Antifungal components

Abstract

A fungicidal composition comprising a mixture of components (A) and (B) as described in claim 1, and use of the composition in agriculture or horticulture for controlling or preventing plant infections by plant pathogenic microorganisms, preferably fungi.

Description

Technical Field

[0001] The present invention relates to novel fungicidal compositions for treating phytopathogenic diseases of useful plants, particularly phytopathogenic fungi, and to methods for controlling such diseases and / or fungi in useful plants.

Background Art

[0002] Although many fungicidal compounds and compositions belonging to various chemical classifications have been developed / are being developed for use as fungicides in crops of useful plants, the resistance of crops and the activity against specific phytopathogenic fungi do not necessarily meet the requirements in agricultural practice in many respects. Therefore, there is still a need to find novel compounds and compositions having excellent biological properties for use in controlling or preventing plant infections by phytopathogenic fungi. For example, compounds having higher biological activity, a favorable activity spectrum, an increased safety profile, improved physicochemical properties, increased biodegradability. Otherwise, compositions having a broader activity spectrum, improved crop resistance, synergistic interactions or enhanced properties, or showing a more rapid onset of action, or having a residual activity that lasts longer, or enabling a reduction in the number of applications and / or the application rate of the compounds and compositions necessary for effective control of plant pathogens, thereby enabling the implementation of beneficial resistance management, reduction of environmental impact and reduction of operator exposure.

[0003] By using compositions containing mixtures of different fungicidal compounds having different mechanisms of action, some of these requirements can be addressed (for example, by combining fungicides having different activity spectra).

[0004] The biological activity of certain pyrazolyl-carboxamide derivatives against plant pathogenic fungi is known from International Publications 2008 / 148570, 2010 / 063700, 2010 / 084078, and 2008 / 151828. On the other hand, various mycogenic compounds of different chemical classifications are widely known as plant fungicides for application to various crops of cultivated plants. However, crop resistance and activity against plant pathogenic plant fungi do not always meet the needs in agricultural practice in many cases and aspects. To overcome this problem, a two-component mixture of pyrazolyl-carboxamide and a specific mycicide is provided in International Publications 2012 / 041874 and 2015 / 049178. [Overview of the project] [Means for solving the problem]

[0005] The present invention provides a fungicidal composition comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is pidiflumetofen, and component (B) is methyltetraprole, or a pesticide-acceptable salt thereof, N-oxide, diastereoisomer, enantiomer, or tautomer.

[0006] Pidiflumetofen, also known as 3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-methyl-2-(2,4,6-trichlorophenyl)ethyl]pyrazole-4-carboxamide, is known from International Publication No. 2010 / 067300 and can be prepared as described, for example, in International Publication No. 2010 / 067300. Specific two-component mixtures of pidflumetofen are known from International Publication Nos. 2012 / 041874, International Publication Nos. 2015 / 049178 and International Publication Nos. 2022 / 157122.

[0007] Methyltetraprole, also known as 1-[2-[[1-(4-chlorophenyl)pyrazole-3-yl]oxymethyl]-3-methylphenyl]-4-methyltetrazole-5-one, is known from International Publication No. 2013 / 162072, and can be prepared as described, for example, in International Publication No. 2013 / 162072. Specific uses of methyltetraprole are known from International Publication Nos. 2017 / 157916, International Publication Nos. 2017 / 157923, and International Publication Nos. 2017 / 157910.

[0008] Furthermore, the present invention provides a method for controlling diseases caused by plant pathogens in useful plants or their propagation materials, comprising applying a composition defined by the present invention to the useful plants, their habitat, or their propagation materials.

[0009] Furthermore, the present invention provides for the use of a composition containing component (A) and component (B) as a fungicide.

[0010] Furthermore, the present invention provides a method for protecting natural substances of plant and / or animal origin, and / or processed forms thereof, taken from the natural life cycle, comprising applying a combination of components (A) and (B) as defined by the present invention to the natural substances of plant and / or animal origin or processed forms thereof. [Modes for carrying out the invention]

[0011] It has been found that the use of methyltetraprole in combination with pidflumetofen can, surprisingly and substantially, enhance the effectiveness of the latter against fungi, and vice versa. Furthermore, the use of the compositions of the present invention may be effective against a broader range of such fungi than those that can be eradicated by the individual active ingredients when used alone.

[0012] The benefits provided by certain fungicidal mixed compositions according to the present invention may also include advantageous levels of biological activity for protecting plants from fungal diseases or superior properties for use as pesticide active ingredients (e.g., high biological activity, advantageous activity spectrum, increased safety profile, improved physicochemical properties, or increased biodegradability).

[0013] In all cases, pidiflumetofen and methyltetraprole exist in free form, oxidized form as N-oxides, or salt form, such as agriculturally usable salt form. N-oxides are oxidized forms of tertiary amines or nitrogen-containing heteroaromatic compounds. These are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton 1991.

[0014] As used herein, the term "component (A)" is understood to mean pidflumetofen or its pesticide-acceptable salts, N-oxides, diastereoisomers, enantiomers, or tautomers.

[0015] As used herein, the term "component (B)" is understood to mean methyltetraprole or its pesticide-acceptable salts, N-oxides, diastereoisomers, enantiomers, or tautomers.

[0016] Generally, the weight ratio of component (A) to component (B) is 1000:1 to 1:1000, particularly 50:1 to 1:50, even more preferably 40:1 to 1:40, even more preferably 20:1 to 1:20, even more preferably 10:1 to 1:10, and particularly preferably 5:1 to 1:5. A ratio of 2:1 to 1:2 is especially preferred, and a ratio of 4:1 to 2:1 is also particularly preferred. Preferred specific individual ratios include 1:1, 5:1, 5:2, 5:3, 5:4, 4:1, 4:2, 4:3, 3:1, 3:2, 2:1, 1:5, 2:5, 3:5, 4:5, 1:4, 2:4, 3:4, 1:3, 2:3, 1:2, 1:600, 1:300, 1:150, 1:100, 1:50, 1:40, 1:35, 1:20, 2:35, 4:35, 1:10, 1:75, 2:75, 4:75, 1:6000, 1:3000, 1:1500, 1:350, 2:350, 4:350, 1:750, 2:750, and 4:750.

[0017] In one aspect of the present invention, a fungicidal composition is provided comprising pidflumetofen and methyltetraprole or a pesticide-acceptable salt thereof, N-oxide, diastereoisomer, enantiomer, or tautomer as fungicidal active ingredients.

[0018] In one embodiment, in the fungicidal composition according to the present invention, pidiflumetofen and methyltetraprole are present in a weight ratio of 100:1 to 1:100.

[0019] In one embodiment, in the fungicidal composition according to the present invention, pidiflumetofen and methyltetraprole are present in a weight ratio of 50:1 to 1:50.

[0020] In one embodiment, in the fungicidal composition according to the present invention, pidiflumetofen and methyltetraprole are present in a weight ratio of 25:1 to 1:25.

[0021] In one embodiment, in the fungicidal composition according to the present invention, pidiflumetofen and methyltetraprole are present in a weight ratio of 10:1 to 1:10.

[0022] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 5:1 to 1:5.

[0023] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 4:1 to 1:4.

[0024] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 2:1 to 1:2.

[0025] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 2:1 to 1:1.

[0026] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 4:1.

[0027] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 1:4.

[0028] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 2:1.

[0029] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 1:2.

[0030] In one embodiment, in the fungicidal composition according to the present invention, pydiflumetofen and metyltetraprole are present in a weight ratio of 1:1.

[0031] The fungicidal composition of pidiflumetofen and methyltetraprole according to the present invention is particularly effective against specific plant pathogens, such as species of the genera Cercospora, Corynespora, Ustilago, Ascochyta, Didymella, Podosphaera, Pseudoperonospora, Sphaerotheca, Alternaria, Mycovellosiealla, Stemphylium, and Botrytis. spp.), Colletotrichum spp., Mycosphaerella spp., Stemphylium spp., Pyricularia spp., Monilinia spp., Septoria spp., Microdochium spp., Blumeria graminis spp., Phaeosphaeria spp., Pyrenophora spp., Rhynchosporium spp., Ramularia collo-cygni spp., Puccinia spp. It can be used to control diseases caused by the genera Erysiphe, Uncinula, Venturia, and Phakopsora.

[0032] In particular, a method for controlling diseases caused by plant pathogens in useful plants or their propagation materials, comprising applying a fungicidal composition containing pidiflumetofen and methyltetraprole to useful plants, their habitats, or their propagation materials, wherein the plant pathogens include those of the genera Microdochium, Mycosphaerella, and Blumeria graminis. A method is disclosed in which a genera are selected from, in particular, the genera Colletotrichum, Cercospora, Phaeosphaeria, Pyrenophora, Colletotrichum, Cercospora, Corynespora, Alternaria, Venturia, Molinia, Ramularia, or Erysiphe, and in particular Colletotrichum, Cercospora, Corynespora, Alternaria, Venturia, or Erysiphe.

