Effect of 9-hydroxylation on benzomorphan antagonist activity.
In a benzomorphan bearing an antagonist side chain, introduction on the methano bridge of a hydroxyl oriented away from nitrogen has little effect on antagonist activity whereas a hydroxyl oriented toward nitrogen enhances this activity. Hydroxylation tends to decrease analgesic activity.
D000818:Animals; D001575:Benzomorphans / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D006900:Hydroxylation; D008614:Meperidine / Q000037:antagonists & inhibitors; D008968:Molecular Conformation; D009019:Morphinans / Q000138:chemical synthesis*; D009292:Narcotic Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D010620:Phenazocine / Q000037:antagonists & inhibitors; D051381:Rats; D013329:Structure-Activity Relationship
D001575:Benzomorphans; D009019:Morphinans; D009292:Narcotic Antagonists; D008614:Meperidine; D010620:Phenazocine