WO2007065580A1 - Association fongicide de principes actifs - Google Patents

Association fongicide de principes actifs Download PDF

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Publication number
WO2007065580A1
WO2007065580A1 PCT/EP2006/011338 EP2006011338W WO2007065580A1 WO 2007065580 A1 WO2007065580 A1 WO 2007065580A1 EP 2006011338 W EP2006011338 W EP 2006011338W WO 2007065580 A1 WO2007065580 A1 WO 2007065580A1
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WIPO (PCT)
Prior art keywords
active ingredient
species
plants
formula
active
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PCT/EP2006/011338
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German (de)
English (en)
Inventor
Isolde HÄUSER-HAHN
Ulrike Wachendorff-Neumann
Peter Dahmen
Albert Witzenberger
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Bayer Cropscience Ag
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Publication of WO2007065580A1 publication Critical patent/WO2007065580A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton

Definitions

  • the present invention relates to a new active ingredient combination which contains a known oxime ether derivative and a known sulfamide and is very suitable for combating phytopathogenic fungi.
  • the oxime derivative 2- [ ⁇ - ⁇ [( ⁇ - methyl-3-trifluoromethyl-benzyl) imino] - oxy ⁇ -o-tolyl] -glyoxylate methyl ester-O-methyloxime with the common name Trifloxystrobin has fungicidal properties (cf. EP-AO 460 575). The effectiveness of this substance is good, but leaves something to be desired in some cases at low application rates.
  • the preparation of this compound is also known from EP-A-O 460 575.
  • the invention relates to combinations of active substances which solve the stated problems at least in part. It has now been found that the new active ingredient combination, the 2- [ ⁇ - ⁇ [( ⁇ -methyl-3-trifluoromethyl-benzyl) imino] oxy ⁇ -o-tolyl] -glyoxylate methyl ester-O-methyloxime of the formula (I) trobin)
  • the fungicidal activity of the active compound combination according to the invention is considerably higher than the sum of the effects of the individual active compounds. So there is an unforeseeable, real synergistic effect and not just an addition. If the active substances are present in the active substance combinations according to the invention in certain weight ratios, a synergistic effect is particularly evident.
  • the weight ratios of the active ingredients in the active ingredient combinations can be varied within a certain range.
  • Preferred mixing ratios are those in which trifloxystrobin and tolylfluanid are present in a ratio of 1: 8 to 1:12.
  • Particularly preferred mixing ratios are those in which trifloxystrobin and tolylfluanid are present in a ratio of 1: 9 to 1:11.
  • Very particularly preferred mixing ratios are those in which trifloxystrobin and tolylfluanid are present in a ratio of 1: 9.5 to 1: 10.5. Trifloxystrobin and tolylfluanid are in a ratio of 1:10 in a very particularly preferred mixing ratio.
  • the compound can exist as an E or Z isomer.
  • the compound (I) can therefore be present as a mixture of different isomers or in the form of a single isomer.
  • the active compound combinations according to the invention have a strong microbicidal action and can be used to combat unwanted microorganisms, such as fungi and bacteria, in crop protection and in material protection.
  • Fungicides can be used in crop protection, for example, to control Plasmodiophoromyces, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.
  • Bactericides can be used in crop protection, for example to control Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.
  • the active compound combinations according to the invention have very good fungicidal properties and can be used to control phytopathogenic fungi, such as Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, etc.
  • pathogens of fungal and bacterial diseases which come under the generic names listed above may be mentioned as examples, but not by way of limitation: diseases caused by powdery mildew pathogens, e.g.
  • Blumeria species such as, for example, Blumeria graminis
  • Podosphaera species such as, for example, Podosphaera leucotricha
  • Sphaerotheca species such as, for example, Sphaerotheca fuliginea
  • Uncinula species such as, for example, Uncinula necator; Diseases caused by rust pathogens such as
  • Gymnosporangium species such as, for example, Gymnosporangium sabinae
  • Hemileia species such as, for example, Hemileia vastatrix
  • Phakopsora species such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae
  • Puccinia species such as, for example, Puccinia recondita
  • Uromyces species such as, for example, Uromyces appendiculatus
  • Bremia species such as, for example, Bremia lactucae
  • Peronospora species such as, for example, Peronospora pisi or P. brassicae;
  • Phytophthora species such as, for example, Phytophthora infestans
  • Plasmopara species such as, for example, Plasmopara viticola
  • Pseudoperonospora species such as, for example, Pseudoperonospora humuli or
  • Pythium species such as, for example, Pythium ultimum
