Synergistic fungicidal composition containing pyridine amide compound fungicide

Abstract

The present application relates to a synergistic fungicidal composition selected from the group consisting of pyridine amide compounds, comprising a synergistically effective amount of compound I and cyazofamid as active ingredients, the weight ratio of compound I and cyazofamid being 20:1-1:50, and a method for controlling plant pathogenic fungi using the fungicidal composition containing compound I and cyazofamid.

Description

Technical Field

[0001] This invention relates to synergistic fungicidal compositions selected from fungicides containing pyridine amide compounds. This invention also relates to a method for controlling pathogenic fungi in plants using synergistic fungicidal compositions selected from fungicides containing pyridine amide compounds. Background Technology

[0002] Compound I, known by WO2016109257A1, belongs to the pyridine amide class of compounds. Compound I can protect plants or seeds from pathogenic fungi of the Ascomycetes, Basidiomycetes, Deuteromycetes, and Oomycetes classes.

[0003] Cyazofamid, its efficacy against plant pathogenic fungi and its synthesis are known from EP0337103B1.

[0004] Reducing the application rate of known compounds, broadening their activity spectrum, and achieving effective control of plant pathogenic fungi are ongoing research topics. Summary of the Invention

[0005] The purpose of this invention is to provide a synergistic bactericidal composition selected from bactericides containing pyridine amide compounds, which is a bactericidal composition that has improved activity against harmful fungi with a reduced total amount of active compound applied.

[0006] We have found that simultaneous or separate application of Compound I and cyazofamid, or sequential application of Compound I and cyazofamid, resulted in higher efficacy against harmful fungi, with the fungicidal activity enhanced via a super-addition mechanism.

[0007] When different pesticides are mixed, they typically exhibit three types of effects: additive, synergistic, and antagonistic. However, the specific type of effect is unpredictable. In terms of reducing application rates and improving the activity spectrum of known compounds, the synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, achieves a synergistic effect against plant pathogens while reducing the total amount of active compounds applied.

[0008] The synergistic effect is particularly pronounced when the active compound is present in the synergistic bactericidal composition of the present invention, selected from bactericides containing pyridine amide compounds, at a specific weight ratio. In the synergistic bactericidal composition of the present invention, the weight ratio of compound I to cyazofamid is 20:1-1:50, preferably 10:1-1:40, more preferably 10:1-1:30, more preferably 10:1-1:20, more preferably 5:1-1:20, more preferably 1:1-1:20, and even more preferably 1:1-1:10, to achieve a synergistic effect.

[0009] The synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, has significant efficacy against a wide range of plant pathogenic fungi, such as oomycetes, ascomycetes, basidiomycetes, and deuteromycetes.

