Plant protecting and regulating compositions – Antidotes – Hetero ring containing antidote
Patent
1993-01-29
1996-05-28
McKane, Joseph K.
Plant protecting and regulating compositions
Antidotes
Hetero ring containing antidote
504105, 504269, 504271, 548214, 548240, 548110, 5462697, 5462714, 546256, 544133, 544137, A01N 4372, C07D26102
Patent
active
055211437
DESCRIPTION:
BRIEF SUMMARY
The invention relates to safeners or antidotes which, in combination with herbicides, can reduce the phytotoxicity of the herbicides to crop plants.
The invention provides plant-protecting agents which contain isoxazolines or isothiazolines of the general formula I or salts thereof, ##STR1## in which X is an oxygen or sulfur atom, in particular an oxygen atom, alkynylthio, cycloalkyloxy or cycloalkylthio, polysubstituted by radicals from the group comprising phenyl, alkoxy, alkenyloxy, alkynyloxy, benzyloxy, phenyloxy, cycloalkyloxy, alkylthio, mono- and dialkylamino, cyano, halogen and NO.sub.2, last-mentioned groups are unsubstituted or mono- or polysubstituted by radicals from the group comprising alkyl, alkenyl, alkynyl, halogen, cyano, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkylthio, mono- and dialkylamino, phenyloxy and benzyloxy, diarylalkylsilyloxy, diaralkylalkylsilyloxy, a radical of the formula NR'R', in which the radicals R' are identical or different radicals from the group comprising alkyl, alkenyl, alkynyl and cycloalkyl, or is pyridino, morpholino, dialkylmorpholino, hydrazino or ##STR2## in which R.sup.1 is a hydrogen atom, alkyl, alkenyl or alkynyl and the radicals Z.sup.1 independently of one another are halogen, nitro, alkyl, alkenyl, alkoxy or phenoxy and m is an integer from 0 to 5, or ##STR3## in which the radicals R.sup.2 in each case independently of one another are alkyl, or together with the carbon atom linking them are cycloalkyl, or is alkyl, alkenyl, alkynyl, aryl, benzyl, alkoxy, alkenyloxy, alkynyloxy or phenoxy and R.sup.4 is hydrogen, alkyl, alkenyl, alkynyl, aryl or benzyl, or ##STR4## in which the R.sup.5 radicals independently of one another are alkyl, hydrogen or aryl, or together with the carbon atom linking them are cycloalkyl, or alkyl, alkenyl, alkynyl, aryl, benzyl, alkoxy, alkenyloxy, alkynyloxy or phenoxy and R.sup.7 has the meaning given above for R, -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, where the alkyl, alkoxy and alkylthio groups independently of one another are unsubstituted or substituted by one or more halogen atoms, in particular fluorine or chlorine, or is (C.sub.3 -C.sub.6)cycloalkyl which is unsubstituted or substituted by (C.sub.1 -C.sub.4)alkyl, or amino, hydroxymethyl, (C.sub.1 -C.sub.4)alkylamino, di(C.sub.1 -C.sub.4)alkylamino, (C.sub.1 -C.sub.4)alkoxymethyl, where the alkyl and alkoxy groups in the 3 last-mentioned radicals independently of one another are unsubstituted or substituted by (C.sub.1 -C.sub.4)alkyl, or is phenyl or phenoxy, where phenyl and phenoxy independently of one another are unsubstituted or monosubstituted or polysubstituted by radicals from the group comprising halogen and trifluoromethyl, and
The invention furthermore provides selective herbicidal agents which contain an active ingredient of the formula (I) mentioned or salts thereof, in combination with a herbicide and, if desired, customary formulation auxiliaries.
In the formula (I), alkyl, alkoxy and alkylthio radicals and the corresponding unsaturated radicals can in each case be straight-chain or branched and preferably have less than 5 carbon atoms. Halogen is fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine, in particular fluorine or chlorine.
In the case where Z.dbd.OH, the compounds of the formula (I) can form salts. Salts which can be employed according to the invention are those which can be used in agriculture. Suitable salts are, for example, metal salts such as alkali metal salts or alkaline earth metal salts, in particular sodium salts or potassium salts, salts with ammonium, mono-, di-, tri- or tetra-(C.sub.1 -C.sub.4)alkylammonium or with mono-, di-, tri- or tetra-(C.sub.1 -.sub.4)alkanolammonium.
In particular, the invention also provides all stereoisomers and their mixtures which are embraced by the formula (I) but are not specifically defined. Stereoisomers can mainly occur when one or more asymmetric carbon atoms and/or suitably substituted double bonds are present in the compounds of the formula (I). The stere
REFERENCES:
patent: 4144047 (1979-03-01), Franz et al.
patent: 5080708 (1992-01-01), Freund et al.
CA 91: 15174n 3-Aryl-4-isoxazolecarboxylic . . . regulants. Franz et al., p. 194, 1979.
CA 107: 96708p Preparation . . . regulators. Oda et al. p. 692, 1987.
CA112: 235289w Preparation . . . herbicides. Freund et al., p. 194, 1990.
Bauer Klaus
Bieringer Hermann
Loher Heinz-Josef
Hoechst Aktiengesellschaft
McKane Joseph K.
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