Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-04-15
2000-04-25
Lambkin, Deborah C.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514443, 514469, 514471, 514467, 514619, 514599, 549 58, 549 77, 549430, 549496, 549467, 564 74, 564168, 504288, 504336, A61K 3138, A61K 3116, C07D33356, C07D30702, A01N 4310
Patent
active
060544767
DESCRIPTION:
BRIEF SUMMARY
This appln is a 371 of PCT/EP96/04345 Oct. 7, 1996.
The invention relates to novel iminoacetamides, to a process for their preparation and to their use as pesticides.
Novel compounds of the general formula (I) have been found ##STR2## in which A represents a single bond or optionally substituted alkylene, Q represents oxygen or sulphur, cycloalkenyl, aryl or heterocyclyl, alkinyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl, alkenyl, alkinyl or cycloalkyl, cycloalkenyl, aryl or heterocyclcyl.
In the definitions, the saturated or unsaturated hydrocarbon chains, such as alkyl, alkanediyl, alkenyl or alkinyl, including when combined with hetero atoms, as in alkoxy, alkylthio or alkylamino, are in each case straight-chain or branched.
Halogen generally represents fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine, in particular fluorine or chlorine.
Aryl represents aromatic, mono or polycyclic hydrocarbon rings, such as, for example, phenyl, naphthyl, anthranyl, phenanthryl, preferably phenyl or naphthyl, in particular phenyl.
Heterocyclyl represents saturated or unsaturated and aromatic ring-shaped compounds in which at least one ring member is a hetero atom, i.e. an atom other than carbon. If the ring contains more than one hetero atom, these may be identical or different. Preferred hetero atoms are oxygen, nitrogen or sulphur.
Ring-shaped compounds optionally combine with further carbocyclic or heterocyclic, fused or bridged rings to form a polycyclic ring system. Preference is given to mono- or bicyclic ring systems, in particular to mono- or bicyclic aromatic ring systems.
Cycloalkyl represents saturated carbocyclic ring-shaped compounds which together with further carbocyclic, fused or bridged rings may form a polycyclic ring system.
Cycloalkenyl represents carbocyclic ring-shaped compounds which contain at least one double bond and which together with further carbocyclic, fused or bridged rings optionally form a polycyclic ring system.
Finally, it was found that the novel iminoacetamides of the general formula (I) have very strong fungicidal activity.
The compounds according to the invention may be present as mixtures of different possible isomeric forms, in particular of stereoisomers, such as, for example, E and Z, threo and erythro, and optical isomers. What is described and claimed includes both the E and the Z isomers, and also the threo and erythro and the optical isomers and any mixtures of these isomers.
The invention preferably provides compounds of the formula (I) in which atoms which is optionally mono- or polysubstituted by identical or different substituents, the possible substituents preferably being selected from the list below: thiocarbamoyl; or alkylsulphonyl having in each case 1 to 6 carbon atoms; each case 2 to 6 carbon atoms; halogenoalkylsulphinyl or halogenoalkylsulphonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroxyiminoalkyl or alkoxyiminoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties; polysubstituted by identical or different substituents from atoms and 1 to 9 identical or different halogen atoms atoms having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms each case 1 to 6 carbon atoms, each of which is optionally mono- or polysubstituted by identical or different substituents from halogen and/or straight-chain or branched alkyl having 1 to 4 carbon atoms and/or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms. atoms, or heterocyclyl having 3 to 12 ring members, each of which is optionally mono- or polysubstituted by identical or different substituents, the possible substituents preferably being selected from the list below: thiocarbamoyl; alkylsulphinyl or alkylsulphonyl having in each case 1 to 8 carbon
REFERENCES:
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patent: 5393782 (1995-02-01), Wingert et al.
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patent: 5763640 (1998-06-01), De Fraine et al.
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Chemical Abstracts, vol. 65, No. 1, Jul. 4, 1966, Atsuo Kanai: "Studies on asymmertric . . . acid", XP002023285 & Nippon Kagaku Zasshi, vol. 87, No. 2, 1966, p. 18.
Indian Journal of chemistry, vol. 21B, 1982, pp. 348-351, XP000614358, A.S. Hammam et al.: "Synthesis and biological . . . carbazoquinones", pp. 348-349; examples IIID,E,F.
Seitz Thomas
Stenzel Klaus
Bayer Aktiengesellschaft
Lambkin Deborah C.
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