IL314087A - נגזרות חדשות של חומצות אמינו לא מקודדות והשימוש בהם כהרביצידים - Google Patents
נגזרות חדשות של חומצות אמינו לא מקודדות והשימוש בהם כהרביצידיםInfo
- Publication number
- IL314087A IL314087A IL314087A IL31408724A IL314087A IL 314087 A IL314087 A IL 314087A IL 314087 A IL314087 A IL 314087A IL 31408724 A IL31408724 A IL 31408724A IL 314087 A IL314087 A IL 314087A
- Authority
- IL
- Israel
- Prior art keywords
- thiazol
- acid
- dichlorothiophen
- difluoro
- methyl
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title claims description 70
- 150000001413 amino acids Chemical class 0.000 title claims description 16
- -1 2-(2,5-dichlorothiophen-3-yl)ethan-1-amine Chemical compound 0.000 claims description 1149
- 150000001875 compounds Chemical class 0.000 claims description 122
- 239000000203 mixture Substances 0.000 claims description 117
- 230000002363 herbicidal effect Effects 0.000 claims description 88
- 238000000034 method Methods 0.000 claims description 78
- 150000003839 salts Chemical class 0.000 claims description 66
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 40
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 39
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 36
- 230000008635 plant growth Effects 0.000 claims description 35
- 125000003118 aryl group Chemical group 0.000 claims description 30
- 125000005842 heteroatom Chemical group 0.000 claims description 29
- 125000004122 cyclic group Chemical group 0.000 claims description 27
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 26
- 229910052731 fluorine Inorganic materials 0.000 claims description 26
- 229920006395 saturated elastomer Polymers 0.000 claims description 26
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 24
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 22
- 239000003112 inhibitor Substances 0.000 claims description 20
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000011814 protection agent Substances 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims description 16
- 239000002689 soil Substances 0.000 claims description 16
- 239000005562 Glyphosate Substances 0.000 claims description 15
- 239000002202 Polyethylene glycol Substances 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 229910052740 iodine Inorganic materials 0.000 claims description 15
- 229920001223 polyethylene glycol Polymers 0.000 claims description 15
- 229910052794 bromium Inorganic materials 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 239000005648 plant growth regulator Substances 0.000 claims description 14
- 150000003141 primary amines Chemical class 0.000 claims description 14
- 150000003335 secondary amines Chemical class 0.000 claims description 14
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 14
- 150000003512 tertiary amines Chemical class 0.000 claims description 14
- PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical group NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 claims description 13
- 125000003158 alcohol group Chemical group 0.000 claims description 13
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 13
- 150000003857 carboxamides Chemical class 0.000 claims description 13
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 13
- 229920001451 polypropylene glycol Polymers 0.000 claims description 13
