WO1995007615A1 - Pesticide a effet synergique - Google Patents

Pesticide a effet synergique Download PDF

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Publication number
WO1995007615A1
WO1995007615A1 PCT/EP1994/003007 EP9403007W WO9507615A1 WO 1995007615 A1 WO1995007615 A1 WO 1995007615A1 EP 9403007 W EP9403007 W EP 9403007W WO 9507615 A1 WO9507615 A1 WO 9507615A1
Authority
WO
WIPO (PCT)
Prior art keywords
spp
methyl
compound
granules
agent according
Prior art date
Application number
PCT/EP1994/003007
Other languages
German (de)
English (en)
Inventor
Werner Knauf
Anna Waltersdorfer
Original Assignee
Hoechst Schering Agrevo Gmbh
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
Priority claimed from DE4331088A external-priority patent/DE4331088A1/de
Priority claimed from DE19934331092 external-priority patent/DE4331092A1/de
Priority claimed from DE19934331089 external-priority patent/DE4331089A1/de
Application filed by Hoechst Schering Agrevo Gmbh filed Critical Hoechst Schering Agrevo Gmbh
Priority to CN94193378A priority Critical patent/CN1130858A/zh
Priority to JP7508843A priority patent/JPH09502445A/ja
Priority to AU76957/94A priority patent/AU7695794A/en
Priority to EP94927588A priority patent/EP0719088A1/fr
Priority to KR1019960701300A priority patent/KR960704465A/ko
Priority to BR9407470A priority patent/BR9407470A/pt
Priority to PL94313417A priority patent/PL313417A1/xx
Publication of WO1995007615A1 publication Critical patent/WO1995007615A1/fr

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
    • 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
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • 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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
    • 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
    • A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48

