Substituted quinoline compounds and their use as safeners

Details Substituted quinoline compounds and their use as safeners Substituted quinoline compounds and their use as safeners

1995-10-18

1998-05-26

Raymond, Richard L.

Plant protecting and regulating compositions

Antidotes

Hetero ring containing antidote

504108, 544128, 546 14, 546 23, 546153, 546159, 546171, 546172, 546174, 546175, 546177, 546178, A01N 4342, C07D21528

Patent

active

057564221

DESCRIPTION:

BRIEF SUMMARY
This application is a Rule 371 of PCT/EP94/01396, filed May 2, 1994.
The invention relates to the technical field of the crop protection products, in particular combinations of active substance and antidote, which are outstandingly suitable for the use against competing harmful plants in crops of useful plants.
When plant treatment products, in particular herbicides are used, it is possible that the treated crop plants show undesired damage. Many herbicides are not fully tolerated (selective) by some important crop plants, such as maize, cereals or rice, so that their use is restricted within narrow limits. This is why they can sometimes not be employed at all, or only at such low application rates that the desired broad herbicidal activity against the harmful plants is not guaranteed. For example, many herbicides of the substance classes mentioned further below cannot be employed selectively in maize, cereals or rice. In particular when herbicides are applied post-emergence, the crop plants show phytotoxic secondary effects, and it is desirable to avoid, or reduce, such a phytotoxicity.
It is already known to employ herbicides in combination with compounds which reduce the phytotoxicity of the herbicides in crop plants without analogously reducing the herbicidal activity against the harmful plants. Such components in combinations are termed safeners or antidotes.
EP-A-86750 describes quinolin-8-oxymethane- and -ethanecarbonitriles and -amide oximes as safeners for phenoxyphenoxyalkanecarboxylic esters and sulfonylureas. EP-A-94349 (U.S. Pat. No. 4,902,340) discloses the use of suitable carboxylic esters and EP-A-138773 (U.S. Pat. No. 4,749,406) discloses the use of 8-alkyloxy- and 8-alkenyloxyquinolines as safeners for herbicides of a range of structural classes. EP-A-254222 mentions quinolin-8-oxyacetaldehyde acetals as safeners for a range of classes of herbicides. EP-A-159287 describes the use of quinolin-8-oxyacetic acid and -propionic acid derivatives as safeners specifically for imidazolinone herbicides. EP-A-159290 (AU-A-4041285), EP-A-191736 (U.S. Pat. No. 4,881,966) and EP-A-258184 (AU-A-7681587) disclose the use of the same quinoline compounds as safeners for aryloxyphenoxyalkanecarboxylic ester herbicides. EP-A-407341 describes the use of these compounds as safeners for herbicidal N-benzoyl-N-phenylalanines. EP-A-492366 mentions quinolin-8-oxyacetic acid derivatives as safeners for herbicides of a range of structural classes.
It has now been found that, surprisingly, a group of quinoline derivatives of the formula I below is outstandingly suitable for protecting crop plants against harmful effects of aggressive agrochemicals, in particular herbicides.
Compounds according to the invention which are suitable for protecting crop plants against damaging effects of aggressive agrochemicals are compounds of the formula I or salts thereof ##STR2## in which R.sup.1 is a radical of the formula ##STR3## in which R*, R, Z, Q, A.sub.i, X.sub.i and q are as defined further below, R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkynyl, C.sub.3 -C.sub.7 -cycloalkyl, benzyl, where each of the last-mentioned six radicals is unsubstituted or substituted by one or more radicals selected from the group comprising halogen, cyano, nitro, hydroxyl, thio, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, the latter two substituents only in the case of cyclic radicals, or C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.4 -haloalkoxy, or is SiR.sup.a.sub.3, in which the R.sup.a radicals independently of one another are C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -alkenyl, C.sub.2 -C.sub.4 -alkynyl, benzyl, phenyl or substituted phenyl, S(O).sub.n --R.sup.10 or OR.sup.10, in which C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkynyl, C.sub.3 -C.sub.7 -cycloalkyl, benzyl, where each of the last-mentioned six radicals is unsubstituted or substituted by one or more radicals selected from the group comprising halogen, cyano, nitro, hydroxyl, thio, C.sub.1

REFERENCES:
patent: 4902340 (1990-02-01), Hubele
patent: 5023333 (1991-06-01), Hubele
patent: 5102445 (1992-04-01), Hubele

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