7-Hydroxyamoxapine

A metabolite of the antidepressant amoxapine

7-Hydroxyamoxapine
File:7-Hydroxyamoxapine.svg
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CAS Number	37081-76-8
PubChem	65650
DrugBank
ChemSpider	59086
KEGG	D12611

7-Hydroxyamoxapine is a metabolite of the antidepressant amoxapine. It is part of the dibenzoxazepine class of compounds and is known for its role in the pharmacological activity of amoxapine.

Chemical structure and properties

7-Hydroxyamoxapine is chemically classified as a dibenzoxazepine derivative. Its IUPAC name is 7-Hydroxy-2-chloro-11-(1-piperazinyl)dibenzo[b,f][1,4]oxazepine. The compound has a molecular formula of C₁₇H₁₆ClN₃O₂ and a molecular weight of 329.78 g/mol.

Pharmacology

As a metabolite of amoxapine, 7-Hydroxyamoxapine contributes to the drug's antidepressant effects. Amoxapine is a tricyclic antidepressant (TCA) that is used in the treatment of major depressive disorder. The hydroxylation of amoxapine to form 7-Hydroxyamoxapine is an important step in its metabolic pathway, influencing its pharmacokinetic and pharmacodynamic properties.

Mechanism of action

7-Hydroxyamoxapine is believed to exert its effects by modulating the activity of various neurotransmitter systems in the brain. It may act as an antagonist at certain serotonin and dopamine receptors, contributing to its therapeutic effects in depression.

Clinical significance

Understanding the role of 7-Hydroxyamoxapine is important for comprehending the overall efficacy and side effect profile of amoxapine. The presence of active metabolites like 7-Hydroxyamoxapine can influence the duration of action and the intensity of the therapeutic effects of the parent drug.

Related pages

• Amoxapine
• Tricyclic antidepressant
• Metabolite
• Neurotransmitter