Naloxol

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Naloxol
α-Naloxol
α-Naloxol
β-Naloxol
β-Naloxol
Identifiers
CAS number 20410-95-1 (α) YesY, 53154-12-4 (β) YesY, 58691-01-3 (α/β) YesY
PubChem 5492271 (α), 5492293 (β)
ChemSpider 4590928 (α) N, 9177198 (β)
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C19H23NO4
Molar mass 329.39 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Naloxol is an opioid antagonist closely related to naloxone. It exists in two isomeric forms, α-naloxol and β-naloxol.

α-Naloxol is a human metabolite of naloxone.[1] Synthetically, α-naloxol can be prepared from naloxone by reduction of the ketone group, and β-naloxol can be prepared from α-naloxol by a Mitsunobu reaction.[2]

See also[edit]

References[edit]

  1. ^ Weinstein, S. H.; Pfeffer, M.; Schor, J. M.; Indindoli, L.; Mintz, M. (1971). "Metabolites of naloxone in human urine". Journal of Pharmaceutical Sciences 60 (10): 1567–1568. doi:10.1002/jps.2600601030. PMID 5129377. 
  2. ^ Simon, C (1994). "Stereoselective synthesis of β-naltrexol, β-naloxol β-naloxamine, β-naltrexamine and related compounds by the application of the mitsunobu reac". Tetrahedron 50 (32): 9757. doi:10.1016/S0040-4020(01)85541-1.