[0033] The fungicidal composition of pidiflumetofen and methyltetraprole according to the present invention is particularly effective against diseases caused by specific plant pathogens in certain useful plants, such as Cercospora sojina (frog eye spot) in soybeans, Corynespora cassiicola (brown ring spot) in tomatoes, Ustilago maydis (smut) in maize, Ascochyta rabiei (Ascokita disease) in chickpeas, Didymella rabiei (Ascokita disease) in chickpeas, Cercospora beticola (leaf spot) in sugar beets, and Corynespora cassiicola (Corynespora) in cucumbers. cassiicola (brown ring spot disease), Didymella bryoniae (vine blight) in cucurbits, Didymella bryoniae (vine blight) in watermelons, Podosphaera fusca (powdery mildew) in cucumbers, Podosphaera xanthii (powdery mildew) in cucurbits, Pseudoperonospora cubensis (downy mildew) in cucurbits, Sphaerotheca fuliginea (powdery mildew) in cucumbers, Alternaria alternata (potato) Alternaria alternata (leaf spot disease), Mycovellosiealla nattrassii (leaf mold disease) in eggplant, Stemphylium vesicarium (purple spot disease) in asparagus, Alternaria alternata (alternaria leaf spot disease) in apple, Alternaria mars (alternariaAlternaria malus (Alternaria spot disease), Alternaria alternaria (Alternaria brown spot disease) in citrus fruits, Alternaria arborescens (Alternaria blight) in pistachios, Alternaria tenuissima (Alternaria blight) in pistachios, Alternaria triticina in wheat, Botrytis cinerea (Gray mold) in citrus fruits, Botrytis cinerea (Gray mold) in kiwis, Botrytis cinerea (Gray mold) in strawberries, Colletotrichum groeospolioides (Colletotrichum) in strawberries Gloesporioides (anthracnose), Sphaerotheca aphanis var. aphanis (powdery mildew) in strawberries, Fusicladium carpophilum (spot disease) in almonds, Mycosphaerella fjiiensis (black sigatoka disease) in bananas, Stemphylium vesicarium (brown spot disease) in pears, Colletotrichum grinicola (spot disease) in grasses, Pyricularia grisea (gray spot disease) in grasses, Monilinia laxa in fruits (including, but not limited to, apples, citrus fruits, kiwis, strawberries, watermelons, bananas and pears) Monilinia fructigena (alaxa) (brown rot), in fruits (including, but not limited to, apples, citrus fruits, kiwis, strawberries, watermelons, bananas and pears)Monilinia fjiiensis (brown rot) in fruits (including, but not limited to, apples, citrus fruits, kiwis, strawberries, watermelons, bananas, and pears), Septoria tritici (leaf blight) in wheat, Microdochium nivale (head blight) in wheat, Blumeria graminis f.sp. tritici (powdery mildew) in wheat, Phaeosphaeria nodorum (leaf blight) in wheat, Pyrenophora tritici-repentis (yellowish-brown spot) in wheat, Rhynchosporium cecallis in barley secalis (leaf blight), Blumeria graminis f.sp.hordei (powdery mildew), Ramularia collo-cygni (leaf spot) in barley, Puccinia recondita in wheat, Puccinia striiformis in wheat, Erysiphe graminis in wheat, Mycosphaerella arachidis in peanuts, Cercospora sp. in soybeans, Pyricularia oryzae in rice, Colletotrichum lagenarium in cucumbers / cucurbits It can be used to control *Lagenarium*, *Uncinula necator* in grapes, *Venturia inaequalis* in apples, and *Phakopsora pachyrhizi* in soybeans.

[0034] A method for controlling diseases caused by plant pathogens in useful plants or their propagation materials, comprising applying a fungicidal composition containing pidiflumetofen and methyltetraprole to the useful plant, its habitat, or its propagation material, wherein the plant pathogens are Microdochium nivale, Ramularia collo-cygni, Blumeria graminis f.sp. tritici, Septoria tritici, Phaeosphaeria nodorum, Pyrenophora tritici-repentis, Pyrenophora teres, and Colletotrichum groeospolioides. gloeosporioides), Colletotrichum lagenarium, Cercospora sojina, Corynespora cassiicola, Alternaria alternata, Alternaria malus, Alternaria tenuissima, Alternaria triticina, Venturia inaequalis, Monilinia laxa, Monilinia fructigena, Monilinia fijiensis, Erysiphe ticolaearum A method is disclosed in which a selection is made from cichoracearum and Erysiphe graminis.

[0035] Pathogens that have developed resistance to Qo inhibitors due to these F129L mutations include Pyrenophora teres (reticulated spot disease) in barley, Rhizoctonia solani (sheath blight) in rice, and Alternaria solani (leaf spot disease) in potato.

[0036] Generally, the weight ratio of component (A) to component (B) in the composition of the present invention is 1000:1 to 1:1000, particularly 100:1 to 1:100, even more specifically 50:1 to 1:50, even more specifically 40:1 to 1:40, even more specifically 25:1 to 1:25, particularly 10:1 to 1:10, even more specifically 5:1 to 1:5, and especially 5:2 to 2:5. Preferred specific individual ratios include 1:1, 5:1, 5:2, 5:3, 5:4, 4:1, 4:2, 4:3, 3:1, 3:2, 2:1, 1:5, 2:5, 3:5, 4:5, 1:4, 2:4, 3:4, 1:3, 2:3, 1:2, 1:600, 1:300, 1:150, 1:100, 1:50, 1:40, 1:35, 1:20, 2:35, 4:35, 1:10, 1:75, 2:75, 4:75, 1:6000, 1:3000, 1:1500, 1:350, 2:350, 4:350, 1:750, 2:750, and 4:750. Of these, 1:100, 1:50, 1:25, 1:10, 1:5, and 2:5 may be particularly preferable.

[0037] Surprisingly, it has been found that a specific weight ratio of component (A) to component (B) can result in synergistic activity. Therefore, a further aspect of the present invention is a composition in which components (A) and (B) are present in the composition in amounts that produce a synergistic effect. This synergistic activity is evident from the fact that the fungicidal activity of the composition containing components (A) and (B) is greater than the sum of the fungicidal activities of components (A) and (B) individually. This synergistic activity extends the range of action of components (A) and (B) in two ways. First, the application rates of components (A) and (B) are reduced while the action remains equally good, meaning that the active ingredient mixture still achieves a high level of control of plant pathogens even at low application rates where the effects of the two individual components are completely eliminated. Second, the range of plant pathogens that can be controlled is substantially expanded.

[0038] A synergistic effect always exists when the effect of a combination of active ingredients is greater than the sum of the effects of the individual ingredients. The expected effect E for a given combination of active ingredients can be calculated according to Colby's formula as follows (COLBY, SR, "Calculating synergistic and antagonistic responses of herbicide combination", Weeds, Vol. 15, pages 20-22; 1967). ppm = milligrams of active ingredient (=ai) per liter of spray mixture The effect (%) of the active ingredient (A) when X = p ppm is used. The effect (%) of the active ingredient when using active ingredient (B) at a concentration of Y=q ppm.

[0039] According to Colby, the expected (additive) effect of active ingredients (A) + (B) using p + q ppm of active ingredients is as follows:

number

[0040] If the observed effect (O) is greater than the expected effect (E), the combined effect is hyperadditive, meaning a synergistic effect exists. Mathematically, a synergistic effect corresponds to a positive difference in (OE). In the case of a purely complementary addition of activities (expected activity), the difference (OE) is zero. A negative value of the difference (OE) suggests a loss of activity compared to the expected activity.

[0041] However, in addition to the actual synergistic effects with respect to fungicidal activity, the compositions according to the present invention may also possess remarkable advantageous properties. Examples of such advantageous properties that can be mentioned are improved biodegradability, toxicological behavior and / or ecotoxicological behavior, or improved useful plant properties, such as budding, crop yield, more developed root system, increased tillering, increased plant height, larger leaf blades, reduced basal leaf dieback, stronger tillering, greener leaf color, less fertilizer required, less seeds required, more productive tillering, earlier flowering, earlier grain maturation, less plant lodging, increased shoot growth, improved plant vitality, and earlier germination.