- 235000013772 propylene glycol Nutrition 0.000 claims description 13
- 229960004063 propylene glycol Drugs 0.000 claims description 13
- 230000015572 biosynthetic process Effects 0.000 claims description 12
- 150000004820 halides Chemical class 0.000 claims description 12
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 12
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims description 12
- 229910052711 selenium Inorganic materials 0.000 claims description 12
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 12
- 125000003107 substituted aryl group Chemical group 0.000 claims description 12
- 238000003786 synthesis reaction Methods 0.000 claims description 12
- DZGWFCGJZKJUFP-UHFFFAOYSA-N tyramine Chemical compound NCCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-N 0.000 claims description 12
- ZDDDIYOBAOJYAZ-UHFFFAOYSA-N 1-(2,3-dihydro-1h-inden-1-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)CCC2=C1 ZDDDIYOBAOJYAZ-UHFFFAOYSA-N 0.000 claims description 11
- INZNCCYOZSCIAA-UHFFFAOYSA-N 1-(2,3-dihydro-1h-inden-1-yl)propan-1-one Chemical compound C1=CC=C2C(C(=O)CC)CCC2=C1 INZNCCYOZSCIAA-UHFFFAOYSA-N 0.000 claims description 11
- PIMNFNXBTGPCIL-UHFFFAOYSA-N 1-(2-bromophenyl)ethanone Chemical compound CC(=O)C1=CC=CC=C1Br PIMNFNXBTGPCIL-UHFFFAOYSA-N 0.000 claims description 11
- ITWQJJVSGURLET-UHFFFAOYSA-N 1-(3h-inden-1-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=CCC2=C1 ITWQJJVSGURLET-UHFFFAOYSA-N 0.000 claims description 11
- GQJKIUVXXQXJFO-UHFFFAOYSA-N 2-(1h-1,2,4-triazol-5-yl)ethanamine Chemical compound NCCC1=NN=CN1 GQJKIUVXXQXJFO-UHFFFAOYSA-N 0.000 claims description 11
- NRGGMCIBEHEAIL-UHFFFAOYSA-N 2-ethylpyridine Chemical compound CCC1=CC=CC=N1 NRGGMCIBEHEAIL-UHFFFAOYSA-N 0.000 claims description 11
- XBFOCTDLAPFCPL-UHFFFAOYSA-N CCC(C1=CCC2=C1C=CC=C2)=O Chemical compound CCC(C1=CCC2=C1C=CC=C2)=O XBFOCTDLAPFCPL-UHFFFAOYSA-N 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 235000013339 cereals Nutrition 0.000 claims description 11
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 11
- 229940097068 glyphosate Drugs 0.000 claims description 11
- 241000209219 Hordeum Species 0.000 claims description 10
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 10
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 claims description 10
- 241000209094 Oryza Species 0.000 claims description 9
- 241000209140 Triticum Species 0.000 claims description 9
- 235000021307 Triticum Nutrition 0.000 claims description 9
- 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 claims description 8
- 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 claims description 8
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 claims description 8
- 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 claims description 8
- VUTBELPREDJDDH-UHFFFAOYSA-N 4-amino-5-hydroxymethyl-2-methylpyrimidine Chemical compound CC1=NC=C(CO)C(N)=N1 VUTBELPREDJDDH-UHFFFAOYSA-N 0.000 claims description 8
- 244000075850 Avena orientalis Species 0.000 claims description 8
- LLQPHQFNMLZJMP-UHFFFAOYSA-N Fentrazamide Chemical compound N1=NN(C=2C(=CC=CC=2)Cl)C(=O)N1C(=O)N(CC)C1CCCCC1 LLQPHQFNMLZJMP-UHFFFAOYSA-N 0.000 claims description 8
- 239000005566 Imazamox Substances 0.000 claims description 8