  • Leaf blotch diseases and leaf wilting caused by e.g.
  • Alternaria species such as, for example, Alternaria solani;
  • Cercospora species such as, for example, Cercospora beticola
  • Cladiosporum species such as, for example, Cladiosporium cucumerinum;
  • Cochliobolus species such as, for example, Cochliobolus sativus
  • Drechslera (Conidial form: Drechslera, Syn: Helminthosporium);
  • Colletotrichum species such as, for example, Colletotrichum lindemuthanium;
  • Cycloconium species such as, for example, Cycloconium oleaginum
  • Diaporthe species such as, for example, Diaporthe citri;
  • Elsinoe species such as, for example, Elsinoe fawcettii;
  • Gloeosporium species such as, for example, Gloeosporium laeticolor
  • Glomerella species such as, for example, Glomerella cingulata
  • Guignardia species such as, for example, Guignardia bidwelli;
  • Leptosphaeria species such as, for example, Leptosphaeria maculans
  • Magnaporthe species such as, for example, Magnaporthe grisea
  • Mycosphaerel Ia species such as, for example, Mycosphaerelle fijiensis
  • Phaeosphaeria species such as, for example, Phaeosphaeria nodorum
  • Pyrenophora species such as, for example, Pyrenophora teres
  • Ramularia species such as, for example, Ramularia collo-cygni;
  • Rhynchosporium species such as, for example, Rhynchosporium secalis
  • Septoria species such as, for example, Septoria apii;
  • Typhula species such as, for example, Typhula incarnata
  • Venturia species such as, for example, Venturia inaequalis
  • Corticium species such as, for example, Corticium graminearum
  • Fusarium species such as, for example, Fusarium oxysporum
  • Gaeumannomyces species such as, for example, Gaeumannomyces graminis;
  • Rhizoctonia species such as, for example, Rhizoctonia solani;
  • Tapesia species such as, for example, Tapesia acuformis
  • Thielaviopsis species such as, for example, Thielaviopsis basicola;
  • Ear and panicle diseases (including corn on the cob), caused by e.g.
  • Alternaria species such as, for example, Alternaria spp .;
  • Aspergillus species such as, for example, Aspergillus flavus;
  • Cladosporium species such as, for example, Cladosporium spp .;
  • Claviceps species such as, for example, Claviceps purpurea
  • Fusarium species such as, for example, Fusarium culmorum
  • Gibberella species such as, for example, Gibberella zeae
  • Monographella species such as, for example, Monographella nivalis;
  • Sphacelotheca species such as, for example, Sphacelotheca reiliana
  • Tilletia species such as, for example, Tilletia caries
  • Urocystis species such as, for example, Urocystis occulta
  • Ustilago species such as, for example, Ustilago nuda
  • Aspergillus species such as, for example, Aspergillus flavus;
  • Botrytis species such as, for example, Botrytis cinerea
  • Penicillium species such as, for example, Penicillium expansum
  • Sclerotinia species such as, for example, Sclerotinia sclerotiorum
  • Verticilium species such as, for example, Verticilium alboatrum
  • Fusarium species such as, for example, Fusarium culmorum
  • Phytophthora species such as, for example, Phytophthora cactorum
  • Pythium species such as, for example, Pythium ultimum
  • Rhizoctonia species such as, for example, Rhizoctonia solani;
  • Sclerotium species such as, for example, Sclerotium rolfsii;
  • Nectria species such as, for example, Nectria galligena
  • Monilinia species such as, for example, Monilinia laxa;
  • Taphrina species such as, for example, Taphrina deformans
  • Esca species such as, for example, Phaemoniella clamydospora
  • Botrytis species such as, for example, Botrytis cinerea
  • Rhizoctonia species such as, for example, Rhizoctonia solani;
  • Xanthomonas species such as, for example, Xanthomonas campestris pv. Oryzae;
  • Pseudomonas species such as, for example, Pseudomonas syringae pv. Lachrymans; Erwinia species, such as, for example, Erwinia amylovora;
  • Alternaria leaf spot (Alternaria spec. Atrans tenuissima), Anthracnose (Colletotrichum gloeosporoides dematium var. Truncatum), Brown spot (Septoria glycines), Cercospora leaf spot and blight (Cercospora kikuchii), Choanephora leaf blight (Choanephora) infundaulifera.
  • Dactuliophora leaf spot (Dactuliophora glycines), Downy Mildew (Peronospora manshurica), Drechslera blight (Drechslera glycini), Frogeye Leaf spot (Cercospora sojina), Leptosphaerulina Leaf Spot (Leptosphaerulina trifoliictaja) Phphostolica leaf (Phyllostomyula), Phyllostructure (Phyllostructica), Phyllostyliceae (Phytostasis) Microsphaera diffusa), Pyrenochaeta Leaf Spot (Pyrenochaeta glycines), Rhizoctonia Aerial, Foliage, and Web Blight (Rhizoctonia solani), Rust (Phakopsora pachyrhizi), Scab (Sphaceloma glycines), Stemphylium Leaf Blight (Stemphyla botry
  • Black Root Rot (Calonectria crotalariae), Charcoal Rot (Macrophomina phaseolina), Fusarium Blight or WiIt, Root Rot, and Pod and Collar Rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), Mycoleptodiscus Root Rot (Mycol Neocosmospora (Neocosmopspora vasinfecta), Pod and Stern Blight (Diaporthe phaseolorum), Stem Canker (Diaporthe phaseolorum var.
