IL117872A - Herbicidal compositions comprising s-metolachlor and a method of weed control - Google Patents
Herbicidal compositions comprising s-metolachlor and a method of weed controlInfo
- Publication number
- IL117872A IL117872A IL11787296A IL11787296A IL117872A IL 117872 A IL117872 A IL 117872A IL 11787296 A IL11787296 A IL 11787296A IL 11787296 A IL11787296 A IL 11787296A IL 117872 A IL117872 A IL 117872A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- compound
- radical
- combination
- hydrogen
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 77
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 42
- 238000000034 method Methods 0.000 title claims description 9
- 241000196324 Embryophyta Species 0.000 title description 24
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 title description 2
- 239000005617 S-Metolachlor Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 415
- 239000004480 active ingredient Substances 0.000 claims abstract description 42
- 150000003254 radicals Chemical class 0.000 claims abstract description 30
- 239000001257 hydrogen Substances 0.000 claims abstract description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
- 239000000126 substance Substances 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 3
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims abstract description 3
- 239000005562 Glyphosate Substances 0.000 claims description 29
- 240000008042 Zea mays Species 0.000 claims description 24
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 23
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 23
- 235000009973 maize Nutrition 0.000 claims description 23
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 17
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 16
- 229940097068 glyphosate Drugs 0.000 claims description 15
- 244000038559 crop plants Species 0.000 claims description 14
- 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 claims description 14
- 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 13
- 239000005591 Pendimethalin Substances 0.000 claims description 13
- 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 claims description 13
- 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 claims description 12
- 239000005504 Dicamba Substances 0.000 claims description 10
- 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 claims description 10
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 10
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 claims description 10
- 239000005604 Prosulfuron Substances 0.000 claims description 9
- 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 claims description 9
- 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
- 239000005981 Imazaquin Substances 0.000 claims description 8
- 239000005582 Metosulam Substances 0.000 claims description 8
- 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 claims description 8
- 239000005616 Rimsulfuron Substances 0.000 claims description 8
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-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
- 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 claims description 8
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 6
- YUVKUEAFAVKILW-UHFFFAOYSA-N 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 YUVKUEAFAVKILW-UHFFFAOYSA-N 0.000 claims description 6
- MPPOHAUSNPTFAJ-UHFFFAOYSA-N 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 MPPOHAUSNPTFAJ-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 6
- 239000005497 Clethodim Substances 0.000 claims description 6
- 239000005498 Clodinafop Substances 0.000 claims description 6
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 6
- 239000005586 Nicosulfuron Substances 0.000 claims description 6
- 239000005606 Pyridate Substances 0.000 claims description 6
- JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyridate Chemical compound CCCCCCCCSC(=O)OC1=CC(Cl)=NN=C1C1=CC=CC=C1 JTZCTMAVMHRNTR-UHFFFAOYSA-N 0.000 claims description 6
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 claims description 6
- 239000005621 Terbuthylazine Substances 0.000 claims description 6
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 claims description 6
- SILSDTWXNBZOGF-JWGBMQLESA-N clethodim Chemical compound CCSC(C)CC1CC(O)=C(C(CC)=NOC\C=C\Cl)C(=O)C1 SILSDTWXNBZOGF-JWGBMQLESA-N 0.000 claims description 6
- 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 claims description 6
- 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 6
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 5
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 5
