Levomoramide

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Levomoramide
Levomoramide.svg
Legal status
Legal status
Identifiers
PubChem CID
E number{{#property:P628}}
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Chemical and physical data
FormulaC25H32N2O2
Molar mass392.534
3D model (JSmol)

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]


Overview

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 controlled internationally as a Schedule I drug.

References

  1. Janssen PA. Journal of the American Chemical Society. 1956;78:3862.
  2. Janssen PA, Jagenau AM. Journal of Pharmacy and Pharmacology 1957;9:381.
  3. Daniel Lednicer. Central Analgetics. (1982), p194. ISBN 0-471-08314-3
  4. Paul A J Janssen. Synthetic Analgesics Part 1: Diphenylpropylamines. Pergamon Press 1960. p143.




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