TECHNICAL FIELD
The present invention relates to an agricultural/horticultural fungicidal composition. The present invention relates more specifically to an agricultural/horticultural fungicidal composition with excellent fungicidal activity and superior safety. The present application claims the priority of Japanese Patent Application No. 2021-080430, filed on May 11, 2021, the content of which is herein incorporated by reference.
BACKGROUND ART
For the cultivation of agricultural or horticultural crops, various compounds have been proposed that have disease control activity against crop diseases. To practically implement such compounds as agricultural/horticultural fungicides, the following is required including not only sufficiently high efficacy, but also hardly occurring drug resistance, occurrence of neither chemical damage to plants nor soil contamination, and low toxicity to livestock, fish, and other organisms.
WO 2019/022061 A describes an oxadiazol compound and an oxadiazol compound-containing fungicide for agricultural and horticultural use.
PRIOR ART DOCUMENTS
Patent Documents
- Patent Document 1: WO 2019/022061 A
SUMMARY OF THE INVENTION
Object to be Solved by the Invention
The present invention addresses the problem of providing an agricultural/horticultural fungicidal composition with better fungicidal activity and without any concern about chemical damage to useful plants.
Means to Solve the Object
As a result of intensive research to solve the above problem, the present invention, which encompasses the following items, has been completed.
Specifically, the present invention is as follows.
- [1] An agricultural/horticultural fungicidal composition comprising component (I) and component (II) as active ingredients, wherein the component (I) is at least one compound selected from a compound of the formula (I):
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and a salt thereof, wherein
- R1 each independently represents a hydrogen atom, a C1-6 alkyl group, or a C1-6 alkoxy group;
- R2 represents a C1-6 alkyl group, a C1-6 alkyl group having at least one G1, a C2-6 chained unsaturated hydrocarbon group, a C2-6 chained unsaturated hydrocarbon group having at least one G1, a C3-6 cycloalkyl group, a C3-6 cycloalkyl group having at least one G2, a C6-10 aryl group, a C6-10 aryl group having at least one G2, a 5- to 6-membered heterocyclyl group, or a 5- to 6-membered heterocyclyl group having at least one G2;
- G1 each independently represents a halogeno group, a hydroxyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C3-6 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl group having at least one g1, a 5- to 6-membered heterocyclyl group, a 5- to 6-membered heterocyclyl group having at least one g1, or a cyano group;
- G2 each independently represents a halogeno group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C3-6 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl group having at least one g1, a 5- to 6-membered heterocyclyl group, a 5- to 6-membered heterocyclyl group having at least one g1, a nitro group, or a cyano group;
- g1 each independently represents a halogeno group, a C1-6 alkyl group, a C1-6 haloalkyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a nitro group, or a cyano group;
- T1 represents a C1-2 alkylene group or a C1-6 alkylene group having at least one X4;
- T2 represents a C1-2 alkylene group or a C1-6 alkylene group having at least one X4; and
- X4 each independently represents a halogeno group or a C1-6 alkyl group, and
wherein the component (II) is a fungicide other than the component (I).
- [2] The agricultural/horticultural fungicidal composition according to [1], wherein the component (II) is at least one fungicide selected from the group consisting of the following:
- (A) Agents acting on nucleic acid synthesis and metabolism:
- A1) RNA polymerase I inhibitors
- benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, ofurace,
- A2) adenosine deaminase inhibitors
- bupirimate, dimethirimol, ethirimol,
- A3) DNA/RNA biosynthesis inhibitors
- hymexazole, octhilinone,
- A4) DNA topoisomerase type II inhibitors
- oxolinic acid,
- (B) Agents acting on cytoskeleton and motor proteins:
- B1) to B3) β-tubulin polymerization inhibitors
- benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, chlorfenazole, debacarb, trichlamide, zarilamid,
- B4) mitosis (point of action unknown) inhibitors
- pencycuron,
- B5) delocalization inhibitors of spectrin-like proteins
- fluopicolide, fluopimomide,
- B6) actin/myosin/fimbrin function inhibitors
- phenamacril, metrafenone, pyriofenone,
- (C) agents acting on respiration:
- C1) complex I: NADH oxidoreductase inhibitors diflumetorim, tolfenpyrad, fenazaquin,
- C2) complex II: succinate dehydrogenase inhibitors benodanil, flutolanil, mepronil, isofetamid, fluopyram, cyclobutrifluram, fenfuram, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, furametpyr, inpyrfluxam, isopyrazam, penflufen, penthiopyrad, sedaxane, isoflucypram, pydiflumetofen, boscalid, pyraziflumid, flubeneteram, furmecyclox,
- C3) complex III: cytochrome bc1 (ubiquinol oxidase) Qo site (cyt b gene) inhibitors
- azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, mandestrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, methyltetraprole,
- C4) complex III: cytochrome bc1 (ubiquinone reductase) Qi site inhibitors
- cyazofamid, amisulbrom, fenpicoxamid, florylpicoxamid, metarylpicoxamid,
- C5) deconjugation inhibitors of oxidative phosphorylation
- binapacryl, dinocap, meptyldinocap, fluazinam,
- C6) inhibitors of oxidative phosphorylation and ATP synthase
- fentin acetate, fentin chloride, fentin hydroxide,
- C7) ATP transport inhibitors
- silthiofam,
- C8) complex III: cytochrome bc1 (ubiquinone reductase) Qo site, stigmatellin-binding subsite inhibitors
- ametoctradin,
- (D) agents acting on amino acid and protein synthesis:
- D1) methionine biosynthesis (cgs gene) inhibitors cyprodinil, mepanipyrim, pyrimethanil,
- D2) protein synthesis (ribosomal translation termination step) inhibitors
- blasticidin S
- D3), D4) protein synthesis (ribosomal translation initiation step) inhibitors
- kasugamycin, kasugamycin hydrochloride, streptomycin,
- D5) protein synthesis (ribosomal polypeptide elongation step) inhibitors
- oxytetracycline
- (E) agents acting on signal transduction:
- E1) signal transduction (mechanism of action unknown) inhibitors
- quinoxyfen, proquinazid,
- E2) MAP/histidine kinase (os-2, HOG1) inhibitors in osmotic signal transduction
- fenpiclonil, fludioxonil,
- E3) MAP/histidine kinase (os-1, Daf1) inhibitors in osmotic signal transduction
- clozolinate, dimethachlone, iprodione, procymidone, vinclozolin,
- (F) agents acting on lipid biosynthesis or transport/cell membrane structure or function:
- F1) dicarboxyimide-based fungicides
- F2) phospholipid biosynthesis, methyltransferase inhibitors
- edifenphos, iprobenfos, pyrazophos, isoprothiolane,
- F3) cell peroxidation inhibitors
- biphenyl, chloroneb, dicloran, quintozene, tecnazene, tolclofos-methyl, etridiazole,
- F4) cell membrane permeability, fatty acid inhibitors
- iodocarb, propamocarb, propamocarb hydrochloride, prothiocarb,
- F5) carboxylic acid amide (CAA)-based fungicides
- F8) ergosterol binding inhibitors
- natamycin,
- F9) lipid homeostasis and transport/storage inhibitors
- oxathiapiprolin, fluoxapiprolin,
- (G) inhibitors of sterol biosynthesis in cell membrane
- G1) demethylase (erg11/cyp51) inhibitors at C14 position of sterol biosynthesis
- triforine, pyrifenox, pyrisoxazole, fenarimol, nuarimol, imazalil, oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, mefentrifluconazole, metconazole, myclobutanil, penconazole, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, fluoxytioconazole, furconazole, furconazole-cis, diniconazole-M,
- G2) A14-reductase and A8-A7-isomerase (erg24, erg2) inhibitors in sterol biosynthesis
- aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, buthiobate,
- G3) 3-keto reductase (erg27) inhibitors in C4-position demethylation of sterol biosynthetic system
- fenhexamid, fenpyrazamine,
- G4) squalene epoxidase (erg1) inhibitors of sterol biosynthesis system
- pyributicarb, naftifine, terbinafine,
- (H) cell wall biosynthesis inhibitors:
- H4) chitin synthase inhibitors
- polyoxin, polyoxorim,
- H5) cellulose synthase inhibitors
- dimethomorph, flumorph, pyrimorph, benthiavalicarb, iprovalicarb, valifenalate, mandipropamid,
- (I) cell wall melanin synthesis inhibitors:
- I1) reductase inhibitors in melanin biosynthesis
- fthalide, pyroquilon, tricyclazole,
- I2) dehydratase inhibitors in melanin biosynthesis
- carpropamid, diclocymet, fenoxanil,
- I3) polyketide synthase inhibitors in melanin biosynthesis
- tolprocarb,
- (P) agents acting to induce resistance in host plants:
- P01 to P03) agents involving salicylic acid signal transduction
- acibenzolar-S-methyl, probenazole, tiadinil, isotianil,
- P04) polysaccharide elicitors
- laminarin,
- P05) anthraquinone elicitors
- extract from Reynoutria sachalinensis,
- P06) microbial elicitors
- cell walls of Bacillus mycoides isolate J, Saccharomyces cerevisiae strain LAS117,
- P07) phosphonates
- fosetyl-A1 or phosphorous acids and salts thereof (including, potassium phosphite, calcium phosphite, aluminum phosphite, sodium phosphite),
- P08) agents involving salicylic acid signal transduction dichlobentiazox,
- (U) agents with unknown mechanism of action:
- cymoxanil, teclofthalam, triazoxide, flusulfamide, diclomezine, cyflufenamid, dodine, dodine free base, flutianil, ferimzone, tebufloquin, picarbutrazox, validamycin, bethoxazin, cyprofuram, flumetover, nitrothal-isopropyl, propamidine, ipflufenoquin, pyridachlometyl, pyrapropoyne, aminopyrifen, ipfentrifluconazole, quinofumelin, dipymetitrone, chloroinconazide, seboctylamine, flumetylsulforim, flufenoxadiazam,
- (M) agents with multiple action point contact activity:
- copper (different salts), basic copper sulfate, Bordeaux mixture, copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, cuprous oxide, oxine-copper, sulfur, lime sulfur, amobam, ferbam, mancozeb, maneb, metiram, propineb, thiram, zinc thiazole, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid; guazatine, guazatine acetates, iminoctadine, iminoctadine triacetate, iminoctadine trialbesilate, anilazine, dithianon,
- quinomethionate, fluoroimide, methasulfocarb, dazomet, cufraneb, mancopper, polycarbamate,
- (BM) biological pesticides/biological-derived pesticides with multiple mechanisms of action
- a) plant extracts:
- polypeptides (lectin), phenols, sesquiterpenes, triterpenoids, coumarins, terpene hydrocarbons, terpene alcohols, terpene phenols, extract from the cotyledons of lupine plantlets, extract from Swinglea glutinosa, extract from Melaleuca alternifolia (tea tree oil), plant oils (mixtures), eugenol, geraniol, thymol, alpha-pinene, alpha-terpinene, alpha-terpinol, alpha-terpinoline, gamma-terpinene, d-limonene, orange oil, linalool, menthol, ursolic acid, oleanolic acid, neem oil,
- b) microorganisms (microbial strains or their extracts or metabolites):
- fungi of the genus Trichoderma, including Trichoderma atroviride, Trichoderma asperellum, Trichoderma harzianum, or Trichoderma virens,
- fungi of the genus Gliocladium, including Gliocladium catenulatum,
- fungi of the genus Clonostachys, including Cronostachys rosea,
- fungi of the genus Coniothyrium, including Coniotylium minutans,
- fungi of the genus Talaromyces, including Talaromyces flavus, yeast of the genus Saccharomyces, including Saccharomyces cerevisiae,
- bacteria of the genus Bacillus, including Bacillus amyloliquefaciens, Bacillus subtilis, Bacillus simplex,
- bacteria of the genus Paenibacillus,
- bacteria of the genus Burkholderia,
- fungi of the genus Fusarium,
- bacteria of the genus Pseudomonas, including Pseudomonas chlororaphis, Pseudomonas fluorescens, Pseudomonas rhodesiae,
- bacteria of the genus Streptomyces, including Streptomyces griseovirides, Streptomyces lydicus,
- bacteria of the genus Agrobacterium, including Agrobacterium radiobacter,
- bacteria of the genus Erwinia, including non-pathogenic Erwinia carotovora,
- bacteria of the genus Variovorax, including Variovorax paradoxus,
- bacteria of the genus Lactobacillus, including Lactobacillus plantarum,
- c) other agents
- possible elicitors, including yeast or its extract, β-glucan, chitin or chitosan or their fragments, β-aminobutyric acid, 2,6-dichloroisonicotinic acid, salicylic acid or its derivatives, algae extract, algae extract (hydrolysate), jasmine flower extract, sodium alginate, oligosaccharides, trehalose, polysaccharides, lipids, lipopolysaccharides, fatty acids, glycolipids, glycoproteins, glycopeptides, proteins or peptides derived from plants and/or pathogenic microorganisms, or ergosterol, and
- (N) unclassified agents
- mineral oils, organic oils, inorganic salts, material of natural origin, potassium bicarbonate, sodium hydrogen carbonate, calcium carbonate, calcium hydroxide, potassium iodide, potassium phosphonates, chitosan hydrochloride, and urea.
- [3] The agricultural/horticultural fungicidal composition according to [1] or [2], wherein the component (II) is at least one component selected from the group consisting of azoxystrobin, ipflufenoquin, impyrfluxam, epoxiconazole, chlorothalonil, cyazofamid, difenoconazole, cyproconazole, tebuconazole, triflumizole, trifloxystrobin, bixafen, picoxystrobin, pyraclostrobin, fluazinam, fluxapyroxad, prothioconazole, florylpicoxamid, benzovindiflupyr, mancozeb, iminoctadine trialbesilate, cyflufenamid, cyprodinil, potassium bicarbonate, thiophanate-methyl, picarbutrazox, fludioxonil, metyltetraprole, mefentrifluconazole, copper sulfate, and metominostrobin.
