WO1993005653A1 - Compositions herbicides synergiques - Google Patents
Compositions herbicides synergiques Download PDFInfo
- Publication number
- WO1993005653A1 WO1993005653A1 PCT/EP1992/002184 EP9202184W WO9305653A1 WO 1993005653 A1 WO1993005653 A1 WO 1993005653A1 EP 9202184 W EP9202184 W EP 9202184W WO 9305653 A1 WO9305653 A1 WO 9305653A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- mixture
- phenmedipham
- chloro
- composition
- activity
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 25
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 20
- 230000002195 synergetic effect Effects 0.000 title abstract description 8
- 241000196324 Embryophyta Species 0.000 claims abstract description 9
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000005594 Phenmedipham Substances 0.000 claims abstract description 7
- 239000004009 herbicide Substances 0.000 claims abstract description 7
- 239000005503 Desmedipham Substances 0.000 claims abstract description 6
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 claims abstract description 6
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 claims abstract description 6
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 claims abstract description 6
- IRCMYGHHKLLGHV-UHFFFAOYSA-N 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate Chemical compound C1=C(OS(C)(=O)=O)C=C2C(C)(C)C(OCC)OC2=C1 IRCMYGHHKLLGHV-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000005493 Chloridazon (aka pyrazone) Substances 0.000 claims abstract description 5
- WFKSADNZWSKCRZ-UHFFFAOYSA-N Diethatyl-ethyl Chemical group CCOC(=O)CN(C(=O)CCl)C1=C(CC)C=CC=C1CC WFKSADNZWSKCRZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000005512 Ethofumesate Substances 0.000 claims abstract description 5
- 239000005579 Metamitron Substances 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 4
- 229940124530 sulfonamide Drugs 0.000 abstract description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 abstract description 2
- 241000335053 Beta vulgaris Species 0.000 abstract description 2
- 239000004480 active ingredient Substances 0.000 description 5
- 239000000969 carrier Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-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
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CXYODDKPTBHPEP-UHFFFAOYSA-N (3,3-dimethyl-2h-1-benzofuran-5-yl) methanesulfonate Chemical compound C1=C(OS(C)(=O)=O)C=C2C(C)(C)COC2=C1 CXYODDKPTBHPEP-UHFFFAOYSA-N 0.000 description 1
- 241000219144 Abutilon Species 0.000 description 1
- 241000209136 Agropyron Species 0.000 description 1
- 241000743985 Alopecurus Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000219318 Amaranthus Species 0.000 description 1
- 241000404028 Anthemis Species 0.000 description 1
- 241001666377 Apera Species 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 241000611157 Brachiaria Species 0.000 description 1
- 235000011331 Brassica Nutrition 0.000 description 1
- 241000219198 Brassica Species 0.000 description 1
- 241000209200 Bromus Species 0.000 description 1
- 241000320316 Carduus Species 0.000 description 1
- 241000132570 Centaurea Species 0.000 description 1
- 241000219312 Chenopodium Species 0.000 description 1
- 235000000509 Chenopodium ambrosioides Nutrition 0.000 description 1
- 244000098897 Chenopodium botrys Species 0.000 description 1
- 235000005490 Chenopodium botrys Nutrition 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 240000005250 Chrysanthemum indicum Species 0.000 description 1
- 244000192528 Chrysanthemum parthenium Species 0.000 description 1
- 241000132536 Cirsium Species 0.000 description 1
- 241000207892 Convolvulus Species 0.000 description 1
- 241000234653 Cyperus Species 0.000 description 1
- 241000208296 Datura Species 0.000 description 1
- 235000017896 Digitaria Nutrition 0.000 description 1
- 241001303487 Digitaria <clam> Species 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 241000202829 Eleocharis Species 0.000 description 1
- 235000007351 Eleusine Nutrition 0.000 description 1
- 241000209215 Eleusine Species 0.000 description 1
- 241001290564 Fimbristylis Species 0.000 description 1
- 241000816457 Galeopsis Species 0.000 description 1
- 241000748465 Galinsoga Species 0.000 description 1
- 241001101998 Galium Species 0.000 description 1
- 241000208818 Helianthus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 235000021506 Ipomoea Nutrition 0.000 description 1
- 241000207783 Ipomoea Species 0.000 description 1
- 241001327265 Ischaemum Species 0.000 description 1
- 241000520028 Lamium Species 0.000 description 1
- 241000801118 Lepidium Species 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- 235000017945 Matricaria Nutrition 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
- 235000011096 Papaver Nutrition 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 241000209048 Poa Species 0.000 description 1
- 241000205407 Polygonum Species 0.000 description 1
