Trifluoperazine

Phenothiazine — NERVOUS SYSTEM

Key facts

Trifluoperazine is an ofp drug in the Phenothiazine class catalogued in DrugCentral. It was first approved by the FDA in 1959. DrugCentral lists 35 molecular targets, including Drd2, DRD3 and Htr2c|Htr2a|Htr2b. Recorded indications include Anxiety and Schizophrenia.

• Approval status: ofp (first approved 1959 by the FDA).
• Drug class: Phenothiazine.
• Molecular targets: Drd2, DRD3, Htr2c|Htr2a|Htr2b and DRD2 (35 listed in DrugCentral).
• Indications: Anxiety and Schizophrenia.
• ATC code: N05AB06 (Phenothiazines with piperazine structure).
• Molecular formula: C21H24F3N3S; molecular weight 407.50 g/mol.

Indications & contraindications

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

Indications (2)

• Anxiety
• Schizophrenia

Contraindications (22)

• Alcoholic liver damage
• Anemia
• Angina pectoris
• Benign prostatic hyperplasia
• Breastfeeding (mother)
• Carcinoma of female breast
• Chronic hepatitis
• Cirrhosis of liver
• Diminished sweating
• Disease of liver
• Epilepsy
• Glaucoma
• Low blood pressure
• Neuroleptic malignant syndrome
• Neutropenic disorder
• Orthostatic hypotension
• Retention of urine
• Retinal disorder
• Senile dementia
• Tardive dyskinesia
• Thrombocytopenic disorder
• Visual impairment

Mechanism & targets

• Established pharmacologic class: Phenothiazine

Molecular targets (35)

Target	Gene	Action	Activity
D(2) dopamine receptor	Drd2	unknown	Kd 9.27
D(3) dopamine receptor	DRD3	antagonist	Ki 9.25
Serotonin 2 (5-HT2) receptor	Htr2c|Htr2a|Htr2b	unknown	Kd 8.98
D(2) dopamine receptor	DRD2	antagonist	Ki 8.84
Emopamil-binding protein-like	EBPL	unknown	Ki 8.41
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	EBP	unknown	Ki 8.10
5-hydroxytryptamine receptor 2A	HTR2A	antagonist	Ki 7.90
Sigma non-opioid intracellular receptor 1	SIGMAR1	unknown	Ki 7.82
Alpha-1A adrenergic receptor	ADRA1A	unknown	Ki 7.62
Adrenergic receptor alpha-1	Adra1b|Adra1d|Adra1a	unknown	Ki 7.53
D(4) dopamine receptor	DRD4	antagonist	Ki 7.38
Histamine H1 receptor	HRH1	antagonist	Ki 7.20
5-hydroxytryptamine receptor 6	HTR6	unknown	Ki 6.85
Alpha-2B adrenergic receptor	ADRA2B	unknown	Ki 6.79
5-hydroxytryptamine receptor 7	HTR7	unknown	Ki 6.54
Alpha-2C adrenergic receptor	ADRA2C	unknown	Ki 6.41
5-hydroxytryptamine receptor 2C	HTR2C	antagonist	Ki 6.40
5-hydroxytryptamine receptor 1A	Htr1a	unknown	Ki 6.39
C-8 sterol isomerase	ERG2	unknown	Ki 6.30
Alpha-2A adrenergic receptor	ADRA2A	unknown	Ki 6.18

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1959-04-16	FDA	—	—

ATC classification

ATC code	Therapeutic hierarchy
N05AB06	NERVOUS SYSTEM › PSYCHOLEPTICS › ANTIPSYCHOTICS › Phenothiazines with piperazine structure

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
Antipsychotic drug level below therapeutic	812.9
Disinhibition	768.2
Therapeutic product effect variable	745.2
Euphoric mood	712.6
Obsessive-compulsive disorder	703.6
Akathisia	630.6
Increased appetite	597.4
Suicide attempt	443.7
Leukaemia	348.3
Leukopenia	278.0
Dyslipidaemia	266.2
Therapeutic product effect incomplete	250.8

Chemical structure

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

• Molecular formula: C₂₁H₂₄F₃N₃S
• Molecular weight: 407.50 g/mol
• CAS number: 117-89-5
• InChIKey: ZEWQUBUPAILYHI-UHFFFAOYSA-N
• PubChem CID: 5566

CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C(F)(F)F)CC1

Frequently asked questions

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

What is Trifluoperazine used for?

DrugCentral lists the following indications for Trifluoperazine: Anxiety and Schizophrenia.

How does Trifluoperazine work?

Its molecular targets in DrugCentral include Drd2, DRD3 (antagonist), Htr2c|Htr2a|Htr2b and DRD2 (antagonist).

When was Trifluoperazine first approved?

Trifluoperazine was first approved by the FDA in 1959.

What drug class does Trifluoperazine belong to?

Trifluoperazine is in the Phenothiazine class.

What is the chemical formula of Trifluoperazine?

Trifluoperazine has the molecular formula C21H24F3N3S and a molecular weight of 407.50 g/mol.

Sources

• DrugCentral drug card 2740 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1257040 — compound record and bioactivity
• PubChem CID 5566 — chemical identifiers
• DrugBank DB00831 — drug record
• FDA UNII 214IZI85K3 — substance identity
• DailyMed: FDA labels for Trifluoperazine — current prescribing information (label search)
• UniProt P35462 (DRD3) — target protein
• UniProt P14416 (DRD2) — target protein
• UniProt Q9BY08 (EBPL) — target protein
• UniProt Q15125 (EBP) — target protein
• UniProt P28223 (HTR2A) — target protein
• UniProt Q99720 (SIGMAR1) — target protein
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral

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