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WO2003017762A2 - Combinaisons de substances actives fongicides - Google Patents

Combinaisons de substances actives fongicides Download PDF

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Publication number
WO2003017762A2
WO2003017762A2 PCT/EP2002/008999 EP0208999W WO03017762A2 WO 2003017762 A2 WO2003017762 A2 WO 2003017762A2 EP 0208999 W EP0208999 W EP 0208999W WO 03017762 A2 WO03017762 A2 WO 03017762A2
Authority
WO
WIPO (PCT)
Prior art keywords
formula
group
active ingredient
active
parts
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2002/008999
Other languages
German (de)
English (en)
Other versions
WO2003017762A3 (fr
Inventor
Ulrike Wachendorff-Neumann
Thomas Seitz
Ulrich Heinemann
Herbert Gayer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Priority to AU2002325940A priority Critical patent/AU2002325940A1/en
Publication of WO2003017762A2 publication Critical patent/WO2003017762A2/fr
Anticipated expiration legal-status Critical
Publication of WO2003017762A3 publication Critical patent/WO2003017762A3/fr
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring

Definitions

  • the present application relates to new combinations of active ingredients which consist of a valinamide derivative on the one hand and other known fungicidal active ingredients on the other hand and are very well suited for combating phytopathogenic fungi.
  • nalinamide derivatives have fungicidal properties (cf. EP-A-472 996).
  • the effectiveness of these substances is good; however, in some cases it leaves something to be desired when the application rates are low.
  • nalinamide derivatives can be used in combination with other active ingredients (EP-A-0 610 764, EP-A-0 944 318, WO
  • R l for phenyl, 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or indanyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl or ethyl have very good fungicidal properties.
  • 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. There is an unforeseeable real synergistic effect and not just an addition.
  • Particularly preferred compounds of the formula (XXIX) are the compounds of the formula (XXIX).
  • the compounds can be present as E or Z isomers.
  • the product can therefore be present as a mixture of different isomers or in the form of a single isomer.
  • the E isomers of the compounds of the formula (XXIX) are preferred.
  • the present invention relates to the compound of the formula (I) in which the amino acid part is formed from i-propoxycarbonyl-L-valine and the phenethylamine part has the R (+) configuration.
  • fungicidal active ingredients also present in the combinations according to the invention are also known.
  • the active substances are described in detail in the following publications:
  • the active compound combinations according to the invention contain at least one active ingredient from the compounds of groups (1) to (28). They can also contain other fungicidally active components.
  • the active substances are present in the active substance combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident.
  • the weight ratios of the active ingredients in the active substance combinations according to the invention are particularly evident.
  • Drug combinations can be varied in a relatively wide range.
  • Group (3) 0.5 to 150 parts by weight, preferably 1 to 1 OO parts by weight of active ingredient from the
  • Group (8) 0.5 to 150 parts by weight, preferably 1 to 100 parts by weight of active ingredient from the
  • the active substance combinations according to the invention have very good fungicidal properties and can be used to control phytopathogenic fungi, such as plasmidiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, etc.
  • the active substance combinations according to the invention are particularly suitable for combating Phytophthora infestans, Alternaria spec. and Plasmopara viticola on tomatoes and potatoes and Plasmopara viticola on grapevines.
  • the active compound combinations according to the invention can be used for foliar application or else as B. agents are used.
  • 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 are understood to mean all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop 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 are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhizomes become.
  • 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 according to the invention.
  • 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.
  • transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (genetically modified organisms) and their parts 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 varieties plants are understood to have new properties ("traits") which have been grown by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be varieties, bio and genotypes.
  • the treatment according to the invention can also cause superadditive (“synergistic") effects.
  • superadditive for example, reduced application rates and / or widening of the spectrum of action and / or an increase in the action of the substances and agents which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to water or soil salt content, increased flowering performance , easier harvesting, acceleration of ripeness, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher storability and / or workability of the harvested products, which go beyond the effects to be expected.
  • transgenic plants or plant cultivars to be treated according to the invention include all plants which, through the genetic engineering modification, have received genetic material which contains them
  • traits 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 of the harvested products higher shelf life and / or workability of the harvested 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 ones Cultivated plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes) are mentioned, with corn, soybeans, potatoes, cotton and rapeseed being particularly emphasized.
  • the properties (“traits”) are particularly emphasized of the plants' increased defense 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, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF 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 e.g. "PAT” gene.
  • the genes imparting the desired properties (“traits”) can also occur in combinations with one another in the transgenic plants.
  • “Bt plants” are maize varieties, cotton varieties, soy varieties and potato varieties sold under the trade names YIELD GARD® (e.g. maize, cotton, soy),
  • KnockOut® (e.g. maize), StarLink® (e.g. maize), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties may be mentioned that under the trade names Roundup Ready® (tolerance to glyphosate, for example maize, cotton, soya beans), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IMI® (tolerance against imidazolinones) and STS®
  • the herbicide-resistant plants include the varieties sold under the name Clearfield® (eg maize). Of course, these statements also apply . for developed or in the future future plant varieties with these or future-developed genetic traits.
  • the plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention.
  • the two plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention.
  • 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, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular seeds, furthermore by single- or multi-layer coating.
  • 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.
  • 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 made in a known manner, e.g. 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, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • extenders that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, if appropriate using 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.
  • auxiliary solvents include aromatics, such as xylene, toluene or alkylnaphthalamine, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorefhylenes 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 dimethyl formamide and dimethyl sulfoxide, and water.
  • aromatics such as xylene, toluene or alkylnaphthalamine
  • chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloref
  • 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 substances for granules come into question: eg broken and fractionated natural ones
  • Rocks such as calcite, marble, pumice, sepiolifh, dolomite as well as synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems.
  • Possible emulsifying and / or foam-generating agents are: e.g. non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates.
  • Possible dispersants are: e.g. Lignin sulfite lye and methyl cellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids can be used in the formulations.
  • 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 .
  • the formulations generally contain between 0.1 and 95% by weight of active ingredients, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention can also be used in a mixture with known fungicides, bactericides, acaricides, nematicides or insecticides, for example to to spread the spectrum of activity or to prevent the development of resistance.
  • fungicides bactericides
  • acaricides nematicides or insecticides
  • synergistic effects are obtained, i.e. the effectiveness of the mixture is greater than the effectiveness of the individual components.
  • the active substance 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 substantial 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 kg of seed, preferably between 0.01 and 10 g per kg of seed.
  • the application rates of active compound combination 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 m g / ha
  • Y means the efficiency when using the active ingredient B in an application rate of n g / ha and
  • E means the efficiency when using active ingredients A and B in application rates of m and n g / 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. If the actual fungicidal activity is greater than calculated, the combination of the combination is superadditive, ie there is a synergistic effect. In this case, the actually observed efficiency must be greater than the value for the expected efficiency (E) calculated from the above formula.

