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Mu-opioid receptor agonists
Nalmexone
Другие языки:

Nalmexone

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Not to be confused with Naltrexone.
Nalmexone
Nalmexone.svg
Clinical data
ATC code
  • None
Identifiers
  • (5α)-3,14-dihydroxy-17-(3-methyl-2-buten-1-yl)-4,5-epoxymorphinan-6-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C21H25NO4
Molar mass 355.434 g·mol−1
3D model (JSmol)
  • O=C4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@@]3(O)CC4)C\C=C(/C)C
  • InChI=1S/C21H25NO4/c1-12(2)6-9-22-10-8-20-17-13-3-4-14(23)18(17)26-19(20)15(24)5-7-21(20,25)16(22)11-13/h3-4,6,16,19,23,25H,5,7-11H2,1-2H3/t16-,19+,20+,21-/m1/s1
  • Key:OHKCLOQPSLQCQR-MBPVOVBZSA-N

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

See also



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