6544. Nilutamide

Nomenclature

CAS number: 63612-50-0
5,5-Dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-2,4-imidazolidinedione; 1-(3′-trifluoromethyl-4′-nitrophenyl)-4,4-dimethylimidazoline-2,5-dione; RU-23908; Anandron (Cassenne); Nilandron (Aventis).
C12H10F3N3O4; mol wt 317.22.
C 45.43%, H 3.18%, F 17.97%, N 13.25%, O 20.17%.

Description and references

Nonsteroidal antiandrogen. Prepn: J. Perronnet et al., DE 2649925; eidem, US 4097578 (1977, 1978 both to Roussel-UCLAF). Pharmacology: J.-P. Raynaud et al., J. Steroid Biochem. 11, 93 (1979). Review of kinetics, metabolism and clinical studies: idem et al., Prog. Clin. Biol. Res. 185A, 99-120 (1985); of therapeutic efficacy in prostate cancer: M. G. Harris et al., Drugs Aging 3, 9-25 (1993).

Chemical structure

Properties

Crystals from ethanol, mp 149°. Freely sol in ethyl acetate, acetone, chloroform, ethanol, dichloromethane, methanol. Soly in water at 25°: < 0.1%.

Therapeutic Category

Antineoplastic (hormonal).

Keywords

Antiandrogen; Antineoplastic (Hormonal); Antiandrogens