Substituted piperidines

Details Substituted piperidines Substituted piperidines

1975-10-08

1976-12-28

Randolph, John D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424267, 260240D, 260240J, 26029368, 26029369, 26029373, 26029377, C07D21118

Patent

active

040001431

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.
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patent: 3192213 (1965-06-01), Krapcho
patent: 3931195 (1976-01-01), Dykstra et al.
Lawson, J. Pharm. Exp. Therap. vol. 160, pp. 22-31 (1968).
Krapcho et al., J. Med. Chem. vol. 6, p. 219 (1963).
Krapcho et al., J. Med. Chem. vol. 7, pp. 376-377 (1964).
Krapcho et al., J. Med. Chem. vol. 9, pp. 809-812 (1966).
Krapcho et al., J. Med. Chem. vol. 12, pp. 164-166 (1969).
Phillips, J. Am. Chem. Soc. vol. 72, pp. 1850 to 1852 (1950).

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