Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – N-c doai
Patent
1996-12-10
1999-04-06
Robinson, Allen J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
N-c doai
514476, 514528, 514539, A01N 3712, A01N 3734, A01N 3744, A01N 4710
Patent
active
058919082
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/EP95/02027 filed May 27, 1995.
The present invention relates to a fungicidal mixture which comprises ##STR2## and b) 1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea (II)
The present invention also relates to a fungicidal mixture which, in addition to the oxime ether carboxylic ester of the formula I (or Ia or Ib) and the 1-(2-cyano-2-methoxyiminoacetyl)-3-ethyl-urea (II), comprises a dithiocarbamate III selected from the group
The invention additionally relates to methods for controlling harmful fungi using mixtures of the compounds I and II or mixtures of the compounds I, II and III and to the use of the compound I, the compound II and the compounds III for producing such mixtures.
The compounds of the formula Ia and Ib, their preparation and their action against harmful fungi are disclosed in the literature (EP-A 253 213).
The compound II (U.S. Pat. No. 3,957,847; common name: cymoxanil), its preparation and its action against harmful fungi are likewise known.
The dithiocarbamates III are likewise known (IIIa: common name: mancozeb, U.S. Pat. No. 3,379,610; IIIb: common name: maneb, U.S. Pat. No. 2,504,404; IIIc: former common name: metiram, U.S. Pat. No. 3,248,400; IIId: common name: zineb, U.S. Pat. No. 2,457,674).
It is an object of the present invention, with a view to reducing the application rates and improving the spectrum of action of the known compounds, to provide mixtures which have an improved effect on harmful fungi while the total amount of active ingredients applied is reduced (synergistic mixtures).
We have found that this object is achieved by the mixtures defined at the outset. We have also found that harmful fungi can be controlled better on simultaneous conjoint or separate use of the compounds I and II or I, II and III or on use of the compounds I and compound II and, if desired, of the compounds III successively than with the individual compounds.
The compounds of the formulae I and II can have the E or Z configuration for the C=N double bond (relative to the carboxyl group). Accordingly, they can each be used either as pure E or Z isomers or as E/Z isomer mixture in the mixture according to the invention. The E/Z isomer mixture or the E isomer is preferably used, and the E isomer is particularly preferred for the compound I.
Compound II is, because of the basic nature of the NH group, able to form salts or adducts with inorganic or organic acids or with metal ions.
Examples of inorganic acids are hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, sulfuric acid, phosphoric acid and nitric acid.
Formic acid, carbonic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids with straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylsulfonic acids or -disulfonic acids (aromatic radicals such as phenyl and naphthyl which carry one or two sulfo groups), alkylphosphonic acids (phosphonic acids with straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or -diphosphonic acids (aromatic radicals such as phenyl and naphthyl which carry one or two phosphoric acid radicals), it being possible for the alkyl and aryl radicals to carry further substituents, eg. p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid or 2-acetoxybenzoic acid etc for example as organic acids.
Particularly suitable metal ions are the ions of elements of the second main group, in particular calcium and magnesium, of the third and fourth main groups, in particular aluminum, tin and lead, and of the first to eighth transition groups, in particular chromium, manganese, iron, cobalt, nickel, copper, zinc and others. The metal ions of the elements of the transition groups of the fourth period are particularly preferred. The metals can moreover be present in
REFERENCES:
patent: 4829085 (1989-05-01), Wenderoth et al.
Research Disclosure Nr. 338, 1992 Havant GB.
C. R. Worthing et al., The Pesticide Manual, 1991, The British Crop Protection Council, Farnham GB pp. 206-207.
Chem. Abstr., vol. 118, No. 23, Jun. 7, 1993 Abs. No. 228112.
WO, A, 95 15083 (Sumitomo Chem. Co., 8 Jun. 1995.
Ammermann Eberhard
Hampel Manfred
Lorenz Gisela
Mappes Dietrich
Schelberger Klaus
BASF - Aktiengesellschaft
Robinson Allen J.
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