KR100838540B1 - Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the spores germination or mycelium growth by acting on different metabolic routes - Google Patents

Abstract

At least one pyridylethylbenzamide derivative (a) and a compound (b) capable of inhibiting spore germination or mycelial growth by acting on different metabolic pathways in a weight ratio of 0.01 to 20 (a) / (b) Composition. The composition further comprises an additional fungicidal compound. A method for preventing or treating phytopathogenic fungi of crops using the composition.

Description

Fungicidal compositions comprising pyridylethylbenzamide derivatives and compounds capable of inhibiting spore germination or mycelium growth by acting on different metabolic pathways BY ACTING ON DIFFERENT METABOLIC ROUTES}

The present invention relates to novel fungicidal compositions comprising pyridylethylbenzamide derivatives and compounds capable of inhibiting spore germination or mycelial growth by acting on different metabolic pathways. The present invention also relates to a method for combating or controlling phytopathogenic fungi by applying the composition to a susceptible or infected site.

International patent application WO 01/11965 generally discloses a number of pyridylethylbenzamide derivatives. The possibility of developing fungicidal activity in combination with one or more of these multiple pyridylethylbenzamide derivatives with known fungicidal products is comprehensively disclosed without any specific examples or biological data.

Dosage of chemical products to be spread to the environment while using novel pesticidal mixtures with synergistic effects to significantly prevent or control the development of strains resistant to the active ingredients or mixtures of known active ingredients used by farmers. Minimizing and reducing the processing costs have always been a major concern in the agricultural sector.

We have now found some novel fungicidal compositions with the above mentioned properties.

Accordingly, the present invention relates to a composition comprising the following (a) / (b) in a weight ratio of 0.01 to 20:

(a) pyridylethylbenzamide derivatives of formula

[In the meal,

p is an integer of 1, 2, 3 or 4;

q is an integer of 1, 2, 3, 4 or 5;

Each substituent X is independently selected from halogen, alkyl or haloalkyl;

Each substituent Y independently of one another is halogen, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, amino, phenoxy, alkylthio, dialkylamino, acyl, cyano, ester, hydroxy, aminoalkyl, benzyl, Haloalkoxy, halosulfonyl, halothioalkyl, alkoxyalkenyl, alkylsulfonamide, nitro, alkylsulfonyl, phenylsulfonyl or benzylsulfonyl];

N-oxides of these 2-pyridines;

And

(b) Compounds capable of inhibiting spore germination or mycelium growth by acting on different metabolic pathways.

In the context of the present invention:

Halogen means chlorine, bromine, iodine or fluorine;

Each alkyl or acyl radical present in the molecule has 1 to 10, preferably 1 to 7, more preferably 1 to 5, carbon atoms and may be linear or branched;

Each of the alkenyl or alkynyl radicals present in the molecule has 2 to 10 carbon atoms, preferably 2 to 7, more preferably 2 to 5 carbon atoms, and may be linear or branched.

The composition according to the invention provides a synergistic effect. This synergistic effect reduces the chemicals applied to the environment and reduces the cost of fungal treatment.

In the context of the present invention, the term "synergistic effect" is defined according to Colby's "Calculation of the synergistic and antagonistic responses of herbicide combinations" Weeds, (1967), 15, pages 20-22.

The document mentions the following formula:

Where E represents the expected value (percentage) of disease inhibition according to the combination of two fungicides at a constant dose (e.g., x and y, respectively), and x is a compound I of constant dose (corresponding to x) Is the observed inhibition rate (percentage) of disease rate by y, and y is the observed inhibition rate (percentage) of disease inhibition rate by compound II of constant dose (corresponding to y). If the inhibition rate (percentage) of the combination is greater than E, then there is a synergistic effect.

The composition according to the invention comprises a pyridylethylbenzamide derivative of formula (I). Preferably, the present invention relates to a composition comprising a pyridylethylbenzamide derivative of formula I, wherein the following different features may be selected alone or in combination:

for p, p is 2;

for q, q is 1 or 2, more preferably q is 2;

For X, X is independently selected from each other, halogen or haloalkyl. More preferably, X is independently selected from each other a chlorine atom or a trifluoromethyl group;

For Y, Y is independently selected from halogen or haloalkyl. More preferably Y is independently selected from a chlorine atom or a trifluoromethyl group.

More preferably, the pyridylethylbenzamide derivatives of formula I present in the composition of the present invention are:

-'N- {2- [3-chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (Compound 1);

-'N- {2- [3-chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-iodobenzamide (Compound 2); or

N- {2- [3,5-dichloro-2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (Compound 3).

Even more preferably, the pyridylethylbenzamide derivative of formula I present in the composition of the present invention is N- {2- [3-chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl}- 2-trifluoromethylbenzamide (Compound 1).

