.alpha.-[(Alkylamino)-methyl]-.beta.-aryloxy-benzeneethanols exh

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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424316, 424330, 564142, 564161, 564170, 564172, 564175, 564347, 564348, 564349, 549525, 549548, C07C 8300

Patent

active

043417183

ABSTRACT:
Disclosed herein are .alpha.-[(alkylamino)-methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.

REFERENCES:
patent: 2695919 (1954-11-01), Wright et al.
patent: 3203992 (1965-08-01), Kunz et al.
patent: 3501769 (1970-03-01), Crowther et al.
patent: 3998790 (1976-12-01), Brandstrom et al.

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