- 239000005981 Imazaquin Substances 0.000 claims description 8
- 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 claims description 8
- 239000005586 Nicosulfuron Substances 0.000 claims description 8
- 239000005616 Rimsulfuron Substances 0.000 claims description 8
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims description 8
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 8
- 235000005822 corn Nutrition 0.000 claims description 8
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 8
- ZINJLDJMHCUBIP-UHFFFAOYSA-N ethametsulfuron-methyl Chemical group CCOC1=NC(NC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC)=N1 ZINJLDJMHCUBIP-UHFFFAOYSA-N 0.000 claims description 8
- 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 claims description 8
- 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 claims description 8
- 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 claims description 8
- ZSAROPYHJCBWKE-UHFFFAOYSA-N 2-(thiadiazol-4-yl)acetic acid Chemical compound OC(=O)CC1=CSN=N1 ZSAROPYHJCBWKE-UHFFFAOYSA-N 0.000 claims description 7
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 7
- 244000062793 Sorghum vulgare Species 0.000 claims description 7
- MVXIAAYWZREIRT-UHFFFAOYSA-N (2,5-dichlorothiophen-3-yl)methanamine Chemical compound NCC=1C=C(Cl)SC=1Cl MVXIAAYWZREIRT-UHFFFAOYSA-N 0.000 claims description 6
- LTZHGASQJGKDOQ-OWOJBTEDSA-N (e)-3-(1,3-thiazol-5-yl)prop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CN=CS1 LTZHGASQJGKDOQ-OWOJBTEDSA-N 0.000 claims description 6
- PJLXTJJEXKSZAF-ONEGZZNKSA-N (e)-3-(2-chloropyridin-3-yl)prop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CC=CN=C1Cl PJLXTJJEXKSZAF-ONEGZZNKSA-N 0.000 claims description 6
- JAFVPRMULXJDEN-DUXPYHPUSA-N (e)-3-(5-chlorothiophen-2-yl)prop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CC=C(Cl)S1 JAFVPRMULXJDEN-DUXPYHPUSA-N 0.000 claims description 6
- YGEAVRLLVLRDFR-UHFFFAOYSA-N 1-chloroisoquinoline-7-carboxylic acid Chemical compound C1=CN=C(Cl)C2=CC(C(=O)O)=CC=C21 YGEAVRLLVLRDFR-UHFFFAOYSA-N 0.000 claims description 6
- UXTFZNJZPAMSTD-UHFFFAOYSA-N 2,2-difluoro-2-pyridin-4-ylacetic acid Chemical compound OC(=O)C(F)(F)C1=CC=NC=C1 UXTFZNJZPAMSTD-UHFFFAOYSA-N 0.000 claims description 6
- LREYSYPLWSVRHI-UHFFFAOYSA-N 2,2-difluoro-2-pyrimidin-2-ylacetic acid Chemical compound OC(=O)C(F)(F)C1=NC=CC=N1 LREYSYPLWSVRHI-UHFFFAOYSA-N 0.000 claims description 6
- FDWSIACICRBLGW-UHFFFAOYSA-N 2,4,5-trichloro-1,3-thiazole Chemical compound ClC1=NC(Cl)=C(Cl)S1 FDWSIACICRBLGW-UHFFFAOYSA-N 0.000 claims description 6
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 6
- XPPODAHAHGTVBP-UHFFFAOYSA-N 2,5-dichloro-1,3-thiazole-4-carbonyl chloride Chemical compound ClC(=O)C=1N=C(Cl)SC=1Cl XPPODAHAHGTVBP-UHFFFAOYSA-N 0.000 claims description 6
- DUQQBKHXRIXAME-UHFFFAOYSA-N 2,5-dichloro-1,3-thiazole-4-carboxamide Chemical compound NC(=O)C=1N=C(Cl)SC=1Cl DUQQBKHXRIXAME-UHFFFAOYSA-N 0.000 claims description 6
- YECAGDHSLDVMAG-UHFFFAOYSA-N 2,5-dichloro-1,3-thiazole-4-carboxylic acid Chemical compound OC(=O)C=1N=C(Cl)SC=1Cl YECAGDHSLDVMAG-UHFFFAOYSA-N 0.000 claims description 6
- FBUUZRITKBLZJX-UHFFFAOYSA-N 2,5-dichlorothiophene-3-carboxylic acid Chemical compound OC(=O)C=1C=C(Cl)SC=1Cl FBUUZRITKBLZJX-UHFFFAOYSA-N 0.000 claims description 6
