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    • 专利摘要:
    "SYNERGIC FUNGICID COMPOSITIONS". The present invention relates to a synergistic fungicidal mixture containing an effective amount of a compound of Formula (I), (3S, 6S, 7R, 8R) -8-benzyl-3 isobutyrate - (3 - ((issobutyryloxy) methoxy) -4-methoxypicolinamido) -6-methyl-4,9-dioxo-1,5-dioxonan-7-yl, and at least one triazole fungicide, in which Formula (I ) is (structurally represented):
    公开号:BR112015015659B1
    申请号:R112015015659-2
    申请日:2013-12-31
    公开日:2020-06-23
    发明作者:David G. Ouimette；Chenglin Yao；John T. Mathieson；Olavo Correa Dasilva；Gregory M. Kemmitt
    申请人:Dow Agrosciences Llc；
    IPC主号:
    专利说明:

    Field of the Invention
    The present description relates to a synergistic fungicidal composition that contains a fungicidally effective amount of a compound of Formula I
    at least one triazole. Background and Summary
    Fungicides are compounds of natural or synthetic origin, which act to protect plants against damage caused by fungi. Current farming methods depend heavily on the use of fungicides. In fact, some crops cannot be usefully grown without the use of fungicides. The use of fungicides allows a producer to increase the yield and quality of the harvest and, consequently, increase the value of the harvest. In most situations, the increase in harvest value is equivalent to at least three times the cost of using the fungicide.
    However, no fungicide is useful in all situations and the repeated use of a single fungicide often leads to the development of resistance to it and related fungicides. Consequently, research is being conducted to produce fungicides and combinations of fungicides that are safer, that perform better, that require lower doses, that are easier to use, and that cost less. Combinations that produce synergism are also being studied, that is, the activity of two or more compounds exceeds the activities of the compounds when used alone.
    It is an objective of this description to provide synergistic compositions comprising fungicidal compounds. It is another objective of this description to provide processes that use these synergistic compositions. Synergistic compositions are capable of preventing or curing, or both, diseases caused by fungi in the classes of Ascomycetes and Basidiomycetes. In addition, the synergistic compositions have an improved effectiveness against the pathogens Ascomycotes and Basidiomycotes, including the wheat leaf spot (caused by Mycosphaerella graminicola ', anamorph: Septoria triticí, code Bayer SEPTTR); and brown wheat rust, caused by Puccinia recondita f. sp. trítici, synonymous with Puccinia tríticina ', Bayer PUCCRT code). In accordance with this description, synergistic compositions are provided together with methods for their use. Detailed Description
    The present invention relates to a synergistic fungicidal mixture comprising a fungicidally effective amount of a compound of Formula I and at least one triazole fungicide.
    As used herein, the term "fungicidally effective amount" is synonymous with "amount effective to reduce or control fungi", and is used in connection with a fungicidal composition in an amount that will kill or substantially inhibit growth, proliferation, division, reproduction or propagation of a significant number of fungi.
    The compound of Formula I, (3S, 6S, 7R, 8R) -8-benzyl-3- (3 - ((isobutyryloxy) methoxy) -4-metoxypicolinamido) -6-methyl-4,9-dioxo-1 isobutyrate , 5-dioxonan-7-yl, is a macrocyclic picolamide that acts on the MET III Qi site and has the following structure:

    It is effective in the control of economically important cereal pathogens, including, but not limited to, wheat leaf spot (caused by Mycosphaerella graminicola-, anamorph: Septoria triticí, Bayer SEPTTR code).
    In a preferred embodiment, triazole is selected from the group consisting of tebuconazole, propiconazole, metconazole and cyproconazole.
    Tebuconazole is the common name for a- [2- (4-chlorophenyl) ethyl] - o- (1,1-dimethylethyl) -1 H-1,2,4-triazole-1-ethanol, and has the following structure:

    Its fungicidal activity is described in The Pesticide Manual, Fourteenth Edition, 2006. Tebuconazole is a commercial fungicide used to control fungal diseases in a variety of agricultural crops, particularly cereals, including wheat, barley and canola, as well as peanuts, rapeseed, grapes, pome fruit, stone fruits and bananas.
    Propiconazole is the common name for 1 - [[2- (2,4-dichlorophenyl) - 4-propyl-1,3-dioxolan-2-yl] methyl] -1 H-1,2,4-triazole, and has the following structure:

    Its fungicidal activity is described in The Pesticide Manual, Fourteenth Edition, 2006. Propiconazole controls illnesses caused by Cochliobolus sativus, Erysiphe graminis, Leptosphaeha nodorum, Puccinia spp., Septoha spp., Pyrenophora teres, Pyrenopho-ra trityn-repit and Rhityn-repit secalis in cereals.
    Metconazole is the common name for 5 - [(4-chlorophenyl) methyl] - 2,2-dimethyl-1 - (1 H-1,2,4-triazol-1-ylmethyl) cyclopentanol, and has the following structure:

    Its fungicidal activity is described in The Pesticide Manual, Fourteenth Edition, 2006. Metconazole controls a wide range of leaf diseases in cereal crops.