  • Plant-strengthening (resistance-inducing) substances are to be understood as meaning, in the present context "which is the defense system of plants are able to stimulate such that the treated plants, when subsequently inoculated with unwanted microorganisms substantial resistance to these microorganisms.
  • undesirable microorganisms are to be understood as phytopathogenic fungi and bacteria.
  • the substances according to the invention can therefore be used to to protect zen against infestation by the named pathogens within a certain period of time after treatment.
  • the period within which protection is brought about generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active compounds.
  • the active compound combinations according to the invention are particularly well suited to combating mildew and leaf spot diseases, rotten fruit and flowers, lagging diseases and secondary infections caused by Aspergillus / Penicillium etc.
  • the active compound combinations according to the invention are particularly suitable for use in viticulture, fruit growing, in plantation crops, in vegetable cultivation and in legumes.
  • the fact that the active ingredient combinations are well tolerated by plants in the concentrations required to combat plant diseases permits treatment of above-ground parts of plants, of propagation stock and seeds, and of the soil.
  • the active compound combinations according to the invention can be used for foliar application or as a mordant.
  • the active compound combinations according to the invention are also suitable for increasing the crop yield. They are also less toxic and have good plant tolerance.
  • plants and parts of plants can be treated.
  • Plants are understood here to mean all plants and plant populations, such as desired and unwanted wild plants or crop plants (including naturally occurring crop plants).
  • Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights.
  • Plant parts all aerial and subterranean parts and organs "are the plants, such as shoot, leaf, flower and root are understood to be followed whereby leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes
  • the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • plants and their parts can be treated.
  • plant species and plant cultivars and their parts occurring wildly or obtained by conventional organic breeding methods, such as crossing or protoplast fusion, are treated.
  • the term "parts” or “parts of plants” or “plant parts” was explained above. Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.
  • Plant cultivars are understood to mean plants with new properties (“traits”) which have been grown both by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be varieties, bio and genotypes. Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, growing season, nutrition), the treatment according to the invention can also cause superadditive (“synergistic”) effects.
  • transgenic plants or plant cultivars to be treated according to the invention include all plants which have received genetic material through the genetic engineering modification, which gives these plants particularly advantageous, valuable properties (“traits”).
  • Such properties are better plant growth, increased tolerance to “high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated ripening, higher crop yields, higher quality and / or higher nutritional value Harvest products, higher shelf life and / or workability of the harvest products. Further and particularly highlighted examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or viruses, and an increased tolerance of the plants to certain herbicidal active ingredients.
  • transgenic plants are the important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soybeans, potatoes and cotton and rapeseed especially be highlighted.
  • the traits are particularly emphasized as the increased defense of the plants against insects by toxins which arise in the plants, in particular those which are caused by the genetic material from Bacillus thuringiensis (for example by the genes Cry ⁇ A (a), Cry ⁇ A (b), Cry ⁇ A (c), CryllA, CrylllA, CryHIB2, Cry9c, Cry2Ab, Cry3Bb and CryDF as well as their combinations) are produced in the plants (hereinafter "Bt plants”).
  • the properties (“traits”) also particularly emphasize the increased defense of plants against fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins.
  • SAR systemic acquired resistance
  • the properties (“traits”) which are particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (for example “PAT” gene).
  • the genes imparting the desired properties (“traits”) can also occur in combinations with one another in the transgenic plants.
  • Examples of "Bt plants” are corn varieties, cotton varieties, soy varieties and potato varieties that are sold under the trade names YIELD GARD® (e.g. corn, cotton, soy), KnockOut® (e.g. corn), StarLink® (e.g. corn), Bollgard® ( Cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • herbicide-tolerant plants are corn varieties, cotton varieties and soy varieties that are sold under the trade names Roundup Ready® (tolerance to glyphosate e.g. corn, cotton, soybeans), Liberty Link® (tolerance to phosphinotricin, e.g. rapeseed), IMI® (tolerance to Imidazolinone) and STS® (tolerance to sulfonylureas such as maize).
