EP1278413A2 - Herbicide a base de n-aryl-uraciles - Google Patents
Herbicide a base de n-aryl-uracilesInfo
- Publication number
- EP1278413A2 EP1278413A2 EP00989897A EP00989897A EP1278413A2 EP 1278413 A2 EP1278413 A2 EP 1278413A2 EP 00989897 A EP00989897 A EP 00989897A EP 00989897 A EP00989897 A EP 00989897A EP 1278413 A2 EP1278413 A2 EP 1278413A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- methyl
- amino
- chloro
- ethyl
- phenyl
- Prior art date
- 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.)
- Withdrawn
Links
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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
Definitions
- the invention relates to new herbicidal combinations of active ingredients which comprise known N-aryluracils on the one hand and known herbicidally active compounds and / or compounds which improve the tolerance to crop plants on the other and with particularly good success for combating monocotyledonous and dicotyledonous weeds in various crops, but also for Control of monocot and dicot weeds in the semi and non-selective range can be used.
- N-aryl-uracils are the subject of a number of patent applications (cf. EP-A-408382, EP-A-473551, EP-A-563384, EP-A-648749, US-A-4943309, US Pat. A-5084084, US-A-5127935, US-A-5759957, WO-A-91/00278, WO-A-95/29168, WO-A-95/30661, WO-A-96/35679, WO- A-97/01541, WO-A-98/25909).
- the known N-aryl-uraciles have a number of gaps in their effectiveness.
- the invention relates to herbicidal compositions, characterized by comprising an effective content of an active ingredient combination
- R 1 represents hydrogen, amino or alkyl having 1 to 5 carbon atoms which is optionally substituted by cyano, halogen or C] -C 4 -alkoxy,
- R 2 represents alkyl which has 1 to 5 carbon atoms and is optionally substituted by halogen
- R 3 represents hydrogen, halogen or alkyl which has 1 to 5 carbon atoms and is optionally substituted by halogen,
- R 4 represents hydrogen, cyano or halogen
- R 5 represents cyano, thiocarbamoyl or halogen
- R 6 for nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, halogen, for each optionally by cyano, hydroxy, C 1 -C 4 alkoxy, C 1 -C 4 alkyl carbonyl, C1-C4 - Alkoxy-carbonyl, C 2 -C 4 -alkenyloxy-carbonyl, C 2 -C 4 -alkynyloxy-carbonyl, Ci -C 4 -alkylamino-carbonyl, di- (-C-C 4 -alkyl) -amino-carbonyl, phenoxy- carbonyl and / or phenylaminocarbonyl substituted alkyl, alkoxy, alkylthio, alkylsulfmyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl or
- R 1 preferably represents hydrogen, amino or, if appropriate, in each case
- R preferably represents methyl, ethyl, n- or i-propyl, each optionally substituted by fluorine and / or chlorine.
- R 3 preferably represents hydrogen, fluorine, chlorine, bromine or in each case methyl, ethyl, n- or i-propyl which is optionally substituted by fluorine and / or chlorine.
- R 4 preferably represents hydrogen, cyano, fluorine, chlorine or bromine.
- R 5 preferably represents cyano, thiocarbamoyl, fluorine, chlorine or bromine.
- R 6 preferably represents nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine, bromine, each optionally by cyano, carboxy, hydroxy, methoxy, ethoxy, n- or i- Propoxy, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, allyloxycarbonyl or propargyloxycarbonyl substituted methyl, ethyl, n- or i-propyl, n-, i- or s-butyl , Methoxy, ethoxy, n- or i-propoxy, n-, i- or s-butoxy, Methylthio, ethylthio, n- or
- R 2 particularly preferably represents methyl or ethyl substituted by fluorine and / or chlorine.
- R 3 particularly preferably represents hydrogen, fluorine, chlorine, bromine or methyl or ethyl which is in each case optionally substituted by fluorine and / or chlorine.