    Ciproconazole is the common name for a- (4-chlorophenyl) -o- (1-cyclopropylethyl) -1 H-1,2,4-triazole-1-ethanol, and has the following structure:

    Its fungicidal activity is described in The Pesticide Manual, Fourteenth Edition, 2006. Ciproconazol controls Septoria, rust, powdery mildew, Rhynchosporium, Cercospora and Ramularia in cereals and beets.
    In the compositions described here, the weight ratio of the Formula I compound to tricyclazole, in which the fungicidal effect is synergistic, generally falls within the range of about 1: 16 to about 64: 1. The ratio in weight of the Formula I compound for tebuco-nazol, in which the fungicidal effect is synergistic, is within the range between about 1: 16 and about 60: 1. The weight ratio of the Formula I compound to propiconazole, where the fungicidal effect is synergistic, is within the range between about 1: 64 and about 64: 1. The weight ratio of the compound of Formula I to metconazole, where the fungicidal effect is synergistic, is within the range of about 1: 4 to about 16: 1. The weight ratio of the compound of Formula I to cyproconazole, in which the fungicidal effect is synergistic, lies within the range of between about 1: 16 and about 64: 1.
    The rate at which the synergistic composition is applied will depend on the specific composition, the particular type of fungus to be controlled, the degree of control required and / or the time and method of application. In general, the composition described herein can be applied at an application rate of between about 50 grams per hectare (g / ha) and about 2300 g / ha, based on the total amount of active ingredients in the composition. In some embodiments, the composition described herein can be applied at an application rate of between about 100 g / ha and about 550 g / ha. Generally, triazole can be applied at a rate between about 50 g / ha and about 250 g / ha. Tebuconazole can be applied at a rate between about 50 g / ha and about 250 g / ha, and the compound of Formula I can be applied at a rate between about 50 g / ha and about 300 g / ha. Propiconazole can be applied at a rate between about 50 g / ha and about 250 g / ha, and the compound of Formula I can be applied at a rate between about 50 g / ha and about 300 g / ha. Metconozol can be applied at a rate between about 50 g / ha and about 250 g / ha, and the compound of Formula I can be applied at a rate between about 50 g / ha and about 300 g / ha. Ciproconazole can be applied at a rate between about 50 g / ha and about 250 g / ha, and the compound of Formula I can be applied at a rate between about 50 g / ha and about 300 g / ha.
    The components of the synergistic mixture described here can be applied separately or as part of a multi-part fungicide system.
    The synergistic blend of the present invention can be applied in conjunction with one or more other fungicides to control a wide variety of undesirable diseases. When used in conjunction with other fungicide (s), the compounds currently claimed can be formulated with the other fungicide (s), mixed in tank with the other fungicide (s) ) or sequentially applied with the other fungicide (s). Such other fungicides may include 2- (thiocyanatomethylthio) -benzothiazole, 2-phenylphenol, 8-hydroxyquinoline sulphate, ametoctradine, amisulbrom, antimycin, Ampelomyces quisqualis, azaconazole, azoxystrobin, Bacillus subtilis, Benillomil, bilexyl, stilbatex, bilexyl, stilbatex isopropyl, benzylaminobenzene sulfonate salt (BABS), bicarbonates, biphenyl, bismerthazole, bitertanol, bixafen, blasticidin-S, borax, Bordeaux mixture, bos-calide, bromuconazole, bupyrime, calcium polysulfide, captafol, captan carbendazim, carboxine, carpropamide, carvone, clazafenone, chloroneb, chlorotalonil, clozolinate, Coniothyrium minitans, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, copper (tribasic) sulfate, copper oxide, ciazofamide, cifazofamide, cifazofamide, cifazofamide, cifazofamide, cifazofamide, cymoxanil, cyproconazole, cyprodinil, dazomete, debacarb, ethylenibis- (dithiocarbamate) diamone, diclofluanide, dichlorophene, diclocimet, di-clomezine, dichlorane, dietofencarb, diphenocon azole, difenzoquate ion, diflumetorim, dimetomorph, dimoxystrobin, diniconazole, diniconazole-M, dinobutone, dinocape, diphenylamine, dithianone, dodemorfe, dodemorph acetate, dodine, dodemorine free base, edifenfos, enestrobina, endo ethoxine, ethoxine, and , etridiazole, famoxa- dona, fenamidone, fenarimol, fenbuconazole, fenfurame, fenexamide, fenoxanil, fenpiclonil, fenpropidina, fenpropimorph, fenpyazamine, fenentin, phentin acetate, fentine