[0010] The synergistic fungicidal compositions of the present invention, selected from fungicides containing pyridine amide compounds, are suitable for the prevention or control of representative fungi, including, for example, the following: This invention relates to synergistic fungicidal compositions containing pyridine amide compounds, which are particularly suitable for controlling the following plant diseases: Potatoes and tomatoes (e.g., *Phytophthora infestans*: late blight) and broadleaf trees (*Phytophthora* var. *infestans*) (wilt, root rot, leaf rot, stem rot, and fruit tree rot); cabbage, rapeseed, radishes, and other plants (*Plasmodiophora brassicae* var. *infestans*) (clumproot); downy mildew, such as *P. viticola* var. *infestans* (grapevine downy mildew) and *P. halstedii* var. *halstedii* var. *halstedii* var. *infestans* (powdery mildew) on Rosaceae plants, hops, pome fruits, and berries, such as *P. leucotricha* var. *leucotricha* var. *infestans* (apple powdery mildew); cereals such as wheat or barley (*Pseudocercosporella* var. *infestans*). *Pseudomonas herpotrichoides* (eyespot disease, sexual form: *Tapesia yallundae*); *Pseudoperonospora* (downy mildew) on various plants, such as *P. cucumbers* on cucumbers or *P. humili* on hops; *Puccinia* (rust) on various plants, such as *P. triticina* (wheat brown rust or leaf rust) on cereals like wheat, barley, or rye, *P. striiformis* (stripe rust or yellow rust), *P. hordei* (barley yellow dwarf leaf rust), *P. graminis* (stem rust or black rust), or *P. recondita* (wheat leaf rust or brown rust); *Alternaria solani* or *Alternaria* on fruits, rice, soybeans, and potatoes. Alternaria (Alternata) on tomatoes and wheat (Alternaria leaf spot); Aphanomyces on sugar beets and vegetables; Ascochyta on cereals and vegetables, such as A. tritici on wheat (anthracnose) and A. hordei on barley; Bipolaris and Drechslera (sexual form: Cochliobolus), such as small leaf spot (D. maydis) or large leaf spot (B. zeicola) on maize, such as leaf spot disease (B. sorokinina) on cereals, and B. rice (B. sorokinina) on rice and turf.Oryzae); Albugo (white rust) on ornamental plants, vegetable crops, and sunflowers; Albugo brassicola or Albugo brassicae on vegetables and rapeseed; Blumeria (powdery mildew) on cereals (e.g., wheat or barley); Botrytis cinerea (sexual form: Botryotinia fuckeliana: gray mold) on fruits and berries (e.g., strawberries), vegetables (e.g., lettuce, carrots, root celery, and cabbage), rapeseed, flowers, grapevines, forest crops, and wheat; Bremia lactucae (downy mildew) on lettuce; C. zeae-maydis (gray spot fungus) on maize; Claviceps on cereals. *Purpurea* (ergot disease); *C. carbonum* on maize, *C. sativus* (asexual form: *Helminthosporium* or *Helminthosporium*) on cereals and rice (*C. miyabeanus* (asexual form: *H. oryzae*)) (leaf spot); *C. gossypii* on cotton; *C. graminicola* on maize; *C. mellifera* on berries and potatoes. Coccodes); *C. lindemuthianum* on beans; *C. sasakii* (sheath blight) on rice; *Corynesporacassiicola* (leaf spot) on soybeans and ornamental plants; *D. tritici-repentis* (brown spot) on corn, cereals such as barley (e.g., *D. teres*, net blight) and wheat (e.g., *D. tritici-repentis*, brown spot), rice and lawns; *Pyrenophora* (sexual form); *Entyloma* on rice. *Erysiphe* (leaf smut); *Epicoccum* (smut) on wheat; *E. betaae* (sweet beet powdery mildew), *E. pisi* (pea powdery mildew), *E. cichoracearum* (cucurbita powdery mildew), *Erysiphe* (powdery mildew) on cabbage and rapeseed; *Eutypa lata* (lateral scab) on fruit trees, grapevines and ornamental trees; *E. maize* (e.g., *E. maize large leaf spot*).*Exserohilum* on *turcicum*; *Fusarium* (sexual form: *Gibberella*) on various plants (wilt, root rot, or stem rot), such as *F. graminearum* or *F. culmorum* on cereals (e.g., wheat or barley) (root rot, scab, or silver tip), *F. oxysporum* on tomatoes, *F. solani* on soybeans, and *F. verticillioides* on maize; *Gaeumannomyces graminis* on cereals (e.g., wheat or barley) and maize (take-all disease); *Gibberella* on cereals (e.g., *G. zeae*) and rice (e.g., *G. fujikuroi*: bakanae disease); *Glomerella* on grapevines, pome fruits, and other plants. The fungi mentioned include: *G. gossypii* (the anthracnose fungus on cotton); *G. grainintainingcomplex* (the causal agent of black rot on grapevines); *G. bidwellii* (the rust fungus on Rosaceae and juniper), such as *G. sabinae* (the rust fungus on pear); *G. longiflora* (a rust fungus on corn, cereals, and rice), *G. spp.