CZ20032889A3 - Herbicidní prostředek a způsob hubení škodlivých rostlin - Google Patents
Herbicidní prostředek a způsob hubení škodlivých rostlin Download PDFInfo
- Publication number
- CZ20032889A3 CZ20032889A3 CZ20032889A CZ20032889A CZ20032889A3 CZ 20032889 A3 CZ20032889 A3 CZ 20032889A3 CZ 20032889 A CZ20032889 A CZ 20032889A CZ 20032889 A CZ20032889 A CZ 20032889A CZ 20032889 A3 CZ20032889 A3 CZ 20032889A3
- Authority
- CZ
- Czechia
- Prior art keywords
- carbon atoms
- group
- alkyl
- halogen
- alkoxy
- Prior art date
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- 239000004009 herbicide Substances 0.000 title claims abstract description 54
- 230000009931 harmful effect Effects 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 278
- -1 nitro, amino Chemical group 0.000 claims description 147
- 125000000217 alkyl group Chemical group 0.000 claims description 105
- 150000001875 compounds Chemical class 0.000 claims description 89
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 84
- 230000002363 herbicidal effect Effects 0.000 claims description 71
- 229910052736 halogen Inorganic materials 0.000 claims description 58
- 239000000203 mixture Substances 0.000 claims description 58
- 150000002367 halogens Chemical class 0.000 claims description 56
- 125000003545 alkoxy group Chemical group 0.000 claims description 49
- 150000003254 radicals Chemical class 0.000 claims description 46
- 241000196324 Embryophyta Species 0.000 claims description 44
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 41
- 125000001188 haloalkyl group Chemical group 0.000 claims description 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 29
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 25
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 24
- 125000005843 halogen group Chemical group 0.000 claims description 24
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 24
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 20
- 150000002148 esters Chemical class 0.000 claims description 20
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 18
- 240000007594 Oryza sativa Species 0.000 claims description 18
- 235000007164 Oryza sativa Nutrition 0.000 claims description 18
- 235000009566 rice Nutrition 0.000 claims description 18
- 125000000304 alkynyl group Chemical group 0.000 claims description 17
- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 15
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- 240000008042 Zea mays Species 0.000 claims description 14
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 13
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 12
- 125000003282 alkyl amino group Chemical group 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 229920006395 saturated elastomer Polymers 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 10
- 240000005979 Hordeum vulgare Species 0.000 claims description 9
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 9
- 240000000111 Saccharum officinarum Species 0.000 claims description 9
- 235000007201 Saccharum officinarum Nutrition 0.000 claims description 9
- 235000021307 Triticum Nutrition 0.000 claims description 9
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 9
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 235000005822 corn Nutrition 0.000 claims description 9
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 claims description 7
- 239000002794 2,4-DB Substances 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 7
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 6
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 claims description 6
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 claims description 6
- 125000000676 alkoxyimino group Chemical group 0.000 claims description 6
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 claims description 6
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 5
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 claims description 5
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 claims description 5
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000005504 Dicamba Substances 0.000 claims description 4
- 239000005574 MCPA Substances 0.000 claims description 4
- 239000005575 MCPB Substances 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 4
- 125000005277 alkyl imino group Chemical group 0.000 claims description 4
- 125000005225 alkynyloxycarbonyl group Chemical group 0.000 claims description 4
- 125000005109 alkynylthio group Chemical group 0.000 claims description 4
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 4
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 4
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 claims description 3
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 3
- PYKLUAIDKVVEOS-RAXLEYEMSA-N (e)-n-(cyanomethoxy)benzenecarboximidoyl cyanide Chemical compound N#CCO\N=C(\C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-RAXLEYEMSA-N 0.000 claims description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims description 3
- AXHCGXRBOHBEQA-UHFFFAOYSA-N 2-(5-chloro-2-methylphenoxy)acetic acid Chemical compound CC1=CC=C(Cl)C=C1OCC(O)=O AXHCGXRBOHBEQA-UHFFFAOYSA-N 0.000 claims description 3
- SIYAHZSHQIPQLY-UHFFFAOYSA-N 4-(4-chlorophenoxy)butanoic acid Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1 SIYAHZSHQIPQLY-UHFFFAOYSA-N 0.000 claims description 3