Compositions of the present invention include compounds that can inhibit spore germination or mycelium growth by acting on different metabolic pathways. Preferably, the present invention relates to a composition comprising a compound capable of inhibiting spore germination or mycelium growth by acting on different metabolic pathways selected from: dicarboximide derivatives, phthalimide derivatives, 2-butoxy- 6-iodo-3-propyl-benzopyran-4-one, 2,6-dichloro-N-{[3-chloro-5- (tri-fluoromethyl) -2-pyridinyl] methyl} benzamide, (Z) - N - [α- ( cyclopropylmethoxy toksiyi diamino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenyl Oh theta imide, (RS) -2- ( 4-chlorophenyl) - N - [3- methoxy-4- (prop-2-ynyl oxy) phenethyl] -2- (prop-2-ynyl oxy) Oh theta imide, 6-iodo -2 Propoxy-3-propylquinazolin-4 ( 3H ) -one, benalacyl, ventiavalicarb, chlorothalonyl, copper hydroxide, copper oxychloride, copper sulfate, copper sulfate (tribasic), Cuprous oxide, cymoxanyl, diclomezin, dicloflo Anid, dithianon, dimethomorph, dodine, etaboxam, fenpiclonil, fentin, ferbam, fluazinam, fludioxosonyl, flusulfamid, guaztine, iminottadine, mancopper, Mancozeb, maneb, metallaxyl, metallaxyl-M, metiram, metasulfocarb, nabham, nickel bis (dimethyldithiocarbamate), ipalicarb, auxin-copper, propamocarb, Propineb, quinoxyphene, sulfur, silthiofam, tiram, tolyluanide, triazide, validamycin, geneb, ziram, phosphorous acid and pocetyl-Al. 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, 2,6-dichloro-N-{[3-chloro-5- (tri-fluoromethyl) -2-pyridinyl] Preference is given to methyl} benzamide, chlorothalonyl, iprovalicarb, mancozeb, propamocarb and pocetyl-Al.

According to the invention, the dicarboximide derivatives can be, for example, clozolinate, iprodione, procmidone or vinclozoline. Iprodione is more preferred.

According to the invention, the phthalimide derivatives can be, for example, captapol, captan, polpet, thiochlorfenpim. Captans and foltets are preferred.

The composition according to the invention comprises (a) at least one pyridylethylbenzamide derivative of formula (I) and (b) a compound capable of inhibiting spore germination or mycelium growth by acting on different metabolic pathways, preferably from 0.01 to 20, preferably 0.05 to 10, even more preferably 0.1 to 5 (a) / (b) by weight ratio.

The composition of the present invention may further comprise one or more other fungicide active ingredients (c).

Live may be selected from the fungal active ingredient (c): aza sol to Kona, subgroup cyst Robin, (Z) - N - [ α- ( cyclopropylmethoxy toksiyi Mino) to 2,3-difluoro-6 (Trifluoromethyl) benzyl] -2-phenylacetamide, 6-iodo-2-propoxy-3-propylquinazolin-4 ( 3H ) -one, 6-iodo-2-propoxy- 3-propylquinazolin-4 ( 3H ) -one, benalaxyl, benomil, ventiavalicarb, biphenyl, bitertanol, blasticidine-S, boscalid, borax, bromuconazole, butyrate Pyrimate, sec-butylamine, calcium polysulfide, captapol, captan, carbendazim, carboxycin, carpropamide, quinomethionate, chlorothalonil, clozolinate, copper hydroxide, copper octanoate , Copper oxychloride, copper sulfate, cuprous oxide, cyazopamide, cymoxanyl, ciproconazole, cyprodinyl, dazomet, devacarb, diclofloanide, dichlorophene, diclobu Trizole, Diclocimet, Diclomezin, Dichloran, Dietofencarb, Difenokazole, Difenzoquat Methylsulfate, Difenzoquat, Diflumethorim, Dimethirimol, Dimethomorph, Diniconazole, dinobutone, dinocap, diphenylamine, dithianon, dodemorph, dodemorph acetate, dodine, edifene force, epoxyconazole, etaconazole, etaboxam, etirimole, ethoxyquine, Etridazole, Pamoxadon, Phenamidone, Phenarimol, Phenbuconazole, Phenpuram, Phenhexamide, Phenpiclonil, Phenoxanyl, Phenpropidine, Phenpropimorph, Pentine, Pentine Hydroxide Seed, fentin acetate, ferbam, perimzone, fluazinam, fludioxonil, fluoroimide, fluoxastrobin, fluquinconazole, flusilazole, flusulfamid, flutoranyl, flutriafol, paul PET, formaldehyde, pocetyl, pocetyl-aluminum, fuberidazole, furalacyl, furametpy , Guazin, guazin acetate, hexachlorobenzene, hexaconazole, 8-hydroxyquinoline sulfate, potassium hydroxyquinoline sulfate, himexazole, imazaryl sulfate, imazaryl, imibenconazole, iminoc Tadine, iminottadine triacetate, ifconazole, ifprobenfoss, ifprodione, ifprovalicab, isoprothioran, kasugamycin, casugamycin hydrochloride hydrate, cresoxime-methyl, mancopper, Mancozeb, maneb, mepanipyrim, mepronyl, mercuric chloride, mercuric oxide, mercurus chloride, metallaxyl, metallaxyl-M, metham-sodium, metham, metconazole, metasulfocarb, Methyl isothiocyanate, metiram, metominostrobin, midiomycin, myclobutanyl, nabam, nickel bis (dimethyldithiocarbamate), nitrotal-isopropyl, noarimol, octylinone, Opurais, All Acids, oxadixyl, auxin-copper, oxpoconazole fumarate, oxycarboxycin, pefurazoate, fenconazole, pensicuron, pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenyl laurate, phenylmercury acetate , Sodium 2-phenylphenoxide, 2-phenylphenol, phosphorous acid, phthalide, picoxistrobin, piperaline, polyoxinesporioxin B, polyoxine, polyoxolin, provenazole, prochloraz, procmidone , Propamocarb hydrochloride, propamocarb, propiconazole, propineb, prothioconazole, pyraclostrobin, pyrazophos, pyributycarb, pyriphenox, pyrimethanyl, pyroquilon , Quinoxyphene, quintogen, silthiofam, cimeconazole, spiroxamine, sulfur, tar oil, tebuconazole, tecnazen, tetraconazole, thibendazole, tifluzamide, thiophanate-methyl , Thiram, tollclofos-methyl, tolyflu Need, Triadimefon, Triadimenol, Triaside, Tricyclazole, Tridemorph, Triloxtropin, Tripleluminizol, Triporin, Triticonazole, Validamycin, Vinclozoline, Genev, Giram And oxamides.