* (synonyms: *G. endospora*, sexual form: *G. spirocoecium*); *Hemileia* (the rust fungus on coffee), such as *H. vastatrix* (the rust fungus on coffee); *Isariopsis clavispora* (the rust fungus on grapevines); *Macrophomina phaseolina* (the rust fungus on soybeans and cotton); *Microdochium* (the rust fungus on cereals such as wheat or barley); and *Microsphaera* (the rust fungus on soybeans). *Diffusa* (powdery mildew); *Monilinia*, such as *M. laxa*, *M. fructicola*, and *M. fructigena* (flower and branch rot, brown rot) on drupes and other Rosaceae plants; *Mycosphaerella* on cereals, bananas, berries, and peanuts, such as *M. graminicola* on wheat (asexual form: *Septoria tritici*, *Septoria tritici* leaf spot) or *M. fijiensis* on bananas (Sigatoka black spot); cabbage (e.g., *P. brassicae*), rapeseed (e.g., *P. parasiticus*).Downy mildew (Peronospora) on parasitica, onions (e.g., P. destructor), tobacco (P. tabacina), and soybeans (e.g., P. manshurica); Phakopsora on soybeans. *P. meibomiae* (soybean rust); *Phialophora* on grapevines (e.g., *P. tracheiphila* and *P. tetraspora*) and soybeans (e.g., *P. gregata*: stem rot); *Phomalingam* (root rot and stem rot) on rapeseed and cabbage, and *P. betaeae* (root rot, leaf spot, and damping-off) on sugar beets; *Phomopsis* on sunflowers, grapevines (e.g., *P. viticola*: vine rot and leaf spot) and soybeans (e.g., stem rot: *P. phaseoli*, sexual form: *Diaporthe phaseolorum*); *Physoderma* on corn. Maydis (brown spot); various plants such as bell peppers and gourds (e.g., *Phytophthora capsici*), soybeans (e.g., *Phytophthora megasperma*), wheat leaf blight pathogen *Pyrenophora tritici-repentis* (yellow spot) or barley net blight pathogen *P. teres* (net blight); *Pyricularia*, for example, rice blast fungus *P. oryzae* (sexual form *Magnaporthe*). *Pythium* (damping-off) on turf and cereals (e.g., *grisea*, rice blast) and *P. grisea* on turf and cereals; *Pythium* (damping-off) on turf, rice, corn, wheat, cotton, rapeseed, sunflower, soybean, sugar beet, vegetables, and various other plants (e.g., *P. ultimum* or *P. aphanidermatum*); *Ramularia*, such as *R. collo-cygni* (physiological leaf spot) on barley and *R. beet leaf spot* on sugar beet; *Rhizoctonia* on cotton, rice, potatoes, turf, corn, rapeseed, potatoes, sugar beet, vegetables, and various other plants, such as *R. solani* (root rot / stem rot) on soybean, *R. solani* (sheath blight) on rice, or *R. graminifolia* (r.) on wheat or barley.Cerealis (Rhizopus stolonifer) (wheat sheath blight); Rhizopus stolonifer (black mold, soft rot) on strawberries, carrots, cabbage, grapevines, and tomatoes; Rhynchosporium secalis (leaf spot) on barley, rye, and triticale; Sarocladium (Sarocladium) on rice. *S. oryzae* and *S. attenuatum* (leaf sheath rot); *S. sclerotiorum* on vegetables and crops such as rapeseed, sunflower (e.g., *S. sclerotiorum*) and soybean (e.g., *S. rolfsii* or *S. sclerotiorum*) (stem rot or white mold); *Septoria* on various plants, such as *S. glycines* on soybean (brown spot), *S. tritici* on wheat (septoria leaf spot), and *S. septoria* on cereals (septoria leaf spot); *Uncinula* on grapevines (powdery mildew, asexual form: *Oidium tuckeri*); *Helminthosporium* on maize. turcicum) and Setosphaeria (leaf spot) on lawns; Sphacelotheca (smut) on corn, sorghum and sugarcane; Sphaerotheca fuliginea (powdery mildew) on cucurbits; Spongospora subterranea (powdery mildew) on potatoes and viral diseases transmitted by it; Stagonospora on cereals, such as S. noodorum (spotted leaf spot) on wheat, sexual stage: Leptosphaeria noodorum (synonym Phaeosphaeria noodorum) on potatoes; Synchytrium (potato canker) endobioticum (potato cancer); Taphrina, such as *T. deformans* (leaf curl) on peach and *T. pruni* (fruit bud) on plum; Thieviopsis (black root rot) on tobacco, pome, vegetables, soybeans, and cotton, such as *T. basicola* (black root rot fungus); Tilletia (smut or smut) on cereals, such as *T. tritici* (wheat smut) and *T.*Controversa (dwarf smut); Typhula incarnata (gray snow rot) on barley or wheat; Urocystis, such as U. occulta (streaked smut) on rye; Uromyces (rust) on vegetables such as beans (e.g., U. appendiculatus) and sugar beets (e.g., U. beta rust); cereals (e.g., U. nuda and U. avaenae), and maize (e.g., corn smut). Fungi (U. maydis): *Ustilago* (for corn smut) and *Ustilago* (for sugarcane smut); *Venturia* (for apple scab) and *Venturia* (for pear scab); and *Verticillium* (for wilt) on various fruit trees and ornamental plants, grapevines, berries, vegetables, and field crops, such as *V. dahliae* (for tomato wilt).

