Dextrorphan (DXO) is a psychoactive drug of the morphinan class which acts as an antitussive or cough suppressant and dissociative hallucinogen. It is the dextrorotatory-stereoisomer of racemorphan, the levo-half being levorphanol. Dextrorphan is produced by O-demethylation of dextromethorphan by CYP2D6. Dextrorphan is an NMDA antagonist and contributes to the psychoactive effects of dextromethorphan.
|ECHA InfoCard||100.004.323 |
|Chemical and physical data|
|Molar mass||257.371 g/mol g·mol−1|
|3D model (JSmol)|
|5-HT1B/1D||54% at 1 μM||Rat|
|β||35% at 1 μM||Rat|
|H1||95% at 1 μM||Rat|
|mAChRs||100% at 1 μM||Rat|
|Values are Ki (nM), unless otherwise noted. The smaller the value, the more strongly the drug binds to the site.|
The pharmacology of dextrorphan is similar to that of dextromethorphan (DXM). However, dextrorphan is much more potent as an NMDA receptor antagonist as well much less active as a serotonin reuptake inhibitor, but retains DXM's activity as a norepinephrine reuptake inhibitor.
Dextrorphan has a notably longer elimination half-life than its parent compound, and therefore has a tendency to accumulate in the blood after repeated administration of normally dosed dextromethorphan formulations.
Society and culture
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