HU229517B1 - Herbicide and safening combinations - Google Patents
Herbicide and safening combinations Download PDFInfo
- Publication number
- HU229517B1 HU229517B1 HU0402105A HUP0402105A HU229517B1 HU 229517 B1 HU229517 B1 HU 229517B1 HU 0402105 A HU0402105 A HU 0402105A HU P0402105 A HUP0402105 A HU P0402105A HU 229517 B1 HU229517 B1 HU 229517B1
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- group
- alkoxy
- composition according
- herbicidal composition
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 71
- 239000004009 herbicide Substances 0.000 title claims description 39
- 239000000203 mixture Substances 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 39
- 239000004480 active ingredient Substances 0.000 claims description 34
- -1 C 1-4 -alkylthio Chemical group 0.000 claims description 33
- 241000196324 Embryophyta Species 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 244000038559 crop plants Species 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 9
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 240000008042 Zea mays Species 0.000 claims description 9
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 240000007594 Oryza sativa Species 0.000 claims description 6
- 235000007164 Oryza sativa Nutrition 0.000 claims description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 235000005822 corn Nutrition 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 235000009566 rice Nutrition 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 5
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 5
- 244000062793 Sorghum vulgare Species 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 5
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 5
- 125000001188 haloalkyl group Chemical group 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- 240000005979 Hordeum vulgare Species 0.000 claims description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 235000019713 millet Nutrition 0.000 claims description 4
- 235000007319 Avena orientalis Nutrition 0.000 claims description 3
- 244000075850 Avena orientalis Species 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 3
- 235000007238 Secale cereale Nutrition 0.000 claims description 3
- 241000209140 Triticum Species 0.000 claims description 3
- 235000021307 Triticum Nutrition 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000003386 piperidinyl group Chemical group 0.000 claims description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 claims description 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 2
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 2
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims 2
- 125000006529 (C3-C6) alkyl group Chemical group 0.000 claims 1
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims 1
- 241000209056 Secale Species 0.000 claims 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 125000004995 haloalkylthio group Chemical group 0.000 claims 1
- 235000017807 phytochemicals Nutrition 0.000 claims 1
- 229930000223 plant secondary metabolite Natural products 0.000 claims 1
- 238000002203 pretreatment Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 description 15
- 238000009472 formulation Methods 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000008187 granular material Substances 0.000 description 11
- 239000000843 powder Substances 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 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 9
- 239000012141 concentrate Substances 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 9
- 239000011734 sodium Substances 0.000 description 9
- 229910052708 sodium Inorganic materials 0.000 description 9
- 239000007921 spray Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 8
- 239000002689 soil Substances 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 7
- 230000009261 transgenic effect Effects 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- 238000010410 dusting Methods 0.000 description 5
- 239000000575 pesticide Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 239000004562 water dispersible granule Substances 0.000 description 5
- 239000005995 Aluminium silicate Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Chemical class 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 235000013339 cereals Nutrition 0.000 description 4
- 239000004495 emulsifiable concentrate Substances 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
- 239000003415 peat Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 3
