Article: Bicalutamide

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Bicalutamide
Systematic (IUPAC) name
N-[4-cyano-3-(trifluoromethyl)phenyl]- 3-(4-fluorophenyl)sulfonyl-2- hydroxy-2-methyl- propanamide
Identifiers
CAS number	90357-06-5
ATC code	L02BB03
PubChem	56069
DrugBank	APRD00042
Chemical data
Formula	C18H14F4N2O4S
Mol. weight	430.374 g/mol
Pharmacokinetic data
Bioavailability	?
Protein binding	96%
Metabolism	?
Half life	5.9 days
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Bicalutamide (marketed as Casodex®, Cosudex®, Calutide®) is an oral non-steroidal anti-androgen for prostate cancer. It was first launched in 1995 as a combination treatment (with surgical or medical castration) for advanced prostate cancer and subsequently launched as monotherapy for the treatment of earlier stages of the disease.

It is marketed by AstraZeneca with the brand names Casodex and Cosudex. Bicalutamide is recommended 50 mg once daily in combination with an LHRH analogue or surgical castration.

Description

Bicalutamide is an oral non-steroidal anti-androgen with the empirical formula C18H14N2O4F4S and is an off-white powder that is practically insoluble in water.

Indications and Use

For the treatment of stage D2 metastatic prostate cancer in combination with a luteinizing hormone-releasing hormone analogue or as a monotherapy.

Contraindications and Precautions

Bicalutamide is contra-indicated in females and children and must not be given to any patient who has shown a hypersensitivity reaction to its use.

Adverse Reactions

Adverse reactions include reproductive system and breast disorders, breast tenderness, gynaecomastia, hot flushes, gastrointestinal disorders, diarrhoea, nausea, hepatic changes (elevated levels of transaminases, jaundice), asthenia and pruritus.