- 235000007319 Avena orientalis Nutrition 0.000 claims description 3
- 244000075850 Avena orientalis Species 0.000 claims description 3
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 3
- PYKLUAIDKVVEOS-UHFFFAOYSA-N Cyometrinil Chemical compound N#CCON=C(C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-UHFFFAOYSA-N 0.000 claims description 3
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 claims description 3
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 claims description 3
- 235000010469 Glycine max Nutrition 0.000 claims description 3
- WFVUIONFJOAYPK-KAMYIIQDSA-N Oxabetrinil Chemical compound C=1C=CC=CC=1C(/C#N)=N\OCC1OCCO1 WFVUIONFJOAYPK-KAMYIIQDSA-N 0.000 claims description 3
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims description 3
- 235000007238 Secale cereale Nutrition 0.000 claims description 3
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 3
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 3
- 125000005087 alkynylcarbonyl group Chemical group 0.000 claims description 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 3
- LQPRNRFJJUSONA-UHFFFAOYSA-N methyl 2-benzhydryloxyacetate Chemical compound C=1C=CC=CC=1C(OCC(=O)OC)C1=CC=CC=C1 LQPRNRFJJUSONA-UHFFFAOYSA-N 0.000 claims description 3
- WFVUIONFJOAYPK-UHFFFAOYSA-N n-(1,3-dioxolan-2-ylmethoxy)benzenecarboximidoyl cyanide Chemical compound C=1C=CC=CC=1C(C#N)=NOCC1OCCO1 WFVUIONFJOAYPK-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 3
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 2
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 2
- DKYBVKMIZODYKL-UHFFFAOYSA-N 1,3-diazinane Chemical compound C1CNCNC1 DKYBVKMIZODYKL-UHFFFAOYSA-N 0.000 claims description 2
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 claims description 2
- 125000006345 2,2,2-trifluoroethoxymethyl group Chemical group [H]C([H])(*)OC([H])([H])C(F)(F)F 0.000 claims description 2
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical group C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 claims description 2
- 241000219146 Gossypium Species 0.000 claims description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims description 2
- 125000005193 alkenylcarbonyloxy group Chemical group 0.000 claims description 2
- 125000005137 alkenylsulfonyl group Chemical group 0.000 claims description 2
- 125000005108 alkenylthio group Chemical group 0.000 claims description 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 2
- 125000004949 alkyl amino carbonyl amino group Chemical group 0.000 claims description 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 2
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 claims description 2
- 125000005088 alkynylcarbonylamino group Chemical group 0.000 claims description 2
- 125000005198 alkynylcarbonyloxy group Chemical group 0.000 claims description 2
- 125000005134 alkynylsulfinyl group Chemical group 0.000 claims description 2
- 125000005139 alkynylsulfonyl group Chemical group 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 2
- RFMQOHXWHFHOJF-UHFFFAOYSA-N cyano thiocyanate Chemical compound N#CSC#N RFMQOHXWHFHOJF-UHFFFAOYSA-N 0.000 claims description 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims description 2
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims description 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims description 2
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 2
- 125000005936 piperidyl group Chemical group 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- 150000003456 sulfonamides Chemical class 0.000 claims description 2
- 125000000335 thiazolyl group Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000004858 cycloalkoxyalkyl group Chemical group 0.000 claims 2
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 241000209056 Secale Species 0.000 claims 1
- 240000006394 Sorghum bicolor Species 0.000 claims 1
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims 1
- 125000005136 alkenylsulfinyl group Chemical group 0.000 claims 1
- 125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000002071 phenylalkoxy group Chemical group 0.000 claims 1
- 239000013543 active substance Substances 0.000 abstract description 12
- XKLPBDMZJSWRBL-UHFFFAOYSA-N 3-benzoylcyclohexane-1,2-dione Chemical group C=1C=CC=CC=1C(=O)C1CCCC(=O)C1=O XKLPBDMZJSWRBL-UHFFFAOYSA-N 0.000 abstract description 2
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 244000038559 crop plants Species 0.000 description 18
- 238000009472 formulation Methods 0.000 description 17
- 239000004480 active ingredient Substances 0.000 description 16
- 239000008187 granular material Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000002689 soil Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 125000001309 chloro group Chemical group Cl* 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 8
- 241000209140 Triticum Species 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- 235000013339 cereals Nutrition 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 239000011593 sulfur Substances 0.000 description 8
- 230000009261 transgenic effect Effects 0.000 description 8
- 239000004495 emulsifiable concentrate Substances 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 235000009973 maize Nutrition 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- 238000009331 sowing Methods 0.000 description 5
