Synergistic compositions containing metconazole and another tria

Details Synergistic compositions containing metconazole and another tria Synergistic compositions containing metconazole and another tria

1996-12-19

1998-09-08

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

A01N 4364

Patent

active

058045910

DESCRIPTION:

BRIEF SUMMARY
CROSS-REFERENCE TO RELATED APPLICATIONS

This application claims priority from PCT/EP95/02501, filed on Jun. 27, 1995, which in turn claimed priority from EP 94.201.989.7, filed on Jul. 1, 1994.
This invention relates to synergistic compositions of metconazole and another triazole for use as fungicidal preservatives in material protection (in particular in wood), as well as for use as agrochernicals in the protection of plants, fruits and seeds. Imidazole and triazole derivatives are of particular interest as fungicidal agents and several such compounds are now widely used for this purpose. Further, combinations comprising two or more such fungicidally active compounds are known from e.g. EP-A-0,237,764, EP-A-0,393,746 and WO-95/00303.
It now has been found that compositions comprising particular ratios of metconazole and another fungicidal triazole exhibit synergistic fungicidal activity.
The present invention is concerned with compositions comprising (I) metconazole, a salt, a stereoisomer or a stereoisomeric mixture thereof, and (II) at least one other fungicidal triazole, salt, stereoisomer or stereoisomeric mixture thereof, in quantities producing a mutual synergistic effect, and a carrier.
Metconazole (I) as mentioned hereinabove is the generic name of the ethyl)cyclopentanol, which compound can be represented by the formula ##STR1## This compound, its syntheses as well as its fungicidal properties are described in EP-0,267,778, EP-0,294,222, EP-0,329,397, EP 0,357,404, EP-0,488,395, EP-0,529,976 and EP-0,576,834. Its use in biocidal compositions for the preservation of industrial materials is described in EP-0,341,954.
The other fungicidal triazole (II) mentioned hereinabove is preferably selected from:


__________________________________________________________________________ azaconazole trizole, bromuconazole triazole, cyproconazole .alpha.-(4-chlorophenyl)-.alpha.-(1-cyclopropylethyl)-1H-1,2,4-tr izole-1- ethanol, difenoconazole - ylmethyl!-1H-1,2,4-triazole, epoxiconazole 1,2,4-triazole fenbuconazole 4-(4-chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butyro - nitrile, hexaconazole .alpha.-butyl-.alpha.-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-et hanol, penconazole propiconazole 1,2,4-triazole, tebuconazole 1,2,4-triazol-1- ethanol, and triticonazole (E)-5-(4-chlorophenyl)methylene)-2,2-dimethyl-1-(1H-1,2,4-triazol -1- ylmethyl)cyclopentanol. __________________________________________________________________________
The active ingredients for use in the mixtures or compositions according to the present invention may be used as stereochemical mixtures or as pure stereoisomers. In particular, metconazole may occur as 1,5-cis or 1,5-trans isomers. The 1,5-cis isomer is preferably used in the compositions of the present invention. Or use may be made of stereochemical mixtures containing predominantly (over 50%) the cis isomer.
The active ingredients (I) and (II) may be present in base or in salt form, the latter being obtained by reaction of the base form with an appropriate acid. Appropriate acids comprise, for example, inorganic acids, such as the hydrohalic acids, i.e. hydrofluoric, hydrochloric, hydrobromic and hydroiodic, sulfuric acid, nitric acid, phosphoric acid and the like; or organic acids, such as, for example, acetic, propanoic, hydroxyacetic, 2-oxopro-panoic, 2-hydroxypropanoic, ethanedioic, propanedioic, butanedioic, (Z)-2-butenedioic, (E)-2-butenedioic, 2-hydroxybutanedioic, 2,3-dihydroxybutanedioic, 2-hydroxy-1,2,3-propanetricarboxylic, methanesulfonic, ethanesulfonic, benzenesulfonic, 4-methylbenzene-sulfonic, cyclohexanesulfamic, 2-hydroxybenzoic, 4-amino-2-hydroxybenzoic and the like acids. The aforementioned salts are generally most suitable for preparing compositions for use as agrochemicals. The term salt form also comprises metal salt complexes which the active ingredients (I) or (II) may form. These metal salt complexes are generally most suitable for preparing compositions for use in material protection, in p

REFERENCES:
patent: 5599828 (1997-02-01), Zeun et al.
Worthing et al, "The Pesticide Manual" 9th Ed. (1991) pp. 215-216.

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