Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-01-22
1999-10-19
Robinson, Allen J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514619, A01N 3718, A01N 4354
Patent
active
059689412
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/EP96/03359, filed Jul. 31, 1996.
The present invention relates to a fungicidal mixture which comprises ##STR5## where R is hydrogen or halogen and either ##STR6## b.2 the oxime ether carboxamide of the formula IIb ##STR7## or b.3 the methoxyacrylate of the formula IIc ##STR8## in a synergistically active amount.
Moreover, the invention relates to methods of controlling harmful fungi using mixtures of the compounds I and II and to the use of the compounds I, and of the compounds II, for the preparation of such mixtures.
The compounds of the formula I, their preparation and their action against harmful fungi are disclosed in the literature (WO-A 95/18,789). Also disclosed are the compounds IIa (EP-A 253 213), IIb (EP-A 477 631) and the compound IIc (EP-A 382 375), their preparation, and their action against harmful fungi.
It was an object of the present invention 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 rates of application and to improving the spectrum of action of the known compounds.
Accordingly, we have found that this object is achieved by the mixtures defined at the outset. Moreover, we have found that better control of the harmful fungi is possible by applying the compounds I and the compounds II simultaneously together or separately or by applying the compounds I and the compounds 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 or iodine, especially hydrogen, fluorine or chlorine, in particular hydrogen or fluorine.
In relation to the C.dbd.N double bonds, the compounds of the formulae I and II can be present in the E or the Z configuration (in relation to the groups carboxylic acid function). Accordingly, they can be used in the mixture according to the invention in each case either 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 is preferably used, the E isomer being especially preferred.
Due to the basic character of the NH group, the compounds I are capable of forming adducts or salts with inorganic or organic acids or with metal ions.
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 in the form of 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).
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 of 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfonic 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, dodecylbenzenesulfonic acid etc.
Suitable metal ions are, in
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Ammermann Eberhard
Bayer Herbert
Lorenz Gisela
Muller Ruth
Sauter Hubert
BASF - Aktiengesellschaft
Robinson Allen J.
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