Synthesis and antitussive activity of 3-azabicyclo[3.2.2]nonane derivatives.
Mannich bases derived from a number of substituted acetophenones and propiophenones and 3-azabicyclo[3.2.2]nonane have been evaluated for antitussive activity. One of these compounds was as potent as codeine and dextromethorphan in its antitussive activity. The most potent compound of the series, 3-(3-azabicyclo[2.2.2]nonan-3-yl)-4'-benzyloxy-2-methyl propiophenone, also exhibited antimorphine activity. There was no direct correlation between the antitussive effect and antimorphine activity.
D000818:Animals; D000996:Antitussive Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000627:therapeutic use; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000627:therapeutic use; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D002415:Cats; D003371:Cough / Q000188:drug therapy; D051379:Mice; D011817:Rabbits
D000996:Antitussive Agents; D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds