CS207740B2 - Herbicide means - Google Patents

Herbicide means Download PDF

Info

Publication number: CS207740B2
Authority: CS; Czechoslovakia
Prior art keywords: compound; wheat; damage; formula; active ingredient
Prior art date: 1978-01-18

Application number

CS79380A

Other languages

Czech (cs)

English (en)

Inventor

Beat Boehner

Hermann Rempfler

Rolf Schurter

Original Assignee

Ciba Geigy Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-01-18

Filing date

1979-01-17

Publication date

1981-08-31

1979-01-17 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1981-08-31 Publication of CS207740B2 publication Critical patent/CS207740B2/cs

Links

230000002363 herbicidal effect Effects 0.000 title claims description 11
239000004009 herbicide Substances 0.000 title description 4
150000001875 compounds Chemical class 0.000 claims description 42
241000196324 Embryophyta Species 0.000 claims description 39
239000000203 mixture Substances 0.000 claims description 36
239000004480 active ingredient Substances 0.000 claims description 33
-1 hydrocarbon radical Chemical class 0.000 claims description 26
241000209140 Triticum Species 0.000 claims description 21
235000021307 Triticum Nutrition 0.000 claims description 21
239000002253 acid Substances 0.000 claims description 18
239000000460 chlorine Substances 0.000 claims description 18
230000000694 effects Effects 0.000 claims description 17
150000002148 esters Chemical class 0.000 claims description 16
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
235000007320 Avena fatua Nutrition 0.000 claims description 11
241000209764 Avena fatua Species 0.000 claims description 11
239000013543 active substance Substances 0.000 claims description 11
235000007340 Hordeum vulgare Nutrition 0.000 claims description 9
235000013339 cereals Nutrition 0.000 claims description 7
229920006395 saturated elastomer Polymers 0.000 claims description 7
235000007319 Avena orientalis Nutrition 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
244000075850 Avena orientalis Species 0.000 claims description 5
229910052801 chlorine Inorganic materials 0.000 claims description 5
125000001309 chloro group Chemical group Cl* 0.000 claims description 5
229910052760 oxygen Inorganic materials 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Inorganic materials 0.000 claims description 4
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
125000001931 aliphatic group Chemical class 0.000 claims description 3
239000006185 dispersion Substances 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
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231100000208 phytotoxic Toxicity 0.000 claims description 3
230000000885 phytotoxic effect Effects 0.000 claims description 3
238000009331 sowing Methods 0.000 claims description 3
229910052717 sulfur Chemical group 0.000 claims description 3
239000004215 Carbon black (E152) Substances 0.000 claims description 2
206010011878 Deafness Diseases 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
125000002723 alicyclic group Chemical group 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
238000002474 experimental method Methods 0.000 claims description 2
229930195733 hydrocarbon Natural products 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
150000003254 radicals Chemical class 0.000 claims description 2
239000011593 sulfur Chemical group 0.000 claims description 2
230000000052 comparative effect Effects 0.000 claims 6
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229940126062 Compound A Drugs 0.000 claims 2
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 2
238000005507 spraying Methods 0.000 claims 2
LLKFNPUXQZHIAE-UHFFFAOYSA-N 5-(3-aminopropyl)-8-bromo-3-methyl-2h-pyrazolo[4,3-c]quinolin-4-one Chemical compound O=C1N(CCCN)C2=CC=C(Br)C=C2C2=C1C(C)=NN2 LLKFNPUXQZHIAE-UHFFFAOYSA-N 0.000 claims 1
229920003266 Leaf® Polymers 0.000 claims 1
OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 claims 1
231100000674 Phytotoxicity Toxicity 0.000 claims 1
229910021386 carbon form Inorganic materials 0.000 claims 1
229940125782 compound 2 Drugs 0.000 claims 1
229940126086 compound 21 Drugs 0.000 claims 1
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238000000034 method Methods 0.000 description 11
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239000000243 solution Substances 0.000 description 11
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239000003960 organic solvent Substances 0.000 description 6
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235000010469 Glycine max Nutrition 0.000 description 5
244000068988 Glycine max Species 0.000 description 5
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244000038559 crop plants Species 0.000 description 5