Preferably, the fungicidal active ingredient (c) is selected from dietofencarb, hexaconazole, ciprodinyl, tebuconazole and bromuconazole.

When the third active ingredient (c) is present in the composition as defined above, the compound is present in an amount of (a): (b): (c) in an amount of from 1: 0.01: 0.01 to 1: 20: 20 And the ratio of compound (a) and compound (c) varies independently of each other. Preferably, the weight ratio (a) :( b) :( c) may be 1: 0.05: 0.05 to 1:10:10.

The following compositions may be listed to illustrate the invention in a non-limiting manner: Compound 1 with 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, Compound 1 with 2,6-dichloro -N - {[3- chloro-5- (trifluoromethyl) -2-pyridinyl] methyl} benzamide, compound 1 with (Z) - N - [α- ( cyclopropylmethoxy toksiyi diamino) -2,2 3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide, compound 1 and ( RS ) -2- (4-chlorophenyl) -N- [3-methoxy-4- (Prop-2-ynyloxy) phenethyl] -2- (prop-2-ynyloxy) acetamide, compound 1 and 6-iodo-2-propoxy-3-propylquinazolin-4 (3 H ) -one, Compound 1 with Benalacyl, Compound 1 with Ventiavalicarb, Compound 1 with Chlorotalonyl, Compound 1 with Copper Hydroxide, Compound 1 with Copper Oxychloride, Compound 1 with Copper Sulfate, Compound 1 with Copper sulphate (tribasic), compound 1 and cuprous oxide, compound 1 and municipal Neil, Compound 1 and Diclomezine, Compound 1 and Diclofloanid, Compound 1 and Dithianon, Compound 1 and Dimethomorph, Compound 1 and Dodine, Compound 1 and Etaboxam, Compound 1 and Penpiclonyl , Compound 1 with fentin, compound 1 with ferbam, compound 1 with fluazinum, compound 1 with fludioxonil, compound 1 with flusulfamid, compound 1 with guaztine, compound 1 with iminottadine, compound 1 And Mancopper, Compound 1 and Mancozeb, Compound 1 and Maneb, Compound 1 and Metallaccil, Compound 1 and Metallacyl-M, Compound 1 and Metiram, Compound 1 and Metasulfocarb, Compound 1 and Nabam, Compound 1 and nickel bis (dimethyldithiocarbamate), Compound 1 and Iprovalicab, Compound 1 and Auxin-Copper, Compound 1 and Propamocarb, Compound 1 and Propineb, Compound 1 and Quinoxyphene , Compound 1 with sulfur, compound 1 with silthiofam, compound 1 with Thiram, compound 1 and tolylufluoride, compound 1 and triazide, compound 1 and validamycin, compound 1 and geneb, compound 1 and zeram, compound 1 and phosphorous acid, compound 1 and pocetyl-Al, compound 1 Clozolinate, Compound 1 and iprodione, Compound 1 and procmidone, Compound 1 and vinclozoline, Compound 1 and captapol, Compound 1 and captan, Compound 1 and polpet, Compound 1 and thiochlorfenpime, Compound 2 With 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, compound 2 with 2,6-dichloro-N-{[3-chloro-5- (trifluoromethyl) -2- pyridinyl] methyl} benzamide, compound 2 with (Z) - N - [α- ( cyclopropylmethoxy toksiyi Mino) to 2,3-difluoro (trifluoromethyl) -6-benzyl] -2-phenyl Oh theta imide, compound 2 with (RS) -2- (4- chlorophenyl) - N - [3- methoxy-4- (prop-2-ynyl oxy) phenethyl] -2- (prop -2 -Ynyloxy) acetamide, compound 2 with 6-iodo-2 -Propoxy-3-propylquinazolin-4 ( 3H ) -one, compound 2 with benalyl, compound 2 with ventiavalicarb, compound 2 with chlorothalonil, compound 2 with copper hydroxide, compound 2 with copper Oxychloride, compound 2 with copper sulfate, compound 2 with copper sulfate (tribasic), compound 2 with cuprous oxide, compound 2 with thioxanyl, compound 2 with diclomazine, compound 2 with diclofloanide, Compound 2 with dithianon, Compound 2 with dimethomorph, Compound 2 with dodine, Compound 2 with etaboksam, Compound 2 with fenpiclonyl, Compound 2 with pentine, Compound 2 with perbam, Compound 2 with fluazinam , Compound 2 with fludioxonyl, compound 2 with flusulphamide, compound 2 with guaztine, compound 2 with iminottadine, compound 2 with mancopper, compound 2 with mancozeb, compound 2 with maneb, compound 2 And metallaxyl, compound 2, and metallaxyl-M, compound 2, Methiram, Compound 2 with Metasulfocarb, Compound 2 with Nabam, Compound 2 with Nickel Bis (dimethyldithiocarbamate), Compound 2 with Iprovalicab, Compound 2 with Auxin-Copper, Compound 2 with Pro Pamocarb, compound 2 and propineb, compound 2 and quinoxyphene, compound 2 and sulfur, compound 2 and silthiofam, compound 2 and tiram, compound 2 and tolylufluoride, compound 2 and triazoside, Compound 2 with validamycin, compound 2 with geneb, compound 2 with zeram, compound 2 with phosphoric acid, compound 2 with pocetyl-Al, compound 2 with clozolinate, compound 2 with iprodione, compound 2 with procmidone, Compound 2 with vinclozoline, Compound 2 with captapol, Compound 2 with captan, Compound 2 with polpet, Compound 2 with thiochlorfenpime, Compound 3 with 2-butoxy-6-iodo-3-propyl-benzopyran -4-one, compound 3, and 2,6-dichloro-N-{[3-chloro-5- (tri Fluoromethyl) -2-pyridinyl] methyl} benzamide, compound 3 with (Z) - N - [α- ( cyclopropylmethoxy toksiyi mino) methyl-2,3-difluoro-6- (trifluoromethyl ) benzyl] -2-phenyl-O theta imide, compound 3 with (RS) -2- (4- chlorophenyl) - N - [3- methoxy-4- (prop-2-ynyl oxy) phenethyl] - 2- (prop-2-ynyloxy) acetamide, Compound 3 with 6-iodo-2-propoxy-3-propylquinazolin-4 ( 3H ) -one, Compound 3 with Benalaxyl, Compound 3 And ventiavalicarb, compound 3 and chlorothalonil, compound 3 and copper hydroxide, compound 3 and copper oxychloride, compound 3 and copper sulfate, compound 3 and copper sulfate (tribasic), compound 3 and oxidant Copper, Compound 3 with Simoxanyl, Compound 3 with Diclomezine, Compound 3 with Diclofloanide, Compound 3 with Dithianon, Compound 3 with Dimethomorph, Compound 3 with Dodine, Compound 3 with Etaboxam, Compound 3 and penpicklo , Compound 3 with fentin, compound 3 with ferbam, compound 3 with fluazinam, compound 3 with fludioxonil, compound 3 with flusulfamid, compound 3 with guazin, compound 3 with iminottadine, compound 3 And Mancopper, Compound 3 and Mancozeb, Compound 3 and Maneb, Compound 3 and Metallacyl, Compound 3 and Metallacyl-M, Compound 3 and Metiram, Compound 3 and Metasulfocarb, Compound 3 and Nabam, Compound 3 and nickel bis (dimethyldithiocarbamate), compound 3 and iprovalicab, compound 3 and auxin-copper, compound 3 and propamocarb, compound 3 and propineb, compound 3 and quinoxifen , Compound 3 with sulfur, compound 3 with silthiofam, compound 3 with thiram, compound 3 with tolyluanide, compound 3 with triazoside, compound 3 with validamycin, compound 3 with geneb, compound 3 with zebra, Compound 3 With Phosphoric Acid, Compound 3 With Pocetyl-Al, Sulfonated Water 3 with clozolinate, compound 3 with iprodione, compound 3 with procmidone, compound 3 with vinclozoline, compound 3 with captapol, compound 3 with captan, compound 3 with polpet, compound 3 with thiochlorfenpime .