- 240000000111 Saccharum officinarum Species 0.000 description 3
- 235000007201 Saccharum officinarum Nutrition 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 150000002431 hydrogen Chemical group 0.000 description 3
- 235000009973 maize Nutrition 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000002950 monocyclic group Chemical group 0.000 description 3
- 230000000885 phytotoxic effect Effects 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000005493 Chloridazon (aka pyrazone) Substances 0.000 description 2
- 239000005504 Dicamba Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 241000219146 Gossypium Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 244000082988 Secale cereale Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- PNRAZZZISDRWMV-UHFFFAOYSA-N Terbucarb Chemical compound CNC(=O)OC1=C(C(C)(C)C)C=C(C)C=C1C(C)(C)C PNRAZZZISDRWMV-UHFFFAOYSA-N 0.000 description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- YIJZJEYQBAAWRJ-UHFFFAOYSA-N Thiazopyr Chemical compound N1=C(C(F)F)C(C(=O)OC)=C(CC(C)C)C(C=2SCCN=2)=C1C(F)(F)F YIJZJEYQBAAWRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005627 Triclopyr Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
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- 125000001072 heteroaryl group Chemical group 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
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- 235000010446 mineral oil Nutrition 0.000 description 2
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- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
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- 235000019422 polyvinyl alcohol Nutrition 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- GXEKYRXVRROBEV-FBXFSONDSA-N (1r,2s,3r,4s)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1C[C@@H]2[C@@H](C(O)=O)[C@@H](C(=O)O)[C@H]1O2 GXEKYRXVRROBEV-FBXFSONDSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 description 1
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 description 1
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 description 1
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 description 1
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 description 1
- XBYZOHTXPQOOJM-UHFFFAOYSA-N 1,2-oxazol-3-yl(phenyl)methanone Chemical class C=1C=CC=CC=1C(=O)C=1C=CON=1 XBYZOHTXPQOOJM-UHFFFAOYSA-N 0.000 description 1
- GVROBYMTUJVBJZ-UHFFFAOYSA-N 1-(3-methylphenyl)-5-phenyl-1,2,4-triazole-3-carboxamide Chemical compound CC1=CC=CC(N2C(=NC(=N2)C(N)=O)C=2C=CC=CC=2)=C1 GVROBYMTUJVBJZ-UHFFFAOYSA-N 0.000 description 1
- RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 1
- QKKYEVJOTCARAK-UHFFFAOYSA-N 1-tert-butyl-5-cyano-n-ethylpyrazole-4-carboxamide Chemical compound CCNC(=O)C=1C=NN(C(C)(C)C)C=1C#N QKKYEVJOTCARAK-UHFFFAOYSA-N 0.000 description 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
- 239000002794 2,4-DB Substances 0.000 description 1
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 description 1
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 description 1
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 1
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- YXBDMGSFNUJTBR-NFSGWXFISA-N 2-[(E)-N-[(E)-3-chloroprop-2-enoxy]-C-propylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one Chemical compound Cl/C=C/CO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O YXBDMGSFNUJTBR-NFSGWXFISA-N 0.000 description 1
- IRJQWZWMQCVOLA-DNTJNYDQSA-N 2-[(e)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-DNTJNYDQSA-N 0.000 description 1
- OVQJTYOXWVHPTA-UHFFFAOYSA-N 2-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-nitropyrazol-3-amine Chemical compound NC1=C([N+]([O-])=O)C=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl OVQJTYOXWVHPTA-UHFFFAOYSA-N 0.000 description 1
- OOLBCHYXZDXLDS-UHFFFAOYSA-N 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1Cl OOLBCHYXZDXLDS-UHFFFAOYSA-N 0.000 description 1
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 1
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- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
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- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
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- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