- [4] The agricultural/horticultural fungicidal composition according to any one of [1] to [3], wherein the component (I) and the component (II) have a weight ratio of 1:1,000,000 to 1,000,000:1.
Effect of the Invention
An agricultural/horticultural fungicidal composition of the present invention has excellent disease control effects, causes no chemical damage to plant bodies, exerts less toxicity to humans, livestock, or fish, and less affects environment.
MODE OF CARRYING OUT THE INVENTION
An agricultural/horticultural fungicidal composition of the present invention is a composition comprising component (I) and component (II).
The agricultural/horticultural fungicidal composition of the present invention, of course, may be applied as a mixture of the component (I) and component (II). An aspect, in which component (I) and component (II) are not mixed, but each component is applied separately, is included.
The component (I) in the present invention is at least one compound selected from the group consisting of a compound of formula (I) and a salt thereof. This compound may be used as an agricultural/horticultural fungicide.
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- [wherein
- R1 each independently represents a hydrogen atom, a C1-6 alkyl group, or a C1-6 alkoxy group;
- R2 represents a C1-6 alkyl group, a C1-6 alkyl group having at least one G1, a C2-6 chained unsaturated hydrocarbon group, a C2-6 chained unsaturated hydrocarbon group having at least one G1, a C3-6 cycloalkyl group, a C3-6 cycloalkyl group having at least one G2, a C6-10 aryl group, a C6-10 aryl group having at least one G2, a 5- to 6-membered heterocyclyl group, or a 5- to 6-membered heterocyclyl group having at least one G2;
- G1 each independently represents a halogeno group, a hydroxyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C3-6 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl group having at least one g1, a 5- to 6-membered heterocyclyl group, a 5- to 6-membered heterocyclyl group having at least one g1, or a cyano group;
- G2 each independently represents a halogeno group, a C1-6 alkyl group, a C1-6 haloalkyl group, a hydroxyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C3-6 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl group having at least one g1, a 5- to 6-membered heterocyclyl group, a 5- to 6-membered heterocyclyl group having at least one g1, a nitro group, or a cyano group;
- g1 each independently represents a halogeno group, a C1-6 alkyl group, a C1-6 haloalkyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a nitro group, or a cyano group;
- T1 represents a C1-2 alkylene group or a C1-6 alkylene group having at least one X4;
- T2 represents a C1-2 alkylene group or a C1-6 alkylene group having at least one X4; and
- X4 substituents each independently represent a halogeno group or a C1-6 alkyl group.]
Here, each term used herein will be described.
The term “C1-6 alkyl group” means a linear or branched C1-6 saturated hydrocarbon group.
Specifically a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an s-butyl group, an i-butyl group, a t-butyl group, an n-pentyl group, or an n-hexyl group or the like may be exemplified.
The term “C2-6 chained unsaturated hydrocarbon group” means a linear or branched C2-6 hydrocarbon group containing at least one double or triple bond. Examples include, in addition to a “C2-6 alkenyl group” or a “C2-6 alkynyl group”, those having two or more double or triple bonds, such as a butadienyl group, a butadiynyl group, a pentadienyl group, or a pentadiynyl group.
The term “C2-6 alkenyl group” means a linear or branched C2-6 hydrocarbon group containing one double bond.
Specifically, a vinyl group, a 1-propenyl group, a 2-propenyl group (allyl group), a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-methyl-2-propenyl group, or a 2-methyl-2-propenyl group or the like may be exemplified.
The term “C2-6 alkynyl group” means a linear or branched C2-6 hydrocarbon group containing one triple bond.
Specifically, an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, or a 1-methyl-2-propynyl group or the like may be exemplified.
The term “C3-6 cycloalkyl group” means a C3-6 saturated monocyclic hydrocarbon group (also called monocyclic carbon ring group) with carbon atoms arranged in a ring.
Specifically, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, or a cyclohexyl group or the like may be exemplified.
The term “C6-10 aryl group” means a C6-10 monocyclic or bicyclic hydrocarbon group having carbon atoms arranged in a ring and at least one aromatic ring. The term is also called an aromatic group.
Specifically, a phenyl group or a naphthyl group or the like may be exemplified.
The term “5- to 6-membered heterocyclyl group” means a cyclic group consisting of 5 to 6 ring atoms and a saturated or partially unsaturated 5- to 6-membered heterocyclyl group in which 1 to 4 of the ring atoms have heteroatoms each independently selected from nitrogen, oxygen, or sulfur, or a cyclic group consisting of 5 to 6 ring atoms and a 5- to 6-membered heteroaryl group in which 1 to 4 of the ring atoms have heteroatoms each independently selected from nitrogen, oxygen, or sulfur.
Specifically, as the 5-membered saturated heterocyclyl group, a pyrrolidinyl group, a tetrahydrofuranyl group, or a thiazolidinyl group or the like may be exemplified.
As the 6-membered saturated heterocyclyl group, a piperidyl group, a piperazinyl group, a morpholinyl group, a tetrahydropyranyl group, a dioxolanyl group, or a dioxanyl group or the like may be exemplified.
As the 5-membered heteroaryl group, a pyrrolyl group, a furyl group, a thienyl group, an imidazolyl group, a pyrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a triazolyl group, an oxadiazolyl group, a thiadiazolyl group, or a tetrazolyl group or the like may be exemplified.
As the 6-membered heteroaryl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, or a triazinyl group or the like may be exemplified.
As the 5-membered partially unsaturated heterocyclic group, a pyrrolinyl group, a dihydrofuranyl group, an imidazolinyl group, a pyrazolinyl group, an oxazolinyl group, or an isoxazolinyl group or the like may be exemplified.
As the 6-membered partially unsaturated heterocyclic group, a dihydropyranyl group or the like may be exemplified.
The term “halogeno group” means a fluoro group, a chloro group, a bromo group, or an iodo group.
The term “C1-6 alkoxy group” means a group formed by bonding a C1-6 alkyl group and a hydroxyl group.
Specifically, a methoxy group, an ethoxy group, an n-propoxy group, an i-propoxy group, an n-butoxy group, an s-butoxy group, an i-butoxy group, or a t-butoxy group or the like may be exemplified.
The term “C1-6 alkylthio group” means a group formed by bonding a C1-6 alkyl group and a thiol group.
Specifically, a methylthio group, an ethylthio group, an n-propylthio group, an i-propylthio group, an n-butylthio group, an i-butylthio group, an s-butylthio group, or a t-butylthio group or the like may be exemplified.
The term “C1-6 alkylsulfinyl group” means a group formed by bonding a C1-6 alkyl group and a sulfinyl group.
Specifically, a methyl sulfinyl group, an ethyl sulfinyl group, or a t-butyl sulfinyl group or the like may be exemplified.
The term “C1-6 alkylsulfonyl group” means a group formed by bonding a C1-6 alkyl group and a sulfonyl group.
Specifically, a methyl sulfonyl group, an ethyl sulfonyl group, or a t-butyl sulfonyl group or the like may be exemplified.
The term “C1-6 haloalkyl group” means a halogeno-substituted C1-6 alkyl group.
Specifically, a chloromethyl group, a chloroethyl group, a difluoromethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a 1-fluoro-n-butyl group, or a perfluoro-n-pentyl group or the like may be exemplified.
The term “C1-6 haloalkoxy group” means a halogeno-substituted C1-6 alkoxy group.
Specifically, a trifluoromethoxy group, a 2-chloro-n-propoxy group, a 2,3-dichlorobutoxy group, or a 2,2,2-trifluoroethoxy group or the like may be exemplified.
The term “C1-2 alkylene group” means a divalent C1-2 alkyl group.
Specifically, a methylene group, a dimethylene group or the like may be exemplified.
The term “C1-6 alkylene group” means a divalent C1-6 alkyl group.
Specifically, in addition to the above methylene or dimethylene group, a trimethylene group or a tetramethylene group or the like may be exemplified.
A salt of a compound of formula (I) is not particularly limited as long as the salt is agriculturally or horticulturally acceptable. For example, a salt of an inorganic acid (e.g., hydrochloric acid, sulfuric acid); a salt of an organic acid (e.g., acetic acid, lactic acid); a salt of an alkali metal (e.g., lithium, sodium, potassium); a salt of an alkali earth metal (e.g., calcium, magnesium); a salt of a transition metal (e.g., iron, copper); a salt of an organic base (e.g., triethylamine, tributylamine, pyridine, hydrazine); or ammonium.
Specific examples of the compound of formula (I) or the salt thereof include those listed in WO2019/022061, and they may be produced by known methods, such as the method described in the above publication.
The compounds listed in Table 1 below are particularly preferable examples.
TABLE 1
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Compound No.
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Compound 1
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Compound 2
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Compound 3
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Compound 4
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Compound 5
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Compound 6
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Compound 7
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Compound 8
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Compound 9
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Compound 10
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Compound 11
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Compound 12
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The component (II) used in combination with the component (I) in the present invention is, for instance, a compound (fungicide) that has fungicidal activity and is other than formula (I). The component (II) may also be any of a compound with insecticidal activity (insecticide), a compound with acaricidal activity (acaricide), a compound with herbicidal activity (herbicide), a compound with plant growth regulating activity (plant growth regulator), a fertilizer, or a compound with chemical damage reducing activity (chemical damage reducer) The component (II) may be at least one compound, and two or more compounds may be selected and used in combination.
The fungicide that may be used as the component (II) and the amount thereof are not particularly limited as long as its fungicidal effects can be exerted.
As the fungicide that may be used as the component (II), each compound listed on the FRAC (Fungicide Resistance Action Committee) website (https://www.frac.info/), or an agriculturally acceptable salt or derivative thereof may be exemplified.
Specific examples may include each compound selected from the following groups.
Fungicide:
- (A) Agents acting on nucleic acid synthesis and metabolism:
- A1) RNA polymerase I inhibitors
- benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, ofurace,
- A2) adenosine deaminase inhibitors
- bupirimate, dimethirimol, ethirimol,
- A3) DNA/RNA biosynthesis inhibitors
- hymexazole, octhilinone,
- A4) DNA topoisomerase type II inhibitors
- oxolinic acid.
- (B) Agents acting on cytoskeleton and motor proteins:
- B1) to B3) β-tubulin polymerization inhibitors
- benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, chlorfenazole, debacarb, trichlamide, zarilamid,
- B4) mitosis (point of action unknown) inhibitors
- pencycuron,
- B5) delocalization inhibitors of spectrin-like proteins
- fluopicolide, fluopimomide,
- B6) actin/myosin/fimbrin function inhibitors
- phenamacril, metrafenone, pyriofenone.
- (C) Agents acting on respiration:
- C1) complex I: NADH oxidoreductase inhibitors
- diflumetorim, tolfenpyrad, fenazaquin,
- C2) complex II: succinate dehydrogenase inhibitors
- benodanil, flutolanil, mepronil, isofetamid, fluopyram, cyclobutrifluram, fenfuram, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, furametpyr, inpyrfluxam, isopyrazam, penflufen, penthiopyrad, sedaxane, isoflucypram, pydiflumetofen, boscalid, pyraziflumid, flubeneteram, furmecyclox,
- C3) complex III: cytochrome bc1 (ubiquinol oxidase) Qo site (cyt b gene) inhibitors
- azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, mandestrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, methyltetraprole,
- C4) complex III: cytochrome bc1 (ubiquinone reductase) Qi site inhibitors
- cyazofamid, amisulbrom, fenpicoxamid, florylpicoxamid, metarylpicoxamid,
- C5) deconjugation inhibitors of oxidative phosphorylation
- binapacryl, dinocap, meptyldinocap, fluazinam,
- C6) inhibitors of oxidative phosphorylation and ATP synthase
- fentin acetate, fentin chloride, fentin hydroxide,
- C7) ATP transport inhibitors
- silthiofam,
- C8) complex III: cytochrome bc1 (ubiquinone reductase) Qo site, stigmatellin-binding subsite inhibitors
- ametoctradin.
- (D) Agents acting on amino acid and protein synthesis:
- D1) methionine biosynthesis (cgs gene) inhibitors
- cyprodinil, mepanipyrim, pyrimethanil,
- D2) protein synthesis (ribosomal translation termination step) inhibitors
- blasticidin-S,
- D3), D4) protein synthesis (ribosomal translation initiation step) inhibitors
- kasugamycin, kasugamycin hydrochloride, streptomycin,
- D5) protein synthesis (ribosomal polypeptide elongation step) inhibitors
- oxytetracycline.
- (E) Agents acting on signal transduction:
- E1) signal transduction (mechanism of action unknown) inhibitors
- quinoxyfen, proquinazid,
- E2) MAP/histidine kinase (os-2, HOG1) inhibitors in osmotic signal transduction
- fenpiclonil, fludioxonil,
- E3) MAP/histidine kinase (os-1, Daf1) inhibitors in osmotic signal transduction
- clozolinate, dimethachlone, iprodione, procymidone, vinclozolin.
- (F) Agents acting on lipid biosynthesis or transport/cell membrane structure or function:
- F1) dicarboxyimide-based fungicides
- F2) phospholipid biosynthesis, methyltransferase inhibitors
- edifenphos, iprobenfos, pyrazophos, isoprothiolane,
- F3) cell peroxidation inhibitors
- biphenyl, chloroneb, dicloran, quintozene, tecnazene, tolclofos-methyl, etridiazole,
- F4) cell membrane permeability, fatty acid inhibitors
- iodocarb, propamocarb, propamocarb hydrochloride, prothiocarb,
- F5) carboxylic acid amide (CAA)-based fungicides
- F8) ergosterol binding inhibitors
- natamycin,
- F9) lipid homeostasis and transport/storage inhibitors
- oxathiapiprolin, fluoxapiprolin.