hydroxide, flame, flin, ferinzone, flin, ferinzone, flin, ferinzone, flin, flin, flin, flin, flin, flin, flin, flin, flin, flin, flin, flin. , fluopicolide, fluopyrame, fluorimide, fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol, fluxpyroxade, leaflet, formaldehyde, fosetil, fosetil-aluminum, fuberidazol, furalaxil, acetaminophen, guametpirate, guametpirate, guametpirate, -81, hexachlorobenzene, hexaconazole, himexazole, imazalil, imazalil sulfate, imibenconazole, iminoctadine, iminoctadine triacetate, iminoctadine tris (albesylate), iodocarb, ipconazole, ipfenpirazolone, iprobenfos, iprodione, iprovalicarb, isoprothiolan, isopyrazam, isothyanil, kasugamycin, kasugamycin hydrated hydrochloride, kresoxim-methyl, laminarine, maneuver, mancozebe, meipropamine, manioc, manepropamine, manioc mercury, mercury oxide, mercury chloride, metalaxyl, metallaxyl-M, metam, metam-ammonium, metam-potassium, metam-sodium, metconazole, metasulfocarb, methyl iodide, methyl isothiocyanate, metyramine, metominostrobin, methaphenone, mildiomycin, miclobutanil, nabame, nitrotal-isopropyl, nuarimol, octilinone, ofurace, oleic acid (fatty acids), orisastrobin, oxadixyl, oxin-copper, oxo-poconazole fumarate, oxycarboxine, pefurazoate, penconazole, pencenfolone, pencenfolone, pencenfluene , pentachlorophenyl laurate, pentiopyrade, phenylmercury acetate, phosphonic acid, phthalide, picoxystrobin, polyoxin B, polyoxins, polyoxorim, potassium bicarbonate, potassium sulphate ssio hydroxyquinoline, probenazole, prochloraz, procymidone, propamocarb, propamocarb hydrochloride, propiconazole, propineb, proquinazide, protioconazole, pyraclostrobin, pirametostrobin, piraoxystrobin, pirazofos, pyribencarbine, pyriboxy, pyroxyquinone, pyroxyquinone, pyroxyquinone, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyriboxy, pyrine. , quintozene, Reynoutria sachalinensis extract, silkxane, siltiofam, simeconazole, sodium 2-phenylphenoxide, sodium bicarbonate, sodium pentachlorophenoxide, spiroxamine, sulfur, SYP-Z048, tar oils, tebuconazine, tebuflo- quino technazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram, thiadinyl, tolclofos-methyl, tolylfluanide, triadimefon, triadi- menol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, trifloxy triflumizol, triflumizol, triflumizol vinclozolina, zinebe, zirame, zoxamide, Candida oleophila, Fusarium oxysporum, Gliocladium spp., Phlebiopsis gigantea, Streptomyces griseovi ridis, Tricho-derma spp., (RS) -N- (3,5-dichlorophenyl) -2- (methoxymethyl) -succinimide, 1,2-dichloropropane, 1,3-dichloro-1,1,3 hydrate, 3-tetrafluoroacetone, 1-chloro-2,4-dinitronaphthalene, 1-chloro-2-nitropropane, 2- (2-heptadecyl-2-imidazolin-1-yl) ethanol, 1,1,4,4-tetraoxide 2 , 3-dihydro-5-phenyl-1,4-dithine, 2-methoxyethylmercury acetate, 2-methoxyethylmercury chloride, 2-methoxyethylmercury silicate, 3- (4-chlorophenyl) -5-methylrodanine, 4- ( 2-nitroprop-1-enyl) phenyl thiocyanate, ampropylphos, anilazine, azithyram, barium polysulfide, Bayer 32394, benodanil, benquinox, bentaluran, benzamacrila; benzamacryl-isobutyl, benzamorph, binapacryl, bis (methylmercury) sulfate, bis (tributyltin) oxide, butiobate, cadmium chromate sulfate, copper, zinc, carbamorph, ECSC, clobentia-zone, chloraniformethane, chlorphenoxine, chlorquinox [8 2nd row], climbazole, copper bis (3-phenylsalicylate), copper and zinc chromate, cufranebe, cupric hydrazinium sulphate, cuprobame, cyclamfuramide, cipendazole, ciprofurame, decafentin, diclone, diclozoline, diclobutrazol, dinethoone, dinethonone , dinoterbone, dipyrithione, ditalinphos, dodinine, drazoxolone, EBP, ESBP, etaconazole, etem, ethirim, phenaminosulfide, fenapanil, phenitropane, fluotrimazole, furcarbanil, furconazole, furconazole-cis, furmecicloxine, furmecicloxine, furmecicloxine, furmecicloxine, furmecicloxine, , halakrinate, Hercules 3944, hexylthiophos, ICIA0858, isopanfos, isovaledione, mebenyl, mecarbinzide, metazoxolone, metfuroxam, methylmercury diciandiamide, metsulfovax, millnebe, mucochloric anhydride, 3,5-dihydrochloride, N-chloroquine, N-chloroquine, N-chloroquine imide, N-3-nitrophenylitaconimide, natamycin, N-ethylmercorium-4-toluenesulfonanilide, nickel bis (dimethyldithiocarbamate), OCH, phenylmercury dimethyldithiocarbamate, phenylmercury nitrate, phosdiphen, protiocarb; protiocarb hydrochloride, piracarbolide, pyridinitrile, pyroxychlor, piroxifur, quinacetol; quinacetol sulfate, quinazamide, quinconazole, rabenzazole, salicylanilide, SSF-109, sultropene, weave, thiadifluor, ticiofen, thioclorphenphen, thiophanate, thioquinox, thioximide, triamide, triarimol, triazide, triazide, triazide, triclamide and triclamide.
    The compositions described herein are preferably applied in the form of a formulation comprising a composition of a compound of Formula I and at least one triazole. In preferred embodiments, the triazole fungicide selected from the group consisting of tebuconazole, propiconazole, metconazole and cypro-conazole, together with a phytologically acceptable vehicle, if desired.