- NYEQOASPWDUDFX-UHFFFAOYSA-N 2-(2,5-dichlorothiophen-3-yl)-2-oxoacetic acid Chemical compound OC(=O)C(=O)C=1C=C(Cl)SC=1Cl NYEQOASPWDUDFX-UHFFFAOYSA-N 0.000 claims description 6
- JMZXUBICVRRNPV-UHFFFAOYSA-N 2-(2,5-dichlorothiophen-3-yl)acetic acid Chemical compound OC(=O)CC=1C=C(Cl)SC=1Cl JMZXUBICVRRNPV-UHFFFAOYSA-N 0.000 claims description 6
- SJFRXYCVLZOAEU-UHFFFAOYSA-N 2-(2-bromopyridin-4-yl)acetic acid Chemical compound OC(=O)CC1=CC=NC(Br)=C1 SJFRXYCVLZOAEU-UHFFFAOYSA-N 0.000 claims description 6
- NZWKKQOBJFEEAW-UHFFFAOYSA-N 2-(2-bromopyridin-4-yl)ethanamine Chemical compound NCCC1=CC=NC(Br)=C1 NZWKKQOBJFEEAW-UHFFFAOYSA-N 0.000 claims description 6
- DIHMHEGBWXOEAO-UHFFFAOYSA-N 2-(4-pyridin-4-yloxyphenyl)acetic acid Chemical compound C1=CC(CC(=O)O)=CC=C1OC1=CC=NC=C1 DIHMHEGBWXOEAO-UHFFFAOYSA-N 0.000 claims description 6
- RFOREUQLAGTLDS-UHFFFAOYSA-N 2-(6-bromopyridin-2-yl)-2,2-difluoroethanol Chemical compound OCC(F)(F)C1=CC=CC(Br)=N1 RFOREUQLAGTLDS-UHFFFAOYSA-N 0.000 claims description 6
- SPZHBKMCZADCIW-UHFFFAOYSA-N 2-(6-bromopyridin-2-yl)ethanamine Chemical compound NCCC1=CC=CC(Br)=N1 SPZHBKMCZADCIW-UHFFFAOYSA-N 0.000 claims description 6
- RKUNYEOWLVWVAX-UHFFFAOYSA-N 2-amino-1-thiophen-3-ylethanol Chemical compound NCC(O)C=1C=CSC=1 RKUNYEOWLVWVAX-UHFFFAOYSA-N 0.000 claims description 6
- JCCHXHXBKRYZOA-UHFFFAOYSA-N 2-bromo-6-phenoxypyridine Chemical compound BrC1=CC=CC(OC=2C=CC=CC=2)=N1 JCCHXHXBKRYZOA-UHFFFAOYSA-N 0.000 claims description 6
- KCELTDZFDHPTBI-UHFFFAOYSA-N 2-bromopyridine-4-carboxamide Chemical compound NC(=O)C1=CC=NC(Br)=C1 KCELTDZFDHPTBI-UHFFFAOYSA-N 0.000 claims description 6
- YBTKGKVQEXAYEM-UHFFFAOYSA-N 2-bromopyridine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC(Br)=C1 YBTKGKVQEXAYEM-UHFFFAOYSA-N 0.000 claims description 6
- PNWMACLGSAOQCI-UHFFFAOYSA-N 2-chloro-4-phenyl-1,3-thiazole Chemical compound S1C(Cl)=NC(C=2C=CC=CC=2)=C1 PNWMACLGSAOQCI-UHFFFAOYSA-N 0.000 claims description 6
- YDHIMEXEGOCNHU-UHFFFAOYSA-N 2-pyridin-3-ylacetamide Chemical compound NC(=O)CC1=CC=CN=C1 YDHIMEXEGOCNHU-UHFFFAOYSA-N 0.000 claims description 6
- ZZMOZLUSTUEYAN-UHFFFAOYSA-N 2-thiophen-3-ylacetamide Chemical compound NC(=O)CC=1C=CSC=1 ZZMOZLUSTUEYAN-UHFFFAOYSA-N 0.000 claims description 6
- RCNOGGGBSSVMAS-UHFFFAOYSA-N 2-thiophen-3-ylacetic acid Chemical compound OC(=O)CC=1C=CSC=1 RCNOGGGBSSVMAS-UHFFFAOYSA-N 0.000 claims description 6
- OANLWIQYRRVBPY-UHFFFAOYSA-N 2-thiophen-3-ylethanamine Chemical compound NCCC=1C=CSC=1 OANLWIQYRRVBPY-UHFFFAOYSA-N 0.000 claims description 6
- XNRUZPSEWYLHFD-UHFFFAOYSA-N 2-thiophen-3-ylethanethiol Chemical compound SCCC=1C=CSC=1 XNRUZPSEWYLHFD-UHFFFAOYSA-N 0.000 claims description 6
- YYPNNBPPDFTQFX-UHFFFAOYSA-N 2-thiophen-3-ylethanol Chemical compound OCCC=1C=CSC=1 YYPNNBPPDFTQFX-UHFFFAOYSA-N 0.000 claims description 6
- GCOOGCQWQFRJEK-UHFFFAOYSA-N 2-thiophen-3-ylpropanedioic acid Chemical compound OC(=O)C(C(O)=O)C=1C=CSC=1 GCOOGCQWQFRJEK-UHFFFAOYSA-N 0.000 claims description 6
- KIJGYTNIFKJHJQ-UHFFFAOYSA-N 3-(1,2,4-triazol-1-yl)propanoic acid Chemical compound OC(=O)CCN1C=NC=N1 KIJGYTNIFKJHJQ-UHFFFAOYSA-N 0.000 claims description 6
- OUPPTFALQMOJHE-UHFFFAOYSA-N 3-(2,5-dichlorothiophen-3-yl)propanoic acid Chemical compound OC(=O)CCC=1C=C(Cl)SC=1Cl OUPPTFALQMOJHE-UHFFFAOYSA-N 0.000 claims description 6
