8-Hydroxyamoxapine

8-Hydroxyamoxapine is an active metabolite of the antidepressant drug amoxapine (Asendin). It contributes to amoxapine's pharmacology.[1][2] It is a serotonin-norepinephrine reuptake inhibitor (SNRI) with similar norepinephrine, but more serotonin, reuptake inhibition as its parent compound. It plays a part in balancing amoxapine's ratio of serotonin to norepinephrine transporter blockage.[3]

8-Hydroxyamoxapine
Pharmacokinetic data
Elimination half-life30 hours
Identifiers
IUPAC name
  • 8-chloro-6-piperazin-1-ylbenzo[b][1,4]benzoxazepin-3-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H16ClN3O2
Molar mass329.78 g·mol−1
3D model (JSmol)
SMILES
  • C1CN(CCN1)C2=NC3=C(C=CC(=C3)O)OC4=C2C=C(C=C4)Cl
InChI
  • InChI=1S/C17H16ClN3O2/c18-11-1-3-15-13(9-11)17(21-7-5-19-6-8-21)20-14-10-12(22)2-4-16(14)23-15/h1-4,9-10,19,22H,5-8H2
  • Key:QDWNOKXUZTYVGO-UHFFFAOYSA-N

See also

References
  1. Jue SG, Dawson GW, Brogden RN (July 1982). "Amoxapine: a review of its pharmacology and efficacy in depressed states". Drugs. 24 (1): 1–23. doi:10.2165/00003495-198224010-00001. PMID 7049659. S2CID 7279867.
  2. Calvo B, García MJ, Pedraz JL, Mariño EL, Domínguez-Gil A (April 1985). "Pharmacokinetics of amoxapine and its active metabolites". International Journal of Clinical Pharmacology, Therapy, and Toxicology. 23 (4): 180–185. PMID 3997304.
  3. Midha KK, Hubbard JW, McKay G, Rawson MJ, Hsia D (September 1999). "The role of metabolites in a bioequivalence study II: amoxapine, 7-hydroxyamoxapine, and 8-hydroxyamoxapine". International Journal of Clinical Pharmacology and Therapeutics. 37 (9): 428–38. PMID 10507241.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.