Methorphan
Group of stereoisomers
Levomethorphan (L), dextromethorphan (R) | |||
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| Formula | C18H25NO | ||
| Molar mass | 271.404 g·mol−1 | ||
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Methorphan comes in two isomeric forms, each with differing pharmacology and effects:
- Dextromethorphan – An over-the-counter cough suppressant, as well as dissociative hallucinogen.
- Levomethorphan – A potent opioid analgesic that was never clinically developed; a prodrug of the powerful opioid agonist analgesic levorphanol (Levo-Dromoran).
Racemethorphan is the racemic mixture of both of these stereoisomers.[2] It is listed under the Single Convention on Narcotic Drugs 1961 and is therefore listed in the United States as a Controlled Substance, specifically as a Narcotic in Schedule II with an ACSCN of 9732 and an annual aggregate manufacturing quota of 3 grams in 2014.[3][4] The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644).
See also
References
- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
- ^ Aumatell A, Wells RJ (December 1993). "Chiral differentiation of the optical isomers of racemethorphan and racemorphan in urine by capillary zone electrophoresis". Journal of Chromatographic Science. 31 (12): 502–8. doi:10.1093/chromsci/31.12.502. PMID 8120122.
- ^ "Conversion Factors for Controlled Substances". www.deadiversion.usdoj.gov.
- ^ Nordegren T (2002). "Racemethorphan". The A-Z Encyclopedia of Alcohol and Drug Abuse. Parkland, Fla.: Brown Walker Press. pp. 548–549. ISBN 978-1-58112-404-0.
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