- 239000004562 water dispersible granule Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- 239000000729 antidote Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 239000003112 inhibitor 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
- 125000002950 monocyclic group Chemical group 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 230000000885 phytotoxic effect Effects 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 description 3
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
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- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 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
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
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        - A—HUMAN NECESSITIES
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- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
 
- 
        - A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
 
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        - A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—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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- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (9)
-  PATENTOVÉ NÁROKY1. Herbicidní prostředek, obsahujícíA) herbicidně účinné množství jedné nebo více sloučenin obecného vzorce I ve kterémRl značí nitroskupinu, aminoskupinu, atom halogenu, kyanoskupinu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkenylovou skupinu se 2 až 4 uhlíkovými atomy, alkinylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkenylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkinylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkylthioskupinu s 1 až 4 uhlíkovými atomy, alkoxykarbonylovou skupinu s 1 až 4 uhlíkovými atomy v alkoxylu, alkylsulfonylovou skupinu s 1 až 4 uhlíkovými atomy, alkylsulfinylovou skupinu s 1 až 4 uhlíkovými atomy, alkylthioskupnu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, alkoxyalkoxyskupinu s 1 až 4 uhlíkovými atomy v každém alkoxylu, alkylkarbonylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu, alkylaminosulfonylovou • · ·· skupinu s 1 až 4 uhlíkovými atomy, dialkylaminosulfonylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu, alkylkarbamoylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu, dialkylkarbamoylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu, alkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu, alkylaminoskupinu s 1 až 4 uhlíkovými atomy nebo dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu;R značí halogenalkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu, alkoxyalkoxyalkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i všech alkoxylech, cykloalkoxylalkylovou skupinu se 3 až 6 uhlíkovými atomy v cykloalkoxylu a s 1 až 4 uhlíkovými atomy v alkylu, cykloalkylalkoxyskupinu se3 až 6 uhlíkovými atomy v cykloalkylu a s 1 až 4 uhlíkovými atomy v alkoxylu, tetrahydrofuran-2-yl-methoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu, tetrahydrofuran-3-yl-methoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu nebo zbytkem ze skupiny, zahrnující kyanomethýlovou, ethoxymethylovou a methoxymethylovou skupinu, substituovaný heterocyklický zbytek ze skupiny zahrnující isoxazol-3-yl a 4,5-dihydro-isoxazol-3-yl;R2 značí skupinu OR2, kyanoskupinu, atom halogenu, kyanátoskupinu, thiokyanátoskupinu, alkylthioskupinu s 1 až 4 uhlíkovými atomy, alkylsulfinylovou skupinu s 1 až 4 uhlíkovými atomy, alkylsulfonylovou skupinu s 1 až 4 uhlíkovými atomy, alkenylthioskupinu se 2 až 4 uhlíkovými atomy, alkenylsulfinylovou skupinu se 2 až4 uhlíkovými atomy, alkenylsulfonylovou skupinu se 2 ···· • · až 4 uhlíkovými atomy, alkinylthioskupinu se 2 až 4 uhlíkovými atomy, alkinylsulfinylovou skupinu se 2 až 4 uhlíkovými atomy, alkinylsulfonylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkylthioskupinu s 1 až 4 uhlíkovými atomy, halogenalkenylthioskupinu se 2 až 4 uhlíkovými atomy, halogenalkinylthioskupinu se 2 až 4 uhlíkovými atomy, halogenalkylsulfinylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkenylsulfinylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkinysulfinylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkylsulf onylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkenylsulfonylovou se 2 až 4 uhlíkovými atomy nebo halogenalkinylsulfonylovou skupinu se 2 až 4 uhlíkovými atomy;R4 značí alkylovou skupinu s 1 až 4 uhlíkovými atomy;r5 značí vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy nebo alkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu;a značí číslo 0, 1, 2 nebo 3 a b značí číslo 0, 1 nebo 2;aB) antídoticky účinné množství jedné nebo více sloučenin ze skupiny látek a) až e) , zahrnující :a) sloučeniny vzorců II až IV ···· ·· ···· (II) (lil) (IV) ve kterých n’ značí přirozené číslo 0 až 5 , výhodně 0 až 3;T značí alkandiylový řetězec s 1 nebo 2 uhlíkovými atomy, který je nesubstituovaný nebo substituovaný jedním nebo dvěma alkylovýmí zbytky s 1 až 4 uhlíkovými atomy nebo alkoxykarbonylovou skupinou s 1 až 3 uhlíkovými atomy v alkoxylu;V značí zbytek ze skupiny zahrnující sloučeniny VI až V4 (W1) (W2) (W3) (W4) m’ značí číslo 0 nebo 1 ;R1? a R1^ jsou stejné nebo různé a značí atom halogenu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, nitroskupinu nebo halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy;i Q 