Definitions

  • Synergism is the mutually reinforcing effect of two or more substances.
  • the combined use of the active ingredients means that the application rates can be reduced and still achieve the same effect, or that the same application amounts achieve a higher than the expected effect of the individually employed active ingredients (synergistic effect).
  • the present invention thus relates to pesticides containing at least one compound of the formula I and salts thereof
  • R 1 is hydrogen or methyl
  • R 2 is methyl, ethyl, methoxy, ethoxy or methoxymethyl
  • R 3 is methyl, ethyl, methoxy, chlorine or bromine
  • Methylthio (ethylideneamino) -N-methyl-N- (morpholinothio) carbamate (UC 51717);
  • tin compounds cyhexatin, fenbutatin oxide
  • Other preferred combination partners for pyrimidines of the formula I are: Abamectin, Bacillus thuringiensis, Bensultap, Binapacryl, Bromopropylate, Buprofezin, Camphechlor, Cartap, Chlorobenzilate, Chlorfluazuron, 2- (4- (Chlorphenyl) -4,5-diphenylthiophene (UBI-T 930 ), Clofentezine, cyclopropanecarboxylic acid (2-naphthylmethyl ester (Ro12-0470), cyromazine, N- (3,5-dichloro-4- (1, 1, 2,3,3,3-hexafluoro-1-propyloxy) phenyl) carbamoyl) -2-chlorobenzcarboximidic acid ethyl ester, DDT, dicofol, N- (
  • pyrimidines of the formula I are: Abamectin, Bacillus thuringiensis, Bensultap, Binapacryl, Bromopropylate, Buprofezin, Camphechlor, Cartap, Chlorobenzilate, Chlorfluazuron, 2- (4- (Chlorphenyl) -4,5-diphenylthiophene (UBI- T
  • the compound fenpyroximate (compound of the formula III) From the order of the Orthoptera, for example Blatta orientalis and Periplaneta americana, Leucophaea maderae, Blattella germanica, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis and Schistocerca gregaria.
  • Thysanoptera e.g. Hercinothrips femoralis and Thrips tabaci.
  • Homoptera e.g. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Doralis fabae, Doralis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Macrosiphum avenae, Myzus spp., Phoralonosiphum, spp.
  • Nephotettix cincticeps Lecanium corni, Saissetia oleae, Laodelphax striatellus, Niiaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp. and Psylla spp.
  • Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp.
  • Oestrus spp. Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae and Tipula paludosa.
  • Siphonaptera e.g. Xenopsylla cheopis and Ceratophyllus spp.
  • Arachnida e.g. Scorpio maurus and Latrodectus mactans.
  • Helminths for example Haemonchus, Trichostrongulus, Ostertagia. Cooperia, Chabertia, Strongyloides, Oesophagostomum, Hyostrongulus, Ancylostoma, Ascaris and Heterakis as well as Fasciola and plant-damaging nematodes, such as those of the genera Meloidogyne, Heterodera, Ditylenchus, Aphelenchoides, Radopholus, Globodera, Pratylenchus, Longidorus and Xiphinema.
  • the invention also relates to insecticidal and acaricidal compositions which, in addition to the active ingredients of types A and B, contain suitable formulation auxiliaries.
  • the active substance content of the use forms prepared from the commercially available formulations can be from 0.0001 to 99% by weight of active substance, preferably between 2 and 95% by weight.
  • the application takes place in a customary manner adapted to the application forms.
  • WP Wettable powder
  • EC emulsifiable concentrates
  • SC aqueous solutions
  • SC emulsions
  • sprayable solutions oil or water-based dispersions
  • SC suspoemulsions
  • DP dusts
  • mordants granules in the form of , Spray, elevator and adsorption granules
  • WG water-dispersible granules
  • ULV formulations microcapsules, waxes or baits.
  • auxiliaries such as inert materials, surfactants, solvents and other additives are also known and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell NJ; HvOlphen, "Introduction to Clay Colloid Chemistry", 2nd Ed., J. Wiley & Sons, NY; March, Solvent Guide, 2nd Ed., Interscience, NY 1950; McCutcheon's, Detergents and Emulsifiers Annual, MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co.
  • Spray powders are preparations which are uniformly dispersible in water and which, in addition to the active substance, contain wetting agents, e.g. polyoxethylated alkylphenols, polyoxethylated fatty alcohols, alkyl or alkylphenol sulfonates and dispersants, e.g. sodium lignosulfonate, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalene sulfonic acid sodium or oleoylmethyl tauric acid sodium.
  • wetting agents e.g. polyoxethylated alkylphenols, polyoxethylated fatty alcohols, alkyl or alkylphenol sulfonates and dispersants, e.g. sodium lignosulfonate, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylna
  • Emulsifiable concentrates are made by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons with the addition of one or more emulsifiers.
  • organic solvent e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons.
  • alkylarylsulfonic acid calcium salts such as Ca-dodecylbenzenesulfonate
  • nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid or fatty acid sorbitol polyesters, polyoxyethylene fatty acid sorbitol or polyoxyethylene fatty acid sorbitates or polyoxyethylene sorbitates.
  • Dusts are obtained by grinding the active ingredient with finely divided solid substances, for example talc, natural clays such as kaolin, bentonite, pyrophillite or diatomaceous earth.
  • Granules can either be produced by spraying the active ingredient onto adsorbable, granulated inert material or by applying active ingredient concentrates by means of adhesives, for example polyvinyl alcohol, sodium polyacrylic acid or mineral oils, to the surface of carriers such as sand, kaolinite or granulated inert material.
  • Suitable active ingredients can also be granulated in the manner customary for the production of fertilizer granules, if desired in a mixture with fertilizers.
  • the active substance concentration in wettable powders is e.g. about 10 to 90 wt .-%, the rest of 100 wt .-% consists of conventional formulation components. In the case of emulsifiable concentrates, the active substance concentration can be approximately 5 to 80% by weight. Dust-like formulations usually contain 5 to 20 wt .-% of active ingredient, sprayable solutions about 2 to 20 wt .-%. In the case of granules, the active ingredient content depends in part on whether the active compound is in liquid or solid form and which granulation aids, fillers, etc. are used.
  • the active ingredient formulations mentioned may contain the customary adhesives, wetting agents, dispersants, emulsifiers, penetrants, solvents, fillers or carriers.
  • the concentrates which are commercially available, are diluted in the customary manner, e.g. for wettable powders, emulsifiable concentrates, dispersions and sometimes also for microgranules using water. Dust-like and granulated preparations as well as sprayable solutions are usually no longer diluted with other inert substances before use.
  • the application rate required varies with the external conditions such as temperature, humidity and others. It can vary within wide limits, ie between 0.0001 and 10 kg / ha or more of active substance, but is preferably between 0.0001 and 1 kg / ha.
  • the active compounds according to the invention can be present in their commercially available formulations and in the use forms prepared from these formulations in mixtures with other active compounds, such as insecticides, attractants, sterilants, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • tank mixtures of the active ingredients were applied in suitable formulations.
  • the compound A used in the examples is particularly preferred and has the general formula I in which
  • R 1 is hydrogen
  • Q is 4-tert-butylcyclohexyl, in the cis configuration to E.
  • Test object Tetranychus urticae (bean spider mites) Active plant: Phaseolus vulgaris (beans) Application method: spraying the plant until it begins to drip Test duration: 7 days
  • Triazaphos (B1) 1 35 A + B1 2 + 1 100 Test object: Aphi s fabae (black bean louse)
  • Test object Agrotis segetum
  • Active plant Testing is carried out on an artificial feed diet
  • Application method spraying the approx. 1 mm thick feed diet with amounts corresponding to 600 l / ha
  • Test object Aphis fabae
  • Active plant Vicia faba
  • Test object Tetranychus urticae (bean spider mites) Active plant: Phaseolus vulgaris (beans) Application method: spraying until it begins to drip Test duration: 7 days
  • Test object Agrotis segetum (winter seed owl)
  • Active plant Testing is carried out on an artificial feed diet
  • Application method spraying the approx. 1 mm thick feed diet with amounts corresponding to 600 l / ha
  • Test object Agrotis segetum
  • Active plant Testing is carried out on an artificial feed diet
  • Application method spraying the approx. 1 mm thick feed diet with amounts corresponding to 600 l / ha
  • Test object Tetranychus urticae (bean spider mites) Active plant: Phaseolus vulgaris (beans) Application method: spraying until it begins to drip Test duration: 7 days
  • Test object Agrotis segetum (larvae L 3 )
  • Active plant test for petri dish with artificial feed diet
  • Application method spraying the approx. 1 mm thick feed diet with amounts corresponding to 600 l / ha
  • Test object Diabrotica undecimpunctata (10 larvae each)
  • Active plant Test is carried out on a petri dish with filter paper without

