Dextrorphan

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Dextrorphan
File:Dextrorphan.svg
File:Dextrorphane 3d.gif
Systematic (IUPAC) name
(+)-17-methyl- 9a,13a,14a-morphinan- 3-ol
Legal status
Legal status
Identifiers
CAS Number 125-73-5
ATC code none
PubChem CID 5360697
Chemical data
Formula C17H23NO
Molar mass 257.371 g/mol[[Script error: No such module "String".]]
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Dextrorphan (DXO) is a psychoactive drug of the morphinan chemical class which acts as an antitussive or cough suppressant and dissociative hallucinogen. It is the dextro- stereoisomer of morphanol, the levo- half being levorphanol. Dextrorphan is also the primary active metabolite of dextromethorphan (DXM), and is partially responsible for its clinical effects.

Pharmacology

The pharmacology of dextrorphan is similar to that of dextromethorphan. However, dextrorphan is much more potent of an NMDA receptor antagonist and much weaker as a serotonin reuptake inhibitor in comparison.[9] Dextrorphan's opioid, serotonin, and norepinephrine reuptake-inhibiting effects are pharmacologically insignificant.

Legality

Dextrorphan is a Schedule I controlled substance in the United States.[10]

See also

References

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fr:Dextrorphane pl:Dekstrorfan
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  7. Hernandez SC, Bertolino M, Xiao Y, Pringle KE, Caruso FS, Kellar KJ (2000). "Dextromethorphan and its metabolite dextrorphan block alpha3beta4 neuronal nicotinic receptors". J. Pharmacol. Exp. Ther. 293 (3): 962–7. PMID 10869398. 
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  9. "Comparison of the Effects of Dextromethorphan, Dextrorphan, and Levorphanol on the Hypothalamo-Pituitary-Adrenal Axis -- Pechnick and Poland 309 (2): 515 -- Journal of Pharmacology And Experimental Therapeutics". 
  10. DEA. "Dextrorphan Legality". Retrieved 2009-08-07.