title: 9-hydroxy-1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine derivatives as analgesics.
abstract: Three 1,3-dimethyl-9-hydroxy-1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine derivatives (7-9) have been synthesized and tested as analgesics. The synthesis of these compounds involved conversion of 1-methyl-7-methoxy-beta-tetralone (1) by Mannich reaction with MeNH2 and HCHO to give the 11-ketone 2, from which 7,8, and 9, respectively, were obtained. These compounds have analgesic activity, and 7 was found to be comparable to codeine.
mesh_terms: D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D001392:Azocines / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D008297:Male; D051379:Mice; D011930:Reaction Time / Q000187:drug effects
chemical_list: D000700:Analgesics; D001392:Azocines; D001952:Bridged-Ring Compounds