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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)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne de nouvelles combinaisons de substances actives constituées de dérivés de valinamide de formule (I) et de substances actives fongicides connues, ainsi que leur utilisation pour lutter contre des champignons phytopathogènes.
PCT/EP2002/008999 2001-08-24 2002-08-12 Combinaisons de substances actives fongicides Ceased WO2003017762A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2002325940A AU2002325940A1 (en) 2001-08-24 2002-08-12 Fungicidal active-ingredient combinations

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10141617.2 2001-08-24
DE2001141617 DE10141617A1 (de) 2001-08-24 2001-08-24 Fungizide Wirkstoffkombinationen

Publications (2)

Publication Number Publication Date
WO2003017762A2 true WO2003017762A2 (fr) 2003-03-06
WO2003017762A3 WO2003017762A3 (fr) 2004-05-27

Family

ID=7696545

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/008999 Ceased WO2003017762A2 (fr) 2001-08-24 2002-08-12 Combinaisons de substances actives fongicides

Country Status (3)

Country Link
AU (1) AU2002325940A1 (fr)
DE (1) DE10141617A1 (fr)
WO (1) WO2003017762A2 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004049804A3 (fr) * 2002-11-29 2004-09-16 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2005077187A1 (fr) * 2004-02-18 2005-08-25 Tecnotrea S.R.L. Melanges fongicides synergiques
WO2006069716A1 (fr) * 2004-12-23 2006-07-06 Basf Aktiengesellschaft Melanges fongicides
EP2253211A1 (fr) * 2005-06-09 2010-11-24 Bayer CropScience AG Combinaisons d'agent actif
EP2292094A1 (fr) * 2009-09-02 2011-03-09 Bayer CropScience AG Combinaisons de composés actifs
CN101647466B (zh) * 2009-07-15 2013-04-10 深圳诺普信农化股份有限公司 杀菌组合物
US8754009B2 (en) 2005-06-09 2014-06-17 Bayer Cropscience Ag Active compound combinations
CN106455575A (zh) * 2014-05-15 2017-02-22 拜耳作物科学股份公司 活性化合物结合物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4026966A1 (de) * 1990-08-25 1992-02-27 Bayer Ag Substituierte valinamid-derivate
DE4304172A1 (de) * 1993-02-12 1994-08-25 Bayer Ag Fungizide Wirkstoffkombinationen
GB9819317D0 (en) * 1998-09-04 1998-10-28 Novartis Ag Organic compounds

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004049804A3 (fr) * 2002-11-29 2004-09-16 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2005077187A1 (fr) * 2004-02-18 2005-08-25 Tecnotrea S.R.L. Melanges fongicides synergiques
WO2006069716A1 (fr) * 2004-12-23 2006-07-06 Basf Aktiengesellschaft Melanges fongicides
EA011513B1 (ru) * 2004-12-23 2009-04-28 Басф Акциенгезельшафт Фунгицидные смеси
EP2253211A1 (fr) * 2005-06-09 2010-11-24 Bayer CropScience AG Combinaisons d'agent actif
US8754009B2 (en) 2005-06-09 2014-06-17 Bayer Cropscience Ag Active compound combinations
US9414600B2 (en) 2005-06-09 2016-08-16 Bayer Intellectual Property Gmbh Active compound combinations
CN101647466B (zh) * 2009-07-15 2013-04-10 深圳诺普信农化股份有限公司 杀菌组合物
EP2292094A1 (fr) * 2009-09-02 2011-03-09 Bayer CropScience AG Combinaisons de composés actifs
WO2011035834A1 (fr) * 2009-09-02 2011-03-31 Bayer Cropscience Ag Combinaisons de composés actifs
CN106455575A (zh) * 2014-05-15 2017-02-22 拜耳作物科学股份公司 活性化合物结合物

Also Published As

Publication number Publication date
WO2003017762A3 (fr) 2004-05-27
DE10141617A1 (de) 2003-03-06
AU2002325940A1 (en) 2003-03-10

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