MXPA01005029A - Fungicidal active substance combinations - Google Patents

Abstract

Disclosed are novel combinations of active substances based on formula (I), wherein Z, X and A have the meaning cited in the description, and active substances known per se, in addition to the use thereof in controlling phytopathogenic fungi.

Description

OM TNACTONS OF ACTUATED PRODUCTS FIJNGTCIDAS FIELD OF THE INVENTION The present application relates to new combinations of active products, which are constituted by pyrimidine derivatives on the one hand and by other known fungicidal active compounds, on the other hand and which are suitable in a manner very good for the fight against phytopathogenic fungi. Description of the prior art It is already known that pyrimidine derivatives have fungicidal properties (see DE-A-19 646 407). The activity of these products is good; however, it leaves much to be desired in some cases due to low application rates. It is also known that a large number of azole derivatives, aromatic derivatives of carboxylic acids, morpholine compounds and other heterocycles can be used for the control of fungi (see KH Büchel "Pflanzenschutz und Schádlingsbekámpfung" pages 87, 136, 140, 141 and 146 to 153, Georg Thieme Verlag, Stuttgart 1977). However, the effect of the products considered is not always satisfactory at low application rates. DETAILED DESCRIPTION OF THE INVENTION It has now been found that the new combinations of active products, constituted by the compounds of the general formula (I) Ref: 128918 wherein Z means phenyl, if substituted, X means halogen and A means heterocyclyl, -COOCHs or -CO-NH-CH3 and respectively one of the following compounds 82) Picoxystrobin in a mixing ratio of a compound of the formula (I) with respect to one of the compounds of the formulas 1) to 82) of 20: 1 to 1: 50 parts by weight, have very good fungicidal properties. Surprisingly, the fungicidal effect of the combination of active products according to the invention is appreciably greater than the sum of the effects of the individual active products. There is an unpredictable synergistic effect and not only a complement of the effects. Preference is given to compounds of the formula (I), in which Z is a group in which R! and R2, independently of one another, mean hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine, bromine, fluorine or cyano, X means fluorine and A means -CO-NH-CH3. In particular, mention may be made, in particular, of the compounds of the formula (I), in which R 1 is hydrogen and R is methyl, ethyl, methoxy, chlorine, bromine, fluorine or cyano, and also the compounds of the formula (I), wherein that R 1 signifies methyl and R 2 signifies hydrogen, methyl, ethyl, methoxy, chloro, bromo, fluoro or cyano, as well as the compounds of the formula (I), in which R 2 signifies methyl and R 1 signifies hydrogen, methyl, ethyl, methoxy , chlorine, bromine, fluorine or cyano. The active compounds of the formula (I) are known (see, for example, DE-A 19 646 407, WO 97-27189 or GB 2253624). The active compounds present also in the combinations according to the invention are also known. Active products are described, for example, in The Pesticide Manual, 1st Edition, British Crop Protection Council (BCPC). The combinations of the active compounds according to the invention contain, in addition to at least one active compound of the formula (I), at least one active compound of the compounds of groups 1) to 83). They may also contain other mixing components with fungicidal activity. When the active compounds are present in the active compound combinations according to the invention in certain proportions by weight, the synergistic effect is shown in a particularly evident manner. However, the proportions by weight of the active products can vary within wide limits in the combinations of active products. In general, the combinations according to the invention contain the active compound of the formula (I) and the components of the mixture in the preferred and especially preferred mixing proportions indicated in the following table: * the mixing proportions are based on the proportion by weight . The ratio should be understood as the active product of formula I: mixture component.

