class 0.000 description 3
- 244000030166 artemisia Species 0.000 description 3
- 235000009052 artemisia Nutrition 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- FUHMZYWBSHTEDZ-UHFFFAOYSA-M bispyribac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C([O-])=O)=N1 FUHMZYWBSHTEDZ-UHFFFAOYSA-M 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- SILSDTWXNBZOGF-KUZBFYBWSA-N chembl111058 Chemical compound CCSC(C)CC1CC(O)=C(\C(CC)=N\OC\C=C\Cl)C(=O)C1 SILSDTWXNBZOGF-KUZBFYBWSA-N 0.000 description 3
- RIUXZHMCCFLRBI-UHFFFAOYSA-N chlorimuron Chemical compound COC1=CC(Cl)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 RIUXZHMCCFLRBI-UHFFFAOYSA-N 0.000 description 3
- JBDHZKLJNAIJNC-LLVKDONJSA-N clodinafop-propargyl Chemical group C1=CC(O[C@H](C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-LLVKDONJSA-N 0.000 description 3
- 238000010367 cloning Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 description 3
- 230000007123 defense Effects 0.000 description 3
- WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloroacetamide Chemical class NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 3
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical compound CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- BWUPSGJXXPATLU-UHFFFAOYSA-N dimepiperate Chemical compound C=1C=CC=CC=1C(C)(C)SC(=O)N1CCCCC1 BWUPSGJXXPATLU-UHFFFAOYSA-N 0.000 description 3
- SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- OSUHJPCHFDQAIT-UHFFFAOYSA-N ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-UHFFFAOYSA-N 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 235000003869 genetically modified organism Nutrition 0.000 description 3
- 230000035784 germination Effects 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003094 microcapsule Substances 0.000 description 3
- 239000003595 mist Substances 0.000 description 3
- 235000019426 modified starch Nutrition 0.000 description 3
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 3
- 235000016709 nutrition Nutrition 0.000 description 3
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 3
- 244000052769 pathogen Species 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 125000003386 piperidinyl group Chemical group 0.000 description 3
- 239000005648 plant growth regulator Substances 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 description 3
- 239000011435 rock Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 238000009331 sowing Methods 0.000 description 3
- 238000001694 spray drying Methods 0.000 description 3
- 229940124530 sulfonamide Drugs 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical class NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 3
- 230000001131 transforming effect Effects 0.000 description 3
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 3
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 3
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- 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 2
- GXEKYRXVRROBEV-FBXFSONDSA-N (1r,2s,3r,4s)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1C[C@@H]2[C@@H](C(O)=O)[C@@H](C(=O)O)[C@H]1O2 GXEKYRXVRROBEV-FBXFSONDSA-N 0.000 description 2
- UDPGUMQDCGORJQ-UHFFFAOYSA-N (2-chloroethyl)phosphonic acid Chemical compound OP(O)(=O)CCCl UDPGUMQDCGORJQ-UHFFFAOYSA-N 0.000 description 2
- WMMQJAQJAPXWDO-UHFFFAOYSA-N (4-chlorophenyl) n-methylcarbamate Chemical compound CNC(=O)OC1=CC=C(Cl)C=C1 WMMQJAQJAPXWDO-UHFFFAOYSA-N 0.000 description 2
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 2
- WFVUIONFJOAYPK-SDNWHVSQSA-N (z)-n-(1,3-dioxolan-2-ylmethoxy)benzenecarboximidoyl cyanide Chemical compound C=1C=CC=CC=1C(/C#N)=N/OCC1OCCO1 WFVUIONFJOAYPK-SDNWHVSQSA-N 0.000 description 2
- PYKLUAIDKVVEOS-JLHYYAGUSA-N (z)-n-(cyanomethoxy)benzenecarboximidoyl cyanide Chemical compound N#CCO\N=C(/C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-JLHYYAGUSA-N 0.000 description 2
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-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
- LPVPNRSVMLNXGQ-UHFFFAOYSA-N 1-(azepan-1-yl)-2,2-dichloroethanone Chemical compound ClC(Cl)C(=O)N1CCCCCC1 LPVPNRSVMLNXGQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- AHXUVTKVCMOKIX-UHFFFAOYSA-N 1-bromo-4-(chloromethylsulfonyl)benzene Chemical compound ClCS(=O)(=O)C1=CC=C(Br)C=C1 AHXUVTKVCMOKIX-UHFFFAOYSA-N 0.000 description 2
- OSJDGTBABDLNIN-UHFFFAOYSA-N 1-ethyl-4-hydroxy-3-(2h-tetrazole-5-carbonyl)quinolin-2-one Chemical compound O=C1N(CC)C2=CC=CC=C2C(O)=C1C(=O)C1=NN=NN1 OSJDGTBABDLNIN-UHFFFAOYSA-N 0.000 description 2
- GTKOKCQMHAGFSM-UHFFFAOYSA-N 1-methyltetrazol-5-amine Chemical compound CN1N=NN=C1N GTKOKCQMHAGFSM-UHFFFAOYSA-N 0.000 description 2
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 description 2
- FOMHMPJALXOZGZ-UHFFFAOYSA-N 2,2-dichloro-1-(2,2-dimethyl-1,3-oxazolidin-3-yl)ethanone Chemical compound CC1(C)OCCN1C(=O)C(Cl)Cl FOMHMPJALXOZGZ-UHFFFAOYSA-N 0.000 description 2
- KNGWEAQJZJKFLI-UHFFFAOYSA-N 2,2-dimethyl-4h-1,3-benzodioxine-6-carbaldehyde Chemical compound O=CC1=CC=C2OC(C)(C)OCC2=C1 KNGWEAQJZJKFLI-UHFFFAOYSA-N 0.000 description 2
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- IUQJDHJVPLLKFL-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)acetate;dimethylazanium Chemical compound CNC.OC(=O)COC1=CC=C(Cl)C=C1Cl IUQJDHJVPLLKFL-UHFFFAOYSA-N 0.000 description 2
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 description 2
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 description 2
- HCNBYBFTNHEQQJ-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-6-(trifluoromethyl)pyridine-3-carboxylic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(N=2)C(F)(F)F)C(O)=O)=N1 HCNBYBFTNHEQQJ-UHFFFAOYSA-N 0.000 description 2
- ZMWGIGHRZQTQRE-UHFFFAOYSA-N 2-butoxyethyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCCCOCCOC(=O)COC1=CC=C(Cl)C=C1Cl ZMWGIGHRZQTQRE-UHFFFAOYSA-N 0.000 description 2
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 description 2
- QZSFJRIWRPJUOH-UHFFFAOYSA-N 2-ethylhexyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCCCC(CC)COC(=O)COC1=CC=C(Cl)C=C1Cl QZSFJRIWRPJUOH-UHFFFAOYSA-N 0.000 description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 2
- XCSKMKLNIBUVPP-UHFFFAOYSA-N 3,4-dihydroisothiochromen-1-one Chemical class C1=CC=C2C(=O)SCCC2=C1 XCSKMKLNIBUVPP-UHFFFAOYSA-N 0.000 description 2
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 2
- UYEMGAFJOZZIFP-UHFFFAOYSA-N 3,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC(O)=C1 UYEMGAFJOZZIFP-UHFFFAOYSA-N 0.000 description 2
- GRBRJDJWLAMIIY-UHFFFAOYSA-N 4-ethyl-5,5-diphenyl-4h-1,2-oxazole-3-carboxylic acid Chemical compound CCC1C(C(O)=O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 GRBRJDJWLAMIIY-UHFFFAOYSA-N 0.000 description 2
- KKADPXVIOXHVKN-UHFFFAOYSA-N 4-hydroxyphenylpyruvic acid Chemical compound OC(=O)C(=O)CC1=CC=C(O)C=C1 KKADPXVIOXHVKN-UHFFFAOYSA-N 0.000 description 2
- MBFHUWCOCCICOK-UHFFFAOYSA-N 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoic acid Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(I)C=2)C(O)=O)=N1 MBFHUWCOCCICOK-UHFFFAOYSA-N 0.000 description 2
- PWVXXGRKLHYWKM-UHFFFAOYSA-N 5-[2-(benzenesulfonyl)ethyl]-3-[(1-methylpyrrolidin-2-yl)methyl]-1h-indole Chemical compound CN1CCCC1CC(C1=C2)=CNC1=CC=C2CCS(=O)(=O)C1=CC=CC=C1 PWVXXGRKLHYWKM-UHFFFAOYSA-N 0.000 description 2
- DVOODWOZJVJKQR-UHFFFAOYSA-N 5-tert-butyl-3-(2,4-dichloro-5-prop-2-ynoxyphenyl)-1,3,4-oxadiazol-2-one Chemical group O=C1OC(C(C)(C)C)=NN1C1=CC(OCC#C)=C(Cl)C=C1Cl DVOODWOZJVJKQR-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 description 2
- 241000209758 Aegilops Species 0.000 description 2
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 2
- 241000123646 Allioideae Species 0.000 description 2
- 241000219318 Amaranthus Species 0.000 description 2
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
- 244000237956 Amaranthus retroflexus Species 0.000 description 2
- 239000005468 Aminopyralid Substances 0.000 description 2
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 2
- 229920000856 Amylose Polymers 0.000 description 2
- 241000208173 Apiaceae Species 0.000 description 2
- 240000007087 Apium graveolens Species 0.000 description 2
- 235000015849 Apium graveolens Dulce Group Nutrition 0.000 description 2
- 241000123643 Asparagaceae Species 0.000 description 2
- 244000003416 Asparagus officinalis Species 0.000 description 2
- 235000005340 Asparagus officinalis Nutrition 0.000 description 2
- 241000209761 Avena Species 0.000 description 2
- 235000005781 Avena Nutrition 0.000 description 2
- 235000007320 Avena fatua Nutrition 0.000 description 2
- 241000209764 Avena fatua Species 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 235000007558 Avena sp Nutrition 0.000 description 2
- 108010016529 Bacillus amyloliquefaciens ribonuclease Proteins 0.000 description 2
- 241000132028 Bellis Species 0.000 description 2
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 description 2
- 239000005472 Bensulfuron methyl Substances 0.000 description 2
- 241000219495 Betulaceae Species 0.000 description 2
- 241000143476 Bidens Species 0.000 description 2
- 235000003351 Brassica cretica Nutrition 0.000 description 2
- 240000007124 Brassica oleracea Species 0.000 description 2
- 235000004221 Brassica oleracea var gemmifera Nutrition 0.000 description 2
- 244000308368 Brassica oleracea var. gemmifera Species 0.000 description 2
- 244000221633 Brassica rapa subsp chinensis Species 0.000 description 2
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 2
- 235000003343 Brassica rupestris Nutrition 0.000 description 2
- 241000219193 Brassicaceae Species 0.000 description 2
- IXVMHGVQKLDRKH-VRESXRICSA-N Brassinolide Natural products O=C1OC[C@@H]2[C@@H]3[C@@](C)([C@H]([C@@H]([C@@H](O)[C@H](O)[C@H](C(C)C)C)C)CC3)CC[C@@H]2[C@]2(C)[C@@H]1C[C@H](O)[C@H](O)C2 IXVMHGVQKLDRKH-VRESXRICSA-N 0.000 description 2
- 239000005489 Bromoxynil Substances 0.000 description 2
- 241000209200 Bromus Species 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 241000220244 Capsella <angiosperm> Species 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000005492 Carfentrazone-ethyl Substances 0.000 description 2
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 2
- 241000219312 Chenopodium Species 0.000 description 2
- 244000281762 Chenopodium ambrosioides Species 0.000 description 2
- 239000005496 Chlorsulfuron Substances 0.000 description 2
- 240000006740 Cichorium endivia Species 0.000 description 2
- 244000037364 Cinnamomum aromaticum Species 0.000 description 2
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 description 2
- WMLPCIHUFDKWJU-UHFFFAOYSA-N Cinosulfuron Chemical compound COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=NC(OC)=N1 WMLPCIHUFDKWJU-UHFFFAOYSA-N 0.000 description 2
- 241000132536 Cirsium Species 0.000 description 2
- 239000005500 Clopyralid Substances 0.000 description 2
- 241000233838 Commelina Species 0.000 description 2
- 241000219112 Cucumis Species 0.000 description 2
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 2
- 241000219104 Cucurbitaceae Species 0.000 description 2
- VYNOULHXXDFBLU-UHFFFAOYSA-N Cumyluron Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)NCC1=CC=CC=C1Cl VYNOULHXXDFBLU-UHFFFAOYSA-N 0.000 description 2
- OFSLKOLYLQSJPB-UHFFFAOYSA-N Cyclosulfamuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)NC=2C(=CC=CC=2)C(=O)C2CC2)=N1 OFSLKOLYLQSJPB-UHFFFAOYSA-N 0.000 description 2
- 244000019459 Cynara cardunculus Species 0.000 description 2
- 235000019106 Cynara scolymus Nutrition 0.000 description 2
- 241000234653 Cyperus Species 0.000 description 2
- 241000208296 Datura Species 0.000 description 2
- 241000522190 Desmodium Species 0.000 description 2
- QNXAVFXEJCPCJO-UHFFFAOYSA-N Diclosulam Chemical compound N=1N2C(OCC)=NC(F)=CC2=NC=1S(=O)(=O)NC1=C(Cl)C=CC=C1Cl QNXAVFXEJCPCJO-UHFFFAOYSA-N 0.000 description 2
- YUBJPYNSGLJZPQ-UHFFFAOYSA-N Dithiopyr Chemical compound CSC(=O)C1=C(C(F)F)N=C(C(F)(F)F)C(C(=O)SC)=C1CC(C)C YUBJPYNSGLJZPQ-UHFFFAOYSA-N 0.000 description 2
- 101150111720 EPSPS gene Proteins 0.000 description 2
- 235000007351 Eleusine Nutrition 0.000 description 2
- 241000209215 Eleusine Species 0.000 description 2
- 239000005976 Ethephon Substances 0.000 description 2
- ICWUMLXQKFTJMH-UHFFFAOYSA-N Etobenzanid Chemical compound C1=CC(OCOCC)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl ICWUMLXQKFTJMH-UHFFFAOYSA-N 0.000 description 2
- 241000221079 Euphorbia <genus> Species 0.000 description 2
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 description 2
- 241000234642 Festuca Species 0.000 description 2
- 239000005531 Flufenacet Substances 0.000 description 2
- 239000005978 Flumetralin Substances 0.000 description 2
- PWNAWOCHVWERAR-UHFFFAOYSA-N Flumetralin Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C=C([N+]([O-])=O)C=1N(CC)CC1=C(F)C=CC=C1Cl PWNAWOCHVWERAR-UHFFFAOYSA-N 0.000 description 2
- 239000005558 Fluroxypyr Substances 0.000 description 2
- 239000005979 Forchlorfenuron Substances 0.000 description 2
- 239000005980 Gibberellic acid Substances 0.000 description 2
- 229930191978 Gibberellin Natural products 0.000 description 2
- 229920001503 Glucan Polymers 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- LXKOADMMGWXPJQ-UHFFFAOYSA-N Halosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=C(Cl)C=2C(O)=O)C)=N1 LXKOADMMGWXPJQ-UHFFFAOYSA-N 0.000 description 2
- 244000020551 Helianthus annuus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- CAWXEEYDBZRFPE-UHFFFAOYSA-N Hexazinone Chemical compound O=C1N(C)C(N(C)C)=NC(=O)N1C1CCCCC1 CAWXEEYDBZRFPE-UHFFFAOYSA-N 0.000 description 2
- 235000005206 Hibiscus Nutrition 0.000 description 2
- 235000007185 Hibiscus lunariifolius Nutrition 0.000 description 2
- 244000284380 Hibiscus rosa sinensis Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000005795 Imazalil Substances 0.000 description 2
- 239000005566 Imazamox Substances 0.000 description 2
- 239000005907 Indoxacarb Substances 0.000 description 2
- 239000005568 Iodosulfuron Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 239000005570 Isoxaben Substances 0.000 description 2
- 241000758791 Juglandaceae Species 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 241000801118 Lepidium Species 0.000 description 2
- 239000005573 Linuron Substances 0.000 description 2
- 241000209082 Lolium Species 0.000 description 2
- 244000100545 Lolium multiflorum Species 0.000 description 2
- 240000004658 Medicago sativa Species 0.000 description 2
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 2
- 235000014435 Mentha Nutrition 0.000 description 2
- 241001072983 Mentha Species 0.000 description 2
- 239000005577 Mesosulfuron Substances 0.000 description 2
- 239000005578 Mesotrione Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- RRVIAQKBTUQODI-UHFFFAOYSA-N Methabenzthiazuron Chemical compound C1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 RRVIAQKBTUQODI-UHFFFAOYSA-N 0.000 description 2
- 239000005583 Metribuzin Substances 0.000 description 2
- 239000004368 Modified starch Substances 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- BAWFJGJZGIEFAR-NNYOXOHSSA-N NAD zwitterion Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 BAWFJGJZGIEFAR-NNYOXOHSSA-N 0.000 description 2
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 2
- 239000005586 Nicosulfuron Substances 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- 108091028043 Nucleic acid sequence Proteins 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 101000708283 Oryza sativa subsp. indica Protein Rf1, mitochondrial Proteins 0.000 description 2
- 239000005588 Oxadiazon Substances 0.000 description 2
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 description 2
- 239000005589 Oxasulfuron Substances 0.000 description 2
- 239000005590 Oxyfluorfen Substances 0.000 description 2
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 description 2
- 235000003283 Pachira macrocarpa Nutrition 0.000 description 2
- 239000005592 Penoxsulam Substances 0.000 description 2
- SYJGKVOENHZYMQ-UHFFFAOYSA-N Penoxsulam Chemical compound N1=C2C(OC)=CN=C(OC)N2N=C1NS(=O)(=O)C1=C(OCC(F)F)C=CC=C1C(F)(F)F SYJGKVOENHZYMQ-UHFFFAOYSA-N 0.000 description 2
- 244000062780 Petroselinum sativum Species 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 239000005595 Picloram Substances 0.000 description 2
- 239000005597 Pinoxaden Substances 0.000 description 2
- 241001127637 Plantago Species 0.000 description 2
- 229920000776 Poly(Adenosine diphosphate-ribose) polymerase Polymers 0.000 description 2
- 241000205407 Polygonum Species 0.000 description 2
- 241000219295 Portulaca Species 0.000 description 2
- 108010035004 Prephenate Dehydrogenase Proteins 0.000 description 2
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005822 Propiconazole Substances 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 239000005602 Propyzamide Substances 0.000 description 2
- 239000005604 Prosulfuron Substances 0.000 description 2
- LTUNNEGNEKBSEH-UHFFFAOYSA-N Prosulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(F)(F)F)=N1 LTUNNEGNEKBSEH-UHFFFAOYSA-N 0.000 description 2
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 description 2
- 102000005135 Protoporphyrinogen oxidase Human genes 0.000 description 2
- 241000589516 Pseudomonas Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CNILNQMBAHKMFS-UHFFFAOYSA-M Pyrithiobac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C([O-])=O)=N1 CNILNQMBAHKMFS-UHFFFAOYSA-M 0.000 description 2
- 238000012228 RNA interference-mediated gene silencing Methods 0.000 description 2
- 108020004511 Recombinant DNA Proteins 0.000 description 2
- 241000589180 Rhizobium Species 0.000 description 2
- 235000004789 Rosa xanthina Nutrition 0.000 description 2
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 description 2
- 241000607720 Serratia Species 0.000 description 2
- 244000275012 Sesbania cannabina Species 0.000 description 2
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 description 2
- 241000220261 Sinapis Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 241000207763 Solanum Species 0.000 description 2
- 235000002634 Solanum Nutrition 0.000 description 2
- 241000187747 Streptomyces Species 0.000 description 2
- 241000245665 Taraxacum Species 0.000 description 2
- 240000001085 Trapa natans Species 0.000 description 2
- 235000014364 Trapa natans Nutrition 0.000 description 2
- APEOYHMMWLHUAL-UHFFFAOYSA-N Triacetyl-gallussaeure-aethylester Natural products CCOC(=O)C1=CC(OC(C)=O)=C(OC(C)=O)C(OC(C)=O)=C1 APEOYHMMWLHUAL-UHFFFAOYSA-N 0.000 description 2
- 241000223259 Trichoderma Species 0.000 description 2
- 241000219793 Trifolium Species 0.000 description 2
- 239000005994 Trinexapac Substances 0.000 description 2
- 241000219422 Urtica Species 0.000 description 2
- 241000208041 Veronica Species 0.000 description 2
- 241000405217 Viola <butterfly> Species 0.000 description 2
- 244000047670 Viola x wittrockiana Species 0.000 description 2
- 235000004031 Viola x wittrockiana Nutrition 0.000 description 2
- 241001506766 Xanthium Species 0.000 description 2
- UAPDNDURLNBRBF-UHFFFAOYSA-N [Na].CS(=O)(=O)NC(=O)c1cc(Oc2ccc(cc2Cl)C(F)(F)F)ccc1[N+]([O-])=O Chemical compound [Na].CS(=O)(=O)NC(=O)c1cc(Oc2ccc(cc2Cl)C(F)(F)F)ccc1[N+]([O-])=O UAPDNDURLNBRBF-UHFFFAOYSA-N 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- NUFNQYOELLVIPL-UHFFFAOYSA-N acifluorfen Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NUFNQYOELLVIPL-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 2
- NIXXQNOQHKNPEJ-UHFFFAOYSA-N aminopyralid Chemical compound NC1=CC(Cl)=NC(C(O)=O)=C1Cl NIXXQNOQHKNPEJ-UHFFFAOYSA-N 0.000 description 2
- 230000000692 anti-sense effect Effects 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 235000016520 artichoke thistle Nutrition 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- PPWBRCCBKOWDNB-UHFFFAOYSA-N bensulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)CC=2C(=CC=CC=2)C(O)=O)=N1 PPWBRCCBKOWDNB-UHFFFAOYSA-N 0.000 description 2
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 description 2
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 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
- 230000004790 biotic stress Effects 0.000 description 2
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- IXVMHGVQKLDRKH-KNBKMWSGSA-N brassinolide Chemical compound C1OC(=O)[C@H]2C[C@H](O)[C@H](O)C[C@]2(C)[C@H]2CC[C@]3(C)[C@@H]([C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C)CC[C@H]3[C@@H]21 IXVMHGVQKLDRKH-KNBKMWSGSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 108010040093 cellulose synthase Proteins 0.000 description 2
- PNCNFDRSHBFIDM-WOJGMQOQSA-N chembl111617 Chemical compound C=CCO\N=C(/CCC)C1=C(O)C(C(=O)OC)C(C)(C)CC1=O PNCNFDRSHBFIDM-WOJGMQOQSA-N 0.000 description 2
- 235000003733 chicria Nutrition 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- WMSPXQIQBQAWLL-UHFFFAOYSA-N cyclopropanesulfonamide Chemical compound NS(=O)(=O)C1CC1 WMSPXQIQBQAWLL-UHFFFAOYSA-N 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 230000002222 downregulating effect Effects 0.000 description 2