- (G) Inhibitors of sterol biosynthesis in cell membrane
- G1) demethylase (erg11/cyp51) inhibitors at C14 position of sterol biosynthesis
- triforine, pyrifenox, pyrisoxazole, fenarimol, nuarimol, imazalil, oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, etaconazole, fenbuconazole (enbuconazole), fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, mefentrifluconazole, metconazole, myclobutanil, penconazole, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, fluoxytioconazole, furconazole, furconazole-cis, diniconazole-M,
- G2) Δ14-reductase and Δ8→Δ7-isomerase (erg24, erg2) inhibitors in sterol biosynthesis
- aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, buthiobate,
- G3) 3-keto reductase (erg27) inhibitors in C4-position demethylation of sterol biosynthetic system
- fenhexamid, fenpyrazamine,
- G4) squalene epoxidase (erg1) inhibitors of sterol biosynthesis system
- pyributicarb, naftifine, terbinafine.
- (H) Cell wall biosynthesis inhibitors:
- H4) chitin synthase inhibitors
- polyoxin, polyoxorim,
- H5) cellulose synthase inhibitors
- dimethomorph, flumorph, pyrimorph, benthiavalicarb, iprovalicarb, valifenalate, mandipropamid.
- (I) Cell wall melanin synthesis inhibitors:
- I1) reductase inhibitors in melanin biosynthesis
- fthalide, pyroquilon, tricyclazole,
- I2) dehydratase inhibitors in melanin biosynthesis
- carpropamid, diclocymet, fenoxanil,
- I3) polyketide synthase inhibitors in melanin biosynthesis
- tolprocarb.
- (P) Agents acting to induce resistance in host plants:
- P01 to P03) agents involving salicylic acid signal transduction
- acibenzolar-S-methyl, probenazole, tiadinil, isotianil,
- P04) polysaccharide elicitors
- laminarin,
- P05) anthraquinone elicitors
- extract from Reynoutria sachalinensis,
- P06) microbial elicitors
- cell walls of Bacillus mycoides isolate J, Saccharomyces cerevisiae strain LAS117,
- P07) phosphonates
- fosetyl-A1 or phosphorous acids and salts such as phosphorous acid or calcium phosphite, aluminum phosphite, sodium phosphite, disodium phosphonate,
- P08) agents involving salicylic acid signal transduction
- dichlobentiazox.
- (U) Agents with unknown mechanism of action:
- cymoxanil, teclofthalam, triazoxide, flusulfamide, diclomezine, cyflufenamid, dodine, dodine free base, flutianil, ferimzone, tebufloquin, picarbutrazox, validamycin, bethoxazin, cyprofuram, flumetover, nitrothal-isopropyl, propamidine, ipflufenoquin, pyridachlometyl, pyrapropoyne, aminopyrifen, ipfentrifluconazole, quinofumelin, dipymetitrone, chloroinconazide, seboctylamine, flumetylsulforim, flufenoxadiazam.
- (M) Agents with multiple action point contact activity:
- copper (different salts), basic copper sulfate, Bordeaux mixture, copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, cuprous oxide, oxine-copper, sulfur, lime sulfur, amobam, ferbam, mancozeb, maneb, metiram, propineb, thiram, zinc thiazole, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid; guazatine, guazatine acetates, iminoctadine, iminoctadine triacetate, iminoctadine trialbesilate, anilazine, dithianon, chinomethionat/quinomethionate, fluoroimide, methasulfocarb, dazomet, cufraneb, mancopper, polycarbamate.
- (BM) Biological pesticides/biological-derived pesticides with multiple mechanisms of action
- a) plant extracts:
- polypeptides (lectin), phenols, sesquiterpenes, triterpenoids, coumarins, terpene hydrocarbons, terpene alcohols, terpene phenols, extract from the cotyledons of lupine plantlets, extract from Swinglea glutinosa, extract from Melaleuca alternifolia (tea tree oil), plant oils (mixtures), eugenol, geraniol, thymol, alpha-pinene, alpha-terpinene, alpha-terpinol, alpha-terpinoline, gamma-terpinene, d-limonene, orange oil, linalool, menthol, ursolic acid, oleanolic acid, neem oil,
- b) microorganisms (microbial strains or their extracts or metabolites):
- fungi of the genus Trichoderma (Trichoderma spp.) such as Trichoderma atroviride strain 1-1237, Trichoderma atroviride strain LU132, Trichoderma atroviride strain SC1, Trichoderma atroviride strain SKT-1, Trichoderma atroviride strain 77B; Trichoderma asperellum strain T34, Trichoderma asperellum strain kd; Trichoderma harzianum strain T-22; Trichoderma virens strain G-41,
- fungi of the genus Gliocladium (Gliocladium spp.) such as Gliocladium catenulatum strain J1446,
- fungi of the genus Clonostachys (Clonostachys spp.) such as Clonostachys rosea strain CR-7,
- fungi of the genus Coniothyrium (Coniothyrium spp.) such as Coniothyrium minitans strain CON/M/91-08,
- fungi of the genus Talaromyces (Talaromyces spp.) such as Talaromyces flavus strain SAY-Y-94-01,
- yeast of the genus Saccharomyces (Saccharomyces spp.) such as Saccharomyces cerevisiae strain LAS02,
- bacteria of the genus Bacillus (Bacillus spp.) such as Bacillus amyloliquefaciens strain QST713, Bacillus amyloliquefaciens strain FZB24, Bacillus amyloliquefaciens strain MBI600, Bacillus amyloliquefaciens strain D747, Bacillus amyloliquefaciens strain F727, Bacillus amyloliquefaciens strain AT-332, Bacillus subtilis strain AFS032321, Bacillus subtilis strain Y1336, Bacillus subtilis strain HAI-0404, Bacillus simplex,
- bacteria of the genus Paenibacillus (Paenibacillus spp.),
- bacteria of the genus Burkholderia (Burkholderia spp.),
- fungi of the genus Fusarium (Fusarium spp.),
- bacteria of the genus Pseudomonas (Pseudomonas spp.) such as Pseudomonas chlororaphis strain AFS009, Pseudomonas fluorescens, Pseudomonas rhodesiae HAI-0804,
- bacteria of the genus Streptomyces (Streptomyces spp.) such as Streptomyces griseovirides strain K61, Streptomyces lydicus strain WYEC108,
- bacteria of the genus Agrobacterium (Agrobacterium spp.) such as Agrobacterium radiobacter,
- bacteria of the genus Erwinia (Erwinia spp.) such as non-pathogenic Erwinia carotovora subsp. carotovora,
- bacteria of the genus Varioborax (Variovorax spp.) such as Variovorax paradoxus,
- bacteria of the genus Lactobacillus (Lactobacillus spp.) such as Lactobacillus plantarum,
- c) other agents
- possible elicitors, such as yeast or its extract, β-glucan, chitin or chitosan or their fragments, β-aminobutyric acid, 2,6-dichloroisonicotinic acid, salicylic acid or its derivatives, algae extract, algae extract (hydrolysate), jasmine flower extract, sodium alginate, oligosaccharides, trehalose, polysaccharides, lipids, lipopolysaccharides, fatty acids, glycolipids, glycoproteins, glycopeptides, proteins or peptides derived from plants and/or pathogenic microorganisms, or ergosterol.
- (N) Unclassified agents
- mineral oils, organic oils, inorganic salts, material of biological origin, potassium bicarbonate, sodium hydrogen carbonate, calcium carbonate, calcium hydroxide, potassium iodide, potassium phosphonates, chitosan hydrochloride, urea.
The component (II) may be an insecticide or acaricide. As preferable the insecticide or acaricide that may be used as the component (II),
- each compound listed on the IRAC (Insecticide Resistance Action Committee) website (https://irac-online.org/), or an agriculturally acceptable salt or derivative thereof may be exemplified.
Specific examples may include each compound selected from the following groups.
Insecticides and Acaricides:
- (1A) Acetylcholinesterase (AChE) inhibitors (carbamate-based ones):
- alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb, aldoxycarb, allyxycarb, aminocarb, bufencarb, cloethocarb, fenothiocarb, promecarb.
- (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorous-based ones):
- acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos (DDVP), dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl O-(methoxyaminothio-phosphoryl)salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, bromophos-e, cyanofenphos, demeton-S-methylsulfone, dialifos, dichlofenthion, dioxabenzofos, etrimfos, fensulfothion, fonofos, formothion, iodofenphos, isazofos, isocarbofos, methacrifos, phosphocarb, pirimiphos-ethyl (pirimiphos-e), propaphos, prothoate, sulprofos.
- (2) GABAergic chloride ion (chlorine ion) channel blockers:
- chlordane, endosulfan, ethiprole, fipronil, acetoprole, camphechlor, dienochlor, heptachlor, pyrafluprole, pyriprole, flufiprole.
- (3A) Sodium channel modulators (pyrethroid-based ones):
- acrinathrin, allethrin, d-cis-trans-allethrin, d-trans-allethrin, bifenthrin, bioallethrin, bioallethrin-S-cyclopentenyl-isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin[(1R)-trans-isomers], deltamethrin, empenthrin[(EZ)-(1R)-isomers], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenothrin[(1R)-trans-isomer], prallethrin, pyrethrins, resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin[(1R)-isomers], tralomethrin, transfluthrin, kappa-bifenthrin, biopermethrin, chloroprallethrin, dimefluthrin, fenfluthrin, fenpirithrin, flufenprox, heptafluthrin, meperfluthrin, epsilon-metofluthrin, momfluorothrin, epsilon-momfluorothrin, trans-permethrin, profluthrin, protrifenbute, kappa-tefluthrin, terallethrin, tetramethylfluthrin, bioethanomethrin.
- (3B) Sodium channel modulators (DDT compounds):
- DDT, methoxychlor.
- (4) Nicotinergic acetylcholine receptor (nAChR) competitive modulators:
- acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, nicotine, sulfoxaflor, flupyradifurone, triflumezopyrim, nithiazine, dicloromezotiaz, flupyrimin.
- (5) Nicotinergic acetylcholine receptor (nAChR) allosteric modulators:
- spinetoram, spinosad.
- (6) Glutamatergic chloride ion (chlorine ion) channel (GluCl) allosteric modulators:
- abamectin, emamectin, emamectin-benzoate, lepimectin, milbemectin, doramectin, eprinomectin, ivermectin, moxidectin, selamectin.
- (7) Juvenile hormone analogues:
- hydroprene, kinoprene, methoprene, fenoxycarb, pyriproxifen, diofenolan, epofenonane, triprene.
- (8) Other nonspecific (multi-site) inhibitors:
- alkyl halides (e.g., methyl bromide), chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam, metam potassium, metam sodium.
- (9) String organ TRPV channel modulators:
- pymetrozine, pyrifluquinazon, afidopyropen.
- (10) Mite growth inhibitors:
- clofentezine, diflovidazin, hexythiazox, etoxazole.
(11) Microbially derived insect enteric membrane disruptors:
- B.t. subsp. israelensis, B.t. subsp. aizawai, B.t. subsp. kurstaki, B.t. subsp. tenebrionis, B.t. crop proteins (e.g., Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Abl/Cry35Abl), Bacillus sphaericus.
- Note: “B.t.” refers to Bacillus thuringiensis, and “B.t. crop proteins” refers to proteins produced in crops in which genes for toxin proteins (e.g., Cry1Ab) produced by B.t. (Bacillus thuringiensis) have been integrated.
- (12) Mitochondrial ATP synthase inhibitors:
- diafenthiuron, azocyclotin, cyhexatin, fenbutatin-oxide, propargite, tetradifon.
- (13) Oxidative phosphorylation deconjugation agents that disturb the proton gradient:
- chlorfenapyr, DNOC (4,6-dinitro-o-cresol), sulfluramid, binapacryl, dinobuton, dinocap.
- (14) Nicotinergic acetylcholine receptor (nAChR) channel blockers:
- bensultap, cartap hydrochloride, thiocyclam, thiosultap-sodium.
- (15) Chitin biosynthesis inhibitors, type 0:
- bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, fluazuron.
- (16) Chitin biosynthesis inhibitors, type 1:
- buprofezin.
- (17) Ecdysis inhibitors
- cyromazine.
- (18) Ecdysis hormone (ecdysone) receptor agonists:
- chromafenozide, halofenozid, methoxyfenozide, tebufenozide.
- (19) Octopamine receptor agonists:
- amitraz, chlordimeform.
- (20) Mitochondrial electron transfer complex III Inhibitors:
- hydramethylnon, acequinocyl, fluacrypyrim, bifenazate.
- (21) Mitochondrial electron transfer complex I Inhibitors (METI):
- fenazaquin, fenpyroximate, pyridaben, pyrimidifen, tebufenpyrad, tolfenpyrad, rotenone.
- (22) Potential-dependent sodium channel blockers:
- indoxacarb, metaflumizone.
- (23) Acetyl CoA carboxylase inhibitors:
- spirodiclofen, spiromesifen, spirotetramat, spiropidion.
- (24) Mitochondrial electron transfer complex IV Inhibitors:
- A1-phosphide, Ca-phosphide, Zn-phosphide, phosphine, calcium cyanide (Ca-cyanide), sodium cyanide (Na-cyanide), potassium cyanide (K-cyanide).
- (25) Mitochondrial electron transfer complex II Inhibitors:
- cyenopyrafen, cyflumetofen, pyflubumide.