  • the herbicide-resistant plants (conventionally bred to herbicide tolerance) include the varieties sold under the name Clearf ⁇ eld® (eg maize). Of course, these statements also apply to plant varieties developed in the future or coming onto the market in the future with these or future-developed genetic properties ("traits").
  • the plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention.
  • the preferred ranges given above for the active substances or mixtures also apply to the treatment of these plants. Plant treatment with the mixtures specifically listed in the present text should be particularly emphasized.
  • the treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space according to the customary treatment methods, for example by dipping, spraying, evaporating, atomizing, scattering, spreading and in the case of propagation material, in particular seeds single or multi-layer wrapping.
  • the active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, very fine encapsulations in polymeric substances and in coating compositions for seeds, and ULV formulations.
  • formulations are prepared in a known manner, for example by mixing the active ingredients or the active ingredient combinations with extenders, that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents. If water is used as an extender, organic solvents can, for example, also be used as auxiliary solvents.
  • extenders that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • surface-active agents that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • organic solvents can, for example, also be used as auxiliary solvents.
  • aromatics such as xylene, toluene or alkylnaphthalamine
  • chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chlorethylenes or methylene chloride
  • aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions
  • alcohols such as butanol or Glycol and its ethers and esters
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • Liquefied gaseous extenders or carriers mean liquids which are gaseous at normal temperature and under normal pressure, for example aerosol propellants such as butane, propane, nitrogen and carbon dioxide.
  • Solid carrier materials are suitable: for example natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates. Solid carrier materials for granules are possible: e.g.
  • emulsifiers and / or foam-generating agents are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates.
  • Possible dispersants are, for example, lignin sulfite liquor and methyl cellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers can be used in the formulations, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, for example iron oxide, titanium oxide, ferrocyan blue and organic dyes, such as alizarin, azo and metal phthalocyanine dyes and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc, can be used.
  • inorganic pigments for example iron oxide, titanium oxide, ferrocyan blue and organic dyes, such as alizarin, azo and metal phthalocyanine dyes and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc, can be used.
  • the formulations generally contain between 0.1 and 95% by weight of active compounds, preferably between 0.5 and 90%.
  • active ingredient combinations according to the invention as such or in their formulations also mixed ⁇ with known fungicides, bactericides, acaricides, nematicides or insecticides used for example to widen the spectrum of action or prevent development of resistance.
  • Fungicides known fungicides, bactericides, acaricides, nematicides or insecticides used for example to widen the spectrum of action or prevent development of resistance.
  • Azoxystrobin Cyazofamid, Dimoxystrobin, Enestrobin, Famoxadon, Fenamidon, Fluoxastrobin, Kresoximmethyl, Metominostrobin, Orysastrobin, Pyraclostrobin, Picoxystrobin 3.4 Decoupler Dinocap, Fluazinam
  • Fentin acetate Fentin chloride, fentin hydroxide, silthiofam 4. Inhibition of amino acid and protein biosynthesis
  • Captafol, Captan, Chlorothalonil copper salts such as: copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, oxine-copper and Bordeaux mixture, dichlofluanide, dithianon, dodine, dodine free base, ferbam, fluorofolpet, folpet, fosetyl-al, guacetate, guatin Iminoctadine, iminoctadinal besilate, iminoctadine triacetate, man copper, mancozeb, maneb, metiram, metiram zinc, propineb, sulfur and sulfur preparations containing calcium polysulphide, thiram, zineb, ziram
  • Carbamates e.g. Alanycarb, Aldicarb, Aldoxycarb, Allyxycarb, Aminocarb, Azamethiphos, Bendiocarb, Benfuracarb, Bufencarb, Butacarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Chloethocarb, Coumaphos, Cyanophosuco, Dimo Carbos, Cyanophosphos, Cyanophosphos, Cyanophosphos, Cyanophosphos, Cyanophosphos Fenothiocarb, Formetanate, Furathiocarb, Isoprocarb, Metam-sodium, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Promecarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC, Xyl
