Racemethorphan
Levomethorphan.svg
Dextromethorphan.svg
Levomethorphan (L), dextromethorphan (R)
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
  • 3-Methoxy-17-methylmorphinan
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC18H25NO
Molar mass271.404 g·mol−1
3D model (JSmol)
  • CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
  • InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3 ☒N
  • Key:MKXZASYAUGDDCJ-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Methorphan comes in two isomeric forms, each with differing pharmacology and effects:

Racemethorphan refers to the racemic mixture of both of these stereoisomers.[1] 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.[2][3] The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644)

See also

References

  1. ^ 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.
  2. ^ "Conversion Factors for Controlled Substances". www.deadiversion.usdoj.gov.
  3. ^ 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.