- 229960002125 enilconazole Drugs 0.000 description 2
- IRLGCAJYYKDTCG-UHFFFAOYSA-N ethametsulfuron Chemical compound CCOC1=NC(NC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 IRLGCAJYYKDTCG-UHFFFAOYSA-N 0.000 description 2
- ZCRZCMUDOWDGOB-UHFFFAOYSA-N ethanesulfonimidic acid Chemical compound CCS(N)(=O)=O ZCRZCMUDOWDGOB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- MLKCGVHIFJBRCD-UHFFFAOYSA-N ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate Chemical group C1=C(Cl)C(CC(Cl)C(=O)OCC)=CC(N2C(N(C(F)F)C(C)=N2)=O)=C1F MLKCGVHIFJBRCD-UHFFFAOYSA-N 0.000 description 2
- ZKDUJUNNBWZZCO-UHFFFAOYSA-N ethyl 5-[(2,4-dichlorophenyl)methyl]-4,5-dihydro-1,2-oxazole-3-carboxylate Chemical compound C1C(C(=O)OCC)=NOC1CC1=CC=C(Cl)C=C1Cl ZKDUJUNNBWZZCO-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 description 2
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 description 2
- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 description 2
- GPXLRLUVLMHHIK-UHFFFAOYSA-N forchlorfenuron Chemical compound C1=NC(Cl)=CC(NC(=O)NC=2C=CC=CC=2)=C1 GPXLRLUVLMHHIK-UHFFFAOYSA-N 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 230000009368 gene silencing by RNA Effects 0.000 description 2
- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 description 2
- 239000003448 gibberellin Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 125000006277 halobenzyl group Chemical group 0.000 description 2
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000003617 indole-3-acetic acid Substances 0.000 description 2
- 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 2
- 230000001939 inductive effect Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000003973 irrigation Methods 0.000 description 2
- 230000002262 irrigation Effects 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 description 2
- PMHURSZHKKJGBM-UHFFFAOYSA-N isoxaben Chemical compound O1N=C(C(C)(CC)CC)C=C1NC(=O)C1=C(OC)C=CC=C1OC PMHURSZHKKJGBM-UHFFFAOYSA-N 0.000 description 2
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical compound C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 2
- ZNJFBWYDHIGLCU-HWKXXFMVSA-N jasmonic acid Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O ZNJFBWYDHIGLCU-HWKXXFMVSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- CONWAEURSVPLRM-UHFFFAOYSA-N lactofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC(C)C(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 CONWAEURSVPLRM-UHFFFAOYSA-N 0.000 description 2
- 230000004807 localization Effects 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 230000035800 maturation Effects 0.000 description 2
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- LQPRNRFJJUSONA-UHFFFAOYSA-N methyl 2-benzhydryloxyacetate Chemical compound C=1C=CC=CC=1C(OCC(=O)OC)C1=CC=CC=C1 LQPRNRFJJUSONA-UHFFFAOYSA-N 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 description 2
- 108091040857 miR-604 stem-loop Proteins 0.000 description 2
- 108091070501 miRNA Proteins 0.000 description 2
- 239000011859 microparticle Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 2
- 235000010460 mustard Nutrition 0.000 description 2
- QTGVGIVRLSGTJJ-UHFFFAOYSA-N n-(acetamidomethyl)-2-chloro-n-(2,6-diethylphenyl)acetamide Chemical compound CCC1=CC=CC(CC)=C1N(CNC(C)=O)C(=O)CCl QTGVGIVRLSGTJJ-UHFFFAOYSA-N 0.000 description 2
- QBHMPGXYSYRJEW-UHFFFAOYSA-N n-[(2,4-dimethyl-6-nitrophenoxy)-ethoxyphosphinothioyl]propan-2-amine Chemical compound CCOP(=S)(NC(C)C)OC1=C(C)C=C(C)C=C1[N+]([O-])=O QBHMPGXYSYRJEW-UHFFFAOYSA-N 0.000 description 2
- 229950006238 nadide Drugs 0.000 description 2
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 description 2
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- 235000011197 perejil Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 108010001545 phytoene dehydrogenase Proteins 0.000 description 2
- 230000003032 phytopathogenic effect Effects 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- NQQVFXUMIDALNH-UHFFFAOYSA-N picloram Chemical compound NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 description 2
- MGOHCFMYLBAPRN-UHFFFAOYSA-N pinoxaden Chemical compound CCC1=CC(C)=CC(CC)=C1C(C1=O)=C(OC(=O)C(C)(C)C)N2N1CCOCC2 MGOHCFMYLBAPRN-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 235000011181 potassium carbonates Nutrition 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 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 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 2
- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical group CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 235000009165 saligot Nutrition 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 2
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 2
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- DEWVPZYHFVYXMZ-QCILGFJPSA-M sodium;(3ar,4as,8ar,8bs)-2,2,7,7-tetramethyl-4a,5,8a,8b-tetrahydro-[1,3]dioxolo[3,4]furo[1,3-d][1,3]dioxine-3a-carboxylate Chemical compound [Na+].O([C@H]12)C(C)(C)OC[C@@H]1O[C@]1(C([O-])=O)[C@H]2OC(C)(C)O1 DEWVPZYHFVYXMZ-QCILGFJPSA-M 0.000 description 2
- 239000004550 soluble concentrate Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- JMSVCTWVEWCHDZ-UHFFFAOYSA-N syringic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1O JMSVCTWVEWCHDZ-UHFFFAOYSA-N 0.000 description 2
- 229940104261 taurate Drugs 0.000 description 2
- XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 2
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 2
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 2
- 229960000278 theophylline Drugs 0.000 description 2
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 2
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 2
- DFFWZNDCNBOKDI-UHFFFAOYSA-N trinexapac Chemical compound O=C1CC(C(=O)O)CC(=O)C1=C(O)C1CC1 DFFWZNDCNBOKDI-UHFFFAOYSA-N 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- GEWDNTWNSAZUDX-WQMVXFAESA-N (-)-methyl jasmonate Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-WQMVXFAESA-N 0.000 description 1
- ZXCBTCBNCGLDCD-UHFFFAOYSA-N (1-ethoxy-3-methyl-1-oxobut-3-en-2-yl) 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC(C(=O)OCC)C(C)=C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 ZXCBTCBNCGLDCD-UHFFFAOYSA-N 0.000 description 1
- HTBQOINACZOEPC-UHFFFAOYSA-N (2,4-dichlorophenyl)-(1-methyl-5-phenylmethoxypyrazol-4-yl)methanone Chemical compound C=1C=CC=CC=1COC=1N(C)N=CC=1C(=O)C1=CC=C(Cl)C=C1Cl HTBQOINACZOEPC-UHFFFAOYSA-N 0.000 description 1
- DQKWXTIYGWPGOO-UHFFFAOYSA-N (2,6-dibromo-4-cyanophenyl) octanoate Chemical compound CCCCCCCC(=O)OC1=C(Br)C=C(C#N)C=C1Br DQKWXTIYGWPGOO-UHFFFAOYSA-N 0.000 description 1
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical class CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 1
- ROBSGBGTWRRYSK-SNVBAGLBSA-N (2r)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=CC=C(C#N)C=C1F ROBSGBGTWRRYSK-SNVBAGLBSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- NYHLMHAKWBUZDY-QMMMGPOBSA-N (2s)-2-[2-chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl]oxypropanoic acid Chemical compound C1=C(Cl)C(C(=O)O[C@@H](C)C(O)=O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NYHLMHAKWBUZDY-QMMMGPOBSA-N 0.000 description 1
- XHSDUVBUZOUAOQ-WJQMYRPNSA-N (3e,3ar,8bs)-3-[[(2r)-4-methyl-5-oxo-2h-furan-2-yl]oxymethylidene]-4,8b-dihydro-3ah-indeno[1,2-b]furan-2-one Chemical compound O1C(=O)C(C)=C[C@@H]1O\C=C/1C(=O)O[C@@H]2C3=CC=CC=C3C[C@@H]2\1 XHSDUVBUZOUAOQ-WJQMYRPNSA-N 0.000 description 1
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 description 1
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 description 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 1
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 description 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 description 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 1
- MZHCENGPTKEIGP-RXMQYKEDSA-N (R)-dichlorprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-RXMQYKEDSA-N 0.000 description 1
- BACHBFVBHLGWSL-SNVBAGLBSA-N (R)-diclofop-methyl Chemical group C1=CC(O[C@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-SNVBAGLBSA-N 0.000 description 1
- WNTGYJSOUMFZEP-SSDOTTSWSA-N (R)-mecoprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-SSDOTTSWSA-N 0.000 description 1
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 description 1
- RMOGWMIKYWRTKW-UONOGXRCSA-N (S,S)-paclobutrazol Chemical compound C([C@@H]([C@@H](O)C(C)(C)C)N1N=CN=C1)C1=CC=C(Cl)C=C1 RMOGWMIKYWRTKW-UONOGXRCSA-N 0.000 description 1
- 102000040650 (ribonucleotides)n+m Human genes 0.000 description 1
- FIARMZDBEGVMLV-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethanolate Chemical group [O-]C(F)(F)C(F)(F)F FIARMZDBEGVMLV-UHFFFAOYSA-N 0.000 description 1
- DHBXNPKRAUYBTH-UHFFFAOYSA-N 1,1-ethanedithiol Chemical compound CC(S)S DHBXNPKRAUYBTH-UHFFFAOYSA-N 0.000 description 1
- DPHVWRMZSWGLLA-UHFFFAOYSA-N 1,2-benzodithiine Chemical compound C1=CC=C2C=CSSC2=C1 DPHVWRMZSWGLLA-UHFFFAOYSA-N 0.000 description 1
- FTEDICXUYBLEMB-UHFFFAOYSA-N 1,2-benzoxathiine Chemical compound C1=CC=C2OSC=CC2=C1 FTEDICXUYBLEMB-UHFFFAOYSA-N 0.000 description 1
- KKFBZUNYJMVNFV-UHFFFAOYSA-N 1,2-bis(2-methylpropyl)naphthalene Chemical compound C1=CC=CC2=C(CC(C)C)C(CC(C)C)=CC=C21 KKFBZUNYJMVNFV-UHFFFAOYSA-N 0.000 description 1
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
- VYMPLPIFKRHAAC-UHFFFAOYSA-N 1,2-ethanedithiol Chemical compound SCCS VYMPLPIFKRHAAC-UHFFFAOYSA-N 0.000 description 1
- FUOSTELFLYZQCW-UHFFFAOYSA-N 1,2-oxazol-3-one Chemical compound OC=1C=CON=1 FUOSTELFLYZQCW-UHFFFAOYSA-N 0.000 description 1
- XBYZOHTXPQOOJM-UHFFFAOYSA-N 1,2-oxazol-3-yl(phenyl)methanone Chemical class C=1C=CC=CC=1C(=O)C=1C=CON=1 XBYZOHTXPQOOJM-UHFFFAOYSA-N 0.000 description 1
- DKYBVKMIZODYKL-UHFFFAOYSA-N 1,3-diazinane Chemical compound C1CNCNC1 DKYBVKMIZODYKL-UHFFFAOYSA-N 0.000 description 1
- JJMZLVASVSISLC-UHFFFAOYSA-N 1,5-diphenylpyrazole-3-carboxylic acid Chemical compound C=1C=CC=CC=1N1N=C(C(=O)O)C=C1C1=CC=CC=C1 JJMZLVASVSISLC-UHFFFAOYSA-N 0.000 description 1
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 description 1
- ZJZBVJYILZVGMG-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-ethoxycarbonyl-5-methyl-4h-pyrazole-3-carboxylic acid Chemical compound CCOC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl ZJZBVJYILZVGMG-UHFFFAOYSA-N 0.000 description 1
- DHYXNIKICPUXJI-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-n-(2,4-difluorophenyl)-5-oxo-n-propan-2-yl-1,2,4-triazole-4-carboxamide Chemical compound C=1C=C(F)C=C(F)C=1N(C(C)C)C(=O)N(C1=O)C=NN1C1=CC=C(Cl)C=C1Cl DHYXNIKICPUXJI-UHFFFAOYSA-N 0.000 description 1
- CJIUSUMMIWIYMH-UHFFFAOYSA-N 1-(2-aminoethyl)-3-thiophen-2-ylquinoxalin-2-one;hydrochloride Chemical compound Cl.O=C1N(CCN)C2=CC=CC=C2N=C1C1=CC=CS1 CJIUSUMMIWIYMH-UHFFFAOYSA-N 0.000 description 1
- QNGFJGCALLNSDE-UHFFFAOYSA-N 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(cyclopropylmethylamino)pyrazole-4-carbonitrile Chemical compound ClC=1C(=NN2C=1CCCC2)N1N=CC(=C1NCC1CC1)C#N QNGFJGCALLNSDE-UHFFFAOYSA-N 0.000 description 1
- RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-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
- GHLCSCRDVVEUQD-UHFFFAOYSA-N 1-({1-ethyl-4-[3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl]-1H-pyrazol-5-yl}oxy)ethyl methyl carbonate Chemical compound CCN1N=CC(C(=O)C=2C(=C(OCCOC)C(=CC=2)S(C)(=O)=O)C)=C1OC(C)OC(=O)OC GHLCSCRDVVEUQD-UHFFFAOYSA-N 0.000 description 1
- 239000005969 1-Methyl-cyclopropene Substances 0.000 description 1
- IXWKBUKANTXHJH-UHFFFAOYSA-N 1-[5-chloro-2-methyl-4-(5-methyl-5,6-dihydro-1,4,2-dioxazin-3-yl)pyrazol-3-yl]sulfonyl-3-(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=C(Cl)C=2C=2OC(C)CON=2)C)=N1 IXWKBUKANTXHJH-UHFFFAOYSA-N 0.000 description 1
- 125000006083 1-bromoethyl group Chemical group 0.000 description 1
- MYZIJBJPIHILLG-UHFFFAOYSA-N 1-chloro-9h-fluorene Chemical compound C12=CC=CC=C2CC2=C1C=CC=C2Cl MYZIJBJPIHILLG-UHFFFAOYSA-N 0.000 description 1
- 125000001478 1-chloroethyl group Chemical group [H]C([H])([H])C([H])(Cl)* 0.000 description 1
- UUHXXNQVWVFJLW-UHFFFAOYSA-N 1-dimethoxyphosphorylethyl 2-(2,4-dichlorophenoxy)acetate Chemical compound COP(=O)(OC)C(C)OC(=O)COC1=CC=C(Cl)C=C1Cl UUHXXNQVWVFJLW-UHFFFAOYSA-N 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- WGPNLKPTYJCEKI-UHFFFAOYSA-N 1-ethyltetrazol-5-amine Chemical compound CCN1N=NN=C1N WGPNLKPTYJCEKI-UHFFFAOYSA-N 0.000 description 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 1
- IPBFEHWNKZHUSY-UHFFFAOYSA-N 1-methyl-3-thiophen-2-ylquinoxalin-2-one Chemical compound O=C1N(C)C2=CC=CC=C2N=C1C1=CC=CS1 IPBFEHWNKZHUSY-UHFFFAOYSA-N 0.000 description 1
- VOWPJWPJWXZTID-UHFFFAOYSA-N 1-methyl-3-thiophen-2-ylquinoxaline-2-thione Chemical compound S=C1N(C)C2=CC=CC=C2N=C1C1=CC=CS1 VOWPJWPJWXZTID-UHFFFAOYSA-N 0.000 description 1
- SHDPRTQPPWIEJG-UHFFFAOYSA-N 1-methylcyclopropene Chemical compound CC1=CC1 SHDPRTQPPWIEJG-UHFFFAOYSA-N 0.000 description 1
- XFNJVKMNNVCYEK-UHFFFAOYSA-N 1-naphthaleneacetamide Chemical compound C1=CC=C2C(CC(=O)N)=CC=CC2=C1 XFNJVKMNNVCYEK-UHFFFAOYSA-N 0.000 description 1
- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 1
- 239000005971 1-naphthylacetic acid Substances 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- QQNIGXQDICUWGT-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-3-azaspiro[4.5]decan-3-yl)ethanone Chemical compound C1N(C(=O)C(Cl)Cl)COC21CCCCC2 QQNIGXQDICUWGT-UHFFFAOYSA-N 0.000 description 1
- ZAWPDPLWGKAAHU-UHFFFAOYSA-N 2,2-dichloro-n-[2-oxo-2-(prop-2-enylamino)ethyl]-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC(=O)NCC=C ZAWPDPLWGKAAHU-UHFFFAOYSA-N 0.000 description 1
- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 description 1
- XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 description 1
- LWEAHXKXKDCSIE-UHFFFAOYSA-M 2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-M 0.000 description 1
- UMPSXRYVXUPCOS-UHFFFAOYSA-N 2,3-dichlorophenol Chemical compound OC1=CC=CC(Cl)=C1Cl UMPSXRYVXUPCOS-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 239000002794 2,4-DB Substances 0.000 description 1
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 1
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 description 1
- BKAWAQUEDXLGIL-UHFFFAOYSA-N 2-(1-phenylethyl)piperidine-1-carbothioic S-acid Chemical compound C1(=CC=CC=C1)C(C)C1N(CCCC1)C(O)=S BKAWAQUEDXLGIL-UHFFFAOYSA-N 0.000 description 1
- BDQWWOHKFDSADC-UHFFFAOYSA-N 2-(2,4-dichloro-3-methylphenoxy)-n-phenylpropanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C)OC1=CC=C(Cl)C(C)=C1Cl BDQWWOHKFDSADC-UHFFFAOYSA-N 0.000 description 1
- HXMBBZAHRWCZOX-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)acetic acid;propan-2-amine Chemical compound CC(C)[NH3+].[O-]C(=O)COC1=CC=C(Cl)C=C1Cl HXMBBZAHRWCZOX-UHFFFAOYSA-N 0.000 description 1
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 description 1
- YNTJKQDWYXUTLZ-UHFFFAOYSA-N 2-(3-chlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=CC(Cl)=C1 YNTJKQDWYXUTLZ-UHFFFAOYSA-N 0.000 description 1
- PKAUICCNAWQPAU-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)acetic acid;n-methylmethanamine Chemical compound CNC.CC1=CC(Cl)=CC=C1OCC(O)=O PKAUICCNAWQPAU-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
- GOCUAJYOYBLQRH-UHFFFAOYSA-N 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-UHFFFAOYSA-N 0.000 description 1
- AXHCGXRBOHBEQA-UHFFFAOYSA-N 2-(5-chloro-2-methylphenoxy)acetic acid Chemical compound CC1=CC=C(Cl)C=C1OCC(O)=O AXHCGXRBOHBEQA-UHFFFAOYSA-N 0.000 description 1
- JAXUXISKXAOIDD-UHFFFAOYSA-N 2-(5-chloroquinolin-8-yl)oxypropanedioic acid Chemical compound C1=CN=C2C(OC(C(=O)O)C(O)=O)=CC=C(Cl)C2=C1 JAXUXISKXAOIDD-UHFFFAOYSA-N 0.000 description 1
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 description 1
- ZTMOLOVAQWCURR-UHFFFAOYSA-N 2-[(2,5-dichlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one Chemical compound O=C1C(C)(C)CON1CC1=CC(Cl)=CC=C1Cl ZTMOLOVAQWCURR-UHFFFAOYSA-N 0.000 description 1
- IRJQWZWMQCVOLA-ZBKNUEDVSA-N 2-[(z)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N\NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-ZBKNUEDVSA-N 0.000 description 1
- OOLBCHYXZDXLDS-UHFFFAOYSA-N 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1Cl OOLBCHYXZDXLDS-UHFFFAOYSA-N 0.000 description 1
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 1
- MUKYLHIZBOASDM-UHFFFAOYSA-N 2-[carbamimidoyl(methyl)amino]acetic acid 2,3,4,5,6-pentahydroxyhexanoic acid Chemical compound NC(=N)N(C)CC(O)=O.OCC(O)C(O)C(O)C(O)C(O)=O MUKYLHIZBOASDM-UHFFFAOYSA-N 0.000 description 1
- BOBATFKNMFWLFG-UHFFFAOYSA-N 2-amino-2-cyano-n-methylacetamide Chemical compound CNC(=O)C(N)C#N BOBATFKNMFWLFG-UHFFFAOYSA-N 0.000 description 1
- CFWRDBDJAOHXSH-SECBINFHSA-N 2-azaniumylethyl [(2r)-2,3-diacetyloxypropyl] phosphate Chemical compound CC(=O)OC[C@@H](OC(C)=O)COP(O)(=O)OCCN CFWRDBDJAOHXSH-SECBINFHSA-N 0.000 description 1
- KWGQOJWITMQEOT-UHFFFAOYSA-N 2-benzhydryloxyacetic acid Chemical compound C=1C=CC=CC=1C(OCC(=O)O)C1=CC=CC=C1 KWGQOJWITMQEOT-UHFFFAOYSA-N 0.000 description 1
- 125000004779 2-chloro-2-fluoroethyl group Chemical group [H]C([H])(*)C([H])(F)Cl 0.000 description 1
- IRCMYGHHKLLGHV-UHFFFAOYSA-N 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate Chemical compound C1=C(OS(C)(=O)=O)C=C2C(C)(C)C(OCC)OC2=C1 IRCMYGHHKLLGHV-UHFFFAOYSA-N 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- IDGRPSMONFWWEK-UHFFFAOYSA-N 2-ethylhexyl 2-(4-chloro-2-methylphenoxy)acetate Chemical compound CCCCC(CC)COC(=O)COC1=CC=C(Cl)C=C1C IDGRPSMONFWWEK-UHFFFAOYSA-N 0.000 description 1
- 239000004808 2-ethylhexylester Substances 0.000 description 1
- JJMGRLVCTXXSGL-UHFFFAOYSA-N 2-ethylsulfanylethylsulfanyl-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCSCCSP(O)(O)=S JJMGRLVCTXXSGL-UHFFFAOYSA-N 0.000 description 1
- XHFFCSKYKNIVGA-UHFFFAOYSA-N 2-hydroxy-3-sulfanyl-4-(trifluoromethyl)benzoic acid Chemical compound OC1=C(C(=O)O)C=CC(=C1S)C(F)(F)F XHFFCSKYKNIVGA-UHFFFAOYSA-N 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- GPSGZZSRFJXXBA-UHFFFAOYSA-N 2-methylpropyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CC(C)COC(=O)COC1=CC=C(Cl)C=C1Cl GPSGZZSRFJXXBA-UHFFFAOYSA-N 0.000 description 1
- RZCJYMOBWVJQGV-UHFFFAOYSA-N 2-naphthyloxyacetic acid Chemical compound C1=CC=CC2=CC(OCC(=O)O)=CC=C21 RZCJYMOBWVJQGV-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- PNKYIZBUGAZUHQ-UHFFFAOYSA-N 2-quinolin-8-yloxyacetic acid Chemical class C1=CN=C2C(OCC(=O)O)=CC=CC2=C1 PNKYIZBUGAZUHQ-UHFFFAOYSA-N 0.000 description 1
- ABOOPXYCKNFDNJ-UHFFFAOYSA-N 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 ABOOPXYCKNFDNJ-UHFFFAOYSA-N 0.000 description 1
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical group C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 description 1
- MEBWABJHRAYGFW-UHFFFAOYSA-N 3-(2,4-dichlorophenyl)prop-2-enoic acid Chemical compound OC(=O)C=CC1=CC=C(Cl)C=C1Cl MEBWABJHRAYGFW-UHFFFAOYSA-N 0.000 description 1
- BBPCQVYYILTZAN-UHFFFAOYSA-N 3-(2h-tetrazole-5-carbonyl)-1h-quinolin-2-one Chemical class C=1C2=CC=CC=C2NC(=O)C=1C(=O)C1=NN=NN1 BBPCQVYYILTZAN-UHFFFAOYSA-N 0.000 description 1
- GSNZNZUNAJCHDO-UHFFFAOYSA-N 3-(4-bromophenyl)-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=C(Br)C=C1 GSNZNZUNAJCHDO-UHFFFAOYSA-N 0.000 description 1
- UFHNRRHYRCEVME-UHFFFAOYSA-N 3-[[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylsulfonyl]-5,5-dimethyl-4h-1,2-oxazole Chemical compound CN1N=C(C(F)(F)F)C(CS(=O)(=O)C=2CC(C)(C)ON=2)=C1C(F)F UFHNRRHYRCEVME-UHFFFAOYSA-N 0.000 description 1
- LJONQULKOKMKBR-UHFFFAOYSA-N 3-methyl-3,4-dihydro-1h-1,4-benzodiazepine-2,5-dione Chemical compound N1C(=O)C(C)NC(=O)C2=CC=CC=C21 LJONQULKOKMKBR-UHFFFAOYSA-N 0.000 description 1
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- FAWKQFZWNBSLJR-UHFFFAOYSA-N 3H-imidazo[4,5-h]quinoline-2-carboxylic acid Chemical compound N1C(=NC=2C=CC=3C=CC=NC=3C=21)C(=O)O FAWKQFZWNBSLJR-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
- WVQFVFHYUXCSBD-UHFFFAOYSA-N 4-(2,3-dichlorophenyl)-1h-pyrazole-5-carboxylic acid Chemical class N1N=CC(C=2C(=C(Cl)C=CC=2)Cl)=C1C(=O)O WVQFVFHYUXCSBD-UHFFFAOYSA-N 0.000 description 1
- KEIXJOCOXNOKHI-UHFFFAOYSA-N 4-(2,4-dichlorophenoxy)butanoate;dimethylazanium Chemical compound CNC.OC(=O)CCCOC1=CC=C(Cl)C=C1Cl KEIXJOCOXNOKHI-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- SIYAHZSHQIPQLY-UHFFFAOYSA-N 4-(4-chlorophenoxy)butanoic acid Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1 SIYAHZSHQIPQLY-UHFFFAOYSA-N 0.000 description 1
- ZKNJNQMWDDAXCN-UHFFFAOYSA-N 4-(5-chloro-2-methylphenoxy)butanoic acid Chemical compound CC1=CC=C(Cl)C=C1OCCCC(O)=O ZKNJNQMWDDAXCN-UHFFFAOYSA-N 0.000 description 1
- ZAYKVYVNMLEAMI-UHFFFAOYSA-N 4-(carboxymethyl)-2,3-dihydrochromene-4-carboxylic acid Chemical compound C1=CC=C2C(CC(=O)O)(C(O)=O)CCOC2=C1 ZAYKVYVNMLEAMI-UHFFFAOYSA-N 0.000 description 1
- KZDUKBWNVBHCNE-UHFFFAOYSA-N 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methylphenyl)-5-fluoropyridine-2-carboxylic acid Chemical compound NC1=C(C(=NC(=C1F)C1=C(C(=C(C=C1)Cl)C)F)C(=O)O)Cl KZDUKBWNVBHCNE-UHFFFAOYSA-N 0.000 description 1