- R 4 particularly preferably represents hydrogen, fluorine or chlorine.
- R 5 particularly preferably represents cyano, thiocarbamoyl, chlorine or bromine.
- R 6 particularly preferably represents nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine, bromine, each optionally by cyano, carboxy, hydroxy, methoxy, ethoxy, acetyl, Propionyl, methoxycarbonyl and / or ethoxycarbonyl, n- or i-propoxycarbonyl, allyloxycarbonyl or
- Propargyloxycarbonyl substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, acetyl, propionyl, n - or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, for ethenyl optionally substituted by cyano, carboxy, fluorine, chlorine, bromine, methoxycarbonyl and / or ethoxycarbonyl, Propenyl, ethynyl
- R 1 represents amino
- R 2 represents trifluoromethyl
- R, 3 J represents hydrogen, chlorine or methyl
- R 4 represents fluorine
- R 5 represents cyano or thiocarbamoyl
- R 6 for methylsulfonylamino, ethylsulfonylamino, n- or i-propylsulfonylamino, n-, i-, s- or t-butylsulfonylamino, N, N-bis-methylsulfonylamino, N, N, N-bis-methylsulfonylamino, N, in each case optionally substituted by fluorine and / or chlorine, N-bis-ethyl-sulfonyl-amino, N-ethylsulfonyl-N-methylsulfonyl-amino, N-methyl-sulfonyl-Nn-propylsulfonyl-amino, N-methylsulfonyl-Ni-propylsulfonyl-amino, N-acetyl-N-methylsulfonyl- amino, N-propionyl
- R 1 represents methyl
- R 2 represents trifluoromethyl
- R 3 represents hydrogen, chlorine or methyl
- R 4 represents fluorine
- R 5 stands for thiocarbamoyl
- R 1 represents amino or methyl
- R represents trifluoromethyl
- R 3 represents hydrogen, chlorine or methyl
- R 4 represents hydrogen, fluorine or chlorine
- R 5 represents cyano, thiocarbamoyl or chlorine
- R 6 for carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, fluorine,
- 5-fluoro-4- (3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-l (2H) pyrimidinyl) -2-n-butoxy-benzonitrile.
- 5-fluoro-4- (3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-l (2H) -pyrimidinyl) -2-i-butoxy-benzonitrile.
- 5-fluoro-4- (3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-l (2H) -pyrimidinyl) -2-allyloxy-benzonitrile.
- 5-fluoro-4- (3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-l (2H) pyrimidinyl) -2-propargyloxy-benzonitrile.
- N- [2-cyano-5- (3,6-dihydro-3-methyl-2,6-dioxo- 4-trifluoromethyl-l (2H) -pyrimidinyl) -4-fluorophenyl] -N-ethylsulfonyl-2-thiophene-car-boxamide is also particularly emphasized as a mixture component of the formula (I) (WO 96/35679) ,
- the active substances of group 2 can be assigned to their chemical structure according to the following active substance classes: Amides (e.g. Isoxaben, Picolinafen, Propanil), aryl heterocycles (e.g. Azafenidin, Benzfendizone, Butafenacil-allyl, Carfentrazone-ethyl, Cinidon-ethyl, Fluazolate, Flumiclorac-pentyl, Flumioxazin, Flupropacil, Fluthiacet-methyl, Oxi-argol, Oxadiazon, oxadiazon, oxadiazon , Pyraflufen-ethyl, pyridate, pyridafol, sulfentrazone, thidiazimin, 4- [4,5-dihydro-4-methyl-5-oxo- (3-trifluoromethyl) -lH-l, 2,4-triazol-l-yl] -2 - [(ethyls
- clodinafop-propargyl cyhalofop-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fluazifop-P-butyl, haloxyfop- R-methyl, Quizalofop-P-ethyl), carboxylic acid derivatives (e.g. clopyralid, dicamba, fluroxypyr, picloram, triclopyr), benzothiadiazoles (e.g. bentazone), chloroacetamides (e.g. acetochlor, alachlor, butachlor, (S-) dimethenamid,
- carboxylic acid derivatives e.g. clopyralid, dicamba, fluroxypyr, picloram, triclopyr
- benzothiadiazoles e.g. bentazone
- chloroacetamides e.g. acetochlor, alachlor, butachlor, (S-) dim
- Metazachlor Metolachlor, Pretilachlor, Propachlor, Propisochlor
- Cyclohexanediones e.g. Butroxydim, Clefoxydim, Cycloxydim, Sethoxydim, Tralkoxydim
- Dinitro-aniline e.g. Benfluralin, Ethalfluralin, Oryzalin, Pendimethalin
- Diifphenylin Triflural Aclonifen, Bifenox, Fluoroglycofen-ethyl, Fomesafen, Lactofen, Oxyfluorfen
- ureas e.g.