  • pyrethroids e.g. acrinathrin, allethrin (d-cis-trans, d-trans), beta-cyfluthrin, bifenthrin, bioallethrin, bioallethrin-S-cyclopentyl-isomer, bioethanomethrin, biopermethrin, bioresmethrin, chlov-cortinhrin, cis-chlorothrinet -Resmethrin, cis-permethrin, clocythrin, cycloprothrin, cyfluthrin, cyhalothrin, cypermethrin (alpha, beta, theta, zeta), cyphenothrin, DDT, deltamethrin, empenthrin (lR-isomer), esfenxerate, fenpathrin, , Fenpyrithrin
  • Chloronicotinyls / neonicotinoids e.g. acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, nithiazine, thiacloprid, thiamethoxam
  • Nicotine Bensultap, Cartap
  • Acetylcholine receptor modulators 4.1 Spinosyne (e.g. Spinosad)
  • Mectins e.g. abamectin, avermectin, emamectin, emamectin-benzoate, ivermectin, mitemectin, milbemycin
  • Juvenile hormone mimetics e.g. diofenolan, epofenonane, fenoxycarb, hydroprene, kinoprene, methoprene, pyriproxifene, triprene
  • Diacylhydrazines e.g. chromafenozide, halofenozide, methoxyfenozide, tebufenozide
  • Inhibitors of chitin biosynthesis 9.1 Benzoyl ureas (e.g. bistrifluron, chlofluazuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflifenzuron)
  • Benzoyl ureas e.g. bistrifluron, chlofluazuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflifenzuron
  • Cyromazines 10. Inhibitors of oxidative phosphorylation, ATP disruptors
  • Organotins e.g. azocyclotin, cyhexatin, fenbutatin-oxide
  • Decoupler of the oxidative phosphorylation by interrupting the H proton gradient 11.1 pyrroles (eg chlorfenapyr) 11.2 Dinitrophenols (e.g. Binapacyrl, Dinobuton, Dinocap, DNOC)
  • METTs e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad
  • 12.2 Hydramethylnone e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad
  • 16.1 tetronic acids e.g. spirodiclofen, spiromesifen
  • 16.2 tetramic acids [e.g. 3- (2,5-Diraethylphenyl) -8-methoxy-2-oxo-l-azaspiro [4.5] dec-3-en-4-yl ethyl carbonate (alias: Carbonic acid, 3- (2,5-dimethylphenyl) -8-methoxy-2-oxo-l-azaspiro [4.5] dec-3-en-4-yl ethyl ester, CAS Reg.-No .: 382608-10-8) and Carbonic acid, cis-3- ( 2,5-dimethylphenyl) -8-methoxy-2-oxo-l-azaspiro [4.5] dec-3-en-4-yl ethyl ester (CAS Reg.No .: 203313-25-1)] 17.
  • Carboxamides e.g. flo
  • Octopaminergic agonists e.g. Amitraz
  • Inhibitors of magnesium-stimulated ATPase e.g. propargite
  • fumigants e.g. aluminum phosphide, methyl bromide, sulfuryl fluoride
  • mite growth inhibitors e.g. clofentezine, etoxazole, hexythiazox
  • clofentezine, etoxazole, hexythiazox 23.4 amidoflumet, benclothiaz, benzoximate, bifenazate, bromopropylate, buprofezin, quinomethionate, chlorodime form, chlorobenzilate, floplenzilimine, flimbenzimilimone, flimenzilimene, flimenzenzimine, flimenzenzimine, fifenzylimine, fifenzylimine, fifenzylimine, flopenzene, cycloprene, fenzylimine, flimenzenzimine, fifenzylimine, fifenzyl fimine, fylacenofimine, fyrobenzimine, fyrobenzimine, fylacetene, fifen
  • the active compound combinations can be used as such, in the form of their formulations or the use forms prepared therefrom, such as ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, wettable powders, soluble powders and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, scattering, spreading, dry pickling, wet pickling, wet pickling, slurry pickling or incrusting.
  • the application rates can be varied within a relatively wide range, depending on the type of application.
  • the application rates of active compound combination are generally between 0.1 and 10,000 g / ha, preferably between 10 and 1,000 g / ha.
  • the application rates of the active compound combination are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 10 g per kilogram of seed.
  • the active compound combination application rates are generally between 0.1 and 10,000 g / ha, preferably between 1 and 5,000 g / ha.
  • the good fungicidal activity of the active compound combinations according to the invention can be seen from the examples below. While the individual active ingredients have weaknesses in their fungicidal action, the combinations show an action which goes beyond a simple summation of action.
  • Fungicides always have a synergistic effect if the fungicidal activity of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
  • X means the efficiency when using the active ingredient A in an application rate of mg / ha
  • Y means the efficiency when using the active ingredient B in an application rate of ng / ha
  • E means the efficiency when using active ingredients A and B in application rates of m and ng / ha
  • the efficiency is determined in%. It means 0% an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
  • the combination of the combination is superadditive, i.e. there is a synergistic effect.
  • the actually observed efficiency must be greater than the value for the expected efficiency (E) calculated from the above formula.
  • Leptosphaeria nodorum test (wheat) / protective solvent 50 parts by weight of N, N-dimethylacetamide
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration.
  • the plants are placed in a greenhouse at a temperature of approx. 20 ° C and a relative humidity of 80%. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
  • Trifloxystrobin 1 33 127.91 100

