Flutamide

• 2-methyl- N-[4 -nitro- 3 - ( trifluoromethyl) phenyl] propionamide
• 4-nitro- 3-( trifluoromethyl) isobutyranilid
• N-(4 -nitro-3 -trifluoromethylphenyl) isobutyramide (IUPAC)
• Flutamidum (Latin )

L02BB01

Pale yellow crystalline powder

Cytostatic, nonsteroidal antiandrogens

From 111.5 to 112.5 ° C

Practically insoluble in water, slightly soluble in acetone and ethanol

Attention

787 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Flutamide is a drug from the group of cytostatics, which is used in the treatment of advanced prostate cancer. Flutamide belongs to the class of anti - androgens.

• 2.1 Absorption and distribution in the body ( pharmacokinetics )

Clinical information

Indications / Applications

Palliative treatment of prostate cancer in advanced stage previously untreated or hormone-refractory patients. Adjuvant therapy for localized prostate cancer (Stage B2 -C) in combination with an LHRH agonist and appropriate radiotherapy.

Contraindications ( contraindications)

Hypersensitivity to the active substance flutamide. Flutamide is not indicated for use by men capable of fathering without reliable contraception and among women and children.

Pharmacological properties

Uptake and distribution in the body ( pharmacokinetics )

Absorption: Following oral administration of flutamide is rapidly and completely absorbed. Mean peak plasma concentrations of flutamide 92-113 ng / ml are measured 1.3-1.5 hours after administration of 250 mg of flutamide. Mean peak plasma concentrations of the active metabolite 2- hydroxyflutamide of 894 ng / ml are measured 2.7 hours after ingestion of 250 mg of the drug. Steady state plasma concentrations are achieved for both substances after 5 days. A food intake has no effect on the bioavailability. Distribution: To the volume of distribution are no data. The plasma protein binding of flutamide is 94-96 %, that of the active metabolite 92-94 %. Metabolism: flutamide is rapidly and extensively metabolized. There are 10 identified metabolites. Metabolite is the active 2- hydroxyflutamide, which is mainly formed by CYP 1A2. Elimination: The plasma half -lives are 7.8 hours for flutamide or 8.1 hours for 2- hydroxyflutamide. Flutamide is excreted primarily by the kidneys as metabolites. With the faeces only small amounts of substance are excreted.

Other Information

Flutamide was patented in 1973 by Schering and is available as a generic in the trade.