- imidazolinones e.g. imazamethabenz-methyl, imazamox, imazapole), imazapole, eg Isoxaflutole
- pyrazoles e.g. pyrazolates, pyrazoxyfen
- pyridazinones e.g. norflurazone
- pyridines e.g. dithiopyr, thiazopyr
- pyrimidinyl (thio) benzoates e.g. bispyribac, Pyribenzoxime, pyrithiobac, pyriminobac
- sulfonylureas e.g.
- butylates dimepiperates, EPTC, Esprocarb, Molinate, Orbencarb, Prosulfocarb, triallates
- triazines e.g. ametryn, atrazine, cyanazines, dimexyflam, simazine, terbuthylazine, terbutryn
- triazinones e.g. hexazinones, metamitron, metribuzin
- triazoles e.g. amitrole
- triazolinones e.g.
- amicarbazone zone sodium, fluc Propoxycarbazone-sodium
- triazolopyrimidines eg cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam
- triketones eg mesotrione, sulcotrione
- uracile eg bromacil
- Metolachlor S-Metolachlor, Metosulam, Metribuzin, Nicosulfuron, Norflurazon, Pendimethalin, Propoxycarbazone-sodium, Rimsulfuron, Simazin, Sulfometuron-methyl, Sulcotrione, Sulfentrazone, Sulfosate, Terbuthylazine, Thifensulflural-methyl, Trifutylhydro, 4- -4-methyl-5-oxo (3-trifluoromethyl) -IH-l, 2,4-triazol-1-yl] -2 - [(ethylsulfonyl) amino] -5-fluoro-benzenecarbothioamide.
- the active substances in Group 2 that are particularly highlighted can be assigned to their chemical structure according to the following classes of active substances:
- Aryl heterocycles e.g. carfentrazone-ethyl, sulfentrazone, 4- [4,5-dihydro-4-methyl-
- Sulfosates Sulfosates
- oxyacetamides e.g. flufenacet
- pyridazinones e.g. norflurazone
- Sulfonyl ureas e.g. chlorimuron-ethyl, nicosulfuron, rimsulfuron, sulfometuron-methyl, thifensulfuron-methyl
- tetrazolinones e.g. fentrazamides
- triazines e.g. metribone
- triazolopyrimidines e.g. diclosulam, florasulam, metosulam
- triketones e.g. mesotrione, sulcotrione
- uracile e.g. bromacil
- the agents according to the invention can contain one or two active substances from group 1 and one active substance from group 3.
- the agents according to the invention preferably contain one or two active substances from group 1, one to three active substances from group 2 and optionally an active substance from group 3.
- the agents according to the invention contain an active ingredient of group 1, one or two active ingredients of group 2 and optionally an active ingredient of group 3.
- each of an active ingredient from group 1 and two active ingredients from group 2 preferably selected from the group of photosynthesis inhibitors on the one hand and the group of acetyl-CoA carboxylase inhibitors on the other hand
- two Group 2 agents and a Group 3 compound - are listed in Table 1 below.
