US20050101639A1 - Fungicidal mixtures based on prothioconazole and a strobilurin derivative - Google Patents

Fungicidal mixtures based on prothioconazole and a strobilurin derivative Download PDF

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Publication number
US20050101639A1
US20050101639A1 US10/505,440 US50544004A US2005101639A1 US 20050101639 A1 US20050101639 A1 US 20050101639A1 US 50544004 A US50544004 A US 50544004A US 2005101639 A1 US2005101639 A1 US 2005101639A1
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US
United States
Prior art keywords
formula
compound
prothioconazole
iii
picoxystrobin
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.)
Abandoned
Application number
US10/505,440
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English (en)
Inventor
Eberhard Ammermann
Reinhard Stierl
Gisela Lorenz
Siegfried Strathmann
Klaus Schelberger
V. Spadafora
Thomas Christen
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BASF SE
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Individual
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Application filed by Individual filed Critical Individual
Assigned to BASF AKTIENGESELLSCHAFT reassignment BASF AKTIENGESELLSCHAFT ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: AMMERMANN, EBERHARD, CHRISTEN, THOMAS, LORENZ, GISELA, SCHELBERGER, KLAUS, SPADAFORA, V. JAMES, STIERL, REINHARD, STRATHMANN, SIEGFRIED
Publication of US20050101639A1 publication Critical patent/US20050101639A1/en
Priority to US14/799,671 priority Critical patent/US20150313226A1/en
Priority to US14/799,692 priority patent/US10645930B2/en
Abandoned legal-status Critical Current

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • 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
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D249/12—Oxygen or sulfur atoms