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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 5
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241001303487 Digitaria <clam> Species 0.000 description 4
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
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150000002191 fatty alcohols Chemical class 0.000 description 4
229920005610 lignin Polymers 0.000 description 4
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 4
229920001223 polyethylene glycol Polymers 0.000 description 4
229910000027 potassium carbonate Inorganic materials 0.000 description 4
KOODSCBKXPPKHE-UHFFFAOYSA-N propanethioic s-acid Chemical class CCC(S)=O KOODSCBKXPPKHE-UHFFFAOYSA-N 0.000 description 4
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
241000894007 species Species 0.000 description 4
239000004563 wettable powder Substances 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
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150000001298 alcohols Chemical class 0.000 description 3
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239000012876 carrier material Substances 0.000 description 3
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WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
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NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
239000007787 solid Substances 0.000 description 3
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 3
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SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical compound OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 2
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WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 1
244000061457 Solanum nigrum Species 0.000 description 1
240000002307 Solanum ptychanthum Species 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
229920001807 Urea-formaldehyde Polymers 0.000 description 1
241000209149 Zea Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
229910052915 alkaline earth metal silicate Inorganic materials 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 1
239000004178 amaranth Substances 0.000 description 1
235000012735 amaranth Nutrition 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
229910000148 ammonium phosphate Inorganic materials 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
239000001166 ammonium sulphate Substances 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
SFFDITYNQBKGDV-UHFFFAOYSA-N cyanomethyl propanoate Chemical compound CCC(=O)OCC#N SFFDITYNQBKGDV-UHFFFAOYSA-N 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000003795 desorption Methods 0.000 description 1
MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000004491 dispersible concentrate Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000428 dust Substances 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000010433 feldspar Substances 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
230000035784 germination Effects 0.000 description 1
LTYRAPJYLUPLCI-UHFFFAOYSA-N glycolonitrile Chemical compound OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 description 1
238000000227 grinding Methods 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical class CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004816 latex Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
239000004571 lime Chemical class 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
235000009973 maize Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
230000009965 odorless effect Effects 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
235000015205 orange juice Nutrition 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
DOAMZWOPDPPKJS-UHFFFAOYSA-N oxiran-2-ol Chemical group OC1CO1 DOAMZWOPDPPKJS-UHFFFAOYSA-N 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
239000000419 plant extract Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 description 1
ICHQLALIFIZHEJ-UHFFFAOYSA-N prop-2-ynyl 2-bromopropanoate Chemical compound CC(Br)C(=O)OCC#C ICHQLALIFIZHEJ-UHFFFAOYSA-N 0.000 description 1
239000001294 propane Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
125000005554 pyridyloxy group Chemical group 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
235000019351 sodium silicates Nutrition 0.000 description 1
IZWPGJFSBABFGL-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS([O-])(=O)=O IZWPGJFSBABFGL-GMFCBQQYSA-M 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
UOORRWUZONOOLO-UHFFFAOYSA-N telone II Natural products ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pyridine Compounds (AREA)

