Naloxazone

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Not to be confused with Naloxone.
Naloxazone
Naloxazone.svg
Identifiers
CAS number 73674-85-8 YesY
PubChem 9576788
ChEMBL CHEMBL354010 YesY
Jmol-3D images Image 1
Properties
Molecular formula C19H23N3O3
Molar mass 341.40 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Naloxazone is an irreversible μ opioid receptor antagonist which is selective for the μ1 receptor subtype.[1] Naloxazone produces very long lasting antagonist effects as it forms a covalent bond to the active site of the mu-opioid receptor,[2] thus making it impossible for the molecule to unbind and blocking the receptor permanently until the receptor is recycled by endocytosis.

It has been reported that naloxazone is unstable in acidic solution, dimerizing into the more stable and much more potent antagonist naloxonazine.[3] Under conditions in which no naloxonazine formation could be detected, naloxazone did not display irreversible μ opioid receptor binding.[3]

See also[edit]

References[edit]

  1. ^ Pasternak, G.; Childers; Snyder, S. (1980). "Opiate analgesia: Evidence for mediation by a subpopulation of opiate receptors". Science 208 (4443): 514–6. Bibcode:1980Sci...208..514P. doi:10.1126/science.6245448. PMID 6245448. 
  2. ^ Ling, Geoffrey S.F.; Simantov, Ronit; Clark, Janet A.; Pasternak, Gavril W. (1986). "Naloxonazine actions in vivo". European Journal of Pharmacology 129 (1–2): 33–8. doi:10.1016/0014-2999(86)90333-X. PMID 3021478. 
  3. ^ a b Hahn, Elliot F.; Pasternak, Gavril W. (1982). "Naloxonazine, a potent, long-lasting inhibitor of opiate binding sites". Life Sciences 31 (12–13): 1385–8. doi:10.1016/0024-3205(82)90387-3. PMID 6292633.