Definitions

  • the present invention relates to a fungicidal mixture, comprising
  • the invention relates to a method for controlling harmful fungi using mixtures of the compounds I with at least one of the compounds II, III, IV, V or VI, and to the use of the compounds I, II, III, IV, V and VI for preparing such mixtures, and to compositions comprising such mixtures.
  • Trifloxystrobin of the formula II and its use as crop protection agent are described in EP-A-0 460 575.
  • Picoxystrobin has been disclosed in EP-A-0 326 330.
  • the strobilurin derivative of the formula IV is likewise already known and has been described in EP-A-0 804 421.
  • Trifloxystrobin of the formula II is known from EP-A 0 460 572.
  • Picoxystrobin of the formula III is known from EP-A-0 326 330.
  • Pyraclostrobin of the formula IV is known from EP-A 0 804 421.
  • Dimoxystrobin of the formula V is known from EP-A 0 477 631.
  • the strobilurin derivative of the formula VI is known from EP-A 0 876 332.
  • the compounds I to VI are capable of forming salts or adducts with inorganic or organic acids or with metal ions.
  • inorganic acids examples include hydrohalic acids, carbonic acid, such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, sulfuric acid, phosphoric acid and nitric acid.
  • Suitable organic acids are, for example, formic acid, carbonic acid and alkanoic acids, such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acids (aromatic radicals, such as phenyl and naphthyl, which carry
  • Suitable metal ions are in particular the ions of the elements of the second main group, in particular calcium and magnesium, of the third and fourth main group, in particular aluminum, tin and lead, and of the first to eighth transition group, in particular chromium, manganese, iron, cobalt, nickel, copper, zinc and others. Particular preference is given to the metal ions of the elements of the transition groups of the fourth period.
  • the metals can be present in the various valencies that they can assume.
  • the pure active compounds I, II, III, IV, V and VI to which may be added further active compounds against harmful fungi or other pests, such as insects, arachnids or nematodes, or else herbicidal or growth-regulating active compounds or fertilizers.
  • the mixtures of the compound I with at least one of the compounds II, III, IV, V or VI or the compound I, used simultaneously, jointly or separately, with at least one of the compounds II, III, IV, V or VI exhibit outstanding activity against a wide range of phytopathogenic fungi, in particular from the classes of the Ascomycetes, Basidiomycetes, Phycomycetes and Deuteromycetes. Some of them act systemically and can therefore also be employed as folio- and soil-acting fungicides.
  • fungi are especially important for controlling a large number of fungi in a variety of crop plants, such as cotton, vegetable species (e.g. cucumbers, beans, tomatoes, potatoes and cucurbits), barley, grass, oats, bananas, coffee, corn, fruit species, rice, rye, soya, grapevine, wheat, ornamentals, sugar cane, and a variety of seeds.
  • vegetable species e.g. cucumbers, beans, tomatoes, potatoes and cucurbits
  • barley grass, oats, bananas, coffee, corn, fruit species, rice, rye, soya, grapevine, wheat, ornamentals, sugar cane, and a variety of seeds.
  • They can furthermore be employed in the protection of materials (e.g. the protection of wood), for example against Paecilomyces variotii.
  • the compound I can be applied simultaneously, that is either together or separately, or successively with at least one of the compounds II, III, IV, V and VI, the sequence, in the case of separate application, generally not having any effect on the result of the control measures.
  • the compounds I and II are usually applied in a weight ratio of from 20:1 to 1:20, in particular from 10:1 to 1:10, preferably from 5:1 to 1:5.
  • the compounds I and III are usually applied in a weight ratio of from 20:1 to 1:20, in particular from 10:1 to 1:10, preferably from 5:1 to 1:5.
  • the compounds I and IV are usually applied in a weight ratio of from 20:1 to 1:20, in particular from 10:1 to 1:10, preferably from 5:1 to 1:5.
  • the compounds I and V are usually applied in a weight ratio of from 20:1 to 1:20, in particular from 10:1 to 1:10, preferably from 5:1 to 1:5.
  • the compounds I and VI are usually applied in a weight ratio of from 20:1 to 1:20, in particular from 10:1 to 1:10, preferably from 5:1 to 1:5.
  • the application rates of the mixtures according to the invention are, in particular in agricultural crop areas, from 0.01 to 8 kg/ha, preferably from 0.1 to 5 kg/ha, in particular from 0.1 to 3.0 kg/ha.
  • the application rates for the compound I are from 0.01 to 1 kg/ha, preferably from 0.05 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates are from 0.01 to 1 kg/ha, preferably from 0.02 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates are from 0.01 to 1 kg/ha, preferably from 0.02 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates are from 0.01 to 1 kg/ha, preferably from 0.02 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates are from 0.01 to 1 kg/ha, preferably from 0.02 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates are from 0.01 to 1 kg/ha, preferably from 0.02 to 0.5 kg/ha, in particular from 0.05 to 0.3 kg/ha.
  • the application rates of the mixture are generally from 0.001 to 250 g/kg of seed, preferably from 0.01 to 100 g/kg of seed, in particular from 0.01 to 50 g/kg.