- (26) Ryanodine receptor modulators:
- chlorantraniliprole, cyantraniliprole, cyclaniliprole, flubendiamide, cyhalodiamide, tetrachlorantraniliprole, tetraniliprole.
- (27) String organ modulators (target site unspecified):
- flonicamid.
- (28) GABAergic chloride ion (chlorine ion) channel allosteric modulators:
- broflanilide, fluxametamide, isocycloseram, afoxolaner, fluralaner, lotilaner, sarolaner.
- (29) Agents with unknown mechanism of action (UN):
- azadirachtin, benzoximate, bromopropylate, chinomethionat/quinomethionate, dicofol, lime sulfur, mancozeb, pyridalyl, sulfur.
- (30) Other insecticides and acaricides:
- acynonapyr, amidoflumet, benzomate, benzpyrimoxan, chlorobenzilate, dicyclanil, fenoxacrim, fentrifanil, flometoquin, flubenzimine, flufenzine, fluhexafon, fluopyram, metaflumizone, metoxadiazone, oxazosulfyl, tetrasul, triarathene, tyclopyrazoflor.
The component (II) may be a herbicide. As the herbicide that may be used as the component (II),
- each compound listed on the HRAC (Herbicide Resistance Action Committee) website (https://hracglobal.com/), or an agriculturally acceptable salt or derivative thereof may be exemplified.
Specific examples may include each compound selected from the following groups.
Herbicides:
- (1) Herbicides belonging to the group of acetyl CoA carboxylase (ACCase) inhibitors:
- clodinafop-propargyl, clofop, cyhalofop-butyl, diclofop-methyl, fenoxaprop-ethyl, fenthiaprop, fluazifop-butyl, haloxyfop-methyl, isoxapyrifop, metamifop, quizalofop-ethyl, alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, pinoxaden, propaquizafop, fluazifop.
- (2) Herbicides belonging to the group of acetolactate synthase (ALS) inhibitors (acetohydroxy acid synthase (AHAS) inhibitors):
- imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, bispyribac-sodium, pyribenzoxim (prodrug of bispyribac), pyriftalid, pyriminobac-methyl, pyrithiobac-sodium, pyrimisulfan, triafamone, amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron-methyl-Na, foramsulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron-methyl-Na, mesosulfuron-methyl, metazosulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, trifloxysulfuron-Na, triflusulfuron-methyl, tritosulfuron, flucarbazone, flucarbazone-Na, propoxycarbazone-Na, thiencarbazone-methyl, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, iodosulfuron-methyl, monosulfuron-methyl, iofensulfuron, metosulfam, mesosulfuron, trifloxysulfuron.
- (3) Herbicides belonging to the group of microtubule polymerization inhibitors:
- propyzamide=pronamide, tetrachlorothiophene (TCTP), chlorthal-dimethyl (DCPA), benefin=benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, isopropalin, nitralin, oryzalin, pendimethalin, prodiamine, profluralin, trifluralin, butamifos, DMPA, dithiopyr, thiazopyr, chlorthal.
- (4) Herbicides belonging to the group of indoleacetic acid-like activators (synthetic auxin):
- chloramben, MDBA (dicamba), TCBA (2,3,8-TBA) (TBA), benazolin-ethyl, 2,4,5-T, 2,4-PA (2,4-D), 2,4-DB, 2,4-D 2-ethylhexyl ester, 2,4-D amine, clomeprop, dichlorprop, fenoprop, MCPA, MCPB, MCPP (Mecoprop), chlorfenac=fenac, chlorfenprop, aminopyralid, clopyralid, florpyrauxifen, halauxifen, halauxifen-methyl, picloram, fluroxypyr, triclopyr, aminocyclopyrachlor, quinclorac, quinmerac, chlorflurenol, chlorflurenol-methyl, benazolin.
- (5) Herbicides belonging to the group of photosynthesis (photosystem II) inhibitors—serine 264 binders: chloranocryl=dicryl, CMMP (pentanochlor), DCPA (propanil), chlorprocarb, desmedipham, phenisopham, phenmedipham, brompyrazon, PAC (=chloridazon (=pyrazon)), ametryne, atraton, atrazine, aziprotryne=aziprotryn, chlorazine, CP 17029, cyanazine, cyprazine, desmetryne, dimethametryn, dipropetryn, eglinazine-ethyl, ipazine, methoprotryne=methoprotryn, procyazine, proglinazine-ethyl, prometon, prometryne, propazine, sebuthylazine, secbumeton, CAT (simazine), simetryne, terbumeton, terbuthylazine, terbutryne, trietazine, ethiozin, hexazinone, isomethiozin, metamitron, metribuzin, amicarbazone, bromacil, isocil, lenacil, terbacil, benzthiazuron, bromuron, buturon, chlorbromuron, chlorotoluron, chloroxuron, difenoxuron, dimefuron, DCMU (diuron), ethidimuron, fenuron, fluometuron, fluothiuron, isoproturon, isouron, linuron, methabenzthiazuron, metobenzuron, metobromuron, metoxuron, monolinuron, CMU (monuron), neburon, parafluron, siduron, tebuthiuron, thiazafluron, cypromid, cybutryne, karbutilate.
- (6) Herbicides belonging to the group of photosynthesis (photosystem II) inhibitors—histidine 215 binders:
- bentazon, bromofenoxim, bromoxynil, ioxynil, pyridate, pyridafol.
- (7) Herbicides belonging to the group of 5-enolpyruvylshikimic acid-3-phosphate (EPSP) synthase inhibitors:
- glyphosate.
- (8) Herbicides belonging to the group of glutamine synthase inhibitors:
- bialaphos/bilanafos, glufosinate-ammonium, glufosinate.
- (9) Herbicides belonging to the group of chlorosis:carotenoid biosynthetic pathway phytoene desaturase (PDS) inhibitors:
- fluridone, flurtamone, flurochloridone, norflurazon, beflubutamid, diflufenican, picolinafen, metflurazon.
- (10) Herbicide belonging to the group of chlorosis: 1-deoxy-D-xylulose-5-phosphate (DOXP) synthase inhibitors:
- bixlozone, clomazone.
- (11) Herbicides belonging to the group of protoporphyrinogen oxidase (PPO) inhibitors:
- acifluorfen, bifenox, chlomethoxyfen, CNP (chlornitrofen), fluorodifen, fluoroglycofen-ethyl, CFNP (fluoronitrofen), fomesafen, lactofen, NIP (nitrofen), oxyfluorfen, butafenacil, chlorphthalim, cinidon-ethyl, flumiclorac-pentyl, flumioxazin, flumipropyn, fluthiacet-methyl, pentoxazone, saflufenacil, tiafenacil, trifludimoxazin, oxadiargyl, oxadiazon, azafenidin, carfentrazone-ethyl, sulfentrazone, pyraclonil, pyraflufen-ethyl, epyrifenacil, halosafen, ethoxyfen-ethyl, thidiazimin, benzfendizone, profluazol, flufenpyr-ethyl, bencarbazone.
- (12) Herbicides belonging to the group of very long chain fatty acid synthesis (VLCFAs) inhibitors:
- cafenstrol, fentrazamide, ipfencarbazone, benfuresate, ethofumesate, fenoxasulfone, pyroxasulfone, indanofan, tridiphane, butylate, hexylthiocarbam (cycloate), dimepiperate, EPTC, esprocarb, molinate, orbencarb, pebulate, prosulfocarb, thiobencarb (=benthiocarb), tiocarbazil, tri-allate, vernolate, acetochlor, alachlor, CDAA (Allidochlor=CDAA), butachlor, butenachlor, delachlor, diethatyl-ethyl, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pethoxamid, pretilachlor, propachlor, propisochlor, prynachlor, thenylchlor, flufenacet, mefenacet, anilofos, piperophos, diallate, dimesulfazet.
- (13) Herbicides belonging to the group of DHP (dihydropteroic acid) synthase inhibitors:
- asulam.
- (14) Herbicides belonging to the group of auxin transfer inhibitors:
- diflufenzopyr-sodium, NPA (naptalam), diflufenzopyr.
- (15) Herbicides belonging to the group of photosystem I electron conversion agents:
- cyperquat, diquat, morfamquat, paraquat.
- (16) Herbicides belonging to the group of mitotic/microtubule formation inhibitors:
- barban, carbetamide, chlorbufam, IPC (chlorpropham), propham, swep.
- (17) Herbicides belonging to the group of uncoupling (membrane-disrupting) agents:
- dinosam, DNBP (dinoseb), dinoterb, DNOC, etinofen, medinoterb.
- (18) Herbicides belonging to the group of chlorosis:4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitors:
- isoxaflutole, benzofenap, pyrasulfotole, pyrazolynate, pyrazoxyfen, tolpyralate, topramezone, bicyclopyrone, fenquinotrione, mesotrione, sulcotrione, tefuryltrione, tembotrione, benzobicyclon, isoxachlortole, methoxyphenone, ketospiradox, tripyrasulfone, fenpyrazone, dioxopyritrione, cypyrafluone, bipyrazone, benquitrione, lancotrione sodium salt.
- (19) Herbicides belonging to the group of cell wall (cellulose) synthesis inhibitors:
- indaziflam, triaziflam, isoxaben, DCBN (chlorthiamid), DBN (dichlobenil), flupoxam.
- (20) Herbicides belonging to the group of fatty acid thioesterase inhibitors:
- cinmethylin, methiozolin.
- (21) Herbicides belonging to the group of serine-threonine protein phosphatase inhibitors:
- endothal.
- (22) Herbicides belonging to the group of solanesyl diphosphate synthase inhibitors:
- aclonifen.
- (23) Herbicides belonging to the group of homogentisic acid solanesyltransferase inhibitors:
- cyclopyrimorate.
- (24) Herbicides belonging to the group of lycopene cyclase inhibitors:
- ATA (amitrole).
- (25) Herbicides belonging to the group of dihydroorotate dehydrogenase (DHODH) inhibitors: tetflupyrolimet.
- (26) Other herbicides with unknown mechanism of action:
- diphenamid, naproanilide, napropamide, flamprop-m, tebutam, SAP (bensulide), DPA (dalapon), tetrapion (flupropanate), TCA, mefluidide, perfluidone, bromobutide, cumyluron, difenzoquat, DSMA, dymron=daimuron, etobenzanid, fosamine, methyldymron, monalide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, ACN (quinoclamine), tetflupyrolimet, flamprop-isopropyl, dazomet, sodiumchlorate, CAMA, cacodylic acid, metam, rimisoxafen, cyclopyranil, clacyfos.
The component (II) may also be a plant growth regulator.
Specifically, as the plant growth regulator that may be used as the component (II), each compound selected from the following group may be exemplified.
- abscisic acid, kinetin, benzylaminopurine, 1,3-diphenylurea, forchlorfenuron, thidiazuron, chlorfenuron, dihydrozeatin, gibberellin A, gibberellin A4, gibberellin A7, gibberellin A3, 1-methylcyclopropane, N-acetyl aminoethoxyvinyl glycine (a.k.a. aviglycine), aminooxyacetate, silver nitrate, cobalt chloride, IAA, 4-CPA, cloprop, 2,4-D, MCPB, indole-3-butyrate, dichlorprop, phenothiol, 1-naphthyl acetamide, ethychlozate, cloxyfonac, maleic acid hydrazide, 2,3,5-triiodobenzoic acid, salicylic acid, methyl salicylate, (−)-jasmonic acid, methyl jasmonate, (+)-strigol, (+)-deoxystrigol, (+)-orobanchol, (+)-sorgolactone, 4-oxo-4-(2-phenylethyl)aminobutyric acid, ethephon, chlormequat, mepiquat chloride, benzyladenine, 5-aminolevulinic acid, daminozide.
The component (II) may be a fertilizer.
Specifically, as the fertilizer that may be used as the component (II), each compound selected from the following group may be exemplified.
- ammonium sulfate ((NH4)2SO4), magnesium sulfate (MgSO4), ammonium phosphate ((NH4)2HPO4), ammonium nitrate (NH4NO3), urea ((NH2)2CO), nitrogen (N), phosphorus (P), potassium (K).
The component (II) may be a chemical damage reducer (safener).
Specifically, as the chemical damage reducer that may be used as the component (II), each compound selected from the following group may be exemplified.
- benoxacor, cloquintocet, cloquintocet-mexyl, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, mephenate, naphthalic anhydride, oxabetrinil, etc.
In the agricultural/horticultural fungicidal composition of the present invention, the ratio between component (I) and component (II) may be optionally selected. The weight ratio between component (I) and component (II) is usually from 1:1,000,000 to 1,000,000:1, preferably from 1:100,000 to 100,000:1, more preferably from 1:10,000 to 10,000:1, still more preferably from 1:1,000 to 1,000:1, and still more preferably from 300:1 to 1:300, and particularly preferably from 1:100 to 100:1.
The agricultural/horticultural fungicidal composition of the present invention may be used for the control of plant diseases caused by a wide range of filamentous fungi, such as Oomycetes, Ascomycetes, Deuteromycetes, Basidiomycetes, or Zygomycetes.
Examples of the plant disease (pathogen), which is subject to control, are listed below.
- Sugar beet: brown spot (Cercospora beticola), Aphanomyces root rot (Aphanomyces cochlioides), root rot (Thanatephorus cucumeris), leaf blight (Thanatephorus cucumeris), rust (Uromyces betae), powdery mildew (Oidium sp.), bacterial blight (Ramularia beticola), damping off (Aphanomyces cochlioides, Pythium ultimum), etc.
- Peanut: brown leaf spot (Mycosphaerella arachidis), blotch (Ascochyta sp.), rust (Puccinia arachidis), standing blight (Pythium debaryanum), rust spot (Alternaria alternata), southern blight (Sclerotium rolfsii), leaf spot (Mycosphaerella berkeleyi), peg, pod, and root necrosis (Calonectria ilicicola), etc.
