dextrorphan
Sign in to saveAlso known as d-3-hydroxy-N-methylmorphinan, (+)-3-hydroxy-N-methylmorphinan, DXO, D-morphan
Dextrorphan (DXO) is a psychoactive drug of the morphinan class which acts as an antitussive or cough suppressant and in high doses a dissociative hallucinogen. It is the dextrorotatory enantiomer of racemorphan; the levorotatory enantiomer is levorphanol. Dextrorphan is produced by O-demethylation of dextromethorphan by CYP2D6. Dextrorphan is an NMDA antagonist and contributes to the psychoactive effects of dextromethorphan.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 408496712
- Drug.IUPAC_name
- (+)-17-methyl-9a,13a,14a-morphinan-3-ol
- Drug.image
- Dextrorphan.svg
- Drug.image_class
- skin-invert-image
- Drug.legal_US
- Unscheduled
- Drug.CAS_number
- 125-73-5
- Drug.ATC_prefix
- None
- Drug.PubChem
- 5360697
- Drug.UNII
- 04B7QNO9WS
- Drug.ChEMBL
- 1254766
- Drug.ChemSpiderID
- 10489895
- Drug.synonyms
- DXO, Dextrorphanol
- Drug.C
- 17
- Drug.H
- 23
- Drug.N
- 1
- Drug.O
- 1
via Wikipedia infobox
Research
914 papers- Neurotoxicity of dextrorphan.Archives of medical research · 1999
- Dextrorphan and dextromethorphan attenuate glutamate neurotoxicity.Brain research · 1987
- Infant Dextromethorphan and Dextrorphan Exposure via Breast Milk From Mothers Who Are CYP2D6 Extensive Metabolizers.Journal of clinical pharmacology · 2022
- Evaluating dextrorphan as a wastewater biomarker for cough suppressant use: A longitudinal study in China.Water research · 2025
- Dopamine enhancement of dextrorphan-induced skin antinociception in response to needle pinpricks in rats.Pharmacological reports : PR · 2019
via PubMed
Wikidata facts
- Mass
- 257.177964
Show 4 more facts
- chemical formula
- C₁₇H₂₃NO
- isomeric SMILES
- CN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)O
- canonical SMILES
- CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O
- World Health Organisation international non-proprietary name
- dextrorphan
via Wikidata · CC0
~3 min read
Article
9 sectionsContents
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Society and culture
- Legal status
- Research
- Environmental presence
- See also
- References
Dextrorphan (DXO) is a psychoactive drug of the morphinan class which acts as an antitussive or cough suppressant and in high doses a dissociative hallucinogen. It is the dextrorotatory enantiomer of racemorphan; the levorotatory enantiomer is levorphanol. Dextrorphan is produced by O-demethylation of dextromethorphan by CYP2D6. Dextrorphan is an NMDA antagonist and contributes to the psychoactive effects of dextromethorphan.
==Pharmacology==