(exo, exo)-2-Aryltropane-3-carboxylic esters, hypoglycemic agents with accompanying analgesic activity.
(exo, exo)-2-Aryltropane-3-carboxylic esters of types 6, 7, and 10 lower circulating blood glucose levels by 60--80%. This activity is accompanied by an analgesic activity roughly equal to that of codeine. Both of these activities reside in the 1R enantiomer and extensive structure-activity studies failed to separate them. The specific opioid antagonist nalorphine blocks the analgesic activity but does not diminish the hypoglycemic action. Conformational integrity afforded by the ethylene bridge is neccessary for the observed activities.
D000284:Administration, Oral; D000701:Analgesics, Opioid / Q000138:chemical synthesis*; D000818:Animals; D002375:Catalepsy / Q000139:chemically induced; D003640:Dealkylation; D004285:Dogs; D006801:Humans; D007004:Hypoglycemic Agents / Q000008:administration & dosage / Q000138:chemical synthesis*; D007279:Injections, Subcutaneous; D008297:Male; D051379:Mice; D008968:Molecular Conformation; D051381:Rats; D012131:Respiratory Insufficiency / Q000139:chemically induced; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014326:Tropanes / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology
D000701:Analgesics, Opioid; D007004:Hypoglycemic Agents; D014326:Tropanes