The composition according to the invention may further comprise other additional ingredients such as agriculturally acceptable supports, carriers or fillers.

As used herein, the term "support" refers to a natural or synthetic, organic or inorganic material that is combined with the active material, particularly for ease of use in plant parts. This support should therefore be generally inert and agriculturally acceptable. The support can be solid or liquid. Examples of suitable supports include clays, natural or synthetic silicates, silicas, resins, waxes, solid fertilizers, water, alcohols, in particular butanol, organic solvents, mineral and vegetable oils and derivatives thereof. Mixtures of such supports can also be used.

The composition may also contain other additional ingredients. In particular, the composition may further contain a surfactant. The surfactant may be an emulsifier, a dispersant or an ionic or nonionic wetting agent or a mixture of these surfactants. For example, polyacrylates, lignosulfonates, phenolsulfonates or naphthalenesulfonates, polycondensates of ethylene oxide with fatty alcohols or fatty acids or fatty amines, substituted phenols (particularly alkylphenols or arylphenols), sulfosuccinic acid Mention may be made of ester salts, taurine derivatives (particularly alkyl taurates), phosphoric acid esters of polyoxyethylated alcohols or phenols, fatty acid esters of polyols, and derivatives of these compounds having sulfate, sulfonate and phosphate functional groups. If the active substance and / or the inert support is water-insoluble and the vector preparation for application is water, generally at least one surfactant must be present. Preferably, the surfactant content may be 5% to 40% by weight of the composition.

Additional components may also include, for example, protective colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, sequestrants. More generally, the active material may be combined with any solid or liquid additive that conforms to general formulation techniques.

In general, the compositions according to the invention may contain from 0.05 to 99 (%), preferably from 10 to 70% by weight of the active substance.

The composition according to the invention comprises aerosol dispensers, capsule suspensions, cold fogging concentrates, powders, emulsion concentrates, oil-in-water emulsions, water-in-oil emulsions, capsules, fine granules, seed treatment liquid phases. Hydrating agents, gases (under pressure), gas generating products, granules, hot fogging concentrates, macrogranules, microgranules, oil dispersible powders, oil miscibles Oil miscible flowable concentrate, oil miscible liquid, paste, plant rodlet, powder for dry seed treatment, pesticide coated seeds, liquids, soluble powder, seed treatment Solutions, suspension concentrates, ultra low volume (ulv) solutions, ultra suspensions (ulv), granules or tablets, water dispersible powder for slurry treatment, water-soluble granules or tablets , Water solubl It can be used in various forms such as e powder for seed treatment and wettable powder.

