Drug/Small Molecule:
flutamide

2D structure

Overview

Generic Names: FTA; Flutamide USP25
Trade Names: Cebatrol; Eulexin; Niftholide; Niftolide
PharmGKB Accession Id: PA449685

Description

An antiandrogen with about the same potency as cyproterone in rodent and canine species. (source: Drug Bank)

Indication

For the management of locally confined Stage B2-C and Stage D2 metastatic carcinoma of the prostate (source: Drug Bank)

ATC Therapeutic Category

  • L02BB:Anti-androgens

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Flutamide is a nonsteroidal antiandrogen that blocks the action of both endogenous and exogenous testosterone by binding to the androgen receptor. In addition Flutamide is a potent inhibitor of testosterone-stimulated prostatic DNA synthesis. Moreover, it is capable of inhibiting prostatic nuclear uptake of androgen. (source: Drug Bank)

Pharmacology

Flutamide is a nonsteroidal antiandrogen. In animal studies, flutamide demonstrates potent antiandrogenic effects. It exerts its antiandrogenic action by inhibiting androgen uptake and/or by inhibiting nuclear binding of androgen in target tissues or both. Prostatic carcinoma is known to be androgen-sensitive and responds to treatment that counteracts the effect of androgen and/or removes the source of androgen, e.g. castration. Elevations of plasma testosterone and estradiol levels have been noted following flutamide administration. (source: Drug Bank)

Food Interactions

Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Flutamide is rapidly and extensively metabolized, with flutamide comprising only 2.5% of plasma radioactivity 1 hour after administration. (source: Drug Bank)

Protein Binding

94-96% (source: Drug Bank)

Absorption

Rapidly and completely absorbed. (source: Drug Bank)

Toxicity

In animal studies with flutamide alone, signs of overdose included hypoactivity, piloerection, slow respiration, ataxia, and/or lacrimation, anorexia, tranquilization, emesis, and methemoglobinemia. (source: Drug Bank)

Isomeric SMILES Code:

CC(C)C(=O)Nc1ccc(c(c1)C(F)(F)F)N(=O)=O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NR1I2
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  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
AR Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
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Publications

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation Flutamide increases the anticoagulant effect (source: Drug Bank)
dicumarol Uncurated Annotation Flutamide increases the anticoagulant effect (source: Drug Bank)
warfarin Uncurated Annotation Flutamide increases the anticoagulant effect (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00499
ChEBI ID:
5132
KEGG Compound ID:
C07653
KEGG Drug ID:
D00586
PubChem Compound ID:
3397
PubChem Substance ID:
9855

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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