    Concentrated formulations can be dispersed in water, or another liquid, for application, or the formulations can be powder-like or granular, which can then be applied without further treatment. The formulations are prepared according to procedures that are conventional in the agricultural chemical technique, but which are new and important due to the presence of a synergistic composition there.
    The formulations that are applied are often aqueous suspensions or emulsions. Any of these water-soluble, emulsifiable or water-suspended formulations are solid, generally known as wettable powders, or liquids, usually known as emulsifiable concentrates, aqueous suspensions, or suspension concentrates. This description includes all vehicles through which synergistic compositions can be formulated for release and use as a fungicide.
    As will be readily appreciated, any material to which these synergistic compositions can be added can be used, as long as they produce the desired utility without significant interference with the activity of these synergistic compositions as antifungal agents.
    Wettable powders, which can be compacted to form water-dispersible granules, comprise an intimate blend of the synergistic composition, an agriculturally acceptable carrier and surfactants. The concentration of the synergistic composition in the movable powder is generally about 10% to about 90% by weight, more preferably about 25% to about 75% by weight, based on the total weight of the formulation. In the preparation of wettable powder formulations, the synergistic composition can be composed of any of the finely divided solids, such as profilite, talc, chalk, plaster, Fuller's earth, bentonite, atapulgite, starch, casein, gluten, clays. monmormoronite, diatomaceous earth, purified silicates or similar. In such operations, the finely divided vehicle is ground or mixed with the synergistic composition in a volatile organic solvent. Effective surfactants, comprising from about 0.5% to about 10% by weight of wettable powder, include sulfonated lignins, naphthalenesulfonates, alkylbenzenesulfonates, alkyl sulfates and nonionic surfactants, such as ethylene oxide adducts. alkylphenols.
    The emulsifiable concentrates of the synergistic composition comprise a convenient concentration, such as from about 10% to about 50% by weight, in a suitable liquid, based on the total weight of the emulsifiable concentrate formulation. The components of the synergistic compositions, together or separately, are dissolved in a vehicle, which is either a water-miscible solvent or a mixture of water-immiscible organic solvents, and emulsifiers. The concentrates can be diluted with water and oil to form spray mixtures in the form of oil-in-water emulsions. Useful organic solvents include aromatics, especially the olefinic and naphthalenic portions of high oil boiling point, such as heavy aromatic naphtha. Other organic solvents can also be used, such as, for example, terpenic solvents, including resin derivatives, aliphatic ketones, such as cyclohexanone, and complex alcohols, such as 2-ethoxyethanol.
    Emulsifiers that can be used advantageously here can be readily determined by those skilled in the art and include various nonionic, anionic, cationic and amphoteric emulsifiers, or a mixture of two or more emulsifiers. Examples of non-ionic emulsifiers useful in the preparation of emulsifying concentrates include polyalkylene glycol ethers and condensation products of alkyl and aryl phenols, aliphatic alcohols, aliphatic amines or fatty acids with ethylene oxide, propylene oxide, such as ethoxylated alkyl phenols and esters carboxylics solubilized with polyol or polyoxyalkylene. Cationic emulsifiers include quaternary ammonium compounds and fatty amine salts. Anionic emulsifiers include the oil-soluble salts (for example, calcium) of alkylaryl sulfonic acids, oil-soluble salts or sulfated polyglycol ethers and appropriate salts of phosphated polyglycol ether.
    Representative organic liquids that can be used in the preparation of the emulsifiable concentrates of the present invention are aromatic liquids, such as xylene, propylene benzo fractions or mixed naphthalene fractions, mineral oils, substituted aromatic organic liquids such as dioctyl phthalate; kerosene; dialkyl amides of various fatty acids, particularly the dimethyl amides of fatty glycols and glycol derivatives, such as n-butyl ether, ethyl ether or diethylene glycol methyl ether, and triethylene glycol methyl ether. Mixtures of two or more organic liquids are also often used appropriately in the preparation of the emulsifiable concentrate. Preferred organic liquids are xylene and propylene benzene fractions, with xylene being preferred. Surfactant dispersing agents are generally used in liquid formulations and in the amount of 0.1 to 20 weight percent of the combined weight of the dispersing agent with the synergistic compositions. The formulations can also contain other compatible additives, for example, plant growth regulators and other biologically active compounds used in agriculture.
    Aqueous suspensions comprise suspensions of one or more water-insoluble compounds, dispersed in an aqueous vehicle in a concentration ranging from about 5% to about 70% by weight, based on the total weight of the aqueous suspension formulation. The suspensions are prepared by finely grinding the components of the synergistic combination together or separately, and vigorously mixing the ground material in a vehicle consisting of water and surfactants chosen from the same types discussed above. Other ingredients, such as inorganic salts and synthetic or natural gums, can also be added to increase the density and viscosity of the aqueous vehicle. It is often more effective to grind and mix at the same time, preparing the aqueous mixture and homogenizing it in an implement such as a sand mill, ball mill, or piston-type homogenizer.