Abstract

Des pesticides contiennent au moins un composé ayant la formule (I), associé à au moins un composé B sélectionné dans la série des esters d'acide phosphorique, des carbamates, des esters d'acide carboxylique, des formamidines, des composés d'étain, des substances produites par des micro-organismes, des oximes et des diacylhydrazines.
PCT/EP1994/003007 1993-09-14 1994-09-08 Pesticide a effet synergique WO1995007615A1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
CN94193378A CN1130858A (zh) 1993-09-14 1994-09-08 增效农药
JP7508843A JPH09502445A (ja) 1993-09-14 1994-09-08 相乗作用農薬
AU76957/94A AU7695794A (en) 1993-09-14 1994-09-08 Synergistic pesticides
EP94927588A EP0719088A1 (fr) 1993-09-14 1994-09-08 Pesticide a effet synergique
KR1019960701300A KR960704465A (ko) 1993-09-14 1994-09-08 상승작용성 살충제(synergistic pesticides)
BR9407470A BR9407470A (pt) 1993-09-14 1994-09-08 Agentes de combate a pragas sinérgicos
PL94313417A PL313417A1 (en) 1993-09-14 1994-09-08 Synergistic agents for fighting against pests

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
DEP4331092.3 1993-09-14
DEP4331088.5 1993-09-14
DEP4331089.3 1993-09-14
DE4331088A DE4331088A1 (de) 1993-09-14 1993-09-14 Synergistische Schädlingsbekämpfungsmittel
DE19934331092 DE4331092A1 (de) 1993-09-14 1993-09-14 Synergistische Fenpyroximate enthaltende Schädlingsbekämpfungsmittel
DE19934331089 DE4331089A1 (de) 1993-09-14 1993-09-14 Synergistische Tebufenozide enthaltende Schädlingsbekämpfungsmittel

