Substituted piperidines

Details Substituted piperidines Substituted piperidines

1973-07-31

1976-01-06

Randolph, John D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424267, 260240J, 26029373, 26029357, 26029358, 26029359, 26029377, C07D21108

Patent

active

039311953

ABSTRACT:
The compounds are of the heterocyclic class of 2-phenethylpiperidines having an amido substituent in the ortho position of the phenethyl moiety. Substituents in the ortho position include formamido, benzamido, cinnamamido, 2-thiophenecarboxamido, alkanesulfonamido and alkanoylamido. They are useful as antiarrhythmic and/or antiserotonin agents. The novel compounds are prepared by reaction of appropriately substituted o-aminophenethylpiperidines and the carbonyl or sulfonyl halides or anhydrides. Typical embodiments of this invention are 4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide and 2'-[2-(1-methyl-2-piperidyl)ethyl]cinnamanilide.

REFERENCES:
patent: 2686784 (1954-08-01), Finkelstein et al.
patent: 2780577 (1957-02-01), Phillips et al.
patent: 3192213 (1965-06-01), Krapcho
Lawson, J. Pharm. Exp. Therap. 160, pp. 22 to 31, (1968).
Krapcho et al., J. Med. Chem. Vol. 6, p. 219, (1963).
Krapcho et al., J. Med. Chem. Vol. 7, pp. 376 to 377, (1964).
Krapcho et al., J. Med. Chem. Vol. 9, pp. 809 to 812, (1966).
Krapcho et al., J. Med. Chem. Vol. 12, pp. 164 to 166, (1969).
Phillips, J. Am. Chem. Soc. Vol. 72, pp. 1850 to 1852, (1950).

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