Naloxol
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Naloxol
| Naloxol | |
|---|---|
 α-Naloxol
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 β-Naloxol
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α-Naloxol: (4R,4aS,7S,7aR,12bS)-3-allyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol |
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| Identifiers | |
| CAS number | 20410-95-1 (α)  , 53154-12-4 (β) , 58691-01-3 (α/β) |
| PubChem | 5492271 (α), 5492293 (β) |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C19H23NO4 |
| Molar mass | 329.39 g mol−1 |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| 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
- Naloxegol
References
- ^ 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.
- ^ 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.
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