- ADZSGNDOZREKJK-UHFFFAOYSA-N 4-amino-6-tert-butyl-3-ethylsulfanyl-1,2,4-triazin-5-one Chemical compound CCSC1=NN=C(C(C)(C)C)C(=O)N1N ADZSGNDOZREKJK-UHFFFAOYSA-N 0.000 description 1
- JOLUBXAOUMPLMN-UHFFFAOYSA-N 4-chloro-6-fluoro-7-[1-methyl-6-(trifluoromethyl)-2,4-dihydropyrimidin-3-yl]-2-(trifluoromethyl)-1H-benzimidazole Chemical compound ClC1=CC(=C(C2=C1NC(=N2)C(F)(F)F)N1CN(C(=CC1)C(F)(F)F)C)F JOLUBXAOUMPLMN-UHFFFAOYSA-N 0.000 description 1
- TTZOLDXHOCCNMF-UHFFFAOYSA-N 4-fluoro-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(F)C=C1O TTZOLDXHOCCNMF-UHFFFAOYSA-N 0.000 description 1
- ZOQWKQZKRNTDHF-UHFFFAOYSA-N 4-hydroxy-1-methyl-3-(2h-tetrazole-5-carbonyl)quinolin-2-one Chemical compound O=C1N(C)C2=CC=CC=C2C(O)=C1C(=O)C1=NN=NN1 ZOQWKQZKRNTDHF-UHFFFAOYSA-N 0.000 description 1
- QRAOZQGIUIDZQZ-UHFFFAOYSA-N 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1,4-benzoxazine Chemical compound C=1C=C2N(C)CCOC2=CC=1B1OC(C)(C)C(C)(C)O1 QRAOZQGIUIDZQZ-UHFFFAOYSA-N 0.000 description 1
- JWIIZZMRHCJZEJ-UHFFFAOYSA-N 4-n-(benzenesulfonyl)benzene-1,4-dicarboxamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)NS(=O)(=O)C1=CC=CC=C1 JWIIZZMRHCJZEJ-UHFFFAOYSA-N 0.000 description 1
- ZMYKITJYWFYRFJ-UHFFFAOYSA-N 4-oxo-4-(2-phenylethylamino)butanoic acid Chemical compound OC(=O)CCC(=O)NCCC1=CC=CC=C1 ZMYKITJYWFYRFJ-UHFFFAOYSA-N 0.000 description 1
- PIUXEYLDPDXOAE-UHFFFAOYSA-N 4H-pyrrolo[1,2-a]pyrimidin-6-one Chemical compound N1=C2N(CC=C1)C(C=C2)=O PIUXEYLDPDXOAE-UHFFFAOYSA-N 0.000 description 1
- OPEJGICLTMWFNQ-UHFFFAOYSA-N 5-[(2,6-difluorophenyl)methoxymethyl]-5-methyl-3-(3-methylthiophen-2-yl)-4h-1,2-oxazole Chemical compound C1=CSC(C=2CC(C)(COCC=3C(=CC=CC=3F)F)ON=2)=C1C OPEJGICLTMWFNQ-UHFFFAOYSA-N 0.000 description 1
- DGJNGBILNBXYHB-UHFFFAOYSA-N 5-benzyl-4,5-dihydro-1,2-oxazole-3-carboxylic acid Chemical compound C1C(C(=O)O)=NOC1CC1=CC=CC=C1 DGJNGBILNBXYHB-UHFFFAOYSA-N 0.000 description 1
- CTSLUCNDVMMDHG-UHFFFAOYSA-N 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione Chemical compound CCC(C)N1C(=O)NC(C)=C(Br)C1=O CTSLUCNDVMMDHG-UHFFFAOYSA-N 0.000 description 1
- PRZRAMLXTKZUHF-UHFFFAOYSA-N 5-oxo-n-sulfonyl-4h-triazole-1-carboxamide Chemical compound O=S(=O)=NC(=O)N1N=NCC1=O PRZRAMLXTKZUHF-UHFFFAOYSA-N 0.000 description 1
- VRODIKIAQUNGJI-UHFFFAOYSA-N 5-phenyl-4,5-dihydro-1,2-oxazole-3-carboxylic acid Chemical compound C1C(C(=O)O)=NOC1C1=CC=CC=C1 VRODIKIAQUNGJI-UHFFFAOYSA-N 0.000 description 1
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 description 1
- OOHIAOSLOGDBCE-UHFFFAOYSA-N 6-chloro-4-n-cyclopropyl-2-n-propan-2-yl-1,3,5-triazine-2,4-diamine Chemical compound CC(C)NC1=NC(Cl)=NC(NC2CC2)=N1 OOHIAOSLOGDBCE-UHFFFAOYSA-N 0.000 description 1
- BBPLSOGERZQYQC-UHFFFAOYSA-N 6-methylheptyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CC(C)CCCCCOC(=O)COC1=CC=C(Cl)C=C1Cl BBPLSOGERZQYQC-UHFFFAOYSA-N 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- ZGXJTSGNIOSYLO-UHFFFAOYSA-N 88755TAZ87 Chemical compound NCC(=O)CCC(O)=O ZGXJTSGNIOSYLO-UHFFFAOYSA-N 0.000 description 1
- 240000006995 Abutilon theophrasti Species 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 description 1
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 description 1
- 241000427159 Achyranthes Species 0.000 description 1
- 239000005964 Acibenzolar-S-methyl Substances 0.000 description 1
- 239000002890 Aclonifen Substances 0.000 description 1
- 235000016993 Agrimonia Nutrition 0.000 description 1
- 244000307697 Agrimonia eupatoria Species 0.000 description 1
- 241000589158 Agrobacterium Species 0.000 description 1
- 241000589159 Agrobacterium sp. Species 0.000 description 1
- 241000209136 Agropyron Species 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 1
- 240000006108 Allium ampeloprasum Species 0.000 description 1
- 235000005254 Allium ampeloprasum Nutrition 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 241000743985 Alopecurus Species 0.000 description 1
- 241001621841 Alopecurus myosuroides Species 0.000 description 1
- 235000003129 Ambrosia artemisiifolia var elatior Nutrition 0.000 description 1
- 239000003666 Amidosulfuron Substances 0.000 description 1
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 1
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 229920000945 Amylopectin Polymers 0.000 description 1
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 description 1
- 241001547866 Anoda Species 0.000 description 1
- 241000404028 Anthemis Species 0.000 description 1
- 108020005544 Antisense RNA Proteins 0.000 description 1
- 241001666377 Apera Species 0.000 description 1
- 241000581616 Aphanes Species 0.000 description 1
- 235000003276 Apios tuberosa Nutrition 0.000 description 1
- 244000153885 Appio Species 0.000 description 1
- 101000573149 Arabidopsis thaliana Pectinesterase 7 Proteins 0.000 description 1
- 241001167018 Aroa Species 0.000 description 1
- 235000017965 Asarum canadense Nutrition 0.000 description 1
- 241000208838 Asteraceae Species 0.000 description 1
- 241000219305 Atriplex Species 0.000 description 1
- 101001126327 Avena fatua Probable prefoldin subunit 4 Proteins 0.000 description 1
- 235000004535 Avena sterilis Nutrition 0.000 description 1
- 235000000832 Ayote Nutrition 0.000 description 1
- 101100497219 Bacillus thuringiensis subsp. kurstaki cry1Ac gene Proteins 0.000 description 1
- 241001645380 Bassia scoparia Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- DHHFDKNIEVKVKS-FMOSSLLZSA-N Betanin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(C(=C1)O)=CC(C[C@H]2C([O-])=O)=C1[N+]2=C\C=C\1C=C(C(O)=O)N[C@H](C(O)=O)C/1 DHHFDKNIEVKVKS-FMOSSLLZSA-N 0.000 description 1
- DHHFDKNIEVKVKS-MVUYWVKGSA-N Betanin Natural products O=C(O)[C@@H]1NC(C(=O)O)=C/C(=C\C=[N+]/2\[C@@H](C(=O)[O-])Cc3c\2cc(O)c(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)c3)/C1 DHHFDKNIEVKVKS-MVUYWVKGSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 239000005484 Bifenox Substances 0.000 description 1
- 108010018763 Biotin carboxylase Proteins 0.000 description 1
- 239000005488 Bispyribac Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- 241000611157 Brachiaria Species 0.000 description 1
- 241000339490 Brachyachne Species 0.000 description 1
- 235000011331 Brassica Nutrition 0.000 description 1
- 235000011303 Brassica alboglabra Nutrition 0.000 description 1
- 235000005156 Brassica carinata Nutrition 0.000 description 1
- 244000257790 Brassica carinata Species 0.000 description 1
- 235000011332 Brassica juncea Nutrition 0.000 description 1
- 244000178993 Brassica juncea Species 0.000 description 1
- 235000014700 Brassica juncea var napiformis Nutrition 0.000 description 1
- 235000011302 Brassica oleracea Nutrition 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011299 Brassica oleracea var botrytis Nutrition 0.000 description 1
- 235000017647 Brassica oleracea var italica Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 240000003259 Brassica oleracea var. botrytis Species 0.000 description 1
- 240000008100 Brassica rapa Species 0.000 description 1
- 235000011292 Brassica rapa Nutrition 0.000 description 1
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000005885 Buprofezin Substances 0.000 description 1
- ZOGDSYNXUXQGHF-XIEYBQDHSA-N Butroxydim Chemical compound CCCC(=O)C1=C(C)C=C(C)C(C2CC(=O)C(\C(CC)=N\OCC)=C(O)C2)=C1C ZOGDSYNXUXQGHF-XIEYBQDHSA-N 0.000 description 1
- 102100031658 C-X-C chemokine receptor type 5 Human genes 0.000 description 1
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000208250 Calotropis gigantea Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000005746 Carboxin Substances 0.000 description 1
- 108090000489 Carboxy-Lyases Proteins 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000320316 Carduus Species 0.000 description 1
- 108090000994 Catalytic RNA Proteins 0.000 description 1
- 102000053642 Catalytic RNA Human genes 0.000 description 1
- 241000209120 Cenchrus Species 0.000 description 1
- 241000132570 Centaurea Species 0.000 description 1
- 235000005940 Centaurea cyanus Nutrition 0.000 description 1
- 240000004385 Centaurea cyanus Species 0.000 description 1
- 241001481710 Cerambycidae Species 0.000 description 1
- 235000000509 Chenopodium ambrosioides Nutrition 0.000 description 1
- 235000005490 Chenopodium botrys Nutrition 0.000 description 1
- 108700040089 Chitin synthases Proteins 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 239000005944 Chlorpyrifos Substances 0.000 description 1
- 244000298479 Cichorium intybus Species 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- LWOLGHMOQLJMIH-UHFFFAOYSA-N ClC1(C=C(NN1C1=CC=CC=C1)C(=O)O)Cl Chemical compound ClC1(C=C(NN1C1=CC=CC=C1)C(=O)O)Cl LWOLGHMOQLJMIH-UHFFFAOYSA-N 0.000 description 1
- 241000186650 Clavibacter Species 0.000 description 1
- 239000005498 Clodinafop Substances 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241000207892 Convolvulus Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000186216 Corynebacterium Species 0.000 description 1
- 235000000385 Costus speciosus Nutrition 0.000 description 1
- 235000005983 Crescentia cujete Nutrition 0.000 description 1
- 235000009075 Cucumis anguria Nutrition 0.000 description 1
- 241000219122 Cucurbita Species 0.000 description 1
- 240000004244 Cucurbita moschata Species 0.000 description 1
- 235000009854 Cucurbita moschata Nutrition 0.000 description 1
- 235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 1
- DFCAFRGABIXSDS-UHFFFAOYSA-N Cycloate Chemical compound CCSC(=O)N(CC)C1CCCCC1 DFCAFRGABIXSDS-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005501 Cycloxydim Substances 0.000 description 1
- DQZCVNGCTZLGAQ-UHFFFAOYSA-N Cycluron Chemical compound CN(C)C(=O)NC1CCCCCCC1 DQZCVNGCTZLGAQ-UHFFFAOYSA-N 0.000 description 1
- 241001507921 Cydonia Species 0.000 description 1
- 235000009807 Cydonia Nutrition 0.000 description 1
- 239000005502 Cyhalofop-butyl Substances 0.000 description 1
- TYIYMOAHACZAMQ-CQSZACIVSA-N Cyhalofop-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C#N)C=C1F TYIYMOAHACZAMQ-CQSZACIVSA-N 0.000 description 1
- FEPOUSPSESUQPD-UHFFFAOYSA-N Cymbopogon Natural products C1CC2(C)C(C)C(=O)CCC2C2(C)C1C1(C)CCC3(C)CCC(C)C(C)C3C1(C)CC2 FEPOUSPSESUQPD-UHFFFAOYSA-N 0.000 description 1
- 241000931332 Cymbopogon Species 0.000 description 1
- PYKLUAIDKVVEOS-UHFFFAOYSA-N Cyometrinil Chemical compound N#CCON=C(C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-UHFFFAOYSA-N 0.000 description 1
- 244000285774 Cyperus esculentus Species 0.000 description 1
- 235000005853 Cyperus esculentus Nutrition 0.000 description 1
- 239000005757 Cyproconazole Substances 0.000 description 1
- 241000320605 Dactyloctenium Species 0.000 description 1
- 240000006541 Dactyloctenium aegyptium Species 0.000 description 1
- NDUPDOJHUQKPAG-UHFFFAOYSA-N Dalapon Chemical compound CC(Cl)(Cl)C(O)=O NDUPDOJHUQKPAG-UHFFFAOYSA-N 0.000 description 1
- 239000005975 Daminozide Substances 0.000 description 1
- NOQGZXFMHARMLW-UHFFFAOYSA-N Daminozide Chemical compound CN(C)NC(=O)CCC(O)=O NOQGZXFMHARMLW-UHFFFAOYSA-N 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 239000005503 Desmedipham Substances 0.000 description 1
- 241000489947 Diabrotica virgifera virgifera Species 0.000 description 1
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 description 1
- 239000005505 Dichlorprop-P Substances 0.000 description 1
- 239000005506 Diclofop Substances 0.000 description 1
- 239000005760 Difenoconazole Substances 0.000 description 1
- LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 description 1
- 235000017896 Digitaria Nutrition 0.000 description 1
- 241001303487 Digitaria <clam> Species 0.000 description 1
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 1
- 240000003176 Digitaria ciliaris Species 0.000 description 1
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 1
- 235000005476 Digitaria cruciata Nutrition 0.000 description 1
- 235000006830 Digitaria didactyla Nutrition 0.000 description 1
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 1
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- DHWRNDJOGMTCPB-UHFFFAOYSA-N Dimefuron Chemical compound ClC1=CC(NC(=O)N(C)C)=CC=C1N1C(=O)OC(C(C)(C)C)=N1 DHWRNDJOGMTCPB-UHFFFAOYSA-N 0.000 description 1
- 208000035240 Disease Resistance Diseases 0.000 description 1
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 241000202829 Eleocharis Species 0.000 description 1
- 235000014716 Eleusine indica Nutrition 0.000 description 1
- 235000006369 Emex spinosa Nutrition 0.000 description 1
- 244000294661 Emex spinosa Species 0.000 description 1
- 241001518935 Eragrostis Species 0.000 description 1
- 241000044408 Eriochloa Species 0.000 description 1
- 241000919496 Erysimum Species 0.000 description 1
- BXEHUCNTIZGSOJ-UHFFFAOYSA-N Esprocarb Chemical compound CC(C)C(C)N(CC)C(=O)SCC1=CC=CC=C1 BXEHUCNTIZGSOJ-UHFFFAOYSA-N 0.000 description 1
- PTFJIKYUEPWBMS-UHFFFAOYSA-N Ethalfluralin Chemical compound CC(=C)CN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O PTFJIKYUEPWBMS-UHFFFAOYSA-N 0.000 description 1
- 239000005512 Ethofumesate Substances 0.000 description 1
- 239000001653 FEMA 3120 Substances 0.000 description 1
- 241001289540 Fallopia convolvulus Species 0.000 description 1
- GMBRUAIJEFRHFQ-UHFFFAOYSA-N Fenchlorazole-ethyl Chemical compound N1=C(C(=O)OCC)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl GMBRUAIJEFRHFQ-UHFFFAOYSA-N 0.000 description 1
- 241001092073 Filipendula Species 0.000 description 1
- 241001290564 Fimbristylis Species 0.000 description 1
- 239000005780 Fluazinam Substances 0.000 description 1
- DHAHEVIQIYRFRG-UHFFFAOYSA-N Fluoroglycofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OCC(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 DHAHEVIQIYRFRG-UHFFFAOYSA-N 0.000 description 1
- PXRROZVNOOEPPZ-UHFFFAOYSA-N Flupropanate Chemical compound OC(=O)C(F)(F)C(F)F PXRROZVNOOEPPZ-UHFFFAOYSA-N 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
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 description 1
- 239000005560 Foramsulfuron Substances 0.000 description 1
- 241000816457 Galeopsis Species 0.000 description 1
- 241000748465 Galinsoga Species 0.000 description 1
- 241001101998 Galium Species 0.000 description 1
- 241000896533 Gliocladium Species 0.000 description 1
- 241000235503 Glomus Species 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 108030006517 Glyphosate oxidoreductases Proteins 0.000 description 1
- PDYXIVPKOMYDOK-UHFFFAOYSA-N Glyphosate-monoammonium Chemical compound [NH4+].OC(=O)CNCP(O)([O-])=O PDYXIVPKOMYDOK-UHFFFAOYSA-N 0.000 description 1
- 241000238821 Gryllus Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000005563 Halauxifen-methyl Substances 0.000 description 1
- 239000005565 Haloxyfop-P Substances 0.000 description 1
- 101000922405 Homo sapiens C-X-C chemokine receptor type 5 Proteins 0.000 description 1
- 101000589450 Homo sapiens Poly(ADP-ribose) glycohydrolase Proteins 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 241000169108 Hydrothrix Species 0.000 description 1
- 239000005981 Imazaquin Substances 0.000 description 1
- 239000005567 Imazosulfuron Substances 0.000 description 1
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 description 1
- 240000007171 Imperata cylindrica Species 0.000 description 1
- PFDCOZXELJAUTR-UHFFFAOYSA-N Inabenfide Chemical compound C=1C(Cl)=CC=C(NC(=O)C=2C=CN=CC=2)C=1C(O)C1=CC=CC=C1 PFDCOZXELJAUTR-UHFFFAOYSA-N 0.000 description 1
- 229920001202 Inulin Polymers 0.000 description 1
- JUJFQMPKBJPSFZ-UHFFFAOYSA-M Iodosulfuron-methyl-sodium Chemical compound [Na+].COC(=O)C1=CC=C(I)C=C1S(=O)(=O)[N-]C(=O)NC1=NC(C)=NC(OC)=N1 JUJFQMPKBJPSFZ-UHFFFAOYSA-M 0.000 description 1
- QBEXFUOWUYCXNI-UHFFFAOYSA-N Ioxynil octanoate Chemical compound CCCCCCCC(=O)OC1=C(I)C=C(C#N)C=C1I QBEXFUOWUYCXNI-UHFFFAOYSA-N 0.000 description 1
- 244000017020 Ipomoea batatas Species 0.000 description 1
- 235000002678 Ipomoea batatas Nutrition 0.000 description 1
- PWWVAXIEGOYWEE-UHFFFAOYSA-N Isophenergan Chemical compound C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1 PWWVAXIEGOYWEE-UHFFFAOYSA-N 0.000 description 1
- JLLJHQLUZAKJFH-UHFFFAOYSA-N Isouron Chemical compound CN(C)C(=O)NC=1C=C(C(C)(C)C)ON=1 JLLJHQLUZAKJFH-UHFFFAOYSA-N 0.000 description 1
- 239000005571 Isoxaflutole Substances 0.000 description 1
- XMLSXPIVAXONDL-PLNGDYQASA-N Jasmone Chemical compound CC\C=C/CC1=C(C)CCC1=O XMLSXPIVAXONDL-PLNGDYQASA-N 0.000 description 1
- 241001463064 Junea Species 0.000 description 1
- UQVYUTAMNICZNI-UHFFFAOYSA-N Karbutilate Chemical compound CN(C)C(=O)NC1=CC=CC(NC(=O)OC(C)(C)C)=C1 UQVYUTAMNICZNI-UHFFFAOYSA-N 0.000 description 1
- 241000110847 Kochia Species 0.000 description 1
- 240000007741 Lagenaria siceraria Species 0.000 description 1
- 235000009797 Lagenaria vulgaris Nutrition 0.000 description 1
- 241000520028 Lamium Species 0.000 description 1
- 239000005572 Lenacil Substances 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- 241000064140 Lindernia Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 description 1
- 239000005574 MCPA Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005983 Maleic hydrazide Substances 0.000 description 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- 101000763602 Manilkara zapota Thaumatin-like protein 1 Proteins 0.000 description 1
- 101000763586 Manilkara zapota Thaumatin-like protein 1a Proteins 0.000 description 1
- 239000005576 Mecoprop-P Substances 0.000 description 1
- OKIBNKKYNPBDRS-UHFFFAOYSA-N Mefluidide Chemical compound CC(=O)NC1=CC(NS(=O)(=O)C(F)(F)F)=C(C)C=C1C OKIBNKKYNPBDRS-UHFFFAOYSA-N 0.000 description 1
- NPPQSCRMBWNHMW-UHFFFAOYSA-N Meprobamate Chemical compound NC(=O)OCC(C)(CCC)COC(N)=O NPPQSCRMBWNHMW-UHFFFAOYSA-N 0.000 description 1
- 239000002169 Metam Substances 0.000 description 1
- 239000005579 Metamitron Substances 0.000 description 1
- 239000005580 Metazachlor Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 239000005581 Metobromuron Substances 0.000 description 1
- WLFDQEVORAMCIM-UHFFFAOYSA-N Metobromuron Chemical compound CON(C)C(=O)NC1=CC=C(Br)C=C1 WLFDQEVORAMCIM-UHFFFAOYSA-N 0.000 description 1
- 239000005582 Metosulam Substances 0.000 description 1
- VGHPMIFEKOFHHQ-UHFFFAOYSA-N Metosulam Chemical compound N1=C2N=C(OC)C=C(OC)N2N=C1S(=O)(=O)NC1=C(Cl)C=CC(C)=C1Cl VGHPMIFEKOFHHQ-UHFFFAOYSA-N 0.000 description 1
- 239000005584 Metsulfuron-methyl Substances 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- LKJPSUCKSLORMF-UHFFFAOYSA-N Monolinuron Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C=C1 LKJPSUCKSLORMF-UHFFFAOYSA-N 0.000 description 1
- 101000966653 Musa acuminata Glucan endo-1,3-beta-glucosidase Proteins 0.000 description 1
- 241000219926 Myrtaceae Species 0.000 description 1
- WXZVAROIGSFCFJ-UHFFFAOYSA-N N,N-diethyl-2-(naphthalen-1-yloxy)propanamide Chemical compound C1=CC=C2C(OC(C)C(=O)N(CC)CC)=CC=CC2=C1 WXZVAROIGSFCFJ-UHFFFAOYSA-N 0.000 description 1
- IUFUITYPUYMIHI-UHFFFAOYSA-N N-[1-(3,5-dimethylphenoxy)propan-2-yl]-6-(2-fluoropropan-2-yl)-1,3,5-triazine-2,4-diamine Chemical compound N=1C(N)=NC(C(C)(C)F)=NC=1NC(C)COC1=CC(C)=CC(C)=C1 IUFUITYPUYMIHI-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
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 description 1
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 description 1
- MBLBDJOUHNCFQT-LXGUWJNJSA-N N-acetylglucosamine Natural products CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO MBLBDJOUHNCFQT-LXGUWJNJSA-N 0.000 description 1
- NWBJYWHLCVSVIJ-UHFFFAOYSA-N N-benzyladenine Chemical compound N=1C=NC=2NC=NC=2C=1NCC1=CC=CC=C1 NWBJYWHLCVSVIJ-UHFFFAOYSA-N 0.000 description 1
- 239000005585 Napropamide Substances 0.000 description 1
- CCGPUGMWYLICGL-UHFFFAOYSA-N Neburon Chemical compound CCCCN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 CCGPUGMWYLICGL-UHFFFAOYSA-N 0.000 description 1
- 241000244206 Nematoda Species 0.000 description 1
- 102000015532 Nicotinamide phosphoribosyltransferase Human genes 0.000 description 1
- 108010064862 Nicotinamide phosphoribosyltransferase Proteins 0.000 description 1
- 102000000780 Nicotinate phosphoribosyltransferase Human genes 0.000 description 1
- 108700040046 Nicotinate phosphoribosyltransferases Proteins 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000004534 Oil miscible flowable concentrate Substances 0.000 description 1
- 239000005587 Oryzalin Substances 0.000 description 1
- 241001147398 Ostrinia nubilalis Species 0.000 description 1
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000005985 Paclobutrazol Substances 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 235000011999 Panicum crusgalli Nutrition 0.000 description 1
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
- 235000011096 Papaver Nutrition 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- SGEJQUSYQTVSIU-UHFFFAOYSA-N Pebulate Chemical compound CCCCN(CC)C(=O)SCCC SGEJQUSYQTVSIU-UHFFFAOYSA-N 0.000 description 1
- 241000208181 Pelargonium Species 0.000 description 1