[0042] The composition of the present invention may, in certain circumstances, contain an additional active ingredient component (C) different from component (B), where component (C) is (4E,10Z)-tetradeca-4,10-dienylacetate, (7E,9Z)-dodeca-7,9-dien-1-ylacetate, (E)-6-methylhepta-2-en-4-ol, (E)-deca-5-en-1-ol, (E)-deca-5-en-1-ylacetate, (E)-trideca-4-en-1-ylacetate, (S)-bio Reslin, (Z)-Dodeca-7-en-1-ylacetate, (Z)-Hexadeca-11-en-1-ylacetate, (Z)-Hexadeca-11-enal, (Z)-Hexadeca-13-en-11-in-1-ylacetate, (Z)-Ikos-13-en-10-one, (Z)-Tetradeca-7-en-1-ar, (Z)-Tetradeca-9-en-1-ol, (Z)-Tetradeca-9-en-1-ylacetate, 1,1-Bis(4-chlorophenyl) -2-Ethoxyethanol, 1-(2-chlorophenyl)-3,3-dimethyl-2-(1,2,4-triazole-1-ylmethyl)butan-2-ol, 1-(5-bromo-2-pyridyl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1,2,4-triazole-1-yl)propane-2-ol, 1-hydroxy-1H-pyridine-2-thion, 1-methylcyclopropene, 1-naphthaleneacetamide, 1-naphthylacetic acid, 2,2 -Dichlorovinyl 2-ethylsulfinylethylmethylphosphate, 2,4-D, 2,4-DB, 2,6-dichloro-N-(4-trifluoromethylbenzyl)benzamide, 2-(1,3-dithiolan-2-yl)phenylyrmene petretylcarbamate, 2-(2-butoxyethoxy)ethylpiperonylate, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenylmethylcarbamate, 2-(difluoromethyl)-N-((3R)-1,1,3-Trimethylindan-4-yl)pyridine-3-carboxamide, 2-(octylthio)-ethanol, 2-bromo-2-bromomethylpentanedinitrile, 2-chlorovinyl diethyl phosphate, 2-imidazolidone, 2-methyl(propa-2-inyl)aminophenylmethylcarbamate, 2-thiocyanate ethyl laurate, 3-(4-chlorophenyl)-5-methylrhodanine, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide, 3-(difluoro (Difluoromethyl)-N-(7-fluoro-1,1,3,3-tetramethylindan-4-yl)-1-methylpyrazole-4-carboxamide, 3-(difluoromethyl)-N-(7-fluoro-1,1,3,3-tetramethylindan-4-yl)-1-methylpyrazole-4-carboxamide, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine, 3-methyl-1-phenylpyrazole-5-yldimethylcarbamate, 3-phenylphenol, 4,5-dichlorodithiol-3-one, 4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine-3-carbonitride, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-2,5-dimethylpyrazole-3-amine, 4-(quinoxaline-2-ylamino)benzenesulfonamide, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazole-1-yl)propyl]-3-pyridyl] [Oxy]benzonitrile, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazine-3-one, 4-CPA, 4-methyl(propa-2-inyl)amino-3,5-xylylmethylcarbamate, 4-methylnonan-5-one, 4-methylnonan-5-ol, 4-phenylphenol, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohexa-2-enone, 5-amino-1,3,4-thiosia Zole-2-thiol, 5-fluoro-2-(p-tolylmethoxy)pyrimidine-4-amine, 5-hydroxy-6-methyl-4-(((E)-pyridine-3-ylmethylene)amino)-4,5-dihydro-1,2,4-triazine-3(2H)-one, 5-methyl-6-thioxo-1,3,5-thiadiadinane-3-ylacetic acid, 8-hydroxyquinoline sulfate, 11-ethyl-10,12-dioxo-2,5,8-trithia-4, 11-diazatricyclo[7.3.0.03,7 Dodeca-1(9),3,6-triene-6-carbonitrile, 14-methyloctadeca-1-ene, [(9Z,11E)-tetradeca-9,11-dienyl]acetate, [(Z)-dodeca-9-enyl]acetate, abamectin, acephate, acequinosyl, acetamiprid, acetylone, acetoprol, acibenzol, acibenzol-S-methyl, acrinatrin, Adoxophies Orana GV, Agrobacterium radiobacte, alanicarb, albendazole, aldicarb, allethrin, allosamidin, allyl alcohol, alixicarb, alpha-ecdysone, alpha-multistriatin, Amblyseius spp.), ametoctrazine, amidothion, amidoflumet, amidothioate, aminocarb, amisulbrom, amiton, amiton hydrogen oxalate, amitraz, anabasine, Anaprapha falcifera NPV, Anagrus atomus, ancimidor, ananillazine, anisifurupurine, anthraquinone, antu, Aphelinus abdominalis, Aphidius colemani, Aphidoletes aphidimyza, athidathion, aureofungin, Autographa californica (California) NPV, avermectin B1a, azaconazole, azadirachtin A, azaphenidin, azamethiphos, etc. Adinphos-ethyl, Adinphos-methyl, Adithirum, Azoxystrobin, Bacillus sphaericus (Neide), Bacillus thuringiensis, Bacillus thuringiensis delta-endotoxin, Bacillus thuringiensis ssp. aizawai baculovirus, Bartholin, Beauveria bronniartii, Benalaxil, Benalaxil-M, Benazepril, Bencrotiaz, Benfuracarb, Benomyl, Bensultap, Bentiavaricarb, Benzalkonium chloride, Benzamorph, Benzothiostrobin, Benzovindiflupyr, Beta-cyfluthrin, Beta-cypermethrin, Bethoxazine Bifenazate, bifenthrin, binapacril, bioarethrin, bioetanomethrin, biopermethrin, bioresmethrin, bisthiosemi, bistrifluron, vitertanol, bixafen, blastosidin-S, borax, Bordeaux mixture, boscalid, brodifacum, brofenvalerate, broflutrinate, bromadiolon, bromafenvinphos, bromophos, bromophos-ethyl, bromuconazole, buf Encarb, Bupyrimate, Buprofezin, Buserelin, Busulfan, Buta-3-inyl N-[6-[[(Z)-[(1-methyltetrazole-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate, Butacarb, Butathiophos, Butocarboxyme, Butonate, Butopyronoxyl, Butoxy(polypropylene glycol), Butoxycarboxyme, Butylamine, Cadsaphos, Calciferol Calcium phosphate, polysulfide calcium, cambendazole, captafor, captan, carvanolate, carbaryl, carbendazim, carbendazim hydrochloride, carbofuran, carbosulfan, carboxyne, carprofen, carpropamide, cartap, cartap hydrochloride, cephalexin, cefvecin, cefquinome, ceftiar, cetex, sebadin, quinomethionato, chitosan, clobentiazon, chloralose,Chlorantraniliprole, chlorbenside, chlordimeform, chloratephone, chloretoxyphos, chlorfenapyr, chlorfenazole, chlorfentadine, chlorfenbinphos, chlorfluazuron, chlormefos, chlormequat, chlorodimeform hydrochloride, chloroinconazide, chloromebform, chloromethiuron, chloroneb, chlorothalonil, chlorfoxime, chlorprazophos, chlorpyrifos, chlorpyrifos-methyl, chlortetracycline, chlorthiophos, clozolinate, cholecalciferol, chromafenozide, Chrysopera carnea Carnea), Synerin, Synerin I, Synerin II, cis-jasmon, cis-resmethrin, cismethrin, clenbuterol, crimbazole, chloetocarb, clofencet, chlorthrone, clothianidin, clodilacon (acetamide), codorlua, copper acetate, copper hydroxide, copper naphthenate, copper octanoate, copper oleate, copper oxide, copper oxychloride, copper silicate, copper sulfate, copper(II) carbonate, coumcrol, coumafen, coumafuryl, coumatetralyl, comomethoxystrobin (diaxyangjunji), coumitoate, comoxystrobin, cryolite, Cryptolaemus monturgeri Montrouzieri), Quela, Cufraneb, Copper(I) Oxide, Cyanophenphos, Cyanthoate, Cyazofamide, Sibutrin, Cyclaframide, Ciclethrin, Cyclobtrifluram, Cydia pomonella GV, Cyenopyrafen, Cyflufenaamide, Cyflumetofen, Cyfluthrin, Cyhalothrin, Simiazole, Cymoxanil, Cypermethrin (Alphamethrin), Cyphenothrin, Cyproconazole, Cyprodinil, Cyprodinil, Cyromazine, Cytokinin, D-Tetramethrin, Dacnusa sibirica, DAEP, Dazomet, DCPM, Debacarb, Decarbofuran, Deltamethrin, Demefione-O, Demefione-S, Demeton-O, Demeton-S, Demeton-S-Methyl, Demeton-S-Methylsulfone, Diafenthiurone, Dialiphos, Diazinon, Dibutyl Adipate, Dibutyl Phthalate, Dibutyl Succinate, Dicapton, Dichlorobunthiazox, Diclofluanide, Di Chlorine, dichlorprop, dichlorvos, diclozoline, diclosimet, diclomedin, dichloran, dicofol, dicresil, diclotophos, dicyclanil, dicyclopentadiene, diethofencarb, diethyltoluamide, diphenacum, difenoconazole, diphenzocort, difethiaron, diflovidazine, diflubenzuron, diflumetrim, Diglyphus isae (isaea), Dimatif, Dimefluthrin, Dimethane, Dimethacron, Dimethipine, Dimethilimol, Dimethoate, Dimethomorph, Dimetrin, Dimethyl Disulfide, Dimethyl Phthalate, Dimethilane, Dimoxystrobin, Dinactin, Diniconazole, Diniconazole-M, Dinobutone, Dinocap, Dinoctone, Dinoseb, Dinotefuran, Diophenolane, Dioxabenzophos, Diphenylamine, Dipyri Thione, Disparure, Disulfiram, Disulfon, Ditalimphos, Dithianone, Dicyclophos, Dithiocarbamate, Dodeca-8-en-1-ylacetate, Dodemorph, Dodizine, Dozin, Dofenapine, Dominical, Doramectin, Dorazoxolone, DSP, Ecdysterone, Edifenphos, Emamectin benzoate, EMPC, Empenthrin, Encarsia formosa Formosa), endosulfan, endosulfan, endotal, endothione, enestrobrin (enoxastrobin), enrofloxacin, entomopathogenic bacteria, entomopathogenic fungi, entomopathogenic viruses, EPBP, epoxyconazole, eprinomectin, Eretmocerus eremicus, esfenvalerate, etaconazole, etaboxam, ethiofencarb, ethione,Ethiprole, ethirimol, ethoate-methyl, etoprophos, ethoxyquin, ethyl-4-methyl octanoate, ethyl formate, ethyl hexanediol, etofenprox, etoxazole, etridiazole, etrimphos, eugenol, eurax, EXD, exobrevicomimin, famoxadone, famfur, farnesol including nerolidol, febantel, phenamidone, phenamistrobin, phenamiphos, phenarimol, phenazaquin, febendazole, fenbuconazole, fenbutatine oxide, pheneptamidocine , phenetacarb, fenfluthrin, fenflam, fenhexamide, fenitrothion, phenobucarb, fenopyramide, phenothiocarb, phenoxacrim, phenoxanil, phenoxycarb, fenpiclonil, fenpicoxamide, fenpyritrin, fenpropatrin, fenpropidine, fenpropimorph, fenpyrazamine, fenpyroximate, fensulfothion, fenthion, fenthion-ethyl, fentin, fentin acetate, fentin chloride, fentin hydroxide, fenvalerate, ferubam, ferlimzo Ferric phosphate, fipronil, fulocumafen, flonicamide, florfenicol, florylpicoxamide, fluacrypyrim, fluazinam, fluazuron, flubendazole, flubendiamide, flubenteram, flubendimine, flucycloxuron, flucycloxuron, flucitrinate, fludioxonil, fluenateyl, flufenelim, flufenoxuron, flufenoxystrobin, flufenprox, fluindapir, flumetraline, flumethylsulfolim, flumorph, flupicolide, flupimomid, flupira Mu, fluoroimide, fluoxapipproline, fluoxastrobin, fluoxythioconazole, flupyrazofos, fluquinconazole, flusilazole, flusulfamide, fluthianil, flutolanil, flutriafole, fluxapiroxad, Forpet, phonofos, forchlorfenulon, formaldehyde, formethaneate, formethaneate hydrochloride, formothion, formparanate, fosetil, fosetil-aluminum, fosmetil, fosthiazate, fosthietan, fluontalin, fuberidazole, flaraxil, flametopyr,Flathiocarb, Fretolin, Furfural, Gibberellic acid, Gliodin, Glyphosate, Grandlua I, Grandlua II, Grandlua III, Grandlua IV, Guazatine triacetate, Halfenprox, Halofenozide, Hemel, Heptenophos, Heterorhabditis bacteriophora and H. megidis, Hexaconazole, Hexadecylcyclopropane carboxylate, Hexaflumuron, Hexarua, Hexamide, Hexythiazox, Hypodamia convergence (Convergents), Huangju Yinduo (rac-(1S,2S)-1-(4-chlorophenyl)-2-(1,2,4-triazole-1-yl)cycloheptanol), hydramethylnon, hydrated lime (calcium hydroxide), himexazole, hikincarb, icaridin, imanin (hipericin), imazalil, imazalil sulfate, imibenconazole, imidacloprid, iminoctadine, indoxacarb, impulfluxam, iodocarb, ipconazole, ipfentrif Luconazole, Ipflufenoquin, Iprobenfos (IBP), Iprodione, Iprovalicarb, Ipsdienol, Ipsenol, IPSP, Isamidophos, Isazofos, Isocarbos, Isocarbos, Isofetamide, Isoflucipram, Isolane, Isoprocarb, Isoprothiolan, Isopyrazam, Isothioate, Isothianil, Isoxathion, Ivermectin, Japonylul, Jasmolin I, Jasmolin II, Juvenile Hormone I, Juvenile Hormone II, Juvenile Hormone III, Cadetrin, Kanamycin, Kasugamycin, Kasugamycin hydrochloride hydrate, Kinetin, Quinoprene, Kresoxime-methyl, Krustaki, Lambda-cyhalothrin, Leptomastix dactylopii, Leptophos, Lebamisol, Linetin, Lilimphos, Lupulua, Lufenuron, Rubenmixianan, Litidathion, m-Cumenylmethylcarbamate, Macrolophus caliginosus, Magnesium phosphide, Malathion, Hydrazide maleate, Malonoben, Mamestra Brassicae brassicae) NPV, mancopper, mancozeb, mandestrobin, mandipropamide, maneb, majidox, mebendazole, mecarbam, mecarbone, medolua, mefentrifluconazole, megatomoic acid, meloxicam, menazone, mepanipyrim, meperfluthrin, mephosphorane, mepicort, mepronil, meptildinocap, mesulfenphos, metaflumizone, metalaxyl, metalaxyl-M, metaldehyde, metam, metam-potassium, metam-sodium, Metaphycus helvolus, Metarhizium anisopliae var. acridum, Metarhizium anisopliae var.Anisopliae), methallyl picoxamide, metconazole, methacryphos, methamidophos, metasulfocarb, methidathion, methiocarb, methotepa, metoclotophos, methomyl, methoprene, methquin-butyl, methotrin, methoxyphenozide, methyl aphorate, methyl eugenol, methyl iodide, methylneodecanamide, methylram, metofluthrin, metholcarb, metminostrobin, methoxadiazone, metraphenone, mevinphos, mesacarbate, MGK 264, milbemycin, milbemycin oxime, monoclotophos, morantel tartrate, morzide, moxidectin, mascar, mycrobutanil, mycrozolin, Myrothecium bercariae Verrucaria composition, N-[2-[2,4-dichlorophenoxy]phenyl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-[(2-isopropylphenyl)methyl]-1-methylpyrazole-4-carboxamide, Nabam, Nared, NC-170, Nemadectin, Neodiprion Certified N. sertifer) NPV and N. lecontei NPV, niclosamide-olamine, nicotine, nicotine sulfate, nicomycin, nitenpyram, nithiazine, nitrapyrine, nitrilacarb, nitrotal-isopropyl, norbolmid, nornicotine, novaron, nobiflumulon, nualimol, O,O,O',O'-tetrapropyldithiopyrophosphate, octadeca-2,13-dien-1-yl acetate, octadeca-2,13-dien-1-yl acetate, octylinone, offrose, oleic acid, omethoate, Orflurua, Orius spp.), Orysastrobin, Ostol, Ostramon, Oxadixyl, Oxamate, Oxamyl, Oxanterpamoate, Oxasulfuron, Oxatiapiproline, Oxifendazole, Oxibendazole, Oxycopper, Oxolinic acid, Oxoconazole, Oxycarboxyne, Oxidemeton-methyl, Oxideprofos, Oxydisulfone, Oxotetracycline, Oxotetracycline dihydrate, Paclobutrazol, Paecilomyces fumosoroseus, Paraoxone, Parathion, Parathion-methyl, Parabendazole, Pefurazoate, Penconazole, Pencyclon, Pennetamate, Penflufen, Penthiopyrad, Permethrin, Petroleum, PH60-38, Phenamacryl, Fenthoate, Folate, Fosacetim, . Phosalon, Phosphorane, Phosglycine, Phosmet, Phosnichlor, Phosphamidone, Phosphocarb, Phosphonic acid, Phosphorus, Foxime, Foxime-methyl, Phthalide, Phytoseiulus persimilis, Picarbtrazox, Picoxystrobin, Pimobendan, Pindone, Piperalin, Piperonyl butoxide, Piprotal, Pyrimethaphos, Pyrimicarb, Pyrimiphos-methyl, Polycarbamate, Polynactin, Polyoxin B, Polyoxin D, Potassium ethylxanoate, Potassium hydroxyquinoline sulfate, Praziquantel, Precosen I, Precosen II, Precosen III, Primidophos, Pro Benazole, Prochloraz, Procymidone, Profenofos, Profluthrin, Prohexadione, Prohexadione-Calcium, Promacil, Promecarb, Propamidine, Propamocarb, Propaphos, Propargit, Propetamphos, Propiconazole, Propineb, Propionic acid, Propoxur, Propyl isomer, Proquinazide, Protidathion, Prothioconazole, Prothiofos, Protoate, Protrefenb Pyromethin, pyriflumetofen, pyrimetrozine, pyraclofos, pyraclostrobin, pyrafluprole, pyrametostrobin, pyranter pamoate, pyroxystrobin, pyrapropoine, pyraziflumid, pyrazofos, pyrazoxone, pyresmethrin, pyrethrin I, pyrethrin II, pyrethrin (natural product), pyrethroid (natural product), pyribencarb, pyridaben, pyridaclomethyl, pyridaryl, pyridaphenthion Pyridine-4-amine, Pyriphenox, Pyrifluquinazone, Pyrimethinil, Pyrimidifen, Pyrimorph, Pyriophenone, Pyriprole, Pyriproxyfen, Pyrisoxazole, Pyrroquilon, Quasia, Quinalphos, Quinalphos-methyl, Quinoclamine, Quinofumerine, Quinonamide, Quinotion, Quinoxyfen, Kintozen, R-1492, R-metalaxyl, Reynoutria saccharinensissachalinensis) extract, ribavirin, rotenone, ryanodine (riania), sabadilla, shuradan, siriloside, seboctilamine, sedaxane, selamectin, sesamex, sesamolin, siglua, silafluofen, silthiofam, simeconazole, sodium tetrathiocarbonate, sofamide, sordidine, spinetoram, spinosad, spirodiclofen, spiromesifen, spirotetramato, spiroxamine, Steinernema bibionis, Steinernema carpocapsae, Steinernema feltiae, Steinernema glaseri, Steinernema riobrave Steinernema riobravis, Steinernema scapterisci, Steinernema species(spp.), streptomycin, streptomycin sesquisulfate, sulcatol, sulcoflon, sulfiram, sulfur, sulprophos, tar oil, tau-fluvalinate, TCMTB, TDE, tebuconazole, tebufenozide, tebufenpyrad, tebufloxin, tebupyrimphos, technazen, teflubenzuron, tefluthrin, temephos, terarethrin, terbam, terbuphos, tetrachlorvinphos, tetraconazole, tetradeca-11-en-1-ylacetate, tetradiphon, tetramethrin, tetramethylfluthrin, tetranactin, thiabendazole, thiacloprid, thiadiazole copper, thiamethoxam, thiapronil, ticlophos, thithiophene, thiaz Lon, tiflusamide, thiocarboxime, thiocyclam, thiocyclam-oxalate, thiodicarb, thiophanox, thiometon, thiophanate, thiophanate-methyl, thioquinox, thiosultap, thiosultap-disodium, thyram, turingiencin, thiadinyl, thiamurin, thioximide, tolchlorophos-methyl, tolfenpyrad, tolprocarb, tolfluanide, tralomethrin, transpermethrin, tretamine, triadimefone, triadimenol, triatene, triazamate, triazophos, triazoxide, tribuphos, trichlorfone, trichlormetaphos-3, trichloronut, Tricogramma species (spp.), triclabendazole, triclopyricarb, triciclazole, tridemorph, tryphenmorph, trifloxystrobin, triflumizole, triflumulon, triforin, trimedrua, trimedrua A, trimedrua B1, trimedrua B2, trimedrua C, trimetacarb, trinactin, trinexapac, trinexapac-ethyl, triplen, triticonazole, trunkol, tulathromycin, typhlodromus occidentalis, uniconazole, uredepa, validamycin, valifenarate, bamidothion, vaniliprole, veratridine, veratrin, berbutin, Verticillium lecaniiThe group is selected from lecanii), vinclozoline, XMC, xylenol, zeatin, zeta-cypermethrin, zongoscinmycin, zinc naphthenate, thiazole zinc, zineb, ziram, zolaprofos, and zoxamide.

