Fluphenazine

Phenothiazine — NERVOUS SYSTEM

Key facts

Fluphenazine is an ofp drug in the Phenothiazine class catalogued in DrugCentral. It was first approved by the FDA in 1959. DrugCentral lists 58 molecular targets, including DRD3, DRD2 and ADRA1A. Recorded indications include Psychotic disorder and Schizophrenia.

• Approval status: ofp (first approved 1959 by the FDA).
• Drug class: Phenothiazine.
• Molecular targets: DRD3, DRD2, ADRA1A and Htr7 (58 listed in DrugCentral).
• Indications: Psychotic disorder and Schizophrenia.
• ATC code: N05AB02 (Phenothiazines with piperazine structure).
• Molecular formula: C22H26F3N3OS; molecular weight 437.53 g/mol.

Indications & contraindications

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

Indications (2)

• Psychotic disorder
• Schizophrenia

Contraindications (39)

• Acute disease of cardiovascular system
• Alcoholism
• Anemia
• Angina pectoris
• At risk for aspiration
• Benign prostatic hyperplasia
• Bradycardia
• Breastfeeding (mother)
• Carcinoma of female breast
• Chronic disease of respiratory system
• Chronic heart failure
• Coma
• Conduction disorder of the heart
• Congenital long QT syndrome
• Disease of liver
• Epilepsy
• Extrapyramidal disease
• Glaucoma
• Hyperglycemia
• Hyperprolactinemia
• Leukopenia
• Metabolic syndrome X
• Myocardial infarction
• Myocardial ischemia
• Neuroleptic malignant syndrome
• Neutropenic disorder
• Obesity
• Organophosphate poisoning
• Orthostatic hypotension
• Parkinsonism
• + 9 more

Mechanism & targets

• Established pharmacologic class: Phenothiazine

Molecular targets (58)

Target	Gene	Action	Activity
D(3) dopamine receptor	DRD3	unknown	Ki 9.37
D(2) dopamine receptor	DRD2	antagonist	Ki 9.27
Alpha-1A adrenergic receptor	ADRA1A	unknown	Ki 8.19
5-hydroxytryptamine receptor 7	Htr7	antagonist	Ki 8.10
5-hydroxytryptamine receptor 7	HTR7	unknown	Ki 8.10
Sigma non-opioid intracellular receptor 1	SIGMAR1	unknown	Ki 8.07
5-hydroxytryptamine receptor 2A	HTR2A	unknown	Ki 8.04
Alpha-1D adrenergic receptor	ADRA1D	unknown	Ki 8.02
D(1B) dopamine receptor	DRD5	unknown	Ki 7.89
Alpha-1B adrenergic receptor	ADRA1B	unknown	Ki 7.89
5-hydroxytryptamine receptor 6	Htr6	antagonist	Ki 7.80
Histamine H1 receptor	HRH1	unknown	Ki 7.79
Alpha-1B adrenergic receptor	Adra1b	unknown	Ki 7.72
D(1A) dopamine receptor	DRD1	unknown	Ki 7.65
Alpha-1A adrenergic receptor	Adra1a	unknown	IC50 7.62
5-hydroxytryptamine receptor 2B	HTR2B	unknown	Ki 7.60
Alpha-2C adrenergic receptor	ADRA2C	unknown	Ki 7.54
D(4) dopamine receptor	DRD4	unknown	Ki 7.54
5-hydroxytryptamine receptor 6	HTR6	unknown	Ki 7.46
5-hydroxytryptamine receptor 2C	HTR2C	unknown	Ki 7.46

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1959-09-09	FDA	—	—

ATC classification

ATC code	Therapeutic hierarchy
N05AB02	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
Neuroleptic malignant syndrome	298.1
Priapism	170.7
Sedation	166.2
Salivary hypersecretion	129.1
Extrapyramidal disorder	106.8
Torsade de pointes	101.4
Parkinsonism	79.9
Akathisia	78.8
Compartment syndrome	60.8
Suicide attempt	56.4
Rhabdomyolysis	54.9
Tardive dyskinesia	47.7

Chemical structure

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

• Molecular formula: C₂₂H₂₆F₃N₃OS
• Molecular weight: 437.53 g/mol
• CAS number: 69-23-8
• InChIKey: PLDUPXSUYLZYBN-UHFFFAOYSA-N
• PubChem CID: 3372

OCCN1CCN(CCCN2C3=CC=CC=C3SC3=CC=C(C=C23)C(F)(F)F)CC1

Frequently asked questions

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

What is Fluphenazine used for?

DrugCentral lists the following indications for Fluphenazine: Psychotic disorder and Schizophrenia.

How does Fluphenazine work?

Its molecular targets in DrugCentral include DRD3, DRD2 (antagonist), ADRA1A and Htr7 (antagonist).

When was Fluphenazine first approved?

Fluphenazine was first approved by the FDA in 1959.

What drug class does Fluphenazine belong to?

Fluphenazine is in the Phenothiazine class.

What is the chemical formula of Fluphenazine?

Fluphenazine has the molecular formula C22H26F3N3OS and a molecular weight of 437.53 g/mol.

Sources

• DrugCentral drug card 1212 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1448187 — compound record and bioactivity
• PubChem CID 3372 — chemical identifiers
• DrugBank DB00623 — drug record
• FDA UNII S79426A41Z — substance identity
• DailyMed: FDA labels for Fluphenazine — current prescribing information (label search)
• UniProt P35462 (DRD3) — target protein
• UniProt P14416 (DRD2) — target protein
• UniProt P35348 (ADRA1A) — target protein
• UniProt P34969 (HTR7) — target protein
• UniProt Q99720 (SIGMAR1) — target protein
• UniProt P28223 (HTR2A) — 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.