Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai
Patent
1998-02-22
1999-10-26
Robinson, Allen J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ester doai
514619, A01N 3718, A01N 3734
Patent
active
059730013
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to a fungicidal mixture which comprises ##STR2## where R is hydrogen or halogen and b) 1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea (II)
Moreover, the invention relates to methods of controlling harmful fungi using mixtures of the compounds I and II and to the use of the compound I and of the compound II for the preparation of such mixtures.
The compound of the formula I, its preparation and its action against harmful fungi are disclosed in the literature (WO-A 95/18,789).
Also disclosed is the compounds [sic] II (U.S. Pat. No. 3,957,847; common name: cymoxanil), its preparation and its action against harmful fungi.
It is an object of the present inventions [sic] to provide mixtures which have an improved action against harmful fungi combined with a reduced total amount of active ingredients applied (synergistic mixtures) with a view to reducing the application rates and to improving the spectrum of action of the known compounds.
Accordingly, we have found that this object is achieved by the mixture defined at the outset. Moreover, we have found that better control of the harmful fungi is possible by applying the compound I and the compound II simultaneously together or separately or by applying the compound I and the compounds [sic] II in succession than when the individual compounds are used.
R in formula I is hydrogen or a halogen atom such as fluorine, chlorine, bromine and iodine, especially hydrogen, fluroine and chlorine, in particular hydrogen or fluorine.
In relation to the C.dbd.N double bond, the compounds of the formulae I and II can be present in the E or the Z configuration (in relation to the group [sic] carboxylic acid function). Accordingly, they can each be used in the mixture according to the invention in the form of the pure E or Z isomers or else in the form of an E/Z isomer mixture. The E/Z isomer mixture or the E isomer are preferably used in each case, the E isomer being especially preferred in the case of the compound I.
The C.dbd.N double bonds of the oxime ether groups in the side chain of the compounds I can exist in each case in the form of pure E or Z isomers or as E/Z isomer mixtures. The compounds I can be used in the mixtures according to the invention as isomer mixtures or else as the pure isomers. With a view to their use, compounds I which are particularly preferred are those where both oxime ether groups in the side chain are in the E configuration (E/E).
Due to the basic character of the NH group, the compounds I and the compound II are capable of forming 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 hydriodic acid, 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 having 1 to 20 carbon atoms), arylsulfonic acids or aryl disulfonic acids (aromatic radicals such as phenyl and naphthyl which have attached to them one or two sulfo 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 have attached to them one or two phosphoric acid radicals), it being possible for the alkyl or aryl radicals to have attached to them further substituents, eg. p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid etc.
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 groups, in particular aluminum, tin and lead, and of the first
REFERENCES:
patent: 3957847 (1976-05-01), Dividson
patent: 5457127 (1995-10-01), Wingert et al.
Research Disc. Jun. 1992, No. 338.
Pesticide Sci., vol. 44, No. 1, May 1995 pp. 77-79.
Ammermann Eberhard
Bayer Herbert
Lorenz Gisela
Muller Ruth
Sauter Hubert
BASF Aktiengesellshcaft
Robinson Allen J.
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