20 94R a R jsou stejné nebo různé a značí skupinu OR ,9 4 94 95SR nebo NR R nebo nasycený nebo nenasycený tříčlenný až sedmičlenný heterocyklus s alespoň jedním • · · · dusíkovým atomem a s až 3 heteroatomy, který je přes dusíkový atom spojený s karbonylovou skupinou ve sloučenině vzorce II, popřípadě III a je nesubstituovaný nebo substituovaný zbytky ze skupiny zahrnující alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy nebo popřípadě substituovanou fenylovou skupinu, výhodně skupinu vzorce OR24, NHR2^ nebo N(CH^)0, obzvláště vzorce OR*·;R24 značí vodíkový atom nebo nesubstituovaný nebo substituovaný alifatický uhlovodíkový zbytek, výhodně s celkem 1 až 18 uhlíkovými atomy;R2^ značí vodíkový atom, alkylovou skupinu s 1 až 6 uhlíkovými atomy, alkoxyskupinu s 1 až 6 uhlíkovými atomy nebo substituovanou nebo nesubstituovanou fenylovou skupinu;R2^ značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 8 uhlíkovými atomy, alkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu, hydroxyalkylovou skupinu s 1 až 6 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy nebo trialkylsilylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu;r27, r28 a r29 jSou stejné nebo různé a značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 6 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 12 uhlíkovými atomy nebo substituovanou nebo nesubstituovanou feny- 71 • · • · · · · · • · · • · ♦ lovou skupinu;R21 značí alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, alkenylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkenylovou skupinu se 2 až 4 uhlíkovými atomy nebo cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy, výhodně dichlormethylovou skupinu aR22 a R2^ jsou stejné nebo různé a značí vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkenylovou skupinu se 2 až 4 uhlíkovými atomy, alkinylovou skupinu se 2 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkenylovou skupinu se 2 až 4 uhlíkovými atomy, alkylkarbamoylalkylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu, alkenylkarbamoylalkylovou skupinu se 2 až 4 uhlíkovými atomy v alkenylu a s 1 až 4 uhlíkovými atomy v alkylu, alkoxyalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu, dioxolanylalkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu, thiazolylovou skupinu, furylovou skupinu, furylalkylovou skupinu, thienylovou skupinu, piperidylovou skupinu nebo substituovanou nebo nesubstituovanou fenylovou skupinu, neboR“ a R tvoří společné substituovaný nebo nesubstituovaný heterocyklický kruh, výhodně oxazolidinový, thiazolidinový, piperidinový, morfolinový, hexahydropyrimidinový nebo benzoxazinový kruh;b) jednu nebo více sloučenin ze skupiny zahrnující anhydrid kyseliny 1,8-naftalenové, methyl-difenylmethoxyacetát, kyanomethoxyimino(fenyl)acetonitril (Cyometrinil),1,3-dioxolan-2-yl-methoxyimino(fenyl)acetonitril (Oxabetrinil),4’-chlor-2,2,2-trifluoracetofenon-0-1,3-dioxolan-2-yl-methyloxim (Fluxofenim),4,6-dichlor-2-fenylpyrimidin (Fenclorim), benzyl-2-chlor-4-trifluormethyl-1,3-thiazol-5-karboxylát (Flurazole),
-  2-dichlormethyl-2-methyl-l,3-dioxolan (MG-191),N-(4-methylfenyl)-N’-(l-methyl-l-fenylethyl)močovina (Dymron),1-[4-(N-2-methoxybenzoylsulfamoyl)fenyl]-3-methylmočovina,1-[4-(N-2-methoxybenzoylsulfamoyl)fenyl]-3,3-dimethylmočovina,1-[4-(N-4,5-dimethylbenzoylsulfamoyl)fenyl]-3-methylmočovina,1-[4-(N-naftoylsulfamoyl)fenyl]-3,3-dimethylmočovina, kyselina (2,4-dichlorfenoxy)octová (2,4-D), kyselina (4-chlorfenoxy)octová, kyselina (R,S)-2-(4-chlor-o-tolyloxy)propionová (Mecoprop), kyselina 4-(2,4-dichlorfenoxy)máselná (2,4-DB), kyselina (4-chlor-o-tolyloxy)octová (MCPA), kyselina 4-(4-chlor-o-tolyloxy)máselná, kyselina 4-(4-chlorfenoxy)máselná, kyselina 3,6-dichlor-2-methoxybenzoová (Dicamba) a 1-(ethoxykarbonyl)ethyl-3,6-dichlor-2-methoxybenzoát (Lactidichlor), jakož i jejich soli a estery, výhodně s 1 až 8 ···· uhlíkovými atomy;c) N-acylsulfonamidy obecného vzorce V a jejich soli ve kterém značí vodíkový atom, uhlík obsahující zbytek, jako je uhlovodíkový zbytek, uhlovodíkoxyzbytek, uhlovodíkaminozbytek, uhlovodíkthiozbytek nebo heterocyklylový zbytek, přičemž každý z posledně jmenovaných čtyř zbytků je nesubstituovaný nebo substituovaný jedním nebo více stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu, formylovou skupinu, karbonamidovou skupinu, sulfonamidovou skupinu a zbytky vzorce -Za-Ra, přičemž každá uhlovodíková část má výhodně 1 až 20 uhlíkových atomů a uhlík obsahující zbytek RJU včetně substituentů má výhodně 1 až 30 uhlíkových atomů;R^l značí vodíkový atom nebo alkylovou skupinu s 1 až 4 uhlíkovými atomy, výhodně vodíkový atom, neboR^b a R^b značí společně se skupinou vzorce -CO-N- zbytek tříčlenného až osmičlenného nasyceného nebo nenasyceného kruhu;··♦· β♦R3^ jsou stejné nebo různé a značí atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu, formylovou skupinu, skupinu CONH2, skupinu SO2NH2 nebo zbytek vzorce -Z -R,R3^ jsou stejné nebo různé a značí atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu, formylovou skupinu, skupinu CONH2, skupinu SO2NH2 nebo zbytek vzorce -Zc-Rc;Ra značí uhlovodíkový zbytek nebo heterocyklylový zbytek, přičemž každý z obou uvedených zbytků je nesubstituovaný nebo substituovaný jedním nebo více stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, alkylaminoskupinu s 1 až 4 uhlíkovými atomy a dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu nebo značí alkylový zbytek, ve kterém je více, výhodně 2 nebo 3, nesousedících CH2 skupin nahrazeno kyslíkovým atomem;R^ a Rc jsou stejné nebo různé a značí uhlovodíkový zbytek nebo heterocyklylový zbytek, přičemž každý z obou uvedených zbytků je nesubstituovaný nebo substituovaný jedním nebo více stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, fosforylovou skupinu, halogenalkoxyskupinu s 1 až 6 uhlíkovými atomy, alkylaminoskupinu s 1 až 4 uhlíkovými atomy a dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu nebo značí alkylový zbytek, ve kterém je více, výhodně 2 nebo 3, nesousedících CH2 skupin nahrazeno kyslíkovým atomem;• · φ φ φ φ φ φ φφφ φ φ φφφ • φ φ φφφφ φ φ · • φ φ φ φ φ φ φ φφφ · « φφφ φφφφ φφφ φφ φφ φφ φ φ φφφφZa značí divalentní skupinu vzorce -0-, -S-, -CO-, -CS-, -C0-0-, -CO-S-, -0-C0-, -S-CO-, -S0-, -S02-, -NR*-, -CO-NR*-, -NR*-CO-, -SO2-NR*- nebo -NR*-S02, přičemž vpravo uváděná vazba divalentních skupin je vazba ke zbytku Ra a přičemž R* v 5 posledně jmenovaných zbytcích značí nezávisle na sobě vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy;Z^ a Zc značí nezávisle na sobě přímou vazbu nebo divalentní skupinu vzorce -0-, -S-, -CO-, -CS-, -C0-0-,-CO-S-, -0-C0-, -S-CO-, -SO-, -S02-, -NR*-, -CO-NR*-, -NR*-C0-, -S02-NR*- nebo -NR*-S02~, přičemž vpravo uváděná vazba divalentních skupin je vazba ke zbytku R^, popřípadě Rc a přičemž R* v 5 posledně jmenovaných zbytcích značí nezávisle na sobě vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy;n značí celé číslo 0 až 4, výhodně 0, 1 nebo 2, obzvláště 0 nebo 1 a m značí celé číslo 0 až 5, výhodně 0, 1, 2 nebo 3 a obzvláště 0, 1 nebo 2;d) amidy kyseliny acylsulfamoylbenzoové obecného vzorce VI, popřípadě také ve formě solí (R3fl)q (Vl) • · · · · · · · ve kterémX značí skupinu CH nebo dusíkový atom,;r35 značí vodíkový atom, heterocyklylovou skupinu nebo uhlovodíkový zbytek, přičemž oba posledně jmenované zbytky jsou popřípadě substituované jedním nebo více, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu a skupinu CHO, CONH2, S02NH2 a Za-Ra;r36 značí vodíkový atom, hydroxyskupinu, alkylovou skupinu s 1 až 6 uhlíkovými atomy, alkenylovou skupinu se 2 až 6 uhlíkovými atomy, alkinylovou skupinu se 2 až 6 uhlíkovými atomy, alkoxyskupinu s 1 až 6 uhlíkovými atomy a alkenyloxyskupinu se 2 až 6 uhlíkovými atomy, přičemž pět posledně jmenovaných zbytků je popřípadě substituovaných jedním nebo více, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, hydroxyskupinu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy a alkylthioskupinu s 1 až 4 uhlíkovými atomy, nebo r35 a r36 tvoří společně s je nesoucím dusíkovým atomem tříčlenný až osmičlenný nasycený nebo nenasycený kruh;r37 značí atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu nebo skupinu CHO, CONH2, SO2NH2 nebo Zb-Rb;• · · · · I • · « značí vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkenylovou skupinu se 2 až 4 uhlíkovými atomy nebo alkinylovou skupinu se 2 až 4 uhlíkovými atomy;R2^ značí atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, karboxyskupinu, fosforylovou skupinu nebo skupinu CHO, CONH2, SO2NH2 nebo Zc-Rc;Ra značí alkylový zbytek se 2 až 20 uhlíkovými atomy, jehož uhlíkový řetězec je jednou nebo vícekrát přerušen kyslíkovým atomem, heterocyklylovou skupinu nebo uhlovodíkový zbytek, přičemž dva posledně jmenované zbytky jsou popřípadě substituované jedním nebo více, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, alkylaminoskupinu s 1 až 4 uhlíkovými atomy nebo dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu;R^ a Rc jsou stejné nebo různé a značí alkylový zbytek se2 až 20 uhlíkovými atomy, jehož uhlíkový řetězec je jednou nebo vícekrát přerušen kyslíkovým atomem, heterocyklylovou skupinu nebo uhlovodíkový zbytek, přičemž dva posledně jmenované zbytky jsou popřípadě substituované jedním nebo více, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, hydroxyskupinu, fosforylovou skupinu, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy, alkylaminoskupinu s 1 až 4 uhlíkovými atomy nebo dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu;• · · ·Za značí divalentní jednotku ze skupiny zahrnující 0, S,CO, CS, C(0)0, C(O)S, SO, S02, NRd, C(0)NRd neboSO2NRd;Zd a Zc jsou stejné nebo různé a značí přímou vazbu nebo divalentní jednotku ze skupiny zahrnující 0, S, CO,CS, C(0)0, C(O)S, SO, S02, NRd, C(O)NRd nebo S02NRd;Rd značí vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy;r značí celé číslo 0 až 4 a q značí v případě, že X značí skupinu CH, celé číslo a0 až 5 a v případě, že X značí dusíkový atom, celé číslo 0 až 4 ;e) sloučeniny obecného vzorce VII ve kterémX značí skupinu CH nebo dusíkový atom;p v případě že X = N, celé číslo 0 až 2 a v případě, žeX = CH, celé číslo 0 až 3;• · · · • · · · · · ··· *· · · · · · • ····»·9 9 9 9 9 9 9 9 9 9 • · 9 9 « 9 ♦ « · značí atom halogenu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy, nitroskupinu, alkylthioskupinu s 1 až 4 uhlíkovými atomy, alkylsulfonylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxykarbonylovou skupinu s 1 až 4 uhlíkovými atomy v alkoxylu, fenylovou skupinu nebo fenoxyskupinu, přičemž oba posledně jmenované zbytky jsou nesubstituované nebo substituované jedním nebo více, výhodně až třemi, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupiu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy, nitroskupinu a kyanoskupinu;značí