CA1130312A - Derives d'oximes pour la protection des recoltes - Google Patents

Derives d'oximes pour la protection des recoltes

Info

Publication number: CA1130312A
Authority: CA; Canada
Prior art keywords: formula; antidote; process according; alkyl; seed
Prior art date: 1978-08-31
Legal status (The legal status 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 status listed.): Expired

Application number

CA310,416A

Other languages

English (en)

Inventor

Henry Martin

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novartis AG

Original Assignee

Ciba Geigy Investments Ltd

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.)

1978-08-31

Filing date

1978-08-31

Publication date

1982-08-24

1978-08-31 Application filed by Ciba Geigy Investments Ltd filed Critical Ciba Geigy Investments Ltd

1978-08-31 Priority to CA310,416A priority Critical patent/CA1130312A/fr

1982-08-24 Application granted granted Critical

1982-08-24 Publication of CA1130312A publication Critical patent/CA1130312A/fr

Status Expired legal-status Critical Current

Links

150000002923 oximes Chemical class 0.000 title claims abstract description 17
230000004224 protection Effects 0.000 title claims abstract description 7
239000000729 antidote Substances 0.000 claims abstract description 31
238000000034 method Methods 0.000 claims abstract description 24
239000003905 agrochemical Substances 0.000 claims abstract description 11
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
239000001257 hydrogen Substances 0.000 claims abstract description 9
230000009931 harmful effect Effects 0.000 claims abstract description 7
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
150000003863 ammonium salts Chemical class 0.000 claims abstract description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
230000002363 herbicidal effect Effects 0.000 claims description 21
239000004009 herbicide Substances 0.000 claims description 21
150000001875 compounds Chemical class 0.000 claims description 17
150000003254 radicals Chemical class 0.000 claims description 7
150000003242 quaternary ammonium salts Chemical group 0.000 claims description 4
150000000182 1,3,5-triazines Chemical class 0.000 claims description 3
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical class ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
229940075522 antidotes Drugs 0.000 abstract description 3
241000196324 Embryophyta Species 0.000 description 45
239000013543 active substance Substances 0.000 description 22
239000000243 solution Substances 0.000 description 18
239000000126 substance Substances 0.000 description 15
239000000203 mixture Substances 0.000 description 14
238000012360 testing method Methods 0.000 description 12
239000003921 oil Substances 0.000 description 11
235000019198 oils Nutrition 0.000 description 11
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
239000008187 granular material Substances 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
235000021307 Triticum Nutrition 0.000 description 6
241000209140 Triticum Species 0.000 description 6
235000015097 nutrients Nutrition 0.000 description 6
238000009331 sowing Methods 0.000 description 6
239000004563 wettable powder Substances 0.000 description 6
230000006378 damage Effects 0.000 description 5
239000007788 liquid Substances 0.000 description 5
229920003023 plastic Polymers 0.000 description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
240000007594 Oryza sativa Species 0.000 description 4
235000007164 Oryza sativa Nutrition 0.000 description 4
240000008042 Zea mays Species 0.000 description 4
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 4
235000002017 Zea mays subsp mays Nutrition 0.000 description 4
239000000969 carrier Substances 0.000 description 4
235000013339 cereals Nutrition 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
235000009973 maize Nutrition 0.000 description 4
239000000463 material Substances 0.000 description 4
239000004033 plastic Substances 0.000 description 4
AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 4
235000009566 rice Nutrition 0.000 description 4
-1 thiolcarbamates Chemical class 0.000 description 4
239000005995 Aluminium silicate Substances 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
244000062793 Sorghum vulgare Species 0.000 description 3
239000000654 additive Substances 0.000 description 3
235000012211 aluminium silicate Nutrition 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
238000007654 immersion Methods 0.000 description 3
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 3
210000000056 organ Anatomy 0.000 description 3
231100000208 phytotoxic Toxicity 0.000 description 3
230000000885 phytotoxic effect Effects 0.000 description 3
229920000151 polyglycol Polymers 0.000 description 3
239000010695 polyglycol Substances 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 description 2
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
235000021536 Sugar beet Nutrition 0.000 description 2
239000002253 acid Substances 0.000 description 2
XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 2
150000004657 carbamic acid derivatives Chemical class 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