Publications (1)

Publication Number Publication Date
WO1995007615A1 true WO1995007615A1 (fr) 1995-03-23

Family

ID=27205554

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1994/003007 WO1995007615A1 (fr) 1993-09-14 1994-09-08 Pesticide a effet synergique

Country Status (10)

Country Link
EP (1) EP0719088A1 (fr)
JP (1) JPH09502445A (fr)
KR (1) KR960704465A (fr)
CN (1) CN1130858A (fr)
AU (1) AU7695794A (fr)
BR (1) BR9407470A (fr)
CA (1) CA2171755A1 (fr)
HU (1) HU9600645D0 (fr)
PL (1) PL313417A1 (fr)
WO (1) WO1995007615A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6723531B2 (en) 1996-04-05 2004-04-20 The Salk Institute For Biological Studies Method for modulating expression of exogenous genes in mammalian systems, and products related thereto
WO2006000335A1 (fr) 2004-06-29 2006-01-05 Bayer Healthcare Ag Corps façonnes solides contenant des principes actifs, a usage externe, servant a lutter contre les parasites chez les animaux

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0323757A2 (fr) * 1988-01-07 1989-07-12 Ube Industries, Ltd. Dérivés d'alkylaminopyrimidine, procédé pour leur préparation et insecticides, acaricides et fongicides les contenant comme ingrédients actifs.
EP0519211A1 (fr) * 1991-05-17 1992-12-23 Hoechst Schering AgrEvo GmbH 4-Aminopyrimidines substituées, procédé pour leur préparation et leur utilisation comme parasiticide
EP0534341A1 (fr) * 1991-09-25 1993-03-31 Hoechst Schering AgrEvo GmbH 4-Alkoxypyrimidines substituée, procédé pour leur préparation, agent les contenant et leur utilisation comme parasiticides
WO1993019050A1 (fr) * 1992-03-14 1993-09-30 Hoechst Schering Agrevo Gmbh Pyrimidines substituees et leur utilisation comme pesticides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0323757A2 (fr) * 1988-01-07 1989-07-12 Ube Industries, Ltd. Dérivés d'alkylaminopyrimidine, procédé pour leur préparation et insecticides, acaricides et fongicides les contenant comme ingrédients actifs.
EP0519211A1 (fr) * 1991-05-17 1992-12-23 Hoechst Schering AgrEvo GmbH 4-Aminopyrimidines substituées, procédé pour leur préparation et leur utilisation comme parasiticide
EP0534341A1 (fr) * 1991-09-25 1993-03-31 Hoechst Schering AgrEvo GmbH 4-Alkoxypyrimidines substituée, procédé pour leur préparation, agent les contenant et leur utilisation comme parasiticides
WO1993019050A1 (fr) * 1992-03-14 1993-09-30 Hoechst Schering Agrevo Gmbh Pyrimidines substituees et leur utilisation comme pesticides

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6723531B2 (en) 1996-04-05 2004-04-20 The Salk Institute For Biological Studies Method for modulating expression of exogenous genes in mammalian systems, and products related thereto
WO2006000335A1 (fr) 2004-06-29 2006-01-05 Bayer Healthcare Ag Corps façonnes solides contenant des principes actifs, a usage externe, servant a lutter contre les parasites chez les animaux
US7910122B2 (en) 2004-06-29 2011-03-22 Bayer Animal Health Gmbh Active compound-containing solid moulded bodies for external use against parasites on animals

Also Published As

Publication number Publication date
CN1130858A (zh) 1996-09-11
EP0719088A1 (fr) 1996-07-03
KR960704465A (ko) 1996-10-09
HU9600645D0 (en) 1996-05-28
JPH09502445A (ja) 1997-03-11
CA2171755A1 (fr) 1995-03-23
AU7695794A (en) 1995-04-03
BR9407470A (pt) 1996-11-12
PL313417A1 (en) 1996-06-24

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