- 241000764065 Persicaria capitata Species 0.000 description 1
- 240000007377 Petunia x hybrida Species 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 108010081996 Photosystem I Protein Complex Proteins 0.000 description 1
- 108010060806 Photosystem II Protein Complex Proteins 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
- 239000005596 Picolinafen Substances 0.000 description 1
- 241000758706 Piperaceae Species 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 102100032347 Poly(ADP-ribose) glycohydrolase Human genes 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- GPGLBXMQFQQXDV-UHFFFAOYSA-N Primisulfuron Chemical compound OC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 GPGLBXMQFQQXDV-UHFFFAOYSA-N 0.000 description 1
- 239000005986 Prohexadione Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 240000005809 Prunus persica Species 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- VXMNDQDDWDDKOQ-UHFFFAOYSA-N Pyrazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=CC=2C(O)=O)C)=N1 VXMNDQDDWDDKOQ-UHFFFAOYSA-N 0.000 description 1
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 description 1
- 239000005606 Pyridate Substances 0.000 description 1
- JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyridate Chemical compound CCCCCCCCSC(=O)OC1=CC(Cl)=NN=C1C1=CC=CC=C1 JTZCTMAVMHRNTR-UHFFFAOYSA-N 0.000 description 1
- RRKHIAYNPVQKEF-UHFFFAOYSA-N Pyriftalid Chemical compound COC1=CC(OC)=NC(SC=2C=3C(=O)OC(C)C=3C=CC=2)=N1 RRKHIAYNPVQKEF-UHFFFAOYSA-N 0.000 description 1
- 239000005927 Pyriproxyfen Substances 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 241000218206 Ranunculus Species 0.000 description 1
- 241000220259 Raphanus Species 0.000 description 1
- 101710141795 Ribonuclease inhibitor Proteins 0.000 description 1
- 229940122208 Ribonuclease inhibitor Drugs 0.000 description 1
- 102100037968 Ribonuclease inhibitor Human genes 0.000 description 1
- 108010083644 Ribonucleases Proteins 0.000 description 1
- 102000006382 Ribonucleases Human genes 0.000 description 1
- 235000011449 Rosa Nutrition 0.000 description 1
- 241000109329 Rosa xanthina Species 0.000 description 1
- 241000220222 Rosaceae Species 0.000 description 1
- 241000219053 Rumex Species 0.000 description 1
- 241001093501 Rutaceae Species 0.000 description 1
- 239000005617 S-Metolachlor Substances 0.000 description 1
- 241000235070 Saccharomyces Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 240000009132 Sagittaria sagittifolia Species 0.000 description 1
- 241001632050 Salsola Species 0.000 description 1
- 241000122799 Scopulariopsis Species 0.000 description 1
- 241000207929 Scutellaria Species 0.000 description 1
- 235000007238 Secale cereale Nutrition 0.000 description 1
- 244000082988 Secale cereale Species 0.000 description 1
- 241000780602 Senecio Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 244000150738 Sesamum radiatum Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 235000002248 Setaria viridis Nutrition 0.000 description 1
- 240000003461 Setaria viridis Species 0.000 description 1
- 241001302210 Sida <water flea> Species 0.000 description 1
- JXVIIQLNUPXOII-UHFFFAOYSA-N Siduron Chemical compound CC1CCCCC1NC(=O)NC1=CC=CC=C1 JXVIIQLNUPXOII-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 241000488874 Sonchus Species 0.000 description 1
- 235000015505 Sorghum bicolor subsp. bicolor Nutrition 0.000 description 1
- 235000017967 Sphenoclea zeylanica Nutrition 0.000 description 1
- 244000273618 Sphenoclea zeylanica Species 0.000 description 1
- 241001300423 Strophostyles Species 0.000 description 1
- 108010043934 Sucrose synthase Proteins 0.000 description 1
- 108700006291 Sucrose-phosphate synthases Proteins 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 239000005618 Sulcotrione Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000005619 Sulfosulfuron Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 108700005078 Synthetic Genes Proteins 0.000 description 1
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 description 1
- YIJZJEYQBAAWRJ-UHFFFAOYSA-N Thiazopyr Chemical compound N1=C(C(F)F)C(C(=O)OC)=C(CC(C)C)C(C=2SCCN=2)=C1C(F)(F)F YIJZJEYQBAAWRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005622 Thiencarbazone Substances 0.000 description 1
- 239000005623 Thifensulfuron-methyl Substances 0.000 description 1
- QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 description 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 1
- 241000722118 Thlaspi Species 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- JLRGJRBPOGGCBT-UHFFFAOYSA-N Tolbutamide Chemical compound CCCCNC(=O)NS(=O)(=O)C1=CC=C(C)C=C1 JLRGJRBPOGGCBT-UHFFFAOYSA-N 0.000 description 1
- 239000005624 Tralkoxydim Substances 0.000 description 1
- 108090000992 Transferases Proteins 0.000 description 1
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 1
- 239000005625 Tri-allate Substances 0.000 description 1
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical compound CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 description 1
- 241000819233 Tribulus <sea snail> Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- HFBWPRKWDIRYNX-UHFFFAOYSA-N Trietazine Chemical compound CCNC1=NC(Cl)=NC(N(CC)CC)=N1 HFBWPRKWDIRYNX-UHFFFAOYSA-N 0.000 description 1
- 241000404538 Tripleurospermum maritimum subsp. inodorum Species 0.000 description 1
- 239000005629 Tritosulfuron Substances 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 101150077913 VIP3 gene Proteins 0.000 description 1
- 241000606265 Valeriana jatamansi Species 0.000 description 1
- 241000990144 Veronica persica Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 241000726445 Viroids Species 0.000 description 1
- 235000004552 Yucca aloifolia Nutrition 0.000 description 1
- 235000012044 Yucca brevifolia Nutrition 0.000 description 1
- 244000149006 Yucca filamentosa Species 0.000 description 1
- 235000017049 Yucca glauca Nutrition 0.000 description 1
- 235000014687 Zingiber zerumbet Nutrition 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- CGIHPACLZJDCBQ-UHFFFAOYSA-N acibenzolar Chemical compound SC(=O)C1=CC=CC2=C1SN=N2 CGIHPACLZJDCBQ-UHFFFAOYSA-N 0.000 description 1
- UELITFHSCLAHKR-UHFFFAOYSA-N acibenzolar-S-methyl Chemical group CSC(=O)C1=CC=CC2=C1SN=N2 UELITFHSCLAHKR-UHFFFAOYSA-N 0.000 description 1
- DDBMQDADIHOWIC-UHFFFAOYSA-N aclonifen Chemical compound C1=C([N+]([O-])=O)C(N)=C(Cl)C(OC=2C=CC=CC=2)=C1 DDBMQDADIHOWIC-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000009418 agronomic effect Effects 0.000 description 1
- 230000002353 algacidal effect Effects 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- KWAIHLIXESXTJL-UHFFFAOYSA-N aminocyclopyrachlor Chemical compound OC(=O)C1=C(Cl)C(N)=NC(C2CC2)=N1 KWAIHLIXESXTJL-UHFFFAOYSA-N 0.000 description 1
- MDWRNPOBHVLALB-UHFFFAOYSA-N aminocyclopyrachlor-methyl Chemical group NC1=C(Cl)C(C(=O)OC)=NC(C2CC2)=N1 MDWRNPOBHVLALB-UHFFFAOYSA-N 0.000 description 1
- 229960002749 aminolevulinic acid Drugs 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- HUTDUHSNJYTCAR-UHFFFAOYSA-N ancymidol Chemical compound C1=CC(OC)=CC=C1C(O)(C=1C=NC=NC=1)C1CC1 HUTDUHSNJYTCAR-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 235000003484 annual ragweed Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000433 anti-nutritional effect Effects 0.000 description 1
- 230000001028 anti-proliverative effect Effects 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 229940059720 apra Drugs 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- XOEMATDHVZOBSG-UHFFFAOYSA-N azafenidin Chemical compound C1=C(OCC#C)C(Cl)=CC(Cl)=C1N1C(=O)N2CCCCC2=N1 XOEMATDHVZOBSG-UHFFFAOYSA-N 0.000 description 1
- QRSHQJLLXXEYPS-UHFFFAOYSA-N azane;5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1h-imidazol-2-yl)pyridine-3-carboxylic acid Chemical compound [NH4+].[O-]C(=O)C1=CC(CC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 QRSHQJLLXXEYPS-UHFFFAOYSA-N 0.000 description 1
- OTSAMNSACVKIOJ-UHFFFAOYSA-N azane;carbamoyl(ethoxy)phosphinic acid Chemical compound [NH4+].CCOP([O-])(=O)C(N)=O OTSAMNSACVKIOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000001654 beetroot red Substances 0.000 description 1
- 235000012677 beetroot red Nutrition 0.000 description 1
- HYJSGOXICXYZGS-UHFFFAOYSA-N benazolin Chemical compound C1=CC=C2SC(=O)N(CC(=O)O)C2=C1Cl HYJSGOXICXYZGS-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 235000016614 betalains Nutrition 0.000 description 1
- 235000002185 betanin Nutrition 0.000 description 1
- 230000006696 biosynthetic metabolic pathway Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- RYVIXQCRCQLFCM-UHFFFAOYSA-N bispyribac Chemical compound COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C(O)=O)=N1 RYVIXQCRCQLFCM-UHFFFAOYSA-N 0.000 description 1
- FHUKASKVKWSLCY-UHFFFAOYSA-N bixlozone Chemical compound O=C1C(C)(C)CON1CC1=CC=C(Cl)C=C1Cl FHUKASKVKWSLCY-UHFFFAOYSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- WZDDLAZXUYIVMU-UHFFFAOYSA-N bromobutide Chemical compound CC(C)(C)C(Br)C(=O)NC(C)(C)C1=CC=CC=C1 WZDDLAZXUYIVMU-UHFFFAOYSA-N 0.000 description 1
- 125000005997 bromomethyl group Chemical group 0.000 description 1
- PRLVTUNWOQKEAI-VKAVYKQESA-N buprofezin Chemical compound O=C1N(C(C)C)\C(=N\C(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-VKAVYKQESA-N 0.000 description 1
- 235000006263 bur ragweed Nutrition 0.000 description 1
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 1
- JEDYYFXHPAIBGR-UHFFFAOYSA-N butafenacil Chemical compound O=C1N(C)C(C(F)(F)F)=CC(=O)N1C1=CC=C(Cl)C(C(=O)OC(C)(C)C(=O)OCC=C)=C1 JEDYYFXHPAIBGR-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- FCCCRBDJBTVFSJ-UHFFFAOYSA-N butanehydrazide Chemical compound CCCC(=O)NN FCCCRBDJBTVFSJ-UHFFFAOYSA-N 0.000 description 1
- UQMRAFJOBWOFNS-UHFFFAOYSA-N butyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCCCOC(=O)COC1=CC=C(Cl)C=C1Cl UQMRAFJOBWOFNS-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- NLKUPINTOLSSLD-UHFFFAOYSA-L calcium;4-(1-oxidopropylidene)-3,5-dioxocyclohexane-1-carboxylate Chemical compound [Ca+2].CCC([O-])=C1C(=O)CC(C([O-])=O)CC1=O NLKUPINTOLSSLD-UHFFFAOYSA-L 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 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
- ZEKANFGSDXODPD-UHFFFAOYSA-O carboxymethyl(phosphonomethyl)azanium;propan-2-amine Chemical compound CC(C)[NH3+].OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-O 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000006143 cell culture medium Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 description 1
- ALLOLPOYFRLCCX-UHFFFAOYSA-N chembl1986529 Chemical compound COC1=CC=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ALLOLPOYFRLCCX-UHFFFAOYSA-N 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- CWFOCCVIPCEQCK-UHFFFAOYSA-N chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 description 1
- 125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 description 1
- 125000004773 chlorofluoromethyl group Chemical group [H]C(F)(Cl)* 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 210000003763 chloroplast Anatomy 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
- 238000013375 chromatographic separation Methods 0.000 description 1
- NNKKTZOEKDFTBU-YBEGLDIGSA-N cinidon ethyl Chemical compound C1=C(Cl)C(/C=C(\Cl)C(=O)OCC)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1 NNKKTZOEKDFTBU-YBEGLDIGSA-N 0.000 description 1
- YUIKUTLBPMDDNQ-MRVPVSSYSA-N clodinafop Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=NC=C(Cl)C=C1F YUIKUTLBPMDDNQ-MRVPVSSYSA-N 0.000 description 1
- HJKBJIYDJLVSAO-UHFFFAOYSA-L clodronic acid disodium salt Chemical compound [Na+].[Na+].OP([O-])(=O)C(Cl)(Cl)P(O)([O-])=O HJKBJIYDJLVSAO-UHFFFAOYSA-L 0.000 description 1
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 description 1
- YIANBKOBVRMNPR-UHFFFAOYSA-N cloransulam Chemical compound N=1N2C(OCC)=NC(F)=CC2=NC=1S(=O)(=O)NC1=C(Cl)C=CC=C1C(O)=O YIANBKOBVRMNPR-UHFFFAOYSA-N 0.000 description 1
- BIKACRYIQSLICJ-UHFFFAOYSA-N cloransulam-methyl Chemical group N=1N2C(OCC)=NC(F)=CC2=NC=1S(=O)(=O)NC1=C(Cl)C=CC=C1C(=O)OC BIKACRYIQSLICJ-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 235000003488 common ragweed Nutrition 0.000 description 1
- 239000003184 complementary RNA Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 101150102059 cry3Aa gene Proteins 0.000 description 1
- 238000012364 cultivation method Methods 0.000 description 1
- 125000004966 cyanoalkyl group Chemical group 0.000 description 1
- GLWWLNJJJCTFMZ-UHFFFAOYSA-N cyclanilide Chemical compound C=1C=C(Cl)C=C(Cl)C=1NC(=O)C1(C(=O)O)CC1 GLWWLNJJJCTFMZ-UHFFFAOYSA-N 0.000 description 1
- BXIGJZDQFDFASM-UHFFFAOYSA-N cyclopyrimorate Chemical compound N=1N=C(Cl)C=C(OC(=O)N2CCOCC2)C=1OC=1C(C)=CC=CC=1C1CC1 BXIGJZDQFDFASM-UHFFFAOYSA-N 0.000 description 1
- 210000000805 cytoplasm Anatomy 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000023753 dehiscence Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000001784 detoxification Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 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
- 125000004774 dichlorofluoromethyl group Chemical group FC(Cl)(Cl)* 0.000 description 1
- XXWNKVBJDWSYBN-UHFFFAOYSA-N diethoxy-phenoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(OCC)OC1=CC=CC=C1 XXWNKVBJDWSYBN-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 description 1
- LWJWGXUXSVJWBY-UHFFFAOYSA-N dihydroxy-phenoxy-sulfanylidene-$l^{5}-phosphane Chemical compound OP(O)(=S)OC1=CC=CC=C1 LWJWGXUXSVJWBY-UHFFFAOYSA-N 0.000 description 1
- FWCBATIDXGJRMF-UHFFFAOYSA-N dikegulac Natural products C12OC(C)(C)OCC2OC2(C(O)=O)C1OC(C)(C)O2 FWCBATIDXGJRMF-UHFFFAOYSA-N 0.000 description 1
- ZPZKADHMBHMAES-PXYBLNDHSA-L dipotassium;(1s,2r,3s,4r)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylate Chemical compound [K+].[K+].C1C[C@@H]2[C@@H](C([O-])=O)[C@@H](C(=O)[O-])[C@H]1O2 ZPZKADHMBHMAES-PXYBLNDHSA-L 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- XRHVZWWRFMCBAZ-PXYBLNDHSA-L disodium;(1s,2r,3s,4r)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylate Chemical compound [Na+].[Na+].C1C[C@@H]2[C@@H](C([O-])=O)[C@@H](C(=O)[O-])[C@H]1O2 XRHVZWWRFMCBAZ-PXYBLNDHSA-L 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- DOFZAZXDOSGAJZ-UHFFFAOYSA-N disulfoton Chemical compound CCOP(=S)(OCC)SCCSCC DOFZAZXDOSGAJZ-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- XPEVJXBWHXAUDR-UHFFFAOYSA-N epyrifenacil Chemical compound CCOC(=O)COC1=NC=CC=C1OC1=CC(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)=C(F)C=C1Cl XPEVJXBWHXAUDR-UHFFFAOYSA-N 0.000 description 1
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 description 1
- 229960002001 ethionamide Drugs 0.000 description 1
- IVEMKPKJNOWXSK-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C)N1C1=CC=C(Cl)C=C1Cl IVEMKPKJNOWXSK-UHFFFAOYSA-N 0.000 description 1
- XORSBWXSVBDCCX-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1N=C(C(=O)OCC)C=C1C1=CC=CC=C1 XORSBWXSVBDCCX-UHFFFAOYSA-N 0.000 description 1
- XQTFGOSTLPHBRA-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-propan-2-ylpyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C(C)C)N1C1=CC=C(Cl)C=C1Cl XQTFGOSTLPHBRA-UHFFFAOYSA-N 0.000 description 1
- JSLBZIVMVVHMDJ-UHFFFAOYSA-N ethyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCOC(=O)COC1=CC=C(Cl)C=C1Cl JSLBZIVMVVHMDJ-UHFFFAOYSA-N 0.000 description 1
- XCLXGCQTGNGHJQ-UHFFFAOYSA-N ethyl 2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl XCLXGCQTGNGHJQ-UHFFFAOYSA-N 0.000 description 1
- XNKARWLGLZGMGX-UHFFFAOYSA-N ethyl 4-(4-chloro-2-methylphenoxy)butanoate Chemical group CCOC(=O)CCCOC1=CC=C(Cl)C=C1C XNKARWLGLZGMGX-UHFFFAOYSA-N 0.000 description 1
- YNZGZAJXHXGDBF-UHFFFAOYSA-N ethyl 5-phenyl-4,5-dihydro-1,2-oxazole-3-carboxylate Chemical compound C1C(C(=O)OCC)=NOC1C1=CC=CC=C1 YNZGZAJXHXGDBF-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- QMTNOLKHSWIQBE-FGTMMUONSA-N exo-(+)-cinmethylin Chemical compound O([C@H]1[C@]2(C)CC[C@@](O2)(C1)C(C)C)CC1=CC=CC=C1C QMTNOLKHSWIQBE-FGTMMUONSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 239000004503 fine granule Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 230000009969 flowable effect Effects 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
- LPEPZBJOKDYZAD-UHFFFAOYSA-N flufenamic acid Chemical compound OC(=O)C1=CC=CC=C1NC1=CC=CC(C(F)(F)F)=C1 LPEPZBJOKDYZAD-UHFFFAOYSA-N 0.000 description 1
- 229960004369 flufenamic acid Drugs 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009477 fluid bed granulation Methods 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 description 1
- 229960001625 furazolidone Drugs 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000010413 gardening Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000012239 gene modification Methods 0.000 description 1
- 230000030279 gene silencing Effects 0.000 description 1
- 230000005017 genetic modification Effects 0.000 description 1
- 235000013617 genetically modified food Nutrition 0.000 description 1
- IAJOBQBIJHVGMQ-BYPYZUCNSA-N glufosinate-P Chemical compound CP(O)(=O)CC[C@H](N)C(O)=O IAJOBQBIJHVGMQ-BYPYZUCNSA-N 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- KKLBEFSLWYDQFI-UHFFFAOYSA-N halauxifen Chemical compound COC1=C(Cl)C=CC(C=2N=C(C(Cl)=C(N)C=2)C(O)=O)=C1F KKLBEFSLWYDQFI-UHFFFAOYSA-N 0.000 description 1
- KDHKOPYYWOHESS-UHFFFAOYSA-N halauxifen-methyl Chemical group NC1=C(Cl)C(C(=O)OC)=NC(C=2C(=C(OC)C(Cl)=CC=2)F)=C1 KDHKOPYYWOHESS-UHFFFAOYSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- GOCUAJYOYBLQRH-MRVPVSSYSA-N haloxyfop-P Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-MRVPVSSYSA-N 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 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 1
- 239000010903 husk Substances 0.000 description 1
- 229920002674 hyaluronan Polymers 0.000 description 1
- 229960003160 hyaluronic acid Drugs 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- RUCAXVJJQQJZGU-UHFFFAOYSA-M hydron;2-(phosphonatomethylamino)acetate;trimethylsulfanium Chemical compound C[S+](C)C.OP(O)(=O)CNCC([O-])=O RUCAXVJJQQJZGU-UHFFFAOYSA-M 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002467 indacenes Chemical class 0.000 description 1
- QNXSIUBBGPHDDE-UHFFFAOYSA-N indan-1-one Chemical compound C1=CC=C2C(=O)CCC2=C1 QNXSIUBBGPHDDE-UHFFFAOYSA-N 0.000 description 1
- YFONKFDEZLYQDH-BOURZNODSA-N indaziflam Chemical compound CC(F)C1=NC(N)=NC(N[C@H]2C3=CC(C)=CC=C3C[C@@H]2C)=N1 YFONKFDEZLYQDH-BOURZNODSA-N 0.000 description 1
- JTEDVYBZBROSJT-UHFFFAOYSA-N indole-3-butyric acid Chemical compound C1=CC=C2C(CCCC(=O)O)=CNC2=C1 JTEDVYBZBROSJT-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 1
- 229940029339 inulin Drugs 0.000 description 1
- 239000011630 iodine Substances 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
- 230000007794 irritation Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- OYIKARCXOQLFHF-UHFFFAOYSA-N isoxaflutole Chemical compound CS(=O)(=O)C1=CC(C(F)(F)F)=CC=C1C(=O)C1=C(C2CC2)ON=C1 OYIKARCXOQLFHF-UHFFFAOYSA-N 0.000 description 1
- 229940088649 isoxaflutole Drugs 0.000 description 1
- ZNJFBWYDHIGLCU-UHFFFAOYSA-N jasmonic acid Natural products CCC=CCC1C(CC(O)=O)CCC1=O ZNJFBWYDHIGLCU-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- ZTMKADLOSYKWCA-UHFFFAOYSA-N lenacil Chemical compound O=C1NC=2CCCC=2C(=O)N1C1CCCCC1 ZTMKADLOSYKWCA-UHFFFAOYSA-N 0.000 description 1
- AIHDCSAXVMAMJH-GFBKWZILSA-N levan Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(CO[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 AIHDCSAXVMAMJH-GFBKWZILSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 229960004815 meprobamate Drugs 0.000 description 1
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 description 1
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 description 1
- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 description 1
- JCHMGYRXQDASJE-UHFFFAOYSA-N metcamifen Chemical compound C1=CC(NC(=O)NC)=CC=C1S(=O)(=O)NC(=O)C1=CC=CC=C1OC JCHMGYRXQDASJE-UHFFFAOYSA-N 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- DLCGDGOEOISSHF-UHFFFAOYSA-N methyl 1-(2-chlorophenyl)-5-phenylpyrazole-3-carboxylate Chemical compound C=1C=CC=C(Cl)C=1N1N=C(C(=O)OC)C=C1C1=CC=CC=C1 DLCGDGOEOISSHF-UHFFFAOYSA-N 0.000 description 1
- VRDBPRVUBOVYPK-UHFFFAOYSA-N methyl 2,3-difluoro-4-(trifluoromethyl)benzoate Chemical compound COC(C1=C(C(=C(C=C1)C(F)(F)F)F)F)=O VRDBPRVUBOVYPK-UHFFFAOYSA-N 0.000 description 1
- MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 1
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical group COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 1
- OUGVRUOROTYZSS-UHFFFAOYSA-N methyl 2-[(4-methoxy-6-methylsulfanylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(SC)=N1 OUGVRUOROTYZSS-UHFFFAOYSA-N 0.000 description 1
- VGBNSONMEGTIDX-UHFFFAOYSA-N methyl 2-[(4-methylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC=CC(C)=N1 VGBNSONMEGTIDX-UHFFFAOYSA-N 0.000 description 1