239000004495 emulsifiable concentrate Substances 0.000 description 2
230000035784 germination Effects 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
235000019713 millet Nutrition 0.000 description 2
239000011707 mineral Substances 0.000 description 2
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
SOWBFZRMHSNYGE-UHFFFAOYSA-N oxamic acid Chemical compound NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 description 2
125000000913 palmityl 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])([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 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
159000000000 sodium salts Chemical class 0.000 description 2
239000000725 suspension Substances 0.000 description 2
FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 2
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 1
BWRPEDIXOHZKFD-UHFFFAOYSA-N 2,2-diphenoxyacetic acid Chemical class C=1C=CC=CC=1OC(C(=O)O)OC1=CC=CC=C1 BWRPEDIXOHZKFD-UHFFFAOYSA-N 0.000 description 1
DUUXRKLEZRWLBZ-UHFFFAOYSA-N 2-(hydroxyamino)-n-phenylacetamide Chemical class ONCC(=O)NC1=CC=CC=C1 DUUXRKLEZRWLBZ-UHFFFAOYSA-N 0.000 description 1
SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical class OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 1
HFBHPHBIBAUDNE-UHFFFAOYSA-N 2h-1,2,4-triazin-3-one Chemical class O=C1N=CC=NN1 HFBHPHBIBAUDNE-UHFFFAOYSA-N 0.000 description 1
125000002373 5 membered heterocyclic group Chemical group 0.000 description 1
125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
235000007319 Avena orientalis Nutrition 0.000 description 1
244000075850 Avena orientalis Species 0.000 description 1
102100028637 CLOCK-interacting pacemaker Human genes 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
RNPABQVCNAUEIY-GUQYYFCISA-N Germine Chemical compound O1[C@@]([C@H](CC[C@]23C)O)(O)[C@H]3C[C@@H](O)[C@@H]([C@]3(O)[C@@H](O)[C@H](O)[C@@H]4[C@]5(C)O)[C@@]12C[C@H]3[C@@H]4CN1[C@H]5CC[C@H](C)C1 RNPABQVCNAUEIY-GUQYYFCISA-N 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
241000219146 Gossypium Species 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
101000766839 Homo sapiens CLOCK-interacting pacemaker Proteins 0.000 description 1
235000008694 Humulus lupulus Nutrition 0.000 description 1
240000005561 Musa balbisiana Species 0.000 description 1
235000018290 Musa x paradisiaca Nutrition 0.000 description 1
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
231100000674 Phytotoxicity Toxicity 0.000 description 1
240000004713 Pisum sativum Species 0.000 description 1
235000010582 Pisum sativum Nutrition 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 1
HCBIBCJNVBAKAB-UHFFFAOYSA-N Procaine hydrochloride Chemical class Cl.CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 HCBIBCJNVBAKAB-UHFFFAOYSA-N 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
240000000111 Saccharum officinarum Species 0.000 description 1
235000007201 Saccharum officinarum Nutrition 0.000 description 1
235000007238 Secale cereale Nutrition 0.000 description 1
244000082988 Secale cereale Species 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
235000011684 Sorghum saccharatum Nutrition 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
244000299461 Theobroma cacao Species 0.000 description 1
235000009470 Theobroma cacao Nutrition 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
235000019993 champagne Nutrition 0.000 description 1
CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 1
239000007931 coated granule Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000013270 controlled release Methods 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 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
239000002270 dispersing agent Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
108010020084 germin Proteins 0.000 description 1
RNPABQVCNAUEIY-UHFFFAOYSA-N germine Natural products O1C(C(CCC23C)O)(O)C3CC(O)C(C3(O)C(O)C(O)C4C5(C)O)C12CC3C4CN1C5CCC(C)C1 RNPABQVCNAUEIY-UHFFFAOYSA-N 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
238000010438 heat treatment Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
238000003898 horticulture Methods 0.000 description 1
150000001469 hydantoins Chemical class 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000011785 micronutrient Substances 0.000 description 1
235000013369 micronutrients Nutrition 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
238000006146 oximation reaction Methods 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
238000012856 packing Methods 0.000 description 1
239000002245 particle Substances 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000000047 product Substances 0.000 description 1
BHLUERUPCAAQGF-UHFFFAOYSA-N prop-2-yne-1-thiol Chemical compound SCC#C BHLUERUPCAAQGF-UHFFFAOYSA-N 0.000 description 1
235000018102 proteins Nutrition 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
SRAWNDFHGTVUNZ-UHFFFAOYSA-M sodium;3,6-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(CCCC)=CC2=CC(CCCC)=CC=C21 SRAWNDFHGTVUNZ-UHFFFAOYSA-M 0.000 description 1
239000002904 solvent Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)