vodíkový atom nebo alkylovou skupinu s 1 až 4 uhlíkovými atomy a r42 značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 6 uhlíkovými atomy, alkenylovou skupinu se 2 až 6 uhlíkovými atomy, alkinylovou skupinu se 2 až 6 uhlíkovými atomy ebo arylovou skupinu, přičemž každý z uvedených uhlík obsahujících zbytků je nesubstituovaný nebo substituovaný jedním nebo více, výhodně až třemi, stejnými nebo různými zbytky ze skupiny zahrnující atom halogenu, nitroskupinu, kyanoskupinu, hydroxyskupinu, alkoxyskupinu s 1 až 8 uhlíkovými atomy, ve které může být jedna nebo více, výhodně až tři, CI^-skupiny nahrazené kyslíkovým atomem, alkylthioskupinu s 1 až 4 uhlíkovými atomy, alkylsulfonylovou skupinu s 1 až 4 • · · · • · · · · · • · uhlíkovými atomy, cykloalkylovou skupinu se 3 až 6 uhlíkovými atomy, alkenyloxyskupinu se 2 až 4 uhlíkovými atomy, alkenyloxyskupinu se 2 až 4 uhlíkovými atomy a alkinyloxyskupinu se 2 až 4 uhlíkovými atomy, za zahrnutí stereoisomerů a v zemědělství použitelných solí.2. Herbicidní prostředek podle nároku 1 , obsahující safener obecného vzorce II a/nebo III , ve kterýchR.24 značí vodíkový atom, alkylovou skupinu s 1 až 18 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 12 uhlíkovými atomy, alkenylovou skupinu se 2 až 8 uhlíkovými atomy a alkinylovou skupinu se 2 až 18 uhlíkovými atomy, přičemž uhlík obsahující skupiny mohou být substituované jedním nebo více, výhodně až třemi, zbytky R50;R^Q jsou stejné nebo různé a značí atom halogenu, hydroxyskupinu, alkoxyskupinu s 1 až 8 uhlíkovými atomy, alkylthioskupinu s 1 až 8 uhlíkovými atomy, alkenylthioskupinu se 2 až 8 uhlíkovými atomy, alkinylthioskupinu se 2 až 8 uhlíkovými atomy, alkenyloxyskupinu swe 2 až 8uhlíkovými atomy, alkinyloxyskupinu se 2 až 8 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 8 uhlíkovými atomy, cykloalkoxyskupinu se 3 až 7 uhlíkovými atomy, kyanoskupinu, alkylaminoskupinu s 1 až 4 uhlíkovými atomy, dialkylaminoskupinu s 1 ač 4 uhlíkovými atomy v každém alkylu, karboxyskupinu, alkoxykarbonylovou skupinu s 1 až 8 uhlíkovými atomy v alkoxylu, alkenyloxykarbonylovou skupinu se 2 až 8 uhlíkovými atomy v alekenylu, alkylthiokarbonylovou skupinu s 1 až 8 uhlíkovými atomy v alkylu, alkinyloxykarbonylovou skupinu se 2 až 8 uhlíkovými atomy v alkinylu, alkylkarbonylovou skupinu s 1 až 8 uhlíkovými atomy v alkylu, alkenylkarbonylovou skupinu se 2 až 8 uhlíkovými atomy v alkenylu, alkinylkarbonylovou skupinu se 2 až 8 uhlíkovými atomy v alkinylu,1-(hydroxyimino)-alkyliviu skupinu s 1 až 6 uhlíkovými atomy, 1-(alkylimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu, 1-(alkoxyimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy v alkoxylu a s 1 až 6 uhlíkovými atomy v alkylu, alkylkarbonylaminovou skupinu s 1 až 8 uhlíkovými atomy v alkylu, alkenylkarbonylaminovou skupinu se 2 až 6 uhlíkovými atomy v alkenylu, alkinylkarbonylaminovou skupinu se 2 až 8 uhlíkovými atomy v alkinylu, aminokarbonylovou skupinu, alkylaminokarbonylovou skupinu s 1 až 8 uhlíkovými atomy v alkylu, dialkylaminokarbonylovou skupinu s 1 až 6 uhlíkovými atomy v každém alkylu, alkenylaminokarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkenylu, alkinylaminokarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkinylu, alkoxykarbonylaminovou skupinu s 1 až 8 uhlíkovými atomy v alkoxylu, alkylaminokarbonylaminovou skupinu s 1 až 8 uhlíkovými atomy v alkylu, alkylkarbonyloxyskupinu s 1 až 6 uhlíkovými atomy v alkylu, která je nesubstituovaná nebo substituovaná zbytkem , alkenylkarbonyloxyskupinu se 2 až 6 uhlíkovými atomy v alkenylu, alkinylkarbonyloxyskupinu se 2 až 6 uhlíkovými atomy, alkylsulfonylovou skupinu s 1 až 8 uhlíkovými atomy, fenylovou skupinu, fenylalkoxyskupinu s 1 až 6 uhlíkovými atomy v alkoxylu, fenylalkoxykarbonylovou skupinu s 1 až 6 uhlíkovými atomy v alkoxylu, fenoxyskupinu, fenoxyalkoxyskupinu s 1 až 6 uhlíkovými atomy v alkoxylu, fenoxyalkoxykarbonylovou skupinu s 1 až 6 uhlíkovými atomy v alkoxylu, fenylkarbonyloxyskupinu, i• ·· · fenylkarbonylaminoskupinu, fenylalkylkarbonylaminoskupinu s 1 až 6 uhlíkovými atomy v alkylu, přičemž posledně jmenovaných 9 zbytků je nesubstituovaných nebo jednou nebo vícekrát, výhodně až třikrát, substi tuovaných zbytky R22; SÍR’3, -O-SiR’3, R’^Si-alkoxyskupinu s 1 až uhlíkovými atomy v alkoxylu,-C0-0-NR’2, -O-N=CR’2, -N=CR’2, -NR’2, CH(0R’)2, -0-(CH2)m-CH(0R’)2> -CR’ ”(0R’)2’-O-(CH2)mCR’” (OR’’)2 nebo R’’Ο-CHR’’’CHCOR’ ’-alkoxyskupinu s 1 až 6 uhlíkovými atomy v alkoxylu;R22 jsou stejné nebo různé a značí atom halogenu, nitroskupinu, alkoxyskupinu s 1 až 4 uhlíkovými atomy a fenylovou skupinu, která je nesubstituovaná nebo substituovaná jedním nebo více, výhodně až třemi, zbytky R22;R22 jsou stejné nebo různé a značí atom halogenu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy nebo nitroskupinu;R’ jsou stejné nebo různé a značí vodíkový atom, alkylovou skupinu s 1 až 4 uhlíkovými atomy, fenylovou skupinu, která je nesubstituovaná nebo substituovaná jedním nebo více, výhodně až třemi, zbytky R , nebo dva zbytky R’ tvoří společně alkandiylový řetězec se 2 až 6 uhlíkovými atomy;R’’ jsou stejné nebo různé a značí alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo dva zbytky R’’ tvoří společně alkandiylový řetězec se 2 až 6 uhlíkovými ato83 ♦ ··· my;R’’’ značí vodíkový atom nebo alkylovou skupinu s 1 až 4 uhlíkovými atomy a m značí číslo 0, 1, 2, 3, 4, 5 nebo 6 .