[0011] The synergistic fungicidal compositions of the present invention, selected from fungicides containing pyridine amide compounds, are particularly important for the control of plant pathogenic fungi on a variety of plants. These include cereals such as wheat, barley, rye, rice, and sorghum; legumes (such as kidney beans, lentils, peas, and soybeans); oil crops (such as rapeseed, mustard, olives, sunflowers, coconuts, castor oil plants, cocoa beans, peanuts, or soybeans); cucurbitaceous plants (such as pumpkins, cucumbers, and melons); fiber plants (such as cotton, flax, hemp, and jute); citrus fruits (such as oranges, lemons, grapes, and Chinese tangerines); fruits such as pome fruits, drupes, or berries, such as apples, pears, plums, peaches, apricots, cherries, strawberries, raspberries, blackberries, or gooseberries); vegetables (lettuce, cabbage, bok choy, carrots, onions, tomatoes, potatoes, and bell peppers); corn; tobacco; nuts; coffee; sugarcane; tea; grapevines; and bananas.

[0012] The synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, can be used as a foliar fungicide in crop protection, as well as as a fungicide for seed dressing and as a soil fungicide.

[0013] The synergistic fungicidal compositions of the present invention, selected from fungicides containing pyridine amide compounds, can be applied to plant pathogens and / or their environment, or to plants, plant propagation material and subsequently grown plant organs, soil, material or space, before or after plant infection.

[0014] The present invention relates to a synergistic fungicide composition selected from fungicides containing pyridine amide compounds, applied at an agronomically effective and substantially non-phytotoxic amount by means of seed treatment, foliar application, stem application, soaking, dripping, watering, spraying, misting, dusting, dispersing or fumigation to plant pathogens and / or their environment, or to plants, plant propagation material and subsequently grown plant organs, soil, material or space.

[0015] The synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, can be used to protect seeds, the roots and shoots of the resulting plants from invasion by harmful soil pathogens. Protection of plant roots and shoots is preferred. Seeds can be contacted with an effective amount of the fungicidal composition of the present invention before sowing and / or after germination. Seed treatment protects the seeds from plant pathogens and protects the roots and shoots of the resulting plants.

[0016] Application can be carried out before or during sowing. Methods for applying or treating plant propagation materials, particularly seeds, with the synergistic fungicide composition selected from fungicides containing pyridine amide compounds, as described in this invention, are known in the art. Methods for seed dressing, coating, granulation, powdering, soaking, and furrow application of plant propagation materials are also known.

[0017] Seeds treated with the synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, provide protection against pathogens not only for the seeds themselves but also for the plants that emerge from them after germination. Therefore, it is unnecessary to treat the plants directly at sowing time or shortly thereafter.

[0018] The seeds mentioned are selected from potato, sunflower, coffee, tobacco, canola, rapeseed, sugar beet, tomato, cucumber, green bean, Brassica, onion, soybean, wheat, barley, rye, oat, sorghum, peanut, sugarcane, rice, cabbage, cowpea, carrot, cotton, and corn seeds. Particularly important are the seeds of wheat, barley, rye, oat, corn, cotton, canola, rapeseed, and rice.

[0019] The synergistic fungicidal composition selected from fungicides containing pyridine amide compounds described in this invention is applied to the soil before, after, or before and after seed germination and / or directly to the soil in contact with plant roots or to soil suitable for plant growth.

[0020] The present invention comprises synergistic fungicidal compositions selected from fungicides containing pyridine amide compounds, capable of treating all plants and plant parts. "Plant" refers to all plants and plant populations, such as desirable and undesirable wild plants, cultivated plants, and plant varieties (whether or not protected by plant variety or plant breeder rights). Cultivated plants and plant varieties can be plants obtained through conventional propagation and cultivation methods, which may be supplemented by or complemented by one or more biotechnological methods, such as the use of double haploids, protoplast fusion, random and directed mutations, molecular or genetic markers, or the use of bioengineering and genetic engineering methods.

[0021] "Plant parts" refers to all above-ground and underground parts and organs of a plant, such as buds, leaves, flowers, and roots, including leaves, needles, stems, branches, flowers, fruiting bodies, fruits, and seeds, as well as roots, bulbs, and rhizomes. Crops, as well as materials for vegetative and sexual reproduction, such as cuttings, bulbs, rhizomes, stolons, and seeds, are also considered plant parts.

[0022] "Plant propagation material" should be understood to refer to all plant parts capable of reproduction, such as seeds, which can be used to propagate the latter, and plant materials such as cuttings or tubers (e.g., potatoes). Therefore, the plant parts used herein include plant propagation material. Examples that may be mentioned include, for instance, seeds, roots, fruits, tubers, bulbs, rhizomes, and plant parts. Germination should be suppressed after sprouting from the soil or after emergence, and viable plants should also be considered. Young plants may be protected by whole or partial treatment with immersion before transplanting.

[0023] "Plant parts" and "subsequently grown plant organs" are any part of a plant produced from plant propagation material such as seeds. Plant parts, plant organs, and plants can also benefit from protection against pathogen damage obtained by applying a fungicide composition to the plant propagation material. Certain plant parts and subsequently grown plant organs can also be considered plant propagation material and can themselves be treated with a fungicide composition; thus, plants produced from treated plant parts and treated plant organs, other plant parts, and other plant organs can also benefit from the application of the fungicide composition.

[0024] As a further improvement of the present invention, the synergistic fungicidal compositions of the present invention, selected from fungicides containing pyridine amide compounds, can be formulated into any agriculturally permissible formulation. Examples include suspensions (SC, OD, FS), emulsifiable concentrates (EC), emulsions (EW, EO, ES), pastes, wettable powders or granules (WP, SP, SS, WS, DP, DS), or water-soluble or wettable granules (GR, FG, GG, MG), as well as gel formulations (GF) for treating plant propagation materials such as seeds.

[0025] The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds described in this invention further includes fillers and / or surfactants.

[0026] The term "filler" refers to a natural or synthetic organic or inorganic compound that can be combined or combined with an active compound to make it easier to apply to an object (e.g., a plant, crop, or grass). Therefore, the filler is preferably inert and should at least be agriculturally acceptable. The filler can be solid or liquid.

