title: 1,5-ethano-2,3,4,5-tetrahydro-1H-3-benzazepines.
abstract: 1,5-Ethano-2,3,4,5-tetrahydro-1H-3-benzazepine, from the LiA1H4 reduction of 2-benzyloxy-1,5-ethano-4-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine, was converted to N-alkyl, aralkyl, cycloalkyl, and alkenyl derivatives which were inactive as morphine type analgetics in mice. The LiA1H4 reduction of 2-benzyloxy-1,5-etheno-4-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine gave unstable products from which only the skeletally rearranged dihydro- and tetrahydrobenzo[e]isoindolines, were isolated.
mesh_terms: D000284:Administration, Oral; D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D001552:Benzazepines / Q000138:chemical synthesis / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D007274:Injections, Intraperitoneal; D051379:Mice; D010146:Pain; D011930:Reaction Time / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000700:Analgesics; D001552:Benzazepines; D001952:Bridged-Ring Compounds