-  3. Herbicidní prostředek podle nároku 1 nebo 2, obsahující safener obecného vzorce II a/nebo III , ve kterých r24 značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy nebo cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy, přičemž předcházející uhíkaté zbytky jsou nesubstituované nebo jednou nebo vícekrát substituované atomem halogenu nebo j ednou nebo dvakrát, výhodně jednou, substituované zbytkem R^°;jsou stejné nebo různé a značí hydroxyskupinu, alkoxyskupinu s 1 až
-  4 uhlíkovými atomy, karboxyskupinu, alkoxykarbonylovou skupinu s 1 až 4 uhlíkovými atomy v alkoxylu, alkenyloxykarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkenylu, alkinyloxykarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkinylu, l-(hydroxyimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy, 1-(alkylimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy v obou alkylech, 1-(alkoxyimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu; -SiR’3, -0-N=CR’2, -N=CR’2, -NR’2 a -0-NR’2, přičemž R’ jsou stejné nebo různé a značí vodíkový atom nebo alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo v páru značí alkandiylovoý řetězec se 4 až 5 uhlíkovými atomy;r27, r28 , r29 jsou stejné nebo různé a značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 6 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy nebo fenylovou skupinu, která je nesubstituovaná nebo substituovaná jedním nebo více zbytky ze skupiny zahrnující atom halogenu, kyanoskupinu, nitroskupinu, aminoskupinu, alkylaminoskupinu s 1 až 4 uhlíkovými atomy, dialkylaminoskupinu s 1 až 4 uhlíkovými atomy v každém alkylu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy, alkylthioskupinu s 1 až 4 uhlíkovými atomy a alkylsulfonylovou skupinu s 1 až 4 uhlíkovými atomy;Rb7 a r!9 jsou stejné nebo různé a značí vodíkový atom, atom halogenu, methylovou skupinu, ethylovou skupinu, methoxyskupinu, ethoxyskupinu nebo halogenalkylovou skupinu s 1 až 2 uhlíkovými atomy, výhodně vodíkový atom, atom halogenu nebo halogenalkylovou skupinu s 1 až 2 uhlíkovými atomy.3. Herbicidní prostředek podle některého z nároků 1 až 3, obsahující safener obecného vzorce II , ve kterém r17 značí vodíkový atom, atom halogenu, nitroskupinu nebo halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy;n’ r!8 značí číslo 1,2 nebo 3 ;24 .značí zbytek vzorce OR ···· vR24 značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy nebo cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy, přičemž předchozí uhlíkaté zbytky jsou nesubstituované nebo jednou nebo vícekrát, výhodně až třikrát, substituované stejnými nebo různými atomy halogenu nebo až dvakrát, výhodně jednou, substituované stejnými nebo různými zbytky ze skupiny zahrnující hydroxyskupinu, alkoxyskupinu s 1 až 4 uhlíkovými atomy, alkoxykarbonylovou skupinu s 1 až 4 uhlíkovými atomy v alkoxylu, alkenyloxykarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkenylu, alkinyloxykarbonylovou skupinu se 2 až 6 uhlíkovými atomy v alkinylu, 1-(hydroxyimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy, 1-(alkylimino)-alkylovou skupinu s 1 až 4 uhlíkovými atomy v každém alkylu, 1-(alkoxyimino)-alkylovou s 1 až 4 uhlíkovými atomy v alkylu i alkoxylu a zbytky vzorců -SiR’^, -O-N=CR’2,-N=CR’2, -NR’2 a -O-NR’2, přičemž R’ jsou stejné nebo různé a značí vodíkový atom nebo alkylovou skupinu s 1 až 4 uhlíkovými atomy nebo v páru značí alkandiylovoý řetězec se 4 až 5 uhlíkovými atomy aR22, R2^ , R^ jsou stejné nebo různé a značí vodíkový atom, alkylovou skupinu s 1 až 8 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 6 uhlíkovými atomy, cykloalkylovou skupinu se 3 až 7 uhlíkovými atomy nebo fenylovou skupinu, která je nesubstituovaná nebo substituovaná jedním nebo více zbytky ze skupiny zahrnující atom halogenu, alkylovou skupinu s 1 až 4 uhlíkovými atomy, halogenalkylovou skupinu s 1 až 4 uhlíkovými atomy, alkoxyskupinu s 1 až 4 uhlíkovými atomy, halogenalkoxyskupinu s 1 až 4 uhlíkovými atomy a nitroskupinu.• · 9 99 99 999999 999 9 9 · • ····«·
