BREAKING NEWS
Cloud Server Hosting For Online Businesses
Inexpensive SEO Services
Benefits of Wanting to play Free Online Slot machines
Levomoramide

Summary

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.[2][3]

Levomoramide
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • (3R)-3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-yl-butan-1-one
CAS Number
  • 5666-11-5 ☒N
PubChem CID
  • 10453145
ChemSpider
  • 8628561 ☒N
UNII
  • 7M86YFN15D
KEGG
  • D12695 checkY
ECHA InfoCard100.024.658 Edit this at Wikidata
Chemical and physical data
FormulaC25H32N2O2
Molar mass392.543 g·mol−1
3D model (JSmol)
  • Interactive image
  • C[C@@H](CN1CCOCC1)C(c1ccccc1)(c1ccccc1)C(=O)N1CCCC1
  • 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/t21-/m0/s1 ☒N
  • Key:INUNXTSAACVKJS-NRFANRHFSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

"Resolution reveals that the analgetic activity in this case resides almost entirely in the (+) isomer."[4]

"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."[5]

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

References edit

  1. ^ 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.
  2. ^ Janssen PA, Janseen JC (August 1956). "A new series of potent analgesics". Journal of the American Chemical Society. 78 (15): 3862. doi:10.1021/ja01596a087.
  3. ^ Janssen PA, Jageneau AH (September 1957). "A new series of potent analgesics". Journal of Pharmacy and Pharmacology. 9 (1): 381–400. doi:10.1111/j.2042-7158.1957.tb12290.x. S2CID 58956931.
  4. ^ Lednicer D (1982). Central Analgetics. Wiley. p. 194. ISBN 0-471-08314-3.
  5. ^ Janssen PA (1960). Synthetic Analgesics Part 1: Diphenylpropylamines. Pergamon Press. p. 143.