Structural Formula Vector Image
Title: Bicalutamide
CAS Registry Number: 90357-06-5
CAS Name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide
Additional Names: 4-cyano-3-trifluoromethyl-N-(3-p-fluorophenylsulfonyl-2-hydroxy-2-methylpropionyl)aniline; (±)-4¢-cyano-a,a,a-trifluoro-3-[(p-fluorophenyl)sulfonyl]-2-methyl-m-lactotoluidide
Manufacturers' Codes: ICI-176334
Trademarks: Casodex (AstraZeneca)
Molecular Formula: C18H14F4N2O4S
Molecular Weight: 430.37
Percent Composition: C 50.23%, H 3.28%, F 17.66%, N 6.51%, O 14.87%, S 7.45%
Literature References: Non-steroidal peripherally active antiandrogen. Prepn: H. Tucker, EP 100172; idem, US 4636505 (1984, 1987 both to ICI); and structure-activity: H. Tucker et al., J. Med. Chem. 31, 954 (1988). Resolution and activity of enantiomers: H. Tucker, G. J. Chesterson, ibid. 885. Pharmacokinetics: I. D. Cockshott et al., Eur. Urol. 18, Suppl. 3, 10 (1990). Clinical trials in prostate cancer: G. Lunglmayr, Horm. Res. 32, Suppl. 1, 77 (1989); D. W. W. Newling, Eur. Urol. 18 Suppl. 3, 18 (1990). Review of pharmacology: B. J. A. Furr in Hormonal Therapy of Prostatic Diseases: Basic and Clinical Aspects, M. Motta, M. Serio, Eds. (Mediocom Europe, Milan, 1987) 148-161.
Properties: Crystals from a 1:1 (v/v) mix of ethyl acetate and petroleum ether, mp 191-193°.
Melting point: mp 191-193°
Therap-Cat: Antiandrogen; antineoplastic (hormonal).
Keywords: Antiandrogen; Antineoplastic (Hormonal); Antiandrogens.

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