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| Names | |
|---|---|
| IUPAC name (5α)-17-Allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one hydrazone | |
| Other names Naloxone- 6-hydrazone | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
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| Properties | |
| C19H23N3O3 | |
| Molar mass | 341.40422 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Naloxazone is an irreversibleμ-opioid receptorantagonist which is selective for the μ1 receptor subtype.[1] Naloxazone produces very long lasting antagonist effects as it forms acovalent bond to the active site of the μ-opioid receptor,[2] thus making it impossible for the molecule to unbind and blocking the receptor permanently until the receptor is recycled byendocytosis.
Naloxazone is thehydrazone analog ofnaloxone. It has been reported that naloxazone is unstable in acidic solution, dimerizing into the more stable and much more potent antagonistnaloxonazine via the free NH2 of the hydrazone to form anazine linkage.[3] Under conditions in which no naloxonazine formation could be detected, naloxazone did not display irreversible μ opioid receptor binding.[3]
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