Racemoramide

Racemoramide (INN, BAN), or simply moramide, is an opioid analgesic and a racemic mixture of the substances dextromoramide (the active component) and levomoramide (which is inactive), two enantiomers of a chiral molecule.[1]

Racemoramide
Clinical data
ATC code
  • none
Legal status
Legal status
  • CA: Schedule I
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • US: Schedule I
Identifiers
IUPAC name
  • 3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-yl-butan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.008.085
Chemical and physical data
FormulaC25H32N2O2
Molar mass392.543 g·mol−1
3D model (JSmol)
SMILES
  • O=C(N1CCCC1)C(c2ccccc2)(c3ccccc3)C(C)CN4CCOCC4
InChI
  • InChI=1S/C25H32N2O2/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27/h2-7,10-13,21H,8-9,14-20H2,1H3 N
  • Key:INUNXTSAACVKJS-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

Racemoramide is itself controlled; in the United States it is under Schedule I as a Narcotic with an ACSCN of 9645 and a zero annual aggregate manufacturing quota as of 2014.[2] Its salts are the bitartrate (free base conversion ratio 0.723) and dihydrochloride (0.843)

Moramide intermediate is listed separately as a Schedule II Narcotic controlled substance (ACSCN 9802), also with a zero quota.[2]

References
  1. Ganellin CR, Triggle DJ, Macdonald F (1997). Dictionary of pharmacological agents. CRC Press. p. 1375. ISBN 978-0-412-46630-4. Retrieved 29 November 2011.
  2. "Conversion Factors for Controlled Substances". Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.



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