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8-OH-Amoxapine

amoxapine metabolite

8-OH-Amoxapine ballicule: receptor binding, kinetics and half-life diagram
Mechanism of action: 8-OH-Amoxapine ballicule

What it isThe 8-hydroxy metabolite of amoxapine, retaining D2 antagonism and noradrenergic reuptake inhibition.

Why it mattersIt carries much of amoxapine’s antipsychotic activity, which is why a tricyclic causes extrapyramidal effects.

What it changesIt is why amoxapine can cause tardive dyskinesia — a risk not expected from an antidepressant.

8-OH-Amoxapine molecular structure (skeletal formula)
Molecular structure: 8-OH-Amoxapine

FDA-approved for

NO BOXED WARNINGS

Principal riskLittle in its own right; see the parent drug

Classes and tags

Clinical profile

Direct muscarinic antagonism0 / 4

Serotonicity

This drug is routinely called serotonergic. By Gillman’s human-effect criteria it does not raise serotonin in the synapse.

It binds the serotonin transporter, and its SERT peg is drawn to that textbook affinity. The pale halo around the peg marks binding that, by Gillman’s human-effect criteria, does not produce clinical serotonin reuptake inhibition.

Gillman’s four human testsA measurable SERT affinity that fails all four is not clinical serotonicity.

Evidence confidenceModerate

Background: what serotonicity is · what is and is not an SRI · what counts as a relevant MAOI.

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