The compositions include not only compositions that can be applied directly to plants or seeds to be treated using suitable devices, such as spraying or spreading devices, but also commercially available concentrated compositions that require dilution prior to being applied to the crop.

The fungicidal compositions of the present invention can be used for the treatment or prophylactic control of phytopathogenic fungi of crops. Thus, according to a further aspect of the invention, the plant of the crop, characterized in that the fungicidal composition as defined above is applied to the seed, the plant and / or the fruit of the plant or the soil on which the plant grows or the plant is intended to grow. Provided are methods for the prevention or therapeutic control of pathogenic fungi.

The composition for use in phytopathogenic fungi of crops comprises an effective and non-phytotoxic amount of the active substance of formula (I).

The expression "effective and non-phytotoxic amounts" is sufficient to control or eradicate fungi that are parasitic or prone to crops, while the crops do not involve any significant phytotoxic symptoms. Means. Such amounts can vary widely depending on the fungus to be eradicated or controlled, the type of crop, climatic conditions and the compounds included in the fungicidal compositions according to the invention.

The amount can be determined by a systematic culture experiment that can be performed by one skilled in the art.

The treatment method according to the invention is useful for the treatment of propagules such as tubers or rhizomes, as well as for the treatment of seeds, seedlings or seedlings pricking out and plants or transplanted plants. The method of treatment is also useful for the treatment of roots. The method of treatment according to the invention is also useful for the treatment of above-ground parts of plants, such as trunks, stems or stems, leaves, flowers and fruits of related plants.

Among the plants which can be protected by the process of the invention, mention may be made of: cotton; maybe; vine; Fruit crops such as Rosaceae sp. (Eg, pip fruits such as apples and pears, as well as nucleus such as apricots, almonds and peaches), Rivesioidae sp., Sputum Trees, birch, lacquer, oak, mulberry, ash, Actinidaceae sp., Camphor, bananas (eg banana tree and plantin), walrus Rubiaceae sp., Theaceae sp., Sterculiceae sp., Unfertilized fruits (eg, lemons, oranges and grape fruits); Legumes, such as eggplants (such as tomatoes), lilies, Asteraceae sp. (Such as lettuce), Umbelliferae sp., Cruciferous fruits, quinoa, legumes, legumes (Papilionaceae sp.) (Such as peas), Rosaceae (such as berries); Big crops such as Graminae sp. (E.g. grains such as corn, wheat, rice, barley and rye), Asteraceae sp. (E.g. sunflowers), cruciferous fruits (e.g. Rape), Papilionaceae sp. (Such as soybeans), eggplants (such as potatoes), quince (such as beetroots); Horticultural and forest crops; And genetically modified crops of the crops.

Among the plants and possible diseases of the plants protected by the method according to the invention, mention may be made of:

Wheat, related to control of the following seed diseases: fusaria (Microdochium nivale and Fusarium roseum), scabies (Tilletia caries, tiletia contro) Tilletia controversa or Tilletia indica, Septoria disease (Septoria nodorum), and flickering disease;

Related to the control of wheat and the following plant ground diseases: cereal eyepots (Tapesia yallundae, Tapesia acuiformis), take-all (Gae Ueumannomyces graminis, foot blight (F. culmorum, F. graminearum), black speck (rizo Octonia Cerealis, powdery mildew (Erysiphe graminis forma specie tritici), rust disease (Puccinia striiformis) And Puccinia recondita) and Septoria disease (Septoria tritici and Septoria nodorum);

Control of wheat and barley, bacterial and viral diseases, such as barley yellow mosaic;

-Related to control of barley, the following seed diseases: net blotch (Pyrenophora graminea, Pyrenophora teres and Cochliobolus sativus) , Creeping disease (Ustilago nuda) and fusarium (microdocium nibal and fusarium roseum);

-Related to the control of barley, the following plant ground diseases: grain eye diseases (Tapesia Yalundae), net blotches (Pyrenopora Teres and Cocliobolus satibus), powdery mildew (Eryseppe graminis forma spe) Erysiphegraminis forma specie hordei), dwarf leaf rust (Puccinia hordei) and leaf blotch (Rhynchosporium secalis);

-Related to the control of potatoes and tuber diseases (especially Helminthosporium solani, Phoma tuberosa, Rhizoctonia solani, Fusarium solani) solani)), mildew (Phytopthora infestans) and certain viruses (virus Y);

-Related to the control of potato, the following foliage disease: double-pattern disease (Alternaria solani), white powder (Phytophthora infestans);

-Related to the control of the following diseases of cotton and young plants growing from seeds: damping-off and late blight (Lijatonia soni, Fusarium oxysporum) and black root rot (Thielaviopsis basicola);

-Protein yielding crops such as peas, control of the following seed diseases: anthrax (Ascochyta pisi, Mycosphaerella pinodes), Fusarium (Fusarium oxysporum) , Gray mold (Botrytis cinerea) and powdery mildew (Peronospora pisi);

Oil-bearing crops such as rapeseeds, control of the following seed diseases: Phoma lingam, Alternaria brassicae and fungal nucleus disease;

-Related to the control of corn, seed diseases: (raizopus, penicillium, trichoderma, yeast fungus, and gibberella fuzikuroi);

Flax, related to the control of seed disease: Alternaria linicola;

Related to the control of forest trees, dianthus diseases (Fusarium oxysporum, Rhizoctonia solani);

Rice, related to control of the following ground diseases: blast disease (Magnaporthe grisea), bordered sheath spots (Raizonia solani);