CS79380A 1978-01-18 1979-01-17 Herbicide means CS207740B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH51378		1978-01-18

Publications (1)

Publication Number	Publication Date
CS207740B2 true CS207740B2 (en)	1981-08-31

Family

ID=4188722

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS79380A CS207740B2 (en)	1978-01-18	1979-01-17	Herbicide means

Country Status (19)

Country	Link
US (1)	US4300944A (pt)
EP (1)	EP0003114B1 (pt)
JP (1)	JPS54109981A (pt)
AT (1)	AT370413B (pt)
AU (1)	AU522590B2 (pt)
BR (1)	BR7900301A (pt)
CA (1)	CA1101865A (pt)
CS (1)	CS207740B2 (pt)
DD (1)	DD141774A5 (pt)
DE (1)	DE2961917D1 (pt)
ES (1)	ES476918A1 (pt)
HU (1)	HU181666B (pt)
IL (1)	IL56438A (pt)
MX (1)	MX5629E (pt)
NZ (1)	NZ189414A (pt)
PH (1)	PH15224A (pt)
RO (1)	RO76838A (pt)
TR (1)	TR20481A (pt)
ZA (1)	ZA79194B (pt)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4397680A (en) *	1978-01-18	1983-08-09	Ciba-Geigy Corporation	Herbicidally active oxime esters of halogenated α-[4-(pyridyl-2'-oxy)phenoxy]-propionic acids
US4325728A (en) *	1978-07-20	1982-04-20	Ciba-Geigy Corporation	Herbicidal compositions containing N-(3-trifluoromethyl-1,2,4-thiadiazolyl-5)-N'-methyl-N'-methoxy urea and α-[4-(3'-5'-dichloropyridyl-2'-oxy)-phenoxy]-propionic acid propargyl ester for control of weeds in wheat cultures
PH17279A (en) *	1980-10-15	1984-07-06	Ciba Geigy	Novel alpha-(pyridyl-2-oxy-phenoxy)-propionic acid derivatives and their use as herbicides and/or regulators of plant growth
DE3170423D1 (en) *	1980-11-26	1985-06-13	Hoffmann La Roche	Oxime esters, processes for their preparation, their use and compositions containing these esters
US4505743A (en) *	1981-12-31	1985-03-19	Ciba-Geigy Corporation	α-[4-(3-Fluoro-5'-halopyridyl-2'-oxy)-phenoxy]-propionic acid derivatives having herbicidal activity
MA19709A1 (fr) *	1982-02-17	1983-10-01	Ciba Geigy Ag	Application de derives de quinoleine a la protection des plantes cultivees .
DE3562138D1 (en) *	1984-09-17	1988-05-19	Schering Ag	7-(aryloxy)-2-naphthoxyalkanecarboxylic acid derivatives, processes for the preparation of these compounds, as well as agents having herbicidal activity containing these compounds
DE3434447A1 (de) *	1984-09-17	1986-03-27	Schering AG, 1000 Berlin und 4709 Bergkamen	7-(aryloxy)-2-naphthyloxy-alkancarbonsaeurederivate, verfahren zur herstellung dieser verbindungen sowie diese enthaltende mittel mit herbizider wirkung
AU570341B2 (en) *	1984-09-17	1988-03-10	Schering Aktiengesellschaft	7-(aryloxy)-2-naphthoxy alkanecarboxylic acid
EP0200677B1 (de) *	1985-04-01	1991-04-03	Ciba-Geigy Ag	3-Fluorpyridyl-2-oxy-phenoxy-Derivate mit herbizider Wirkung
US4615728A (en) *	1985-08-19	1986-10-07	Sandoz Ltd.	Pyridinyloxy propoinamide derivatives useful in increasing the recoverable sugar in sugarcane
DE3545571A1 (de) *	1985-12-21	1987-06-25	Hoechst Ag	Heterocyclische phenylaether, verfahren zu deren herstellung und diese enthaltende herbizide mittel
EP0378508B1 (de) *	1989-01-11	1995-03-01	Ciba-Geigy Ag	Antidots zur Verbesserung der Kulturpflanzenvertäglichkeit agrochemischer Wirkstoffe
EP1836894A1 (de)	2006-03-25	2007-09-26	Bayer CropScience GmbH	Neue Sulfonamid-haltige feste Formulungen
EP1844654A1 (de)	2006-03-29	2007-10-17	Bayer CropScience GmbH	Penetrationsförderer für agrochemische Wirkstoffe
DE102007013362A1 (de)	2007-03-16	2008-09-18	Bayer Cropscience Ag	Penetrationsförderer für herbizide Wirkstoffe
WO2011076731A1 (de)	2009-12-23	2011-06-30	Bayer Cropscience Ag	Flüssige formulierung von 2-iodo-n-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl] benzolsulfonamid
CA2827159A1 (en)	2011-02-15	2012-08-23	Ruth Meissner	Synergistic combinations containing a dithiino-tetracarboxamide fungicide and a herbicide, safener or plant growth regulator
DE102011080016A1 (de)	2011-07-28	2012-10-25	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Strobilurin-Fungizide als Safener
DE102011080010A1 (de)	2011-07-28	2012-10-25	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus den Gruppen der Anilid- und Thiazol-Fungizide als Safener
DE102011080007A1 (de)	2011-07-28	2012-09-13	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus den Gruppen der Conazole- und Triazol-Fungizide als Safener
DE102011080001A1 (de)	2011-07-28	2012-10-25	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Carbamat-Insektizide als Safener
DE102011079997A1 (de)	2011-07-28	2012-09-13	Bayer Corpscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Pyrazol-Insektizide als Safener
DE102011080020A1 (de)	2011-07-28	2012-09-13	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Dicarboximid-Fungizide als Safener
DE102011080004A1 (de)	2011-07-28	2012-09-13	Bayer Cropscience Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Carbamat-Fungizide als Safener
DE102011079991A1 (de)	2011-07-28	2012-09-13	Bayer Crop Science Ag	Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Nicotinoid-Insektizide als Safener
AU2013333916B2 (en)	2012-10-19	2017-05-25	Bayer Cropscience Ag	Active compound combinations comprising carboxamide derivatives