- Cucumber: powdery mildew (Sphaerotheca fuliginea), downy mildew (Pseudoperonospora cubensis), vine blight (Mycosphaerella melonis), vine split blight (Fusarium oxysporum), stem rot (Sclerotinia sclerotiorum), gray mold (Botrytis cinerea), anthracnose (Colletotrichum orbiculare), scab (Cladosporium cucumerinum), Corynespora leaf spot (Corynespora cassiicola), seedling blight (Pythium debaryanum, Rhizoctonia solani Kuhn), Phomopsis root rot (Phomopsis sp.), bacterial spot (Pseudomonas syringae pv. Lachrymans), etc.
- Tomato: gray mold (Botrytis cinerea), leaf mold (Cladosporium fulvum), late blight (Phytophthora infestans), Verticillium wilt (Verticillium albo-atrum, Verticillium dahliae), powdery mildew (Oidium neolycopersici), early blight (Alternaria solani), Cercospora leaf mold (Pseudocercospora fuligena), bacterial wilt (Ralstonia solanacearum), stem rot (Sclerotinia sclerotiorum), etc.
- Eggplant: gray mold (Botrytis cinerea), black blight (Corynespora melongenae), powdery mildew (Erysiphe cichoracearum), leaf mold (Mycovellosiella nattrassii), stem rot (Sclerotinia sclerotiorum), Verticillium wilt (Verticillium dahliae), Phomopsis blight (Phomopsis vexans), etc.
- Capsicum annuum: late blight (Phytophthora capsici), gray mold (Botrytis cinerea), stem rot (Sclerotinia sclerotiorum), anthracnose (Colletotrichum aenigma, Colletotrichum capsici, Colletotrichum fructicola, Colletotrichum jiangxiense), powdery mildew (Leveillula taurica), etc.
- Strawberry: gray mold (Botrytis cinerea), powdery mildew (Sphaerotheca humuli), anthracnose (Colletotrichum acutatum, Colletotrichum fragariae), Phytophthora rot (Phytophthora cactorum), soft rot (Rhizopus stolonifer), Fusarium wilt (Fusarium oxysporum), Verticillium wilt (Verticillium dahliae), stem rot (Sclerotinia sclerotiorum), etc.
- Onion: gray-mold neck rot (Botrytis allii), gray mold (Botrytis cinerea), leaf blight (Botrytis squamosa), downy mildew (Peronospora destructor), Phytophthora rot (Phytophthora porri), leaf blight (Ciborinia allii), small sclerotial, neck rot (Botrytis squamosa), Fusarium basal rot (Fusarium oxysporum), pink root rot (Pyrenochaeta terrestris), white rot (Sclerotium cepivorum), rust (Puccinia allii), southern blight (Sclerotium rolfsii), etc.
- Green onion: bacterial soft rot (Pectobacterium carotovorum), downy mildew (Peronospora destructor), leaf blight (Pleospora allii), white rot (Sclerotium cepivorum), rust (Puccinia allii), leaf blight (Botrytis squamosa), southern blight (Sclerotium rolfsii), pink root rot (Pyrenochaeta terrestris), etc.
- Cabbage: clubroot (Plasmodiophora brassicae), bacterial soft rot (Erwinia carotovora), black rot (Xanthomonas campesrtis pv. campestris), bacterial leaf spot (Pseudomonas syringae pv. maculicola, P.s. pv. alisalensis), downy mildew (Peronospora parasitica), stem rot (Sclerotinia sclerotiorum), Alternaria sooty spot (Alternaria brassicicola), gray mold (Botrytis cinerea), black leg (Phoma lingam), Pythium rot (Pythium aphanidermatum, Pythium ultimum), white rust (Albugo macrospora), etc.
- Lettuce: bacterial rot (Pseudomonas cichorii, Pseudomonas marginalis), bacterial soft rot (Pectobacterium carotovorum), downy mildew (Bremia lactucae), gray mold (Botrytis cinerea), stem rot (Sclerotinia sclerotiorum), big-vein disease (Mirafiori lettuce big-vein ophiovirus), root rot (Fusarium oxysporum), bottom rot (Rhizoctonia solani), powdery mildew (Golovinomyces orontii), etc.
- Green bean: stem rot (Sclerotinia sclerotiorum), gray mold (Botrytis cinerea), anthracnose (Colletotrichum lindemuthianum), angular leaf spot (Phaeoisariopsis griseola), etc.
- Pea: Mycosphaerella blight (Mycosphaerella blight), gray mold (Botrytis cinerea), stem rot (Sclerotinia sclerotiorum), powdery mildew (Erysiphe pisi), etc.
- Apple: powdery mildew (Podosphaera leucotricha), scab (Venturia inaequalis), Monilia leaf blight (Monilinia mali), fruit spot (Mycosphaerella pomi), Valsa canker (Valsa mali), Alternaria blotch (Alternaria mali), rust (Gymnosporangium yamadae), ring rot (Botryosphaeria berengeriana), bitter rot (Glomerella cingulata, Colletotrichum acutatum), blotch (Diplocarpon mali), fly speck (Zygophiala jamaicensis), sooty blotch (Gloeodes pomigena), violet root rot (Helicobasidium mompa), Rosellinia root rot (Rosellinia necatrix), gray mold (Botrytis cinerea), fire blight (Erwinia amylovora), silver leaf (Chondrostereum purpureum), crown gall (Rhizobium radiobacter, Rhizobium rhizogenes), etc.
- Japanese apricot: scab (Cladosporium carpophilum), gray mold (Botrytis cinerea), brown rot (Monilinia mumecola), sooty blotch (Peltaster sp.), pocket (Taphrina pruni), brown shot hole (Phloeosporella padi), etc.
- Japanese persimmon: powdery mildew (Phyllactinia kakicola), bitter rot (Gloeosporium kaki), angular leaf spot (Cercospora kaki), circular leaf spot (Mycosphaerella nawae), gray mold (Botrytis cinerea), fly speck (Zygophiala jamaicensis), etc.
- Peach: brown rot (Monilinia fructicola, Monilia fructigena), scab (Cladosporium carpophilum), Phomopsis rot (Phomopsis sp.) bacterial leaf spot (Xanthomonas campesrtis pv. pruni), leaf curl (Taphrina deformans), anthracnose (Colletotrichum gloeosporioides), Cylindrosporium leaf spot (Phloeosporella padi), Coriolus stem rot (Coriolus versicolor), etc.
- Almond: brown rot (Monilinia laxa), leaf spot (Stigmina carpophila), scab (Cladosporium carpophilum), leaf blister (Polystigma rubrum), Alternaria blotch (Alternaria alternata), anthracnose (Colletotrichum gloeosporioides), etc.
- Sweet cherry: brown rot (Monilinia fructicola), anthracnose (Colletotrichum acutatum), black spot (Alternaria solani), young-fruit rot (Monilinia kusanoi), Cylindrosporium leaf spot (Mycosphaerella cerasella), powdery mildew (Podosphaera tridactyla), etc.
- Grape: gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), late rot (Glomerella cingulata, Colletotrichum acutatum), downy mildew (Plasmopara viticola), anthracnose (Elsinoe ampelina), leaf blight (Pseudocercospora vitis), black rot (Guignardia bidwellii), white rot (Coniella castaneicola), rust (Phakopsora ampelopsidis), cottony bunch (pathogen unidentified), crown gall (Rhizobium radiobacter, Rhizobium vitis), etc.
- Pear: scab (Venturia nashicola), rust (Gymnosporangium asiaticum), black spot (Alternaria kikuchiana), ring rot (Botryosphaeria berengeriana), powdery mildew (Phyllactinia mali), Phomopsis canker (Phomopsis fukushii), brown spot (Stemphylium vesicarium), bitter rot (Glomerella cingulata), etc.
- Tea plant: gray blight (Pestalotiopsis longiseta, P. theae), anthracnose (Colletotrichum theae-sinensis), net blister blight (Exobasidium reticulatum), bacterial shoot blight (Pseudomonas syringae), blister blight (Exobasidium vexans), etc.
- Citrus: scab (Elsinoe fawcettii), blue mold (Penicillium italicum), green mold (Penicillium digitatum), gray mold (Botrytis cinerea), black spot (Diaporthe citri), canker (Xanthomonas campestris pv. Citri), powdery mildew (Oidium sp.), Phytophthora rot (Phytophthora citrophthora), anthracnose (Colletotrichum fioriniae), etc.
- Kiwifruit: bacterial blossom blight (Pseudomonas marginalis, Pseudomonas syringae, Pseudomonas viridiflava), bacterial canker (Pseudomonas syringae), gray mold (Botrytis cinerea), fruit soft rot (Botryosphaeria dothidea, Diaporthe sp., Lasiodiplodia theobromae), sooty spot (Pseudocercospora actinidiae), etc.
- Olive: anthracnose (Colletotrichum acutatum, Colletotrichum gloeosporioides), peacock spot (Spilocaea oleaginea), etc.
- Japanese chestnut: anthracnose (Colletotrichum gloeosporioides), etc.
- Wheat: powdery mildew (Blumeria graminis f.sp. tritici), red mold (Gibberella zeae, Fusarium avenaceum, Fusarium culmorum, Fusarium crookwellense, Microdochium nivale), red rust (Puccinia recondita), yellow rust (Puccinia striiformis), browning root rot (Pythium iwayamai), snow mold (Monographella nivalis), eyespot (Pseudocercosporella herpotrichoides), speckled leaf blotch (Septoria tritici), glume blotch (Leptosphaeria nodorum), Typhula snow blight (Typhula incarnata), Sclerotinia snow blight (Myriosclerotinia borealis), Take-all (Gaeumannomyces graminis), ergot (Claviceps purpurea), bunt (Tilletia caries), loose smut (Ustilago nuda), blast (Pyricularia grisea), damping off (Pythium spp., Fusarium spp., Rhizoctonia spp.), seedling blight (Pythium spp., Fusarium spp., Rhizoctonia spp.), etc.
- Barley: stripe (Pyrenophora graminea), net blotch (Pyrenophora teres), scald, (Rhynchosporium secalis), loose smut (Ustilago tritici, U. nuda), damping off (Pythium spp., Fusarium spp., Rhizoctonia spp.), seedling blight (Pythium spp., Fusarium spp., Rhizoctonia spp.), etc.
- Rice: blast (Pyricularia oryzae), sheath blight (Rhizoctonia solani), “Bakanae” disease (Gibberella fujikuroi), brown spot (Cochliobolus miyabeanus), seedling blight (Pythium graminicola), bacterial leaf blight (Xanthomonas oryzae), bacterial seedling blight (Burkholderia plantarii), bacterial brown stripe (Acidovorax avenae), bacterial grain rot (Burkholderia glumae), Cercospora leaf spot (Cercospora oryzae), false smut (Ustilaginoidea virens), discoloured rice grains (Alternaria alternata, Curvularia intermedia), kernel discoloration (Alternaria padwickii), pink coloring of rice grains (Epicoccum purpurascens), etc.
- Tobacco: stem rot (Sclerotinia sclerotiorum), powdery mildew (Erysiphe cichoracearum), black shank (Phytophthora nicotianae), etc.
- Tulip: gray mold (Botrytis cinerea), Botrytis blight (Botrytis tulipae), leaf rot (Rhizoctonia solani), bulb rot (Fusarium oxysporum), bulb-coat rot (Rhizoctonia solani), etc.
- Rose: scab (Diplocarpon mali), powdery mildew (Erysiphe simulans, Podosphaera pannosa), gray mold (Botrytis cinerea), etc.
- Chrysanthemum: gray mold (Botrytis cinerea), white rust (Puccinia horiana), downy mildew (Paraperonospora minor, Peronospora danica), Pythium blight (Pythium aphanidermatum, Pythium dissotocum, Pythium helicoides, Pythium oedochilum, Pythium sylvaticum), root and stem rot (Rhizoctonia solani), Fusarium blight (Fusarium solani), etc.
- Gerbera: gray mold (Botrytis cinerea), powdery mildew (Podosphaera xanthii), etc.
- Lily: Botrytis blight (Botrytis elliptica, Pestalotiopsis sp.), gray mold (Botrytis cinerea), etc.
- Sunflower: downy mildew (Plasmopara halstedii), stem rot (Sclerotinia sclerotiorum), gray mold (Botrytis cinerea), etc.
- Bentgrass: Sclerotinia snow blight (Sclerotinia borealis), large patch (Rhizoctonia solani), brown patch (Rhizoctonia solani), dollar spot (Sclerotinia homoeocarpa), blast (Pyricularia sp.), Pythium red blight (Pythium aphanidermatum), anthracnose (Colletotrichum graminicola), etc.
- Orchard grass: powdery mildew (Erysiphe graminis), etc.
- Soybean: purple stain (Cercospora kikuchii), downy mildew (Peronospora manshurica), Phytophthora rot (Phytophthora sojae), rust (Phakopsora pachyrhizi), stem rot (Sclerotinia sclerotiorum), anthracnose (Colletotrichum truncatum), gray mold (Botrytis cinerea), anthracnose (Elsinoe glycines), pod and stem blight (Diaporthe phaseolorum var. sojae), damping off (Pythium spp., Fusarium spp., Rhizoctonia spp.), seedling blight (Pythium spp., Fusarium spp., Rhizoctonia spp.), etc.
- Potato: late blight (Phytophthora infestans), early blight (Alternaria solani), black scurf (Thanatephorus cucumeris), Verticillium wilt (Verticillium albo-atrum, V. dahliae, V. nigrescens), black leg (Pectobacterium atrosepticum), bacterial soft rot (Pectobacterium carotovorum), gray mold (Botrytis cinerea), scab (Streptomyces spp.), stem rot (Sclerotinia sclerotiorum), etc.