  • the separate or joint application of the compound I with at least one of the compounds II, III, IV, V and VI or of the mixtures of the compound I with at least one of the compounds II, III, IV, V or VI is effected by spraying or dusting the seeds, the plants or the soils before or after sowing of the plants, or before or after plant emergence.
  • the fungicidal synergistic mixtures according to the invention or the compound I and at least one of the compounds II, III, IV, V and VI can be formulated, for example, in the form of ready-to-spray solutions, powders and suspensions or in the form of highly concentrated aqueous, oily or other suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, materials for broadcasting or granules, and applied by spraying, atomizing, dusting, broadcasting or watering.
  • the use form depends on the intended purpose; in each case, it should ensure as fine and uniform as possible a distribution of the mixture according to the invention.
  • the formulations are prepared in a known manner, for example by adding solvents and/or carriers.
  • solvents and/or carriers usually, inert additives, such as emulsifiers or dispersants, are added to the formulations.
  • Suitable surfactants are the alkali metal salts, alkaline earth metal salts and ammonium salts of aromatic sulfonic acids, for example ligno-, phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, and of fatty acids, alkyl- and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanols, or of fatty alcohol glycol ethers, condensates of sulfonated naphthalene and its derivatives with formaldehyde, condensates of naphthalene or of the naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctyl-, octyl-
  • Powders, materials for broadcasting and dusts can be prepared by mixing or jointly grinding the compound I and at least one of the compounds II, III, IV, V and VI or the mixture of the compound I with at least one compound II, III, IV, V or VI with a solid carrier.
  • Granules for example coated granules, impregnated granules or homogeneous granules
  • a solid carrier for example
  • Fillers or solid carriers are, for example, mineral earths such as silica gel, silicas, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, and also fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin, such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders or other solid carriers.
  • mineral earths such as silica gel, silicas, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, and also fertilizers, such as ammonium sulfate, ammonium phosphate, am
  • the formulations generally comprise from 0.1 to 95% by weight, preferably from 0.5 to 90% by weight, of the compound I and at least one of the compounds II, III, IV, V or VI or of the mixture of the compound I with at least one compound II, III, IV, V or VI.
  • the active compounds are employed in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum or HPLC).
  • the compound I and at least one of the compounds II, III, IV, V and VI or the mixtures or the corresponding formulations are applied by treating the harmful fungi, their habitat, or the plants, seeds, soils, areas, materials or spaces to be kept free from them with a fungicidally effective amount of the mixture, or of the compound I and at least one of the compounds II, III, IV, V or VI in the case of separate application.
  • Application can be effected before or after infection by the harmful fungi.
  • the active compounds separately or together, were formulated as a 10% emulsion in a mixture of 63% by weight of cyclohexanone and 27% by weight of emulsifier, and diluted with water to the desired concentration.
  • An efficacy of 0 means that the infection level of the treated plants corresponds to that of the untreated control plants; an efficacy of 100 means that the treated plants were not infected.
  • Leaves of wheat seedlings of the cultivar “Kanzler” grown in pots were sprayed to runoff point with an aqueous preparation of active compound which had been prepared from a stock solution comprising 10% of active compound, 85% of cyclohexanone.and 5% of emulsifier, and, 24 hours after the spray coating had dried on,. the leaves were dusted with spores of mildew of wheat ( Erysiphe [syn. Blumeria] graminis forma specialis. tritici ). The test plants were then placed in a greenhouse at 20-24° C. and 60-90% relative atmospheric humidity. After 7 days, the extent of the development of the mildew was determined visually in % infection of the entire leaf area.
  • the visually determined values for the percentage of diseased leaf areas were converted into efficacies as % of the untreated control.
  • An efficacy of 0 means the same disease level as in the untreated control, an efficacy of 100 means a disease level of 0%.
  • the expected efficacies for the active compound combinations were determined using Colby's formula mentioned above and compared with the observed efficacies.
  • test results show that in all mixing ratios the observed efficacy is higher than the efficacy calculated beforehand using Colby's formula (from Synerg 171. XLS).
  • the visually determined values for the percentage of diseased leaf areas were converted into efficacies as % of the untreated control.
  • An efficacy of 0 means the same disease level as in the untreated control, an efficacy of 100 means a disease level of 0%.
  • the expected efficacies for the combinations of active compounds were determined using Colby's formula mentioned above and compared with the observed efficacies.
  • test results show that in all mixing ratios the observed efficacy is higher than the efficacy calculated beforehand using Colby's formula (from Synerg 171. XLS).