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- QPTPZPIXUPELRM-UHFFFAOYSA-N methyl 3-[2-[2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]phenyl]sulfanylpropanoylamino]propanoate Chemical compound C1=C(Cl)C(SC(C)C(=O)NCCC(=O)OC)=CC(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)=C1F QPTPZPIXUPELRM-UHFFFAOYSA-N 0.000 description 1
- FWDQLSHRVKQKBS-UHFFFAOYSA-N methyl 4-(4-chloro-2-methylphenoxy)butanoate Chemical compound COC(=O)CCCOC1=CC=C(Cl)C=C1C FWDQLSHRVKQKBS-UHFFFAOYSA-N 0.000 description 1
- GEWDNTWNSAZUDX-UHFFFAOYSA-N methyl 7-epi-jasmonate Natural products CCC=CCC1C(CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-UHFFFAOYSA-N 0.000 description 1
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 1
- 229960002939 metizoline Drugs 0.000 description 1
- VOEYXMAFNDNNED-UHFFFAOYSA-N metolcarb Chemical compound CNC(=O)OC1=CC=CC(C)=C1 VOEYXMAFNDNNED-UHFFFAOYSA-N 0.000 description 1
- DSRNRYQBBJQVCW-UHFFFAOYSA-N metoxuron Chemical compound COC1=CC=C(NC(=O)N(C)C)C=C1Cl DSRNRYQBBJQVCW-UHFFFAOYSA-N 0.000 description 1
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
- 108091088140 miR162 stem-loop Proteins 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000002438 mitochondrial effect Effects 0.000 description 1
- 230000001483 mobilizing effect Effects 0.000 description 1
- 238000010369 molecular cloning Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 150000002780 morpholines Chemical class 0.000 description 1
- XESCSVABNVAQQS-UHFFFAOYSA-N n-(3-chloro-4-propan-2-ylphenyl)-2-methylpentanamide Chemical compound CCCC(C)C(=O)NC1=CC=C(C(C)C)C(Cl)=C1 XESCSVABNVAQQS-UHFFFAOYSA-N 0.000 description 1
- AIMMSOZBPYFASU-UHFFFAOYSA-N n-(4,6-dimethoxypyrimidin-2-yl)-n'-[3-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]sulfonylcarbamimidate Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 AIMMSOZBPYFASU-UHFFFAOYSA-N 0.000 description 1
- TUTJMEHJELZGOP-UHFFFAOYSA-N n-[2-(2-oxo-3-thiophen-2-ylquinoxalin-1-yl)ethyl]methanesulfonamide Chemical compound O=C1N(CCNS(=O)(=O)C)C2=CC=CC=C2N=C1C1=CC=CS1 TUTJMEHJELZGOP-UHFFFAOYSA-N 0.000 description 1
- GBHVIWKSEHWFDD-UHFFFAOYSA-N n-[2-(4,6-dimethoxy-1,3,5-triazine-2-carbonyl)-6-fluorophenyl]-1,1-difluoro-n-methylmethanesulfonamide Chemical compound COC1=NC(OC)=NC(C(=O)C=2C(=C(F)C=CC=2)N(C)S(=O)(=O)C(F)F)=N1 GBHVIWKSEHWFDD-UHFFFAOYSA-N 0.000 description 1
- NYDKNJDNBUFWRJ-UHFFFAOYSA-N n-[4-(dimethylcarbamoylamino)phenyl]sulfonyl-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NC(=O)N(C)C)C=C1 NYDKNJDNBUFWRJ-UHFFFAOYSA-N 0.000 description 1
- 229950006780 n-acetylglucosamine Drugs 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 229940042880 natural phospholipid Drugs 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- JOUIQRNQJGXQDC-ZYUZMQFOSA-L nicotinate D-ribonucleotide(2-) Chemical compound O1[C@H](COP([O-])([O-])=O)[C@@H](O)[C@@H](O)[C@@H]1[N+]1=CC=CC(C([O-])=O)=C1 JOUIQRNQJGXQDC-ZYUZMQFOSA-L 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- 101150038594 nodC gene Proteins 0.000 description 1
- BMQNWLUEXNQIGL-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O.CCCCCCCCC(O)=O BMQNWLUEXNQIGL-UHFFFAOYSA-N 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- NVGOPFQZYCNLDU-UHFFFAOYSA-N norflurazon Chemical compound O=C1C(Cl)=C(NC)C=NN1C1=CC=CC(C(F)(F)F)=C1 NVGOPFQZYCNLDU-UHFFFAOYSA-N 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- PMOWTIHVNWZYFI-UHFFFAOYSA-N o-Coumaric acid Natural products OC(=O)C=CC1=CC=CC=C1O PMOWTIHVNWZYFI-UHFFFAOYSA-N 0.000 description 1
- 239000004535 oil miscible liquid Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- LLLFASISUZUJEQ-UHFFFAOYSA-N orbencarb Chemical compound CCN(CC)C(=O)SCC1=CC=CC=C1Cl LLLFASISUZUJEQ-UHFFFAOYSA-N 0.000 description 1
- 210000003463 organelle Anatomy 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- UCDPMNSCCRBWIC-UHFFFAOYSA-N orthosulfamuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)NC=2C(=CC=CC=2)C(=O)N(C)C)=N1 UCDPMNSCCRBWIC-UHFFFAOYSA-N 0.000 description 1
- UNAHYJYOSSSJHH-UHFFFAOYSA-N oryzalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(N)(=O)=O)C=C1[N+]([O-])=O UNAHYJYOSSSJHH-UHFFFAOYSA-N 0.000 description 1
- 230000008723 osmotic stress Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 108010082527 phosphinothricin N-acetyltransferase Proteins 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000005097 photorespiration Effects 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 239000000280 phytoalexin Substances 0.000 description 1
- 150000001857 phytoalexin derivatives Chemical class 0.000 description 1
- CWKFPEBMTGKLKX-UHFFFAOYSA-N picolinafen Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CC=CC(OC=2C=C(C=CC=2)C(F)(F)F)=N1 CWKFPEBMTGKLKX-UHFFFAOYSA-N 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 230000008121 plant development Effects 0.000 description 1
- 230000037039 plant physiology Effects 0.000 description 1
- 239000013612 plasmid Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000157 polyfructose Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000004481 post-translational protein modification Effects 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- HKSBGIRAPYUOPP-UHFFFAOYSA-M potassium;2,6-dibromo-4-cyanophenolate Chemical compound [K+].[O-]C1=C(Br)C=C(C#N)C=C1Br HKSBGIRAPYUOPP-UHFFFAOYSA-M 0.000 description 1
- ORHJUFUQMQEFPQ-UHFFFAOYSA-M potassium;2-(4-chloro-2-methylphenoxy)acetate Chemical compound [K+].CC1=CC(Cl)=CC=C1OCC([O-])=O ORHJUFUQMQEFPQ-UHFFFAOYSA-M 0.000 description 1
- LIOPHZNMBKHGAV-UHFFFAOYSA-M potassium;2-(phosphonomethylamino)acetate Chemical compound [K+].OC(=O)CNCP(O)([O-])=O LIOPHZNMBKHGAV-UHFFFAOYSA-M 0.000 description 1
- WRBJKRRJBCSNLE-UHFFFAOYSA-M potassium;4-(2,4-dichlorophenoxy)butanoate Chemical compound [K+].[O-]C(=O)CCCOC1=CC=C(Cl)C=C1Cl WRBJKRRJBCSNLE-UHFFFAOYSA-M 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 1
- BUCOQPHDYUOJSI-UHFFFAOYSA-N prohexadione Chemical compound CCC(=O)C1C(=O)CC(C(O)=O)CC1=O BUCOQPHDYUOJSI-UHFFFAOYSA-N 0.000 description 1
- 229960003910 promethazine Drugs 0.000 description 1
- ASBOANRLBWZXTM-UHFFFAOYSA-N propan-2-yl 3-(5-chloroquinolin-8-yl)peroxy-3-oxopropanoate Chemical compound C1=CN=C2C(OOC(=O)CC(=O)OC(C)C)=CC=C(Cl)C2=C1 ASBOANRLBWZXTM-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 210000001938 protoplast Anatomy 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 235000015136 pumpkin Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical compound OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 description 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- FFRYUAVNPBUEIC-UHFFFAOYSA-N quinoxalin-2-ol Chemical class C1=CC=CC2=NC(O)=CN=C21 FFRYUAVNPBUEIC-UHFFFAOYSA-N 0.000 description 1
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 235000009736 ragweed Nutrition 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 238000010188 recombinant method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000754 repressing effect Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000004007 reversed phase HPLC Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- 239000003161 ribonuclease inhibitor Substances 0.000 description 1
- 108091092562 ribozyme Proteins 0.000 description 1
- 230000002786 root growth Effects 0.000 description 1
- GNHDVXLWBQYPJE-UHFFFAOYSA-N saflufenacil Chemical compound C1=C(Cl)C(C(=O)NS(=O)(=O)N(C)C(C)C)=CC(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)=C1F GNHDVXLWBQYPJE-UHFFFAOYSA-N 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 230000028327 secretion Effects 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
- 230000007330 shade avoidance Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- RTWIRLHWLMNVCC-WQYNNSOESA-M sodium (2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoate Chemical compound [Na+].[O-]C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O RTWIRLHWLMNVCC-WQYNNSOESA-M 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
- STAPBGVGYWCRTF-UHFFFAOYSA-M sodium;2-(4-chloro-2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCC([O-])=O STAPBGVGYWCRTF-UHFFFAOYSA-M 0.000 description 1
- YWICANUUQPYHOW-UHFFFAOYSA-M sodium;2-(phosphonomethylamino)acetate Chemical compound [Na+].OP(O)(=O)CNCC([O-])=O YWICANUUQPYHOW-UHFFFAOYSA-M 0.000 description 1
- JUNDBKFAZXZKRA-MAFYXNADSA-M sodium;2-[(e)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylate Chemical compound [Na+].N=1C=CC=C(C([O-])=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 JUNDBKFAZXZKRA-MAFYXNADSA-M 0.000 description 1
- PPKIJAQKBAYNNL-UHFFFAOYSA-M sodium;4-(2,4-dichlorophenoxy)butanoate Chemical compound [Na+].[O-]C(=O)CCCOC1=CC=C(Cl)C=C1Cl PPKIJAQKBAYNNL-UHFFFAOYSA-M 0.000 description 1
- GABUSZPTCJGKGB-UHFFFAOYSA-M sodium;4-(4-chloro-2-methylphenoxy)butanoate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCCCC([O-])=O GABUSZPTCJGKGB-UHFFFAOYSA-M 0.000 description 1
- YPMAQKXGDCKXPE-WCCKRBBISA-M sodium;[(3s)-3-amino-3-carboxypropyl]-methylphosphinate Chemical compound [Na+].CP([O-])(=O)CC[C@H](N)C(O)=O YPMAQKXGDCKXPE-WCCKRBBISA-M 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- USPTVMVRNZEXCP-UHFFFAOYSA-N sulfamoyl fluoride Chemical compound NS(F)(=O)=O USPTVMVRNZEXCP-UHFFFAOYSA-N 0.000 description 1
- FZMKKCQHDROFNI-UHFFFAOYSA-N sulfometuron Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 FZMKKCQHDROFNI-UHFFFAOYSA-N 0.000 description 1
- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 150000003462 sulfoxides Chemical group 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229960000351 terfenadine Drugs 0.000 description 1
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- GLDAZAQRGCSFNP-UHFFFAOYSA-N thiencarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=C(C)SC=C1C(O)=O GLDAZAQRGCSFNP-UHFFFAOYSA-N 0.000 description 1
- XSKZXGDFSCCXQX-UHFFFAOYSA-N thiencarbazone-methyl Chemical compound COC(=O)C1=CSC(C)=C1S(=O)(=O)NC(=O)N1C(=O)N(C)C(OC)=N1 XSKZXGDFSCCXQX-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- LOQQVLXUKHKNIA-UHFFFAOYSA-N thifensulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C2=C(SC=C2)C(O)=O)=N1 LOQQVLXUKHKNIA-UHFFFAOYSA-N 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- 229960001196 thiotepa Drugs 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- IYMLUHWAJFXAQP-UHFFFAOYSA-N topramezone Chemical compound CC1=C(C(=O)C2=C(N(C)N=C2)O)C=CC(S(C)(=O)=O)=C1C1=NOCC1 IYMLUHWAJFXAQP-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 description 1
- XMLSXPIVAXONDL-UHFFFAOYSA-N trans-jasmone Natural products CCC=CCC1=C(C)CCC1=O XMLSXPIVAXONDL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229940035339 tri-chlor Drugs 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- 229940047183 tribulus Drugs 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- AZHZOGYUMMIAOF-UHFFFAOYSA-N trifludimoxazin Chemical compound O=C1N(C)C(=S)N(C)C(=O)N1C(C(=C1)F)=CC2=C1OC(F)(F)C(=O)N2CC#C AZHZOGYUMMIAOF-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D411/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
本发明涉及作为除草剂的通式(I)的苯甲酰胺。在式(I)中,B、X1和X2代表N、O或S(O)n。R、Ra、Rb、Rc、Rd和Rx代表基团例如氢、卤素、(C1‑C6)‑烷基、卤代‑(C1‑C6)‑烷基、(C1‑C6)‑烷氧基和氰基。
Description
本发明涉及除草剂的技术领域,特别是用于选择性防治在有用植物作物中的杂草和禾本科杂草(weed grass)的除草剂的技术领域。
具体地,本发明涉及取代的双环苯甲酰胺、其制备方法及其作为除草剂的用途。
WO 2013/076315 A2和WO 2014/184073 A1各自记载了取代的稠合于2,3-位或优选3,4-位的N-(四唑-5-基)-芳基甲酰胺和N-(三唑-5-基)-芳基甲酰胺。这些已知化合物的除草活性、特别是在低施用率下的除草活性和/或它们与作物植物的相容性仍然需要改进。
由于所述原因,仍然需要有效的除草剂和/或植物生长调节剂,以选择性地用于作物植物中或用在非作物土地上,其中这些活性成分优选在施用中应具有其他有利的特性,例如改进的与作物植物的相容性。
因此,本发明的目的是提供具有除草活性的化合物(除草剂),其即使在相对低的施用率下也对经济上重要的有害植物非常有效,并且可选择性地用于作物植物中,优选对有害植物具有良好的活性,并且同时优选具有良好的与作物植物的相容性。优选地,这些除草化合物应对广谱的禾本科杂草特别有效且高效,并且优选还对大量的杂草具有良好的活性。
出乎意料地,现已发现下文式(I)的化合物及其盐对广谱的经济上重要的单子叶和双子叶一年生有害植物具有优异的除草活性。
因此,本发明提供通式(I)的化合物及其农业化学上可接受的盐,
其中符号和下标具有以下含义:
B代表N或CH,
X1、X2彼此独立地各自代表O或S(O)n,
R代表卤代-(C1-C6)-烷基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、(C1-C6)-烷硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
Rx代表(C1-C6)-烷基、(C1-C6)-烷基-O-(C1-C6)-烷基、苯基,
n代表0、1或2。
式(I)的化合物能够形成盐。可以通过碱作用于那些带有酸性氢原子的式(I)的化合物而形成盐。合适的碱为例如有机胺,如三烷基胺、吗啉、哌啶或吡啶;以及铵、碱金属或碱土金属的氢氧化物、碳酸盐和碳酸氢盐,特别是氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、碳酸氢钠和碳酸氢钾。这些盐为其中酸性氢被农业上合适的阳离子替代的化合物,例如金属盐,特别是碱金属盐或碱土金属盐,特别是钠盐和钾盐;或铵盐、有机胺盐或季铵盐,例如具有式[NRR′R″R″′]+的阳离子的季铵盐,其中R至R″′各自彼此独立地代表有机基团,特别是烷基、芳基、芳烷基或烷基芳基。还合适的为烷基锍盐和烷基氧化锍盐,例如(C1-C4)-三烷基锍盐和(C1-C4)-三烷基氧化锍盐。
式(I)的化合物可通过将合适的无机酸或有机酸添加到碱性基团上而形成盐,所述无机酸或有机酸为例如无机酸(例如HCl、HBr、H2SO4、H3PO4或HNO3),或有机酸,例如羧酸(例如甲酸、乙酸、丙酸、草酸、乳酸或水杨酸)或磺酸(例如对甲苯磺酸);所述碱性基团为例如氨基、烷基氨基、二烷基氨基、哌啶基(piperidino)、吗啉代(morpholino)或吡啶并(pyridino)。在这种情况下,这些盐包含酸的共轭碱作为阴离子。
以去质子化形式存在的合适的取代基(例如磺酸或羧酸)可以与本身可被质子化的基团(例如氨基)形成内盐。
烷基是指在每种情况下具有指定的碳原子数的饱和的直链或支链烃基,例如C1-C6-烷基,如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2,2-二甲基丙基、1-乙基丙基、己基、1,1-二甲基丙基、1,2-二甲基丙基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、2-乙基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基。
卤素取代的烷基是指下列直链或支链烷基:其中在这些基团中,部分或全部的氢原子可被卤素原子替代,例如C1-C2-卤代烷基,如氯甲基、溴甲基、二氯甲基、三氯甲基、氟甲基、二氟甲基、三氟甲基、氯氟甲基、二氯氟甲基、氯二氟甲基、1-氯乙基、1-溴乙基、1-氟乙基、2-氟乙基、2,2-二氟乙基、2,2,2-三氟乙基、2-氯-2-氟乙基、2-氯-2,2-二氟乙基、2,2-二氯-2-氟乙基、2,2,2-三氯乙基、五氟乙基和1,1,1-三氟丙-2-基。
烷氧基是指在每种情况下具有指定的碳原子数的饱和直链或支链烷氧基,例如C1-C6-烷氧基,如甲氧基、乙氧基、丙氧基、1-甲基乙氧基、丁氧基、1-甲基丙氧基、2-甲基丙氧基、1,1-二甲基乙氧基、戊氧基、1-甲基丁氧基、2-甲基丁氧基、3-甲基丁氧基、2,2-二甲基丙氧基、1-乙基丙氧基、己氧基、1,1-二甲基丙氧基、1,2-二甲基丙氧基、1-甲基戊氧基、2-甲基戊氧基、3-甲基戊氧基、4-甲基戊氧基、1,1-二甲基丁氧基、1,2-二甲基丁氧基、1,3-二甲基丁氧基、2,2-二甲基丁氧基、2,3-二甲基丁氧基、3,3-二甲基丁氧基、1-乙基丁氧基、2-乙基丁氧基、1,1,2-三甲基丙氧基、1,2,2-三甲基丙氧基、1-乙基-1-甲基丙氧基和1-乙基-2-甲基丙氧基。卤素取代的烷氧基是指下列在每种情况下具有指定的碳原子数的直链或支链烷氧基:其中在这些基团中,部分或全部的氢原子可被如上所述的卤素原子替代,例如C1-C2-卤代烷氧基,如氯甲氧基、溴甲氧基、二氯甲氧基、三氯甲氧基、氟甲氧基、二氟甲氧基、三氟甲氧基、氯氟甲氧基、二氯氟甲氧基、氯二氟甲氧基、1-氯乙氧基、1-溴乙氧基、1-氟乙氧基、2-氟乙氧基、2,2-二氟乙氧基、2,2,2-三氟乙氧基、2-氯-2-氟乙氧基、2-氯-1,2-二氟乙氧基、2,2-二氯-2-氟乙氧基、2,2,2-三氯乙氧基、五氟乙氧基和1,1,1-三氟丙-2-氧基。
术语“卤素”是指氟、氯、溴或碘。如果该术语用于基团,则“卤素”是指氟、氯、溴或碘原子。
根据取代基的性质以及其连接方式,式(I)的化合物可以立体异构体的形式存在。例如,当存在一个或多个不对称取代的碳原子和/或亚砜时,可出现对映异构体和非对映异构体。通过常规的分离方法,例如色谱分离方法,可从在制备过程中获得的混合物中获得立体异构体。同样,还可以通过使用光学活性原料和/或助剂进行立体选择性反应来选择性地制备立体异构体。
本发明还涉及为式(I)所涵盖但没有具体定义的所有立体异构体及其混合物。然而,为了简单起见,下文将总是提及式(I)的化合物,但这应理解为不仅是指纯的化合物,而且如果合适,还指具有不同含量的异构化合物的混合物。
如果基团被基团多取代,则这意味着该基团被一个或多个相同或不同的上述基团取代。
在下文中指定的所有式中,除非另外定义,否则取代基和符号均具有与式(I)中所述相同的含义。化学式中的箭头表示与分子的其余部分相连的位点。
以下描述了对各个取代基各自的优选、特别优选和非常特别优选的定义。下文中未说明的通式(I)的其他取代基具有上文给出的定义。
优选通式(I)的化合物,其中符号和下标具有以下含义:
B代表N或CH,
X1、X2彼此独立地各自代表O或S(O)n,
R代表卤代-(C1-C3)-烷基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、(C1-C6)-烷硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
Rx代表(C1-C3)-烷基、(C1-C3)-烷基-O-(C1-C3)-烷基、苯基,
n代表0、1或2。
特别优选通式(I)的化合物,其中符号和下标具有以下含义:
B代表N或CH,
X1、X2彼此独立地各自代表O或S(O)n,
R代表三氟甲基、二氟甲基或五氟乙基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
Rx代表甲基、乙基、丙基、甲氧基甲基、甲氧基乙基、2-甲氧基-2-甲基-1-丙基、苯基,
n代表0、1或2。
在本发明的上下文中,取代基或下标B、X1、X2、R、Ra、Rb、Rc、Rd、Rx、R1、R2和n的各个优选和特别优选的含义可以根据需要彼此组合。
这意味着本发明包括通式(I)的化合物,其中,例如,取代基X1具有优选的含义并且取代基B、X2、R、Ra、Rb、Rc、Rd、Rx、R1和R2以及下标n具有一般的定义,或者取代基R具有优选的含义,取代基Ra具有特别优选的含义而其余的取代基具有一般含义。
式(II)的化合物同样是新的,并且非常适合作为用于制备某些本发明式(I)的化合物的中间体。因此,本发明还提供式(II)的化合物
其中符号和下标具有以下含义:
L代表卤素或R3O,
R3代表氢或(C1-C6)-烷基,
X1、X2代表O或S(O)n,其中X1和X2不同时为O或S(O)n,
R'代表二氟甲基、三氟甲基、1,1,2,2-四氟乙基、五氟乙基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、(C1-C6)-烷硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
n代表0、1或2。
优选化合物(II),其中符号和下标具有以下含义:
L代表氯、甲氧基、乙氧基、羟基,
X1、X2代表O或S(O)n,其中X1和X2不同时为O或S(O)n,
R'代表三氟甲基、二氟甲基或五氟乙基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
n代表0、1或2。
非常特别优选在下表1-4中列出的本发明式(I)的化合物和在表5-7中列出的本发明式(II)的化合物。
表1:通式(I)的化合物,其中B代表CH且Rx代表甲基,并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表2:通式(I)的化合物,其中B代表N且Rx代表甲基,并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表3:通式(I)的化合物,其中B代表N且Rx代表乙基,并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表4:通式(I)的化合物,其中B代表CH且Rx代表丙基,并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表5:通式(II)的化合物,其中L代表甲氧基并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表6:通式(II)的化合物,其中L代表羟基并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
表7:通式(II)的化合物,其中L代表羟基并且Rc和Rd各自代表氢,并且其他取代基和下标具有以下给出的含义。
本发明式(I)的化合物可例如通过WO2012/028579A1中详述的方法来制备。所需的式(II‘)的化合物可例如使用方案1中所述的合成路线来制备。
其中符号和下标具有以下含义:
L代表卤素或R3O,
R3代表氢或(C1-C6)-烷基,
X1、X2彼此独立地各自代表O或S(O)n,
R代表卤代-(C1-C3)-烷基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、(C1-C6)-烷硫基、氰基,或
Ra和Rb或Rc和Rd一起代表氧代基团或硫代基团,
n代表0、1或2。
在以下方案所示的式中,取代基L、R、Ra、Rb、Rc、Rd、X1和X2具有针对式(II‘)的化合物给出的含义。LG代表离去基团,例如卤化物或磺酸盐。Y代表可水解基团,例如卤化物或酰氧基。
方案1
方案2
其中X1代表氧且X2代表硫的式(III)的化合物还可例如根据方案2中给出的反应顺序——从取代的3-硫代烷基水杨酸衍生物开始——通过硫氧化、Pummerer重排和水解来制备。取代的3-硫代烷基水杨酸衍生物原则上是已知的和/或可通过US2015/322003中给出的方法来制备。
方案3
其中X1和X2代表硫的式(II’)的化合物可例如根据方案3中给出的反应顺序——从例如取代的2,3-二卤代苯甲酸衍生物开始——通过经由乙烷-1,2-二硫醇双取代的环化反应来制备。2,3-取代的苯甲酸衍生物原则上是已知的。
可通过上述反应合成的式(I)的化合物和/或其盐的集合还可以平行的方式制备,在这种情况下,其可以手动、半自动或全自动的方式完成。例如,可自动进行反应、产物和/或中间体的后处理或纯化。总之,这应当理解为意指例如D.Tiebes在CombinatorialChemistry–Synthesis,Analysis,Screening(编辑Günther Jung),Wiley,1999,第1至34页中记载的步骤。
本发明式(I)的化合物(和/或其盐)——在下文中统称为“本发明的化合物”——对广谱的经济上重要的单子叶和双子叶一年生有害植物具有优异的除草功效。
因此,本发明还提供一种防治不想要的植物或调节植物生长(优选在植物作物中)的方法,其中将一种或多种本发明的化合物施用于植物(例如有害植物,如单子叶或双子叶杂草或不想要的作物植物)、种子(例如谷粒、种子或无性繁殖体如块茎或带芽的嫩枝部位)或植物生长的区域(例如栽培区域)。可将本发明的化合物例如在播种前(如果合适,还通过掺入土壤中)、出苗前或出苗后施用。可通过本发明的化合物防治的单子叶和双子叶杂草植物群的一些代表性具体实例如下,但该列举并不旨在限于特定的属种。
以下属的单子叶有害植物:山羊草属(Aegilops)、冰草属(Agropyron)、剪股颖属(Agrostis)、看麦娘属(Alopecurus)、阿披拉草属(Apera)、燕麦属(Avena)、臂形草属(Brachiaria)、雀麦属(Bromus)、蒺藜草属(Cenchrus)、鸭跖草属(Commelina)、狗牙根属(Cynodon)、莎草属(Cyperus)、龙爪茅属(Dactyloctenium)、马唐属(Digitaria)、稗属(Echinochloa)、荸荠属(Eleocharis)、蟋蟀草属(Eleusine)、画眉草属(Eragrostis)、野黍属(Eriochloa)、羊茅属(Festuca)、飘拂草属(Fimbristylis)、异蕊花属(Heteranthera)、白茅属(Imperata)、鸭嘴草属(Ischaemum)、千金子属(Leptochloa)、黑麦草属(Lolium)、雨久花属(Monochoria)、黍属(Panicum)、雀稗属(Paspalum)、虉草属(Phalaris)、梯牧草属(Phleum)、早熟禾属(Poa)、筒轴茅属(Rottboellia)、慈姑属(Sagittaria)、藨草属(Scirpus)、狗尾草属(Setaria)、高粱属(Sorghum)。
以下属的双子叶杂草:苘麻属(Abutilon)、苋属(Amaranthus)、豚草属(Ambrosia)、单花葵属(Anoda)、春黄菊属(Anthemis)、蔷薇属(Aphanes)、蒿属(Artemisia)、滨藜属(Atriplex)、雏菊属(Bellis)、鬼针草属(Bidens)、荠属(Capsella)、飞廉属(Carduus)、决明属(Cassia)、矢车菊属(Centaurea)、藜属(Chenopodium)、蓟属(Cirsium)、旋花属(Convolvulus)、曼陀罗属(Datura)、山蚂蝗属(Desmodium)、刺酸模属(Emex)、糖芥属(Erysimum)、大戟属(Euphorbia)、鼬瓣花属(Galeopsis)、牛膝菊属(Galinsoga)、拉拉藤属(Galium)、木槿属(Hibiscus)、番薯属(Ipomoea)、地肤属(Kochia)、野芝麻属(Lamium)、独行菜属(Lepidium)、母草属(Lindernia)、母菊属(Matricaria)、薄荷属(Mentha)、山靛属(Mercurialis)、粟米草属(Mullugo)、勿忘我属(Myosotis)、罂粟属(Papaver)、牵牛属(Pharbitis)、车前属(Plantago)、蓼属(Polygonum)、马齿苋属(Portulaca)、毛茛属(Ranunculus)、萝卜属(Raphanus)、蔊菜属(Rorippa)、节节菜属(Rotala)、酸模属(Rumex)、猪毛菜属(Salsola)、狗舌草属(Senecio)、田菁属(Sesbania)、黄花稔属(Sida)、白芥属(Sinapis)、茄属(Solanum)、苦莴菜属(Sonchus)、尖瓣花属(Sphenoclea)、繁缕属(Stellaria)、蒲公英属(Taraxacum)、菥蓂属(Thlaspi)、车轴草属(Trifolium)、荨麻属(Urtica)、婆婆纳属(Veronica)、堇菜属(Viola)、苍耳属(Xanthium)。
当将本发明的化合物在萌芽前施用至土壤表面时,可完全阻止杂草幼苗的出苗,或者杂草生长直至其达到子叶期,但之后停止生长。
如果在出苗后将活性化合物施用至植物的绿色部位,则在处理后生长停止,并且有害植物停留在施用时的生长阶段,或其在一定时间后彻底死亡,从而以此方式非常早地并以持久的方式消除对作物植物有害的杂草竞争。
本发明的化合物可在有用植物的作物中具有选择性,并且还可用作非选择性除草剂。
活性化合物凭借其除草和植物生长调节特性还可用于防治已知的或尚待开发的遗传修饰植物的作物中的有害植物。通常,转基因植物的特征在于特别有利的特性,例如对农用工业中使用的某些活性化合物(特别是某些除草剂)的抗性;对植物病害或植物病害的病原体(例如某些昆虫或微生物如真菌、细菌或病毒)的抗性。其他具体特征涉及例如采收物的数量、品质、储存性、组成和具体成分。例如,存在已知的具有增加的淀粉含量或改变的淀粉品质的转基因植物,或采收物中具有不同脂肪酸组成的那些转基因植物。其他特定性能为对非生物胁迫因素如热、冷、干旱、盐度和紫外线辐射的耐受性或抗性。
优选在经济上重要的有用植物和观赏植物的转基因作物中使用本发明式(I)的化合物或其盐。式(I)的化合物可在对除草剂的植物毒性作用具有抗性或通过基因工程使其具有抗性的有用植物的作物中用作除草剂。
制备与现有植物相比具有改进特性的新植物的常规方法包括例如传统培育方法和产生突变体。
或者,具有改变特性的新植物可借助重组方法产生(参见,例如EP 0221044、EP0131624)。例如,已记载了以下几种情况:对作物植物进行遗传修饰以改性植物中合成的淀粉(例如WO 92/011376 A、WO 92/014827 A、WO 91/019806 A);通过“基因叠加”对草铵膦类(参见,例如EP 0242236 A、EP 0242246 A)或草甘膦类(WO 92/000377 A)或磺酰脲类(EP0257993 A、US 5,013,659)的某些除草剂或这些除草剂的结合物或混合物具有抗性的转基因作物植物,例如转基因作物植物,例如具有商品名或名称OptimumTM GATTM(耐受草甘膦ALS)的玉米或大豆,
-能产生苏云金芽孢杆菌(Bacillus thuringiensis)毒素(Bt毒素)从而使该植物对特定害虫具有抗性的转基因作物植物,例如棉花(EP 0142924 A、EP 0193259 A),
-具有改变的脂肪酸组成的转基因作物植物(WO 91/013972 A),
-具有导致抗病性增强的新成分或次级代谢产物(例如新的植物抗毒素)的遗传修饰作物植物(EP 0309862 A、EP 0464461 A),
-具有降低的光呼吸作用的遗传修饰植物,其具有更高的产量和更高的胁迫耐受性(EP 0305398 A),
-产生药学上或诊断学上重要的蛋白质(“分子药耕(molecular pharming)”)的转基因作物植物,
-转基因作物植物,其特征在于更高的产量或更好的品质,
-转基因作物植物,其特征在于例如上述新特性的组合(“基因叠加”)。
原则上,可用于制备具有改进特性的新的转基因植物的许多分子生物学技术是已知的;参见,例如I.Potrykus和G.Spangenberg(编辑),Gene Transfer to Plants,Springer Lab Manual(1995),Springer Verlag Berlin,Heidelberg或Christou,"Trendsin Plant Science"1(1996)423-431。
对于这种遗传操作,可将能够进行突变或通过重组DNA序列进行序列改变的核酸分子引入到质粒中。借助于标准方法,例如可进行碱基交换、去除部分序列或添加天然或合成序列。为了将DNA片段彼此连接,可将衔接子(adapter)或接头(linker)置于片段上,参见,例如Sambrook等人,1989,Molecular Cloning,A Laboratory Manual,第2版,ColdSpring Harbor Laboratory Press,Cold Spring Harbor,NY;或Winnacker"Gene undKlone"[Genes and Clones],VCH Weinheim,第2版,1996。
例如,产生具有降低的基因产物活性的植物细胞可通过以下方式实现:表达至少一种相应的反义RNA、用于实现共抑制作用的正义RNA,或表达至少一种适当构建的特异性切割上述基因产物的转录物的核酶。为此,首先可使用包含基因产物的完整编码序列(包括可存在的任何侧翼序列)的DNA分子,以及仅包含部分编码序列的DNA分子,在这种情况下这些部分编码序列必须足够长以在细胞中具有反义效应。还可使用与基因产物的编码序列具有高度同源性但与其不完全相同的DNA序列。
当在植物中表达核酸分子时,所合成的蛋白质可位于植物细胞的任意所需区室中。然而,为实现在特定区室内的定位,例如可将编码区与确保定位于特定区室中的DNA序列相连。这类序列是本领域技术人员已知的(参见,例如Braun等人,EMBO J.11(1992),3219-3227;Wolter等人,Proc.Natl.Acad.Sci.USA 85(1988),846-850;Sonnewald等人,Plant J.1(1991),95-106)。核酸分子还可在植物细胞的细胞器中表达。
可通过已知技术使转基因植物细胞再生,以产生完整植物。原则上,转基因植物可为任何所需植物种类的植物,即不仅为单子叶植物,还为双子叶植物。因此,可通过超表达、阻遏(suppression)或抑制(inhibition)同源(=天然)基因或基因序列,或表达异源(=外源)基因或基因序列来获得特性改变的转基因植物。
本发明的化合物(I)可优选用于转基因作物中,所述转基因作物对生长调节剂(例如2,4-D、麦草畏(dicamba))具有抗性,或对抑制必需植物酶(例如乙酰乳酸合酶(ALS)、EPSP合酶、谷氨酰胺合酶(GS)或羟基苯丙酮酸双加氧酶(HPPD))的除草剂具有抗性,或对选自磺酰脲类、草甘膦类、草铵膦类或苯甲酰基异噁唑类和类似活性化合物的除草剂具有抗性,或对这些活性化合物的任意所需的结合物具有抗性。
本发明的化合物可特别优选用于对草甘膦类和草铵膦类、草甘膦类和磺酰脲类或咪唑啉酮类的结合物具有抗性的转基因作物植物。最优选地,本发明的化合物可用于转基因作物植物,例如商品名或名称为OptimumTM GATTM(耐受草甘膦ALS)的玉米或大豆。