- Japanese yam: leaf rust (Cylindrosporium dioscoreae), anthracnose (Colletotrichum gloeosporioides), blue mold (Penicillium sclerotigenum), etc.
- Sweet potato: violet root rot (Helicobasidium mompa), vine split blight (Fusarium oxysporum), etc.
- Taro: Phytophthora blight (Phytophthora colocasiae), bulb-coat rot (Rhizoctonia solani), etc.
- Ginger: Pythium rot (Pythium ultimum, Pythium myriotylum), leaf spot (Phyllosticta zingiberis), etc.
- Banana: Fusarium wilt (Fusarium oxysporum), Sigatoka disease (Mycosphaerella fijiensis, M. musicola), etc.
- Mango: anthracnose (Colletotrichum aenigma), bacterial canker (Xanthomonas campestris), stem-end rot (Diaporthe pseudophoenicicola, Lasiodiplodia theobromae, Lasiodiplodia spp., Neofusicoccum parvum, Neofusicoccum sp.), gray mold (Botrytis cinerea), etc.
- Rapeseed: stem rot (Sclerotinia sclerotiorum), black leg (Phoma lingam), black spot (Alternaria brassicae), powdery mildew (Erysiphe cruciferarum, Erysiphe cichoracearum, Oidium matthiolae), downy mildew (Peronospora parasitica), etc.
- Coffee: rust (Hemileia vastatrix), anthracnose (Colletotrichum coffeanum), leaf spot (Cercospora coffeicola), etc.
- Sugarcane: brown rust (Puccinia melanocephala), etc.
- Cone: zonate leaf spot (Gloeocercospora sorghi), rust (Puccinia sorghi), southern rust (Puccinia polysora), smut (Ustilago maydis), southern leaf blight (Cochliobolus heterostrophus), northern leaf blight (Setosphaeria turcica), damping off (Pythium spp., Fusarium spp., Rhizoctonia spp.), seedling blight (Pythium spp., Fusarium spp., Rhizoctonia spp.), etc.
- Cotton plant: seedling blight (Pythium sp.), rust (Phakopsora gossypii), frosty mildew (Mycosphaerella areola), anthracnose (Glomerella gossypii), etc.
- Hop: downy mildew (Pseudoperonospora humuli), powdery mildew (Oidium sp., Podosphaera macularis), gray mold (Botrytis cinerea), etc.
The agricultural/horticultural fungicidal composition of the present invention may be applied to various parts of plants, such as leaves, stems, stalks, flowers, buds, fruits, seeds, sprouts, roots, tubers, tuberous roots, seedlings, and/or cuttings. In addition, improved varieties, cultivars, mutants, hybrids, and genetically modified organisms (GMOs) of these plants are also applicable.
The agricultural/horticultural fungicidal composition of the present invention may be used for seed treatment, foliar spray, soil application, and water application to control various diseases occurring on agricultural/horticultural crops including flowers, turf, or pasture grasses.
The agricultural/horticultural fungicidal composition of the present invention may be used as a seed treatment agent, and any form of seed treatment known to those skilled in the art may be used, including soaking seeds in the composition, submerging them, or coating them with the composition. The seed treatment should be conducted prior to seeding.
Applying to seeds this composition in the form of a coating is a preferred form, and seeds coated with a layer containing an agricultural/horticultural fungicidal composition of the present invention may also be used.
Regarding the coating, seeds may be coated using a variety of processes known in the art. For example, the coating process may include spraying a seed treatment composition onto the surfaces of seeds while agitating the seeds in suitable equipment such as a tumbler or pan-type granulator.
The agricultural/horticultural fungicidal composition of the present invention may contain an additional component(s) other than the component (I) and component (II). As the additional component(s), known ingredients used for formulation may be exemplified.
As the dosage form of the agricultural/horticultural fungicidal composition of the present invention, a common agrochemical form, that is, as the dosage form, dustable powder (DP), wattable powder (WP), emulsifiable concentrate (EC), flowable (FL), suspension concentrate (SC), water soluble powder (SP), water dispersible granules (WG), tablets, granules (GR), suspo emulsion (SE), oil dispersion (OD), or emulsion-oil-in-water (EW) may be exemplified. Formulation is not limited by any particular technique or procedure, but may be performed by any known technique or procedure.
In an aspect of the present invention, auxiliary preparation materials used in the formulation such as various carriers, solvents, or additives are not particularly limited. One aspect of the present invention is a fungicidal composition containing an agrochemically acceptable solid and/or liquid carrier.
In the case of using a solid dosage form, the solid carrier may be used, including plant powder (e.g., soybean flour, wheat flour), mineral fine powder (e.g., diatomaceous earth, phospholite, gypsum, talc, bentonite, pyrophyllite, clay), or an organic/inorganic compound (e.g., sodium benzoate, urea, mirabilite).
In the case of using a liquid dosage form, the liquid carrier may be used, including petroleum distillate (e.g., kerosene, xylene, solvent naphtha), cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, or water.
For the formulation, a surfactant may be optionally added. As the surfactant, a nonionic surfactant (e.g., a polyoxyethylene adduct of alkyl phenyl ether, a polyoxyethylene adduct of alkyl ether, a polyoxyethylene adduct of higher fatty acid ester, a polyoxyethylene adduct of sorbitan higher fatty acid ester, a polyoxyethylene adduct of tristyrylphenyl ether), polyoxyethylene-added alkyl phenyl ether sulfate, or a formaldehyde condensate of alkylbenzenesulfonate, higher alcohol sulfate, alkyl naphthalene sulfonate, polycarboxylate, lignin sulfonate, or alkylnaphthalene sulfonate, or an isobutylene-maleic anhydride copolymer may be exemplified.
The concentration of active ingredients in the fungicidal composition of the present invention may be set, if appropriate, according to the dosage form. For example, the concentration of active ingredients in a wattable powder is preferably from 5 to 90 wt % and more preferably from 10 to 85 wt %. The concentration of active ingredients in an emulsion is preferably from 3 to 70 wt % and more preferably from 5 to 60 wt %. The concentration of active ingredients in granules is preferably from 0.01 to 50 wt % and more preferably from 0.05 to 40 wt %.
The method of preparing a preparation is not particularly limited, and any known preparation method may be employed depending on the dosage form.
The following shows some Preparation Examples. Note that the preparation formulation shown below is merely examples and may be modified without departing from the main purpose of the present invention. The present invention is not limited in any way by the following Preparation Examples. Unless otherwise specified, the “parts” means “parts by weight.”
Preparation Example 1: Wattable Powder
40 parts of compounds of components (I) and (II), 53 parts of diatomaceous earth, 4 parts of higher alcohol sulfate, and 3 parts of alkylnaphthalene sulfonate are homogenously mixed and finely pulverized to give wattable powder with 40% active ingredients.
Preparation Example 2: Emulsifiable Concentrate
30 parts of compounds of components (I) and (II), 33 parts of xylene, 30 parts of dimethylformamide, and 7 parts of polyoxyethylene alkylallyl ether are mixed and dissolved to give an emulsifiable concentrate with 30% active ingredients.
Preparation Example 3: Granules
5 parts of compounds of components (I) and (II), 40 parts of talc, 38 parts of clay, 10 parts of bentonite, and 7 parts of sodium alkyl sulfate are homogenously mixed, finely pulverized, and then granulated to a particle diameter of 0.5 to 1.0 mm to give granules with 5% active ingredients.
Preparation Example 4: Granules
5 parts of compounds of components (I) and (II), 73 parts of clay, 20 parts of bentonite, 1 part of dioctyl sodium sulfosuccinate, and 1 part of potassium phosphate were homogenously mixed and pulverized. Water is added and the mixture is kneaded well, then granulated and dried to give granules with 5% active ingredients.
Preparation Example 5: Suspension Concentrate
10 parts of compounds of components (I) and (II), 4 parts of polyoxyethylene alkylallyl ether, 2 parts of sodium polycarboxylate, 10 parts of glycerin, 0.2 parts of xanthan gum, and 73.8 parts of water are mixed and wet-pulverized until the particle size is 3 microns or less to give a suspension concentrate with 10% active ingredients.
Preparation Example 6: Water Dispersible Granules
40 parts of compounds of components (I) and (II), 36 parts of clay, 10 parts of potassium chloride, 1 part of sodium alkyl benzene sulfonate, 8 parts of sodium lignin sulfonate, and 5 parts of formaldehyde condensate of sodium alkyl benzene sulfonate are homogenously mixed and finely pulverized. Next, an appropriate amount of water is added, and the mixture is kneaded to form a clay. The clay-like material is granulated and then dried to give water dispersible granules with 40% active ingredients.
The fungicidal effects exerted by each agricultural/horticultural fungicidal composition of the present invention are demonstrated in the following Test Examples.
The compounds with compound Nos. 1 to 12 in component (I) of the tables are the same as the compounds with compound Nos. 1 to 12 in Table 1 above.
(Test Example) Fungicidal Test for Wheat Leaf Blight
Compounds of component (I) and component (II) were dissolved in dimethyl sulfoxide at 10,000 ppm and diluted with water to the prescribed concentration to prepare a chemical agent solution. A mixture of the prescribed concentration of the chemical agent solution, wheat leaf blight pathogen (Septoria tritici) conidia, and malt extract was prepared on a microplate and incubated at 20° C. in the dark for 3 days. The turbidity at a wavelength of 405 nm was measured with a microplate reader, and the growth of wheat leaf blight pathogen was compared with that of no treatment control to determine the growth inhibition rate. The results are shown in Tables 2 to 7, along with the expected values calculated as below.
Each expected value was calculated from the fungicidal efficacy of a single application of the compound of component (I) and the fungicidal efficacy of a single application of compound of component (II) by using Colby's equation (S. R. Colby, Calculating synergistic and antagonistic responses of herbicide combinations, Weeds, 15, 20-22 pp (1967)).
E
=
M
+
N
-
(
M
×
N
)
/
100
- where E represents the expected value of the growth inhibition rate (%) for the composition containing component (I) and component (II), M represents the growth inhibition rate (%) when the component (I) is used alone, and N represents the growth inhibition rate (%) when the component (II) is used alone. When the measured growth inhibition rate (%) for the composition containing component (I) and component (II) is greater than the expected value E, the composition containing components (I) and component (II) should exert a synergistic effect.
In Tables 2 to 7, some favorable synergistic effects were observed for all combinations of components (I) and (II).