-Control of the following diseases of soybean crops, seeds or young plants growing in seeds: Shrove disease and late blight (Fusarium oxysporum, Fusarium roseum, Raiztonia solanie, Pythium sp.);

-Related to the control of legumes, the following terrestrial diseases: ash fungus (Botrytis sp.), Powdery mildew (especially Erysiphe cichoracearum, sphaeroteca fuliginea) and Leveillula taurica, Fusarium (Fusarium oxysporum, Fusarium rose), leaf spot (Cladosporium), alternaria leaf spot (Alternaria) ), Anthrax (colletotricum), septoria leaf spot (septtoria), black speck (Raizonia solani), white powder (e.g., Bremia lactucae, peronospora) Peronospora sp.), Pseudoperonospora sp., Phytophthora sp.);

Fruit trees, above ground diseases: monilia disease (Monilia fructigenae, M. laxa), spot (scab) (Venturia inaequalis), Powdery mildew (Podosphaera leucotricha);

-Vine plant, leaf disease related: especially gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), vine blight (Guignardia biwelli) and powder Disease (Plasmopara viticola);

Beetroot, the following terrestrial diseases: cercospora blight (Cercospora beticola), powdery mildew (Erysiphe beticola), spot disease (Ramularia) Beticola (Ramularia beticola).

The fungicidal compositions according to the invention can also be used against fungal diseases which tend to grow inside or on timber. The term "wood" refers to all kinds of tree species and all architectural processing forms of the tree, such as solid wood, high-density wood, aggregates and plywood, and the like. The method of treating wood according to the invention consists mainly of contacting one or more compounds of the invention, or a composition of the invention, including, for example, direct application, spraying, dipping, infusion or any other suitable Means are included.

In addition, the fungicidal compositions according to the invention can be used for the treatment of genetically modified agricultural products with the compounds according to the invention or the agrochemical compositions according to the invention. Genetically modified plants are plants in which the heterologous gene encoding the protein of interest is stably inserted into the genome of the plant. The expression “heterologous gene encoding a protein of interest” essentially means a gene that imparts new agronomic properties to the transformed plant, or a gene that enhances the agronomic quality of the transformed plant.

The dosage of active substance commonly used in the treatment according to the invention is generally and advantageously 10 to 2000 g / ha, preferably 20 to 1500 g / ha, for foliar treatment applications. The dosage of the active substance applied is, in the case of seed treatment, generally and advantageously from 1 to 200 g per 100 kg of seed, preferably from 2 to 150 g per 100 kg of seed. It is evident that the dosages described above are given as illustrative examples of the invention. Those skilled in the art can adjust the dosage applied to the nature of the crop to be treated.

The compositions according to the invention are also useful for fungal diseases of humans and animals, such as filamentous fungi, skin diseases, trichophyton disease and Aspergillus fumigatus or Candida albican, respectively. It can also be used for the preparation of a composition useful for the therapeutic or prophylactic treatment of candidiasis or disease caused by Aspergillus or Candida.

The invention will now be described by the following examples.

Example  1: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- triple  Uromethylbenzamide (Compound 1) and Mankozeb  Of mixtures containing Botrytis In Cinerea  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in a climatic room at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when Compound 1 and Mancozeb were tested alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 37 50 - 111 70 - Mankozeb 1000 0 - Compound 1 + Mancozeb (Ratio 1: 9) 111 + 1000 85 + 15 Compound 1 + Mancozeb (Proportion 1:27) 37 + 1000 70 + 20

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  2: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Propineb  Of mixtures containing Botrytis In Cinerea  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration. A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when Compound 1 and Propineb were tested alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 37 65 - 111 87 - Propineb 3000 0 - Compound 1 + Propineb (Proportion 1:27) 111 + 3000 100 + 13 Compound 1 + Propineb (Proportion 1:81) 37 + 3000 85 + 20

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  3: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Captan of  Of mixtures containing Puccinia  Recon Dita  Efficacy

The active ingredient tested was prepared by potter homogenisation in a mixture of acetone / twin / water. The suspension was then diluted with water to give the desired active substance concentration.

Wheat plants (Scipion varieties) in the starting cup, seeded on 50/50 peat-potellana substrate and grown at 12 ° C., were treated by spraying with the aqueous suspension described above in the first leaf stage (10 cm length).

The plants used as controls were treated with an aqueous solution containing no active substance.

After 24 hours, the leaves were sprayed with an aqueous suspension of Puccinia recondita spores (100,000 spores per ml) to contaminate the plant. Spores from 10 days old contaminated wheat were collected and suspended in water containing 2.5 ml / l of Tween 80 10%. Contaminated wheat plants were incubated at 20 ° C. and 100% relative humidity for 24 hours, followed by 20 ° C. and 70% relative humidity for 10 days. Ten days after contamination, they were graded in comparison to control plants.

