Amoxapine

Tricyclic Antidepressant — NERVOUS SYSTEM

Key facts

Amoxapine is an ofp drug in the Tricyclic Antidepressant class catalogued in DrugCentral. It was first approved by the FDA in 1980. DrugCentral lists 35 molecular targets, including Htr2a, HTR2A and HTR2C. Recorded indications include Depressive disorder.

• Approval status: ofp (first approved 1980 by the FDA).
• Drug class: Tricyclic Antidepressant.
• Molecular targets: Htr2a, HTR2A, HTR2C and Htr2c (35 listed in DrugCentral).
• Indications: Depressive disorder.
• ATC code: N06AA17 (Non-selective monoamine reuptake inhibitors).
• Molecular formula: C17H16ClN3O; molecular weight 313.79 g/mol.

Indications & contraindications

Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).

Indications (1)

• Depressive disorder

Contraindications (17)

• Alcoholism
• Angle-closure glaucoma
• Benign prostatic hyperplasia
• Bipolar disorder
• Disease of liver
• Disorder of cardiovascular system
• Hyperthyroidism
• Kidney disease
• Myocardial infarction in recovery phase
• Neuroleptic malignant syndrome
• Ocular hypertension
• Retention of urine
• Schizophrenia
• Seizure disorder
• Suicidal thoughts
• Tardive dyskinesia
• Thrombocytopenic disorder

Mechanism & targets

• Established pharmacologic class: Tricyclic Antidepressant

Molecular targets (35)

Target	Gene	Action	Activity
5-hydroxytryptamine receptor 2A	Htr2a	antagonist	Ki 9.00
5-hydroxytryptamine receptor 2A	HTR2A	unknown	Ki 8.75
5-hydroxytryptamine receptor 2C	HTR2C	unknown	Ki 8.70
5-hydroxytryptamine receptor 2C	Htr2c	antagonist	Ki 8.70
5-hydroxytryptamine receptor 6	Htr6	antagonist	Ki 8.20
5-hydroxytryptamine receptor 2B	HTR2B	unknown	Ki 8.18
Histamine H1 receptor	HRH1	unknown	Ki 7.96
Sodium-dependent noradrenaline transporter	SLC6A2	inhibitor	Ki 7.89
D(2) dopamine receptor	DRD2	unknown	Ki 7.80
D(3) dopamine receptor	DRD3	unknown	Ki 7.73
D(4) dopamine receptor	DRD4	antagonist	Ki 7.47
Sodium-dependent serotonin transporter	SLC6A4	inhibitor	IC50 7.47
5-hydroxytryptamine receptor 7	Htr7	antagonist	Ki 7.40
5-hydroxytryptamine receptor 6	HTR6	antagonist	Ki 7.30
Alpha-1B adrenergic receptor	Adra1b	unknown	Ki 7.22
Alpha-1D adrenergic receptor	ADRA1D	unknown	Ki 6.84
D(1A) dopamine receptor	DRD1	unknown	Ki 6.71
5-hydroxytryptamine receptor 1A	HTR1A	unknown	Ki 6.66
Muscarinic acetylcholine receptor M4	CHRM4	unknown	Ki 6.62
Alpha-2B adrenergic receptor	ADRA2B	unknown	Ki 6.59

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1980-09-22	FDA	—	LEDERLE

ATC classification

ATC code	Therapeutic hierarchy
N06AA17	NERVOUS SYSTEM › PSYCHOANALEPTICS › ANTIDEPRESSANTS › Non-selective monoamine reuptake inhibitors

Pharmacogenomics

Drug-label and guideline annotations from PharmGKB and CPIC.

• FDA label: CYP2D6 · Informative PGx

Reported adverse-event signals

Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.

MedDRA term	LLR
Poisoning	155.9
Asphyxia	79.3
Drug abuse	74.1
Intentional overdose	52.5
Toxicity to various agents	47.7
Altered state of consciousness	42.0
Completed suicide	41.4
Suicide attempt	36.5
Overdose	34.4
Coma	34.2

Chemical structure

Full physicochemical, ADMET and 3D-structure analysis of Amoxapine is on its molecule page.

• Molecular formula: C₁₇H₁₆ClN₃O
• Molecular weight: 313.79 g/mol
• CAS number: 14028-44-5
• InChIKey: QWGDMFLQWFTERH-UHFFFAOYSA-N
• PubChem CID: 2170

ClC1=CC=C2OC3=C(C=CC=C3)N=C(N3CCNCC3)C2=C1

Frequently asked questions

Answers are generated from the structured data on this page, not written by hand.

What is Amoxapine used for?

DrugCentral lists the following indications for Amoxapine: Depressive disorder.

How does Amoxapine work?

Its molecular targets in DrugCentral include Htr2a (antagonist), HTR2A, HTR2C and Htr2c (antagonist).

When was Amoxapine first approved?

Amoxapine was first approved by the FDA in 1980.

What drug class does Amoxapine belong to?

Amoxapine is in the Tricyclic Antidepressant class.

What is the chemical formula of Amoxapine?

Amoxapine has the molecular formula C17H16ClN3O and a molecular weight of 313.79 g/mol.

Sources

• DrugCentral drug card 191 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1113 — compound record and bioactivity
• PubChem CID 2170 — chemical identifiers
• DrugBank DB00543 — drug record
• FDA UNII R63VQ857OT — substance identity
• DailyMed: FDA labels for Amoxapine — current prescribing information (label search)
• UniProt P28223 (HTR2A) — target protein
• UniProt P28335 (HTR2C) — target protein
• UniProt P41595 (HTR2B) — target protein
• UniProt P35367 (HRH1) — target protein
• UniProt P23975 (SLC6A2) — target protein
• UniProt P14416 (DRD2) — target protein
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
• PharmGKB / CPIC — pharmacogenomic label annotations

How this page is built: methodology · editorial policy & corrections.