The active compound combinations according to the invention have very good fungicidal properties and can be used for the control of phytopathogenic fungi, such as plasmodioforomycetes, oomycetes, chytridiomycetes, zygomicetes, ascomycetes, basidiomycetes, deuteromycetes, etc. The good compatibility with the plants of the combinations of the active ingredients at the concentrations necessary for the control of plant diseases allows a treatment of the aerial parts of the plants, of seedlings and seeds and of the soil. The active compound combinations can be transformed into customary formulations such as solutions, emulsions, suspensions, powders, foams, pastes, granulates, aerosols, micro-encapsulates in polymeric materials and in seed coating compositions as well as ULV formulations. These formulations are prepared in a known manner, for example by mixing the active agents with spreading agents, ie liquid solvents, liquefied gases which are under pressure and / or solid support materials, optionally with the use of surface active agents. , ie emulsifiers and / or dispersants and / or foam generating agents. In the case of the use of water as an extender, organic solvents can also be used as auxiliary solvents. Suitable liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons. Such as chlorobenzenes, chloroethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, alcohols such as butanol or glycol, as well as ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, solvents strongly polar, such as dimethylformamide and dimethylsulfoxide, as well as water. By liquefied gaseous extenders or support materials are meant those which are gaseous at normal temperature and under normal pressure, for example propellant gases for aerosol, such as halogenated hydrocarbons as well as butane, propane, nitrogen and carbon dioxide. Suitable solid support materials are, for example, natural mineral flours, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and synthetic mineral flours, such as highly dispersed silicic acid, aluminum oxide. and silicates. Suitable solid support materials for granules are, for example, broken minerals and fractions such as calcite, marble, pumice, sepiolite, dolomite as well as synthetic granules formed from inorganic and organic flours as well as granules formed from organic material such as like sawdust, husks of coconut nuts, corn ears and tobacco stems. Suitable emulsifying and / or foam generating agents are, for example, nonionic and anionic emulsifiers, such as polyoxyethylenated fatty acid esters, for example alkyl aryl polyglycol ether, alkylsulfonates, alkyl sulfates, arylsulfonates, and albumin hydrolysates. Suitable dispersants are, for example, sulfuric lignin bleaches and methylcellulose. They can be used in the adhesive formulations such as carboxymethylcellulose, natural and synthetic polymers powdery, granular or in the form of latex, such as gum arabic, polyvinyl alcohol, polyvinyl acetate as well as natural phospholipids, such as cephalin and lecithin and synthetic phospholipids. Other additives can be mineral and vegetable oils. Dyes such as inorganic pigments, for example iron oxide, titanium oxide, ferrocyanide blue and organic colorants such as metallic alizarin, azo and phthalocyanine dyes and trace nutrient materials, may be employed., such as salts of iron, manganese, boron, copper, cobalt, molybdenum, zinc. The formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%. The active compounds of the formula (I) and the active compound combinations according to the invention can be present in the formulations in mixtures with other active ingredients such as fungicides, insecticides, acaricides and herbicides, as well as in mixtures with fertilizers or growth regulators. the plants.