The table below summarizes the results obtained when compounds 1 and captans were tested alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 125 0 - 250 10 - Captan 125 0 - 250 0 - 500 10 - Compound 1 + Captan (Proportion 1: 1) 125 + 125 80 + 80 250 + 250 90 +80 Compound 1 + Captan (Proportion 1: 2) 250 + 500 98 + 88

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  4: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Polpet  Of mixtures containing Botrytis  Cine Leah  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration. A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when compounds 1 and polpets were tested alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 37 50 - 111 70 - Polpet 333 0 - 1000 0 - Compound 1 + Polpet (Proportion 1: 3) 111 + 3000 100 + 30 Compound 1 + Polpet (Proportion 1: 9) 111 + 1000 100 + 30 37 + 333 100 + 50 Compound 1 + Polpet (Proportion 1:27) 37 + 1000 100 + 50

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  5: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Iprodion  Of mixtures containing Botrytis In Cinerea  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration. A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when Compound 1 and Iprodione were tested alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 37 0 - Iprodion 37 0 - 111 90 - Compound 1 + Iprodione (Proportion 1: 1) 37 + 37 48 + 48 Compound 1 + Iprodione (Proportion 1: 3) 37 + 111 100 + 10

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  6: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Fludioxonyl  Botryi of the mixture containing Tees In Cinerea  Efficacy

The active ingredient tested was prepared by porter homogenization in a mixture of acetone / twin / water. The suspension was then diluted with water to afford the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when tested in combination of Compound 1 and fludioxonyl alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 12.3 0 - 37 38 - Fludioxonyl 4.1 0 - Compound 1 + Fludioxosonyl (ratio 9: 1) 37 + 4.1 100 + 62 Compound 1 + Fludioxosonyl (ratio 3: 1) 12.3 + 4.1 100 + 90

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  7: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Benalak  Of mixtures containing Botrytis In Cinerea  Efficacy

The active ingredient tested was prepared by porter homogenization in a mixture of acetone / twin / water. The suspension was then diluted with water to give the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and Benalactyl alone and in a 1: 3 weight ratio:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 37 78 - Benalak 111 7 - Compound 1 + Benalaxyl (ratio 1: 3) 37 + 111 98 + 18

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  8: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Metal lock Botility of mixtures containing -M S In Cinerea  Efficacy

The active ingredient tested was prepared by porter homogenization in a mixture of acetone / twin / water. The suspension was then diluted with water to give the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and Metallaxyl-M alone and in a 1: 3 weight ratio:

Dosage ( ppm )    % Efficacy     Synergistic effect      (Colby) Compound 1 37 45 - Metal lock-M 111 0 - Compound 1 + Metallaxyl-M (Proportion 1: 3) 37 + 111 77 + 32

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  9: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Propamocarb - HCl  Of mixtures containing Botrytis Cinere Efficacy on ah

The formulated compound was diluted with water to obtain the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and propamocarb-HCL alone and in a 1: 9 weight ratio:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 111 70 - Propamocarb-HCl 1000 0 - Compound 1 + propamocarb-HCl (ratio 1: 9) 111 + 1000 100 + 30

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  10: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Pocetyl Botley of a mixture containing -Al Tees In Cinerea  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration.

A small cucumber plant (Petit vert de Paris variety) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., was treated by spraying with the aqueous suspension described above in the cotyledon Z11 step. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by applying several drops of water suspension (150,000 spores per ml) of Botrytis cinerea spores to the upper surface of the leaf. Spores were collected from 15 day old cultures and suspended in nutrient solutions consisting of:

20 g / L gelatin

-50 g / L cane sugar

2 g / L of NH ₄ NO ₃

1 g / L of KH ₂ PO ₄

Contaminated small cucumber plants were placed for 5/7 days in the clinic at 15-11 ° C. (day / night) and 80% relative humidity. Five to seven days after contamination were graded (% potency) compared to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and Pocetyl-Al alone and in a 1: 9 weight ratio:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 111 70 - Pocetyl-Al 1000 0 - Compound 1 + Pocetyl-Al (Ratio 1: 9) 111 + 1000 85 + 15

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  11: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Tolylufluoride  Spa of composition to contain Roteca  Efficacy in Fulgina

The formulated compound was diluted with water to obtain the desired active substance concentration.

A small cucumber plant (Vert petit de Paris variety) in the starting cup, seeded on a 50/50 peatto-potellana substrate and grown at 20 ° C./23° C., was sprayed with the aqueous suspension described above in the second leaf stage. Processed. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by spraying with an aqueous suspension of sporotheca pulliginea spores (100,000 spores per ml). Spores were collected from contaminated plants. Contaminated small cucumber plants were incubated at about 20 ° C./25° C. and 60/70% relative humidity.

Ratings (% potency) were compared with control plants 21 days after contamination.

The table below summarizes the results obtained when tested by mixing Compound 1 and tolylufluoride alone and in different weight ratios:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 4.1 69 - Tolylufluoride 12.3 0 37 50 - Compound 1 + Tolylufluoride (Proportion 1: 3) 4.1 + 12.3 100 + 31 Compound 1 + Tolylufluoride (Proportion 1: 9) 4.1 + 37 100 + 15

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  12: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- tree Fluoromethylbenzamide (Compound 1) and 2,6- Dichloro -N-{[3- Chloro -5- ( Trifluoromethyl Feronospora of the composition containing) -2-pyridinyl] methyl} benzamide (Compound A) Paracity Car  ( Peronospora parasitica Efficacy on

The active ingredient tested was prepared by porter homogenization in 100 g / l concentrated suspension type formulation. The suspension was then diluted with water to give the desired active substance concentration.

Cabbage plants (Eminence varieties) in the starting cups, seeded on 50/50 peatto-potellana substrate and grown at 18-20 ° C., were treated by spraying with the aqueous suspension described above in the cotyledon stage.

The plants used as controls were treated with an aqueous solution that did not contain the active substance described above.

After 24 hours, the plants were sprayed with a water suspension (50,000 spores per ml) of Peronospora parasitica spores to contaminate the plants. Spores were collected from infected plants.

