SK283993B6 - Herbicídny prostriedok a spôsob potláčania nežiaduceho rastu rastlín - Google Patents
Herbicídny prostriedok a spôsob potláčania nežiaduceho rastu rastlín Download PDFInfo
- Publication number
- SK283993B6 SK283993B6 SK1366-97A SK136697A SK283993B6 SK 283993 B6 SK283993 B6 SK 283993B6 SK 136697 A SK136697 A SK 136697A SK 283993 B6 SK283993 B6 SK 283993B6
- Authority
- SK
- Slovakia
- Prior art keywords
- formula
- compound
- group
- active ingredient
- primisulfuron
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 35
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical group CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 title abstract description 13
- 230000002195 synergetic effect Effects 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 306
- -1 isopropylamino Chemical group 0.000 claims description 31
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 23
- 239000004480 active ingredient Substances 0.000 claims description 17
- 239000005562 Glyphosate Substances 0.000 claims description 14
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 14
- 229940097068 glyphosate Drugs 0.000 claims description 14
- 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 12
- 239000005561 Glufosinate Substances 0.000 claims description 12
- 239000005591 Pendimethalin Substances 0.000 claims description 12
- 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 12
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 12
- 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 12
- 239000005604 Prosulfuron Substances 0.000 claims description 11
- 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 11
- 239000005504 Dicamba Substances 0.000 claims description 10
- 244000038559 crop plants Species 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
- 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 9
- 239000005621 Terbuthylazine Substances 0.000 claims description 9
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 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 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 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
- 240000008042 Zea mays Species 0.000 claims description 6
- 239000013543 active substance Substances 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 5
- 239000005582 Metosulam Substances 0.000 claims description 5
- 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 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
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 4
- 244000068988 Glycine max Species 0.000 claims description 4
- 235000010469 Glycine max Nutrition 0.000 claims description 4
- 239000005583 Metribuzin Substances 0.000 claims description 4
- 235000021536 Sugar beet Nutrition 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 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
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 240000002791 Brassica napus Species 0.000 claims description 3
- 235000006008 Brassica napus var napus Nutrition 0.000 claims description 3
- 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
- 125000003277 amino group Chemical group 0.000 claims description 3
- 235000013339 cereals Nutrition 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 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 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000005618 Sulcotrione Substances 0.000 claims description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 2
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 235000005822 corn Nutrition 0.000 claims description 2
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 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
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 230000008635 plant growth Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000004009 herbicide Substances 0.000 abstract description 14
- 239000000126 substance Substances 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 230000003287 optical effect Effects 0.000 abstract description 3