    The synergistic composition can also be applied as a granular formulation, which is particularly useful for soil applications. Granular formulations normally contain from about 0.5% to about 10% by weight of the compounds, based on the total weight of the granular formulation, dispersed in a vehicle consisting entirely or largely of grossly divided, benignite atapulgite , diatomite, clay or a similar low-cost substance. Such formulations are generally prepared by dissolving the synergistic composition in a suitable solvent and applying it to a granular carrier that has been preformed to the appropriate particle size, in the range of about 0.5 to about 3 mm. Such formulations can also be prepared by making a carrier paste or paste and the synergistic composition, and crushing and drying to obtain the desired granular particle.
    Mists containing the synergistic composition are prepared simply by intimately mixing the synergistic composition in powder form with a suitable agricultural vehicle in mist, such as, for example, kaolin clay, ground volcanic rock and the like. The mists may suitably contain from about 1% to about 10% by weight of the synergistic composition / vehicle combination.
    The formulations can contain agriculturally acceptable adjuvant surfactants to improve the deposition, humidification and penetration of the synergistic composition in the target culture and organism. These adjuvant surfactants can optionally be used as components of the formulation or as a tank mixture. The amount of adjuvant surfactant will vary from 0.01 percent to 1.0 percent v / v based on a spray volume of water, preferably 0.05 to 0.5 percent. Suitable adjuvant surfactants include ethoxylated nonyl phenols, ethoxylated natural or synthetic alcohols, salts of sulfosuccinic esters or acids, ethoxylated organosilicones, ethoxylated fatty amines and mixtures of surfactants with mineral or vegetable oils.
    The formulations can optionally include combinations that can comprise at least 1% by weight of one or more of the compositions synergistic with another pesticidal compound. Such additional pesticidal compounds can be fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides or combinations thereof, which are compatible with the synergistic compositions of the present invention in the medium selected for application, and not antagonistic to the activity of the present compounds. Thus, in such embodiments, the other pesticidal compound is used as an additional toxic agent for the same or for a different pesticidal use. The pesticidal compound and the synergistic composition can generally be mixed in a weight ratio of 1: 100 to 100: 1.
    The present invention includes within its scope methods for the control or prevention of fungal attack. These methods include applying to the fungus site, or the location where infestation is to be prevented (for example, application to wheat plants), a fungicide-effective amount of the synergistic composition. The synergistic composition is suitable for the treatment of various plants at fungicidal levels, while exhibiting low phytotoxicity. The synergistic composition is useful in a protective or eradicating form. The synergistic composition can be applied by any of a variety of known techniques, either as a synergistic composition or as a formulation comprising the synergistic composition. For example, synergistic compositions can be applied to roots, seeds or foliage of plants to control various fungi, without damaging the commercial value of plants. The synergistic composition can be applied in the form of any of the types of formulation commonly used, for example, as solutions, mists, wettable powders, fluid concentrates or emulsifiable concentrates. These materials are conveniently applied in several known ways.
    It was found that the synergistic composition has a significant fungicidal effect particularly for agricultural use. The synergistic composition is particularly effective for use with agricultural and horticultural crops.
    In particular, the synergistic composition is effective in controlling a variety of undesirable fungi that infect das cultures. agricultural products. useful plants.
    The synergistic composition can be used against a variety of Ascomycete fungi, including, for example, the following representative fungal species: wheat leaf spot (Mycosphaerella graminicola ', anamorph: Septoría triticí, Bayer SEP-TTR code); melanosis (Leptosphaeria nodorunr, Bayer LEPTNO code; anamorph: Stagonospora nodorumy brown barley spot (Chlliobolus sativurrr, Bayer COCHSA code; anamorph: Helminthosporium sativumy beet leaf spot (Cercospora beticolaE); peanut (Mycosphaerella arachidis Bayer MYCOAR code; anamorph: Cercospora arachidicola); cucumber anthracnose (Glomerella lagenariunr, anamorph: Colletotrichum lagenarium; Bayer COLLLA code); apple scab (Venturia inae- qualis); Bayer code; and black sigatoka disease of banana (Mycosphaerella fijiensis', code BAYER MYCOFI).
    The synergistic composition can be used against a variety of Ascomycote and Basidiomycote pathogens, including Septoria tritici (SEPTTR) wheat leaf spot and brown wheat rust caused by Puccinia recondita-tritici (PUCCRT). The following list includes other species of representative fungi: striped wheat rust caused by Puccinia striiformis (PUCCST) and wheat stem rust caused by Puccinia grami- nis f.sp. tritici (PUCCTR). It will be understood by those skilled in the art that the effectiveness of synergistic compositions for one or more of the preceding fungi establishes the general utility of synergistic compositions as fungicides.
    Synergistic compositions have a wide range of effectiveness as a fungicide. The exact amount of the synergistic composition to be applied is dependent not only on the relative amounts of the components, but also on the particular desired action, the species of fungi to be controlled, and their growth phase, as well as the part of the plant or other product to be placed in contact with the synergistic composition. Thus, formulations containing the synergistic composition may not be equally effective at similar concentrations or against the same species of fungi.
    Synergistic compositions are effective for use with plants in a disease-inhibiting and phytopathologically acceptable amount. The term "disease-inhibiting and phytopathologically acceptable amount" refers to an amount of the synergistic composition that kills or inhibits the plant disease for which control is desired, but is not significantly toxic to the plant. This amount will generally be about 1 to about 1000 ppm, with about 2 to about 500 ppm being preferred. The exact concentration of required synergistic composition varies with the fungal disease to be controlled, the type of formulation used, the method of application, the species of plant in particular, the climatic conditions and the like. A suitable application rate for the synergistic composition is typically about 0.1 to 0.45 grams per square meter g / m2 (about 0.10 to about 4 pounds / acre).