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  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
US10/505,440 2002-03-01 2003-02-26 Fungicidal mixtures based on prothioconazole and a strobilurin derivative Abandoned US20050101639A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US14/799,671 US20150313226A1 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative
US14/799,692 US10645930B2 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10208838 2002-03-01
DE102088381 2002-03-01
PCT/EP2003/001929 WO2003073852A2 (fr) 2002-03-01 2003-02-26 Melanges fongicides a base de prothioconazol et d'un derive de strobilurine

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/001929 A-371-Of-International WO2003073852A2 (fr) 2002-03-01 2003-02-26 Melanges fongicides a base de prothioconazol et d'un derive de strobilurine

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US14/799,692 Continuation US10645930B2 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative
US14/799,671 Continuation US20150313226A1 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative

Publications (1)

Publication Number Publication Date
US20050101639A1 true US20050101639A1 (en) 2005-05-12

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ID=27770913

Family Applications (3)

Application Number Title Priority Date Filing Date
US10/505,440 Abandoned US20050101639A1 (en) 2002-03-01 2003-02-26 Fungicidal mixtures based on prothioconazole and a strobilurin derivative
US14/799,692 Expired - Lifetime US10645930B2 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative
US14/799,671 Abandoned US20150313226A1 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative

Family Applications After (2)

Application Number Title Priority Date Filing Date
US14/799,692 Expired - Lifetime US10645930B2 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative
US14/799,671 Abandoned US20150313226A1 (en) 2002-03-01 2015-07-15 Fungicidal mixtures based on prothioconazole and a strobilurin derivative

Country Status (25)

Country Link
US (3) US20050101639A1 (fr)
EP (3) EP1929868B1 (fr)
JP (1) JP4477358B2 (fr)
KR (1) KR100951210B1 (fr)
CN (1) CN1328956C (fr)
AR (1) AR038706A1 (fr)
AT (2) ATE397860T1 (fr)
AU (3) AU2003210354B9 (fr)
BR (1) BR0307729B1 (fr)
CA (4) CA2743460C (fr)
CL (1) CL2010000658A1 (fr)
CO (1) CO5611068A2 (fr)
DE (2) DE50309988D1 (fr)
DK (2) DK1642499T3 (fr)
EA (4) EA014804B1 (fr)
ES (3) ES2623443T3 (fr)
IL (1) IL163309A (fr)
MX (1) MXPA04007477A (fr)
NZ (3) NZ555498A (fr)
PL (4) PL219127B1 (fr)
PT (2) PT1482798E (fr)
SI (2) SI1642499T1 (fr)
UA (1) UA78550C2 (fr)
WO (1) WO2003073852A2 (fr)
ZA (1) ZA200407893B (fr)

Cited By (41)