- 229940100389 Sulfonylurea Drugs 0.000 abstract description 2
- 150000007513 acids Chemical class 0.000 abstract 2
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 abstract 1
- CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical class NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 abstract 1
- VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical class ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 abstract 1
- IEGRLEZDTRNPRH-UHFFFAOYSA-N 2-hydroxyiminocyclohexan-1-one Chemical class ON=C1CCCCC1=O IEGRLEZDTRNPRH-UHFFFAOYSA-N 0.000 abstract 1
- REEXLQXWNOSJKO-UHFFFAOYSA-N 2h-1$l^{4},2,3-benzothiadiazine 1-oxide Chemical class C1=CC=C2S(=O)NN=CC2=C1 REEXLQXWNOSJKO-UHFFFAOYSA-N 0.000 abstract 1
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 150000001559 benzoic acids Chemical class 0.000 abstract 1
- 150000008359 benzonitriles Chemical class 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 abstract 1
- 150000003918 triazines Chemical class 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 23
- 241000482268 Zea mays subsp. mays Species 0.000 description 17
- 241000611157 Brachiaria Species 0.000 description 13
- 239000004094 surface-active agent Substances 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 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 9
- 241000209072 Sorghum Species 0.000 description 9
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 239000000969 carrier Substances 0.000 description 8
- 241000234653 Cyperus Species 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 241000209117 Panicum Species 0.000 description 6
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 6
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000005616 Rimsulfuron Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 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 5
- 239000000377 silicon dioxide Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 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 4
- 239000005995 Aluminium silicate Substances 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 239000005981 Imazaquin Substances 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 235000008504 concentrate Nutrition 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000003623 enhancer Substances 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 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 4
- 235000009973 maize Nutrition 0.000 description 4
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- 150000003839 salts Chemical class 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 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 4
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 3
- 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 description 3
- 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 description 3
- 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 3
- 239000005497 Clethodim Substances 0.000 description 3
- 239000005498 Clodinafop Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 239000005586 Nicosulfuron Substances 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- 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 3
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- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 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 3
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- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
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- 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 description 2
- 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 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
- 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 2
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 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