    The present compositions can be applied to fungi or their location by the use of conventional terrestrial sprayers, granular applicators, and by other conventional means known to those skilled in the art.
    The following examples are provided to further illustrate the description. They are not intended to be interpreted as experts in the art. limiting the description. EXAMPLES
    Representative synergistic interactions, including application rates used and disease control resulting from brown wheat rust and wheat leaf spot are presented in the following Tables.
    For mixture studies with the Formula I compound: treatments consisted of fungicides, including a Formula I compound, tebuconazole, propiconazole, metconazole and cyproconazole, applied individually or as two-way mixtures with a Formula I compound. Technical grades of materials were dissolved in acetone to make stock solutions that were used to perform three-fold dilutions in acetone for each individual fungicidal component or for two-way mixtures. Desired fungicide rates were obtained after mixing dilutions with nine volumes of water containing 110 parts per million (ppm) of Triton X-100. The fungicide solutions (10 milliliters (mL)) were applied over six potted plants using an automated booth sprayer, which used two 6218-JAUPM spray nozzles operating at 20 pounds per square inch (psi) fixed at opposite angles to - open both leaf surfaces. All sprayed plants were allowed to air dry before further manipulation. Control plants were sprayed in the same way with a control solvent.
    For one-day protective experiments, the plants were inoculated with an aqueous spore suspension of the pathogen of interest (ie PUCCRT or SEPTTR) and then placed in a dew room 1-3 days to allow the infection occurs. The plants were then placed in the greenhouse for symptoms to develop. In the case of PUCCRT, symptoms typically appeared within 7-10 days, while for SEPTTR, symptoms typically appeared within 25 - 30 days.
    For the three-day curative experiments, the plants were inoculated with an aqueous spore suspension of the pathogen of interest (either PUCCRT or SEPTTR) and then placed in a dew room 1-3 days to allow infection to occur . The plants were removed from the dew room, allowed to dry for approximately one hour (h), sprayed with the test materials formulated as described above, and then placed in the greenhouse for the development of symptoms as described previously.
    When the severity of the disease reached 50 - 100% in the control plants, the infection levels were evaluated in visually treated plants and rated on a scale of 0 to 100 percent. The percentage of disease control was then calculated using the disease ratio in treated plants in relation to control plants.
    Colby's equation was used to determine the expected fungicidal effects of the mixtures. (See Colby, S.R Calculation of the synergistic and antanonistic response of herbicide combinations, Weeds 1967, 15, 20 - 22.). More specifically, in the Tables, Colby's equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B: Expected = A + B - (A x B / 100), where:
    A = observed effectiveness of active component A at the same concentration used in the mixture; concentration used in the mixture.
    B = observed effectiveness of active component B at the same concentration used in the mixture.
    % DC = percentual de controle da doença % DC Obs = percentual observado de controle da doença % DC Exp = percentual esperado de controle da doença Fator de sinergismo =% DC Obs / % DC Exp In addition, the following abbreviations apply to Tables 1-5: % CD = percentage of disease control % CD Obs = observed percentage of disease control % CD Exp = expected percentage of disease control Synergism factor =% DC Obs /% DC Exp
    Table 1. Evaluation of the effectiveness of fungicidal mixtures for the control of brown wheat rust caused by Puccinia recondita-trítici (PUCCRT), in a one-day protection application (1DP).
    Table 2. Evaluation of the effectiveness of fungicide mixtures for the control of brown wheat rust caused by Puccinia recondita-trítici (PUCCRT) in a three-day curative application (3DC).
    Table 3. Evaluation of the efficacy of fungicidal mixtures to control the wheat leaf spot caused by Septo- ria tritici (SEPTTR) in a one-day protection application (1DP).
    Table 4. Evaluation of the efficacy of fungicide mixtures for controlling wheat leaf spot caused by Septoria tritici (SEPTTR) in a three-day curative application (3DC).
    Table 5. Evaluation of the effectiveness of fungicide mixtures for the control of brown wheat rust caused by Puccinia recondita-trítici (PUCCRT) in a field research trial.
    The field trial was conducted at the Dow AgroSciences field station located in Mogi Mirim, Brazil. There were four charts replicated per treatment, with each chart 2 x 3.5 meters long and wide. The graphs were sprayed with the treatments twice, once in the BBCH 33 growth phase and again in the BBCH 61 - 65 growth phase. The treatments were applied with spray volumes of 150 liters / hectare (L / ha) with a spray nozzle. XR flat jet. The development of the disease remained in a natural inoculum (without artificial infestation). Ten plants per graph were used for each disease severity assessment, with all leaves per plant used for the assessment.
    The above description is intended to teach one with common skill in the art to practice the present invention, and is not intended to detail all the obvious modifications and variations of it, which will be evident to the skilled worker after reading the description. However, it is intended that all these obvious modifications and variations are included within the scope of the present description, which is defined by the following claims. The claims are intended to cover the claimed components and steps in any sequence that is effective in achieving the objectives pursued therein, unless the context specifically indicates otherwise.