[0027] The inactive medium that can be used in this invention can be either solid or liquid. For example, solid medium materials include: talc, titanium dioxide, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, ground walnut shells, lignin and similar substances.

[0028] The following materials can be selected as liquid mediators: water, petroleum ether, vegetable oil, methyl ethyl ketone, cyclohexanone, amyl acetate, 2-butanone, butylene carbonate, cyclohexane, cyclohexanol, alkyl acetate, diacetone alcohol, diethanolamine, diethylene glycol, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkylpyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 2-heptanone, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, glyceryl acetate, glyceryl diacetate, glyceryl triacetate, and hexadecyl acetate. Alkane, hexanediol, isopentyl acetate, isobornyl acetate, isooctane, isophorone, isopropyl myristate, lactic acid, laurylamine, isopropyl acetone, methoxypropanol, methyl isopentyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleyleneamine, polyethylene glycol, propionic acid, propyl lactate, propylene carbonate, propylene glycol, propylene glycol methyl ether, triethyl phosphate, triethylene glycol, paraffin, mineral oil, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, ethanol, isopropanol, and alcohols with higher molecular weights, such as pentanol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[0029] Suitable surfactants (auxiliaries, wetting agents, thickeners, dispersants, or emulsifiers) include aromatic sulfonic acids such as lignin sulfonic acid, phenol sulfonic acid, naphthalene sulfonic acid, and dibutylnaphthalene sulfonic acid, as well as alkali metal, alkaline earth metal, and ammonium salts of fatty acids, alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecyl, heptadecanol, and octadecyl alcohols, sulfated fatty alcohol glycol ethers, condensates of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde, and polyoxyethylene octylphenyl ether. Ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tripearylphenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohols and fatty alcohols / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl polyethylene glycol ether acetal, sorbitan ester, polysaccharides (e.g., methylcellulose), hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyalkoxylated compounds, polyvinylamine, polyvinylpyrrolidone and their copolymers. Auxiliaries such as xanthan gum, magnesium aluminum silicate, gelatin, starch, cellulose methyl ether, polyvinyl alcohol, polyvinyl acetate, and natural and synthetic phospholipids, bentonite, sodium lignosulfonate, etc., can be used to disperse, stabilize, adhere, and / or bind the active ingredient compounds.

[0030] Antifreeze agents can include ethylene glycol, propylene glycol, glycerol, and sorbitol. Antiflocculation agents for suspending products can be auxiliary agents such as naphthalene sulfonic acid polymers and polyphosphates.

[0031] Antifreeze agents can include ethylene glycol, propylene glycol, glycerol, and sorbitol. Antiflocculation agents for suspending products can be auxiliary agents such as naphthalene sulfonic acid polymers and polyphosphates.

[0032] As defoamers, polysiloxane emulsions (such as Silikon® SRE, Wacker, or Rhodorsil®, Rhodia), long-chain alcohols, fatty acids, fatty acid salts, organofluorine compounds, and mixtures thereof can be used. To improve the flowability of solid products, auxiliaries such as paraffin wax, stearates, and alkyl phosphates can be used.

[0033] Colorants that can be used include inorganic pigments such as iron oxide, titanium dioxide, and Prussian blue; organic pigments / dyes such as alizarin dyes, azo dyes, and metallic phthalocyanine dyes; and trace elements such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts, and zinc salts.

[0034] Optionally, it may also contain other additional components, such as protective colloids, adhesives, thickeners, thixotropic agents, penetrants, stabilizers, and masking agents.

[0035] The dosage form of the present invention can be prepared by known methods. For example: i) Emulsifiable concentrate (EC) Dissolve an appropriate amount of the active ingredient in a suitable solvent and add calcium dodecylbenzenesulfonate and castor oil ethoxylate. Dilute with water to obtain an emulsion.

[0036] ii) Emulsions (EW, EO, ES) An appropriate amount of the active ingredient is dissolved in a suitable solvent, and calcium dodecylbenzenesulfonate and castor oil ethoxylate are added. The mixture is then introduced into an appropriate amount of water using an emulsifier to prepare a homogeneous emulsion. The emulsion is then diluted with water.

[0037] iii) Suspensions (SC, OD, FS) In a stirred ball mill, an appropriate amount of active ingredient is pulverized, and appropriate amounts of dispersant, wetting agent, and water or organic solvent are added to obtain a finely pulverized active ingredient suspension. This is then diluted with water to obtain a stable active ingredient suspension.

[0038] iv) Water-dispersible particles and water-soluble particles (WG, SG) An appropriate amount of active ingredient is finely ground and mixed with a dispersant and wetting agent, then processed into water-dispersible or water-soluble particles using industrial equipment (e.g., extruder, spray tower, fluidized bed). The mixture is then diluted with water to obtain a stable dispersion or solution of the active substance.

[0039] v) Water-dispersible powders and water-soluble powders (WP, SP, SS, WS) An appropriate amount of the active ingredient is ground in a rotor-stator mill, and a dispersant, wetting agent, and silica gel are added. The mixture is then diluted with water to obtain a stable dispersion or solution of the active ingredient.

[0040] vi) Gel (GF) A suitable amount of the active ingredient is ground in a stirred ball mill, and a dispersant, gelling agent, wetting agent, and water or organic solvent are added to obtain a fine suspension of the active ingredient. The suspension is then diluted with water to obtain a stable suspension of the active substance.

[0041] vii) Powder (DP, DS) A suitable amount of active ingredient is finely ground and thoroughly mixed with finely crushed kaolin. This yields a powder-coated composition.

[0042] viii) Particles (GR, FG, GG, MG) An appropriate amount of active ingredient is finely ground and combined with an appropriate amount of carrier. Common methods include extrusion, spray drying, or fluidized bed methods. This yields granules that can be applied without dilution.

[0043] ix)ULV solution (UL) Dissolve an appropriate amount of the active ingredient in an organic solvent. This yields a composition that can be applied without dilution.

[0044] The synergistic bactericidal compositions of the present invention, selected from bactericides containing pyridine amide compounds, typically contain 0.01-95% by weight, preferably 0.1-90% by weight, and most preferably 0.5-90% by weight of the active ingredient.

[0045] For treating plant propagation material, especially seeds, water-soluble concentrates (LS), free-flowing concentrates (FS), dry treatment powders (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC), and gels (GF) are commonly used. These formulations can be applied to plant propagation material, especially seeds, with or without dilution.

[0046] For leaf treatment: the amount of active ingredient is 0.1-10000 g / ha, preferably 10-1000 g / ha, more preferably 50-500 g / ha; For seed treatment: the amount of active ingredient is 2-200 g / 100kg of seeds, preferably 5-100 g / 100kg of seeds; For soil treatment: the amount of active ingredient is 0.1-10000 g / ha, preferably 1-5000 g / ha.

[0047] The compound I of the present invention can be used in combination with cyazofamid, including applying compound I and cyazofamid separately, sequentially, or simultaneously. Preferably, the combination of compound I and cyazofamid is in the form of a composition comprising compound I and cyazofamid.

[0048] Compound I and cyazofamid of the present invention can also be used in combination with other active ingredients, for example, to broaden the activity spectrum or prevent the formation of resistance. These other active ingredients include, for example, fungicides, bactericides, attractants, insecticides, acaricides, nematicides, growth regulators, herbicides, safeners, fertilizers, or chemical pheromones. Detailed Implementation

[0049] Biological test cases Synergistic effects exist when the effect of a combination of active compounds exceeds the sum of the effects of each active compound when applied alone. The expected effect of a specific combination of two active compounds can be calculated using the so-called "Colby formula" (see SR Colby, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1967, 15, 20-22) as follows: If X is the activity when active compound A is used at a dosage of mg / ha or a concentration of m ppm; Y is the activity when active compound B is used at a dosage of ng / ha or a concentration of n ppm, expressed as a percentage of the untreated control; E represents the activity when active compounds A and B are used at dosages of m and ng / ha or concentrations of m and n ppm. So If the actual observed activity (O) is greater than the expected activity (E), then the composition has a synergistic effect.

[0050] The following biological test examples are used to illustrate the present invention. However, the present invention is not limited to these embodiments.

[0051] Experiment 1: Cucumber Anthracnose The technical grade compounds I and cyazofamid were dissolved in acetone to prepare single-agent stock solutions, which were then diluted with an aqueous solution containing 0.1% Tween-80 to the required concentration.

[0052] The fungicidal activity of the agent against cucumber anthracnose was determined using the live pot method. Potted cucumber seedlings with uniform growth at the one-leaf-one-heart stage were selected for use.

[0053] Add sterile water to a petri dish that has been contaminated with spores, gently scrape off the surface spores, filter through double-layered gauze, and prepare a solution with a concentration of 7×10⁻⁶. 4 -8×10 4 A spore suspension of 1 spore per mL.

[0054] The potted seedlings were sprayed evenly with the spray until the leaves were completely moistened. The solution was allowed to air dry naturally before inoculation 24 hours later. Four replicates were performed, with 10 pots per replicate and one seedling per pot. A blank control was also included, containing no pesticide (but containing organic solvents and emulsifiers).

[0055] The sporangium suspension was evenly inoculated onto cucumber seedlings using an inoculation sprayer. After inoculation, the seedlings were moved to an artificial climate chamber with a relative humidity >85% for cultivation. After 24 hours, the seedlings were moved to a greenhouse with a light intensity greater than 2000 lx for normal cultivation. A survey was conducted after 5 days. Disease incidence was assessed in each treatment according to a grading method: Level 0: No disease; Grade 1: The area of ​​lesions accounts for less than 5% of the total leaf area; Grade 3: Lesions cover 6%-10% of the entire leaf area; Level 5: Lesions cover 11%-25% of the entire leaf area; Level 7: Lesions cover 26%-50% of the entire leaf area; Level 9: The lesion area accounts for more than 50% of the total leaf area.

[0056] Calculate the disease index and prevention efficacy using the following formulas. Table 1. The efficacy of the compositions of the present invention against cucumber anthracnose. Table 1 clearly shows that the synergistic bactericidal composition of the present invention, selected from bactericides containing pyridine amide compounds, has a higher actual control efficacy against cucumber anthracnose than the control efficacy calculated by the Colby formula, i.e., there is a synergistic effect.

[0057] Experiment 2: Wheat Leaf Rust The technical grade compounds I and cyazofamid were dissolved in acetone to prepare single-agent stock solutions, which were then diluted with an aqueous solution containing 0.1% Tween-80 to the required concentration.

[0058] The fungicidal activity of the agent against wheat leaf rust was determined using a live pot method. Twenty wheat seeds were sown in each pot, and after emergence, 10 seedlings were selected and allowed to grow to the 2-leaf-1-heart stage for later use.

[0059] Fresh urediniospores of rust fungus produced on diseased leaves within 24 hours were washed off with a 0.1% Tween-80 aqueous solution and filtered through double-layered gauze to prepare a solution with a concentration of 1×10⁻⁶. 5 Prepare a suspension of cells / mL for later use.

[0060] The potted seedlings were sprayed evenly with the foliage. The leaves of the plants to be inoculated were sprayed with the respective treatment agents until moist, and inoculated 24 hours later. Each treatment consisted of one pot, with four replicates. A blank control was provided, containing no agents (but containing organic solvents and emulsifiers).

[0061] The sporangium suspension was evenly inoculated onto the leaves using an inoculation sprayer. After inoculation, the wheat seedlings were incubated in the dark with humidity for at least 12 hours at a temperature of 15°C. O C-20 O C. Then at 18 O C-22 O Cultivated in greenhouse C, with more than 12 hours of light per day.

[0062] Once the incidence rate in the blank control group reaches 80% or higher, a tiered survey of the incidence rate in each treatment will be conducted. The tiering method is as follows: Level 0: No spore-bearing mass; Level 1: The spore mass accounts for less than 5% of the total leaf area; Level 3: Spore masses occupy 5%-10% of the entire leaf area; Level 5: Spore masses occupy 10%-25% of the entire leaf area; Level 7: Spore masses account for 25%-50% of the total leaf area; Level 9: The spore mass accounts for more than 50% of the total leaf area.

[0063] Calculate the disease index and prevention efficacy using the following formulas. Table 2. Efficacy of the compositions of the present invention against wheat leaf rust. Table 2 clearly shows that the synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, has a higher actual control efficacy against wheat leaf rust than the control efficacy calculated by the Colby formula, i.e., there is a synergistic effect.

[0064] Experiment 3: Powdery mildew in cucumbers The technical grade compounds I and cyazofamid were dissolved in acetone to prepare single-agent stock solutions, which were then diluted with an aqueous solution containing 0.1% Tween-80 to the required concentration.

[0065] The fungicidal activity of the agent against cucumber powdery mildew was determined using the live pot method. Potted cucumber seedlings with uniform growth at the two-leaf stage were selected for use.

[0066] Fresh spores from diseased cucumber leaves were washed off with a 0.1% Tween-80 aqueous solution and filtered through double-layered gauze to obtain a concentration of 5×10⁻⁶. 5 ~6×10 5 Prepare a spore suspension of 1 spore per mL for later use.

[0067] The potted seedlings were sprayed evenly with the spray until the leaves were completely moistened. The solution was allowed to air dry naturally before inoculation 24 hours later. Four replicates were performed, with 10 pots per replicate and one seedling per pot. A blank control was also included, containing no pesticide (but containing organic solvents and emulsifiers).

[0068] The sporangium suspension was evenly sprayed onto cucumber leaves using an inoculation sprayer. After inoculation, the cucumber seedlings were moved to a greenhouse with a light intensity greater than 2000 lx for normal cultivation. An investigation was conducted 7 days later. Disease incidence was assessed for each treatment based on its severity. The grading method was as follows: Level 0: No disease; Grade 1: The area of ​​lesions accounts for less than 5% of the total leaf area; Grade 3: Lesions cover 6%-10% of the entire leaf area; Level 5: Lesions cover 11%-20% of the entire leaf area; Level 7: Lesions cover 21%-40% of the entire leaf area; Level 9: The lesion area accounts for more than 40% of the total leaf area.