当将本发明的活性化合物用于转基因作物时,不仅产生在其他作物中观察到的对有害植物的效果,还通常对特定转基因作物中的施用具有特定效果,例如改变的或特别是拓宽的可防治的杂草谱、改变的可用于施用的施用率、优选与转基因作物对其具有抗性的除草剂的良好的相容性,以及影响转基因作物植物的生长和产量。
因此,本发明还涉及本发明的式(I)的化合物作为除草剂用于防治转基因作物植物中的有害植物的用途。
本发明的化合物可以常规制剂中的可湿性粉剂、可乳化浓缩剂、可喷雾溶液剂、撒粉产品(dusting product)或颗粒剂的形式施用。因此,本发明还提供包含本发明的化合物的除草和植物生长调节组合物。
根据所需的生物和/或物理化学参数,可以多种方式配制本发明的化合物。可能的制剂包括,例如:可湿性粉剂(WP)、水溶性粉剂(SP)、水溶性浓缩剂、可乳化浓缩剂(EC)、乳剂(EW)如水包油乳剂和油包水乳剂、可喷雾溶液剂、悬浮浓缩剂(SC)、基于油或水的分散剂、油混溶性溶液剂、微囊悬浮剂(CS)、撒粉产品(DP)、拌种剂、用于撒播和土壤施用的颗粒剂、微颗粒形式的颗粒剂(GR)、喷雾颗粒剂、吸收和吸附颗粒剂、水分散性颗粒剂(WG)、水溶性颗粒剂(SG)、ULV制剂、微胶囊剂和蜡剂。这些单独的制剂类型原则上是已知的,并且记载于例如以下文献中:Winnacker-Küchler,"Chemische Technologie[ChemicalTechnology]",第7卷,C.Hanser Verlag Munich,第四版,1986;Wade van Valkenburg,"Pesticide Formulations",Marcel Dekker,N.Y.,1973;K.Martens,"Spray Drying"Handbook,第3版,1979,G.Goodwin Ltd.London。
所需的制剂助剂,例如惰性物质、表面活性剂、溶剂和其他添加剂同样是已知的,并且记载于例如以下文献中:Watkins,"Handbook of Insecticide Dust Diluents andCarriers",第2版,Darland Books,Caldwell N.J.;H.v.Olphen,"Introduction to ClayColloid Chemistry",第2版,J.Wiley&Sons,N.Y.;C.Marsden,"Solvents Guide",第2版,Interscience,N.Y.1963;McCutcheon,"Detergents and Emulsifiers Annual",MCPubl.Corp.,Ridgewood N.J.;Sisley和Wood,"Encyclopedia of Surface ActiveAgents",Chem.Publ.Co.Inc.,N.Y.1964; [Interface-active Ethylene Oxide Adducts],Wiss.Verlagsgesell.,Stuttgart 1976;Winnacker-Küchler,"Chemische Technologie",第7卷,C.Hanser Verlag Munich,第4版,1986。
基于这些制剂,还可制备与其他活性化合物(例如杀昆虫剂、杀螨剂、除草剂、杀真菌剂)以及与安全剂、肥料和/或生长调节剂的结合物,例如以成品制剂或桶混物(tankmix)的形式。
可与本发明的化合物以混合制剂形式或以桶混物形式结合使用的活性化合物为,例如已知的基于抑制以下物质的活性化合物:例如乙酰乳酸合酶、乙酰辅酶A羧化酶、纤维素合酶、烯醇式丙酮酰莽草酸-3-磷酸合酶(enolpyruvylshikimate-3-phosphatesynthase)、谷氨酰胺合酶、对羟基苯丙酮酸双加氧酶、八氢番茄红素脱氢酶(phytoenedesaturase)、光系统I、光系统II或原卟啉原氧化酶(protoporphyrinogen oxidase),例如Weed Research 26(1986)441-445或"The Pesticide Manual",第16版,The British CropProtection Council and the Royal Soc.of Chemistry,2006以及其中引用的文献中所记载。可与本发明的化合物结合的已知的除草剂或植物生长调节剂为例如以下活性化合物,其中所述活性化合物以根据国际标准化组织(ISO)的“通用名称”命名,或以化学名称或代码编号命名。即使未明确提及,它们总是包括所有的施用形式,例如酸、盐、酯以及所有的异构体形式,例如立体异构体和光学异构体。
这种除草混合配伍剂的实例为:
乙草胺(acetochlor)、三氟羧草醚(acifluorfen)、三氟羧草醚钠(acifluorfen-sodium)、苯草醚(aclonifen)、甲草胺(alachlor)、二丙烯草胺(allidochlor)、禾草灭(alloxydim)、禾草灭钠(alloxydim-sodium)、莠灭净(ametryn)、氨唑草酮(amicarbazone)、乙酰胺(amidochlor)、酰嘧磺隆(amidosulfuron)、4-氨基-3-氯-6-(4-氯-2-氟-3-甲基苯基)-5-氟吡啶-2-羧酸、环丙嘧啶酸(aminocyclopyrachlor)、环丙嘧啶酸钾(aminocyclopyrachlor-potassium)、环丙嘧啶酸甲酯(aminocyclopyrachlor-methyl)、氯氨吡啶酸(aminopyralid)、杀草强(amitrole)、氨基磺酸铵(ammoniumsulfamate)、莎稗磷(anilofos)、磺草灵(asulam)、莠去津(atrazine)、唑啶草酮(azafenidin)、四唑嘧磺隆(azimsulfuron)、氟丁酰草胺(beflubutamid)、草除灵(benazolin)、草除灵乙酯(benazolin-ethyl)、乙丁氟灵(benfluralin)、呋草黄(benfuresate)、苄嘧磺隆(bensulfuron)、苄嘧磺隆(bensulfuron-methyl)、地散磷(bensulide)、灭草松(bentazone)、双环磺草酮(benzobicyclon)、吡草酮(benzofenap)、氟吡草酮(bicyclopyron)、甲羧除草醚(bifenox)、双丙氨膦(bilanafos)、双丙氨膦钠(bilanafos-sodium)、双草醚(bispyribac)、双草醚钠(bispyribac-sodium)、除草定(bromacil)、溴丁酰草胺(bromobutide)、溴酚肟(bromofenoxim)、溴苯腈(bromoxynil)、丁酰溴苯腈(bromoxynil-butyrate)、溴苯腈钾(bromoxynil-potassium)、庚酰溴苯腈(bromoxynil-heptanoate)和辛酰溴苯腈(bromoxynil-octanoate)、羟草酮(busoxinone)、丁草胺(butachlor)、氟丙嘧草酯(butafenacil)、抑草磷(butamifos)、丁烯草胺(butenachlor)、仲丁灵(butralin)、丁苯草酮(butroxydim)、丁草敌(butylate)、唑草胺(cafenstrole)、双酰草胺(carbetamide)、唑酮草酯(carfentrazone)、唑酮草酯(carfentrazone-ethyl)、草灭畏(chloramben)、氯溴隆(chlorbromuron)、伐草克(chlorfenac)、伐草克钠(chlorfenac-sodium)、燕麦酯(chlorfenprop)、氯芴素(chlorflurenol)、氯芴素(chlorflurenol-methyl)、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、氯嘧磺隆(chlorimuron-ethyl)、氯酞酰亚胺(chlorophthalim)、绿麦隆(chlorotoluron)、敌草索(chlorthal-dimethyl)、氯磺隆(chlorsulfuron)、吲哚酮草酯(cinidon)、吲哚酮草酯(cinidon-ethyl)、环庚草醚(cinmethylin)、醚磺隆(cinosulfuron)、氯酰草膦(clacyfos)、烯草酮(clethodim)、炔草酸(clodinafop)、炔草酯(clodinafop-propargyl)、异噁草松(clomazone)、氯甲酰草胺(clomeprop)、二氯吡啶酸(clopyralid)、氯酯磺草胺(cloransulam)、氯酯磺草胺(cloransulam-methyl)、苄草隆(cumyluron)、氨基氰(cyanamide)、氰草津(cyanazine)、环草敌(cycloate)、cyclopyranil、cyclopyrimorate、环丙嘧磺隆(cyclosulfamuron)、噻草酮(cycloxydim)、氰氟草酯(cyhalofop)、氰氟草酯(cyhalofop-butyl)、环草津(cyprazine)、2,4-D、2,4-D-丁氧基乙酯(2,4-D-butotyl)、2,4-D-丁酯(2,4-D-butyl)、2,4-D-二甲基铵(2,4-D-dimethylammonium)、2,4-D-二乙醇胺(2,4-D-diolamin)、2,4-D-乙酯(2,4-D-ethyl)、2,4-D-2-乙基己酯(2,4-D-2-ethylhexyl)、2,4-D-异丁酯、2,4-D-异辛酯、2,4-D-异丙基铵、2,4-D-钾、2,4-D-三异丙醇铵和2,4-D-三乙醇胺、2,4-DB、2,4-DB-丁酯、2,4-DB-二甲基铵、2,4-DB-异辛酯、2,4-DB-钾和2,4-DB-钠、杀草隆(daimuron(dymron))、茅草枯(dalapon)、棉隆(dazomet)、正癸醇、甜菜安(desmedipham)、detosyl-pyrazolate(DTP)、麦草畏(dicamba)、敌草腈(dichlobenil)、2-(2,4-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮、2-(2,5-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮、2,4-滴丙酸(dichlorprop)、精2,4-滴丙酸(dichlorprop-P)、禾草灵(diclofop)、禾草灵(diclofop-methyl)、精禾草灵(diclofop-P-methyl)、双氯磺草胺(diclosulam)、野燕枯(difenzoquat)、吡氟酰草胺(diflufenican)、二氟吡隆(diflufenzopyr)、二氟吡隆钠(diflufenzopyr-sodium)、噁唑隆(dimefuron)、哌草丹(dimepiperate)、二甲草胺(dimethachlor)、异戊乙净(dimethametryn)、二甲吩草胺(dimethenamid)、精二甲吩草胺(dimethenamid-P)、dimetrasulfuron、氨氟灵(dinitramine)、特乐酚(dinoterb)、双苯酰草胺(diphenamid)、敌草快(diquat)、二溴敌草快(diquat dibromide)、氟硫草定(dithiopyr)、敌草隆(diuron)、DNOC、茵多酸(endothal)、EPTC、戊草丹(esprocarb)、乙丁烯氟灵(ethalfluralin)、胺苯磺隆(ethametsulfuron)、胺苯磺隆(ethametsulfuron-methyl)、乙嗪草酮(ethiozin)、乙氧呋草黄(ethofumesate)、氟乳醚(ethoxyfen)、氟乳醚(ethoxyfen-ethyl)、乙氧嘧磺隆(ethoxysulfuron)、乙氧苯草胺(etobenzanid)、F-9600、F-5231(即N-[2-氯-4-氟-5-[4-(3-氟丙基)-4,5-二氢-5-氧代-1H-四唑-1-基]苯基]乙磺酰胺)、F-7967(即3-[7-氯-5-氟-2-(三氟甲基)-1H-苯并咪唑-4-基]-1-甲基-6-(三氟甲基)嘧啶-2,4(1H,3H)-二酮)、噁唑禾草灵(fenoxaprop)、精噁唑禾草灵(fenoxaprop-P)、噁唑禾草灵乙酯(fenoxaprop-ethyl)、精噁唑禾草灵乙酯(fenoxaprop-P-ethyl)、fenoxasulfone、fenquinotrione、四唑酰草胺(fentrazamide)、麦草伏(flamprop)、高效麦草氟异丙酯(flamprop-M-isopropyl)、高效麦草氟甲酯(flamprop-M-methyl)、啶嘧磺隆(flazasulfuron)、双氟磺草胺(florasulam)、吡氟禾草灵(fluazifop)、精吡氟禾草灵(fluazifop-P)、吡氟禾草灵丁酯(fluazifop-butyl)、精吡氟禾草灵丁酯(fluazifop-P-butyl)、氟酮磺隆(flucarbazone)、氟酮磺隆(flucarbazone-sodium)、氟吡磺隆(flucetosulfuron)、氯乙氟灵(fluchloralin)、氟噻草胺(flufenacet)、氟哒嗪草酯(flufenpyr)、氟哒嗪草酯(flufenpyr-ethyl)、唑嘧磺草胺(flumetsulam)、氟烯草酸(flumiclorac)、氟烯草酸(flumiclorac-pentyl)、丙炔氟草胺(flumioxazin)、氟草隆(fluometuron)、抑草丁(flurenol)、芴醇丁酯(flurenol-butyl)、芴醇二甲铵(flurenol-dimethylammonium)和芴醇甲酯(flurenol-methyl)、乙羧氟草醚(fluoroglycofen)、乙羧氟草醚(fluoroglycofen-ethyl)、四氟丙酸(flupropanate)、氟啶嘧磺隆(flupyrsulfuron)、氟啶嘧磺隆钠(flupyrsulfuron-methyl-sodium)、氟啶草酮(fluridone)、氟咯草酮(flurochloridone)、氯氟吡氧乙酸(fluroxypyr)、氯氟吡氧乙酸异辛酯(fluroxypyr-meptyl)、呋草酮(flurtamone)、嗪草酸(fluthiacet)、嗪草酸甲酯(fluthiacet-methyl)、氟磺胺草醚(fomesafen)、氟磺胺草醚钠(fomesafen-sodium)、甲酰氨磺隆(foramsulfuron)、杀木膦(fosamine)、草铵膦、草铵膦铵、精草铵膦钠(glufosinate-P-sodium)、精草铵膦铵、精草铵膦钠、草甘膦、草甘膦铵、草甘膦异丙基铵、草甘膦二铵、草甘膦二甲基铵、草甘膦钾、草甘膦钠和草硫膦(glyphosate-trimesium)、H-9201(即O-(2,4-二甲基-6-硝基苯基)O-乙基异丙基硫代磷酰胺酯(O-(2,4-dimethyl-6-nitrophenyl)O-ethyl isopropylphosphoramido thioate))、氟氯吡啶酯(halauxifen)、氟氯吡啶酯(halauxifen-methyl)、氟硝磺酰胺(halosafen)、氯吡嘧磺隆(halosulfuron)、氯吡嘧磺隆(halosulfuron-methyl)、氟吡禾灵(haloxyfop)、精氟吡禾灵(haloxyfop-P)、氟吡禾灵乙氧基乙酯、精氟吡禾灵乙氧基乙酯、氟吡甲禾灵(haloxyfop-methyl)、精氟吡甲禾灵(haloxyfop-P-methyl)、环嗪酮(hexazinone)、HW-02(即(2,4-二氯苯氧基)乙酸1-(二甲氧基磷酰基)乙酯)、咪草酯(imazamethabenz)、咪草酯(imazamethabenz-methyl)、甲氧咪草烟(imazamox)、甲氧咪草烟铵、甲咪唑烟酸(imazapic)、甲咪唑烟酸铵、咪唑烟酸(imazapyr)、咪唑烟酸异丙基铵、咪唑喹啉酸(imazaquin)、咪唑喹啉酸铵、咪唑乙烟酸(imazethapyr)、咪唑乙烟酸亚铵(imazethapyr-immonium)、唑吡嘧磺隆(imazosulfuron)、茚草酮(indanofan)、三嗪茚草胺(indaziflam)、碘甲磺隆(iodosulfuron)、碘甲磺隆钠(iodosulfuron-methyl-sodium)、碘苯腈(ioxynil)、辛酰碘苯腈(ioxynil-octanoate)、碘苯腈钾和碘苯腈钠、三唑酰草胺(ipfencarbazone)、异丙隆(isoproturon)、异噁隆(isouron)、异噁酰草胺(isoxaben)、异噁唑草酮(isoxaflutole)、特胺灵(karbutilate)、KUH-043(即3-({[5-(二氟甲基)-1-甲基-3-(三氟甲基)-1H-吡唑-4-基]甲基}磺酰基)-5,5-二甲基-4,5-二氢-1,2-噁唑)、ketospiradox、乳氟禾草灵(lactofen)、环草定(lenacil)、利谷隆(linuron)、MCPA、MCPA-丁氧基乙酯、MCPA-二甲基铵、MCPA-2-乙基己酯、MCPA-异丙基铵、MCPA-钾和MCPA-钠、MCPB、MCPB-甲酯、MCPB-乙酯和MCPB-钠、2-甲-4-氯丙酸(mecoprop)、2-甲-4-氯丙酸钠和2-甲-4-氯丙酸丁氧基乙酯、精2-甲-4-氯丙酸(mecoprop-P)、精2-甲-4-氯丙酸丁氧基乙酯、精2-甲-4-氯丙酸二甲基铵、精2-甲-4-氯丙酸-2-乙基己酯和精2-甲-4-氯丙酸钾、苯噻酰草胺(mefenacet)、氟磺酰草胺(mefluidide)、甲基二磺隆(mesosulfuron)、甲基二磺隆(mesosulfuron-methyl)、甲基磺草酮(mesotrione)、甲基苯噻隆(methabenzthiazuron)、威百亩(metam)、噁唑酰草胺(metamifop)、苯嗪草酮(metamitron)、吡唑草胺(metazachlor)、嗪吡嘧磺隆(metazosulfuron)、甲基苯噻隆、甲硫嘧磺隆(methiopyrsulfuron)、methiozolin、异硫氰酸甲酯(methyl isothiocyanate)、溴谷隆(metobromuron)、异丙甲草胺(metolachlor)、精异丙甲草胺(S-metolachlor)、磺草唑胺(metosulam)、甲氧隆(metoxuron)、嗪草酮(metribuzin)、甲磺隆(metsulfuron)、甲磺隆(metsulfuron-methyl)、禾草敌(molinate)、绿谷隆(monolinuron)、单嘧磺隆(monosulfuron)、单嘧磺酯(monosulfuron ester)、MT-5950(即N-[3-氯-4-(1-甲基乙基)-苯基]-2-甲基戊酰胺)、NGGC-011、敌草胺(napropamide)、NC-310(即4-(2,4-二氯苯甲酰基)-1-甲基-5-苄氧基吡唑)、草不隆(neburon)、烟嘧磺隆(nicosulfuron)、壬酸(nonanoic acid(pelargonic acid))、氟草敏(norflurazon)、油酸(脂肪酸)、坪草丹(orbencarb)、嘧苯胺磺隆(orthosulfamuron)、氨磺乐灵(oryzalin)、丙炔噁草酮(oxadiargyl)、噁草酮(oxadiazon)、环氧嘧磺隆(oxasulfuron)、噁嗪草酮(oxaziclomefon)、乙氧氟草醚(oxyfluorfen)、百草枯(paraquat)、二氯百草枯(paraquat dichloride)、克草猛(pebulate)、二甲戊灵(pendimethalin)、五氟磺草胺(penoxsulam)、五氯苯酚(pentachlorphenol)、环戊噁草酮(pentoxazone)、烯草胺(pethoxamid)、矿物油(petroleum oils)、甜菜宁(phenmedipham)、氨氯吡啶酸(picloram)、氟吡酰草胺(picolinafen)、唑啉草酯(pinoxaden)、哌草磷(piperophos)、丙草胺(pretilachlor)、氟嘧磺隆(primisulfuron)、氟嘧磺隆(primisulfuron-methyl)、氨氟乐灵(prodiamine)、环苯草酮(profoxydim)、扑灭通(prometon)、扑草净(prometryn)、毒草胺(propachlor)、敌稗(propanil)、噁草酸(propaquizafop)、扑灭津(propazine)、苯胺灵(propham)、异丙草胺(propisochlor)、丙苯磺隆(propoxycarbazone)、丙苯磺隆钠(propoxycarbazone-sodium)、丙嗪嘧磺隆(propyrisulfuron)、炔苯酰草胺(propyzamide)、苄草丹(prosulfocarb)、氟磺隆(prosulfuron)、双唑草腈(pyraclonil)、吡草醚(pyraflufen)、吡草醚(pyraflufen-ethyl)、磺酰草吡唑(pyrasulfotole)、吡唑特(pyrazolynate(pyrazolate))、吡嘧磺隆(pyrazosulfuron)、吡嘧磺隆(pyrazosulfuron-ethyl)、苄草唑(pyrazoxyfen)、pyribambenz、异丙酯草醚(pyribambenz-isopropyl)、丙酯草醚(pyribambenz-propyl)、嘧啶肟草醚(pyribenzoxim)、稗草丹(pyributicarb)、达草止(pyridafol)、哒草特(pyridate)、环酯草醚(pyriftalid)、嘧草醚(pyriminobac)、嘧草醚(pyriminobac-methyl)、pyrimisulfan、嘧草硫醚(pyrithiobac)、嘧草硫醚(pyrithiobac-sodium)、砜吡草唑(pyroxasulfone)、甲氧磺草胺(pyroxsulam)、二氯喹啉酸(quinclorac)、氯甲喹啉酸(quinmerac)、灭藻醌(quinoclamine)、喹禾灵(quizalofop)、喹禾灵乙酯(quizalofop-ethyl)、精喹禾灵(quizalofop-P)、精喹禾灵乙酯(quizalofop-P-ethyl)、精喹禾糠酯(quizalofop-P-tefuryl)、砜嘧磺隆(rimsulfuron)、苯嘧磺草胺(saflufenacil)、烯禾啶(sethoxydim)、环草隆(siduron)、西玛津(simazine)、西草净(simetryn)、SL-261、磺草酮(sulcotrione)、甲磺草胺(sulfentrazone)、甲嘧磺隆(sulfometuron)、甲嘧磺隆(sulfometuron-methyl)、磺酰磺隆(sulfosulfuron)、SYN-523、SYP-249(即1-乙氧基-3-甲基-1-氧代丁-3-烯-2-基5-[2-氯-4-(三氟甲基)苯氧基]-2-硝基苯甲酸酯)、SYP-300(即1-[7-氟-3-氧代-4-(丙-2-炔-1-基)-3,4-二氢-2H-1,4-苯并噁嗪-6-基]-3-丙基-2-硫代咪唑烷-4,5-二酮)、2,3,6-TBA、TCA(三氟乙酸)、三氟乙酸钠(TCA-sodium)、丁噻隆(tebuthiuron)、呋喃磺草酮(tefuryltrione)、环磺酮(tembotrione)、吡喃草酮(tepraloxydim)、特草定(terbacil)、特草灵(terbucarb)、特丁通(terbumeton)、特丁津(terbuthylazine)、去草净(terbutryn)、噻吩草胺(thenylchlor)、噻唑烟酸(thiazopyr)、噻酮磺隆(thiencarbazone)、噻酮磺隆(thiencarbazone-methyl)、噻吩磺隆(thifensulfuron)、噻吩磺隆(thifensulfuron-methyl)、禾草丹(thiobencarb)、tiafenacil、tolpyralate、苯吡唑草酮(topramezone)、三甲苯草酮(tralkoxydim)、氟酮磺草胺(triafamone)、野麦畏(tri-allate)、醚苯磺隆(triasulfuron)、三嗪氟草胺(triaziflam)、苯磺隆(tribenuron)、苯磺隆(tribenuron-methyl)、三氯吡氧乙酸(triclopyr)、草达津(trietazine)、三氟啶磺隆(trifloxysulfuron)、三氟啶磺隆钠(trifloxysulfuron-sodium)、trifludimoxazin、氟乐灵(trifluralin)、氟胺磺隆(triflusulfuron)、氟胺磺隆(triflusulfuron-methyl)、三氟甲磺隆(tritosulfuron)、硫酸脲、灭草敌(vernolate)、XDE-848、ZJ-0862(即3,4-二氯-N-{2-[(4,6-二甲氧基嘧啶-2-基)氧基]苄基}苯胺),以及以下化合物:
作为可能的混合配伍剂的植物生长调节剂的实例为:
活化酯(acibenzolar)、阿拉酸式苯-S-甲基(acibenzolar-S-methyl)、5-氨基乙酰丙酸、嘧啶醇(ancymidol)、6-苄基氨基嘌呤、芸苔素内酯(brassinolide)、邻苯二酚(catechol)、矮壮素(chlormequat chloride)、调果酸(cloprop)、环丙酸酰胺(cyclanilide)、3-(环丙-1-烯基)丙酸、丁酰肼(daminozide)、棉隆、正癸醇、调呋酸(dikegulac)、调呋酸钠(dikegulac-sodium)、茵多酸(endothal)、茵多酸二钾(endothal-dipotassium)、茵多酸二钠(endothal-disodium)、单(N,N-二甲基烷基铵)、乙烯利(ethephon)、氟节胺(flumetralin)、抑草丁、芴丁酯、呋嘧醇(flurprimidol)、氯吡脲(forchlorfenuron)、赤霉酸(gibberellic acid)、抗倒胺(inabenfide)、吲哚-3-乙酸(IAA)、4-吲哚-3-基丁酸、稻瘟灵(isoprothiolane)、烯丙苯噻唑(probenazole)、茉莉酸(jasmonic acid)、茉莉酸甲酯、马来酰肼、助壮素(mepiquat chloride)、1-甲基环丙烯、2-(1-萘基)乙酰胺、1-萘基乙酸、2-萘氧基乙酸、硝基酚盐混合物(nitrophenoxidemixture)、4-氧代-4[(2-苯乙基)氨基]丁酸、多效唑(paclobutrazole)、N-苯基邻氨甲酰苯甲酸、调环酸(prohexadione)、调环酸钙(prohexadione-calcium)、茉莉酮(prohydrojasmone)、水杨酸、独角金内酯(strigolactone)、四氯硝基苯(tecnazene)、噻苯隆(thidiazuron)、三十烷醇(triacontanol)、抗倒酯(trinexapac)、抗倒酯(trinexapac-ethyl)、tsitodef、烯效唑(uniconazole)、精烯效唑(uniconazole-P)。
可与本发明的式(I)的化合物结合并任选地与其他活性化合物(如上文所述的杀昆虫剂、杀螨剂、除草剂、杀真菌剂)结合使用的安全剂优选选自:
S1)式(S1)的化合物,
其中符号和下标定义如下:
nA代表0至5、优选0至3的自然数;
RA 1代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、硝基或(C1-C4)-卤代烷基;
WA代表未取代或取代的二价杂环基团,其选自具有1至3个选自N和O的环杂原子的部分不饱和的或芳族的五元杂环,其中所述环中存在至少一个氮原子和至多一个氧原子,优选选自(WA 1)至(WA 4)的基团,
mA代表0或1;
RA 2代表ORA 3、SRA 3或NRA 3RA 4或具有至少一个氮原子和最高达3个杂原子(优选选自O和S)的饱和或不饱和的3元至7元杂环,所述杂环通过氮原子与(S1)中的羰基连接,并且为未取代的或被选自以下的基团取代:(C1-C4)-烷基、(C1-C4)-烷氧基或任选取代的苯基,优选式ORA 3、NHRA 4或N(CH3)2的基团,尤其是式ORA 3的基团;
RA 3代表氢或优选具有总共1至18个碳原子的未取代的或取代的脂族烃基;
RA 4代表氢、(C1-C6)-烷基、(C1-C6)-烷氧基或取代的或未取代的苯基;
RA 5代表H、(C1-C8)-烷基、(C1-C8)-卤代烷基、(C1-C4)-烷氧基-(C1-C8)-烷基、氰基或COORA 9,其中RA 9代表氢、(C1-C8)-烷基、(C1-C8)-卤代烷基、(C1-C4)-烷氧基-(C1-C4)-烷基、(C1-C6)-羟基烷基、(C3-C12)-环烷基或三-(C1-C4)-烷基甲硅烷基;
RA 6、RA 7、RA 8是相同或不同的,并且代表氢、(C1-C8)-烷基、(C1-C8)-卤代烷基、(C3-C12)-环烷基或取代的或未取代的苯基;
优选:
a)二氯苯基吡唑啉-3-羧酸类的化合物(S1a),优选化合物例如1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-甲酸、1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-甲酸乙酯(S1-1)(“吡唑解草酯(mefenpyr-diethyl)”),以及如在WO-A-91/07874中记载的相关化合物;
b)二氯苯基吡唑羧酸的衍生物(S1b),优选化合物例如1-(2,4-二氯苯基)-5-甲基吡唑-3-甲酸乙酯(S1-2)、1-(2,4-二氯苯基)-5-异丙基吡唑-3-甲酸乙酯(S1-3)、1-(2,4-二氯苯基)-5-(1,1-二甲基乙基)吡唑-3-甲酸乙酯(S1-4),以及如在EP-A-333 131和EP-A-269 806中记载的相关化合物;
c)1,5-二苯基吡唑-3-羧酸的衍生物(S1c),优选化合物例如1-(2,4-二氯苯基)-5-苯基吡唑-3-甲酸乙酯(S1-5)、1-(2-氯苯基)-5-苯基吡唑-3-甲酸甲酯(S1-6),以及如在例如EP-A-268554中记载的相关化合物;
d)三唑羧酸类的化合物(S1d),优选化合物例如解草唑(-乙酯),即1-(2,4-二氯苯基)-5-三氯甲基-(1H)-1,2,4-三唑-3-甲酸乙酯(S1-7),以及如在EP-A-174 562和EP-A-346 620中记载的相关化合物;
e)5-苄基-2-异噁唑啉-3-羧酸或5-苯基-2-异噁唑啉-3-羧酸或5,5-二苯基-2-异噁唑啉-3-羧酸类的化合物(S1e),优选化合物例如5-(2,4-二氯苄基)-2-异噁唑啉-3-甲酸乙酯(S1-8)或5-苯基-2-异噁唑啉-3-甲酸乙酯(S1-9),以及如在WO-A-91/08202中记载的相关化合物,或者5,5-二苯基-2-异噁唑啉-3-甲酸(S1-10)或5,5-二苯基-2-异噁唑啉-3-甲酸乙酯(S1-11)(“双苯噁唑酸(isoxadifen-ethyl)”)或5,5-二苯基-2-异噁唑啉-3-甲酸正丙酯(S1-12)或5-(4-氟苯基)-5-苯基-2-异噁唑啉-3-甲酸乙酯(S1-13),如专利申请WO-A-95/07897中所记载。
S2)式(S2)的喹啉衍生物,
其中符号和下标定义如下:
RB 1代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、硝基或(C1-C4)-卤代烷基;
nB代表0至5、优选0至3的自然数;
RB 2代表ORB 3、SRB 3或NRB 3RB 4或具有至少一个氮原子和最高达3个杂原子(优选选自O和S)的饱和或不饱和的3元至7元杂环,所述杂环通过氮原子与(S2)中的羰基连接,并且为未取代的或被选自以下的基团取代:(C1-C4)-烷基、(C1-C4)-烷氧基或任选取代的苯基,优选式ORB 3、NHRB 4或N(CH3)2的基团,尤其是式ORB 3的基团;
RB 3代表氢或优选具有总共1至18个碳原子的未取代的或取代的脂族烃基;
RB 4代表氢、(C1-C6)-烷基、(C1-C6)-烷氧基或取代的或未取代的苯基;
TB代表(C1或C2)-烷二基链,其为未取代的或被一个或两个(C1-C4)-烷基取代或被[(C1-C3)-烷氧基]羰基取代;
优选:
a)8-喹啉氧基乙酸类的化合物(S2a),优选
(5-氯-8-喹啉氧基)乙酸1-甲基己酯(“解草酯(cloquintocet-mexyl)”)(S2-1),(5-氯-8-喹啉氧基)乙酸(1,3-二甲基丁-1-基)酯(S2-2),(5-氯-8-喹啉氧基)乙酸4-烯丙基氧基丁酯(S2-3),(5-氯-8-喹啉氧基)乙酸1-烯丙基氧基丙-2-基酯(S2-4),(5-氯-8-喹啉氧基)乙酸乙酯(S2-5),(5-氯-8-喹啉氧基)乙酸甲酯(S2-6),(5-氯-8-喹啉氧基)乙酸烯丙酯(S2-7),(5-氯-8-喹啉氧基)乙酸2-(2-亚丙基亚氨基氧基)-1-乙酯(S2-8)、(5-氯-8-喹啉氧基)乙酸2-氧代丙-1-基酯(S2-9),以及
如EP-A-86 750、EP-A-94 349和EP-A-191 736或EP-A-0 492 366中所记载的相关化合物,以及(5-氯-8-喹啉氧基)乙酸(S2-10)、其水合物及其盐,例如其锂盐、钠盐、钾盐、钙盐、镁盐、铝盐、铁盐、铵盐、季铵盐、锍盐或鏻盐,如WO-A-2002/34048中所记载;
b)(5-氯-8-喹啉氧基)丙二酸类的化合物(S2b),优选化合物例如(5-氯-8-喹啉氧基)丙二酸二乙酯、(5-氯-8-喹啉氧基)丙二酸二烯丙酯、(5-氯-8-喹啉氧基)丙二酸甲基乙酯以及如EP-A-0 582 198中所记载的相关化合物。
S3)式(S3)的化合物
其中符号和下标定义如下:
RC 1代表(C1-C4)-烷基、(C1-C4)-卤代烷基、(C2-C4)-烯基、(C2-C4)-卤代烯基、(C3-C7)-环烷基,优选二氯甲基;
RC 2、RC 3是相同或不同的,并且代表氢、(C1-C4)-烷基、(C2-C4)-烯基、(C2-C4)-炔基、(C1-C4)-卤代烷基、(C2-C4)-卤代烯基、(C1-C4)-烷基氨基甲酰基-(C1-C4)-烷基、(C2-C4)-烯基氨基甲酰基-(C1-C4)-烷基、(C1-C4)-烷氧基-(C1-C4)-烷基、二氧杂环戊基-(C1-C4)-烷基、噻唑基、呋喃基、呋喃基烷基、噻吩基、哌啶基、取代的或未取代的苯基,或者RC 2和RC 3一起形成取代的或未取代的杂环,优选噁唑烷、噻唑烷、哌啶、吗啉、六氢嘧啶或苯并噁嗪环;
优选:
二氯乙酰胺类的活性化合物,其通常用作苗前安全剂(作用于土壤的安全剂),例如
“二氯丙烯胺(dichlormid)”(N,N-二烯丙基-2,2-二氯乙酰胺)(S3-1),
购自Stauffer的“R-29148”(3-二氯乙酰基-2,2,5-三甲基-1,3-噁唑烷)(S3-2),
购自Stauffer的“R-28725”(3-二氯乙酰基-2,2-二甲基-1,3-噁唑烷)(S3-3),
“解草嗪(benoxacor)”(4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪)(S3-4),
购自PPG Industries的“PPG-1292”(N-烯丙基-N-[(1,3-二氧戊环-2-基)甲基]二氯乙酰胺)(S3-5),
购自Sagro-Chem的“DKA-24”(N-烯丙基-N-[(烯丙基氨基羰基)甲基]二氯乙酰胺)(S3-6),
购自Nitrokemia或Monsanto的“AD-67”或“MON 4660”(3-二氯乙酰基-1-氧杂-3-氮杂螺[4.5]癸烷)(S3-7),
购自TRI-Chemical RT的“TI-35”(1-二氯乙酰基氮杂环庚烷)(S3-8),
购自BASF的“diclonon”(dicyclonon)或“BAS145138”或“LAB145138”((RS)-1-二氯乙酰基-3,3,8a-三甲基全氢吡咯并[1,2-a]嘧啶-6-酮)(S3-9),
“解草噁唑(furilazole)”或“MON 13900”((RS)-3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷)(S3-10);以及其(R)异构体(S3-11)。
S4)式(S4)的N-酰基磺酰胺及其盐,
其中符号和下标定义如下:
AD代表SO2-NRD 3-CO或CO-NRD 3-SO2;
XD代表CH或N;
RD 1代表CO-NRD 5RD 6或NHCO-RD 7;
RD 2代表卤素、(C1-C4)-卤代烷基、(C1-C4)-卤代烷氧基、硝基、(C1-C4)-烷基、(C1-C4)-烷氧基、(C1-C4)-烷基磺酰基、(C1-C4)-烷氧基羰基或(C1-C4)-烷基羰基;
RD 3代表氢、(C1-C4)-烷基、(C2-C4)-烯基或(C2-C4)-炔基;
RD 4代表卤素、硝基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-卤代烷氧基、(C3-C6)-环烷基、苯基、(C1-C4)-烷氧基、氰基、(C1-C4)-烷硫基、(C1-C4)-烷基亚磺酰基、(C1-C4)-烷基磺酰基、(C1-C4)-烷氧基羰基或(C1-C4)-烷基羰基;
RD 5代表氢、(C1-C6)-烷基、(C3-C6)-环烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C5-C6)-环烯基、苯基或含有vD个选自氮、氧和硫的杂原子的3元至6元杂环基,其中最后提及的七个基团被vD个选自以下的取代基取代:卤素、(C1-C6)-烷氧基、(C1-C6)-卤代烷氧基、(C1-C2)-烷基亚磺酰基、(C1-C2)-烷基磺酰基、(C3-C6)-环烷基、(C1-C4)-烷氧基羰基、(C1-C4)-烷基羰基和苯基,以及在环状基团的情况下,还选自(C1-C4)-烷基和(C1-C4)-卤代烷基;
RD 6代表氢、(C1-C6)-烷基、(C2-C6)-烯基或(C2-C6)-炔基,其中最后提及的三个基团被vD个选自以下的基团取代:卤素、羟基、(C1-C4)-烷基、(C1-C4)-烷氧基和(C1-C4)-烷硫基,或
RD 5和RD 6连同带有它们的氮原子一起形成吡咯烷基或哌啶基;
RD 7代表氢、(C1-C4)-烷基氨基、二-(C1-C4)-烷基氨基、(C1-C6)-烷基、(C3-C6)-环烷基,其中最后提及的二个基团被vD个选自以下的取代基取代:卤素、(C1-C4)-烷氧基、(C1-C6)-卤代烷氧基和(C1-C4)-烷硫基,以及在环状基团的情况下,还选自(C1-C4)-烷基和(C1-C4)-卤代烷基;
nD代表0、1或2;
mD代表1或2;
vD代表0、1、2或3;
其中,优选例如下式(S4a)的N-酰基磺酰胺类的化合物,其例如由WO-A-97/45016已知,
其中
RD 7代表(C1-C6)-烷基、(C3-C6)-环烷基,其中最后提及的二个基团被vD个选自以下的取代基取代:卤素、(C1-C4)-烷氧基、(C1-C6)-卤代烷氧基和(C1-C4)-烷硫基,以及在环状基团的情况下,还选自(C1-C4)-烷基和(C1-C4)-卤代烷基;
RD 4代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3;
mD代表1或2;
vD代表0、1、2或3;
以及
例如下式(S4b)的酰基氨磺酰基苯甲酰胺,其例如由WO-A-99/16744已知,
例如那些化合物,其中
RD 5=环丙基,且(RD 4)=2-OMe(“环丙磺酰胺(cyprosulfamide)”,S4-1),
RD 5=环丙基,且(RD 4)=5-Cl-2-OMe(S4-2),
RD 5=乙基,且(RD 4)=2-OMe(S4-3),
RD 5=异丙基,且(RD 4)=5-Cl-2-OMe(S4-4),和
RD 5=异丙基,且(RD 4)=2-OMe(S4-5)
以及
式(S4c)的N-酰基氨磺酰基苯基脲类的化合物,其例如由EP-A-365484已知,
其中
RD 8和RD 9彼此独立地代表氢、(C1-C8)-烷基、(C3-C8)-环烷基、(C3-C6)-烯基、(C3-C6)-炔基,
RD 4代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3,
mD代表1或2;
例如
1-[4-(N-2-甲氧基苯甲酰基氨磺酰基)苯基]-3-甲基脲,
1-[4-(N-2-甲氧基苯甲酰基氨磺酰基)苯基]-3,3-二甲基脲,
1-[4-(N-4,5-二甲基苯甲酰基氨磺酰基)苯基]-3-甲基脲,
以及
式(S4d)的N-苯基磺酰基对苯二甲酰胺,其例如由CN 101838227已知,
例如那些化合物,其中
RD 4代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3;
mD代表1或2;
RD 5代表氢、(C1-C6)-烷基、(C3-C6)-环烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C5-C6)-环烯基。
S5)来自羟基芳族化合物和芳族-脂族羧酸衍生物类的活性化合物(S5),例如
3,4,5-三乙酰氧基苯甲酸乙酯、3,5-二甲氧基-4-羟基苯甲酸、3,5-二羟基苯甲酸、4-羟基水杨酸、4-氟水杨酸、2-羟基肉桂酸、2,4-二氯肉桂酸,如WO-A-2004/084631、WO-A-2005/015994、WO-A-2005/016001中所记载。
S6)来自1,2-二氢喹喔啉-2-酮类的活性化合物(S6),例如
1-甲基-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮、1-甲基-3-(2-噻吩基)-1,2-二氢喹喔啉-2-硫酮、1-(2-氨基乙基)-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮盐酸盐、1-(2-甲基磺酰基氨基乙基)-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮,如WO-A-2005/112630中所记载。
S7)式(S7)的化合物,如WO-A-1998/38856中所记载,
其中符号和下标定义如下:
RE 1、RE 2彼此独立地代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷基、(C1-C4)-烷基氨基、二-(C1-C4)-烷基氨基、硝基;
AE代表COORE 3或COSRE 4;
RE 3、RE 4彼此独立地代表氢、(C1-C4)-烷基、(C2-C6)-烯基、(C2-C4)-炔基、氰基烷基、(C1-C4)-卤代烷基、苯基、硝基苯基、苄基、卤代苄基、吡啶基烷基和烷基铵,
nE 1代表0或1,
nE 2、nE 3彼此独立地代表0、1或2,
优选:
二苯基甲氧基乙酸,
二苯基甲氧基乙酸乙酯,
二苯基甲氧基乙酸甲酯(CAS登记号41858-19-9)(S7-1)。
S8)式(S8)的化合物或其盐,如WO-A-98/27049中所记载,
其中
XF代表CH或N,
nF在XF=N的情况下为0至4的整数,以及在XF=CH的情况下为0至5的整数,
RF 1代表卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基、硝基、(C1-C4)-烷硫基、(C1-C4)-烷基磺酰基、(C1-C4)-烷氧基羰基、任选取代的苯基、任选取代的苯氧基,
RF 2代表氢或(C1-C4)-烷基,
RF 3代表氢、(C1-C8)-烷基、(C2-C4)-烯基、(C2-C4)-炔基或芳基,其中上述含碳的基团各自为未取代的或被一个或多个、优选最高达三个相同或不同的选自卤素和烷氧基的基团取代,
优选以下化合物或其盐,其中
XF代表CH,
nF代表0至2的整数,
RF 1代表卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基,
RF 2代表氢或(C1-C4)-烷基,
RF 3代表氢、(C1-C8)-烷基、(C2-C4)-烯基、(C2-C4)-炔基或芳基,其中上述含碳的基团各自为未取代的或被一个或多个、优选最高达三个相同或不同的选自卤素和烷氧基的基团取代。
S9)来自3-(5-四唑基羰基)-2-喹诺酮类的活性化合物(S9),例如
1,2-二氢-4-羟基-1-乙基-3-(5-四唑基羰基)-2-喹诺酮(CAS登记号219479-18-2)、1,2-二氢-4-羟基-1-甲基-3-(5-四唑基羰基)-2-喹诺酮(CAS登记号95855-00-8),如WO-A-1999/000020中所记载。
S10)式(S10a)或(S10b)的化合物
如WO-A-2007/023719和WO-A-2007/023764中所记载,
其中
RG 1代表卤素、(C1-C4)-烷基、甲氧基、硝基、氰基、CF3、OCF3,
YG、ZG彼此独立地代表O或S,
nG代表0至4的整数,
RG 2代表(C1-C16)-烷基、(C2-C6)-烯基、(C3-C6)-环烷基、芳基、苄基、卤代苄基,
RG 3代表氢或(C1-C6)-烷基。
S11)氧基亚氨基化合物类的活性化合物(S11),其已知为拌种剂,例如
“解草腈(oxabetrinil)”((Z)-1,3-二氧戊环-2-基甲氧基亚氨基(苯基)乙腈)(S11-1),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂,
“氟草肟(fluxofenim)”(1-(4-氯苯基)-2,2,2-三氟-1-乙酮O-(1,3-二氧戊环-2-基甲基)肟)(S11-2),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂,以及
“解草胺腈(cyometrinil)”或“CGA-43089”((Z)-氰基甲氧基亚氨基(苯基)乙腈)(S11-3),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂。
S12)来自异硫代苯并二氢吡喃酮类(isothiochromanones)的活性化合物(S12),例如[(3-氧代-1H-2-苯并噻喃-4(3H)-亚基)甲氧基]乙酸甲酯(CAS登记号205121-04-6)(S12-1),以及WO-A-1998/13361中的相关化合物。
S13)一种或多种来自组(S13)的化合物:
“萘二甲酸酐”(1,8-萘二甲酸酐)(S13-1),其已知为用于玉米抵抗硫代氨基甲酸酯除草剂损害的拌种安全剂,
“解草啶(fenclorim)”(4,6-二氯-2-苯基嘧啶)(S13-2),其已知为在播种的稻中用于丙草胺的安全剂,
“解草胺(flurazole)”(2-氯-4-三氟甲基-1,3-噻唑-5-甲酸苄酯)(S13-3),其已知为用于黍/高粱抵抗甲草胺和异丙甲草胺损害的拌种安全剂,
购自American Cyanamid的“CL 304415”(CAS登记号31541-57-8)(4-羧基-3,4-二氢-2H-1-苯并吡喃-4-乙酸)(S13-4),其已知为用于玉米抵抗咪唑啉酮损害的安全剂,
购自Nitrokemia的“MG 191”(CAS登记号96420-72-3)(2-二氯甲基-2-甲基-1,3-二氧戊环)(S13-5),其已知为用于玉米的安全剂,
购自Nitrokemia的“MG 838”(CAS登记号133993-74-5)(1-氧杂-4-氮杂螺[4.5]癸烷-4-二硫代甲酸2-丙烯基酯)(S13-6),
“乙拌磷(disulfoton)”(S-2-乙硫基乙基二硫代磷酸O,O-二乙酯)(S13-7),
“增效磷(dietholate)”(O-苯基硫代磷酸O,O-二乙酯)(S13-8),
“mephenate”(甲基氨基甲酸4-氯苯酯)(S13-9)。
S14)除了对有害植物具有除草作用外,还对作物植物如稻具有安全剂作用的活性化合物,例如
“哌草丹(dimepiperate)”或“MY-93”(1-苯基乙基哌啶-1-硫代甲酸S-1-甲酯),其已知为用于稻抵抗除草剂禾草敌损害的安全剂,
“杀草隆”或“SK 23”(1-(1-甲基-1-苯基乙基)-3-对甲苯基脲),其已知为用于稻抵抗唑吡嘧磺隆除草剂损害的安全剂,
“苄草隆”=“JC-940”(3-(2-氯苯基甲基)-1-(1-甲基-1-苯基乙基)脲,参见JP-A-60087254),其已知为用于稻抵抗一些除草剂损害的安全剂,
“苯草酮(methoxyphenone)”或“NK 049”(3,3'-二甲基-4-甲氧基二苯甲酮),其已知为用于稻抵抗一些除草剂损害的安全剂,
购自Kumiai的“CSB”(1-溴-4-(氯甲基磺酰基)苯)(CAS登记号54091-06-4),其已知为用于在稻中抵抗一些除草剂损害的安全剂。
S15)式(S15)的化合物或其互变异构体
如WO-A-2008/131861和WO-A-2008/131860中所记载,其中
RH 1代表(C1-C6)-卤代烷基,且