- 239000005476 Bentazone Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229910021532 Calcite Inorganic materials 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 239000005500 Clopyralid Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000005510 Diuron Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
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- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
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- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 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
- 230000000996 additive 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
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 description 2
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 2
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- 239000003760 tallow Substances 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 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
- 238000011282 treatment Methods 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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 (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH107295 | 1995-04-12 | ||
PCT/EP1996/001431 WO1996032013A1 (en) | 1995-04-12 | 1996-04-01 | Synergistic herbicidal compositions of metolachlor |
Publications (2)
Publication Number | Publication Date |
---|---|
SK136697A3 SK136697A3 (en) | 1998-02-04 |
SK283993B6 true SK283993B6 (sk) | 2004-07-07 |
Family
ID=4201802
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK1366-97A SK283993B6 (sk) | 1995-04-12 | 1996-04-01 | Herbicídny prostriedok a spôsob potláčania nežiaduceho rastu rastlín |
Country Status (26)
Country | Link |
---|---|
US (1) | US5981432A (ja) |
EP (1) | EP0820227B1 (ja) |
JP (1) | JP3416702B2 (ja) |
CN (7) | CN1212763C (ja) |
AR (1) | AR001592A1 (ja) |
AT (1) | ATE230211T1 (ja) |
AU (4) | AU697026B2 (ja) |
BR (1) | BR9604943A (ja) |
CA (2) | CA2724731C (ja) |
CO (1) | CO4650157A1 (ja) |
CZ (1) | CZ291750B6 (ja) |
DE (1) | DE69625587T2 (ja) |
EA (1) | EA000947B1 (ja) |
ES (1) | ES2189867T3 (ja) |
HR (1) | HRP960162B1 (ja) |
HU (1) | HU224728B1 (ja) |
IL (1) | IL117872A (ja) |
MX (1) | MX9707802A (ja) |
PE (1) | PE49497A1 (ja) |
PL (1) | PL186763B1 (ja) |
SK (1) | SK283993B6 (ja) |
TW (1) | TW345489B (ja) |
UA (1) | UA63884C2 (ja) |
UY (1) | UY24203A1 (ja) |
WO (1) | WO1996032013A1 (ja) |
ZA (1) | ZA962877B (ja) |
Families Citing this family (71)
Publication number | Priority date | Publication date | Assignee | Title |
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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 |
PT1104243E (pt) * | 1998-08-13 | 2013-05-07 | Bayer Cropscience Ag | Herbicidas para culturas de milho tolerantes ou resistentes |
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 |
AR036546A1 (es) * | 2001-09-20 | 2004-09-15 | Syngenta Participations Ag | Composicion herbicida |
KR20040035801A (ko) * | 2001-09-20 | 2004-04-29 | 신젠타 파티서페이션즈 아게 | 제초제 조성물 |
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 |
WO2005096814A2 (en) * | 2004-04-01 | 2005-10-20 | Basf Aktiengesellschaft | Synergistically acting herbicidal mixtures |
BR122015028427B1 (pt) * | 2007-03-30 | 2016-06-21 | Dow Agrosciences Llc | mistura herbicida sinérgica, composição compreendendo a mesma, bem como método para o controle de vegetação indesejável |
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. |
EA021466B1 (ru) | 2008-06-18 | 2015-06-30 | Басф Се | Трехкомпонентные гербицидные композиции, содержащие аминопиралид и имазамокс |
LT2296480T (lt) | 2008-06-18 | 2018-11-12 | Basf Se | Herbicidinės kompozicijos, apimančios 4-amino-3,6-dichlorpiridin-2-karboksirūgštį |
AR089283A1 (es) * | 2011-12-27 | 2014-08-13 | Ishihara Sangyo Kaisha | Composicion herbicida |
CN102550572B (zh) * | 2012-01-13 | 2014-07-30 | 河南金田地农化有限责任公司 | 一种含有唑嘧磺草胺的除草组合物 |
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 |
AU2014209311B2 (en) | 2013-01-25 | 2018-03-08 | Corteva Agriscience Llc | Herbicidal compositions comprising 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid |
CN103271028A (zh) * | 2013-06-19 | 2013-09-04 | 北京燕化永乐农药有限公司 | 一种复配除草剂 |
CN103355312A (zh) * | 2013-06-29 | 2013-10-23 | 海利尔药业集团股份有限公司 | 一种除草组合物 |
CN105165864B (zh) * | 2013-07-03 | 2017-09-01 | 江苏龙灯化学有限公司 | 增效除草组合物 |
CN103749502B (zh) * | 2013-12-23 | 2018-04-13 | 辽宁海佳农化有限公司 | 一种除草剂组合物及制法 |
CN104041501B (zh) * | 2014-04-30 | 2015-11-18 | 浙江天丰生物科学有限公司 | 除草组合物 |
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 |
CN104255748A (zh) * | 2014-09-02 | 2015-01-07 | 青岛永通电梯工程有限公司 | 一种大豆田苗后除草混剂 |
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 |
CN104273135B (zh) * | 2014-09-19 | 2015-11-18 | 河南中天恒信生物化学科技有限公司 | 含烯草酮、草除灵和异丙甲草胺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 |
AU2016208585A1 (en) | 2015-01-22 | 2017-08-03 | BASF Agro B.V. | Ternary herbicidal combination comprising saflufenacil |
US10813356B2 (en) | 2015-07-10 | 2020-10-27 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and dimethenamid |
US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
CN107846893B (zh) | 2015-07-10 | 2024-02-20 | 巴斯夫农业公司 | 包含环庚草醚和苯嘧磺草胺的除草组合物 |
HUE044213T2 (hu) | 2015-07-10 | 2019-10-28 | Basf Agro Bv | Cinmetilint és petoxamidot tartalmazó herbicid készítmény |
WO2017009142A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors |
AU2016292677B2 (en) | 2015-07-10 | 2020-09-24 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific quinolinecarboxylic acids |
JP6875368B2 (ja) | 2015-07-10 | 2021-05-26 | ビーエーエスエフ アグロ ベー.ブイ. | シンメチリン及びアセトクロール又はプレチラクロールを含む除草剤組成物 |
PL3319431T3 (pl) * | 2015-07-10 | 2020-03-31 | BASF Agro B.V. | Kompozycja chwastobójcza zawierająca cynmetylinę i s-metolachlor |
PL3319437T3 (pl) | 2015-07-10 | 2020-03-31 | BASF Agro B.V. | Kompozycja chwastobójcza zawierająca cynmetylinę i piroksasulfon |
CN104938496A (zh) * | 2015-07-27 | 2015-09-30 | 河南远见农业科技有限公司 | 一种含甲基磺草酮、特丁津和异丙甲草胺的除草剂组合物 |
CN109819993A (zh) * | 2015-12-03 | 2019-05-31 | 江苏龙灯化学有限公司 | 一种除草组合物 |
CN105475325B (zh) * | 2016-01-27 | 2017-11-17 | 陕西上格之路生物科学有限公司 | 一种含氯吡嘧磺隆的三元除草组合物 |
CN105660663B (zh) * | 2016-04-21 | 2018-02-23 | 肖锴 | 一种兼具芽前和芽后作用的草坪除草剂及其使用方法 |
AU2016210750B1 (en) * | 2016-08-05 | 2017-09-07 | Rotam Agrochem International Company Limited | Herbicidal composition and method for controlling plant growth |
CN106359446A (zh) * | 2016-08-18 | 2017-02-01 | 江苏七洲绿色化工股份有限公司 | 一种除草组合物 |
CN107771796A (zh) * | 2016-08-30 | 2018-03-09 | 南京华洲药业有限公司 | 一种含麦草畏与高效异丙甲草胺的除草组合物及其应用 |
CN106577668A (zh) * | 2016-11-24 | 2017-04-26 | 浙江天丰生物科学有限公司 | 一种多元复配除草组合物 |
CN106719650A (zh) * | 2016-12-14 | 2017-05-31 | 安徽常泰化工有限公司 | 一种大豆用除草剂 |
CN106719759A (zh) * | 2017-01-16 | 2017-05-31 | 成都邦农化学有限公司 | 硝烟异丙甲组合物及其生产工艺 |
CN106879605A (zh) * | 2017-02-27 | 2017-06-23 | 山东省农业科学院植物保护研究所 | 一种含有噁草酮和精异丙甲草胺的除草剂组合物 |
US11350631B2 (en) | 2017-08-09 | 2022-06-07 | Basf Se | Herbicidal mixtures comprising l-glufosinate or its salt and at least one VLCFA inhibitor |
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 |
CN113261560A (zh) * | 2017-11-15 | 2021-08-17 | 迈克斯(如东)化工有限公司 | 一种含pds抑制剂的除草剂组合物及其应用 |
CN107873722A (zh) * | 2017-12-29 | 2018-04-06 | 陕西上格之路生物科学有限公司 | 一种含异恶唑草酮的三元除草组合物 |
CN108402065A (zh) * | 2018-05-16 | 2018-08-17 | 安徽省四达农药化工有限公司 | 一种乙草胺水可分散性粒剂及其制备方法 |
CN108902171A (zh) * | 2018-07-23 | 2018-11-30 | 安徽华星化工有限公司 | 一种含草铵膦与酰胺类的除草组合物 |
CN109429615A (zh) * | 2018-11-19 | 2019-03-08 | 青岛农业大学 | 一种提高狗尾草种子发芽率的方法 |
CN109362730A (zh) * | 2018-12-26 | 2019-02-22 | 北京颖泰嘉和生物科技股份有限公司 | 一种除草剂组合物及其应用 |
WO2020172305A1 (en) | 2019-02-19 | 2020-08-27 | 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 |
CN110352974A (zh) * | 2019-08-28 | 2019-10-22 | 沈阳农业大学 | 一种苗后早期除草活性组合物及除草剂 |
AR120115A1 (es) * | 2019-10-01 | 2022-02-02 | Upl Corporation Ltd | Composiciones herbicidas |
CN111264541A (zh) * | 2020-03-11 | 2020-06-12 | 青岛瀚生生物科技股份有限公司 | 农用田间除草剂组合物及其应用 |
CN111567523A (zh) * | 2020-06-22 | 2020-08-25 | 安徽喜田生物科技有限公司 | 一种包含氟乐灵和丙草胺的除草组合物 |
BR102020019865A2 (pt) * | 2020-09-28 | 2022-04-12 | Upl Do Brasil Industria E Comercio De Insumos Agropecuarios S.A. | Combinações de herbicidas triazinona com fitoprotetores |