[0043] Preferably, component (C) is prothioconazole, tebuconazole, mefentrifluconazole, metconazole, difenoconazole, cyproconazole, propiconazole, epoxyconazole, bromconazole, prochloraz, hexaconazole, flutriafoll, fenpropidine, fenpropimorph, spiroxamine, benzovindiflupir, cyclobutrifluram, fluxapyroxad, impilfluxam, isoflucipram, isopyrazam, fluopyram, bixafen, boscalid, fluindapir, azoxystrobin, trifloxystrobin, picoxystrobin, pyracross The group consists of thorbin, metminostrobin, fluoxastrobin, fluphenoxadiazam, methallyl picoxamide, floryl picoxamide, zoxamide, flumethylsulfolim, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)3-methoxypropa-2-enoate and methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)3-methoxypropa-2-enoate (these compounds can be prepared by the method described in International Publication No. 2020 / 193387), copper salts, sulfur, mancozeb, forpet, chlorothalonyl, and phosphoric acid and its salts.

[0044] More preferably, component (C) is selected from the group consisting of prothioconazole, mefentrifluconazole, difenoconazole, cyproconazole, fenpropidine, benzovindiflupyr, fluxapiroxad, isoflucipram, fluopyram, azoxystrobin, trifloxystrobin, fluphenoxadiazam, methallylpicoxamide, methyl(Z)-2-(5-cyclopentyl 2-methylphenoxy)-3-methoxypropa-2-enoate and methyl(Z)2-(5-cyclohexyl 2-methylphenoxy)-3-methoxypropa-2-enoate (these compounds can be prepared by the method described in International Publication No. 2020 / 193387), copper salts, mancozeb, and chlorothalonil.

[0045] In embodiments of the present invention, the composition comprises component (A), component (B), and component (C), and the weight ratio of component (A) to component (B) to component (C) can be selected from 20:1:1, 1:20:1, 1:1:20, 10:1:1, 1:10:1, 1:1:10, 5:2:1, 2:1:5, 1:5:2, 5:1:1, 1:5:1, 1:1:5, 2:1:1, 1:2:1, 1:1:2, or 1:1:1.

[0046] In particular, the composition of the present invention may include a combination of fungicidal active ingredients comprising piniflumetofen + methyltetraprole + a single compound selected from component (C), with a weight ratio of 5:2:1. The composition of the present invention may include a combination of fungicidal active ingredients comprising piniflumetofen + methyltetraprole + a single compound selected from component (C), with a weight ratio of 2:1:5. The composition of the present invention may include a combination of fungicidal active ingredients comprising piniflumetofen + methyltetraprole + a single compound selected from component (C), with a weight ratio of 1:5:2.

[0047] Each of these three active ingredient mixture compositions may be particularly useful for controlling Alternaria triticina in wheat.

[0048] Some compositions according to the present invention have systemic properties and can be used as fungicides for treating leaves, soil, and seeds.

[0049] The compositions according to the present invention can inhibit or eliminate plant pathogenic microorganisms that occur on plants or plant parts (fruits, flowers, leaves, stems, tubers, roots) of different useful plants, while simultaneously protecting later-growing plant parts from attack by plant pathogenic microorganisms.

[0050] The compositions according to the present invention can be applied to plant pathogenic microorganisms, useful plants threatened by microbial attack, their habitats, their propagation materials, storage supplies, or technical materials.

[0051] The compositions according to the present invention can be applied before or after useful plants, their propagation materials, storage supplies, or technical materials become infected with microorganisms.

[0052] A further aspect of the present invention is a method for controlling diseases caused by plant pathogens in useful plants or their reproductive materials, comprising applying a composition according to the present invention to the useful plants, their habitat or their reproductive materials. A preferred method involves applying a composition according to the present invention to useful plants or their habitat, more preferably to the useful plants. A more preferred method involves applying a composition according to the present invention to the reproductive materials of useful plants.

[0053] Throughout this specification, the term “composition” refers to various mixtures or combinations of components (A) and (B) in a combined spray mixture, such as a “tank mix” consisting of separate formulations of a single active ingredient in a single “ready mix” form, and in a sequential manner, i.e., applied successively over a moderately short period of time, such as several hours or several days. The order in which components (A) and (B) are applied is not important for carrying out the present invention.

[0054] The combination of active ingredients is effective against harmful microorganisms that cause plant pathogenic diseases, particularly plant pathogenic fungi and bacteria.

[0055] The combination of active ingredients may be particularly effective against plant pathogenic fungi belonging to the following classes: Ascomycetes (e.g., Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella, Uncinula), Basidiomycetes (e.g., Hemileia, Rhizoctonia, Phakopsora, Puccinia, Ustilago, Tilletia), and Imperfect Fungi. Imperfecti (also known as Deuteromycetes), such as the genera Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora, Alternaria, Pyricularia, and Pseudo Genus Pseudocercosporella, Oomycetes (e.g., Phytophthora, Peronospora, Pseudoperonospora, Albugo, Bremia, Pythium, Pseudosclerospora, Plasmopara).Preferably, the compositions of the present invention are effective against and can be used against plant pathogenic fungi belonging to the following genera: Septoria, Mycosphaerella, Pyricularia, Pyrenophora, Colletotrichum, Uncinula, Venturia, Ramularia, Erysiphe, and Puccinia. In particular, plant pathogenic fungi from these genera include Septoria tritici, Mycosphaerella arachidis, Pyricularia oryzae, Pyrenophora teres, Colletotrichum lagenarium, Venturia inaequalis, or Ramularia collo-cygni.

[0056] According to the present invention, “useful plants” typically include the following plant species: grapevines, cereals such as wheat, barley, rye or oats, rice, beets such as sugar beets or fodder beets, fruits such as pome, drupe or soft fruit such as apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries or blackberries, legumes such as beans, lentils, peas or soybeans, oil plants such as rapeseed, mustard, poppies, olives, sunflowers, coconuts, castor beans, cocoa beans or ground nuts, cucumber plants such as maize Raw, cucumber or melon, fiber plants, e.g., cotton, flax, hemp or jute, citrus fruits, e.g., orange, lemon, grapefruit or mandarin, vegetables, e.g., spinach, lettuce, asparagus, cabbage, carrot, onion, tomato, potato, melon or bell pepper, laurel plants, e.g., avocado, cinnamon or camphor, corn, tobacco, nuts (including peanuts), coffee, sugarcane, tea, vines, hops, durian, banana, natural rubber plants, lawns or ornamental plants, e.g., flowers (including roses), shrubs, broad-leaved trees or evergreen plants, e.g., conifers. This list does not imply any limitation, but preferably, useful plants may be selected from wheat, barley, rice, soybeans, apples, grapes, cucumbers, peanuts or bananas. In one embodiment, useful plants are selected from cereals, legumes, vegetables, fruits and nuts, particularly wheat, barley, soybeans, sugar beets, apples, grapes, cucumbers and peanuts.

