Aryloxy-N-(aminoalkyl)-1-pyrrolidine and piperidine carboxamides

Details Aryloxy-N-(aminoalkyl)-1-pyrrolidine and piperidine carboxamides Aryloxy-N-(aminoalkyl)-1-pyrrolidine and piperidine carboxamides

1983-12-05

1985-10-15

Waddell, Frederick E.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514228, 514235, 514252, 514316, 514319, 514326, 514422, 514423, 514821, A61K 31445, A61K 31535, A61K 31495, A61K 31385

Patent

active

045475148

ABSTRACT:
Pharmaceutical compositions comprised of aryloxy-N-(aminoalkyl)-1-pyrrolidine and piperidine carboxamides and carbothioamides are provided of the formula: ##STR1## wherein Ar is selected from the group consisting of 1-naphthyl, 2-naphthyl, 2,3-dihydro-1H-inden-4-yl, 2,3-dihydro-1H-inden-5-yl, phenyl, substituted phenyl wherein the substituents are selected from lower alkyl of from 1 to 8 carbon atoms, lower alkyloxy of from 1 to 8 carbon atoms, halogen and trifluoromethyl; m and n are 1 or 2 but are never 2 at the same time; p is 1, 2, 3 or 4; R is selected from hydrogen or lower alkyl of from 1 to 3 carbon atoms; R.sup.1 and R.sup.2 are selected from hydrogen, lower alkyl of from 1 to 8 carbon atoms, phenyl, phenyl lower alkyl of from 7 to 9 carbon atoms, and cycloalkyl of from 3 to 8 carbon atoms, and R.sup.1 and R.sup.2 taken together with the adjacent atom may form a heterocyclic residue selected from 4-morpholino, 1-pyrrolidino, 1-piperidino, 1-piperazino and 4-lower alkyl piperazin-1-yl; X is oxygen or sulfur; and the pharmaceutically acceptable acid addition salts thereof having antiarrhythmic activity.

REFERENCES:
patent: 3577415 (1971-05-01), Cale
patent: 4036957 (1977-07-01), Alphin et al.
patent: 4075340 (1978-02-01), Maffrand
Journal of Medicinal Chemistry, 1974, vol. 17, No. 9, 1000-1008.
Metabolism and Disposition, vol. 4, No. 4, 1976, 379-386.

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