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Publication number Priority date Publication date Assignee Title
US20020173529A1 (en) * 1997-04-18 2002-11-21 Stefan Dutzmann Fungicide active substance combinations
US20020198181A1 (en) * 1998-06-08 2002-12-26 Rene Zurfluh Fungicidal combinations comprising glyoxalic acid methyl ester-O-methyloxime derivatives
US20050009703A1 (en) * 2001-08-16 2005-01-13 Ulrike Wachendorff-Neumann Fungicidal active substance combinations containing trifloxystrobin
US20060004070A1 (en) * 2002-06-24 2006-01-05 Ulrike Wachendorff-Neumann Fungicidal active substance combinations
US20060014738A1 (en) * 2002-06-24 2006-01-19 Ulrike Wachendorff-Neumann Fungicidal combination of active substances
US20060035942A1 (en) * 2002-06-24 2006-02-16 Ulrike Wachendorff-Neumann Fungicidal combinations of active substances
US20070037799A1 (en) * 2003-07-30 2007-02-15 Bayer Cropscience Aktiengesellschaft Fungicide ternary active ingredient combinations
US20070054804A1 (en) * 2003-09-11 2007-03-08 Bayer Cropscience Aktiengesellschaft Use of fungicides for disinfecting cereal seed
US20070060579A1 (en) * 2003-10-10 2007-03-15 Ulrike Wachendorff-Neumann Synergistic fungicidal active substance combinations
US20070078171A1 (en) * 2003-10-13 2007-04-05 Bayer Cropscience Ag Synergistic insecticide mixtures
US20070122436A1 (en) * 2003-10-30 2007-05-31 Sebastian Koltzenburg Nanoparticulate active substance formulations
US20070142327A1 (en) * 2003-12-04 2007-06-21 Bayer Cropscience Aktiengesellschaft Active compound combinations having insecticidal properties
US20070203208A1 (en) * 1998-06-10 2007-08-30 Christoph Erdelen Agents for combating plant pests
US20070270416A1 (en) * 2003-12-04 2007-11-22 Bayer Cropscience Aktiengesellschaft Active Compound Combinations Having Insecticidal and Acaricidal Properties
US20070293550A1 (en) * 2004-04-27 2007-12-20 Bayer Cropscience Aktiengesellschaft Use of Alkyl Carboxylic Acid Amides as Penetration Enhancers
US20070298966A1 (en) * 2004-10-08 2007-12-27 Bayercropscience Ag Fungicidal Combinations of Active Ingredients
US20080125318A1 (en) * 2004-12-23 2008-05-29 Basf Aktiengesellschaft Fungicidal Mixtures Containing Enestroburin and at Least One Active Substance from the Group of Azoles
US20080153824A1 (en) * 2004-12-20 2008-06-26 Basf Aktiengesellschaft Method for Controlling Fungal Diseases in Leguminous Plants
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PT1482798E (pt) 2006-08-31
EA200701900A1 (ru) 2008-06-30
EA200701899A1 (ru) 2008-06-30
BR0307729B1 (pt) 2015-02-18
EA201001208A1 (ru) 2010-12-30
JP4477358B2 (ja) 2010-06-09
DK1642499T3 (da) 2008-10-06
AU2003210354B2 (en) 2008-07-10
AU2008229851A1 (en) 2008-10-30
EP1929868A2 (fr) 2008-06-11
US20150313227A1 (en) 2015-11-05
AU2008229854B2 (en) 2011-02-03
AU2003210354B9 (en) 2008-11-20
WO2003073852A3 (fr) 2004-08-26
PL394171A1 (pl) 2011-06-20
CA2858118A1 (fr) 2003-09-12
CL2010000658A1 (es) 2010-11-12
ATE397860T1 (de) 2008-07-15
UA78550C2 (en) 2007-04-10
EP1642499B1 (fr) 2008-06-11
WO2003073852A2 (fr) 2003-09-12
EA200401133A1 (ru) 2005-06-30
JP2005526735A (ja) 2005-09-08
SI1482798T1 (sl) 2006-10-31
AU2008229851B2 (en) 2011-02-03
PT1642499E (pt) 2008-07-09
PL210584B1 (pl) 2012-02-29
ES2304657T3 (es) 2008-10-16
CA2812887A1 (fr) 2003-09-12
EP1482798B1 (fr) 2006-05-24
EP1482798A2 (fr) 2004-12-08
EP1929868B1 (fr) 2017-01-25
CA2477000A1 (fr) 2003-09-12
PL404554A1 (pl) 2013-10-14
PL219127B1 (pl) 2015-03-31
EP1929868A3 (fr) 2013-05-15
CA2477000C (fr) 2012-05-08
ES2264768T3 (es) 2007-01-16
CO5611068A2 (es) 2006-02-28
CA2743460C (fr) 2013-08-13
EP1642499A3 (fr) 2006-08-09
CA2858118C (fr) 2016-02-09
ATE326844T1 (de) 2006-06-15
DK1482798T3 (da) 2006-07-31
NZ555498A (en) 2008-07-31
PL398430A1 (pl) 2012-06-04
KR20040096635A (ko) 2004-11-16
CA2812887C (fr) 2016-02-23
DE50309988D1 (de) 2008-07-24
PL219750B1 (pl) 2015-07-31
BR0307729A (pt) 2005-01-25
US20150313226A1 (en) 2015-11-05
US10645930B2 (en) 2020-05-12
EA017870B1 (ru) 2013-03-29
CN1638637A (zh) 2005-07-13
ZA200407893B (en) 2006-02-22
ES2623443T3 (es) 2017-07-11
CN1328956C (zh) 2007-08-01
IL163309A (en) 2009-08-03
AU2008229854A1 (en) 2008-10-30
EA013641B1 (ru) 2010-06-30
PL213742B1 (pl) 2013-04-30
EA014804B1 (ru) 2011-02-28
PL372340A1 (en) 2005-07-11
NZ567833A (en) 2009-07-31
US20160143282A2 (en) 2016-05-26

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