[0057] The term "useful plants" should be understood to include useful plants that have been given resistance to herbicides such as bromoxynil or certain classifications of herbicides (e.g., HPPD inhibitors, ALS inhibitors, e.g., primisulfuron, prosulfuron, and trifloxysulfuron, EPSPS (5-enol-pyrovir-shikimate-3-phosphate-synthase) inhibitors, GS (glutamine synthetase) inhibitors, etc.) through conventional breeding or genetic engineering methods. An example of a crop that has been given resistance to imidazolinones, e.g., imazamox, through conventional breeding (mutation) methods is Clearfield® summer rapeseed (canola). Examples of crops that have been given resistance to herbicides or classifications of herbicides by genetic engineering methods include glyphosate-resistant and glufosinate-resistant maize varieties marketed under trade names such as RoundupReady®, Herculex I®, and LibertyLink®.

[0058] The term "useful plants" should be understood to include useful plants that have been transformed using recombinant DNA technology to synthesize one or more selectively acting toxins, such as those derived from Bacillus species or known toxins derived from toxin-producing bacteria.

[0059] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, such as those derived from Bacillus cereus or Bacillus popliae, or insecticidal proteins derived from Bacillus thuringiensis, such as δ-endotoxins like CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1), or Cry9c, or plant insecticidal proteins (VIPs) such as VIP1, VIP2, VIP3, or VIP3A, or species of the genus Photorhabdus, such as Photorhabdus luminescens and Xenorhabdus nematophilus. Insecticidal proteins of nematode-symbiotic bacteria such as Xenorhabdus spp., toxins produced by animals such as scorpion toxin, spider toxin, bee toxin, and other insect-specific neurotoxins, toxins produced by fungi such as actinomycete toxin, plant lectins such as pea lectin, barley lectin, or snowdrop lectin, aglutinin, trypsin inhibitors, serine protease inhibitors, proteinase inhibitors such as patain, cystatin, and papain inhibitors, lysine, maize-RIP, abrin, rufin, sa Examples include ribosomal inactivating proteins (RIPs) such as porin or briodin, 3-hydroxysteroid xidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone inhibitors, steroid metabolic enzymes such as HMG-COA-reductase, ion channel blockers such as sodium or calcium channel blockers, larval hormone esterase, diuretic hormone receptor, stilbene synthase, vibenzyl synthase, chitinase, and glucanase.

[0060] In relation to the present invention, it should be understood that δ-endotoxins, such as CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1), or Cry9c, or plant insecticidal proteins (VIPs), such as VIP1, VIP2, VIP3, or VIP3A, are also hybrid toxins, cleavage toxins, and modified toxins. Hybrid toxins are recombinantly produced by novel combinations of different domains of their proteins (see, for example, International Publication No. 02 / 15701). An example of a cleavage toxin is cleavage CryIA(b) expressed in Bt11 maize from Syngenta Seed SAS, as described below. In the case of modified toxins, one or more amino acids of a naturally occurring toxin are replaced. In such amino acid substitutions, preferably, a protease recognition sequence that does not exist in nature is inserted into the toxin; for example, in the case of CryIIIA055, a cathepsin D-recognition sequence is inserted into the CryIIIA toxin (see International Publication No. 03 / 018810).

[0061] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in European Patent Publication No. 0374753, International Publication No. 93 / 07278, International Publication No. 95 / 34656, European Patent Publication No. 0427529, European Patent Publication No. 451878, and International Publication No. 03 / 052073.

[0062] The process for preparing such transgenic plants is generally known to those skilled in the art and is described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acid and its preparation are known, for example, from International Publication No. 95 / 34656, European Patent Application Publication No. 0367474, European Patent Application Publication No. 0401979, and International Publication No. 90 / 13651.

[0063] Toxins contained in transgenic plants confer resistance to harmful insects. Such insects can exist in any insect taxonomy, but are particularly common in beetles (Coleoptera), diptera, and butterflies (Lepidoptera).

[0064] Transgenic plants are known that contain one or more genes encoding insecticide resistance and expressing one or more toxins, and some of these are commercially available. Examples of such plants include YieldGard® (a maize variety expressing CryIA(b) toxin), YieldGard Rootworm® (a maize variety expressing CryIIIB(b1) toxin), YieldGard Plus® (a maize variety expressing CryIA(b) and CryIIIB(b1) toxins), Starlink® (a maize variety expressing Cry9(c) toxin), Herculex I® (a maize variety expressing the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve resistance to CryIF(a2) toxin and glufosinate ammonium herbicide), NuCOTN 33B® (a cotton variety expressing CryIA(c) toxin), Bollgard I® (a cotton variety expressing CryIA(c) toxin), and Bollgard These include II (registered trademark) (cotton varieties expressing CryIA(c) and CryIIA(b) toxins), VIPCOT (registered trademark) (cotton varieties expressing VIP toxin), NewLeaf (registered trademark) (potato varieties expressing CryIIIA toxin), NatureGard (registered trademark), and Protecta (registered trademark).

[0065] Further examples of such transgenic crops are as follows: 1. Bt11 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize (Zea mays) conferred resistance to the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of cleavage-type CryIA(b) toxin. Bt11 maize also achieves resistance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT. 2. Bt176 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize (Zea mays) conferred resistance to the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of cleavage-type CryIA(b) toxin. Bt176 maize also achieves resistance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT. 3. MIR604 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Maize conferred insect resistance by transgenic expression of modified CryIIIA toxin. This toxin is Cry3A055 modified by insertion of a cathepsin-D-protease recognition sequence. The preparation of such transgenic maize plants is described in International Publication No. 03 / 018810. 4. MON 863 maize from Monsanto Europe, SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON863 expresses CryIIIB(b1) toxin and is resistant to certain Coleoptera insects. 5. Monsanto Europe, SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, IPC 531 Wata, registration number C / ES / 96 / 02. 6. 1507 maize from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize to express the Cry1F protein for acquiring resistance to certain Lepidoptera insects and the PAT protein for acquiring resistance to glufosinate ammonium herbicide. 7. Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium: NK603 × MON810 maize, registration number C / GB / 02 / M3 / 03. This is a hybrid maize variety bred using conventional methods by crossing genetically modified varieties NK603 and MON 810. NK603×MON810 corn transgenically expresses the protein CP4 EPSPS obtained from the CP4 strain of Agrobacterium sp., thereby conferring resistance to the herbicide Roundup® (containing glyphosate), and also transgenically expresses CryIA(b) toxin obtained from Bacillus thuringiensis subsp. kurstaki, thereby conferring resistance to certain Lepidoptera, including the European corn borer.

[0066] Transgenic crops of insect-resistant plants are also described in the BATS (Zentrum fuer Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) Report 2003 (http: / / bats.ch).

[0067] The term “useful plants” should be understood to include, for example, useful plants transformed using DNA recombination technology to enable the synthesis of selectively acting antipathogenic substances, such as so-called “pathogenicity-associated proteins” (PRPs, see, for example, European Patent Application Publication No. 0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from European Patent Application Publication No. 0 392 225, International Publication No. 95 / 33818, and European Patent Application Publication No. 0 353 191. The processes for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above.

[0068] Examples of antipathogenic substances that can be expressed by such transgenic plants include ion channel blockers, such as sodium and calcium channel blockers, such as viral KP1, KP4, or KP6 toxins, stilbenzyl synthase, bibenzyl synthase, chitinase, glucanase, so-called "pathogenicity-associated proteins" (PRPs, see, for example, European Patent Application Publication No. 0392225), antipathogenic substances produced by microorganisms, such as peptide antibiotics or heterocyclic antibiotics (see, for example, International Publication No. 95 / 33818), or proteins or polypeptide factors involved in plant pathogen defense (so-called "plant disease resistance genes," as described in International Publication No. 03 / 000906).

[0069] As used herein, the term “habitat” of a useful plant is intended to include the place where the useful plant is growing, where the plant propagation material for the useful plant is planted, or where the plant propagation material for the useful plant is to be placed in the soil. An example of such habitat is a field where a crop plant is growing.

[0070] The term "plant propagation material" is understood to refer to reproductive parts such as seeds and plant materials such as cuttings or tubers that can be used for plant propagation, such as potatoes. Examples include (strictly speaking) seeds, roots, fruits, tubers, bulbs, rhizomes and parts of plants. Germinated plants and seedlings that will be transplanted after germination or emergence from the soil may also be included. These seedlings may be protected before transplantation by whole or partial treatment by immersion. Preferably, "plant propagation material" is understood to refer to seeds.

[0071] A further aspect of the present invention is a method for protecting natural substances of plant and / or animal origin, and / or processed forms thereof, taken from the natural life cycle, from fungal attack, comprising applying a combination of components (A) and (B) to the natural substances of plant and / or animal origin or processed forms thereof.

[0072] According to the present invention, the term “natural substance of plant origin taken from the natural life cycle” means a plant or part thereof harvested from its natural life cycle and harvested in a fresh state. Examples of such natural substances of plant origin are stems, leaves, tubers, seeds, fruits, or grains. According to the present invention, the term “processed form of natural substance of plant origin” is understood to indicate a form of natural substance of plant origin that is the result of a modification process. Such modification processes may be used to convert a natural substance of plant origin into a more storable form (storage commodity) of such substance. Examples of such modification processes are pre-drying, wetting, crushing, grinding, crushing, compressing, or roasting. Wood also falls under the definition of a processed form of natural substance of plant origin, whether in the form of building timber, logs for power transmission towers and fences, or in the form of finished products such as furniture or wood products.

