Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...
Patent
1996-10-30
1998-03-24
Morris, Patricia L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Phosphorus containing other than solely as part of an...
546 21, 548111, 5483021, 514394, 514395, A01N 4390, C07F 96561
Patent
active
057313008
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel, substituted benzimidazoles, to a process for their preparation and to their use for combating pests.
It has already been disclosed that certain benzimidazole derivatives possess fungicidal and acaricidal properties (cf. DE-A 4 139 950 and EP-A 0 517 476). Thus, for example, enzimidazole and -f!benzimidazole or 3-f!benzimidazole can be employed for combating fungi and acarids. However, the activity of these substances, especially at low application rates, is not entirely satisfactory in all cases.
Novel, substituted benzimidazoles have now been found of the formula ##STR2## in which R represents cyano or the groups ##STR3## in which R.sup.1 and R.sup.2 independently of one another represent alkyl, alkenyl, alkinyl, halogenoalkyl or halogenoalkenyl, ##STR4## in which Y represents oxygen or sulphur and represent alkyl, alkoxy, alkylthio, alkenyl, alkenyloxy, alkenylthio, alkinyl, alkinyoxy, alkinylthio, amino, alkylamino, dialkylamino, optionally substituted aryl, optionally substituted aryloxy, optionally substituted arylthio, optionally substituted cycloalkyl, optionally substituted cycloalkyloxy, optionally substituted cycloalkylthio, optionally substituted cycloalkylamino, optionally substituted N-phenyl-N-alkyl-amino, optionally substituted di-cycloalkyl-amino or represent an optionally substituted, saturated or unsaturated heterocyclic radical which is attached via nitrogen and has one nitrogen atom and 4 to 6 carbon atoms in the ring, or attached, represent an optionally substituted heterocyclyl radical, members in which one or two (non-adjacent) carbon atoms can be replaced by oxygen atoms.
Depending on the nature of the substituents, the compounds of the formula (I) can be present as geometrical and/or optical isomers or isomer mixtures of different composition. The invention relates to both the pure isomers and the isomer mixtures.
In the formula (I) the dashed line represents a double bond between one of the two nitrogen atoms and the adjacent carbon atom which carries the substituent R.
It has additionally been found that substituted benzimidazoles of the formula (I) are obtained if benzimidazole derivatives of the formula ##STR5## in which R, X and Z have the meanings given above reaction auxiliary.
Finally it has been found that the substituted benzimidazoles of the formula (I) are very suitable indeed for combating pests. The substances are particularly notable for a high fungicidal, insecticidal and acaricidal activity.
Surprisingly, the substituted benzimidazoles according to the invention exhibit a better activity than nzimidazole, -f!benzimidazole and f!benzimidazole, which are constitutionally similar, previously known active compounds with the same general mode of action.
A general definition of the substances according to the invention is given by the formula (I). ##STR6## R.sup.1 preferably represents straight-chain or branched alkyl having 1 to 4 carbon atoms, straight-chain or branched alkenyl having 2 to 4 carbon atoms, straight-chain or branched alkinyl having 2 to 4 carbon atoms, straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 5 fluorine, chlorine and/or bromine atoms or represents straight-chain or branched halogenoalkenyl having 2 to 4 carbon atoms and 1 to 5 fluorine, chlorine and/or bromine atoms. 4 carbon atoms, straight-chain or branched alkenyl having 2 to 4 carbon atoms, straight-chain or branched alkinyl having 2 to 4 carbon atoms, straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 5 fluorine, chlorine and/or bromine atoms or represents straight-chain or branched halogenoalkenyl having 2 to 4 carbon atoms and 1 to 5 fluorine, chlorine and/or bromine atoms. ##STR7## Y also preferably represents oxygen or sulphur. R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another preferably represent straight-chain or branched alkyl having 1 to 4 carbon atoms, straight-chain or branched alkoxy having 1 to 4 carbon atoms, straight-chain or branched alkylthio having 1 to 4 carbon ato
REFERENCES:
patent: 5310747 (1994-05-01), Enomoto et al.
patent: 5510364 (1996-04-01), Lunkenheimer et al.
Assmann Lutz
Dehne Heinz-Wilhelm
Dutzmann Stefan
Erdelen Christoph
Marhold Albrecht
Bayer Aktiengesellschaft
Morris Patricia L.
LandOfFree
Substituted benzimidazoles does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Substituted benzimidazoles, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Substituted benzimidazoles will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2289058