Chemistry:Levomoramide

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Short description: Chemical compound
Levomoramide
Levomoramide.svg
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC25H32N2O2
Molar mass392.534 g·mol−1
3D model (JSmol)
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Levomoramide is the inactive isomer of the opioid analgesic dextromoramide, invented by the chemist Paul Janssen in 1956. Unlike dextromoramide, which is a potent analgesic with high abuse potential, levomoramide is virtually without activity.[1][2]

"Resolution reveals that the analgetic activity in this case resides almost entirely in the (+) isomer."[3]

"In the α-CH3 series, one of the optical isomers of each enantiomorphic pair is about twice as active as the racemic mixture; the other isomer is devoid of significant analgesic activity."[4]

However, despite being inactive, levomoramide is scheduled by United Nations Single Convention on Narcotic Drugs.

References

  1. "A new series of potent analgesics.". Journal of the American Chemical Society 78 (15): 3862. August 1956. doi:10.1021/ja01596a087. 
  2. "A new series of potent analgesics.". Journal of Pharmacy and Pharmacology 9 (1): 381–400. September 1957. doi:10.1111/j.2042-7158.1957.tb12290.x. 
  3. Lednicer, Daniel (1982). Central Analgetics. Wiley. p. 194. ISBN 0-471-08314-3. 
  4. Synthetic Analgesics Part 1: Diphenylpropylamines. Pergamon Press. 1960. p. 143. 


pl:Moramid