- 241000219295 Portulaca Species 0.000 description 1
- 241000490453 Rorippa Species 0.000 description 1
- 240000009132 Sagittaria sagittifolia Species 0.000 description 1
- 241000780602 Senecio Species 0.000 description 1
- 244000275012 Sesbania cannabina Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000220261 Sinapis Species 0.000 description 1
- 241000207763 Solanum Species 0.000 description 1
- 235000002634 Solanum Nutrition 0.000 description 1
- 241000488874 Sonchus Species 0.000 description 1
- 240000006694 Stellaria media Species 0.000 description 1
- 241000219422 Urtica Species 0.000 description 1
- 240000005592 Veronica officinalis Species 0.000 description 1
- 241000405217 Viola <butterfly> Species 0.000 description 1
- 241001506766 Xanthium 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
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 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
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- QEKTWAVVKHURNN-UHFFFAOYSA-N ethyl 2-(N-chloro-2,6-diethylanilino)-3-oxobutanoate Chemical compound CCOC(=O)C(C(C)=O)N(Cl)C1=C(CC)C=CC=C1CC QEKTWAVVKHURNN-UHFFFAOYSA-N 0.000 description 1
- IASIDPVOOHJJFI-UHFFFAOYSA-N ethyl 2-amino-3-(phenylcarbamoyloxy)benzoate Chemical compound CCOC(=O)C1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1N IASIDPVOOHJJFI-UHFFFAOYSA-N 0.000 description 1
- -1 fatty alcohol sulfates Chemical class 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 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 1
- 239000006028 limestone Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229940042472 mineral oil Drugs 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 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 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 230000023798 response to herbicide Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Definitions
- This invention relates to a new herbicidal composition having synergistic activity comprising a mixture of
- the herbicidal activity of N-(2-allyloxy-6-nitro- phenyl)-1-(4-chloro-6-methoxypyrimidin-2-yl)- 1H-1,2,4-triazole-3-sulphonamide is already known
- a herbicidal composition which comprises, as active components, a mixture of I and at least one herbicide selected from the group of
- phenmedipham, desmedipham, metamitron, ethofumesate, diethatyl-ethyl and chloridazon shows especially high activity without losing the selectivity properties in agricultural crops, especially beets.
- Phenmedipham is the common name for 3-methoxycarbonyl- aminophenyl 3'-methylcarbanilate
- desmedipham is the common name for 3-ethoxycarbonyl- aminophenyl phenylcarbamate
- metamitron is the common name for 4-amino-4,5-dihydro-3- methyl-6-phenyl-1,2,4-triazin-5-one;
- ethofumesate is the common name for 2-ethoxy-2,3-dihydro-
- diethatyl-ethyl is the common name for ethyl N-chloro- acetyl-N-(2,6-diethylphenyl)glycinate;
- chloridazon is the common name for 5-amino-4-chloro- 2-phenylpyridazin-3 (2H) -one.
- the combination of active ingredients of the invention can used for example against the following plant species:
- the combinations can be applied pre or post-emergently, but generally pre-emergently. Selectivity is seen in range of crops such as maize, cereals and sunflowers.
- the rate of use lies between 0.001 and 5 kg/ha of the mixture, depending on the use. By using the mixtures for control of weeds the amount of herbicide needed can be generally reduced.
- the weight ratio of the mixing components is generally between 50:1 and 1:10.
- mixtures of the invention can also be used in
- An improvement in the intensity and speed of action can be obtained, for example, by addition of suitable adjuvants, such as organic solvents, wetting agents and oils.
- suitable adjuvants such as organic solvents, wetting agents and oils.
- Such additives may allow a decrease in the dose.
- the designated active ingredients or their mixtures can suitably be used, for example, as powders, dusts,
- Suitable liquid carriers are, for example aliphatic and aromatic hydrocarbons, such as benzene, toluene, xylene, cyclohexanone, isophorone, dimethyl sulfoxide,
- Suitable solid carriers include mineral earths, e.g.
- limestone silicic acid and plant products, e.g. flours.
- surface-active agents there can be used for example calcium lignosulfonate, polyoxyethylenealkylphenyl ethers, naphthalenesulfonic acids and their salts, phenolsulfonic acids and their salts, formaldehyde condensates, fatty alcohol sulfates, as well as substituted benzenesulfonic acids and their salts.
- compositions can contain about 10 to 90 percent by weight active ingredients, and about 90 to 10 percent by weight liguid or solid carriers, as well as, optionally up to 20 percent by weight of surfactant.
- the agents can be applied in customary fashion, for example
- the agents can be applied using low-volume or ultra-low-volume techniques or in the form of so-called microgranules.