TABLE 2
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate) - in the case where component (I) is Compound 1
|
Component (I): Compound 1
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
1
ppm
100
(73)
10
|
Ipflufenoquin
0.25
ppm
97
(37)
6
|
Inpyrfluxam
0.01
ppm
84
(68)
24
|
Epoxiconazole
0.02
ppm
100
(87)
27
|
Chlorothalonil
0.001
ppm
95
(84)
8
|
Cyazofamid
64
ppm
100
(87)
27
|
Difenoconazole
4
ppm
100
(92)
85
|
Cyproconazole
1
ppm
92
(58)
1
|
Tebuconazole
0.063
ppm
100
(93)
33
|
Triflumizole
0.06
ppm
79
(50)
12
|
Trifloxystrobin
0.25
ppm
89
(55)
21
|
Bixafen
0.004
ppm
93
(69)
27
|
Picoxystrobin
0.02
ppm
82
(59)
2
|
Pyraclostrobin
0.02
ppm
80
(57)
24
|
Fluazinam
0.004
ppm
100
(70)
0
|
Fluxapyroxad
0.001
ppm
100
(80)
32
|
Prothioconazole
0.02
ppm
100
(73)
10
|
Florylpicoxamid
0002
ppm
94
(87)
70
|
Benzovindiflupyr
0.04
ppm
98
(80)
65
|
Mancozeb
0.06
ppm
93
(66)
19
|
Copper sulfate
0.25
ppm
100
(72)
8
|
None
90
82
70
58
44
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 3
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate) - in the case where component (I) is Compound 2
|
Component (I): Compound 2
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
1
ppm
79
(52)
10
|
Ipflufenoquin
1
ppm
100
(63)
22
|
Inpyrfluxam
0.01
ppm
82
(64)
24
|
Epoxiconazole
0.02
ppm
81
(70)
27
|
Chlorothalonil
0.04
ppm
76
(63)
9
|
Cyazofamid
64
ppm
100
(73)
27
|
Difenoconazole
16
ppm
100
(93)
83
|
Cyproconazole
1
ppm
76
(52)
1
|
Tebuconazole
0.016
ppm
60
(46)
0
|
Triflumizole
0.25
ppm
87
(52)
11
|
Trifloxystrobin
0.25
ppm
99
(48)
21
|
Bixafen
0.004
ppm
91
(61)
27
|
Picoxystrobin
0.06
ppm
94
(60)
3
|
Pyraclostrobin
0.02
ppm
93
(59)
24
|
Fluazinam
0.004
ppm
75
(52)
0
|
Fluxapyroxad
0.001
ppm
92
(63)
32
|
Prothioconazole
1
ppm
100
(51)
8
|
Florylpicoxamid
.0002
ppm
96
(86)
70
|
Benzovindiflupyr
0.04
ppm
99
(77)
65
|
Mancozeb
0.02
ppm
89
(61)
19
|
Copper sulfate
1
ppm
80
(64)
24
|
None
62
59
52
46
34
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 4
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate) - in the case where component (I) is Compound 3
|
Component (I): Compound 3
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
1
ppm
69
(50)
10
|
Ipflufenoquin
1
ppm
72
(55)
22
|
Inpyrfluxam
0.04
ppm
100
(70)
49
|
Epoxiconazole
64
ppm
100
(97)
94
|
Chlorothalonil
0.02
ppm
62
(43)
2
|
Cyazofamid
16
ppm
79
(43)
4
|
Difenoconazole
0.04
ppm
94
(86)
75
|
Cyproconazole
0.25
ppm
73
(42)
15
|
Tebuconazole
0.016
ppm
44
(42)
0
|
Triflumizole
0.25
ppm
89
(47)
11
|
Trifloxystrobin
0.25
ppm
95
(46)
21
|
Bixafen
0.004
ppm
95
(65)
27
|
Picoxystrobin
0.02
ppm
71
(43)
2
|
Pyraclostrobin
0.02
ppm
72
(56)
24
|
Fluazinam
0.004
ppm
76
(44)
0
|
Fluxapyroxad
0.001
ppm
87
(60)
32
|
Prothioconazole
0.02
ppm
78
(60)
10
|
Florylpicoxamid
0.001
ppm
99
(88)
80
|
Benzovindiflupyr
0.01
ppm
94
(65)
48
|
Mancozeb
0.06
ppm
67
(55)
19
|
Copper sulfate
1
ppm
93
(61)
24
|
None
49
44
42
41
32
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 5
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 4
|
Component (I): Compound 4
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
1
ppm
74
(54)
10
|
Ipflufenoquin
1
ppm
100
(60)
22
|
Inpyrfluxam
0.04
ppm
99
(74)
49
|
Epoxiconazole
0.02
ppm
100
(81)
27
|
Chlorothalonil
0.02
ppm
60
(37)
2
|
Cyazofamid
64
ppm
91
(63)
27
|
Difenoconazole
0002
ppm
100
(92)
69
|
Cyproconazole
1
ppm
87
(75)
1
|
Tebuconazole
0.016
ppm
100
(75)
0
|
Triflumizole
0.25
ppm
100
(54)
11
|
Trifloxystrobin
0.25
ppm
100
(49)
21
|
Bixafen
0.004
ppm
99
(67)
27
|
Picoxystrobin
1
ppm
93
(76)
8
|
Pyraclostrobin
0.02
ppm
100
(81)
24
|
Fluazinam
0.004
ppm
98
(49)
0
|
Fluxapyroxad
0.001
ppm
93
(57)
32
|
Prothioconazole
1
ppm
100
(53)
8
|
Florylpicoxamid
0.001
ppm
100
(90)
80
|
Benzovindiflupyr
0.01
ppm
90
(67)
48
|
Mancozeb
0.06
ppm
83
(59)
19
|
Copper sulfate
1
ppm
100
(81)
24
|
None
100
99
75
49
36
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 6
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 5
|
Component (I): Compound 5
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
0.06
ppm
78
(68)
10
|
Ipflufenoquin
0.25
ppm
91
(74)
6
|
Inpyrfluxam
0.01
ppm
100
(76)
24
|
Epoxiconazole
0.02
ppm
89
(71)
27
|
Chlorothalonil
0.04
ppm
93
(68)
9
|
Cyazofamid
0.25
ppm
82
(72)
0
|
Difenoconazole
.0002
ppm
99
(91)
69
|
Cyproconazole
0.25
ppm
86
(73)
15
|
Tebuconazole
64
ppm
99
(91)
76
|
Triflumizole
0.25
ppm
87
(66)
11
|
Trifloxystrobin
0.25
ppm
93
(75)
21
|
Bixafen
0.004
ppm
94
(76)
27
|
Picoxystrobin
0.02
ppm
71
(62)
2
|
Pyraclostrobin
0.25
ppm
100
(96)
86
|
Fluazinam
0.004
ppm
86
(68)
0
|
Fluxapyroxad
1
ppm
100
(94)
86
|
Prothioconazole
0.25
ppm
91
(74)
7
|
Florylpicoxamid
0.001
ppm
100
(92)
80
|
Benzovindiflupyr
0.04
ppm
100
(89)
65
|
Mancozeb
0.06
ppm
96
(71)
19
|
Copper sulfate 1ppm
87
(76)
24
|
None
72
64
68
68
61
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 7
|
|
Result of wheat leaf blight fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 6
|
Component (I): Compound 6
|
Component (II)
100 ppm
50 ppm
25 ppm
12.5 ppm
6.3 ppm
None
|
|
Azoxystrobin
1
ppm
67
(52)
10
|
Ipflufenoquin
0.06
ppm
91
(71)
6
|
Inpyrfluxam
0.01
ppm
87
(60)
24
|
Epoxiconazole
64
ppm
100
(97)
94
|
Chlorothalonil
0.02
ppm
77
(48)
2
|
Cyazofamid
4
ppm
74
(50)
6
|
Difenoconazole
0.004
ppm
99
(92)
75
|
Cyproconazole
1
ppm
58
(47)
1
|
Tebuconazole
64
ppm
93
(87)
76
|
Triflumizole
0.06
ppm
71
(53)
12
|
Trifloxystrobin
0.25
ppm
95
(76)
21
|
Bixafen
0.004
ppm
97
(61)
27
|
Picoxystrobin
0.25
ppm
80
(72)
8
|
Pyraclostrobin
0.02
ppm
93
(77)
24
|
Fluazinam
0.004
ppm
93
(69)
0
|
Fluxapyroxad
0.02
ppm
98
(86)
63
|
Prothioconazole
0.25
ppm
95
(71)
7
|
Florylpicoxamid
0.001
ppm
99
(89)
80
|
Benzovindiflupyr
0.04
ppm
100
(85)
65
|
Mancozeb
0.004
ppm
79
(57)
9
|
Copper sulfate
16
ppm
100
(90)
73
|
None
69
64
63
58
47
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
(Test Example) Soybean Rust Control Test
Compounds of component (I) and component (II) were dissolved in dimethyl sulfoxide and diluted with water to the prescribed concentration to prepare a chemical agent solution. A mixture of the prescribed concentration of the chemical agent solution and sterile water was prepared on a microplate, and leaf discs cut from soybean leaves were floated on the microplate. Uredospores of soybean rust pathogen (Phakopsora pachyrhizi) were inoculated and incubated at 25° C. for 9 days. The area percentage of lesions was determined by observing uredospore-forming lesions on the leaf discs, and the control value was calculated. The control value was calculated by the following formula:
Control value (%)=100−{Area percentage of lesions in treatment plot/Area percentage of lesions in untreatment plot}×100.
The results are shown in Tables 8 to 18, along with the expected values calculated as below. Each expected values was calculated from the fungicidal efficacy of a single application of compound of component (I) and the fungicidal efficacy of a single application of compound of component (II) by using Colby's equation:
E
=
M
+
N
-
(
M
×
N
)
/
100
- where E represents the expected value of the control value for the composition containing component (I) and component (II), M represents the control value (%) when the component (I) is used alone, and N represents the control value (%) when the component (II) is used alone. When the measured control value for the composition containing component (I) and component (II) is greater than the expected value E, the composition containing component (I) and composition (II) should exert a synergistic effect.
In Tables 8 to 18, some favorable synergistic effect was observed for all combinations of component (I) and component (II).
TABLE 8
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 1
|
Component (I): Compound 1
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
99
100
75
50
48
50
12
0
|
Inpyrfluxam
0.000025
ppm
100
99
0
|
Chlorothalonil
0.0063
ppm
100
99
50
12
0
|
Difenoconazole
0.000025
ppm
100
99
100
75
50
48
0
|
Cyproconazole
0.000025
ppm
100
99
83
75
67
48
33
12
0
|
Tebuconazole
0.000025
ppm
100
99
100
81
75
61
75
34
25
|
Trifloxystrobin
0.0004
ppm
100
99
100
87
100
74
100
56
50
|
Trifloxystrobin
0.0001
pp
100
99
100
75
50
48
0
|
Pyraclostrobin
0.0001
ppm
100
99
50
|
Fluazinam
0.0063
ppm
100
99
33
|
Fluxapyroxad
0.000025
ppm
100
99
33
12
0
|
Prothioconazole
0.000025
ppm
100
99
100
75
100
48
0
|
Florylpicoxamid
0.0001
ppm
88
81
25
|
Benzovindiflupyr
0.000025
ppm
100
99
83
83
67
65
33
|
Mancozeb
0.0063
ppm
100
99
50
48
0
|
None
99
75
48
12
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 9
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 3
|
Component (I): Compound 3
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
93
50
|
Inpyrfluxam
0.000025
ppm
100
90
33
|
Chlorothalonil
0.0063
ppm
100
90
33
|
Difenoconazole
0.000025
ppm
100
89
25
|
Cyproconazole
0.000025
ppm
100
90
33
|
Tebuconazole
0.000025
ppm
100
90
67
57
67
48
67
41
33
|
Trifloxystrobin
0.0001
ppm
100
85
75
35
75
22
50
12
0
|
Pyraclostrobin
0.0001
ppm
100
93
75
68
75
61
50
|
Fluazinam
0.0063
ppm
100
85
50
35
0
|
Fluxapyroxad
0.000025
ppm
100
85
0
|
Prothioconazole
0.000025
ppm
100
93
50
|
Florylpicoxamid
0.0001
ppm
100
93
25
12
50
|
Benzovindiflupyr
0.000025
ppm
100
85
75
35
50
22
0
|
Mancozeb
0.0063
ppm
100
90
33
57
67
48
33
|
None
85
35
22
12
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 10
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 4
|
Component (I): Compound 4
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Inpyrfluxam
0.000025
ppm
100
98
75
64
50
|
Chlorothalonil
0.0063
ppm
100
97
50
28
0
|
Difenoconazole
0.000025
ppm
100
97
75
67
50
28
50
18
0
|
Cyproconazole
0.000025
ppm
100
97
0
|
Tebuconazole
0.000025
ppm
100
98
50
|
Trifloxystrobin
0.0001
ppm
100
97
0
|
Pyraclostrobin
0.0001
ppm
100
98
100
84
50
|
Fluazinam
0.0063
ppm
100
98
88
84
75
64
50
|
Fluxapyroxad
0.000025
ppm
100
99
75
|
Prothioconazole
0.000025
ppm
100
97
100
67
50
28
0
|
Florylpicoxamid
0.0001
ppm
100
98
50
|
Benzovindiflupyr
0.000025
ppm
100
98
100
84
75
64
50
|
Mancozeb
0.0063
ppm
100
97
33
28
33
18
0
|
None
97
67
28
18
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 11
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 5
|
Component (I): Compound 5
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
93
75
59
50
39
25
|
Inpyrfluxam
0.000025
ppm
100
90
25
18
25
7
0
|
Chlorothalonil
0.0063
ppm
100
90
0
|
Difenoconazole
0.000025
ppm
100
90
67
46
33
0
|
Cyproconazole
0.000025
ppm
100
90
75
46
50
0
|
Tebuconazole
0.000025
ppm
100
93
75
59
50
39
50
30
25
|
Trifloxystrobin
0.0001
ppm
100
95
75
73
50
|
Pyraclostrobin
0.0001
ppm
88
59
50
39
50
30
25
|
Fluazinam
0.0063
ppm
100
90
50
46
50
18
0
|
Fluxapyroxad
0.000025
ppm
100
93
75
59
50
39
25
|
Prothioconazole
0.000025
ppm
100
93
75
59
75
39
50
30
25
|
Florylpicoxamid
0.0001
ppm
100
90
75
46
50
18
50
7
0
|
Benzovindiflupyr
0.000025
ppm
33
18
33
7
0
|
Mancozeb
0.0063
ppm
100
90
88
46
50
18
50
7
0
|
None
90
46
18
7
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 12
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 6
|
Component (I): Compound 6
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
100
75
|
Inpyrfluxam
0.000025
ppm
100
100
100
94
75
|
Chlorothalonil
0.0063
ppm
100
98
0
|
Difenoconazole
0.000025
ppm
100
98
0
|
Cyproconazole
0.000025
ppm
100
99
100
82
88
62
75
40
25
|
Tebuconazole
0.000025
ppm
100
99
100
84
83
66
67
46
33
|
Trifloxystrobin
0.0001
ppm
100
98
100
76
50
49
50
19
0
|
Pyraclostrobin
0.0001
ppm
100
99
100
88
100
75
75
60
50
|
Fluazinam
0.0063
ppm
100
98
100
76
50
49
0
|
Fluxapyroxad
0.000025
ppm
100
100
75
|
Prothioconazole
0.000025
ppm
100
98
75
49
0
|
Florylpicoxamid
0.0001
ppm
100
98
0
|
Benzovindiflupyr
0.000025
ppm
100
99
75
75
75
60
50
|
Mancozeb
0.0063
ppm
100
99
100
84
67
66
33
|
None
98
76
49
19