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- JUNDBKFAZXZKRA-MAFYXNADSA-M sodium;2-[(e)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylate Chemical compound [Na+].N=1C=CC=C(C([O-])=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 JUNDBKFAZXZKRA-MAFYXNADSA-M 0.000 description 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical group [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 1
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- RJKCKKDSSSRYCB-UHFFFAOYSA-N tebutam Chemical compound CC(C)(C)C(=O)N(C(C)C)CC1=CC=CC=C1 RJKCKKDSSSRYCB-UHFFFAOYSA-N 0.000 description 1
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
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- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical compound COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 1
- KRURGYOKPVLRHQ-UHFFFAOYSA-N trithionic acid Chemical compound OS(=O)(=O)SS(O)(=O)=O KRURGYOKPVLRHQ-UHFFFAOYSA-N 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
- 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
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Description
Claims (15)
- Találmány szerinti kombiuádő | Fitntoxlkns hatás csökkentése
I Szám j herbicid 4- széfener | kukoricán s 5 1 6.1 i Hl + SS (200 + 1) 1 100% [ 1 i j 6.2 i 1 í Hl - SS (.200 + 4) ................{·· J I loo % 1 6. tábla zaí Találmány szerinti kombináció j Fítoiöxikos hatás csökkentése j s Szám t ( berbieid + széfener { kukoricán j j í ~r τ : /3 Hl 4 S10 (200 4· 0,5) 1 loo % 7 Ί Í Hl 4· S8 (200 Ti) ί Í00 % : § X * ** 4ί. Herbicid készítmény, amely egy keveréket tartalmaz, melynek komponenseiA) herbicid hatásos mennyiségben egv vagy több (I) általános képiem, vegyidet, a3ies1.0R jelentése hidrogénatom vagy 1-4 szénatomos alkoxikarbonílcsoport,RJ jelentése hidrogénatom, 1-4 szénatomos alkiicsoport, - 2-4 szénatomos alkemlcsoport 2-4 szénatomos alkinílesoporl,
- 3-8: szénatomos· cikloalkilcsoport, 3-8 szénatomos clkloalkenilesoport, (1-4 szénatomos alkil)-(3-8 szénatomos eikloa.ikíl)csöport5 3-7 szénatomos, halogéneikloaikdcsoport, (1-4 szénatomos aikiltio)~(3-8 szénatomos eiktoalkiljcsoport, 1-8 szénatomos haíogénalkí'lcsoport vagy 2-8 szénatomos halogénalkenilesoport, előnyösen 3-7 szénatomos cikloalkilesoport vagy (1 -4 szénatornos aIkü)-(3·-? szénatomos eíkloatkiljesopori,R jelentése az egyes előfordulási helyeken egymástól függetlenül halogénatom, nltrocsoport, cianocsoport, 1-4 szénatomos alkiicsoport, 2-4 szénatomos csoport.-4 szénatomos alkinilcsoport, 1-4 .szénatomos halogén207S qB) kéX alkilcsoport, 2-4 szénatomos halogénalkenilesoport, 2-4 szénatomos halogénalkinilcsoport, (1-4 szénatornos alkoxi)-(l-4 szénatornos aikihesoport, 1-4 szénatomos alkiltiocsoport, 1-4 szénatornos alkilszulfinilcsoport, 1-4 szénatornos alkílszulfbmlcsoport, (1-4 szénatomos alkoxi)-(M szénatomos alkoxi lesöpört, 14 szénatomos aíkilkarbonílcsoport, 1-4 szénatomos alkilszulfonilaminocsoport» 14 szénatomos aikoxicsoporf, 1-4 szénatomos alkoxikarboniksoport, 1-4 szénatomos alkilamínoszulíbo-ilcsopört, 1-4 szénatomos díalkíiaminoszulfonilcsoport, 1-4 szénatomos dialkiHc&rhamoilcsoport, 1-4 szénatomos haiogénaíkiltioesoport, 1-4 szénatornos alkilszulfoniloxiesoport vagy 1-4 szénatornos halogénalkoxicsoport, értéke ö, 1,2, 3 vagy 4, és hatásos antídétom mennyiségben egy vagy több széfener vegyölet a (lí) általános tö acilszulfemoirbenzoesavamld-származékok vagy ezek sói közül, a képletben jelentése CH vagy N,- 77 .* < ♦ » « * ♦ «· ΧΦ» » * x * ί Λ ♦ » « »« *«* «< ♦-«.RJ jelentése hidrogénatom, 1-6 szénafomos alkilcsoport, 3-6 szénatomos cikloalkilesoport, 2-6 szénatomos alkenilesoport, 2-6 szénatomos alkínilcsoport 5-6 szénatomos cikioalkeml csoport, fenilcsoport vagy 3-6 tagú heterociklusos csoport, amely legfeljebb 3 heíeroatomként nitrogénatom, oxigénatom és5 kénatom közül .megválasztott heteroatomot tartalmaz, ahol a fenti csoportok adott esetben egy vagy több azonos vagy különböző szubsztituenssel szubsztituáiva lehetnek, ahol a szuhszíifuens halogénatom, 1-6 szénatomos alkoxícsopori, 1-6 szénatomos balogénalkoxi csoport, 1-2 szénatomos alkílszolfmilcsoport, 1-2 szénatomos alkilszulfbniicsoport, 3-6 szénatomos cíkloalkilesoport, 1 -410 szénatomos alkoxíkarhomlcsoport, 1-4 szénatomos· aikilkarhonilesoport vagy fenilcsoport, valamint ciklusos csoportok esetében 1-4 szénatomos alkilcsoport vagy 1-4 szénatomos hal ogénalkllesoport,R4 jelentése hidrogénatom, 1-6 szénatomos alkilcsoport, .2-6 szénatomos alkemlcsoport vagy 2-6 szénatomos alkínilesoport, ahol a megadott csoportok15 adott esetben egy vagy több azonos vagy különböző szubsztitnensseí szubsztituáiva lehetnek, ahol