Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...
Patent
1997-09-25
1999-11-23
Kumar, Shailendra
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Nitrogen containing other than solely as a nitrogen in an...
514451, 514461, 514475, 514520, 514529, 514534, 514599, 514615, 549356, 549429, 549512, 558411, 560 24, 560 27, 560 29, 560 30, 560 45, 564 74, 564147, 564134, 564142, A01N 3116, C07C24312, C07C23102, C07C23300
Patent
active
059901713
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel hydrazonoacetamides, to a process for their preparation and to their use as pesticides.
This invention provides novel compound of the general formula (I) ##STR1## in which A represents a single bond or optionally substituted alkylene, cycloalkenyl, aryl or heterocyclyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl, or respectively optionally substituted alkyl or cycloalkyl, optionally substituted heterocyclyl ring, cycloalkenyl, aryl or heterocyclyl.
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 optionally 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 hydrazonoacetamides 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; respectively straight-chain or branched alkenyl or alkenyloxy having in 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: thiocarbamo
REFERENCES:
patent: 5461049 (1995-10-01), O'Brien et al.
Shawali et al, Tetrahedron, pp. 2517-2528, 1971.
Popp et al, Notes pp. 473-475, 1971.
Chemical Abstracts, vol. 112, No. 8, Feb. 19, 1990, Abstract No. 57392, Hanna, M.A., et al. "Photoxidation retardants . . . derivatives".
Liebigs Ann. Chem. (1989), (12), 1271-4, Moderhack, Dietrich, "Ring Cleavage of . . . nucleophiles", p. 1271.
Chemical Abstracts, vol. 110, No. 21, May 22, 1989, Abstract No. 192697, El-Reedy, A.M., et al., "Reactions with monothiomalonaamides . . . thiazoles".
Chemical Abstracts, vol. 108, No. 9, Feb. 29, 1988, Abstract No. 75196, Mohareb, R.M., et al., "Polyfunctionally substituted . . . cyanoacetranilide".
Chemical Abstracts, vol. 95, No. 23, Dec. 7, 1981, Abstract No. 203515, Dubenko, R.G. et al., "Study of a series . . . salts".
Chemical Abstracts, vol. 93, No. 9, Sep. 1, 1980, Abstract No. 94934, Monguzzi, R. et al., "Synthesis and . . . acids".
Chemical Abstracts, vol. 87, No. 21, Nov. 21, 1977, Abstract No. 162131, Mahevskaya, M.S., "Synthesis and arylhdrazones".
Chemical Abstracts, vol. 80, No. 21, May 27, 1974, Moderhack, Dietrich, et al. "2-(N-Alkylhydroxylamino)acid . . . amides".
J. Heterocycl. Chem. (1971), 8(3), 473-5, Popp, Frank, et al., "Reaction of . . . amines".
Tetrahedron (1971), 27(12), 2517-28, Shawali, A.S.A.S., et al., "Synthesis and reaction . . . chlorides".
Chemical Abstracts, vol. 123, No. 25, Dec. 18, 1995, Abstract No. 339119, Frohberg, Petra, et al., "Lipoxygenase inhibitors . . . amidrazones".
English language translation of DE 2,232,449, 1974.
Seitz Thomas
Stenzel Klaus
Bayer Aktiengesellschaft
Kumar Shailendra
LandOfFree
Hydrazonoacetic acid amides and the use thereof as pesticides does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Hydrazonoacetic acid amides and the use thereof as pesticides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Hydrazonoacetic acid amides and the use thereof as pesticides will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1222607