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 13
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 7
|
Component (I): Compound 7
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
97
50
|
Inpyrfluxam
0.000025
ppm
100
96
75
73
75
49
25
|
Chlorothalonil
0.0063
ppm
100
94
50
32
0
|
Difenoconazole
0.000025
ppm
100
94
100
64
0
|
Cyproconazole
0.0001
ppm
100
99
100
95
100
92
100
89
88
|
Cyproconazole
0.000025
ppm
100
96
100
73
50
49
50
37
25
|
Tebuconazole
0.000025
ppm
100
94
88
64
25
16
0
|
Trifloxystrobin
0.0001
ppm
100
94
0
|
Pyraclostrobin
0.0001
ppm
100
94
67
64
0
|
Fluazinam
0.0063
ppm
100
96
100
76
83
55
67
44
33
|
Fluxapyroxad
0.000025
ppm
100
97
88
82
75
66
50
|
Prothioconazole
0.000025
ppm
100
97
50
|
Florylpicoxamid
0.0001
ppm
50
32
50
16
0
|
Benzovindiflupyr
0.000025
ppm
100
94
75
64
90
32
0
|
Mancozeb
0.0063
ppm
100
97
75
66
50
|
None
94
64
32
16
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 14
|
|
Result of soybean rust control test results (control
|
value)-in the case where component (I) is Compound 8
|
Component (I): Compound 8
|
Component (II)
1.6 ppm
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Inpyrfluxam
0.00025
ppm
100
94
100
79
75
42
16
|
Chlorothalonil
0.006
ppm
100
96
100
86
75
62
83
53
58
49
44
|
Thiophanate-methyl
0.0001
ppm
100
95
58
50
58
38
27
|
Tebuconazole
0.000025
ppm
100
96
100
86
92
62
44
|
Trifloxystrobin
0.0001
ppm
100
96
92
86
83
62
83
53
58
49
16
|
Fluazinam
0.006
ppm
100
6
100
21
58
16
49
21
49
25
16
|
Prothioconazole
0.000025
ppm
100
96
100
86
83
62
58
53
44
|
Florylpicoxamid
0.0001
ppm
100
94
100
79
27
|
Metominostrobin
0.0004
ppm
100
95
27
|
None
93
75
32
16
10
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 15
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 9
|
Component (I): Compound 9
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
97
83
66
67
56
33
|
Inpyrfluxam
0.000025
ppm
100
98
100
75
50
|
Chlorothalonil
0.0063
ppm
100
97
83
66
67
56
67
42
33
|
Difenoconazole
0.000025
ppm
100
99
100
87
75
84
75
|
Cyproconazole
0.000025
ppm
100
97
67
66
67
56
33
|
Tebuconazole
0.000025
ppm
100
97
67
66
67
56
33
|
Trifloxystrobin
0.0001
ppm
100
96
0
|
Pyraclostrobin
0.0001
ppm
100
97
83
66
67
56
33
|
Fluazinam
0.0063
ppm
100
96
50
49
0
|
Fluxapyroxad
0.000025
ppm
100
96
100
49
0
|
Prothioconazole
0.000025
ppm
100
97
83
66
67
56
67
42
33
|
Florylpicoxamid
0.0001
ppm
100
96
100
49
75
34
50
13
0
|
Benzovindiflupyr
0.000025
ppm
100
98
100
75
50
|
Mancozeb
0.0063
ppm
100
96
50
49
0
|
None
96
49
34
13
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 16
|
|
Result of soybean rust control test (control value)-in the case where component (I) is Compound 10
|
Component (I): Compound 10
|
Component (II)
1.6 ppm
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Inpyrfluxam
0.000025
ppm
83
72
75
51
66
38
16
|
Chlorothalonil
0.006
ppm
100
97
92
81
92
67
83
59
75
44
44
|
Thiophanate-methyl
0.0001
ppm
100
75
83
57
49
47
41
27
27
|
Tebuconazole
0.000025
ppm
83
81
100
67
66
59
44
|
Trifloxystrobin
0.0001
ppm
100
95
100
72
66
51
83
38
33
16
16
|
Fluazinam
0.006
ppm
83
73
66
51
66
38
58
16
16
|
Prothioconazole
0.000025
ppm
75
67
83
59
75
44
44
|
Florylpicoxamid
0.0001
ppm
100
96
49
47
33
27
27
|
Metominostrobin
0.0004
ppm
100
96
92
75
83
57
75
47
66
27
27
|
None
94
66
42
27
0
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 17
|
|
Result of soybean rust control test (control value)-in the case where component (I) is Compound 11
|
Component (I): Compound 11
|
Component (II)
1.6 ppm
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Inpyrfluxam
0.000026
ppm
100
87
49
28
33
21
16
|
Chlorothalonil
0.02
ppm
83
78
75
|
Thiophanate-methyl
0.0004
ppm
100
95
66
|
Tebuconazole
0.0001
ppm
100
96
100
88
86
|
Trifloxystrobin
0.0001
ppm
100
87
92
75
66
28
49
21
16
|
Fluazinam
0.006
ppm
49
28
16
|
Prothioconazole
0.000025
ppm
100
91
75
73
44
|
Florylpicoxamid
0.0001
ppm
100
88
92
78
92
65
75
38
33
31
27
|
Metominostrobin
0.0004
ppm
100
88
83
78
58
31
27
|
None
84
70
52
15
6
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
TABLE 18
|
|
Result of soybean rust control test (control value)-in
|
the case where component (I) is Compound 12
|
Component (I): Compound 12
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
0.0063 ppm
None
|
|
Azoxystrobin
0.0001
ppm
100
92
50
33
0
|
Inpyrfluxam
0.000025
ppm
100
96
50
|
Chlorothalonil
0.0063
ppm
100
92
0
|
Difenoconazole
0.000025
ppm
100
93
100
64
0
|
Cyproconazole
0.000025
ppm
100
92
100
64
50
33
0
|
Tebuconazole
0.000025
ppm
100
94
67
55
67
47
33
|
Trifloxystrobin
0.0001
ppm
100
98
75
|
Pyraclostrobin
0.0001
ppm
100
92
100
64
50
33
50
21
0
|
Fluazinam
0.0063
ppm
100
96
50
|
Fluxapyroxad
0.000025
ppm
100
98
100
91
75
|
Prothioconazole
0.000025
ppm
100
96
50
|
Florylpicoxamid
0.0001
ppm
100
92
0
|
Benzovindiflupyr
0.000025
ppm
100
96
75
61
50
|
Mancozeb
0.0063
ppm
100
92
0
|
None
92
64
33
21
|
|
Each value in the table: (left) control value, (right italics) expected value calculated by Colby's equation.
|
(Test Example) Fungicidal Test for Cucumber Anthracnose
The compounds were dissolved in dimethyl sulfoxide to prepare a chemical agent solution.
A mixture of the prescribed concentration of the chemical agent solution, cucumber anthracnose pathogen (Colletotrichum lagenarium) conidia, and Vogel medium was prepared on a microplate and incubated at 20° C. in the dark for 7 days.
The turbidity at a wavelength of 405 nm was measured with a microplate reader, and the growth of cucumber anthracnose pathogen was compared with that of no treatment control to determine the growth inhibition rate. The results are shown in Tables 19 to 24, along with the expected values calculated as below.
Each expected value was calculated using Colby's equation:
E
=
M
+
N
-
(
M
×
N
)
/
100
- where E represents the expected value of the growth inhibition rate (%), M represents the growth inhibition rate (%) when the component (I) is used alone, and N represents the growth inhibition rate (%) when the component (II) is used alone.
In Tables 19 to 24, some favorable synergistic effect was observed for all combinations of components (I) and (II)
TABLE 19
|
|
Result of cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 3
|
Component (I): Compound 3
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.000026
ppm
100
(84)
100
(9)
95
(26)
0
|
Iminoctadine trialbesilate
0.0032
ppm
93
(29)
100
(42)
22
|
Cyflufenamid
10
ppm
100
(94)
84
(67)
100
(73)
64
|
Cyprodinil
0.00013
ppm
96
(86)
72
(20)
89
(35)
12
|
Potassium bicarbonate
0.08
ppm
100
(92)
79
(57)
98
(65)
53
|
Thiophanate-methyl
0.08
ppm
99
(84)
95
(9)
96
(26)
0
|
Picarbutrazox
0.016
ppm
100
(90)
87
|
Fludioxonil
0.0032
ppm
96
(73)
64
|
Florylpicoxamid
0.0032
ppm
100
(84)
69
(0)
95
(26)
0
|
Metyltetraprole
0.08
ppm
99
(96)
98
(79)
99
(83)
77
|
Mefentrifluconazole
0.4
ppm
98
(94)
86
(67)
99
(73)
64
|
None
84
9
26
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 20
|
|
Result of Cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 5
|
Component (I): Compound 5
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.00064
ppm
97
(95)
95
(87)
47
|
Iminoctadine trialbesilate
0.0032
ppm
99
(92)
100
(81)
22
|
Cyflufenamid
10
ppm
100
(97)
100
(91)
64
|
Cyprodinil
0.00013
ppm
100
(92)
99
(79)
62
(16)
12
|
Potassium bicarbonate
0.08
ppm
98
(89)
53
|
Thiophanate-methyl
0.4
ppm
71
(4)
0
|
Picarbutrazox
0.016
ppm
99
(87)
87
|
Fludioxonil
0.0032
ppm
93
(91)
64
|
Florylpicoxamid
0.0032
ppm
100
(90)
99
(76)
0
|
Metyltetraprole
0.08
ppm
99
(98)
100
(94)
100
(78)
77
|
Mefentrifluconazole
0.4
ppm
99
(97)
98
(91)
64
|
None
90
76
4
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 21
|
|
Result of cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 6
|
Component (I): Compound 6
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.00064
ppm
97
(92)
97
(82)
95
(64)
47
|
Iminoctadine trialbesilate
0.0032
ppm
99
(89)
69
(47)
22
|
Cyflufenamid
10
ppm
100
(95)
100
(88)
79
(76)
64
|
Cyprodinil
0.00013
ppm
95
(71)
97
(40)
12
|
Potassium bicarbonate
0.08
ppm
100
(93)
99
(85)
100
(68)
53
|
Thiophanate-methyl
0.4
ppm
100
(86)
44
(32)
0
|
Picarbutrazox
0.00064
ppm
100
(86)
83
(67)
0
|
Fludioxonil
0.0032
ppm
85
(76)
64
|
Florylpicoxamid
0.0032
ppm
100
(86)
97
(67)
84
(32)
0
|
Metyltetraprole
0.08
ppm
100
(97)
100
(92)
99
(85)
77
|
Mefentrifluconazole
0.4
ppm
100
(95)
100
(88)
99
(76)
64
|
None
86
67
32
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 22
|
|
Result of cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 8
|
Component (I): Compound 8
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.00064
ppm
99
(92)
80
(76)
47
|
Iminoctadine trialbesilate
0.0032
ppm
97
(67)
22
|
Cyflufenamid
10
ppm
100
(95)
100
(84)
98
(85)
64
|
Cyprodinil
0.00013
ppm
88
(60)
100
(63)
12
|
Potassium bicarbonate
0.08
ppm
100
(93)
100
(81)
53
|
Thiophanate-methyl
0.4
ppm
98
(85)
0
|
Picarbutrazox
0.00064
ppm
100
(85)
69
(55)
100
(58)
0
|
Fludioxonil
0.0032
ppm
97
(95)
91
(84)
100
(85)
64
|
Florylpicoxamid
0.0032
ppm
98
(85)
76
(55)
74
(55)
0
|
Metyltetraprole
0.08
ppm
99
(97)
100
(90)
99
(91)
77
|
Mefentrifluconazole
0.4
ppm
98
(95)
98
(84)
99
(85)
64
|
None
85
55
58
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 23
|
|
Result of cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 9
|
Component (I): Compound 9
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.00064
ppm
100
(91)
98
(73)
82
(69)
47
|
Iminoctadine trialbesilate
0.0032
ppm
99
(87)
82
(55)
22
|
Cyflufenamid
10
ppm
100
(94)
100
(82)
100
(79)
64
|
Cyprodinil
0.000026
ppm
88
(49)
0
|
Potassium bicarbonate
0.08
ppm
100
(92)
80
(76)
53
|
Thiophanate-methyl
0.4
ppm
100
(83)
74
(42)
0
|
Picarbutrazox
0.00064
ppm
100
(83)
97
(49)
0
|
Fludioxonil
0.00064
ppm
98
(49)
87
(42)
0
|
Florylpicoxamid
0.0032
ppm
100
(83)
99
(49)
65
(42)
0
|
Metyltetraprole
0.08
ppm
99
(96)
100
(88)
97
(87)
77
|
Mefentrifluconazole
0.4
ppm
98
(94)
100
(82)
99
(79)
64
|
None
83
49
42
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
TABLE 24
|
|
Result of cucumber anthracnose fungicidal test (growth inhibition
|
rate)-in the case where component (I) is Compound 10
|
Component (I): Compound 10
|
Component (II)
0.4 ppm
0.1 ppm
0.025 ppm
None
|
|
Ipflufenoquin
0.00064
ppm
100
(98)
99
(75)
97
(80)
47
|
Iminoctadine trialbesilate
0.0032
ppm
80
(71)
22
|
Cyflufenamid
10
ppm
100
(99)
100
(83)
100
(87)
64
|
Cyprodinil
0.00013
ppm
100
(96)
99
(58)
12
|
Potassium bicarbonate
0.08
ppm
99
(98)
100
(78)
53
|
Thiophanate-methyl
0.4
ppm
100
(96)
72
(63)
0
|
Picarbutrazox
0.00064
ppm
100
(96)
88
(52)
0
|
Fludioxonil
0.00013
ppm
0
|
Florylpicoxamid
0.0032
ppm
99
(96)
91
(52)
97
(63)
0
|
Metyltetraprole
0.08
ppm
100
(99)
95
(89)
99
(92)
77
|
Mefentrifluconazole
0.4
ppm
100
(99)
95
(83)
96
(87)
64
|
None
96
52
63
|
|
Each value in the table: growth inhibition rate (%); ( ): expected value calculated by Colby's equation.
|
The component (I) and component (II) may be used in combination to produce an agricultural/horticultural fungicidal composition with excellent plant disease control effects, which cannot be obtained using each single component alone.
When the component (I) is one of the above-mentioned compounds 1 to 12, for example, metarylpicoxamid other than the above-mentioned compounds may be used as the compound of component (II) to produce substantially the same effects.
INDUSTRIAL APPLICABILITY
Any of those selected randomly from the compositions of the present invention can exert the above effects. From the above, it should be understood that any of the compositions of the present invention, including relevant compositions not shown in the Examples, is effective in controlling plant diseases while chemical damage is low and fungicidal effects are high, and is useful as an agricultural/horticultural fungicidal composition.