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
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Abstract

L'invention concerne des associations de principes actifs contenant un dérivé d'éther d'oxime de formule (I) et du tolylfluanide, ainsi que leur utilisation comme fongicides.
PCT/EP2006/011338 2005-12-09 2006-11-27 Association fongicide de principes actifs WO2007065580A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005058837.9 2005-12-09
DE200510058837 DE102005058837A1 (de) 2005-12-09 2005-12-09 Fungizide Wirkstoffkombination

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WO2007065580A1 true WO2007065580A1 (fr) 2007-06-14

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WO (1) WO2007065580A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4233544A3 (fr) * 2013-11-26 2023-10-18 UPL Ltd Procede de lutte contre de la rouille

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997000012A1 (fr) * 1995-06-16 1997-01-03 Novartis Ag Compositions protegeant les recoltes
WO1999063813A2 (fr) * 1998-06-08 1999-12-16 Novartis Ag Combinaisons fongicides comprenant des derives methylester-o-methyloxime d'acide glyoxalique
WO2005117586A1 (fr) * 2004-06-04 2005-12-15 Bayer Cropscience Ag Combinaisons de principes actifs fongicides

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997000012A1 (fr) * 1995-06-16 1997-01-03 Novartis Ag Compositions protegeant les recoltes
WO1999063813A2 (fr) * 1998-06-08 1999-12-16 Novartis Ag Combinaisons fongicides comprenant des derives methylester-o-methyloxime d'acide glyoxalique
WO2005117586A1 (fr) * 2004-06-04 2005-12-15 Bayer Cropscience Ag Combinaisons de principes actifs fongicides

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS: "Fungicidal compositions", RESEARCH DISCLOSURE, MASON PUBLICATIONS, HAMPSHIRE, GB, vol. 415, no. 12, November 1998 (1998-11-01), pages 1437 - 1439, XP007123477, ISSN: 0374-4353 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4233544A3 (fr) * 2013-11-26 2023-10-18 UPL Ltd Procede de lutte contre de la rouille

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