2-Azabicyclo (2.2.2)octane analogues of the prodine analgetics.
The synthesis and analgetic activity of analogues of prodine-type analgetics in which the conformation of the piperidine ring is restricted in the boat form using the 2-azabicyclo (2.2.2)octane nucleus are reported. One of these analogues, 2-methyl-6-trans-phenyl-6-cis-propionoxy-2-azabicyclo (2.2.2)octane (3), showed significant analgetic activity (ED50 equals 3.1 mg/kg).
D000522:Alphaprodine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D007536:Isomerism; D008297:Male; D008968:Molecular Conformation; D010146:Pain; D051381:Rats; D011930:Reaction Time / Q000187:drug effects; D013329:Structure-Activity Relationship
D000700:Analgesics; D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D000522:Alphaprodine