- each of an active ingredient of group 1 and one or two active ingredients of group 2 and / or a compound of group 3 are listed in Table 2 below.
- the active compound combinations defined above from the N-aryl-uracils of the formula (I) and the above-mentioned active compounds from group 2 have a particularly high herbicidal activity and are very good herbicidal activity and in different crops, in particular in Cereals, such as wheat, barley or oats, and corn, can be used to selectively control monocot and dicot weeds and that they can also be used to control monocot and dicot weeds in the semi and non-selective range.
- Cereals such as wheat, barley or oats, and corn
- the new active ingredient combinations are well tolerated in many crops, and the new active ingredient combinations also combat weeds that are otherwise difficult to control.
- the new active ingredient combinations thus represent a valuable addition to the herbicides.
- 1 to 1 part by weight of active compound of the formula (I) comprises 0.01 to 1000 parts by weight, preferably 0.02 to 500 parts by weight and particularly preferably 0.05 to 100 parts by weight of active compound of group 2.
- Cereals are, as well as 4-dichloroacetyl-l-oxa-4-aza-spiro [4.5] -decane (AD-67), 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo [1, 2-a] -pyrimidine-6 (2H) -one (B AS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-l, 4-benzoxazine (Benoxacor), 2,2-dichloro-N, N -di-2-propenyl-acetamide (dichlormid), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-oxazolidine (furilazole, MON-13900) and 3-dichloroacetyl-2,2,5 trimethyl-oxazolidine (R-29148), which are particularly suitable for improving the tolerance in maize.
- AD-67 1-dichloroacet
- the group 3 compounds listed above are particularly suitable, the harmful effect of active compounds of the formula ( I) and their salts, if appropriate also in combination with one or more of the above-mentioned active ingredients of group 2, to be completely removed from the cultivated plants without impairing the herbicidal activity against the weeds.
- a preferred embodiment is therefore also a mixture comprising a compound of the formula (I) and / or its salts on the one hand and 2,4-D and / or its derivatives on the other hand, optionally in combination with one or more of the active ingredients of group 2 mentioned above.
- Typical derivatives of 2,4-D are, for example, their esters.
- the advantageous effect of the compatibility of cultivated plants of the active compound combinations according to the invention is likewise particularly pronounced at certain concentration ratios.
- the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges.
- 1 part by weight of active compound of the formula (I) or mixtures thereof with active compounds of group 2 account for 0.001 to 1000 parts by weight, preferably 0.01 to 100
- Plants are understood to mean all plants and plant populations, such as desired and undesirable wild plants or cultivated plants (including naturally occurring cultivated plants).
- Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including those by Plant variety rights of protectable or non-protectable plant varieties.
- Plant parts are to be understood to mean all above-ground and underground plant parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhiozomes.
- the plant parts also include vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
- Storage room according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular in the case of seeds, furthermore by single- or multilayer coating.
- the active compounds according to the invention can e.g. can be used in the following plants:
- the active ingredient combinations to be used according to the invention can be used both in conventional cultivation processes (row crops with a suitable row width)
- Plantation crops e.g. wine, fruit, citrus
- plants are also suitable as burners (herb killing e.g. in potatoes) or as defoliants (e.g. in cotton).
- defoliants e.g. in cotton
- They are also suitable for use on fallow land.
- Other areas of application are tree nurseries,
- the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, Active ingredient-impregnated natural and synthetic substances as well as very fine encapsulation in polymeric substances.
- formulations are made in a known manner, e.g. by mixing the active ingredients with extenders, that is liquid solvents and / or solid
- Carriers where appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
- water is used as an extender, e.g. also organic
- Solvents are used as auxiliary solvents.
- the following are essentially suitable as liquid solvents: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable
- Oils Oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
- ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
- strongly polar solvents such as dimethylformamide and dimethyl sulfoxide
- Ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; as emulsifying and / or foaming agents are possible: e.g. non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters,
- Polyoxyethylene fatty alcohol ethers for example alkylaryl polyglycol ethers, alkyl sulfonates, Alkyl sulfates, aryl sulfonates and protein hydrolyzates;
- Possible dispersing agents are, for example, lignin sulfite waste liquor and methyl cellulose.
- Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations.
- Other additives can be mineral and vegetable oils.
- Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
- the formulations generally contain between 0.1 and 95 percent by weight of active ingredients, preferably between 0.5 and 90%.
- the active compound combinations according to the invention are generally used in the form of finished formulations.
- the active substances contained in the active substance combinations can also be mixed in individual formulations during use, i.e. be used in the form of tank mixes.
- the new combinations of active ingredients can also be used in a mixture with other known herbicides, ready-to-use formulations or tank mixes being possible.
- a mixture with other known active compounds such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth agents, plant nutrients and agents which improve soil structure, is also possible.
- plant-compatible in the formulations as further additives mineral or vegetable oils (eg the commercial preparation "Rako Binol”) or ammonium salts such as ammonium sulfate or ammonium rhodanide.
- the new active substance combinations can be used as such, in the form of their formulations or in the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, dusting or scattering.
- the active compound combinations according to the invention can be applied before and after emergence of the plants, that is to say in the pre-emergence and post-emergence process. They can also be worked into the soil before sowing.
- the effect of the combination is super-additive, that is, it shows a synergistic effect.
- Herbicides can also be found in the literature cited above.
- Solvent 2 to 3 parts by weight of acetone or N, N-dimethylformamide emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amount of solvent, the stated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. Formulated products are dissolved in water and then diluted with water to the desired concentration.
- the solutions of the other mixture components are prepared analogously. Then the separately prepared solutions of the different mixture components are combined, optionally further additives (formulation auxiliaries, additives, etc.) and optionally water are added to produce the desired dilution.
- Seeds of the test plants are sown in normal soil. After 24 hours, the soil is sprayed with the active ingredient preparation in such a way that the desired amount of active ingredient is applied per unit area.
- the concentration of active ingredient in the spray liquor is chosen so that the desired amount of active ingredient is applied in 500 liters of water per hectare.
- the tubes with the test plants are kept in the greenhouse until they are rated at a controlled temperature and with controlled lighting.
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- 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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
L'invention concerne de nouvelles associations de principes actifs herbicides qui contiennent, d'une part, des N-aryl-uraciles connus et, d'autre part, des composés à action herbicide connus et/ou les composés améliorant la compatibilité des plantes cultivées. Ces nouvelles associations sont particulièrement efficaces pour lutter contre les mauvaises herbes monocotyles et dicotyles dans différentes cultures de plantes mais aussi pour lutter contre les mauvaises herbes monocotyles et dicotyles dans le domaine semisélectif et non sélectif.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19958381A DE19958381A1 (de) | 1999-12-03 | 1999-12-03 | Herbizide auf Basis von N-Aryl-uracilen |
DE19958381 | 1999-12-03 | ||
PCT/EP2000/011833 WO2001039597A2 (fr) | 1999-12-03 | 2000-11-21 | Herbicide a base de n-aryl-uraciles |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1278413A2 true EP1278413A2 (fr) | 2003-01-29 |
Family
ID=7931338
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00989897A Withdrawn EP1278413A2 (fr) | 1999-12-03 | 2000-11-21 | Herbicide a base de n-aryl-uraciles |
Country Status (14)
Country | Link |
---|---|
US (2) | US6734139B1 (fr) |
EP (1) | EP1278413A2 (fr) |
JP (1) | JP2003517473A (fr) |
KR (1) | KR20020059758A (fr) |
CN (1) | CN1407854A (fr) |
AR (1) | AR026665A1 (fr) |
AU (1) | AU2669101A (fr) |
BR (1) | BR0016120A (fr) |
CA (1) | CA2392107A1 (fr) |
CO (1) | CO5231186A1 (fr) |
DE (1) | DE19958381A1 (fr) |
MX (1) | MXPA02005471A (fr) |
PL (1) | PL362904A1 (fr) |
WO (1) | WO2001039597A2 (fr) |
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JP2000351703A (ja) | 1999-06-07 | 2000-12-19 | Sumitomo Chem Co Ltd | 除草剤組成物 |
JP2004244315A (ja) * | 1999-09-13 | 2004-09-02 | Nissan Chem Ind Ltd | 除草剤組成物 |
AR036047A1 (es) * | 2001-06-13 | 2004-08-04 | Syngenta Participations Ag | Composicion herbicida selectiva y metodo para controlar selectivamente malezas y pastos en cultivos de plantas utiles |
DE10139465A1 (de) * | 2001-08-10 | 2003-02-20 | Bayer Cropscience Ag | Selektive Herbizide auf Basis von substituierten, cayclischen Ketoenolen und Safenern |
RS50828B (sr) * | 2001-09-14 | 2010-08-31 | Basf Aktiengesellschaft | Herbicidne smeše na bazi 3-feniluracila |
JP2003104810A (ja) | 2001-09-28 | 2003-04-09 | Sumitomo Chem Co Ltd | 除草剤組成物 |
JP2003104809A (ja) | 2001-09-28 | 2003-04-09 | Sumitomo Chem Co Ltd | 除草剤組成物 |
JP2003104808A (ja) | 2001-09-28 | 2003-04-09 | Sumitomo Chem Co Ltd | 除草剤組成物 |
JP4092455B2 (ja) * | 2001-11-29 | 2008-05-28 | 住友化学株式会社 | 除草剤組成物 |
JP2003160415A (ja) * | 2001-11-29 | 2003-06-03 | Sumitomo Chem Co Ltd | 除草剤組成物 |
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2000
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- 2000-11-21 BR BR0016120-9A patent/BR0016120A/pt not_active IP Right Cessation
- 2000-11-21 CA CA002392107A patent/CA2392107A1/fr not_active Abandoned
- 2000-11-21 EP EP00989897A patent/EP1278413A2/fr not_active Withdrawn
- 2000-11-21 KR KR1020027006457A patent/KR20020059758A/ko not_active Application Discontinuation
- 2000-11-21 PL PL00362904A patent/PL362904A1/xx unknown
- 2000-11-21 JP JP2001541338A patent/JP2003517473A/ja active Pending
- 2000-11-21 MX MXPA02005471A patent/MXPA02005471A/es unknown
- 2000-11-21 WO PCT/EP2000/011833 patent/WO2001039597A2/fr not_active Application Discontinuation
- 2000-11-21 CN CN00816678A patent/CN1407854A/zh active Pending
- 2000-11-21 US US10/148,771 patent/US6734139B1/en not_active Expired - Fee Related
- 2000-11-30 AR ARP000106317A patent/AR026665A1/es not_active Application Discontinuation
- 2000-12-01 CO CO00092017A patent/CO5231186A1/es not_active Application Discontinuation
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2004
- 2004-03-05 US US10/794,345 patent/US20040171488A1/en not_active Abandoned
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Also Published As
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DE19958381A1 (de) | 2001-06-07 |
KR20020059758A (ko) | 2002-07-13 |
WO2001039597A3 (fr) | 2002-10-31 |
MXPA02005471A (es) | 2003-02-12 |
JP2003517473A (ja) | 2003-05-27 |
BR0016120A (pt) | 2002-08-27 |
US6734139B1 (en) | 2004-05-11 |
WO2001039597A2 (fr) | 2001-06-07 |
AU2669101A (en) | 2001-06-12 |
CN1407854A (zh) | 2003-04-02 |
CA2392107A1 (fr) | 2001-06-07 |
US20040171488A1 (en) | 2004-09-02 |
AR026665A1 (es) | 2003-02-19 |
CO5231186A1 (es) | 2002-12-27 |
PL362904A1 (en) | 2004-11-02 |
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