- the preparation of these formulations can be carried out in known manner, for example by milling or mixing
- individual components can be mixed just before use for example by the so-called commonly used tank-mixing method.
- X the herbicidal activity (%) of substance A at a rate of p g/ha.
- Y the herbicidal activity (%) of substance B at a rate of q g/ha.
- component I is N-(2-allyloxy-6-nitro-phenyl)-1-(4-chloro- 6-methoxypyrimidin-2-yl)-1H-1,2,4-triazole-3-sulphonamide
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Nouvelle composition herbicide à activité synergique comportant, à titre de constituants actifs, un mélange de N-(2-allyloxy-6-nitrophényl)-1-(4-chloro-6-méthoxypyrimidin-2-yl)-1H-1,2,4-triazole-3-sulfonamide et d'au moins un herbicide sélectionné parmi le groupe constitué de phenmédipham, de desmédipham, de métamitron, d'éthofumésate, de diéthatyl-éthyle et de chloridazon. La composition permet le désherbage sélectif des mauvaises herbes monocotylédones et dicotylédones dans les cultures, notamment de betteraves.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4132090.5 | 1991-09-23 | ||
DE4132090A DE4132090A1 (de) | 1991-09-23 | 1991-09-23 | Herbizide mittel mit synergistischer wirkung |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993005653A1 true WO1993005653A1 (fr) | 1993-04-01 |
Family
ID=6441578
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1992/002184 WO1993005653A1 (fr) | 1991-09-23 | 1992-09-21 | Compositions herbicides synergiques |
Country Status (5)
Country | Link |
---|---|
DE (1) | DE4132090A1 (fr) |
IL (1) | IL102871A0 (fr) |
SI (1) | SI9200224A (fr) |
WO (1) | WO1993005653A1 (fr) |
YU (1) | YU86192A (fr) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2217698A1 (de) * | 1972-04-13 | 1973-10-18 | Basf Ag | Herbizid |
DE2735209A1 (de) * | 1976-08-04 | 1978-02-09 | Fisons Ltd | Herbizide, zusammensetzungen und deren anwendung |
DE2815287A1 (de) * | 1978-04-08 | 1979-10-18 | Hoechst Ag | Herbizide mittel |
AU519426B2 (en) * | 1979-11-23 | 1981-12-03 | Kanesho Co. Ltd. | Synergistic herbicidal compositions of simetryne |
EP0338465A1 (fr) * | 1988-04-20 | 1989-10-25 | Schering Aktiengesellschaft | 1-Chloropyrimidinyl-1H-1,2,4-triazole-3-sulfonamides, procédé pour leur préparation et leur utilisation comme agent à activité herbicide |
EP0445420A2 (fr) * | 1990-02-25 | 1991-09-11 | Bayer Ag | Composition herbicide sélective contenant de l'éthofumésate, du phenmédiphame, du chloridazone ou du quinmérac en combination avec certains triazolinones |
-
1991
- 1991-09-23 DE DE4132090A patent/DE4132090A1/de not_active Withdrawn
-
1992
- 1992-08-19 IL IL102871A patent/IL102871A0/xx unknown
- 1992-09-21 WO PCT/EP1992/002184 patent/WO1993005653A1/fr active Application Filing
- 1992-09-22 YU YU86192A patent/YU86192A/sh unknown
- 1992-09-23 SI SI19929200224A patent/SI9200224A/sl unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2217698A1 (de) * | 1972-04-13 | 1973-10-18 | Basf Ag | Herbizid |
DE2735209A1 (de) * | 1976-08-04 | 1978-02-09 | Fisons Ltd | Herbizide, zusammensetzungen und deren anwendung |
DE2815287A1 (de) * | 1978-04-08 | 1979-10-18 | Hoechst Ag | Herbizide mittel |
AU519426B2 (en) * | 1979-11-23 | 1981-12-03 | Kanesho Co. Ltd. | Synergistic herbicidal compositions of simetryne |
EP0338465A1 (fr) * | 1988-04-20 | 1989-10-25 | Schering Aktiengesellschaft | 1-Chloropyrimidinyl-1H-1,2,4-triazole-3-sulfonamides, procédé pour leur préparation et leur utilisation comme agent à activité herbicide |
EP0445420A2 (fr) * | 1990-02-25 | 1991-09-11 | Bayer Ag | Composition herbicide sélective contenant de l'éthofumésate, du phenmédiphame, du chloridazone ou du quinmérac en combination avec certains triazolinones |
Also Published As
Publication number | Publication date |
---|---|
YU86192A (sh) | 1995-10-03 |
SI9200224A (en) | 1993-03-31 |
DE4132090A1 (de) | 1993-03-25 |
IL102871A0 (en) | 1993-01-31 |
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