Bicyclic amine derivatives

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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546126, A61K 3146, C07D41104, C07D40104, C07D40904

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active

058497544

ABSTRACT:
The present invention concerns bicyclic amine derivatives of formula (I): ##STR1## wherein R.sup.1 is an optionally substituted 5-membered heterocyclic ring system containing from 1 to 3 heteroatoms individually selected from nitrogen, oxygen and sulfur atoms, and at least one unsaturation (double bond) between adjacent atoms in the ring, wherein the substutuents, if present, are selected from halogen atoms, alkyl, alkenyl, alkynyl, alkoxy, haloalkyl, haloalkenyl, alkylthio and alkyl amino groups, any of which groups contain up to eight carbon atoms, and wherein two substituents may join to form a fused ring; R.sup.2 represents hydrogen or cyano or a group selected from alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulfonyl, arenesulfonyl, alkenyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl, dithiocarboxyl or XR.sup.3 (where X represents oxygen or a group NR.sup.4), provided that when R.sup.2 is alkenyl, aralkenyl or alkynyl said group does not have an unsaturated carbon atom bonding directly to the ring nitrogen of formula (I); R.sup.3 and R.sup.4 are, independently, hydrogen, alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, heterocyclylalkyl, alkoxycarbonyl or carboxylic acyl; alkyl moieties of R.sup.2, R.sup.3 and R.sup.4 comprise from 1 to 15 carbon atoms, and are optionally substituted with one or more substituents selected from, halogen, cyano, carboxyl, carboxylic acyl, carbamyl, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, haloalkyl, alkyl, amino, acylamino, imidate and phosphonato groups; or an acid addition salt, quaternary ammonium salt or N-oxide derived therefrom; to processes for preparing them, to insecticidal compositions comprising them and to methods of using them to combat and control insect pests.

REFERENCES:
patent: 3120537 (1964-02-01), Archer et al.
patent: 3133073 (1964-05-01), Archer
patent: 3308131 (1967-03-01), McKusick
patent: 3501461 (1970-03-01), Newallis et al.
patent: 3546232 (1970-12-01), Kaiser et al.
patent: 3556943 (1971-01-01), Fonken et al.
patent: 3657257 (1972-04-01), Helsley et al.
patent: 4180669 (1979-12-01), Winn
patent: 4393069 (1983-07-01), Langbein et al.
patent: 4590270 (1986-05-01), Kompis et al.
patent: 4774249 (1988-09-01), Kompis et al.
patent: 5491148 (1996-02-01), Berger et al.
Archer, S., et al., J. Am. Chem. Soc., "The Action of Nucleophilic Agents on 3 .alpha.-Chlorotropane," vol. 80, 1958, pp. 4677-4681.
Bell, M.R., et al., J. Am. Chem. Soc., "Ethyl 3.alpha.-Phenyltropane-3.beta.-carboxylate and Related Compounds," vol. 82, No. 7-9, 1960, pp. 4638-4641.
Cignarella, G., et al., J. Am. Chem. Soc., "A New Synthesis of Tropane Derivatives," vol. 83, No. 10-12, 1961, pp. 4999-5003.
Daum, S. J., et al., J. Med. Chem., "Analgesic Activity of the Epimeric Tropane Analogs of Meperidine. A Physical and Pharmacological Study," vol. 18, No. 5, 1975, pp. 496-501.
Gutkowska, B., et al., Acta Polon. Pharm., "Syntezy Niektorych Pochodnych 411-415.
Lowe, J. A., et al., J. Med. Chem., "Aza-Tricyclic Substance P Antagonists," vol. 37, No. 18, 1994, p. 2831.
Maag, H., et al., Helvetica Chimica Acta, "94.5-(N-Arylnortropan-3-yl)-and 5-(N-Arylpiperidin-4-yl)-2,4-diaminopyrimidines. Novel Inhibitors of Dihydrofolate Reductase," vol. 69, No. 4, 1986, pp. 887-897.
Repke, D. B., et al., J. Org. Chem., "Abbreviated Ibogaine Congeners. Synthesis and Reactions of Tropan-3-yl-2-and -3-indoles. Investigation of an Unusual Isomerization of 2-Substituted Indoles Using Computational and Spectroscopic Techniques," vol. 59, No. 8, 1994, pp. 2164-2171.
Zirkle, C. L., et al., J. Org. Chem., "Isomeric 3-Oxa-and 3-Thiagranatanin-7-ols and Their Derivatives; Reduction of Bicyclic Amino Ketones Related to Tropinone," vol. 26, 1961, pp. 395-407.

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