-  5. Herbicidní prostředek podle nároku 1 , obsahující sloučeninu obecného vzorce I , ve kterémRl značí nitroskupinu, kyanoskupinu, atom fluoru nebo chloru, methylovou skupinu, trifluormethylovou skupinu methylsulfonylovou skupinu a ethylsulfonylovou skupinu;OR značí pentafluorethoxymethylovou skupinu, 2,2-difluorethoxymethylovou skupinu, 2,2-difluorethoxymethylovou skupinu, 2,2,2-trifluorethoxymethylovou skupinu,2,2,3,3-tetrafluorpropoxymethylovou skupinu, cyklopentyloxymethylovou skupinu, cyklohexyloxymethylovou skupinu, cyklopropyloxyskupinu, tetrahydrofuran-2-yl-methoxymethylovou skupiu, methoxyethoxyethoxymethylovou skupinu nebo 4,5-dihydroisoxazol-3-ylovou skupinu, substituovanou zbytkem ze skupiny zahrnující kyanomethylovou skupinu, ethoxymethylovou skupinu a methoxymethylovou skupinu;t 5R značí skupinu OR ;R^ značí vodíkový atom;a značí číslo 2 a-i b značí nulu, přičemž se dva zbytky Rx nacházejí v poloze 2 a 4 fenylového kruhu.
-  6. Herbicidní prostředek podle některého z nároků 1 až 5, vyznačující se tím, že hmotnostní poměr herbicidu k safeneru činí 1 : 10 až 10 : 1 .• ·»· ·· ····Ί. Herbicidní prostředek podle některého z nároků 1 až 6, vyznačující se tím, že obsahuje další herbicid.
-  8. Způsob hubení škodlivých rostlin v kulturách, vyznačující se tím, že se herbicidně účinné množství herbicidního prostředku podle jednoho nebo více nároků 1 až 7 nanese na škodlivé rostliny, rostliny, semena rostlin nebo na plochy, na kterých rostliny rostou.
-  9. Způsob podle nároku 8 , vyznačující se tím, že rostliny pocházejí ze skupiny zahrnující cukrovou třtinu, kukuřici, pšenici, žito, ječmen, oves, rýži, sorghum, bavlnu a sóju.
-  10. Způsob podle nároku vyznačuj ící nově technicky změněné.8 nebo 9 , tím, že rostliny jsou ge-
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| CZ (1) | CZ301975B6 (cs) | 
| DE (2) | DE10119721A1 (cs) | 
| DK (1) | DK1383382T3 (cs) | 
| ES (1) | ES2256526T3 (cs) | 
| HU (1) | HU230230B1 (cs) | 
| IL (2) | IL158475A0 (cs) | 
| MX (1) | MXPA03009599A (cs) | 
| MY (1) | MY127295A (cs) | 
| PL (1) | PL208337B1 (cs) | 
| PT (1) | PT1383382E (cs) | 
| RU (1) | RU2311766C3 (cs) | 
| SK (1) | SK287729B6 (cs) | 
| TW (1) | TWI275351B (cs) | 
| UA (1) | UA74885C2 (cs) | 
| WO (1) | WO2002085120A2 (cs) | 
| ZA (1) | ZA200307504B (cs) | 
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- 2002-04-09 BR BRPI0209057-0A patent/BR0209057B1/pt active IP Right Grant
- 2002-04-09 KR KR1020037013748A patent/KR100869427B1/ko not_active Expired - Lifetime
- 2002-04-09 CZ CZ20032889A patent/CZ301975B6/cs not_active IP Right Cessation
- 2002-04-18 AR ARP020101421A patent/AR035458A1/es active IP Right Grant
- 2002-04-18 TW TW091107996A patent/TWI275351B/zh not_active IP Right Cessation
- 2002-04-18 US US10/126,041 patent/US6884757B2/en not_active Expired - Lifetime
- 2002-04-19 MY MYPI20021445A patent/MY127295A/en unknown
- 2002-09-04 UA UA20031110485A patent/UA74885C2/uk unknown
 
- 
        2003
        - 2003-09-26 ZA ZA200307504A patent/ZA200307504B/en unknown
- 2003-10-14 BG BG108270A patent/BG66268B1/bg unknown
- 2003-10-19 IL IL158475A patent/IL158475A/en unknown
 
- 
        2004
        - 2004-06-17 US US10/870,791 patent/US20040224849A1/en not_active Abandoned
- 2004-06-17 US US10/870,207 patent/US7101827B2/en not_active Expired - Lifetime
 
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Legal Events
| Date | Code | Title | Description | 
|---|---|---|---|
| MK4A | Patent expired | Effective date: 20220409 |