[0069] Calculate the disease index and prevention efficacy using the following formulas. Table 3. The efficacy of the compositions of the present invention against cucumber powdery mildew. Table 3 clearly shows that the synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, has a higher actual control efficacy against cucumber powdery mildew than that calculated by the Colby formula, i.e., there is a synergistic effect.

[0070] Experiment 4: Cucumber downy mildew The technical grade compounds I and cyazofamid were dissolved in acetone to prepare single-agent stock solutions, which were then diluted with an aqueous solution containing 0.1% Tween-80 to the required concentration.

[0071] The fungicidal activity of the agent against cucumber downy mildew was determined using a live pot method. The cucumber variety was Xintai Mici, planted in pots with a vegetable growing substrate, and prepared for use when the cucumbers had 4-6 true leaves.

[0072] Take fresh cucumber leaves infected with downy mildew and transfer them to disease-free cucumber plants. After the leaves develop symptoms, collect the leaves while keeping them moist to produce fresh sporangia. o The sporangia were rinsed with distilled water (C), filtered through double-layered gauze, and the concentration of the sporangia suspension was 1×10⁻⁶. 5 4 per mL. o Store in C for later use.

[0073] The potted seedlings were sprayed evenly with the foliage. The leaves of the plants to be inoculated were sprayed with each treatment agent until moist, and inoculated 24 hours later. Four replicates were performed, with 10 pots per replicate and one seedling per pot. A blank control was also included, containing no treatment (containing organic solvents and emulsifiers).

[0074] The sporangium suspension was evenly sprayed onto the underside of the leaves using a glass sprayer. After inoculation, cucumber seedlings were cultured under alternating 12-hour light / dark cycles daily, at a temperature of 17℃-22℃ and a relative humidity above 90%. Based on the disease incidence in the blank control, the inoculated leaves were graded using the following grading method: Disease severity is determined by the proportion of leaf area covered by lesions.

[0075] Grade 0: No lesions or spots; Grade 1: The area of ​​lesions accounts for less than 5% of the total leaf area; Grade 3: Lesions cover 6%-10% of the total leaf area; Level 5: Lesions cover 11%-25% of the total leaf area. Level 7: Lesions cover 26%-50% of the total leaf area; Level 9: The lesion area accounts for more than 50% of the total leaf area.

[0076] Calculate the disease index and prevention efficacy using the following formulas. Table 4. Efficacy of the compositions of the present invention against cucumber downy mildew. Table 4 clearly shows that the synergistic fungicidal composition of the present invention, selected from fungicides containing pyridine amide compounds, has a higher actual control efficacy against cucumber downy mildew than the control efficacy calculated by the Colby formula, i.e., there is a synergistic effect.

Claims

1. A synergistic bactericidal composition selected from bactericides containing pyridine amide compounds, characterized in that, The active ingredient consists of compound I and cyazofamid, wherein the weight ratio of compound I to cyazofamid is 20:1 to 1:

50. 。 2. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 10:1 to 1:

40.

3. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 10:1 to 1:

30.

4. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 10:1 to 1:

20.

5. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 5:1 to 1:

20.

6. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 1:1 to 1:

20.

7. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The weight ratio of compound I to cypermethrin is 1:1 to 1:

10.

8. The synergistic bactericidal composition selected from bactericides containing pyridine amide compounds according to claim 1, characterized in that, The bactericidal composition further comprises fillers and / or surfactants.

9. The use of the synergistic fungicidal composition selected from fungicides containing pyridine amide compounds according to claim 1 for the prevention or control of plant pathogenic fungi, wherein the plant pathogenic fungi are cucumber anthracnose fungus, wheat leaf rust fungus, cucumber powdery mildew fungus, and downy mildew fungus.

10. The use of the synergistic fungicidal composition selected from fungicides containing pyridine amide compounds according to claim 1 for protecting seeds, roots and shoots of the resulting plants from invasion by harmful soil fungi, wherein the harmful fungi are cucumber anthracnose fungus, wheat leaf rust fungus, cucumber powdery mildew fungus, and downy mildew fungus.

11. A method for controlling plant pathogenic fungi, comprising applying the synergistic fungicidal composition of claim 1, selected from fungicides containing pyridine amide compounds, to plants, plant propagation materials, or soil before or after plant infection, wherein the plant pathogenic fungi are *Anthracnose fungus of cucumber*, *Leaf rust fungus of wheat*, *Powdery mildew fungus of cucumber*, or *Downy mildew fungus*.

12. The method of claim 11, wherein the synergistic bactericidal composition selected from bactericides containing pyridine amide compounds of claim 1 is applied at an amount of 50-500 g / ha of active ingredient.

13. The method of claim 11, wherein the synergistic fungicidal composition selected from fungicides containing pyridine amide compounds according to claim 1 is applied at an amount of 5-100 g of active ingredient per 100 kg of seeds.

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