RH 2代表氢或卤素,且
RH 3、RH 4彼此独立地代表氢、(C1-C16)-烷基、(C2-C16)-烯基或(C2-C16)-炔基,
其中最后提及的3个基团各自为未取代的或被一个或多个选自以下的基团取代:卤素、羟基、氰基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基、(C1-C4)-烷硫基、(C1-C4)-烷基氨基、二[(C1-C4)-烷基]氨基、[(C1-C4)-烷氧基]羰基、[(C1-C4)-卤代烷氧基]羰基、未取代的或取代的(C3-C6)-环烷基、未取代的或取代的苯基和未取代的或取代的杂环基,
或(C3-C6)-环烷基、(C4-C6)-环烯基、稠合至环的一侧而形成4元至6元饱和或不饱和的碳环的(C3-C6)-环烷基,或稠合至环的一侧而形成4元至6元饱和或不饱和的碳环的(C4-C6)-环烯基,
其中最后提及的4个基团各自为未取代的或被一个或多个选自以下的基团取代:卤素、羟基、氰基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基、(C1-C4)-烷硫基、(C1-C4)-烷基氨基、二[(C1-C4)-烷基]氨基、[(C1-C4)-烷氧基]羰基、[(C1-C4)-卤代烷氧基]羰基、未取代的或取代的(C3-C6)-环烷基、未取代的或取代的苯基和未取代的或取代的杂环基,
或
RH 3代表(C1-C4)-烷氧基、(C2-C4)-烯氧基、(C2-C6)-炔氧基或(C2-C4)-卤代烷氧基,且
RH 4代表氢或(C1-C4)-烷基,或
RH 3和RH 4与直接连接的氮原子一起代表四元至八元杂环,所述杂环除了氮原子外还可包含其他环杂原子,优选最高达两个选自N、O和S的其他环杂原子,并且所述杂环为未取代的或被一个或多个选自以下的基团取代:卤素、氰基、硝基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基和(C1-C4)-烷硫基。
S16)主要用作除草剂但还对作物植物具有安全剂作用的活性化合物,例如
(2,4-二氯苯氧基)乙酸(2,4-D),
(4-氯苯氧基)乙酸,
(R,S)-2-(4-氯-邻甲苯氧基)丙酸(mecoprop),
4-(2,4-二氯苯氧基)丁酸(2,4-DB),
(4-氯-邻甲苯氧基)乙酸(MCPA),
4-(4-氯-邻甲苯氧基)丁酸,
4-(4-氯苯氧基)丁酸,
3,6-二氯-2-甲氧基苯甲酸(麦草畏),
3,6-二氯-2-甲氧基苯甲酸1-(乙氧基羰基)乙酯(lactidichlor-ethyl)。
特别优选的安全剂为吡唑解草酯、环丙磺酰胺、双苯噁唑酸、解草酯和二氯丙烯胺。
可湿性粉剂为可在水中均匀分散的制剂,其除了活性化合物和稀释剂或惰性物质之外,还包含离子型和/或非离子型表面活性剂(润湿剂、分散剂),例如聚乙氧基化烷基酚、聚乙氧基化脂肪醇、聚乙氧基化脂肪胺、脂肪醇聚乙二醇醚硫酸盐、烷基磺酸盐、烷基苯磺酸盐、木质素磺酸钠、2,2'-二萘基甲烷-6,6'-二磺酸钠、二丁基萘磺酸钠或油酰基甲基牛磺酸钠。为制备可湿性粉剂,将除草活性化合物细磨,例如在常规设备如锤磨机、鼓风磨机和空气喷射磨机中,并同时或随后与制剂助剂混合。
可乳化浓缩剂通过将活性化合物溶于有机溶剂(例如丁醇、环己酮、二甲基甲酰胺、二甲苯或相对高沸点的芳族化合物或烃类)或有机溶剂的混合物中,并添加一种或多种离子型和/或非离子型表面活性剂(乳化剂)而制备。可使用的乳化剂的实例为:烷基芳基磺酸钙,例如十二烷基苯磺酸钙;或非离子型乳化剂,例如脂肪酸聚乙二醇酯、烷基芳基聚乙二醇醚、脂肪醇聚乙二醇醚、环氧丙烷/环氧乙烷缩合产物、烷基聚醚、脱水山梨糖醇酯(例如脱水山梨糖醇脂肪酸酯)或聚氧亚乙基脱水山梨糖醇酯(例如聚氧亚乙基脱水山梨糖醇脂肪酸酯)。
撒粉产品通过将活性化合物与细分散的固体一起研磨而获得,所述细分散的固体为例如滑石、天然粘土(如高岭土、膨润土和叶蜡石)或硅藻土。
悬浮浓缩剂可为水基或油基的。其可借助市售珠磨机,并任选地添加例如已在上文针对其他剂型所列出的表面活性剂,通过例如湿式研磨法制备。
乳剂,例如水包油乳剂(EW),可使用含水有机溶剂和任选地已在上文例如针对其他剂型所列的表面活性剂,借助例如搅拌器、胶体磨机和/或静态混合器来制备。
颗粒剂可通过将活性化合物喷洒于吸附性颗粒状惰性物质上制备或通过借助胶粘剂(例如聚乙烯醇、聚丙烯酸钠或矿物油)将活性化合物浓缩物施用于载体物质(例如砂、高岭石或颗粒状惰性物质)的表面来制备。还可将合适的活性化合物以制备肥料颗粒剂的常规方式——如果需要,与肥料混合——进行造粒。
水分散性颗粒剂通常通过常规方法如喷雾干燥法、流化床造粒法、盘式造粒法、用高速混合器混合且在无固体惰性物质的情况下挤出而制备。
关于盘式造粒、流化床造粒、挤出机造粒和喷雾造粒,参见例如"Spray-DryingHandbook"第三版,1979,G.Goodwin Ltd.,London,J.E.Browning,"Agglomeration",Chemical and Engineering 1967,第147页及后文;"Perry's Chemical Engineer'sHandbook",第5版,McGraw-Hill,New York 1973,第8-57页中的方法。
关于作物保护组合物制剂的其他详情,参见例如G.C.Klingman,"Weed Controlas a Science",John Wiley and Sons,Inc.,New York,1961,第81-96页和J.D.Freyer,S.A.Evans,"Weed Control Handbook",第5版,Blackwell Scientific Publications,Oxford,1968,第101-103页。
农业化学制剂通常包含0.1至99重量%、特别是0.1至95重量%的本发明的化合物。在可湿性粉剂中,活性化合物的浓度例如为约10至90重量%,补足至100重量%的余量由常规制剂成分组成。在可乳化浓缩剂中,活性化合物的浓度可为约1重量%至90重量%且优选5重量%至80重量%。粉剂形式的制剂包含1重量%至30重量%的活性化合物,优选地通常5重量%至20重量%的活性化合物;可喷雾溶液剂包含约0.05重量%至80重量%、优选2重量%至50重量%的活性化合物。在水分散性颗粒剂的情况下,活性化合物的含量部分取决于活性化合物是液体还是固体形式,以及使用何种造粒助剂、填料等。在水分散性颗粒剂中,活性化合物的含量例如为1重量%至95重量%,优选为10重量%至80重量%。
此外,所提及的活性化合物制剂任选地包含各自常规的粘着剂、润湿剂、分散剂、乳化剂、渗透剂、防腐剂、抗冻剂和溶剂、填料、载体和染料、消泡剂、蒸发抑制剂和影响pH和粘度的试剂。
基于这些制剂,还可制备与其他农药活性物质(例如杀昆虫剂、杀螨剂、除草剂、杀真菌剂)以及与安全剂、肥料和/或生长调节剂的结合物,例如以成品制剂或桶混物的形式。
为了施用,如果合适,将市售形式的制剂以常规方式稀释,例如在可湿性粉剂、可乳化浓缩剂、分散剂和水分散性颗粒剂的情况下,用水稀释。撒粉类制剂、用于土壤施用的颗粒剂或用于撒播的颗粒剂和可喷雾溶液剂在施用前通常不用其他惰性物质进一步稀释。
式(I)的化合物所需的施用率根据外界条件(尤其包括温度、湿度和所用除草剂的类型)而改变。所述施用率可在宽范围内变化,例如0.001至1.0kg/ha或更多的活性物质,但优选为0.005至750g/ha。
载体为天然或合成的有机或无机物质,将其与活性化合物混合或结合以更好地施用,特别是施用至植物或植物部位或种子。载体——其可为固体或液体——通常是惰性的且应适用于农业。有用的固体或液体载体包括:例如铵盐和天然岩粉,如高岭土、粘土、滑石、白垩、石英、绿坡缕石、蒙脱石或硅藻土;和合成的岩粉,如细分散的二氧化硅、氧化铝和天然或合成的硅酸盐、树脂、蜡、固体肥料;水;醇,尤其是丁醇;有机溶剂、矿物油和植物油,以及它们的衍生物。同样可使用所述载体的混合物。用于颗粒剂的有用的固体载体包括:例如粉碎并分级的天然岩石(如方解石、大理石、浮石、海泡石、白云石)、无机和有机粉的合成颗粒以及有机材料(如锯屑、椰壳、玉米穗轴和烟草秆)的颗粒。
合适的液化气体增量剂或载体为在标准温度和大气压下为气态的液体,例如气溶胶推进剂(aerosol propellant),例如卤代烃,或丁烷、丙烷、氮气和二氧化碳。
在制剂中,可以使用增粘剂,例如羧甲基纤维素;粉末、颗粒或胶乳形式的天然和合成聚合物,例如阿拉伯树胶、聚乙烯醇和聚乙酸乙烯酯;或天然磷脂(例如脑磷脂和卵磷脂)和合成磷脂。其他添加剂可为矿物油和植物油。
当所用的增量剂为水时,还可使用例如有机溶剂作为助溶剂。有用的液体溶剂主要为:芳族化合物,如二甲苯、甲苯或烷基萘;氯代芳族化合物或氯代脂族烃,如氯苯、氯乙烯或二氯甲烷;脂族烃,如环己烷或石蜡,如矿物油馏分、矿物油和植物油;醇,如丁醇或乙二醇及其醚和酯;酮,如丙酮、甲基乙基酮、甲基异丁基酮或环己酮;强极性溶剂,如二甲基甲酰胺和二甲基亚砜;以及水。
本发明的组合物还可包含其他组分,例如表面活性剂。有用的表面活性剂为具有离子或非离子性质的乳化剂和/或发泡剂、分散剂或润湿剂,或这些表面活性剂的混合物。其实例为聚丙烯酸盐;木质素磺酸盐;酚磺酸或萘磺酸的盐;环氧乙烷与脂肪醇或与脂肪酸或与脂肪胺的缩聚物;取代的酚(优选烷基酚或芳基酚);磺基琥珀酸酯的盐;牛磺酸衍生物(优选牛磺酸烷基酯);聚乙氧基化醇或酚的磷酸酯;多元醇的脂肪酸酯;以及含有硫酸根、磺酸根和磷酸根的化合物的衍生物,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、蛋白质水解物、亚硫酸纸浆废液(lignosulfite waste liquor)和甲基纤维素。如果活性化合物之一和/或惰性载体之一不溶于水并且在水中进行施用时,则必须存在表面活性剂。表面活性剂的比例为5至40重量%的本发明的组合物。可以使用染料,例如无机颜料,如氧化铁、氧化钛和普鲁士蓝;和有机染料,例如茜素染料、偶氮染料和金属酞菁染料;以及微量营养物,例如铁盐、锰盐、硼盐、铜盐、钴盐、钼盐和锌盐。
如果合适,还可存在其他另外的组分,例如保护性胶体、粘合剂(binder)、胶粘剂(adhesive)、增稠剂、触变性物质、渗透剂、稳定剂、螯合剂、络合剂。通常,活性化合物可与常用于制剂目的的任何固体或液体添加剂结合。通常,本发明的组合物和制剂包含0.05至99重量%、0.01至98重量%、优选0.1至95重量%且更优选0.5至90重量%的活性化合物,最优选10至70重量%。本发明的活性化合物或组合物可以其本身的形式使用,或根据其各自的物理和/或化学性质,以其制剂的形式或由制剂制备的使用形式使用,例如气溶胶、微囊悬浮剂、冷雾浓缩剂、暖雾浓缩剂、胶囊颗粒剂、细颗粒剂、用于处理种子的可流动浓缩剂、即用型溶液剂、可撒播粉剂、可乳化浓缩剂、水包油乳剂、油包水乳剂、大颗粒剂、微颗粒剂、油分散性粉剂、油混溶性可流动浓缩剂、油混溶性液剂、泡沫剂、糊剂、农药种衣剂(pesticide coated seed)、悬浮浓缩剂、悬乳浓缩剂、可溶性浓缩剂、悬浮剂、可湿性粉剂、可溶性粉剂、粉剂和颗粒剂、水溶性颗粒剂或片剂、用于处理种子的水溶性粉剂、可湿性粉剂、用活性化合物浸渍的天然产物和合成物质,以及聚合物质和种子包衣材料中的微胶囊剂,以及ULV冷雾和暖雾制剂。
所述制剂可以本身已知的方式制备,例如通过将活性化合物与至少一种以下常规物质混合来制备:增量剂、溶剂或稀释剂、乳化剂、分散剂和/或粘合剂或固定剂、润湿剂、防水剂、任选地干燥剂和UV稳定剂,以及任选地染料和颜料、消泡剂、防腐剂、二次增稠剂、增粘剂、赤霉素以及其他加工助剂。
本发明的组合物不仅包括已准备使用并且可用合适的设备施用到植物或种子上的制剂,还包括在使用前必须用水稀释的市售浓缩剂。
本发明的活性化合物可以其本身、或以其(商业标准)制剂或由这些制剂与其他(已知)活性化合物混合而制备的使用形式存在,所述其他(已知)活性化合物为例如杀昆虫剂、引诱剂、止繁殖剂、杀细菌剂、杀螨剂、杀线虫剂、杀真菌剂、生长调节剂、除草剂、肥料、安全剂或化学信息素。
本发明的利用活性化合物或组合物对植物和植物部位进行的处理通过使用常规处理方法直接进行或通过作用于其环境、生境或贮藏空间进行,例如通过浸渍、喷洒、雾化(atomizing)、灌溉、蒸发、喷粉、弥雾(fogging)、撒播、发泡、涂布、撒布、浇水(浸湿)、滴灌进行,并且在繁殖材料的情况下,特别是在种子的情况下,还以粉剂进行干种子处理,以溶液剂进行种子处理,以水溶性粉剂进行浆料处理,通过结壳、通过涂覆一层或多层包衣等进行处理。还可通过超低容量法施用活性化合物,或将活性化合物制剂或活性化合物本身注射到土壤中。
如下文所述,使用本发明的活性化合物或组合物处理转基因种子也是特别重要的。这涉及包含至少一种异源基因的植物的种子,所述异源基因能够表达具有杀虫特性的多肽或蛋白。转基因种子中的异源基因可源自以下微生物:例如,芽孢杆菌属(Bacillus)、根瘤菌属(Rhizobium)、假单孢菌属(Pseudomonas)、沙雷氏菌属(Serratia)、木霉属(Trichoderma)、棒状杆菌属(Clavibacter)、球囊霉属(Glomus)或粘帚霉属(Gliocladium)。这种异源基因优选源自芽孢杆菌属,在这种情况下,基因产品有效地对抗欧洲玉米螟和/或西方玉米根虫。异源基因更优选源自苏云金芽孢杆菌。
在本发明的上下文中,将本发明的组合物单独或以合适的制剂形式施用于种子。优选地,在种子足够稳定的状态下处理种子以使在处理过程中不发生损害。通常,可在采收和播种之间的任何时间处理种子。通常使用已与植物分离并且已去除穗轴、壳、茎、荚、毛或果肉的种子。例如,可使用已采收、清洁并干燥至含水量小于15重量%的种子。或者,还可使用在干燥后例如已用水处理然后再干燥的种子。
通常,在处理种子时,必须确保选择施用于种子的本发明的组合物和/或其他添加剂的量,以便不损害种子的发芽,并且不损害所得的植物。特别是在一定施用率下可具有植物毒性作用的活性化合物的情况下,必须确保这一点。
本发明的组合物可直接施用,即不含任何其他组分且无需进行稀释。通常,优选以合适的制剂形式将组合物施用于种子。用于种子处理的合适的制剂和方法是本领域技术人员已知的,并且记载于例如以下文献中:US 4,272,417 A、US 4,245,432 A、US 4,808,430、US 5,876,739、US 2003/0176428 A1、WO 2002/080675 A1、WO 2002/028186 A2。
可将本发明的活性化合物转化为常规的拌种制剂,例如溶液剂、乳剂、悬浮剂、粉剂、泡沫剂、浆剂或其他种子包衣组合物,以及ULV制剂。
这些制剂以已知方式通过将活性化合物与常规添加剂混合而制备,所述常规添加剂为例如常规的增量剂以及溶剂或稀释剂、染料、润湿剂、分散剂、乳化剂、消泡剂、防腐剂、二次增稠剂、胶粘剂、赤霉素以及水。
可存在于可根据本发明使用的拌种制剂中的染料为通常用于此目的的所有染料。可使用微溶于水的颜料或溶于水的染料。实例包括已知的名称为罗丹明B、C.I.颜料红112和C.I.溶剂红1的染料。
可存在于可根据本发明使用的拌种制剂中的有用的润湿剂为促进润湿并常用于配制农业化学活性化合物的所有物质。可优选使用萘磺酸烷基酯,如萘磺酸二异丙酯或萘磺酸二异丁酯。
可存在于可根据本发明使用的拌种制剂中的合适的分散剂和/或乳化剂为常用于配制农业化学活性化合物的所有非离子、阴离子和阳离子分散剂。优选使用非离子或阴离子分散剂,或者非离子或阴离子分散剂的混合物。合适的非离子分散剂尤其包括环氧乙烷/环氧丙烷嵌段聚合物、烷基酚聚乙二醇醚和三苯乙烯基酚聚乙二醇醚,及其磷酸化或硫酸化衍生物。合适的阴离子分散剂尤其为木质素磺酸盐、聚丙烯酸盐和芳基磺酸酯-甲醛缩合物。
可存在于可根据本发明使用的拌种制剂中的消泡剂为常用于配制农业化学活性化合物的所有抑制泡沫的物质。可优选使用硅树脂消泡剂和硬脂酸镁。
可存在于可根据本发明使用的拌种制剂中的防腐剂为在农业化学组合物中可用于此目的的所有物质。实例包括双氯酚和苄醇半缩甲醛。
可存在于可根据本发明使用的拌种制剂中的二次增稠剂为在农业化学组合物中可用于此目的的所有物质。优选的实例包括纤维素衍生物、丙烯酸衍生物、黄原胶、改性粘土和细分散的二氧化硅。
可存在于可根据本发明使用的拌种制剂中的有用的粘着剂为可用于拌种产品中的所有常规的粘合剂。优选的实例包括聚乙烯吡咯烷酮、聚乙酸乙烯酯、聚乙烯醇和甲基纤维素(tylose)。
可根据本发明使用的拌种制剂可直接或预先用水稀释后用于处理各种不同种类的种子,包括转基因植物的种子。在这种情况下,在与通过表达形成的物质的相互作用中还可出现另外的协同效应。
为了用可根据本发明使用的拌种制剂或由其通过添加水制备的制剂来处理种子,有用的设备为所有可常规用于拌种的混合装置。具体而言,拌种过程为:将种子置于混合器内,加入特定所需量的拌种制剂(以其本身或在预先用水稀释后),并将它们混合直至制剂均匀地分布于种子上。如果合适,随后进行干燥操作。
本发明的活性化合物具有良好的植物相容性、良好的恒温动物毒性和良好的环境相容性,因此适用于保护植物和植物器官、提高采收产量并改善采收作物的品质。它们可优选用作作物保护剂。它们对通常敏感和具有抗性的物种以及对所有或特定的发育阶段均具有活性。
可根据本发明处理的植物包括以下主要作物植物:玉米、大豆、棉花、油菜(Brassica oil seeds)如甘蓝型油菜(Brassica napus)(例如加拿大油菜(Canola))、芜菁(Brassica rapa)、芥菜型油菜(B.juncea)(例如(野生)芥菜(mustard))和埃塞俄比亚芥(Brassica carinata)、稻、小麦、甜菜、甘蔗、燕麦、黑麦、大麦、粟和高粱、黑小麦、亚麻、藤本植物(grapes)以及各种植物分类群的各种水果和蔬菜,所述植物分类群例如蔷薇科属种(Rosaceae sp.)(例如仁果如苹果和梨,以及核果如杏、樱桃、扁桃和桃,以及浆果如草莓)、Ribesioidae属种、胡桃科属种(Juglandaceae sp.)、桦木科属种(Betulaceae sp.)、漆树科属种(Anacardiaceae sp.)、山毛榉科属种(Fagaceae sp.)、桑科属种(Moraceae sp.)、木犀科属种(Oleaceae sp.)、猕猴桃科属种(Actinidaceae sp.)、樟科属种(Lauraceaesp.)、芭蕉科属种(Musaceae sp.)(例如香蕉树和大蕉)、茜草科属种(Rubiaceae sp.)(例如咖啡)、山茶科属种(Theaceae sp.)、梧桐科属种(Sterculiceae sp.)、芸香科属种(Rutaceae sp.)(例如柠檬、橙和葡萄柚)、茄科属种(Solanaceae sp.)(例如番茄、马铃薯、胡椒、茄子)、百合科属种(Liliaceae sp.)、菊科属种(Compositae sp.)(例如莴苣(lettuce)、朝鲜蓟(artichoke)和菊苣(chicory)——包括根菊苣(root chicory)、苣荬菜(endive)或普通菊苣(common chicory))、伞形科属种(Umbelliferae sp.)(例如胡萝卜、欧芹(parsley)、芹菜(celery)和块根芹)、葫芦科属种(Cucurbitaceae sp.)(例如黄瓜——包括嫩黄瓜(gherkin)、南瓜、西瓜、葫芦类(calabash)和甜瓜类(melon))、葱科属种(Alliaceae sp.)(例如韭葱和洋葱)、十字花科属种(Cruciferae sp.)(例如白球甘蓝(white cabbage)、红球甘蓝(red cabbage)、西兰花(broccoli)、花椰菜(cauliflower)、抱子甘蓝(Brussels sprouts)、小白菜(pak choi)、球茎甘蓝(kohlrabi)、萝卜(radish)、山葵(horseradish)、水芹(cress)、大白菜(chinese cabbage))、豆科属种(Leguminosaesp.)(例如花生、豌豆类和菜豆类——如红花菜豆(runner bean)和蚕豆(broad bean))、藜科属种(Chenopodiaceae sp.)(例如瑞士甜菜、饲用甜菜、菠菜、甜菜根)、锦葵科(Malvaceae)(例如秋葵(okra))、天门冬科(Asparagaceae)(例如芦笋(asparagus));园艺和森林中的有用植物和观赏植物;以及在每种情况下这些植物的遗传修饰型。
如上所述,可根据本发明处理所有植物及其部位。在一个优选的实施方案中,处理野生植物物种和植物栽培种,或处理通过常规生物育种技术如杂交或原生质体融合而获得的那些,及其部位。在另一个优选的实施方案中,处理通过基因工程方法——如果合适,与常规方法结合——获得的转基因植物和植物栽培种(遗传修饰生物)及其部位。术语“部位”或“植物的部位”或“植物部位”已在上文中解释。特别优选根据本发明处理各市售的常规植物栽培种的植物或正在使用的那些植物。植物栽培种应理解为意指通过常规育种、通过突变或通过重组DNA技术生长出的具有新特性(“性状”)的植物。它们可以是栽培种、变种、生物型和基因型。
本发明的处理方法可用于处理遗传修饰生物(GMO),例如植物(如作物植物和树木)或种子。遗传修饰植物(或转基因植物)是其中异源基因已被稳定地整合入基因组中的植物。表述“异源基因”本质上意指下述基因:其在植物或植物细胞外提供或组装,并且当将该基因引入细胞核基因组、叶绿体基因组或线粒体基因组中时,其特别地通过表达受关注的蛋白质或多肽,或通过使存在于植物内的一种或多种其他基因下调或沉默(例如使用反义技术、共抑制技术或RNA干扰(RNAi)技术或微RNA(miRNA)技术)而赋予转化植物新的或改进的农学或其他特性。已被整合入基因组中的异源基因也称为转基因。已被整合入植物基因组中的转基因称为转化株系(transformation event)或转基因株系(transgenicevent)。
取决于植物物种或植物栽培种、其所在地和生长条件(土壤、气候、生长期、营养),本发明的处理还可产生超加和(“协同”)效应。例如,可出现以下超过实际预期的效果:可根据本发明使用的活性成分和组合物的施用率降低和/或活性谱拓宽和/或功效提高、植物生长更好、对高温或低温的耐受性增加、对干旱或对水或土壤含盐量的耐受性提高、开花性能提高、使采收更容易、加速成熟、采收产量更高、果实更大、植物高度更高、叶子颜色更绿、开花更早、采收产品的品质更高和/或营养价值更高、果实内的糖浓度更高、采收产品的储存稳定性和/或加工性更好。
在某些施用率下,本发明的活性成分结合物还可对植物具有强化效果。因此,它们适用于调动植物的防御系统来抵抗不想要的微生物的侵袭。这可能是本发明的结合物例如对抗真菌的活性增强的原因之一。在本发明的上下文中,植物强化(诱导抗性)物质应理解为意指能够以这样的方式刺激植物防御系统的那些物质或物质的结合物,即在随后接种不想要的微生物时,所处理的植物对这些微生物表现出高度的抗性。在本文中,不想要的微生物应理解为意指植物病原性真菌、细菌和病毒。因此,本发明的物质可在处理后的一定时间内用于保护植物免受上述病原体的侵袭。在用活性成分处理植物后,得到保护的时间通常持续1至10天、优选1至7天。
优选根据本发明处理的植物和植物栽培种包括所有具有赋予这些植物特别有利的有用性状的遗传物质的植物(无论是通过育种手段和/或通过生物技术手段获得)。
同样优选根据本发明处理的植物和植物品种对一种或多种生物胁迫因素具有抗性,即所述植物对动物和微生物害虫,例如对线虫、昆虫、螨、植物病原性真菌、细菌、病毒和/或类病毒具有更好的防御。
抗线虫植物或抗昆虫植物的实例记载于例如以下文献中:美国专利申请11/765,491、11/765,494、10/926,819、10/782,020、12/032,479、10/783,417、10/782,096、11/657,964、12/192,904、11/396,808、12/166,253、12/166,239、12/166,124、12/166,209、11/762,886、12/364,335、11/763,947、12/252,453、12/209,354、12/491,396、12/497,221、12/644,632、12/646,004、12/701,058、12/718,059、12/721,595、12/638,591以及WO 11/002992、WO11/014749、WO 11/103247、WO 11/103248、WO 12/135436、WO 12/135501、WO 2013134523、WO 2013134535、WO 2014036238、WO 2014126986A1、WO 2014138339、WO 2014003769、WO2015021367、WO 2015021354、WO 2015077525、WO 2015038262、WO 2015041769、WO2015088937A。
植物对其他类型的病原体的抗性的实例记载于例如WO 13/050410、WO2013127988、WO 2013135726、WO 2015036378、WO 2015036469、WO 2015177206中。
还可根据本发明处理的植物和植物栽培种为对一种或多种非生物胁迫因素具有抗性的那些植物。非生物胁迫条件可包括,例如干旱、低温暴露、热暴露、渗透胁迫、水涝、增加的土壤盐度、增加的矿物暴露、臭氧暴露、强光暴露、有限的氮营养素利用率、有限的磷营养素利用率或避荫。
还可根据本发明处理的植物和植物品种为特征在于提高的产量特征的那些植物。所述植物中提高的产量可归因于例如改善的植物生理机能、生长和发育,例如水利用效率、保水效率、改善的氮利用、增强的碳同化、改善的光合作用、增加的发芽效率和加速的成熟。此外,产量还可受到改善的植物结构(在胁迫和非胁迫条件下)的影响,其包括但不限于提早开花、杂交制种的开花控制、幼苗活力、植物大小、节间数和节间距、根系生长、种子大小、果实大小、荚果大小、荚果数或穗数、每个荚果或穗的种子数、种子质量、提高的种子饱满度、减少的种子散布、减少的荚开裂和抗倒伏性。其他产量性状包括种子组成,例如碳水化合物含量、蛋白质含量、油含量和油组成、营养价值、抗营养化合物的减少、改善的加工性能和更好的储存稳定性。
可根据本发明处理的植物为已经表达出杂种优势或杂交效果的特征的杂交植物,所述杂种优势或杂交效果通常引起更高的产量、活力、更好的健康和对生物和非生物胁迫因素的抗性。所述植物通常通过使一种自交雄性不育亲系(杂交母本)与另一种自交雄性能育亲系(杂交父本)杂交而获得。杂交种子通常采收自雄性不育植物并出售给种植者。雄性不育植物有时(例如在玉米的情况下)可通过去旗(flag removal)产生,即机械去除雄性生殖器官(或雄花);但是,雄性不育性更普遍基于植物基因组中的遗传决定因子;特别是如果从杂交植物上采收的所需种子材料为种子时,则通常可确保杂交植物中的雄性能育性得以恢复。这可通过确保杂交父本具有合适的能育性恢复基因来实现,所述能育性恢复基因能够使包含负责雄性不育性的遗传决定因子的杂交植物中的雄性能育性恢复。雄性不育性的遗传决定因子可位于细胞质中。例如,针对芸苔属种(Brassica species)中的细胞质雄性不育性(CMS)的实例已有记载(WO 92/05251、WO 95/09910、WO 98/27806、WO 05/002324、WO06/021972和US 6,229,072)。然而,雄性不育性的遗传决定因子还可位于细胞核基因组中。雄性不育植物还可通过植物生物技术方法(例如基因工程)获得。WO 89/10396中记载了一种特别有用的获得雄性不育植物的方法,其中,例如,核糖核酸酶(如芽孢杆菌RNA酶)在雄蕊中的绒毡层细胞中选择性表达。然后可通过在绒毡层细胞中表达核糖核酸酶抑制因子(如芽胞杆菌RNA酶抑制因子)来恢复能育性(例如WO 91/02069)。包含雄性不育性基因和能育性恢复基因的其他植物,以及用于杂交制种的体系记载于例如WO 2014170387和WO2014195152中。
可根据本发明处理的植物或植物栽培种(通过植物生物技术方法例如基因工程获得)还包括除草剂耐受性植物,即对一种或多种给定的除草剂具有耐受性的植物。此类植物可通过遗传转化获得,或通过选择含有赋予这种除草剂耐受性的突变的植物而获得。
除草剂抗性植物为例如草甘膦耐受性植物,即对除草剂草甘膦或其盐具有耐受性的植物。可通过多种方式使植物对草甘膦具有耐受性。因此,例如,可通过用编码5-烯醇式丙酮酰莽草酸-3-磷酸合酶(EPSPS)的基因对植物进行转化来获得草甘膦耐受性植物。所述EPSPS基因的实例为鼠伤寒沙门氏菌(Salmonella typhimurium)细菌的AroA基因(突变体CT7)(Science 1983,221,370-371)、土壤杆菌属种(Agrobacterium sp.)细菌的CP4基因(Curr.Topics Plant Physiol.1992,7,139-145)、编码矮牵牛EPSPS的基因(Science1986,233,478-481)、编码番茄EPSPS的基因(J.Biol.Chem.1988,263,4280-4289)或编码槮属(Eleusine)EPSPS的基因(WO 01/66704)。所述EPSPS基因还可以是突变的EPSPS,例如EP0837944、WO 00/66746、WO 00/66747或WO 02/26995、WO 2011/000498中所记载。草甘膦耐受性植物还可通过表达编码草甘膦氧化还原酶的基因来获得,如US 5,776,760和US 5,463,175中所记载。草甘膦耐受性植物还可通过表达编码草甘膦乙酰基转移酶的基因来获得,例如WO 02/036782、WO 03/092360、WO 05/012515和WO 07/024782中所记载。草甘膦耐受性植物还可通过选择包含天然产生的上述基因的突变体的植物来获得,例如WO 01/024615或WO 03/013226中所记载。表达赋予草甘膦耐受性的EPSPS基因的植物记载于例如以下美国专利申请中:11/517,991、10/739,610、12/139,408、12/352,532、11/312,866、11/315,678、12/421,292、11/400,598、11/651,752、11/681,285、11/605,824、12/468,205、11/760,570、11/762,526、11/769,327、11/769,255、11/943801或12/362,774。含有赋予草甘膦耐受性的其他基因(例如脱羧酶基因)的植物记载于例如以下美国专利申请中:11/588,811、11/185,342、12/364,724、11/185,560或12/423,926。
其他除草剂抗性植物为例如对抑制谷氨酰胺合酶的除草剂(例如双丙氨膦(bialaphos)、草丁膦(phosphinothricin)或草铵膦)具有耐受性的植物。这些植物可通过表达解除除草剂毒性的酶或通过使用对抑制作用具有抗性的谷氨酰胺合酶的突变体来获得,例如美国专利申请11/760,602中所记载。此类有效的解毒酶的一个实例为编码草丁膦乙酰基转移酶(phosphinothricin acetyltransferase)的酶(例如链霉菌属种(Streptomyces species)的bar或pat蛋白)。表达外源性草丁膦乙酰基转移酶的植物记载于例如以下美国专利中:5,561,236、5,648,477、5,646,024、5,273,894、5,637,489、5,276,268、5,739,082、5,908,810和7,112,665。
其他除草剂耐受性植物还为对抑制羟基苯丙酮酸双加氧酶(HPPD)的除草剂具有耐受性的植物。HPPD是催化将对羟基苯丙酮酸(HPP)转化成尿黑酸的反应的酶。根据WO 96/38567、WO 99/24585、WO 99/24586、WO 09/144079、WO 02/046387或US 6,768,044、WO 11/076877、WO 11/076882、WO 11/076885、WO 11/076889、WO 11/076892、WO 13/026740、WO13/092552、WO 13/092551、WO 12/092555、WO 2014043435、WO 2015138394、WO2015135881,可使用编码天然产生的抗性HPPD酶的基因,或编码突变或嵌合的HPPD酶的基因来转化对HPPD抑制剂具有耐受性的植物。
对HPPD抑制剂的耐受性还可通过使用编码尽管天然HPPD酶被HPPD抑制剂抑制却仍能形成尿黑酸的酶的基因使植物转化而获得。WO 99/34008和WO 02/36787中记载了此类植物和基因。除使用编码HPPD耐受性酶的基因之外,还可通过使用编码具有预苯酸盐脱氢酶活性(PDH活性)的酶的基因使植物转化来改进植物对HPPD抑制剂的耐受性,如WO 04/024928中所记载。另外,通过向植物的基因组中增加编码用于代谢或降解HPPD抑制剂的酶(例如WO 07/103567和WO 08/150473中示出的CYP450酶)的基因,可使植物对HPPD抑制剂除草剂更具耐受性。
其他除草剂抗性植物还为对乙酰乳酸合酶(ALS)抑制剂具有耐受性的植物。已知的ALS抑制剂包括例如磺酰脲、咪唑啉酮、三唑并嘧啶、嘧啶氧基(硫代)苯甲酸酯和/或磺酰基氨基羰基三唑啉酮除草剂。已知ALS酶(也称作乙酰羟酸合酶,AHAS)中的不同突变赋予对不同除草剂和除草剂组的耐受性,例如Tranel和Wright(Weed Science 2002,50,700-712)以及美国专利5,605,011、5,378,824、5,141,870和5,013,659中所记载。磺酰脲耐受性植物和咪唑啉酮耐受性植物的制备记载于美国专利5,605,011、5,013,659、5,141,870、5,767,361、5,731,180、5,304,732、4,761,373、5,331,107、5,928,937和5,378,824以及WO 96/33270中。其他咪唑啉酮耐受性植物还记载于例如WO 04/040012、WO 04/106529、WO 05/020673、WO 05/093093、WO 06/007373、WO 06/015376、WO 06/024351和WO 06/060634中。其他磺酰脲耐受性植物和咪唑啉酮耐受性植物还记载于例如WO 07/024782、WO 11/076345、WO 12/058223、WO 12/150335、WO 2013127766、WO 2014090760、WO 2015004242、WO2015024957、WO 2015082413和美国专利申请61/288958中。
其他对咪唑啉酮和/或磺酰脲具有耐受性的植物可通过诱导突变、通过在除草剂的存在下对细胞培养基进行选择或通过诱变育种来获得,例如记载于US 5,084,082中的大豆、WO 97/41218中的稻、US 5,773,702和WO 99/057965中的甜菜、US 5,198,599中的莴苣或WO 01/065922中的向日葵。
对2,4-D或麦草畏具有耐受性的植物记载于例如US6153401中。
还可根据本发明处理的植物或植物品种(通过植物生物技术方法例如基因工程获得)为抗昆虫转基因植物,即对某些目标昆虫的侵袭具有抗性的植物。此类植物可通过遗传转化或通过选择含有赋予这种昆虫抗性的突变的植物而获得。
在本发明的上下文中,术语“抗昆虫转基因植物”包括含有至少一种包含编码以下蛋白的编码序列的转基因的任何植物:
1)苏云金芽孢杆菌的杀虫晶体蛋白或其杀虫部分,例如由Crickmore等人(Microbiology and Molecular Biology Reviews 1998,62,807-813)所编纂、由Crickmore等人(2005)在苏云金芽孢杆菌毒素命名法(在线:http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/)中更新的杀虫晶体蛋白,或其杀虫部分,例如Cry蛋白类的蛋白Cry1Ab、Cry1Ac、Cry1B、Cry1C、Cry1D、Cry1F、Cry2Ab、Cry3Aa或Cry3Bb,或其杀虫部分(例如EP-A 1999141和WO 07/107302),或由合成基因编码的那些蛋白,例如WO 2013134523、WO 2013134535和美国专利申请12/249,016中所记载;或
2)在除苏云金芽孢杆菌以外的另一晶体蛋白或其一部分的存在下具有杀虫性的苏云金芽孢杆菌的晶体蛋白或其一部分,例如由Cry34和Cry35晶体蛋白组成的二元毒素(Nat.Biotechnol.2001,19,668-72;Applied Environm.Microbiol.2006,71,1765-1774)或由Cry1A或Cry1F蛋白和Cry2Aa或Cry2Ab或Cry2Ae蛋白组成的二元毒素(美国专利申请12/214,022和EP-A 2 300 618);或
3)包含苏云金芽孢杆菌的不同杀虫晶体蛋白的部分的杂种杀虫蛋白,例如上述1)的蛋白的杂种或上述2)的蛋白的杂种,例如由玉米株系MON89034产生的Cry1A.105蛋白(WO07/027777);或
4)上述1)至3)中任一项的蛋白,其中一些、特别是1至10个氨基酸被另一氨基酸替代,以获得对目标昆虫物种更高的杀虫活性,和/或扩大受影响的目标昆虫物种的范围,和/或由于在克隆或转化过程中引入到编码DNA中的变化,例如玉米株系MON863或MON88017中的Cry3Bb1蛋白,或玉米株系MIR604中的Cry3A蛋白;或
5)苏云金芽孢杆菌或蜡状芽孢杆菌(Bacillus cereus)的杀虫分泌蛋白或其杀虫部分,例如http://www.lifesci.sussex.ac.uk/home/Neil_Crickmore/Bt/vip.html中所列的营养期杀虫蛋白(VIP),例如VIP3Aa蛋白类的蛋白;或
6)在苏云金芽孢杆菌或蜡状芽胞杆菌的另一分泌蛋白的存在下具有杀虫性的苏云金芽孢杆菌或蜡状芽胞杆菌的分泌蛋白,例如由VIP1A和VIP2A蛋白组成的二元毒素(WO94/21795);或
7)包含苏云金芽孢杆菌或蜡状芽孢杆菌的不同分泌蛋白的部分的杂种杀虫蛋白,例如上述1)中蛋白的杂种或上述2)中蛋白的杂种;或
8)上述5)至7)中任一项的蛋白,其中一些、特别是1至10个氨基酸被另一氨基酸替代,以获得对目标昆虫物种更高的杀虫活性,和/或扩大受影响的目标昆虫物种的范围,和/或由于在克隆或转化过程中引入到编码DNA中的变化(但仍编码杀虫蛋白),例如棉花株系COT 102中的VIP3Aa蛋白;或
9)在苏云金芽孢杆菌的晶体蛋白的存在下具有杀虫性的苏云金芽孢杆菌或蜡状芽胞杆菌的分泌蛋白,例如由VIP3和Cry1A或Cry1F组成的二元毒素(美国专利申请61/126083和61/195019),或由VIP3蛋白和Cry2Aa或Cry2Ab或Cry2Ae蛋白组成的二元毒素(美国专利申请12/214,022和EP-A 2 300 618);或
10)上述9)的蛋白,其中一些、特别是1至10个氨基酸被另一氨基酸替代,以获得对目标昆虫物种更高的杀虫活性,和/或扩大受影响的目标昆虫物种的范围,和/或由于在克隆或转化过程中引入到编码DNA中的变化(但仍编码杀虫蛋白)。
当然,本文中所使用的抗昆虫转基因植物还包括任何含有编码上述1-10类中任一项的蛋白的基因的组合的植物。在一个实施方案中,抗昆虫植物含有多于一种编码上述1-10类中任一项的蛋白的转基因,以便在使用针对不同目标昆虫物种的不同蛋白时扩大受影响的目标昆虫物种的范围,或在使用对相同的目标昆虫物种具有杀虫性但具有不同作用模式(例如与昆虫中不同的受体结合位点结合)的不同蛋白时延迟昆虫对植物的抗性的发展。
在本发明的上下文中,“抗昆虫转基因植物”还包括任何含有至少一种包含在表达时产生双链RNA的序列的转基因的植物,所述双链RNA在被植物害虫昆虫食用时会抑制该害虫昆虫的生长,例如WO 07/080126、WO 06/129204、WO 07/074405、WO 07/080127和WO 07/035650中所记载。
还可根据本发明处理的植物或植物栽培种(通过植物生物技术方法例如基因工程获得)对非生物胁迫因素具有耐受性。此类植物可通过遗传转化或通过选择含有赋予这种胁迫抗性的突变的植物而获得。特别有用的胁迫耐受性植物包括以下植物:
1)包含能够降低植物细胞或植物中的聚(二磷酸腺苷-核糖)聚合酶(PARP)基因的表达和/或活性的转基因的植物,如WO 00/04173、WO 06/045633、EP-A 1 807 519或EP-A 2018 431中所记载。
2)包含能够降低植物或植物细胞中的PARG编码基因的表达和/或活性的胁迫耐受性增强转基因的植物,例如WO 04/090140中所记载。
3)含有编码烟酰胺腺嘌呤二核苷酸补救生物合成路径的植物功能酶的胁迫耐受性增强转基因的植物,所述植物功能酶包括烟酰胺酶、烟酸磷酸核糖基转移酶、烟酸单核苷酸腺苷酰转移酶、烟酰胺腺嘌呤二核苷酸合酶或烟酰胺磷酸核糖基转移酶,例如EP-A 1794 306、WO 06/133827、WO 07/107326、EP-A 1 999 263或WO 07/107326中所记载。
还可根据本发明处理的植物或植物栽培种(通过植物生物技术方法例如基因工程获得)显示出改变的采收产品的数量、品质和/或储存稳定性,和/或改变的采收产品的特定成分的特性,所述植物或植物栽培种为例如:
1)合成改性淀粉的转基因植物,与野生型植物细胞或植物中的合成淀粉相比,该改性淀粉就其物理化学特性而言,特别是直链淀粉的含量或直链淀粉/支链淀粉的比例、支化度、平均链长、侧链分布、粘性行为、凝胶强度、淀粉颗粒大小和/或淀粉颗粒形貌发生改变,从而使该改性淀粉更适合于特定的应用。合成改性淀粉的这些转基因植物公开于例如以下文献中:EP-A 0 571 427、WO 95/04826、EP-A 0 719 338、WO 96/15248、WO 96/19581、WO 96/27674、WO 97/11188、WO 97/26362、WO 97/32985、WO 97/42328、WO 97/44472、WO97/45545、WO 98/27212、WO 98/40503、WO 99/58688、WO 99/58690、WO 99/58654、WO 00/08184、WO 00/08185、WO 00/08175、WO 00/28052、WO 00/77229、WO 01/12782、WO 01/12826、WO 02/101059、WO 03/071860、WO 04/056999、WO 05/030942、WO 05/030941、WO 05/095632、WO 05/095617、WO 05/095619、WO 2005/095618、WO 05/123927、WO 06/018319、WO06/103107、WO 06/108702、WO 07/009823、WO 00/22140、WO 06/063862、WO 06/072603、WO02/034923、WO 08/017518、WO 08/080630、WO 08/080631、WO 08/090008、WO 01/14569、WO02/79410、WO 03/33540、WO 04/078983、WO 01/19975、WO 95/26407、WO 96/34968、WO 98/20145、WO 99/12950、WO 99/66050、WO 99/53072、US 6,734,341、WO 00/11192、WO 98/22604、WO 98/32326、WO 01/98509、WO 01/98509、WO 05/002359、US 5,824,790、US 6,013,861、WO 94/04693、WO 94/09144、WO 94/11520、WO 95/35026、WO 97/20936、WO 10/012796、WO 10/003701、WO13/053729、WO13/053730。
2)合成非淀粉碳水化合物聚合物的转基因植物,或与未经遗传修饰的野生型植物相比,合成具有改变的特性的非淀粉碳水化合物聚合物的转基因植物(例如WO2015044209)。实例为产生多聚果糖(尤其是菊糖和果聚糖型)的植物,如EP-A 0 663 956、WO 96/01904、WO 96/21023、WO 98/39460和WO 99/24593中所记载;产生α-1,4-葡聚糖的植物,如WO 95/31553、US 2002031826、US 6,284,479、US 5,712,107、WO 97/47806、WO 97/47807、WO 97/47808和WO 00/14249中所记载;产生α-1,6-支化α-1,4-葡聚糖的植物,如WO00/73422中所记载;和产生交替聚糖(alternan)的植物,如WO 00/47727、WO 00/73422、US5,908,975和EP-A 0 728 213中所记载。
3)产生透明质酸的转基因植物,例如WO 06/032538、WO 07/039314、WO 07/039315、WO 07/039316、JP-A 2006-304779和WO 05/012529中所记载。
4)特征为例如“高可溶性固含量”、“温和”(低刺激性,LP)和/或“长期储存性”(LS)的转基因植物或杂交植物,例如鳞茎类,如美国专利申请12/020,360中所记载。
5)表现出产量增加的转基因植物,例如公开于WO 11/095528、WO 2014161908、WO2015032428或WO 2015117265中。
6)提供具有改进特性的果实或蔬菜的植物,包括转基因植物,如WO 2013156204、WO 2013120781、WO 2014090968、WO 2014049002、WO 2014079896、WO 2014118150、WO2015040098A1中所记载。
还可根据本发明处理的植物或植物栽培种(其可通过植物生物技术方法例如基因工程获得)为具有改变的纤维特性的植物,例如棉花植物。此类植物可通过遗传转化或通过选择含有赋予这种改变的纤维特性的突变的植物而获得,所述植物包括:
a)包含改变形式的纤维素合酶基因的植物,例如棉花植物,如WO 98/00549中所记载;
b)包含改变形式的rsw2或rsw3同源核酸的植物,例如棉花植物,如WO 04/053219中所记载;
c)具有增强的蔗糖磷酸合酶的表达的植物,例如棉花植物,如WO 01/17333中所记载;
d)具有增强的蔗糖合酶的表达的植物,例如棉花植物,如WO 02/45485中所记载;
e)其中通过例如下调纤维选择性β-1,3-葡聚糖酶而改变在纤维细胞基部胞间连丝门控的时机的植物,例如棉花植物,如WO 05/017157或WO 09/143995中所记载;
f)具有改变的反应性的纤维——例如通过表达N-乙酰葡糖胺转移酶基因(包括nodC)和几丁质合酶基因——的植物,例如棉花植物,如WO 06/136351、WO 2011/089021、WO2011/089021、WO 2012/074868和WO 2015140191中所记载。
还可根据本发明处理的植物或植物栽培种(其可通过植物生物技术方法例如基因工程获得)为具有改变的油谱特性的植物,例如油菜或相关的芸苔属植物。此类植物可通过遗传转化或通过选择含有赋予这种改变的油特性的突变的植物而获得,所述植物包括:
a)产生具有高油酸含量的油的植物,例如油菜植物,例如US 5,969,169、US 5,840,946、US 6,323,392、US 6,063,947或WO 2014006158、WO 2014006159、WO 2014006162中所记载;
b)产生具有低亚麻酸含量的油的植物,例如油菜植物,如US 6,270,828、US 6,169,190或US 5,965,755、WO 2011/060946中所记载;
c)产生具有低含量的饱和脂肪酸的油的植物,例如油菜植物,例如US 5,434,283或美国专利申请12/668303或WO 2014006158、WO 2014006159中所记载。
还可根据本发明处理的植物或植物栽培种(其可通过植物生物技术方法例如基因工程获得)为具有改变的种子散落特性的植物,例如油菜或相关的芸苔属植物。此类植物可通过遗传转化或通过选择含有赋予这种改变的种子散落特性的突变的植物而获得;这些植物包括具有延迟的或减少的种子散落的油菜植株,如美国专利申请61/135,230、WO 09/068313和WO 10/006732中所记载。
还可根据本发明处理的植物或植物栽培种(其可通过植物生物技术方法例如基因工程获得)为具有改变的翻译后的蛋白质修饰型的植物,例如烟草植物,例如WO 10/121818和WO 10/145846中所记载。