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2223894C3 (de) *	1972-05-17	1981-07-23	Hoechst Ag, 6000 Frankfurt	Herbizide Mittel auf Basis von Phenoxycarbonsäurederivaten
DE2433067B2 (de)	1974-07-10	1977-11-24	a- [4-(4" Trifluormethylphenoxy)-phenoxy] -propionsäuren und deren Derivate, Verfahren zu ihrer Herstellung und diese enthaltende herbizide Mittel Hoechst AG, 6000 Frankfurt	Alpha- eckige klammer auf 4-(4' trifluormethylphenoxy)-phenoxy eckige klammer zu -propionsaeuren und deren derivate, verfahren zu ihrer herstellung und diese enthaltende herbizide mittel
CS185694B2 (en)	1974-07-17	1978-10-31	Ishihara Sangyo Kaisha	Herbicidal agent
US4083714A (en) *	1974-10-17	1978-04-11	Ishihara Sangyo Kaisha, Ltd.	Alkoxyalkyl esters of substituted pyridyloxyphenoxy-2-propanoic acids, herbicidal composition containing the same and method of use thereof
DK154074C (da) *	1974-10-17	1989-02-27	Ishihara Sangyo Kaisha	Alfa-(4-(5 eller 3,5 substitueret pyridyl-2-oxy)-phenoxy)-alkan-carboxylsyrer eller derivater deraf til anvendelse som herbicider, herbicidt middel samt fremgangsmaader til bekaempelse af ukrudt
US4092151A (en) *	1974-10-17	1978-05-30	Ishihara Sangyo Kaisha, Ltd.	Herbicidal compound, herbicidal composition containing the same and method of use thereof
DE2609461C2 (de)	1976-03-08	1984-11-22	Hoechst Ag, 6230 Frankfurt	α-4-(Trifluormethylphenoxy)-phenoxy-propionsäuren und ihre Derivate, Verfahren zu ihrer Herstellung und sie enthaltende herbizide Mittel
DE2611695A1 (de) *	1976-03-19	1977-09-29	Hoechst Ag	Herbizide mittel
DE2623558C2 (de) *	1976-05-26	1984-12-06	Hoechst Ag, 6230 Frankfurt	2-[4'-Phenoxy-phenoxy]propionsäure-Derivate, Verfahren zu ihrer Herstellung und sie enthaltende herbizide Mittel
DE2628384C2 (de)	1976-06-24	1984-09-27	Hoechst Ag, 6230 Frankfurt	2-(4-Phenoxyphenoxy)- bzw. 2-(4-Benzylphenoxy)-propionsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenbehandlungsmittel
US4133675A (en) *	1976-07-23	1979-01-09	Ciba-Geigy Corporation	Pyridyloxy-phenoxy-alkanecarboxylic acid derivatives which are effective as herbicides and as agents regulating plant growth
DE2758002A1 (de)	1976-09-10	1979-07-05	Hoechst Ag	Optisch aktive herbizide mittel

1979
- 1979-01-08 EP EP79100035A patent/EP0003114B1/de not_active Expired
- 1979-01-08 DE DE7979100035T patent/DE2961917D1/de not_active Expired
- 1979-01-12 US US06/002,923 patent/US4300944A/en not_active Expired - Lifetime
- 1979-01-15 RO RO7996283A patent/RO76838A/ro unknown
- 1979-01-16 CA CA319,681A patent/CA1101865A/en not_active Expired
- 1979-01-16 IL IL56438A patent/IL56438A/xx not_active IP Right Cessation
- 1979-01-17 MX MX797662U patent/MX5629E/es unknown
- 1979-01-17 BR BR7900301A patent/BR7900301A/pt unknown
- 1979-01-17 DD DD79210515A patent/DD141774A5/de not_active IP Right Cessation
- 1979-01-17 CS CS79380A patent/CS207740B2/cs unknown
- 1979-01-17 NZ NZ189414A patent/NZ189414A/xx unknown
- 1979-01-17 AT AT0035179A patent/AT370413B/de not_active IP Right Cessation
- 1979-01-17 ES ES476918A patent/ES476918A1/es not_active Expired
- 1979-01-17 TR TR20481A patent/TR20481A/xx unknown
- 1979-01-17 HU HU79CI1898A patent/HU181666B/hu not_active IP Right Cessation
- 1979-01-17 ZA ZA79194A patent/ZA79194B/xx unknown
- 1979-01-17 AU AU43436/79A patent/AU522590B2/en not_active Expired
- 1979-01-17 PH PH22069A patent/PH15224A/en unknown
- 1979-01-18 JP JP598179A patent/JPS54109981A/ja active Granted