- 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 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 4
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 claims description 4
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims description 4
- 239000005493 Chloridazon (aka pyrazone) Substances 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 4
- 239000005510 Diuron Substances 0.000 claims description 4
- 239000005561 Glufosinate Substances 0.000 claims description 4
- 244000068988 Glycine max Species 0.000 claims description 4
- 235000010469 Glycine max Nutrition 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000005573 Linuron Substances 0.000 claims description 4
- 239000005583 Metribuzin Substances 0.000 claims description 4
- 239000005584 Metsulfuron-methyl Substances 0.000 claims description 4
- 235000021536 Sugar beet Nutrition 0.000 claims description 4
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 claims description 4
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 claims description 4
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 240000007594 Oryza sativa Species 0.000 claims description 3
- 235000007164 Oryza sativa Nutrition 0.000 claims description 3
- 240000000111 Saccharum officinarum Species 0.000 claims description 3
- 235000007201 Saccharum officinarum Nutrition 0.000 claims description 3
- 235000013339 cereals Nutrition 0.000 claims description 3
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 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 claims description 2
- 239000002794 2,4-DB Substances 0.000 claims description 2
- QEGVVEOAVNHRAA-UHFFFAOYSA-N 2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)sulfanylbenzoic acid Chemical compound COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C(O)=O)=N1 QEGVVEOAVNHRAA-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims 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 claims description 2
- 239000005476 Bentazone Substances 0.000 claims description 2
- 240000002791 Brassica napus Species 0.000 claims description 2
- 235000006008 Brassica napus var napus Nutrition 0.000 claims description 2
- 239000005489 Bromoxynil Substances 0.000 claims description 2
- BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 claims description 2
- 239000005496 Chlorsulfuron Substances 0.000 claims description 2
- 239000005499 Clomazone Substances 0.000 claims description 2
- 239000005500 Clopyralid Substances 0.000 claims description 2
- DFCAFRGABIXSDS-UHFFFAOYSA-N Cycloate Chemical compound CCSC(=O)N(CC)C1CCCCC1 DFCAFRGABIXSDS-UHFFFAOYSA-N 0.000 claims description 2
- 239000005503 Desmedipham Substances 0.000 claims description 2
- 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 claims description 2
- 239000005512 Ethofumesate Substances 0.000 claims description 2
- 239000005533 Fluometuron Substances 0.000 claims description 2
- 239000005579 Metamitron Substances 0.000 claims description 2
- SGEJQUSYQTVSIU-UHFFFAOYSA-N Pebulate Chemical compound CCCCN(CC)C(=O)SCCC SGEJQUSYQTVSIU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005594 Phenmedipham Substances 0.000 claims description 2
- 239000005618 Sulcotrione Substances 0.000 claims description 2
- 239000005623 Thifensulfuron-methyl Substances 0.000 claims 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 claims description 2
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 claims description 2
- RZILCCPWPBTYDO-UHFFFAOYSA-N fluometuron Chemical compound CN(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 RZILCCPWPBTYDO-UHFFFAOYSA-N 0.000 claims 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 claims 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 claims description 2
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 claims description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 claims description 2
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 claims description 2
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 claims description 2
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 claims description 2
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
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- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- 235000019355 sepiolite Nutrition 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH107295 | 1995-04-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL117872A0 IL117872A0 (en) | 1996-08-04 |
| IL117872A true IL117872A (en) | 2001-04-30 |
Family
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| IL11787296A IL117872A (en) | 1995-04-12 | 1996-04-11 | Herbicidal compositions comprising s-metolachlor and a method of weed control |