BR102020019866A2 (pt) * | 2020-09-28 | 2022-04-12 | Upl Do Brasil Industria E Comercio De Insumos Agropecuarios S.A. | Combinações de herbicidas cloroacetanilida com fitoprotetores |
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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 |
EP0077755B1 (de) * | 1981-10-16 | 1985-03-06 | Ciba-Geigy Ag | Optisch aktives N-(1'-Methyl-2'-methoxyäthyl)-N-chloracetyl-2-äthyl-6-methylanilin als Herbizid |
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DE3419050A1 (de) * | 1984-05-22 | 1985-11-28 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Herbizides mittel |
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DE3614788A1 (de) * | 1986-05-02 | 1987-11-05 | Hoechst Ag | Herbizide emulsionen |
CA1289768C (en) * | 1987-03-17 | 1991-10-01 | Takasi Ikai | Herbicidal composition |
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EP0331495A1 (en) * | 1988-03-04 | 1989-09-06 | Eli Lilly And Company | Herbicide combination |
YU48319B (sh) * | 1988-08-01 | 1998-05-15 | Monsanto Company | Bezbednosni herbicidni derivati benzoeve kiseline |
ES2154645T3 (es) * | 1992-05-06 | 2001-04-16 | Novartis Ag | Composicion sinergica y procedimiento para el control selectivo de malas hierbas. |
JPH0776504A (ja) * | 1993-09-06 | 1995-03-20 | Idemitsu Kosan Co Ltd | 除草剤組成物 |
-
1996
- 1996-01-04 UA UA97115408A patent/UA63884C2/uk unknown
- 1996-04-01 US US08/930,901 patent/US5981432A/en not_active Expired - Lifetime
- 1996-04-01 ES ES96909161T patent/ES2189867T3/es not_active Expired - Lifetime
- 1996-04-01 CN CNB961931930A patent/CN1212763C/zh not_active Expired - Lifetime
- 1996-04-01 AU AU52763/96A patent/AU697026B2/en not_active Withdrawn - After Issue
- 1996-04-01 HU HU9801577A patent/HU224728B1/hu active IP Right Grant
- 1996-04-01 EP EP96909161A patent/EP0820227B1/en not_active Expired - Lifetime
- 1996-04-01 BR BR9604943A patent/BR9604943A/pt active Search and Examination
- 1996-04-01 JP JP53068596A patent/JP3416702B2/ja not_active Expired - Lifetime
- 1996-04-01 DE DE69625587T patent/DE69625587T2/de not_active Expired - Lifetime
- 1996-04-01 SK SK1366-97A patent/SK283993B6/sk not_active IP Right Cessation
- 1996-04-01 CA CA2724731A patent/CA2724731C/en not_active Expired - Lifetime
- 1996-04-01 EA EA199800113A patent/EA000947B1/ru not_active IP Right Cessation
- 1996-04-01 WO PCT/EP1996/001431 patent/WO1996032013A1/en active IP Right Grant
- 1996-04-01 CA CA2213498A patent/CA2213498C/en not_active Expired - Lifetime
- 1996-04-01 AT AT96909161T patent/ATE230211T1/de active
- 1996-04-01 CN CNB011219378A patent/CN1220431C/zh not_active Expired - Lifetime
- 1996-04-01 PL PL96322766A patent/PL186763B1/pl unknown
- 1996-04-01 CZ CZ19973230A patent/CZ291750B6/cs not_active IP Right Cessation
- 1996-04-09 HR HR960162A patent/HRP960162B1/xx not_active IP Right Cessation
- 1996-04-09 PE PE1996000247A patent/PE49497A1/es not_active Application Discontinuation
- 1996-04-09 CO CO96016827A patent/CO4650157A1/es unknown
- 1996-04-10 AR AR33611796A patent/AR001592A1/es active IP Right Grant
- 1996-04-11 UY UY24203A patent/UY24203A1/es not_active IP Right Cessation
- 1996-04-11 IL IL11787296A patent/IL117872A/en 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
-
1997
- 1997-10-10 MX MX9707802A patent/MX9707802A/es active IP Right Grant
-
1998
- 1998-12-24 AU AU98218/98A patent/AU723452C/en not_active Expired
-
2001
- 2001-01-17 CN CN01101289A patent/CN1311990A/zh active Pending
- 2001-06-22 CN CN01121938A patent/CN1327727A/zh active Pending
- 2001-06-22 CN CNB011219408A patent/CN1206912C/zh not_active Expired - Lifetime
- 2001-06-22 CN CNB011219394A patent/CN1212764C/zh not_active Expired - Lifetime
- 2001-06-22 CN CNB011219416A patent/CN1206913C/zh not_active Expired - Lifetime
-
2006
- 2006-05-16 AU AU2006202047A patent/AU2006202047B9/en not_active Expired
-
2009
- 2009-04-27 AU AU2009201649A patent/AU2009201649A1/en not_active Abandoned
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MK4A | Patent expired |
Expiry date: 20160401 |