    权利要求:
    Claims (4)
    [0001]
    Synergistic fungicidal mixture, characterized by the fact that it consists of a fungicidally effective amount of:
    (a) a compound of Formula (I), (3S, 6S, 7R, 8R) -8-benzyl-3- (3 - (((isobutyryloxy) methoxy) -4-metoxypicolinamido) -6-methyl-4 isobutyrate, 9-dioxo-1,5-dioxonan-7-yl,
    [0002]
    Mixture according to claim 1, characterized by the fact that it also comprises an agriculturally acceptable adjuvant or vehicle.
    [0003]
    Method for controlling and preventing fungi attacks on a plant, characterized by the fact that it includes the steps of: applying a fungicidally effective amount of a mixture, as defined in claim 1 or 2, to the plant, an area adjacent to the plant, soil adapted to support plant growth, a plant root, plant foliage, and a seed adapted to produce the plant.
    [0004]
    Method according to claim 3, characterized in that it further comprises mixing an agriculturally acceptable adjuvant or vehicle with the compound of Formula (I) and a triazole fungicide before application.
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    同族专利:
    公开号 | 公开日
    ECSP15028116A|2016-01-29|
    CN105007738B|2017-07-04|
    UA116554C2|2018-04-10|
    MX2015008567A|2015-09-07|
    HUE043708T2|2019-09-30|
    TWI640248B|2018-11-11|
    PH12015501496A1|2015-09-28|
    AR094367A1|2015-07-29|
    IL239651D0|2015-08-31|
    RU2015131823A|2017-02-03|
    EP2941126B1|2019-03-13|
    KR20150103165A|2015-09-09|
    JP2016501912A|2016-01-21|
    WO2014106259A1|2014-07-03|
    EP2941126A4|2016-07-20|
    TW201431491A|2014-08-16|
    RU2687225C2|2019-05-07|
    UY35254A|2014-07-31|
    CR20150339A|2015-10-07|
    EP2941126A1|2015-11-11|
    JP6560619B2|2019-08-14|
    MX369107B|2019-10-29|
    BR112015015659A2|2017-07-11|
    ZA201504603B|2016-11-30|
    JP2018138593A|2018-09-06|
    KR102153363B1|2020-09-08|
    PH12015501496B1|2015-09-28|
    CN105007738A|2015-10-28|
    US20140187590A1|2014-07-03|
    NZ709309A|2019-12-20|
    PL2941126T3|2019-08-30|
    HK1217156A1|2016-12-30|
    IL239651A|2018-07-31|
    CL2015001842A1|2016-07-01|
    AU2013369670B2|2017-05-18|
    ES2727663T3|2019-10-17|
    US9750248B2|2017-09-05|
    CA2896242A1|2014-07-03|
    AU2013369670A1|2015-07-09|
    LT2941126T|2019-05-10|
    DK2941126T3|2019-06-03|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US5276038A|1992-06-01|1994-01-04|American Cyanamid Company|1-aryl-3-urea fungicidal agents|
    EP0831698B1|1995-06-16|2001-09-26|Bayer Aktiengesellschaft|Crop protection compositions|
    US20040110777A1|2001-12-03|2004-06-10|Annis Gary David|Quinazolinones and pyridinylpyrimidinones for controlling invertebrate pests|
    FR2827286A1|2001-07-11|2003-01-17|Aventis Cropscience Sa|New 3,4-disubstituted pyridine-2-carboxylic acid derivatives, useful as broad-spectrum plant fungicides and medicinal antifungal agents|
    AR037328A1|2001-10-23|2004-11-03|Dow Agrosciences Llc|COMPOSITE OF [7-BENCIL-2,6-DIOXO-1,5-DIOXONAN-3-IL] -4-METOXIPIRIDIN-2-CARBOXAMIDE, COMPOSITION THAT UNDERSTANDS AND METHOD THAT USES IT|
    EP1563731A1|2004-02-12|2005-08-17|Bayer CropScience S.A.|Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the ergosterol biosynthesis|
    DE102005057837A1|2005-12-03|2007-06-06|Bayer Cropscience Ag|Fungicidal combination of active ingredients|
    WO2011006603A2|2009-07-16|2011-01-20|Bayer Cropscience Ag|Synergistic active substance combinations containing phenyl triazoles|
    NZ625074A|2009-10-07|2015-11-27|Dow Agrosciences Llc|Synergistic fungicidal mixtures for fungal control in cereals|
    UA106786C2|2010-02-19|2014-10-10|ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі|An herbicide/fungicide composition containing a pyridine carboxylic acid a fungicide|NZ625074A|2009-10-07|2015-11-27|Dow Agrosciences Llc|Synergistic fungicidal mixtures for fungal control in cereals|
    ES2666144T3|2012-12-28|2018-05-03|Dow Agrosciences Llc|Synergistic fungicidal mixtures for fungal control in cereals|
    US9247742B2|2012-12-31|2016-02-02|Dow Agrosciences Llc|Synergistic fungicidal compositions|
    US10455835B2|2012-12-31|2019-10-29|Dow Agrosciences Llc|Fungicidal compositions for controlling leaf spots in sugar beets|
