Chemistry:Nalmexone

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Short description: Chemical compound
Nalmexone
Nalmexone.svg
Clinical data
ATC code
  • None
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC21H25NO4
Molar mass355.434 g·mol−1
3D model (JSmol)

Nalmexone (INN) (code names EN-1620A, UM-592), or nalmexone hydrochloride (USAN), is a semisynthetic, opioid partial agonist or mixed agonist-antagonist with both analgesic and narcotic antagonist properties that was never marketed.[1][2][3][4] In clinical studies it was found to have comparable analgesic efficacy to morphine, though with several-fold reduced potency.[5] 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.[5]

Synthesis

Nalmexone synthesis: Lowenstein, M. J.; Fishman, J.; 1967, U.S. Patent 3,320,262

See also

References

  1. Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1395. ISBN 978-0-412-46630-4. https://books.google.com/books?id=A0THacd46ZsC&pg=PA1395. Retrieved 11 May 2012. 
  2. Opioid Analgesics: Chemistry and Receptors. Springer. 1986. p. 55. ISBN 978-0-306-42130-3. https://books.google.com/books?id=KTWoPZdOwQAC&pg=PA55. Retrieved 11 May 2012. 
  3. "Quantum chemical studies of N-substituent variation in the oxymorphone series of opiate narcotics". Journal of Medicinal Chemistry 21 (1): 101–106. 1978. doi:10.1021/jm00199a018. PMID 73588. 
  4. "Analgesic and other effects of nalmexone in man". Clinical Pharmacology and Therapeutics 13 (4): 520–525. 1972. doi:10.1002/cpt1972134520. PMID 4557582. 
  5. 5.0 5.1 Committee on Problems of Drug Dependence (1969). Bulletin, problems of drug dependence. National Academies. p. 5873. NAP:10503. https://books.google.com/books?id=BUcrAAAAYAAJ&pg=PA5873. Retrieved 11 May 2012.