4208. Flutamide

Nomenclature

CAS number: 13311-84-7
2-Methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide; α,α,α-trifluoro-2-methyl-4′-nitro-m-propionotoluidide; 4′-nitro-3′-trifluoromethylisobutyranilide; niftolid; Sch-13521; Drogenil (Schering); Eulexin (Schering); Euflex (Schering); Flucinom (Schering); Flutamin (Merck KGaA); Fugerel (Schering).
C11H11F3N2O3; mol wt 276.21.
C 47.83%, H 4.01%, F 20.63%, N 10.14%, O 17.38%.

Description and references

Prepn: Baker et al., J. Med. Chem. 10, 93 (1967); Neri, Topliss, DE 2130450 (1972 to Sherico), C.A. 78, 58091g (1973); Gold, DE 2261293; idem, US 3847988 (1973, 1974 both to Schering). Activity studies: Neri et al., Endocrinology 91, 427 (1972); Peets et al., ibid. 94, 532 (1974); B. A. Gladue, L. G. Clemens, Endocrinology 106, 1917 (1980). Effect in prostatic cancer: P. C. Sogani, W. F. Whitmore, J. Urol. 122, 640 (1979). Clinical evaluation in pancreatic cancer: B. A. Greenway, Br. Med. J. 316, 1935 (1998).

Chemical structure

Properties

Crystals from benzene, mp 111.5-112.5°.

Therapeutic Category

Antiandrogen; antineoplastic (hormonal).

Therapeutic Category (Veterinary)

Antiandrogen.

Keywords

Antiandrogen; Antineoplastic (Hormonal); Antiandrogens