a szubsztítuens halogénatom, hídroxiicsoport, M szénatomos alkilcsoport, 1-4 szénatomos alkoxíesoport vagy 1-4 szénatomos aikílrtoesoport, vagyR3 és R4 jelentése a kapcsolódó nífrogénatommal együtt pirrolidínflesoport vagy20 ptperidinilcsoport,R* jelentése az egyes előfordulási .helyeken, egymástól függetlenül halogénafom, 1-4 szénatomos halogénalkücsoport, 1-4 szénatomos halogénalkoxicsoport, nitrocsoport, 1-4 szénatomos alkilcsoport, 1-4 szénatomos alkoxicsoport, 1-4· szénatomos alkílszulfőnilcsoport, 1-4 szénatomos a.lkoxlkarbonilcsoport vagy 1-4 szénatomos25 alkilkarbonilcsoport,Rö jelentése hidrogénatom, 1-4 szénatomos alkilcsoport, 2-4 szénatomos alkemlcsopört vagy 2-4 szénatomos alkmilesoport,R7 jelentése az egyes előfordulási helyeken egymástól függetlenül halogénafom,. nítrocsoport, 1-4 széoaíomos alkilcsoport, 1-4 szénatomos halogénalklícsoporí, 130 4 szénatomos halogénalkoxíesöport 3-6 szénatomos cíkloalkilesoport.« * &femiesoport, 1-4 szénatomos alkoxícsoport, cíanocsoport, 1-4 szénatomos aíkiltioesoport, 1-4 szénatomos alkiísznifínilesoport, 1-4 szénatomos alkilszulfomlcsoport, 1-4 szénatomos dkoxíkarfeomlcsoport, 1-4 szénatomos alkíl karbonilcaoport,5 s értéke Ö, 1 vagy 2, o értéke 1 vagy 2, ahol a fenti értelmezés kiterjed a sztereoizomer formákra és a mezőgazdaságilag alkalmazható sókra.10 2, Az I. igénypont szerinti herbicid készítmény, ahol az (I) általános képletbenR jelentése hidrogénatom vagy' etoxikarbomlesopörí,R: jelentése cíklopropilesoport,R2 jelentése az egyes előfordulási helyeken egymástól függetlenül halogénatom, mefílcsoport, etilcsoport trifluonnetílesoport, metilfáocsoport, etiítioesoport,15 metilszulfonilosoport, etílszulfónilcsoport, metoxicsoport, etoxiesoport, halogénnietoxíesoport vagy halogéoetoxícsoport.Az 1, vagy 2, igénypont szerinti herbicid készítmény, ahol az (I) általános20 R jelentése az egyes előfordulási helyeken egymástól függetlenül klóratom, brómatom, Ouoratom, metilesoport, etil-csoport, trifluormetllcsoport, metibzulfonilcsoport, etilszulfonilcsoport, metoxicsoport vagy etoxiesoport, q értéke 2 vagy 3.
- 4, Az 1-3. igénypontok bármelyike szerinti berfeicid készítmény, általános képletben az egyik R2 jelentése 2-nietíIsxulfoniicsoport és jelentése 4-trifluotmetílcsopört, 4-klóratom vagy 4-brőinafom.ahol az (I) a másik R~Az 1-4. Igénypontok bármelyike szerinti herbicid készítmény, ahol a (II) általános «4 »: »»X* ««»>- 29 X *4 *«4 4 «4β>4·#X jelentése CH,RJ jelentése hidrogénatom, 1-6 szénatomos alkiicsoport, 3-6 szénatomos cíkíoaíkilesöpört, 2-6 szénatomos alkenilcsoport, 5-6 szénatomos cikíoalkenllcsoport vagy íenilcsoport,
- 5 Rö jelentése hidrogénatom,R' jelentése az egyes előfordulási helyeken egymástól függetlenül halogénatom, nítrocsoport, 1-4 szénatomos alkiicsoport, 1-4 szénatomos halogén alkiicsoport, 14 szénatomos halogénalköxiesoport, 3-6 szénatomos cikloaikílcsoport, 1-4 szénatomos alkoxiesoport, cianocsoport, 1-4 szénatomos alkiltiocsoport, 1-410 szénatomos alkifezulímilcsoport, 1-4 szénatomos alkilszulfonilesoport, 1-4 szénatomos alkoxikarbonilesoport vagy 1 -4 szénatomos alkilkarhonilcsoport
- 6. Az 1-5, igénypontok bármelyike szerinti herbíeid készítmény, ahol a (II) általános képletben >15 IV jelentése 2-6 szénatomos alkinílesoport vagyR”' és R“ jelentése a kapcsolódó sitrogénatommal együtt pirrolidíniksoport vagy píperidimícsoport,Rő jelentése metílesoport.Az 1-6 igénypontok bármelyike szerinti herbicid készítmény, ahol a (II) általános étben az R5R4N-CO- képietű csoport a lenilesoport 4 helyzetében található.
- 8. Az 1-7, igénypontok bármelyike szerinti herbicid készítmény, ahol a herbiciíkszéfener tömegarány 1:100- 10Ö-1.
- 9. Az 1-8. igénypontok bármelyike szerinti herbicid készítmény, amely további komponensként egy további herbicid hatóanyagot tartalmaz.
- 10. Á 9. igénypont szerinti herbicid készítmény, ahol a további herbicid hatóanyag30 szrdibnilkarbamid-származék.* ··:·· s>-30
- 11. Eljárás gyomnövények irtására haszonnöv a gyomnövényekre, kultúrnövényekre, mt hatásos mennyiségben 1-9. Igénypontok juttatunk ki.ény kultúrában, azzal jellemezve, hogy a vagy a növények életterébe herbicíd ke szerinti herbíeíd készítményt
- 12. A 11, igénypont szerinti eljárás, azzal jellemezve, hogy a széfener és a herhici hatóanyagot időben késleltetve juttatjuk, ki.10
- 13. A 11. vagy 12. igénypont szerinti eljárás azzal jellemezve, hogy egy előkezelési lépésben a vetőmagot egy széfcnerrel csávázzuk, és egy további lépésben a herbicíd hatóanyagot kibe.