[0073] According to the present invention, the term "natural substances of animal origin and / or processed forms thereof taken from the natural life cycle" is understood to mean substances of animal origin such as skin, hide, leather, fur, and hair, and does not refer to substances present in living animals. Therefore, the present invention does not extend to methods for treating living animals.

[0074] The combination according to the present invention can prevent undesirable effects such as decay, discoloration, or mold.

[0075] A preferred embodiment is a method for protecting plant-derived natural substances and / or processed forms thereof, taken from the natural life cycle, from fungal attack, comprising applying a combination of components (A) and (B) to the plant and / or animal-derived natural substances or processed forms thereof in a synergistically effective amount.

[0076] A further preferred embodiment is a method for protecting fruits harvested from the natural life cycle, preferably pome, drupe, gizzard, and citrus fruits and / or processed forms thereof, comprising applying a combination of components (A) and (B) to the fruits and / or processed forms thereof in a synergistically effective amount.

[0077] The combination of the present invention can also be used in the field of protecting industrial materials from fungal attacks. According to the present invention, the term “industrial materials” refers to non-biological materials prepared for industrial use. For example, industrial materials intended to be protected from fungal attacks may include adhesives, glues, paper, cardboard, fabrics, carpets, leather, wood, structures, paints, plastic articles, cooling lubricants, aqueous hydraulic oils, and other materials that may be susceptible to extrinsic or decomposition by microorganisms. Cooling and heating systems, ventilation and air conditioning systems, and components of production plants, such as cooling water circulation paths that may be damaged by microbial growth, may also be listed as materials to be protected. The combination of the present invention can prevent adverse effects such as decay, discoloration, or mold.

[0078] The combination of the present invention can also be used in the field of protecting technical materials from fungal attacks. According to the present invention, the term "technical materials" includes paper, carpets, structures, cooling and heating systems, ventilation and air conditioning systems, and the like. The combination according to the present invention can prevent adverse effects such as decay, discoloration, or mold.

[0079] In particular, the combination according to the present invention includes powdery mildew fungi, rust fungi, leaf spot fungi, summer blight fungi and molds, especially the genera Septoria, Puccinia, Erysiphe, Pyrenophora and Tapesia in cereals, Phakopsora in soybeans, Hemileia in coffee, Phragmidium in roses, Alternaria in potatoes, tomatoes and cucurbits, Sclerotinia in lawns, vegetables, sunflowers and rapeseed, black spot fungi, red root rot fungi, powdery mildew fungi, gray mold fungi and dead arm fungi in grapes, Botrytis cinerea in fruits, and Monilinia species in fruits. It is effective against species of the genus Penicillium (spp.) and against Penicillium species in their fruits.

[0080] The combination according to the present invention includes species of the genera Alternaria, Ascochyta, Botrytis cinerea, Cercospora, Claviceps purpurea, Cochliobolus sativus, Colletotrichum, Epicoccum, Fusarium graminearum, Fusarium moniliforme, Fusarium oxysporum, Fusarium proliferatum, and Fusarium solani. Fusarium subglutinans, Gaeumannomyces graminis, Helminthosporium spp., Microdochium nivale, Phoma spp., Pyrenophora graminea, Pyricularia oryzae, Rhizoctonia solani, Rhizoctonia cerealis, Sclerotinia spp., Zymoseptoria spp., Sphacelotheca leyliana *Tilletia reilliana*, *Typhula incarnata*, *Urocystis occulta*, *Ustilago*, or *Verticillium*It is particularly effective against seed-borne and soil-borne diseases such as those affecting wheat, barley, rye, or oats, as well as cereals like maize, rice, cotton, soybeans, turfgrass, sugar beets, rapeseed, potatoes, peas, lentils, or chickpeas, and sunflowers.

[0081] The combinations according to the present invention include Botrytis cinerea, Colletotrichum musae, Curvularia lunata, Fusarium semitecum, Geotrichum candidum, Monilinia fructicola, Monilinia fructigena, Monilinia laxa, Mucor piriformis, Penicillium italicum, Penicillium solitum, green fungus (Penicillium digitatum), or Penicillium exopansum. It is particularly effective against post-harvest diseases such as those caused by *Expansum*, and even more so against pathogens of pome fruits such as apples and pears, drupes such as peaches and plums, citrus fruits, melons, papayas, kiwis, mangoes, berries such as strawberries, avocados, pomegranates and bananas, and nuts.

[0082] The amount of the combination of the present invention applied will depend on various factors such as the compound used, the target of treatment (e.g., plants, soil, or seeds), the type of treatment (e.g., spraying, dusting, or seed coating), the purpose of the treatment (e.g., prevention or treatment), the type of fungus being controlled, or the application time.

[0083] A composition containing component (A) in combination with component (B) can be applied, for example, in a single "ready mix" form, in a combined spray mixture such as a "tank mix" consisting of separate formulations of a single active ingredient, and in a sequential manner, i.e., applied one after the other within a moderately short period of time such as a few hours or a few days, using a combination of single active ingredients. The order in which the compound of component (A) and the active ingredient of component (B) are applied is not important for carrying out the present invention.

[0084] Some of the compositions according to the present invention have systemic properties and can be used as fungicides for treating leaves, soil, and seeds.

[0085] The compositions according to the present invention can inhibit or eliminate plant pathogenic microorganisms that occur on plants or plant parts (fruits, flowers, leaves, stems, tubers, roots) of different useful plants, while simultaneously protecting later-growing plant parts from attack by plant pathogenic microorganisms.

[0086] The compositions of the present invention are of particular interest for controlling many fungi in various useful plants or their seeds, especially agricultural crops such as potatoes, tobacco and sugar beets, wheat, rye, barley, oats, wild oats, rice, corn, turfgrass, cotton, soybeans, rapeseed, cereals, sunflowers, coffee, sugarcane, fruits, and ornamental plants used in horticulture and viticulture, as well as vegetables such as cucumbers, legumes and gourds.

[0087] The compositions according to the present invention are preferably applied by treating fungi, useful plants, their habitats, their reproductive materials, natural substances of plant and / or animal origin taken from the natural life cycle, and / or processed forms thereof, or industrial materials subject to fungal attack, in a synergistically effective amount by a combination of components (A) and (B).

[0088] The compositions according to the present invention can be applied before or after fungal infection of useful plants, their reproductive materials, natural substances of plant and / or animal origin collected from the natural life cycle, and / or processed forms thereof or industrial materials.

[0089] The fungicidal composition of pidflumetofen and methyltetraprole according to the present invention is particularly useful for controlling the following plant diseases: Alternaria species in fruits and vegetables, Species of the genus Ascochyta in cereals, Botrytis cinerea in strawberries, tomatoes, sunflowers, cereals, vegetables and grapes. Cercospora species (leaf spot disease) in cereals, soybeans, corn, rapeseed, peanuts, sunflowers, legumes, cotton, and sugar beets. Cercospora arachidicola in peanuts, Cochliobolus sativus in cereals, Colletotrichum species in cereals and soybeans, Corynespora species in soybeans and vegetables. Erysiphe species (powdery mildew) in cereals, grapes, vegetables, soybeans, drupes and pomelo, Erysiphe cicchoracearum and Sphaerotheca fuliginea in the Cucurbitaceae family, Fusarium species in fruits, vegetables, grains and maize, Gaeumannomyces graminis in cereals and turfgrasses, Helminthosporium species in maize, rice, and potato. Hemileia vastatrix in coffee, Microdochium species in wheat and rye, Monilinia species in fruit, Mycosphaerella species in fruits and vegetables Phakopsora species in soybeans, Phoma species in rapeseed and coffee. Puccinia species in cereals, broadleaf crops and perennial herbs, Species of the genus Pseudocercosporella in cereals, Phragmidium mucronatum in roses, Podosphaera species in their fruits Pyrenophora species in barley, Pyricularia oryzae in rice, Ramularia collo-cygni in barley, Rhizoctonia species found in cotton, soybeans, cereals, maize, potatoes, rice, and turfgrass. Rhynchosporium secalis in barley and rye. Sclerotinia species in lawns, lettuce, vegetables, soybeans and rapeseed. Septoria species in cereals, soybeans, and vegetables. Sphacelotheca reilliana in maize, Tilletia species in cereals, Guignardia bidwellii and Phomopsis viticola in grapes, Urocystis occulta in rye, Uncinula necator in grapes, Species of the genus Ustilago in cereals and maize, Venturia species in fruits, especially pome Monilia and Monilinia species in their fruits Penicillium species found in citrus fruits and apples.

[0090] The composition according to the present invention contains active ingredients that are useful preventively and / or therapeutically in the field of pest control, even at low application rates.

[0091] When applied to useful plants, pidiflumetofen is applied in amounts of 5-2000 g ai / ha, particularly 10-1000 g ai / ha, for example 25, 50, 75, 100, or 200 g ai / ha, accompanied by methyltetraprole in amounts of 1-5000 g ai / ha, particularly 2-2000 g ai / ha, for example 25, 50, 75, 100, 250, 500, 800, 1000, or 1500 g ai / ha. In one embodiment, methyltetraprole is applied in amounts of 50 g ai / ha to 200 g ai / ha.