For such mixtures, for example: Fungicides: 2-Aminobutane; 2-anilino-4-methyl-6-cyclopropylpyrimidine; 2 ', 6'-dibromo-2-methyl-4'-trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide; 2,6-dichloro-N- (4-trifluoromethylbenzyl) benzaide; (E) -2-methoxyimino-N-methyl-2- (2-phenoxyphenyl) acetamide; 8-hydroxyquinolinesulfate; methyl- (E) -2-. { 2- [6- (2-Cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate; methyl- (E) -methoxyimino [alpha- (o-tolyloxy) -o-tolyl] acetate; 2-phenylphenol (OPP), Aldimorph, Ampropylfos, Anilazin, Azaconazole, Benalaxyl, Benodanil, Benomyl, Binapacryl, Biphenyl, Bitertanol, Blasticidin-S, Bromuconazole, Bupirimate, Buthiobate, calcium polysulfide, Captafol, Captan, Carbendazim, Carboxin, Chinomethionat (Quinomethionat), Chloroneb, Chloropicrin, Chlorothalonil, Chlozolinat, Cufraneb, Cymoxanil, Cyproconazole, Cyprofuram, Dichlorophen, Diclobutrazol, Diclofuanid, Diclomezin, Dicloran, Diethofencarb, Difenoconazole, Dimethirimol, Dimethomofh, Diniconazole, Dinocap, Diphenylamin, Dipyrithion, Ditalimphos, Dithianon, Dodin, Drazoxolon, Edifenphos, Epoxyconazole, Ethyrimol, Etridiazole, Fenarimol, Fenbuconazole, Fenfuram, Fenitropan, Fenpiclonil, Fenpropidin, Fenpropimorf, Fentinacetate, Fentinhydroxyd, Ferbam, Ferimzone, Fluazinam, Fludioxonil, Fluoromide, Fluquinconazole, Flusilazole, Flusulfamide, Flutolanil, Flutriafol, Folpet, Fosetyl-Aluminum, Fthalide, Fuberidazole, Furalaxil, Furmecyclox, Guazatine, Hexachlorobenzene, Hexaconazole, Hymexazole, Imazalil, Imibenconazole, Iminoctadin, Iprobenfos (PPI), Iprodion, Isoprothiolan, Kasugamycin, copper compositions, such as; copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, copper oxine and mixture of Bordeux, Mancopper, Mancozeb, Maneb Mepanipyrim, Mepronil, Metalaxyl, Metconazole, Methasulfocarb, Methfuroxam, Metiram, Metsulfovax, Myclobutanil , nickel dimethyldithiocarbamate, Nitrothal-isopropyl, Nuarimol, Ofurace, Oxadixyl, Oxamocarb, Oxycarboxin, Perfurazoat, Penconazole, Pencycuron, Phosdiphen, Pimaricin, Piperalin, Polyoxin, Probenazole, Prochloraz, Procymidon, Propamocarb, Propiconazole, Propineb, Pyrazophos, Pyrefenox, Pyrimethanil, Pyroquilon, Quintozen (PCNB), Sulfur and sulfur compositions, Tebuconazole, Tecloftalam, Tecnazen, Tetraconazole, Thiabendazole, Thicyofen, Thiophanat-methyl, Thiram, Tolclophos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazoxid, Trichlamid, Tricyclazole, Tridemofh, Triflumizol, Triforin, Triticonazole, Validamycin A, Vinclozolin, Zineb, Ziram. Bactericides: Bronopol, Dichlorophen, Nitrapyrin, nickel dimethyldithiocarbamate, Kasugamycin, Octhilinon, furancarboxylic acid, Oxytetracyclin, Probenazole, Streptomycin, Tecloftalam, copper sulfate and other copper preparations. Insecticides / Acaricides / Nematicides: Abamectin, Abamectin, AC 303 630, Acephat, Acrinathrin, Alanycarb, Aldicarb, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Azinphos, A, Azinphos M, Azocyclotin, Bacillus thuringiensis, Bendiocarb, Benfuracarb, Bensultap, Betacyluthrin, Bifenthrin, BPMC, Brofenprox, Bromophos A, Bufencarb, Buprofezin, Butocarboxin, Butylpiridaben, Cadusafos, Carbaryl, Carbofuran, Carbophenothion, Carbosulfan, Cartap, CGA 157 419, CGA 184 699, Chloethocarb, Chlorethoxyphos, Chloretoxyphos, Chlorfenvinphos, Chlorfluazuron, Chlormephos, Chlofyrifos, Chlofyrifos M, Cis-Resmethrin, Clocythrin, Clofentezin, Cyanophos, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cyhexatin, Cypermethrin, Cyromazin, Deltamethrin, Demeton M, Demeton S, Demeton-S-methyl, Diafenthiuron, Diazinon, Dichlofenthion, Dichlorvos, Dicliphos, Dicrotophos, Diethion, Diflubenzuron, Dimethoat, Dymethylvinphos, Dioxathioin, Disulfoton, Edifenphos, Emamectin, Esfenvalerat, Ethiophencarb, Ethion, Ethofenprox, Ethoprophos, Etofenprox, Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid, Fenitrothion, Fenobucarb, Fenothiocarb, Fenoxycarb, Fenpropathrin, Fenpyrad, Fenpyroximat, Fenthion, Fenvalerate, Fipronil, Fluazinam, Flucycloxuron, Flucythrinat, Flufenoxuron, Flufenpr? X, Fluvalinate, Fonophos, Formothion, Fosthiazat, Fubfenprox, Furathiocarb, HCH, Heptenophos, Hexaflumuron, Hexythiazox, Imidacloprid, Iprobenfos, Isazophos, Isofenphos, Isoprocarb, Isoxathion, Ivemectin, Lamda-cyhalothrin, Lufenuron, Malathion, Mecarbam, Mervinphos, Mesulfenphos, Metaldehyd, Methacrifos, Methamidophos, Methidathion, Methiocarb, Methomyl, Metolcarb, Milbemectin, Monocrotophos, Moxidectin, Naled, NC 184, NI 25, Nitenpyram Omethoat, Oxamyl, Oxydemethon M, Oxydeprofos, Parathion A, Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phosmet, Phosphamdon, Phoxim, Pirimicarb, Pirimiphos M. Primiphos A, Profenofos, Profenophos, Promecarb, Propaphos, Propoxur, Prothiophos, Prothiophos, Prothoat, Pymetrozin, Pyrachlophos, Pyraclofos, Pyraclophos, Pyradaphenthion, Pyresmethrin, Pyrethrum, Pyridaben, Pyrimidifen, Pyriproxifen, Quinalphos. RH 5992. Salithion, Sebufos, Silafluofen, Sulfotep, Sulprofos, Tebufenozid, Tebufenpyrad, Tebupirimphos, Teflubenzuron, Tefluthrinrin, Temephos, Terbam, Terbufos, Tetrachlorvinphos, Thiafenox, Thiodicarb, Thiofanox, Thiomethon, Thionazin, Thuringiensin, Tralomethrin, Triarathen, Triazophos, Triazuron , Trichlorfon, Triflumuron, Trimethacarb, Vamidothion, XMC, Xylylcarb, Yl 5301/5302, Zetamethrin. The active compound combinations can be used as such in the form of their formulations or of the forms of application prepared from the above, such as ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, injectable powders, soluble powders and granules. The application is carried out in the usual way, for example by watering, spraying, dusting, spreading, applying by brush, dry maceration, wet mashing, soaking by soaking, macerating in suspension or inlaying. When treating parts of plants, concentrations of active products can vary in application forms within a wide range. They are generally between 1 and 0.0001% by weight, preferably between 0.5 and 0.001%.