- 14. A 11-13. igénypontok bármelyike szerinti eljárás, azzal jellemezve, hogy a 15 növény kukorica, búza, rozs, árpa, zab, rizs. köles, gyapot vagy szója.
- 15. A 11-14. igénypontok bármelyike szerinti eljárás, azzal jellemezve, hogy a növény géntechnoíögiailag megváltoztatott növény.
- 20 16. Az 1-10. igénypontok bármelyike szerinti herbíeíd készítmény alkalmazása gyomok irtására haszonnövény kultúrában.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10145019A DE10145019A1 (de) | 2001-09-13 | 2001-09-13 | Kombinationen aus Herbiziden und Safenern |
PCT/EP2002/009973 WO2003022050A1 (de) | 2001-09-13 | 2002-09-06 | Kombinationen aus herbiziden und safenern |
Publications (3)
Publication Number | Publication Date |
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HUP0402105A2 HUP0402105A2 (hu) | 2005-02-28 |
HUP0402105A3 HUP0402105A3 (en) | 2006-01-30 |
HU229517B1 true HU229517B1 (en) | 2014-01-28 |
Family
ID=7698831
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0402105A HU229517B1 (en) | 2001-09-13 | 2002-09-06 | Herbicide and safening combinations |
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US (1) | US6914035B2 (hu) |
EP (1) | EP1427281B1 (hu) |
JP (1) | JP4384910B2 (hu) |
CN (1) | CN1309302C (hu) |
AR (2) | AR036480A1 (hu) |
BR (1) | BR0212488B1 (hu) |
CA (1) | CA2460481C (hu) |
DE (2) | DE10145019A1 (hu) |
DK (1) | DK1427281T3 (hu) |
ES (1) | ES2294161T3 (hu) |
FR (1) | FR12C0012I2 (hu) |
HR (1) | HRP20040246B1 (hu) |
HU (1) | HU229517B1 (hu) |
MX (1) | MXPA04002382A (hu) |
PL (1) | PL205316B1 (hu) |
PT (1) | PT1427281E (hu) |
RS (1) | RS50865B (hu) |
RU (2) | RU2291616C2 (hu) |
SI (1) | SI1427281T1 (hu) |
UA (1) | UA76206C2 (hu) |
WO (1) | WO2003022050A1 (hu) |
ZA (1) | ZA200401406B (hu) |
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2001
- 2001-09-13 DE DE10145019A patent/DE10145019A1/de not_active Withdrawn
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2002
- 2002-06-09 UA UA20040402921A patent/UA76206C2/uk unknown
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- 2002-09-06 JP JP2003526192A patent/JP4384910B2/ja not_active Expired - Lifetime
- 2002-09-06 EP EP02764874A patent/EP1427281B1/de not_active Expired - Lifetime
- 2002-09-06 DE DE50211255T patent/DE50211255D1/de not_active Expired - Lifetime
- 2002-09-06 SI SI200230662T patent/SI1427281T1/sl unknown
- 2002-09-06 RU RU2004111283/15A patent/RU2291616C2/ru active Protection Beyond IP Right Term
- 2002-09-06 HU HU0402105A patent/HU229517B1/hu active Protection Beyond IP Right Term
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- 2002-09-06 CN CNB028178998A patent/CN1309302C/zh not_active Expired - Lifetime
- 2002-09-06 BR BRPI0212488-2A patent/BR0212488B1/pt active IP Right Grant
- 2002-09-06 RS YUP-221/04A patent/RS50865B/sr unknown
- 2002-09-06 PL PL368759A patent/PL205316B1/pl unknown
- 2002-09-06 RU RU2006131048/04A patent/RU2420065C2/ru active
- 2002-09-06 PT PT02764874T patent/PT1427281E/pt unknown
- 2002-09-06 ES ES02764874T patent/ES2294161T3/es not_active Expired - Lifetime
- 2002-09-11 US US10/241,136 patent/US6914035B2/en not_active Expired - Lifetime
- 2002-09-11 AR ARP020103442A patent/AR036480A1/es not_active Application Discontinuation
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2004
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2012
- 2012-03-02 FR FR12C0012C patent/FR12C0012I2/fr active Active
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2014
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