    JP6539205B2|2013-07-10|2019-07-03|Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社|Composition for controlling synergistic plant diseases comprising picolinic acid derivative|
    WO2015050818A1|2013-10-01|2015-04-09|Dow Agrosciences Llc|Macrocyclic picolinamide compounds with fungicidal activity|
    US9549556B2|2013-12-26|2017-01-24|Dow Agrosciences Llc|Macrocyclic picolinamides as fungicides|
    EP3086642A4|2013-12-26|2017-09-27|Dow Agrosciences LLC|Use of macrocyclic picolinamides as fungicides|
    CN106061259B|2013-12-31|2019-08-16|美国陶氏益农公司|Synergistic fungicidal mixture for fungus control in cereal|
    WO2015171408A1|2014-05-06|2015-11-12|Dow Agrosciences Llc|Macrocyclic picolinamides as fungicides|
    EP3166936A4|2014-07-08|2017-11-22|Dow AgroSciences LLC|Macrocyclic picolinamides as fungicides|
    US9686984B2|2014-07-08|2017-06-27|Dow Agrosciences Llc|Macrocyclic picolinamides as fungicides|
    US20160037774A1|2014-08-08|2016-02-11|Dow Agrosciences Llc|Synergistic fungicidal mixtures for fungal control in cereals|
    MX2017008441A|2014-12-30|2018-04-20|Dow Agrosciences Llc|Use of picolinamide compounds with fungicidal activity.|
    EP3808181A1|2014-12-30|2021-04-21|Dow AgroSciences LLC|Use of picolinamide compounds as fungicides|
    NZ732573A|2014-12-30|2019-01-25|Dow Agrosciences Llc|Use of picolinamide compounds with fungicidal activity|
    EP3240415A4|2014-12-30|2018-06-13|Dow AgroSciences LLC|Fungicidal compositions|
    MX2017008442A|2014-12-30|2017-10-02|Dow Agrosciences Llc|Use of picolinamides as fungicides.|
    US10173971B2|2014-12-30|2019-01-08|Dow Agrosciences Llc|Picolinamides with fungicidal activity|
    WO2016174042A1|2015-04-27|2016-11-03|BASF Agro B.V.|Pesticidal compositions|
    EP3141118A1|2015-09-14|2017-03-15|Bayer CropScience AG|Compound combination for controlling control phytopathogenic harmful fungi|
    BR112018013434A2|2015-12-30|2018-12-04|Dow Agrosciences Llc|fungal control of white mold|
    WO2017194363A1|2016-05-10|2017-11-16|Bayer Cropscience Aktiengesellschaft|Compound combination for controlling phytopathogenic harmful fungi|
    EP3245872A1|2016-05-20|2017-11-22|BASF Agro B.V.|Pesticidal compositions|
    US10111432B2|2016-08-30|2018-10-30|Dow Agrosciences Llc|Picolinamide N-oxide compounds with fungicidal activity|
    US10173982B2|2016-08-30|2019-01-08|Dow Agrosciences Llc|Picolinamides as fungicides|
    US10034477B2|2016-08-30|2018-07-31|Dow Agrosciences Llc|Pyrido-1,3-oxazine-2,4-dione compounds with fungicidal activity|
    WO2018044987A1|2016-08-30|2018-03-08|Dow Agrosciences Llc|Thiopicolinamide compounds with fungicidal activity|
    BR102018000132A2|2017-01-05|2018-08-14|Dow Agrosciences Llc|picolinamides as fungicides|
    TW201842851A|2017-05-02|2018-12-16|美商陶氏農業科學公司|Synergistic mixtures for fungal control in cereals|
    CA3062074A1|2017-05-02|2018-11-08|Dow Agrosciences Llc|Use of an acyclic picolinamide compound as a fungicide for fungal diseases on turfgrasses|
    TW201842848A|2017-05-02|2018-12-16|美商陶氏農業科學公司|Synergistic mixtures for fungal control in vegetables|
    TW201842849A|2017-05-02|2018-12-16|美商陶氏農業科學公司|Synergistic mixtures for fungal control in cereals|
    BR102019004480A2|2018-03-08|2019-10-01|Dow Agrosciences Llc|PICOLINAMIDES AS FUNGICIDES|
    法律状态:
    2019-05-07| B06T| Formal requirements before examination [chapter 6.20 patent gazette]|
    2019-08-06| B15K| Others concerning applications: alteration of classification|Free format text: AS CLASSIFICACOES ANTERIORES ERAM: A01N 43/54 , A01N 43/40 Ipc: A01N 43/54 (1980.01), A01N 43/653 (1985.01), A01P |
    2019-08-06| B06A| Patent application procedure suspended [chapter 6.1 patent gazette]|
    2020-04-07| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|
    2020-06-23| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 31/12/2013, OBSERVADAS AS CONDICOES LEGAIS. |
    2021-10-26| B21F| Lapse acc. art. 78, item iv - on non-payment of the annual fees in time|Free format text: REFERENTE A 8A ANUIDADE. |
    2021-11-09| B24D| Patent annual fee: restoration after fee payment|
    优先权:
    申请号 | 申请日 | 专利标题
    US201261747464P| true| 2012-12-31|2012-12-31|
    US61/747,464|2012-12-31|
    PCT/US2013/078524|WO2014106259A1|2012-12-31|2013-12-31|Synergistic fungicidal compositions|
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