In the case of the treatment of the seeds, in general, quantities of active compound from 0.001 to 50 g per kilogram of seeds, preferably from 0.01 to 10 g, are required. When treating the soil, active product concentrations of 0.00001 to 0.1% by weight, preferably 0.0001 to 0.02%, are required at the site of action. The good fungicidal effect of the active compound combinations according to the invention follows from the following examples. While the individual active products present weak points in their fungicidal effect, the combinations present an effect that goes beyond a simple sum of the effects. A synergistic effect is presented in the fungicides provided that the fungicidal effect of the combinations of active products is greater than the sum of the effects of the active products applied individually. The expected effect for a given combination of two active products can be calculated (see Colby, SR, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 15, pages 20-22, 1967) as follows: if X represents the degree of activity expressed in% of untreated controls, when active product A is used at a concentration of m ppm, Y represents the degree of activity, expressed in% of the untreated controls, when the active product B is used in a concentration of n ppm, E represents the degree of activity expressed in% of the untreated controls, when the products are used active A and B in a concentration of m and ppm, then the relation is superadditive in terms of its effect, that is to say that there is a synergistic effect. In this case, the actual degree of activity observed must be greater than the value calculated from the formula previously indicated for the expected degree of activity (E). It is noted that, with reference to this date, the best method known to the applicant to carry out the aforementioned invention is that which is clear from the present description of the invention.

Claims (5)

1. CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1.- Combination of active products containing a compound of the formula
2. (D, characterized in that Z means phenyl, if substituted, X means halogen and A means heterocyclyl, -COOCH3 or -CO-NH-CH3 or respectively one of the following compounds in a mixing ratio of a compound of the formula (I) with respect to one of the compounds of the formulas 1) to 82) of 20: 1 to 1:50 parts by weight, have very good fungicidal properties. 2. Agent, characterized by a content in a combination of active products as defined in claim 1.
3. 3.- Procedure for the fight against fungi, characterized in that they are allowed to act on the fungi and / or on their environment combinations of active products as defined in claim 1 or agents as defined in claim 2.
4. 4. Use of combinations of active products as defined in claim 1 for the control against fungi.
5. 5. Process for obtaining fungicidal agents, characterized in that combinations of active products, as defined in claim 1, are mixed with extenders and / or surfactants.