- BAKKNRUWGAAXIT-UHFFFAOYSA-N 3-thiophen-3-ylpropan-1-amine Chemical compound NCCCC=1C=CSC=1 BAKKNRUWGAAXIT-UHFFFAOYSA-N 0.000 claims description 6
- YVWAQSHXWYMXCF-UHFFFAOYSA-N 4-(2,5-dichlorothiophen-3-yl)butanoic acid Chemical compound OC(=O)CCCC=1C=C(Cl)SC=1Cl YVWAQSHXWYMXCF-UHFFFAOYSA-N 0.000 claims description 6
- VPRDOVNZORAWDV-UHFFFAOYSA-N BrC1=NC=CC(=C1)CCBr Chemical compound BrC1=NC=CC(=C1)CCBr VPRDOVNZORAWDV-UHFFFAOYSA-N 0.000 claims description 6
- 239000005504 Dicamba Substances 0.000 claims description 6
- 239000005558 Fluroxypyr Substances 0.000 claims description 6
- 244000068988 Glycine max Species 0.000 claims description 6
- 235000010469 Glycine max Nutrition 0.000 claims description 6
- PGGSPJUJAUWNCX-UHFFFAOYSA-N OC(C(C1)SC2=C1N=NS2)=O Chemical compound OC(C(C1)SC2=C1N=NS2)=O PGGSPJUJAUWNCX-UHFFFAOYSA-N 0.000 claims description 6
- IUARUVSVQOMDFN-UHFFFAOYSA-N OCC(O)CC=1C=CSC=1 Chemical compound OCC(O)CC=1C=CSC=1 IUARUVSVQOMDFN-UHFFFAOYSA-N 0.000 claims description 6
- 235000007164 Oryza sativa Nutrition 0.000 claims description 6
- 241000209056 Secale Species 0.000 claims description 6
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 6
- BYVCTNGFRFNBHV-UHFFFAOYSA-N ethyl 2,2-difluoro-2-thiophen-3-ylacetate Chemical compound CCOC(=O)C(F)(F)C=1C=CSC=1 BYVCTNGFRFNBHV-UHFFFAOYSA-N 0.000 claims description 6
- HLZCETFSDNZXBA-UHFFFAOYSA-N ethyl 2-(2,5-dichlorothiophen-3-yl)acetate Chemical compound CCOC(=O)CC=1C=C(Cl)SC=1Cl HLZCETFSDNZXBA-UHFFFAOYSA-N 0.000 claims description 6
- DHFZEWZLCNRIRX-UHFFFAOYSA-N ethyl 2-(2-bromo-1,3-thiazol-4-yl)acetate Chemical compound CCOC(=O)CC1=CSC(Br)=N1 DHFZEWZLCNRIRX-UHFFFAOYSA-N 0.000 claims description 6
- XAOIKBAAWFIIRJ-UHFFFAOYSA-N ethyl 2-(6-bromopyridin-2-yl)-2,2-difluoroacetate Chemical compound CCOC(=O)C(F)(F)C1=CC=CC(Br)=N1 XAOIKBAAWFIIRJ-UHFFFAOYSA-N 0.000 claims description 6
- LTRSPLNQOMJCSH-UHFFFAOYSA-N ethyl 2-(6-bromopyridin-2-yl)acetate Chemical compound CCOC(=O)CC1=CC=CC(Br)=N1 LTRSPLNQOMJCSH-UHFFFAOYSA-N 0.000 claims description 6
- NOXLGCXNYVKWGK-UHFFFAOYSA-N ethyl 3-(2,5-dichlorothiophen-3-yl)propanoate Chemical compound CCOC(=O)CCC=1C=C(Cl)SC=1Cl NOXLGCXNYVKWGK-UHFFFAOYSA-N 0.000 claims description 6
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 6
- 235000009566 rice Nutrition 0.000 claims description 6
- LEQAODRBAPDZRK-UHFFFAOYSA-N 2-(6-chloropyridin-2-yl)-2,2-difluoroacetic acid Chemical compound OC(=O)C(F)(F)C1=CC=CC(Cl)=N1 LEQAODRBAPDZRK-UHFFFAOYSA-N 0.000 claims description 5
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 claims description 5
- ROCOYRYYLFKACD-UHFFFAOYSA-N 6-bromopyridine-2-carboximidamide;hydrochloride Chemical compound Cl.NC(=N)C1=CC=CC(Br)=N1 ROCOYRYYLFKACD-UHFFFAOYSA-N 0.000 claims description 5
- 235000007319 Avena orientalis Nutrition 0.000 claims description 5
- 229940100389 Sulfonylurea Drugs 0.000 claims description 5
- 241000209149 Zea Species 0.000 claims description 5
- 239000000417 fungicide Substances 0.000 claims description 5
- 239000002917 insecticide Substances 0.000 claims description 5
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- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
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- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
