Abstract
In continuation of work on new types of non-narcotic analgesics, various 3-sub-stituted 6, 6-dimethyl (or 6-phenyl)-1, 2, 3, 4, 5, 6-hexahydro-3-benzazocines, were synthesized by a simple modification of the morphine molecule, via the Friedel-Crafts type cyclization of 4-N-phenethylamino-2-methyl-2-butanols or N-(3-methyl-2-butenyl- or cinnamyl)-phenethylamines. Cyclization of N-substituted N-bis (3-methyl-2-butenyl) amines gave 1-substituted 4, 4-dimethyl-3-(1-methylvinyl) piperidines. The analgesic activity of tested compounds indicated that 8, 9-dimethoxy-3, 6, 6-trimethyl-1, 2, 3, 4, 5, 6-hexahydro-3-benzazocine had the most potent activity.
