Synthesis of 5,6-benzo-2-azabicyclo[2.2.2]octane derivatives as potential benzomorphan-type analgesic agents.
The synthesis of two N-substituted 5,6-benzo-2-azabicyclo[2.2.2]octane analogs of benzomorphan-type analgesics via benzyne addition to appropriate N-substituted N-alkyl-2-pyridones is described. Neither derivative possessed observable analgesic activity at the doses tested.
D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D001522:Behavior, Animal / Q000187:drug effects; D001575:Benzomorphans / Q000031:analogs & derivatives; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D008297:Male; D051379:Mice; D009019:Morphinans / Q000031:analogs & derivatives
D000700:Analgesics; D001372:Aza Compounds; D001575:Benzomorphans; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D009019:Morphinans