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- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
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- 125000002889 tridecyl group Chemical group [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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 1
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- 125000002948 undecyl group Chemical group [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])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
- A01G7/00—Botany in general
- A01G7/06—Treatment of growing trees or plants, e.g. for preventing decay of wood, for tingeing flowers or wood, for prolonging the life of plants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
- A01P13/02—Herbicides; Algicides selective
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P21/00—Plant growth regulators
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P3/00—Fungicides
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/04—Insecticides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/51—Acetal radicals
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/61—Halogen atoms or nitro radicals
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
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- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D277/40—Unsubstituted amino or imino radicals
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- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
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- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
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- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/28—Halogen atoms
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| US202263266432P | 2022-01-05 | 2022-01-05 | |
| PCT/IL2023/050017 WO2023131951A1 (en) | 2022-01-05 | 2023-01-05 | Novel derivatives of non-coded amino acids and their use as herbicides |
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| IL314087A true IL314087A (he) | 2024-09-01 |
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| WO2025094177A1 (en) * | 2023-10-31 | 2025-05-08 | Fortephest Ltd. | Novel modulators of plant nitrate, ammonium, and potassium and methods of using the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US4195984A (en) * | 1979-03-12 | 1980-04-01 | Abbott Laboratories | Herbicides derived from dihalo isonicotinoyl derivatives of amino acids |
| EP0590045A1 (en) * | 1991-06-12 | 1994-04-06 | E.I. Du Pont De Nemours And Company | Substituted pyridine herbicides |
| TW575562B (en) * | 1998-02-19 | 2004-02-11 | Agrevo Uk Ltd | Fungicides |
| WO2005007627A1 (ja) * | 2003-07-18 | 2005-01-27 | Nihon Nohyaku Co., Ltd. | フェニルピリジン誘導体、その中間体及びこれを有効成分とする除草剤 |
| CA3143132A1 (en) * | 2019-06-11 | 2020-12-17 | Fortephest Ltd. | Novel non-coding heterocyclic amino acids (nchaa) and their use as herbicides |
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| CL2024002017A1 (es) | 2024-10-11 |
| CO2024009039A2 (es) | 2024-08-08 |
| KR20240131415A (ko) | 2024-08-30 |
| MX2024008343A (es) | 2024-07-22 |
| AR128206A1 (es) | 2024-04-10 |
| WO2023131951A1 (en) | 2023-07-13 |
| CN118647270A (zh) | 2024-09-13 |
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