Country Status (26)
| Country | Link |
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| US (1) | US5981432A (cs) |
| EP (1) | EP0820227B1 (cs) |
| JP (1) | JP3416702B2 (cs) |
| CN (7) | CN1212763C (cs) |
| AR (1) | AR001592A1 (cs) |
| AT (1) | ATE230211T1 (cs) |
| AU (4) | AU697026B2 (cs) |
| BR (1) | BR9604943A (cs) |
| CA (2) | CA2213498C (cs) |
| CO (1) | CO4650157A1 (cs) |
| CZ (1) | CZ291750B6 (cs) |
| DE (1) | DE69625587T2 (cs) |
| EA (1) | EA000947B1 (cs) |
| ES (1) | ES2189867T3 (cs) |
| HR (1) | HRP960162B1 (cs) |
| HU (1) | HU224728B1 (cs) |
| IL (1) | IL117872A (cs) |
| MX (1) | MX9707802A (cs) |
| PE (1) | PE49497A1 (cs) |
| PL (1) | PL186763B1 (cs) |
| SK (1) | SK283993B6 (cs) |
| TW (1) | TW345489B (cs) |
| UA (1) | UA63884C2 (cs) |
| UY (1) | UY24203A1 (cs) |
| WO (1) | WO1996032013A1 (cs) |
| ZA (1) | ZA962877B (cs) |
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| EE9500018A (et) * | 1994-06-03 | 1995-12-15 | Ciba-Geigy Ag | Selektiivne herbitsiid ja meetod selle kasutamiseks |
| US6586367B2 (en) | 1996-09-05 | 2003-07-01 | Syngenta Crop Protection, Inc. | Process for the control of weeds |
| AU708918B2 (en) | 1997-01-28 | 1999-08-19 | Syngenta Participations Ag | Herbicidal synergistic composition and method of weed control |
| TR200100618T2 (tr) * | 1998-08-13 | 2001-10-22 | Aventis Cropscience Gmbh | Toleranslı ve dayanıklı mısır kültürleri için herbisitler |
| DE19836659A1 (de) * | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Baumwollkulturen |
| DE19836660A1 (de) * | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Sojakulturen |
| US6526992B2 (en) | 1999-07-22 | 2003-03-04 | Color Access, Inc. | Flocked cosmetic sampler, method of making and method of use |
| DE10119727A1 (de) | 2001-04-21 | 2002-10-31 | Bayer Cropscience Gmbh | Synergistische herbizide Mittel enthaltend Herbizide aus der Gruppe der Benzoylcyclohexandione für den Einsatz in Reis-Kulturen |
| WO2003024224A2 (en) * | 2001-09-20 | 2003-03-27 | Syngenta Participations Ag | Herbicidal composition |
| AR036546A1 (es) * | 2001-09-20 | 2004-09-15 | Syngenta Participations Ag | Composicion herbicida |
| DE10160139A1 (de) * | 2001-12-07 | 2003-06-18 | Bayer Cropscience Gmbh | Synergistische herbizide Mittel enthaltend bestimmte Herbizide aus der Gruppe der Benzoylcylohexandione |
| UA78326C2 (uk) | 2002-06-12 | 2007-03-15 | Сінгента Партісіпейшнс Аг | Гербіцидна синергетична композиція та спосіб боротьби з ростом небажаної рослинності |
| CN1713820A (zh) * | 2002-11-21 | 2005-12-28 | 辛根塔参与股份公司 | 除草组合物 |
| GB0314190D0 (en) * | 2003-06-18 | 2003-07-23 | Syngenta Participations Ag | Method of controlling weeds |
| ES2404830T3 (es) * | 2004-04-01 | 2013-05-29 | Basf Agrochemical Products, B.V. | Mezclas herbicidas que actúan de manera sinérgica |
| AU2008233257B2 (en) * | 2007-03-30 | 2013-11-28 | Corteva Agriscience Llc | Synergistic herbicidal composition containing chloroacetanilides and picolinic acids |
| BRPI0814668A2 (pt) * | 2007-07-23 | 2014-09-30 | Gowan Co | Método para controlar crescimento vegetativo indesejado, uso de halossulfuron-metila, método para o tratamento de colheitas de algodão, e, método agrícola para aumentar o rendimento de coleta de alfafa. |
| PL2740359T3 (pl) | 2008-06-18 | 2018-07-31 | Basf Se | Trójskładnikowe kompozycje chwastobójcze zawierające aminopyralid i imazamoks |
| ES2695053T3 (es) | 2008-06-18 | 2018-12-28 | Basf Se | Composiciones herbicidas que comprenden el ácido 4-amino-3,6-dicloropiridina-2-carboxílico |
| AR089283A1 (es) | 2011-12-27 | 2014-08-13 | Ishihara Sangyo Kaisha | Composicion herbicida |
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| CN103828815A (zh) * | 2012-11-27 | 2014-06-04 | 浙江天丰生物科学有限公司 | 一种包含扑草净和异丙甲草胺的莲藕田除草剂组合物 |
| LT2947988T (lt) | 2013-01-25 | 2018-10-10 | Dow Agrosciences Llc | Herbicidinės kompozicijos, apimančios 4-amino-3-chlor-6-(4-chlor-2-fluor-3-metoksifenil)piridin-2-karboksirūgštį |
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| CN105165868B (zh) * | 2013-07-03 | 2017-06-16 | 江苏龙灯化学有限公司 | 增效除草组合物 |
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| CN103960238B (zh) * | 2014-05-19 | 2016-01-06 | 哈尔滨利民农化技术有限公司 | 一种水飞蓟田除草剂及其制备和使用方法 |
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| CN104285987B (zh) * | 2014-09-19 | 2016-08-24 | 河南中天恒信生物化学科技有限公司 | 含甜菜宁、烯草酮和二甲戊乐灵的复合除草剂及其应用 |
| CN104430454B (zh) * | 2014-11-30 | 2017-02-22 | 南京华洲药业有限公司 | 一种含啶嘧磺隆、丁草胺与唑嘧磺草胺的混合除草剂 |
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| US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
| WO2017009137A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylinandpethoxamid |
| EA201890268A1 (ru) | 2015-07-10 | 2018-07-31 | Басф Агро Б.В. | Гербицидная композиция, которая содержит цинметилин и диметенамид |
| JP2018524359A (ja) | 2015-07-10 | 2018-08-30 | ビーエーエスエフ アグロ ベー．ブイ． | シンメチリン及び特定のキノリンカルボン酸を含む除草剤組成物 |
| WO2017009061A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and saflufenacil |
| PL3319431T3 (pl) * | 2015-07-10 | 2020-03-31 | BASF Agro B.V. | Kompozycja chwastobójcza zawierająca cynmetylinę i s-metolachlor |
| US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
| AU2016292569B2 (en) | 2015-07-10 | 2021-01-21 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors |
| US10980232B2 (en) | 2015-07-10 | 2021-04-20 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pyroxasulfone |
| CN107835638B (zh) | 2015-07-10 | 2024-12-31 | 巴斯夫农业公司 | 包含环庚草醚和乙草胺或丙草胺的除草组合物 |
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| AU2016210750B1 (en) * | 2016-08-05 | 2017-09-07 | Rotam Agrochem International Company Limited | Herbicidal composition and method for controlling plant growth |
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| CN107711837A (zh) * | 2017-10-11 | 2018-02-23 | 浙江中山化工集团股份有限公司 | 一种含精异丙甲草胺的复配除草剂及其制备方法 |
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| US20220132854A1 (en) | 2019-02-19 | 2022-05-05 | Gowan Company, L.L.C. | Stable liquid compositions and methods of using the same |
| CN110250176A (zh) * | 2019-06-17 | 2019-09-20 | 上海明德立达生物科技有限公司 | 一种特丁津和精异丙甲草胺的微囊悬浮-悬浮剂及其制备方法和应用 |
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| HU181621B (hu) * | 1976-11-22 | 1983-10-28 | Nitrokemia Ipartelepek | Herbicid hatóanyagként tiolkarbarnát-, klór-acetanilid-, Iriazinés karbamid-típusú herbicidek közül legalább két különböző típusú herbicid hatóanyagot és diklór-acetamid-típusú antidotumot tartalmazó herbicid készítmények |
| IT1174441B (it) * | 1978-12-18 | 1987-07-01 | S I P C A M Italiana Prodotti | Composizione erbicida seletiva per il mais |
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1996
- 1996-01-04 UA UA97115408A patent/UA63884C2/uk unknown
- 1996-04-01 CA CA2213498A patent/CA2213498C/en not_active Expired - Lifetime
- 1996-04-01 WO PCT/EP1996/001431 patent/WO1996032013A1/en active IP Right Grant
- 1996-04-01 CZ CZ19973230A patent/CZ291750B6/cs not_active IP Right Cessation
- 1996-04-01 ES ES96909161T patent/ES2189867T3/es not_active Expired - Lifetime
- 1996-04-01 CA CA2724731A patent/CA2724731C/en not_active Expired - Lifetime
- 1996-04-01 AU AU52763/96A patent/AU697026B2/en not_active Withdrawn - After Issue
- 1996-04-01 PL PL96322766A patent/PL186763B1/pl unknown
- 1996-04-01 CN CNB961931930A patent/CN1212763C/zh not_active Expired - Lifetime
- 1996-04-01 SK SK1366-97A patent/SK283993B6/sk not_active IP Right Cessation
- 1996-04-01 US US08/930,901 patent/US5981432A/en not_active Expired - Lifetime
- 1996-04-01 EA EA199800113A patent/EA000947B1/ru not_active IP Right Cessation
- 1996-04-01 BR BR9604943A patent/BR9604943A/pt active Search and Examination
- 1996-04-01 CN CNB011219378A patent/CN1220431C/zh not_active Expired - Lifetime
- 1996-04-01 EP EP96909161A patent/EP0820227B1/en not_active Expired - Lifetime
- 1996-04-01 JP JP53068596A patent/JP3416702B2/ja not_active Expired - Lifetime
- 1996-04-01 AT AT96909161T patent/ATE230211T1/de active
- 1996-04-01 DE DE69625587T patent/DE69625587T2/de not_active Expired - Lifetime
- 1996-04-01 HU HU9801577A patent/HU224728B1/hu active IP Right Grant
- 1996-04-09 PE PE1996000247A patent/PE49497A1/es not_active Application Discontinuation
- 1996-04-09 HR HR960162A patent/HRP960162B1/xx not_active IP Right Cessation
- 1996-04-09 CO CO96016827A patent/CO4650157A1/es unknown
- 1996-04-10 AR AR33611796A patent/AR001592A1/es active IP Right Grant
- 1996-04-11 IL IL11787296A patent/IL117872A/en not_active IP Right Cessation
- 1996-04-11 UY UY24203A patent/UY24203A1/es not_active IP Right Cessation
- 1996-05-14 TW TW085105663A patent/TW345489B/zh not_active IP Right Cessation
- 1996-12-31 ZA ZA962877A patent/ZA962877B/xx unknown
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1997
- 1997-10-10 MX MX9707802A patent/MX9707802A/es active IP Right Grant
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1998
- 1998-12-24 AU AU98218/98A patent/AU723452C/en not_active Expired
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2001
- 2001-01-17 CN CN01101289A patent/CN1311990A/zh active Pending
- 2001-06-22 CN CNB011219408A patent/CN1206912C/zh not_active Expired - Lifetime
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- 2001-06-22 CN CNB011219416A patent/CN1206913C/zh not_active Expired - Lifetime
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