Contaminated cabbage plants were incubated at 20 ° C. under humid atmosphere for 5 days.

Five days after contamination, they were graded in comparison to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and Compound A alone and in a 1: 1 weight ratio:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 12.3 0 - Compound A 12.3 40 - Compound 1 + Compound A (Ratio 1: 1) 12.3 + 12,3 65 + 25

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  13: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Iprovalicarb  Of composition containing Parrot Ka On pulleys  Efficacy

The formulated compound was diluted with water to obtain the desired active substance concentration.

A small cucumber plant (Vert petit de Paris variety) in the starting cup, seeded on a 50/50 peatto-potellana substrate and grown at 20 ° C./23° C., was sprayed with the aqueous suspension described above in the second leaf stage. Processed. The plants used as controls were treated with an aqueous solution containing no such active substance.

After 24 hours, the plants were contaminated by spraying with an aqueous suspension of sporotheca pulliginea spores (100,000 spores per ml). Spores were collected from contaminated plants. Contaminated small cucumber plants were incubated at about 20 ° C./25° C. and 60/70% relative humidity.

Ratings (% potency) were compared with control plants 21 days after contamination.

The table below summarizes the results obtained when tested by mixing Compound 1 and iprovalicab alone and in a 1: 9 weight ratio:

Dosage ( ppm ) % Efficacy Synergistic effect (Colby) Compound 1 12.3 65 - Iflobalicarb 111 50 Compound 1 + Iprovalicab (ratio 1: 9) 4.1 + 37 98 + 16

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Example  14: N- {2- [3- Chloro -5- ( Trifluoromethyl )-2- Pyridinyl ] Ethyl} -2- Trifluoromethylbenzamide  (Compound 1) and Chlorothalonil  Erycife of the containing composition Graminis  F. Esp . Tritish ( Erysiphe graminis  f. sp . tritici Efficacy on

The formulated compound was diluted with water to obtain the desired active substance concentration.

Wheat plants (Audace varieties) in the starting cup, seeded on 50/50 peatto-potellana substrate and grown at 12 ° C., were treated by spraying with the aqueous suspension described above in the first leaf stage (10 cm length).

The plants used as controls were treated with an aqueous solution containing no active substance.

After 24 hours, erythrophe graminis f on the plant. Esp. The plant was sprayed with Tritici spores to contaminate the plant, with the spraying being carried out using the diseased plant.

Graded 7 to 14 days after contamination compared to control plants.

The table below summarizes the results obtained when tested by mixing Compound 1 and chlorothalonil alone and in different weight ratios:

Dosage (g / ha) % Efficacy Synergistic effect (Colby) Compound 1 250 30 - 500 60 - Chlorothalonil 250 0 - Compound 1 + Chlorotalonyl (Proportion 1: 1) 250 + 250 75 + 45 Compound 1 + Chlorotalonyl (Ratio 2: 1) 500 + 250 80 + 20

According to the Colby method, the synergistic effect of the tested mixtures was observed.

Claims (18)

A fungicidal composition for phytopathogenic fungi comprising (a) / (b) in a weight ratio of 0.01 to 20: a) N- {2- [3-chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide; And b) dicarboximide derivatives, phthalimide derivatives, 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, 2,6-dichloro-N-{[3-chloro-5- ( trifluoromethyl) -2-pyridinyl] methyl} benzamide, (Z) - N - [ α- ( cyclopropylmethoxy toksiyi diamino) -2,3-methyl-6- (trifluoro-fluoro) benzyl ] -2-phenyl Oh theta imide, (RS) -2- (4- chlorophenyl) - N - [3- methoxy-4- (prop-2-ynyl oxy) phenethyl] -2- (prop- -2-ynyloxy) acetamide, 6-iodo-2-propoxy-3-propylquinazolin-4 ( 3H ) -one, benalexyl, ventiavalicarb, chlorotalonyl, copper hydroxide, Copper oxychloride, copper sulfate, copper sulfate (tribasic), cuprous oxide, cymoxanyl, diclomezine, diclofloanide, dithianon, dimethomorph, dodine, etaboxam, fenpiclonyl , Pentin, ferbam, fluazinam, fludioxonyl, flusulfamid, guazanthin, iminottadine, mancoper, mancozeb, manet , Metallaxyl, metallaxyl-M, metiram, metasulfocarb, nabam, nickel bis (dimethyldithiocarbamate), ifyprocarb, auxin-copper, propamocarb, propineb, quinox Spore germination by acting on different metabolic pathways, selected from the group consisting of cifen, sulfur, silthiofam, thiram, tolyluanide, triazide, validamycin, geneb, zillam, phosphorous acid and pocetyl-Al Or compounds capable of inhibiting mycelial growth. delete delete delete delete delete delete delete delete delete The composition of claim 1, wherein the dicarboxymid derivative is clozolinate, iprodione, procmidone or vinclozoline. delete The composition of claim 1, wherein the phthalimide derivative is captapol, captan, polpet or thiochlorfenpim. delete The composition of claim 1 further comprising a fungicidal compound (c). The composition according to claim 15, wherein the fungicidal compound (c) is selected from dietofencarb, hexaconazole, ciprodinyl, tebuconazole and bromuconazole. The composition of claim 1 further comprising an agriculturally acceptable support, carrier, filler and / or surfactant. Phytopathogenicity of crops, characterized in that the composition according to claim 1 is applied in effective and non-phytotoxic amounts to seeds, plants and / or fruits of plants or to soil in which the plants are growing or to which the plants are to be grown. Method of preventing or treating therapeutic fungi.