可根据本发明处理的转基因有用植物优选为包含转化株系或转化株系的组合的植物,并且其列于例如不同国家或地区的登记机构的数据库中,其包括:株系531/PV-GHBK04(棉花,昆虫防治,记载于WO 2002/040677);株系1143-14A(棉花,昆虫防治,未保藏,记载于WO 06/128569);株系1143-51B(棉花,昆虫防治,未保藏,记载于WO 06/128570);株系1445(棉花,除草剂耐受性,未保藏,记载于US-A 2002-120964或WO 02/034946);株系17053(稻,除草剂耐受性,保藏为PTA-9843,记载于WO 10/117737);株系17314(稻,除草剂耐受性,保藏为PTA-9844,记载于WO 10/117735);株系281-24-236(棉花,昆虫防治-除草剂耐受性,保藏为PTA-6233,记载于WO 05/103266或US-A 2005-216969);株系3006-210-23(棉花,昆虫防治-除草剂耐受性,保藏为PTA-6233,记载于US-A 2007-143876或WO 05/103266);株系3272(玉米,品质性状,保藏为PTA-9972,记载于WO 06098952或US-A 2006-230473);株系40416(玉米,昆虫防治-除草剂耐受性,保藏为ATCC PTA-11508,记载于WO11/075593);株系43A47(玉米,昆虫防治-除草剂耐受性,保藏为ATCC PTA-11509,记载于WO11/075595);株系5307(玉米,昆虫防治,保藏为ATCC PTA-9561,记载于WO 10/077816);株系ASR-368(翦股颖(bent grass),除草剂耐受性,保藏为ATCC PTA-4816,记载于US-A2006-162007或WO 04/053062);株系B16(玉米,除草剂耐受性,未保藏,记载于US-A 2003-126634);株系BPS-CV127-9(大豆,除草剂耐受性,保藏为NCIMB编号41603,记载于WO 10/080829);株系BLR1(油菜植株,雄性不育性再栽培,保藏为NCIMB 41193,记载于WO 2005/074671);株系CE43-67B(棉花,昆虫防治,保藏为DSM ACC2724,记载于US-A 2009-217423或WO 06/128573);株系CE44-69D(棉花,昆虫防治,未保藏,记载于US-A 2010-0024077);株系CE44-69D(棉花,昆虫防治,未保藏,记载于WO 06/128571);株系CE46-02A(棉花,昆虫防治,未保藏,记载于WO 06/128572);株系COT102(棉花,昆虫防治,未保藏,记载于US-A 2006-130175或WO 04/039986);株系COT202(棉花,昆虫防治,未保藏,记载于US-A 2007-067868或WO 05/054479);株系COT203(棉花,昆虫防治,未保藏,记载于WO 05/054480);株系DAS21606-3/1606(大豆,除草剂耐受性,保藏为PTA-11028,记载于WO 012/033794);株系DAS40278(玉米,除草剂耐受性,保藏为ATCC PTA-10244,记载于WO 11/022469);株系DAS-44406-6/pDAB8264.44.06.1(大豆,除草剂耐受性,保藏为PTA-11336,记载于WO 2012/075426);株系DAS-14536-7/pDAB8291.45.36.2(大豆,除草剂耐受性,保藏为PTA-11335,记载于WO 2012/075429);株系DAS-59122-7(玉米,昆虫防治-除草剂耐受性,保藏为ATCC PTA11384,记载于US-A 2006-070139);株系DAS-59132(玉米,昆虫防治-除草剂耐受性,未保藏,记载于WO 09/100188);株系DAS68416(大豆,除草剂耐受性,保藏为ATCC PTA-10442,记载于WO 11/066384或WO 11/066360);株系DP-098140-6(玉米,除草剂耐受性,保藏为ATCCPTA-8296,记载于US-A 2009-137395或WO 08/112019);株系DP-305423-1(大豆,品质性状,未保藏,记载于US-A 2008-312082或WO 08/054747);株系DP-32138-1(玉米,杂交体系,保藏为ATCC PTA-9158,记载于US-A 2009-0210970或WO 09/103049);株系DP-356043-5(大豆,除草剂耐受性,保藏为ATCC PTA-8287,记载于US-A 2010-0184079或WO 08/002872);株系EE-1(茄子,昆虫防治,未保藏,记载于WO 07/091277);株系FI117(玉米,除草剂耐受性,保藏为ATCC 209031,记载于US-A 2006-059581或WO 98/044140);株系FG72(大豆,除草剂耐受性,保藏为PTA-11041,记载于WO 2011/063413);株系GA21(玉米,除草剂耐受性,保藏为ATCC 209033,记载于US-A 2005-086719或WO 98/044140);株系GG25(玉米,除草剂耐受性,保藏为ATCC 209032,记载于US-A 2005-188434或WO 98/044140);株系GHB119(棉花,昆虫防治-除草剂耐受性,保藏为ATCC PTA-8398,记载于WO 08/151780);株系GHB614(棉花,除草剂耐受性,保藏为ATCC PTA-6878,记载于US-A 2010-050282或WO 07/017186);株系GJ11(玉米,除草剂耐受性,保藏为ATCC 209030,记载于US-A 2005-188434或WO 98/044140);株系GM RZ13(甜菜,病毒抗性,保藏为NCIMB-41601,记载于WO 10/076212);株系H7-1(甜菜,除草剂耐受性,保藏为NCIMB 41158或NCIMB 41159,记载于US-A 2004-172669或WO 04/074492);株系JOPLIN1(小麦,真菌抗性,未保藏,记载于US-A 2008-064032);株系LL27(大豆,除草剂耐受性,保藏为NCIMB41658,记载于WO 06/108674或US-A 2008-320616);株系LL55(大豆,除草剂耐受性,保藏为NCIMB 41660,记载于WO 06/108675或US-A2008-196127);株系LLcotton25(棉花,除草剂耐受性,保藏为ATCC PTA-3343,记载于WO03/013224或US-A 2003-097687);株系LLRICE06(稻,除草剂耐受性,保藏为ATCC-23352,记载于US 6,468,747或WO 00/026345);株系LLRice62(稻,除草剂耐受性,保藏为ATCC-203352,记载于WO 00/026345);株系LLRICE601(稻,除草剂耐受性,保藏为ATCC PTA-2600,记载于US-A 2008-2289060或WO 00/026356);株系LY038(玉米,品质性状,保藏为ATCCPTA-5623,记载于US-A 2007-028322或WO 05/061720);株系MIR162(玉米,昆虫防治,保藏为PTA-8166,记载于US-A 2009-300784或WO 07/142840);株系MIR604(玉米,昆虫防治,未保藏,记载于US-A 2008-167456或WO 05/103301);株系MON15985(棉花,昆虫防治,保藏为ATCC PTA-2516,记载于US-A 2004-250317或WO 02/100163);株系MON810(玉米,昆虫防治,未保藏,记载于US-A 2002-102582);株系MON863(玉米,昆虫防治,保藏为ATCC PTA-2605,记载于WO 04/011601或US-A 2006-095986);株系MON87427(玉米,授粉防治,保藏为ATCCPTA-7899,记载于WO 11/062904);株系MON87460(玉米,胁迫耐受性,保藏为ATCC PTA-8910,记载于WO 09/111263或US-A 2011-0138504);株系MON87701(大豆,昆虫防治,保藏为ATCC PTA-8194,记载于US-A 2009-130071或WO 09/064652);株系MON87705(大豆,品质性状-除草剂耐受性,保藏为ATCC PTA-9241,记载于US-A 2010-0080887或WO 10/037016);株系MON87708(大豆,除草剂耐受性,保藏为ATCC PTA-9670,记载于WO 11/034704);株系MON87712(大豆,产量,保藏为ATCC PTA-10296,记载于WO 12/051199);株系MON87754(大豆,品质性状,保藏为ATCC PTA-9385,记载于WO 10/024976);株系MON87769(大豆,品质性状,保藏为ATCC PTA-8911,记载于US-A 2011-0067141或WO 09/102873);株系MON88017(玉米,昆虫防治-除草剂耐受性,保藏为ATCC PTA-5582,记载于US-A 2008-028482或WO 05/059103);株系MON88913(棉花,除草剂耐受性,保藏为ATCC PTA-4854,记载于WO 04/072235或US-A 2006-059590);株系MON88302(油菜植株,除草剂耐受性,保藏为PTA-10955,记载于WO 2011/153186);株系MON88701(棉花,除草剂耐受性,保藏为PTA-11754,记载于WO 2012/134808);株系MON89034(玉米,昆虫防治,保藏为ATCC PTA-7455,记载于WO 07/140256或US-A 2008-260932);株系MON89788(大豆,除草剂耐受性,保藏为ATCC PTA-6708,记载于US-A 2006-282915或WO 06/130436);株系MS11(油菜,授粉防治-除草剂耐受性,保藏为ATCC PTA-850或PTA-2485,记载于WO 01/031042);株系MS8(油菜,授粉防治-除草剂耐受性,保藏为ATCC PTA-730,记载于WO 01/041558或US-A 2003-188347);株系NK603(玉米,除草剂耐受性,保藏为ATCC PTA-2478,记载于US-A 2007-292854);株系PE-7(稻,昆虫防治,未保藏,记载于WO 08/114282);株系RF3(油菜,授粉防治-除草剂耐受性,保藏为ATCC PTA-730,记载于WO 01/041558或US-A 2003-188347);株系RT73(油菜,除草剂耐受性,未保藏,记载于WO 02/036831或US-A 2008-070260);株系SYHT0H2/SYN-00H2-5(大豆,除草剂耐受性,保藏为PTA-11226,记载于WO 2012/082548);株系T227-1(甜菜,除草剂耐受性,未保藏,记载于WO 02/44407或US-A 2009-265817);株系T25(玉米,除草剂耐受性,未保藏,记载于US-A 2001-29014或WO 01/051654);株系T304-40(棉花,昆虫防治-除草剂耐受性,保藏为ATCC PTA-8171,记载于US-A 2010-077501或WO 08/122406);株系T342-142(棉花,昆虫防治,未保藏,记载于WO 06/128568);株系TC1507(玉米,昆虫防治-除草剂耐受性,未保藏,记载于US-A 2005-039226或WO 04/099447);株系VIP1034(玉米,昆虫防治-除草剂耐受性,保藏为ATCC PTA-3925,记载于WO 03/052073);株系32316(玉米,昆虫防治-除草剂耐受性,保藏为PTA-11507,记载于WO 11/084632);株系4114(玉米,昆虫防治-除草剂耐受性,保藏为PTA-11506,记载于WO 11/084621);株系EE-GM3/FG72(大豆,除草剂耐受性,ATCC登录号PTA-11041,WO 2011/063413A2);株系DAS-68416-4(大豆,除草剂耐受性,ATCC登录号PTA-10442,WO2 011/066360A1);株系DAS-68416-4(大豆,除草剂耐受性,ATCC登录号PTA-10442,WO 2011/066384A1);株系DP-040416-8(玉米,昆虫防治,ATCC登录号PTA-11508,WO2011/075593A1);株系DP-043A47-3(玉米,昆虫防治,ATCC登录号PTA-11509,WO 2011/075595A1);株系DP-004114-3(玉米,昆虫防治,ATCC登录号PTA-11506,WO 2011/084621A1);株系DP-032316-8(玉米,昆虫防治,ATCC登录号PTA-11507,WO 2011/084632A1);株系MON-88302-9(油菜植株,除草剂耐受性,ATCC登录号PTA-10955,WO 2011/153186A1);株系DAS-21606-3(大豆,除草剂耐受性,ATCC登录号PTA-11028,WO 2012/033794A2);株系MON-87712-4(大豆植株,品质性状,ATCC登录号PTA-10296,WO 2012/051199A2);株系DAS-44406-6(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11336,WO2012/075426A1);株系DAS-14536-7(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11335,WO2012/075429A1);株系SYN-000H2-5(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11226,WO2012/082548A2);株系DP-061061-7(油菜植株,除草剂耐受性,未保藏,WO 2012071039A1);株系DP-073496-4(油菜植株,除草剂耐受性,未保藏,US2012131692);株系8264.44.06.1(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11336,WO 2012075426A2);株系8291.45.36.2(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11335,WO 2012075429A2);株系SYHT0H2(大豆,ATCC登录号PTA-11226,WO 2012/082548A2);株系MON88701(棉花,ATCC登录号PTA-11754,WO 2012/134808A1);株系KK179-2(紫花苜蓿,ATCC登录号PTA-11833,WO2013003558A1);株系pDAB8264.42.32.1(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-11993,WO 2013010094A1);株系MZDT09Y(玉米,ATCC登录号PTA-13025,WO 2013012775A1);株系KK179-2(紫花苜蓿,ATCC登录号PTA-11833,WO2013003558A1);株系pDAB8264.42.32.1(大豆,堆叠的除草剂耐受性,ATCC登录号PTA-1 1993,WO2013010094A1);株系MZDT09Y(玉米,ATCC登录号PTA-13025,WO2013012775A1);株系VCO-01981-5(玉米,除草剂耐受性,NCIMB登录号41842,WO2013014241A1);株系DAS-81419-2X DAS-68416-4(大豆,堆叠的昆虫抗性和除草剂耐受性,ATCC登录号PTA-10442,WO2013016516A1);株系DAS-81419-2(大豆,堆叠的昆虫抗性和除草剂耐受性,ATCC登录号PTA-12006,WO2013016527A1);株系HCEM485(玉米,除草剂耐受性,ATCC登录号PTA-12014,WO2013025400A1);株系pDAB4468.18.07.1(棉花,除草剂耐受性,ATCC登录号PTA-12456,WO2013112525A2);株系pDAB4468.19.10.3(棉花,除草剂耐受性,ATCC登录号PTA-12457,WO2013112527A1)。
以下实施例详细说明了本发明。
A.化学实施例
实施例2-5:5-(三氟甲基)-2,3-二氢-1,4-苯并二硫杂环己烯(benzodithiine)-N-(1-甲基四唑-5-基)-8-甲酰胺的合成
在0℃下,将0.28mL(3.9mmol)亚硫酰氯逐滴加入到840mg(3mmol)5-(三氟甲基)-2,3-二氢-1,4-苯并二硫杂环己烯-7-甲酸、1.2g(15mmol)1-甲基-1H-咪唑和450mg(4.5mmol)5-氨基-1-甲基四唑于10mL乙腈中的溶液中。在室温下24小时后,加入水和2N盐酸,并将混合物用乙酸乙酯稀释。将有机相用饱和碳酸氢钠溶液和饱和氯化钠溶液洗涤,干燥并浓缩,并将所得残余物通过RP-HPLC柱色谱法纯化。产量0.293g(27%收率)。
中间体2-5A:5-(三氟甲基)-2,3-二氢-1,4-苯并二硫杂环己烯-7-甲酸甲酯的合成
将2g(8.3mmol)2,3-二氟-4-(三氟甲基)苯甲酸甲酯、0.84mL(10mmol)乙二硫醇和3.34g(24mmol)碳酸钾于25mL DMF中的混合物在室温下搅拌20小时,并在80℃下搅拌2小时。然后将混合物用乙酸乙酯稀释,并用2N盐酸(3x)、饱和碳酸氢钠溶液和饱和氯化钠溶液洗涤。将有机相干燥并浓缩。产量2.24g。
中间体2-5B:5-(三氟甲基)-2,3-二氢-1,4-苯并二硫杂环己烯-7-甲酸的合成
将12mL 2N氢氧化钠水溶液加入到2.85g(9.68mmol)5-(三氟甲基)-2,3-二氢-1,4-苯并二硫杂环己烯-7-甲酸甲酯于30mL甲醇中的溶液中,并将混合物在80℃下加热4小时。然后将甲醇在旋转蒸发仪上基本去除,将混合物用乙酸乙酯洗涤,并将水相用2N盐酸酸化。将混合物用乙酸乙酯萃取,并将有机相干燥并浓缩。产量2.25g(83%收率)。
实施例2-13:5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯(benzoxathiine)-N-(1-甲基四唑-5-基)-8-甲酰胺的合成
将1mL(14mmol)亚硫酰氯逐滴加入到2.5g(7.5mmol,纯度:79%)5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-7-甲酸、2.7g(33.6mmol)1-甲基-1H-咪唑和1.17g(11.2mmol)5-氨基-1-甲基四唑于10mL乙腈中的溶液中。在室温(RT)下24小时后,加入水和2N盐酸,并将混合物用乙酸乙酯稀释。将有机相用饱和碳酸氢钠溶液和饱和氯化钠溶液洗涤,干燥并浓缩,并将所得残余物用乙酸异丙酯洗涤。产量1.65g。
中间体2-13A:5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-7-甲酸的合成
将3.3g(12.2mmol,纯度:88%)2-羟基-3-巯基-4-(三氟甲基)苯甲酸、8.7mL(36.6mmol)三丁胺和2.98g(15.8mmol)1,2-二溴乙烷于20mL乙腈中的混合物在室温下搅拌30分钟,并在70℃下搅拌1小时。然后将混合物用10%浓度的氢氧化钠水溶液稀释,并用乙酸乙酯萃取。将水相用盐酸酸化并用乙酸乙酯萃取。将有机相干燥并浓缩。产量3.15g(纯度:79%)。
实施例2-17:5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-N-(1-甲基四唑-5-基)-8-甲酰胺4-氧化物的合成
将100mg硫酸和0.5mL(4.9mmol)过氧化氢(浓度为30%)加入到360mg(1mmol)5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-N-(1-甲基四唑-5-基)-8-甲酰胺于7mL乙腈中的溶液中,然后将混合物加热至50℃直至不再有原料可被检测到。然后将混合物用乙酸乙酯稀释并用亚硫酸氢钠溶液和饱和氯化钠溶液洗涤。将干燥的有机相浓缩,向残余物中加入少量乙腈,并将晶体抽滤出。产量314mg。
实施例2-20:5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-N-(1-甲基四唑-5-基)-8-甲酰胺4,4-二氧化物的合成
每次少许,将790mg(5mmol)高锰酸钾加入到410mg(1.2mmol)5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-N-(1-甲基四唑-5-基)-8-甲酰胺于20mL乙酸和2mL水的混合物中的溶液中。然后将混合物加入到80mL水中,并用亚硫酸氢钠溶液还原过量的高锰酸盐和二氧化锰。将混合物用乙酸乙酯萃取,并将有机相用饱和氯化钠溶液洗涤,干燥并浓缩。在抽滤后,将所得晶体用庚烷洗涤。产量335mg。
实施例3-13:5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-N-(1-乙基四唑-5-基)-8-甲酰胺的合成
将0.20mL(2.3mmol)草酰氯逐滴加入到600mg(1.6mmol,纯度:70%)5-(三氟甲基)-2,3-二氢-1,4-苯并氧硫杂环己烯-7-甲酸、1.0g(12.5mmol)1-甲基-1H-咪唑、1.3mL(15.9mmol)吡啶和255mg(2.2mmol)5-氨基-1-乙基四唑于4mL乙腈中的溶液中。在室温下24小时后,加入水和2N盐酸,并将混合物用乙酸乙酯稀释。将有机相用饱和氯化钠溶液洗涤,干燥并浓缩,并将所得残余物经柱过滤(流动相:庚烷/乙酸乙酯:1/1)。在浓缩产物级分后,将所得固体用庚烷洗涤。产量368mg。
所公开的实施例的NMR数据以常规形式(δ值、氢原子数、多重分裂峰)列出,或以所谓的NMR峰列表形式列出。在NMR峰列表方法中,所选择的实施例的NMR数据以NMR峰列表的形式记录,其中对于每个信号峰,首先列出以ppm计的δ值,然后通过空格隔开,列出信号强度。不同信号峰的δ值/信号强度数对通过分号彼此间隔列出。
因此,一个实施例的峰列表具有以下形式:
δ1(强度1);δ2(强度2);……;δi(强度i);……;δn(强度n)。
尖峰信号的强度与NMR谱的打印实例中以cm计的信号高度相关,并显示了信号强度的真实比例。在宽峰信号的情况下,可以显示信号的几个峰或中间峰及其与谱图中的最强信号相比的相对强度。
1H NMR谱图的化学位移的校准使用四甲基硅烷和/或溶剂的化学位移来完成,特别是在DMSO中测量的谱图的情况下。因此,四甲基硅烷峰可以但不是必须出现在NMR峰列表中。
1H NMR峰列表与常规1H NMR打印件相似,因此通常包含在常规NMR说明中列出的所有峰。
此外,如同常规1H NMR打印件,其可显示出溶剂信号、目标化合物的立体异构体(其同样由本发明提供)的信号和/或杂质的峰。
在溶剂和/或水的δ范围内记录化合物信号时,本文的1H NMR峰的列表显示出标准溶剂峰,例如在DMSO-D6中的DMSO的峰和水的峰,其通常具有平均较高的强度。
此类立体异构体和/或杂质可以是特定的制备方法所特有的。因此,通过参考“副产物指纹(by-product fingerprints)”,它们的峰可有助于识别本文的制备方法的再现性。
专业人员在通过已知方法(MestreC、ACD模拟,以及凭经验评估的预期值)计算目标化合物的峰时,可视需要任选地使用另外的强度滤波器来分离目标化合物的峰。这种分离类似于常规1H NMR说明中相关的峰拾取。
可在研究公开数据库(Research Disclosure Database)第564025号中找到1HNMR峰列表的其他详细信息。
分析数据(常规评估)
B.制剂实施例
1.撒粉产品
撒粉产品通过以下方式获得:将10重量份的式(I)的化合物与90重量份的作为惰性物质的滑石混合,并将混合物在锤磨机中粉碎。
2.可分散粉剂
易分散于水中的可湿性粉剂通过以下方式获得:将25重量份的式(I)的化合物、64重量份的作为惰性物质的含高岭土的石英、10重量份的木质素磺酸钾和1重量份的作为润湿剂和分散剂的油酰基甲基牛磺酸钠混合,并将混合物在销盘式磨机中研磨。
3.分散浓缩剂
易分散于水中的分散浓缩剂通过以下方式获得:将20重量份的式(I)的化合物、6重量份的烷基酚聚乙二醇醚(X 207)、3重量份的异十三烷醇聚乙二醇醚(8EO)和71重量份的石蜡矿物油(沸程为例如约255℃至大于277℃)混合,并将混合物在球磨机中研磨至低于5微米的细度。
4.可乳化浓缩剂
可乳化浓缩剂由以下物质获得:15重量份的式(I)的化合物、75重量份的作为溶剂的环己酮和10重量份的作为乳化剂的乙氧基化壬基苯酚。
5.水分散性颗粒剂
水分散性颗粒剂通过以下方式获得:
将以下物质混合:
75重量份的式(I)的化合物,
10重量份的木质素磺酸钙,
5重量份的十二烷基硫酸钠,
3重量份的聚乙烯醇,和
7重量份的高岭土,
将混合物在销盘式磨机中研磨,并在流化床中通过喷洒施用作为造粒液体的水而对粉末进行造粒。
水分散性颗粒剂还通过以下方式获得:
将以下物质在胶体磨机中进行均化并预粉碎:
25重量份的式(I)的化合物,
5重量份的2,2'-二萘基甲烷-6,6'-二磺酸钠,
2重量份的油酰基甲基牛磺酸钠,
1重量份的聚乙烯醇,
17重量份的碳酸钙,和
50重量份的水,
然后在珠磨机中研磨该混合物,并在喷雾塔中通过单相喷嘴雾化并干燥由此获得的悬浮液。
C.生物实施例
试验说明
在下表中,使用以下缩写:
不希望的植物/杂草:
ABUTH: 苘麻(Abutilon theophrasti) ALOMY: 大穗看麦娘(Alopecurusmyosuroides)
AMARE: 反枝苋(Amaranthus retroflexus) AVEFA: 野燕麦(Avena fatua)
CYPES: 铁荸荠(Cyperus esculentus) ECHCG: 稗草(Echinochloa crus-galli)
LOLMU 多花黑麦草(Lolium multiflorum) MATIN: 淡甘菊(Matricariainodora)
PHBPU: 圆叶牵牛(Ipomoea purpurea) POLCO: 卷茎蓼(Polygonumconvolvulus)
SETVI: 狗尾草(Setaria viridis) STEME: 繁缕(Stellaria media)
VERPE: 阿拉伯婆婆纳(Veronica persica) VIOTR: 三色堇(Viola tricolor)
1.苗前除草作用和作物植物相容性(苗前,PE)
将单子叶和双子叶杂草植物和作物植物的种子置于塑料盆或有机种植盆中,并用土壤覆盖。然后,将配制成可湿性粉剂(WP)或可乳化浓缩剂(EC)形式的本发明化合物,在添加0.5%添加剂的情况下,在600L/ha的水施用率(换算值)下,以水性悬浮液或乳液的形式施用至覆盖土壤的表面。在处理后,将盆置于温室中并保持在对于试验植物而言良好的生长条件下。在约3周后,与未处理的对照组比较,目测评估所述制剂的效果,以百分比计。下表显示了许多本发明的化合物对重要的有害植物的除草活性。例如,100%活性=植物已经死亡,0%活性=类似对照植物。
PE
实施例编号 | 施用率 | AVEFA |
2-13 | 320 | 80 |
2-17 | 320 | 80 |
2-20 | 320 | 100 |
3-13 | 320 | 80 |
3-16 | 320 | 100 |
3-19 | 320 | 90 |
PE
实施例编号 | 施用率 | CYPES |
2-13 | 320 | 90 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | ECHCG |
2-13 | 320 | 100 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | SETVI |
2-13 | 320 | 100 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | SETVI |
2-5 | 80 | 90 |
PE
实施例编号 | 施用率 | ABUTH |
2-13 | 320 | 100 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | ABUTH |
2-5 | 80 | 100 |
2-11 | 80 | 100 |
PE
实施例编号 | 施用率 | AMARE |
2-13 | 320 | 100 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | AMARE |
2-5 | 80 | 100 |
2-11 | 80 | 80 |
PE
实施例编号 | 施用率 | MATIN |
2-13 | 320 | 100 |
2-17 | 320 | 90 |
2-20 | 320 | 100 |
3-13 | 320 | 90 |
3-16 | 320 | 100 |
3-19 | 320 | 100 |
PE
实施例编号 | 施用率 | MATIN |
2-5 | 80 | 100 |
2-11 | 80 | 80 |
PE
实施例编号 | 施用率 | POLCO |
2-13 | 320 | 80 |
2-20 | 320 | 100 |
3-13 | 320 | 90 |
3-16 | 320 | 100 |
3-19 | 320 | 90 |
PE
实施例编号 | 施用率 | STEME |
2-13 | 320 | 90 |
2-17 | 320 | 100 |
2-20 | 320 | 90 |
3-13 | 320 | 100 |
3-16 | 320 | 100 |
3-19 | 320 | 90 |
PE
实施例编号 | 施用率 | STEME |
2-5 | 80 | 90 |
PE
PE
实施例编号 | 施用率 | VIOTR |
2-5 | 80 | 100 |
PE
实施例编号 | 施用率 | VERPE |
2-13 | 320 | 100 |
2-17 | 320 | 100 |
2-20 | 320 | 100 |
PE
实施例编号 | 施用率 | VERPE |
2-5 | 80 | 90 |
在比较实验中,例如,将本发明的化合物编号2-13的除草活性与由WO 2013/076315 A2已知的化合物编号A-117的除草活性进行比较。本文中,基于许多有害植物明显证明了本发明化合物的优异性:
2.苗后除草作用和作物植物相容性(苗后,PO)
将单子叶和双子叶杂草和作物植物的种子置于塑料盆或有机种植盆的砂质壤土中,用土壤覆盖,并在生长条件受控的温室中培育。在播种后2至3周,在一叶期对试验植物进行处理。然后,将配制成可湿性粉剂(WP)或可乳化浓缩剂(EC)形式的本发明化合物,在添加0.5%添加剂的情况下,在600L/ha的水施用率(换算值)下,以水性悬浮液或乳液的形式喷洒至植物的绿色部位。在试验植物在温室中在最佳生长条件下保持约3周后,与未处理的对照组比较,目测评估所述制剂的活性。下表显示了许多本发明的化合物对重要的有害植物的除草活性。例如,100%活性=植物已经死亡,0%活性=类似对照植物。
PO
实施例编号 | 施用率 | ALOMY |
2-13 | 80 | 90 |
2-17 | 80 | 90 |
2-20 | 80 | 80 |
PO
实施例编号 | 施用率 | AVEFA |
2-13 | 80 | 90 |
2-17 | 80 | 100 |
2-20 | 80 | 80 |
3-13 | 80 | 90 |
3-16 | 80 | 100 |
PO
实施例编号 | 施用率 | CYPES |
2-17 | 80 | 100 |
2-20 | 80 | 80 |
3-16 | 80 | 90 |
3-19 | 80 | 80 |
PO
实施例编号 | 施用率 | ECHCG |
2-11 | 80 | 80 |
2-13 | 80 | 90 |
2-17 | 80 | 90 |
2-20 | 80 | 90 |
3-13 | 80 | 100 |
3-16 | 80 | 90 |
3-19 | 80 | 100 |
PO
实施例编号 | 施用率 | ECHCG |
2-5 | 20 | 90 |
PO
实施例编号 | 施用率 | LOLMU |
2-13 | 80 | 80 |
2-17 | 80 | 90 |
2-20 | 80 | 80 |
PO
实施例编号 | 施用率 | SETVI |
2-13 | 80 | 90 |
2-17 | 80 | 90 |
2-20 | 80 | 90 |
3-13 | 80 | 90 |
3-16 | 80 | 90 |
3-19 | 80 | 90 |
PO
实施例编号 | 施用率 | ABUTH |
2-13 | 80 | 100 |
2-17 | 80 | 100 |
2-20 | 80 | 100 |
3-13 | 80 | 100 |
3-16 | 80 | 100 |
3-19 | 80 | 90 |
PO
实施例编号 | 施用率 | ABUTH |
2-5 | 20 | 90 |
PO
实施例编号 | 施用率 | AMARE |
2-13 | 80 | 90 |
2-17 | 80 | 90 |
2-20 | 80 | 100 |
3-13 | 80 | 90 |
3-16 | 80 | 100 |
3-19 | 80 | 90 |
PO
实施例编号 | 施用率 | AMARE |
2-5 | 20 | 100 |
2-41 | 80 | 90 |
PO
实施例编号 | 施用率 | MATIN |
2-13 | 80 | 90 |
2-17 | 80 | 90 |
2-20 | 80 | 100 |
PO
实施例编号 | 施用率 | PHBPU |
2-13 | 80 | 90 |
2-17 | 80 | 100 |
2-20 | 80 | 90 |
3-13 | 80 | 90 |
3-16 | 80 | 100 |
3-19 | 80 | 90 |
PO
实施例编号 | 施用率 | POLCO |
2-13 | 80 | 80 |
2-17 | 80 | 90 |
2-20 | 80 | 100 |
3-13 | 80 | 100 |
3-16 | 80 | 90 |
PO
PO
实施例编号 | 施用率 | STEME |
2-5 | 20 | 80 |
PO
实施例编号 | 施用率 | VIOTR |
2-11 | 80 | 90 |
2-13 | 80 | 100 |
2-17 | 80 | 100 |
2-20 | 80 | 100 |
3-13 | 80 | 100 |
3-16 | 80 | 100 |
3-19 | 80 | 100 |
PO
实施例编号 | 施用率 | VIOTR |
2-5 | 20 | 80 |
PO
在比较实验中,例如,将本发明的化合物编号2-13的除草活性与由WO 2013/076315 A2已知的化合物编号A-117的除草活性进行比较。本文中,基于许多有害植物明显证明了本发明化合物的优异性。
Claims (13)
1.通式(I)的化合物及其农业化学上可接受的盐,
其中:
B代表N,
X1、X2彼此独立地各自代表O或S(O)n,
R代表卤代-(C1-C6)-烷基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基或氰基,
Rx代表(C1-C3)-烷基,
和,
n代表0、1或2。
2.根据权利要求1所述的化合物,其中
B代表N,
X1、X2彼此独立地各自代表O或S(O)n,
R代表卤代-(C1-C3)-烷基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基或氰基,
Rx代表(C1-C3)-烷基,
和,
n代表0、1或2。
3.根据权利要求1所述的化合物,其中
B代表N,
X1、X2彼此独立地各自代表O或S(O)n,R代表三氟甲基、二氟甲基或五氟乙基,Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、羟基、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基或氰基,
Rx代表甲基、乙基或丙基,
和,
n代表0、1或2。
4.根据权利要求1所述的化合物,其中
B代表N,
X1、X2彼此独立地各自代表O或S(O)n,
R代表三氟甲基、二氟甲基或五氟乙基,Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、甲基、乙基、三氟甲基、二氟甲基或氰基,
Rx代表甲基、乙基或丙基,
和,
n代表0、1或2。
5.一种化合物,选自:
或其农业化学上可接受的盐。
6.一种除草组合物,其包含与制剂助剂混合的至少一种如权利要求1至5中任一项所述的化合物。
7.根据权利要求6所述的除草组合物,其包含至少一种选自杀昆虫剂、杀螨剂、除草剂、杀真菌剂、安全剂和生长调节剂的其他农药活性物质。
8.一种防治不想要的植物的方法,其特征在于,将有效量的至少一种如权利要求1至5中任一项所述的化合物或如权利要求6或7所述的除草组合物施用于植物或不想要的植物的位置。
9.根据权利要求1至5中任一项所述的化合物或根据权利要求6或7所述的除草组合物用于防治不想要的植物的用途。
10.根据权利要求9所述的用途,其特征在于,将权利要求1至5中任一项所述的化合物用于防治有用植物作物中的不想要的植物。
11.根据权利要求10所述的用途,其特征在于,所述有用植物为转基因有用植物。
12.式(II)的化合物
其中符号和下标具有以下含义:
L代表卤素或R3O,
R3代表氢或(C1-C6)-烷基,
X1、X2代表O或S(O)n,其中X1和X2不同时为O或S(O)n,
R'代表二氟甲基、三氟甲基、1,1,2,2-四氟乙基或五氟乙基,
Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基或氰基,
和,
n代表0、1或2。
13.根据权利要求12所述的化合物,其中L代表氯、甲氧基、乙氧基或羟基,
X1、X2代表O或S(O)n,其中X1和X2不同时为O或S(O)n,
R'代表三氟甲基、二氟甲基或五氟乙基,Ra、Rb、Rc、Rd彼此独立地各自代表氢、氟、氯、甲基、乙基、三氟甲基、二氟甲基、甲氧基、乙氧基、甲硫基、乙硫基或氰基,
和,
n代表0、1或2。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP18159079 | 2018-02-28 | ||
EP18159079.5 | 2018-02-28 | ||
PCT/EP2019/054252 WO2019166304A1 (de) | 2018-02-28 | 2019-02-20 | Herbizid wirksame bizyklische benzamide |
Publications (2)
Publication Number | Publication Date |
---|---|
CN111788199A CN111788199A (zh) | 2020-10-16 |
CN111788199B true CN111788199B (zh) | 2024-05-03 |
Family
ID=61521424
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201980016090.4A Active CN111788199B (zh) | 2018-02-28 | 2019-02-20 | 除草活性的双环苯甲酰胺 |
Country Status (8)
Country | Link |
---|---|
US (1) | US20200404920A1 (zh) |
EP (1) | EP3759105B1 (zh) |
JP (1) | JP7252245B2 (zh) |
CN (1) | CN111788199B (zh) |
AR (1) | AR114999A1 (zh) |
BR (1) | BR112020017570A2 (zh) |
UY (1) | UY38112A (zh) |
WO (1) | WO2019166304A1 (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR119059A1 (es) * | 2019-06-04 | 2021-11-17 | Nippon Soda Co | Compuesto de benzamida y herbicida |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011080256A1 (en) * | 2009-12-28 | 2011-07-07 | Bayer Cropscience Ag | Fungicide hydroximoyl-tetrazole derivatives |
CN104395304A (zh) * | 2012-04-27 | 2015-03-04 | 巴斯夫欧洲公司 | 取代的n-(四唑-5-基)-和n-(三唑-5-基)芳基羧酰胺化合物及其作为除草剂的用途 |
CN105198861A (zh) * | 2010-06-29 | 2015-12-30 | Fmc公司 | 6-酰基-1,2,4-三嗪-3,5-二酮衍生物及除草剂 |
CN107690426A (zh) * | 2015-05-29 | 2018-02-13 | 杜邦公司 | 作为除草剂的取代的环酰胺 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HUP9901104A3 (en) * | 1996-02-24 | 2001-02-28 | Basf Ag | Pyrazole-4-yl-hetaroyl derivatives, preparation and use thereof, herbicide compositions containing these compounds as active ingredients |
GB9724586D0 (en) * | 1997-11-20 | 1998-01-21 | Rhone Poulenc Agriculture | New herbicides |
CN103596945B (zh) * | 2011-03-15 | 2016-04-13 | 拜耳知识产权有限责任公司 | N-(1,2,5-噁二唑-3-基)-、n-(四唑-5-基)-和n-(三唑-5-基)双环芳基-羧酰胺及其作为除草剂的用途 |
AR087385A1 (es) * | 2011-08-03 | 2014-03-19 | Bayer Ip Gmbh | Amidas de acidos n-(tetrazol-5-il)-arilcarboxilico y n-(triazol-5-il)-arilcarboxilico y su uso como herbicidas |
-
2019
- 2019-02-20 BR BR112020017570-6A patent/BR112020017570A2/pt not_active Application Discontinuation
- 2019-02-20 EP EP19708964.2A patent/EP3759105B1/de active Active
- 2019-02-20 JP JP2020545291A patent/JP7252245B2/ja active Active
- 2019-02-20 WO PCT/EP2019/054252 patent/WO2019166304A1/de unknown
- 2019-02-20 CN CN201980016090.4A patent/CN111788199B/zh active Active
- 2019-02-20 US US16/975,642 patent/US20200404920A1/en active Pending
- 2019-02-28 UY UY38112A patent/UY38112A/es not_active Application Discontinuation
- 2019-02-28 AR ARP190100501A patent/AR114999A1/es unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011080256A1 (en) * | 2009-12-28 | 2011-07-07 | Bayer Cropscience Ag | Fungicide hydroximoyl-tetrazole derivatives |
CN105198861A (zh) * | 2010-06-29 | 2015-12-30 | Fmc公司 | 6-酰基-1,2,4-三嗪-3,5-二酮衍生物及除草剂 |
CN104395304A (zh) * | 2012-04-27 | 2015-03-04 | 巴斯夫欧洲公司 | 取代的n-(四唑-5-基)-和n-(三唑-5-基)芳基羧酰胺化合物及其作为除草剂的用途 |
CN107690426A (zh) * | 2015-05-29 | 2018-02-13 | 杜邦公司 | 作为除草剂的取代的环酰胺 |
Also Published As
Publication number | Publication date |
---|---|
EP3759105A1 (de) | 2021-01-06 |
UY38112A (es) | 2019-10-01 |
CN111788199A (zh) | 2020-10-16 |
JP7252245B2 (ja) | 2023-04-04 |
AR114999A1 (es) | 2020-11-18 |
BR112020017570A2 (pt) | 2020-12-22 |
WO2019166304A1 (de) | 2019-09-06 |
EP3759105B1 (de) | 2022-04-06 |
JP2021514998A (ja) | 2021-06-17 |
US20200404920A1 (en) | 2020-12-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN110770232B (zh) | 除草活性的四氢和二氢呋喃羧酸和酯的3-苯基异噁唑啉-5-甲酰胺 | |
CN111164077B (zh) | 除草活性的环戊基羧酸和其酯的3-苯基-5-三氟甲基异噁唑啉-5-甲酰胺 | |
CN113631038B (zh) | 除草活性的含s环戊烯基羧酸酯的3-苯基异噁唑啉-5-甲酰胺 | |
CN112334446A (zh) | 2-溴-6-烷氧基苯基取代的吡咯啉-2-酮及其作为除草剂的用途 | |
JP7543319B2 (ja) | 1-フェニル-5-アジニルピラゾリル-3-オキシアルキル酸及び望ましくない植物成長を防除するためのそれらの使用 | |
CN115768752A (zh) | 取代的间苯二酸二酰胺 | |
CN111788199B (zh) | 除草活性的双环苯甲酰胺 | |
JP7220713B2 (ja) | 除草活性二環式ベンズアミド | |
CN111787801A (zh) | 除草活性的双环苯甲酰胺 | |
CN115667231A (zh) | 取代的间苯二甲酸二酰胺及其用于除草剂的用途 | |
CN113544124B (zh) | 除草的取代的n-四唑基芳基甲酰胺 | |
CN112513033A (zh) | 除草活性的双环苯甲酰基吡唑 | |
CN115884967A (zh) | 取代的间苯二酸二酰胺 | |
CN115702157A (zh) | 取代的吡咯啉-2-酮及其作为除草剂的用途 | |
CN117616017A (zh) | N-(1,3,4-噁二唑-2-基)苯甲酰胺类除草剂 | |
CN113557232A (zh) | 特定取代的3-(2-烷氧基-6-烷基-4-丙炔基苯基)-3-吡咯啉-2-酮及其作为除草剂的用途 | |
CN113557230A (zh) | 特定取代的3-(2-卤素-6-烷基-4-丙炔基苯基)-3-吡咯啉-2-酮及其作为除草剂的用途 | |
CN113574051A (zh) | 特定取代的3-苯基-5-螺环戊基-3-吡咯啉-2-酮及其作为除草剂的用途 | |
CN113302187A (zh) | 取代的吡啶基氧基苯及其盐,以及其作为除草剂的用途 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |