7-Hydroxyamoxapine

7-Hydroxyamoxapine is an active metabolite of the antidepressant drug amoxapine (Asendin). It contributes to amoxapine's pharmacology.[1][2] It is a dopamine receptor antagonist and contributes to amoxapine's antipsychotic properties.[3][4]

7-Hydroxyamoxapine
Pharmacokinetic data
Elimination half-life6.5 hours
Identifiers
IUPAC name
  • 2-Chloro-11-(piperazin-1-yl)dibenzo [b,f][1,4]oxazepin-7-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=C(C=C3)O)OC4=C2C=C(C=C4)Cl
InChI
  • InChI=1S/C17H16ClN3O2/c18-11-1-4-15-13(9-11)17(21-7-5-19-6-8-21)20-14-3-2-12(22)10-16(14)23-15/h1-4,9-10,19,22H,5-8H2
  • Key:MEUGUMOVYNSGEW-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.
  4. Cohen, BM; Harris, PQ; Altesman, RI; Cole, JO (September 1982). "Amoxapine: neuroleptic as well as antidepressant?". The American Journal of Psychiatry. 139 (9): 1165–7. doi:10.1176/ajp.139.9.1165. PMID 6126130.
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