CA310,416A 1978-08-31 1978-08-31 Derives d'oximes pour la protection des recoltes Expired CA1130312A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA310,416A CA1130312A (fr)	1978-08-31	1978-08-31	Derives d'oximes pour la protection des recoltes

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA310,416A CA1130312A (fr)	1978-08-31	1978-08-31	Derives d'oximes pour la protection des recoltes

Publications (1)

Publication Number	Publication Date
CA1130312A true CA1130312A (fr)	1982-08-24

Family

ID=4112249

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA310,416A Expired CA1130312A (fr)	1978-08-31	1978-08-31	Derives d'oximes pour la protection des recoltes

Country Status (1)

Country	Link
CA (1)	CA1130312A (fr)

1978
- 1978-08-31 CA CA310,416A patent/CA1130312A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1999-08-24	MKEX	Expiry

Publication	Publication Date	Title
CA1164869A (fr)	1984-04-03	Agents pour proteger les cultures
DE2808317C2 (fr)	1991-05-08
SU743561A3 (ru)	1980-06-25	Микробицидное и регулирующее рост растений средство
KR20000071013A (ko)	2000-11-25	벼에 대한 아세토클로르의 약해를 완화하는 조성물
RU2029471C1 (ru)	1995-02-27	Производные пиримидина, гербицидная композиция и способ борьбы с сорняками с использованием композиции
JPS58140003A (ja)	1983-08-19	栽培作物保護用組成物およびその使用法
SU1271371A3 (ru)	1986-11-15	Способ получени производных простого дифенилового эфира
CA1159071A (fr)	1983-12-20	Oxime carbamates et oxime carbonates, agents de protection pour les cultures
EP0010588B1 (fr)	1985-03-13	Composés d'oxime contenant du soufre et leur utilisation pour la protection des plantes cultivées
EP0010143B1 (fr)	1983-09-28	Dérivés d'oxime pour la protection de plantes cultivées
GB2029223A (en)	1980-03-19	Oxime derivatives for the protection of cultivated crops
JPS6317056B2 (fr)	1988-04-12
CA1130312A (fr)	1982-08-24	Derives d'oximes pour la protection des recoltes
US4661599A (en)	1987-04-28	Thiazoline compounds exerting an antidotal activity for the defense of agrarian cultivations from the action of non-selective herbicides
KR830001038B1 (ko)	1983-05-27	1, 3-디티오 복소환 화합물을 함유하는 제초제 조성물
US4228101A (en)	1980-10-14	Two dichloroacetamide antidotes for non-selective herbicides particularly active in the protection of maize against the poisonous action exerted by herbicides esters of N,N-disubstituted glycine
EP0104495B1 (fr)	1988-11-30	Composés à activité antidote pour la protection des cultures contre l'action des herbicides non-sélectifs
JPH045012B2 (fr)	1992-01-30
CA1113269A (fr)	1981-12-01	Antidote protecteur de plantes contre les effets des herbicides, et mode d'emploi connexe
US4347366A (en)	1982-08-31	2-(Pyridylthio)pyridine-N-oxides
KR800001632B1 (ko)	1980-12-31	옥심 에테르 및 옥심 에스테르의 제조방법
JPS6214522B2 (fr)	1987-04-02
JPS5859976A (ja)	1983-04-09	エチルスルホニルメチル−１，３−オキサゾリジンを包含する除草剤の解毒剤
SE447532B (sv)	1986-11-24	Anvendning av vissa oximderivat till skydd av kulturvexter mot skadligt inflytande av aggressiva herbicider fran gruppen 1,3,5-triaziner, fenoxifenoxipropionsyraestrar, halogenacetanilider eller pyridyloxifenoxipropions
DD145362A5 (de)	1980-12-10	Verfahren zum schutz von kulturpflanzen