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Nalmexone

Chemical compound

Chemical compound

(HCl) | elimination_half-life = Nalmexone (INN; also known as nalmexone hydrochloride (USAN) or by the development codes EN-1620A and UM-592) is a semisynthetic, opioid partial agonist or mixed agonist-antagonist with both analgesic and narcotic antagonist properties that was never marketed. In clinical studies it was found to have comparable analgesic efficacy to morphine, though with several-fold reduced potency. In addition, nalmexone's side effects, the most common of which were sleepiness and sweating, were reported to be similar to those of morphine, albeit with a noticeably higher degree of incidence.

Synthesis

Nalmexone can be synthesized from oxymorphone:

:[[File:Nalmexone synthesis.png|700px|left|class=skin-invert-image|Nalmexone synthesis]]

References

References

  1. Macdonald F. (1997). "Dictionary of Pharmacological Agents". CRC Press.
  2. (1986). "Opioid Analgesics: Chemistry and Receptors". Springer.
  3. (1978). "Quantum chemical studies of N-substituent variation in the oxymorphone series of opiate narcotics". Journal of Medicinal Chemistry.
  4. (1972). "Analgesic and other effects of nalmexone in man". Clinical Pharmacology and Therapeutics.
  5. Committee on Problems of Drug Dependence. (1969). "Bulletin, problems of drug dependence". National Academies.
  6. Lowenstein, M. J.; Fishman, J.; 1967, {{US Patent. 3,320,262
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tertiary-alcohols alkene-derivatives analgesics 4,5-epoxymorphinans mu-opioid-receptor-agonists mu-opioid-receptor-antagonists semisynthetic-opioids
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