Also Published As

Publication number	Publication date
EP0003114B1 (de)	1982-01-27
ES476918A1 (es)	1979-10-16
DD141774A5 (de)	1980-05-21
NZ189414A (en)	1982-03-09
ZA79194B (en)	1980-01-30
IL56438A (en)	1982-03-31
BR7900301A (pt)	1979-08-14
MX5629E (es)	1983-11-15
CA1101865A (en)	1981-05-26
TR20481A (tr)	1981-07-28
JPS6134419B2 (pt)	1986-08-07
DE2961917D1 (en)	1982-03-11
AT370413B (de)	1983-03-25
ATA35179A (de)	1982-08-15
EP0003114A1 (de)	1979-07-25
PH15224A (en)	1982-09-27
JPS54109981A (en)	1979-08-29
RO76838A (ro)	1981-05-30
AU522590B2 (en)	1982-06-17
IL56438A0 (en)	1979-03-12
US4300944A (en)	1981-11-17
HU181666B (en)	1983-10-28
AU4343679A (en)	1979-07-26

Publication	Publication Date	Title
CS207740B2 (en)	1981-08-31	Herbicide means
US4233054A (en)	1980-11-11	Phenoxy-alkanecarboxylic acid derivatives, their production, herbicidal compositions containing them, and their use
US4175947A (en)	1979-11-27	Phenoxy-phenoxypropionic acid esters
HU218970B (hu)	2001-01-29	4,5-Pirazolin-3-karbonsav-észter-származékot tartalmazó antidotum készítmény, csökkentett fitotoxicitású herbicid készítmény és alkalmazása, az új antidótumok és előállításuk
HU182473B (en)	1984-01-30	Herbicide and growth-inhibiting compositions and process for producing the active agents
JPH0625162B2 (ja)	1994-04-06	アミノピリジン
JPS6353176B2 (pt)	1988-10-21
US4417918A (en)	1983-11-29	Herbicidal α-[3-(2-halo-4-trifluoromethylphenoxy)-6-halophenoxy]propionic acid thio esters and acids
HU188755B (en)	1986-05-28	Herbicide compositions and process for preparing tetrazolyl-oxy-acetic acid amides applicable as active substances
US4482373A (en)	1984-11-13	Benzoxazolyloxy phenoxy esters and use as monocotyledonous weed grass herbicides
JPH0331256A (ja)	1991-02-12	Ｎ―アリール窒素複素環式化合物
US4945113A (en)	1990-07-31	herbicidal sulfonamide derivatives
US4477276A (en)	1984-10-16	Heterocyclic phenyl ethers and their herbicidal use
JPS63132880A (ja)	1988-06-04	置換２−フェニルイミノーオキサゾリジン化合物およびその製造方法
HU208226B (en)	1993-09-28	Herbicidal compositions comprising pyrrolidine-2,5-dione or 4,5,6,7-tetrahydroisoindole-1,3-dione derivatives as active ingredient and process for producing the active ingredient
JP2787590B2 (ja)	1998-08-20	複素環置換フエノキシスルホニル尿素、それらの製造方法および除草剤または植物生長調整剤としての用途
CS220800B2 (en)	1983-04-29	Herbicide means and method of making the active substances
US4380640A (en)	1983-04-19	Novel benzthiazolylurea derivatives, compositions containing them and their use as herbicides
US5631206A (en)	1997-05-20	Herbicidal heteroaryl substituted anilides
JPH0122266B2 (pt)	1989-04-25
US4353736A (en)	1982-10-12	Method of selectively controlling weeds and herbicidal diphenyl ether oxime derivatives
JP2503547B2 (ja)	1996-06-05	カルバモイルトリアゾ―ル誘導体、その製造法およびそれを有効成分とする除草剤
US4851029A (en)	1989-07-25	Thiazolylalkyl esters of α-imidazolinonenicotinic acids and herbicidal methods of use
JPS6157558A (ja)	1986-03-24	フエノキシプロピオン酸誘導体、それらの製造方法およびそれらの除草剤および植物生長調整剤としての用途
US5536703A (en)	1996-07-16	Herbicidal substituted benzoyl bicycloalkanediones