[0092] In agricultural applications, the application rate of the composition of the present invention depends on the type of desired effect and is typically in the range of 20 to 4000 g in total per hectare.

[0093] When the composition of the present invention is used for seed treatment, it is generally sufficient to use 0.001 to 50 g, preferably 0.01 to 10 g, of pidflumetofen and 0.001 to 50 g, preferably 0.01 to 10 g, of methyltetraprole per kg of seed.

[0094] The present invention also provides a bactericidal composition comprising, in a synergistically effective amount, the above-mentioned combination of pidflumetofen and methyltetraprole, along with an agriculturally acceptable carrier and optionally a surfactant. In the above composition, the mass ratio of pidflumetofen to methyltetraprole is preferably 1000:1 to 1:1000, and more preferably as described above.

[0095] The compositions of the present invention may be in any conventional form, for example, a two-component system, a dry seed treatment powder (DS), a seed treatment emulsion (ES), a seed treatment fluid concentrate (FS), a seed treatment solution (LS), a seed treatment water-dispersible powder (WS), a seed treatment capsule suspension (CF), a seed treatment gel (GF), an emulsion concentrate (EC), a suspension concentrate (SC), a suspension emulsion (SE), a capsule suspension (CS), water-dispersible granules (WG), or emulsifying granules. It can be used in the form of granules (EG), water-in-oil (EO) emulsions, oil-in-water (EW) emulsions, microemulsions (ME), oil dispersions (OD), oil-miscible flowables (OF), oil-miscible liquids (OL), soluble concentrates (SL), ultra-low volume suspensions (SU), ultra-low volume liquids (UL), industrial concentrates (TK), dispersible concentrates (DC), wettable powders (WP), or any technically possible formulations combined with agriculturally acceptable adjuvants.

[0096] Such compositions can be produced by conventional methods, for example, by mixing an active ingredient with a suitable inert formulation (diluent, solvent, filler, and optionally other components, such as surfactants, biocides, antifreezes, spreading agents, thickeners, and compounds that provide auxiliary effects). Conventional sustained-release formulations can also be used when sustained efficacy over a long period is desired. In particular, formulations applied in spray form, such as water-dispersible concentrates (e.g., EC, SC, DC, OD, SE, EW, and EO), wettable powders, and granules, may contain surfactants, such as wetting agents and dispersants, and other compounds that provide auxiliary effects, such as condensation products of formaldehyde with naphthalene sulfonates, alkylaryl sulfonates, lignin sulfonates, fatty alkyl sulfates, and ethoxylated alkylphenols and ethoxylated fatty alcohols.

[0097] The seed coating formulation is applied to seeds in a manner known in itself, using the combination and diluent of the present invention, in a preferred seed coating formulation form, for example, as an aqueous suspension or in a dry powder form with good adhesion to seeds. Such seed coating formulations are known in the art. The seed coating formulation may contain a single active ingredient or a combination of active ingredients in encapsulated form, for example, as a sustained-release capsule or microcapsule.

[0098] Generally, the formulation comprises 0.01 to 90% by weight of an activator, 0 to 20% of an agriculturally acceptable surfactant, and 10 to 99.99% of inert substances and auxiliary agents for solid or liquid formulations, wherein the activator consists of at least the compound of formula (I) and components (B) and (C), and optionally other activators, particularly microbiotacitists or preservatives. The concentrated form of the composition generally contains about 2 to 80% by weight, preferably about 5 to 70% by weight of the activator. The application form of the formulation may contain, for example, 0.01 to 20% by weight, preferably 0.01 to 5% by weight of the activator. Commercial products are preferably formulated as concentrates, but end users typically use diluted formulations. [Examples]

[0099] Biological examples The compositions according to the present invention will be tested for their biological (fungicidal) activity as dimethyl sulfoxide (DMSO) solutions using one or more of the following protocols (Examples 2-9). A standard description of the liquid culture test is given in Example 1.

[0100] Example 1: Liquid culture test in a well plate: Freshly prepared fungal hyphae or conidial suspensions from a liquid fungal medium or cryogenically stored fungal media are directly mixed with nutrient broth. A DMSO solution of the test compound (maximum 10 mg / ml) is diluted 50-fold with 0.025% Tween20, and 10 μl of this solution is pipettered into a microtiter plate (96-well type). Nutrient broth containing fungal spores / hyphae is then added to obtain the final concentration of the test compound. The test plates are incubated in the dark at 24°C and 96% relative humidity (rh). Inhibition of fungal growth is measured photometrically and visually after 3–7 days according to the pathogen response system, and the percentage of antifungal activity is calculated compared to the untreated check.

[0101] Example 2: Glomerella lagenarium (synonymous with Colletotrichum lagenarium, cucurbit anthracnose): Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plate was incubated at 24°C, and inhibition of growth was photometrically determined at 620 nm after 72 hours.

[0102] Example 3: Venturia inaequalis (apple scab): Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined at 620 nm after 7 days.

[0103] Example 4: Septoria tritic (leaf blight): Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined after 72 hours.

[0104] Example 5: Mycosphaerella arachidis (synonym for Cercospora arachidicola) (peanut brown spot disease): Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined after approximately 5-6 days.

[0105] Example 6: Pyrenophora teres: Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined after 72 hours.

[0106] Example 7: Ramularia collo-cygni: Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined after approximately 4 days.

[0107] Example 8: Pyricularia oryzae (rice blast disease): Fungal conidia stored at cryogenic temperatures were directly mixed into nutrient broth (PDB potato dextrose broth). After adding the DMSO solution of the test composition to a microtiter plate (96-well type), the nutrient broth containing fungal spores was added. The test plates were incubated at 24°C, and inhibition of growth was photometrically determined after 72 hours.

[0108] Example 9: Phakopsora pachyrhizi (soybean rust): All soybean plants are treated with the above active ingredients four weeks after planting. One day after spraying, leaflets are cut from the first three leaves. This process is repeated five times at each ratio. One day after treatment, the leaflets are inoculated with Phakopsora pachyrhizi (Asian soybean rust). The leaflets are evaluated 11 to 14 days after inoculation, and the activity is determined from the relationship between treated checks and untreated infected checks.

Claims

1. A fungicidal composition comprising a mixture of components (A) and (B) as active ingredients, wherein component (A) is pidflumetofen, and component (B) is methyltetraprole, or a pesticide-acceptable salt thereof, N-oxide, diastereoisomer, enantiomer, or tautomer.

2. The composition according to claim 1, wherein components (A) and (B) are present in synergistically effective amounts.

3. The composition according to claim 1 or 2, wherein the weight ratio of (A) to (B) is 50:1 to 1:50, preferably 10:1 to 1:

10.

4. The composition according to any one of claims 1 to 3, wherein the weight ratio of (A) to (B) is 5:1 to 1:5, preferably 4:1 to 1:

4.

5. The composition according to any one of claims 1 to 4, wherein the weight ratio of (A) to (B) is 2:1 to 1:

2.

6. The composition according to any one of claims 1 to 5, further comprising an agriculturally acceptable carrier and / or formulation aid, and optionally a surfactant.

7. A method for controlling diseases caused by plant pathogens in useful plants or their propagation materials, comprising applying the composition described in any one of claims 1 to 6 to the useful plants, their habitat or propagation materials.

8. The method according to claim 7, wherein the plant pathogen is selected from the genera Microdochium, Mycosphaerella, Blumeria graminis, Septoria, Phaeosphaeria, Pyrenophora, Colletotrichum, Cercospora, Corynespora, Alternaria, Venturia, Monilinia, Ramularia, or Erysiphe.

9. The aforementioned plant pathogens are Microdochium nivale, Ramularia collo-cygni, and Plumeria graminis f. sp. Tritici (Blumeria graminis f. sp. tritici), Septoria tritici, Phaeosphaeria nodorum, Pyrenophora tritici-repentis, Pyrenophora terres, Colletotrichum gloeosporioides, Colletotrichum lagenarium, Cercospora sodina sojina), Corynespora cassiicola, Alternaria alternata, Alternaria malus, Alternaria tenuissima, Alternaria triticina, Venturia inaequalis, Monilinia laxa, Monilinia fructigena, Monilinia fiziensis The method according to claim 7 or 8, selected from Erysiphe cichoracearum and Erysiphe graminis.

10. The method according to any one of claims 7 to 9, wherein the useful plant is selected from cereals, legumes, vegetables, fruits and nuts.

11. The method according to any one of claims 7 to 10, wherein the useful plant is selected from wheat, barley, soybeans, sugar beets, apples, grapes, cucumbers, and peanuts.

12. The method according to any one of claims 7 to 11, wherein components (A) and (B) according to any one of claims 1 to 6 are applied in a sequential manner.

13. Use of a composition containing component (A) and component (B) according to any one of claims 1 to 6 as a fungicide.

14. A method for protecting natural substances of plant and / or animal origin taken from the natural life cycle and / or processed forms thereof, comprising applying a combination of components (A) and (B) described in any one of claims 1 to 6 to the natural substances of plant and / or animal origin or processed forms thereof.

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