1844. Carmofur

Nomenclature

CAS number: 61422-45-5
5-Fluoro-N-hexyl-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinecarboxamide; 1-(n-hexylcarbamoyl)-5-fluorouracil; HCFU; Mifurol (Mitsui); Yamaful (Yamanouchi).
C11H16FN3O3; mol wt 257.26.
C 51.36%, H 6.27%, F 7.38%, N 16.33%, O 18.66%.

Description and references

Orally active cytostatic deriv of fluorouracil, q.v. Prepn: S. Ozaki et al., JP Kokai 77 78886, C.A. 87, 152265 (1977); eidem, US 4071519 (1977, 1978 both to Mitsui); eidem, Bull. Chem. Soc. Jpn. 50, 2406 (1977). Anti-tumor activity: A. Hoshi et al., Chem. Pharm. Bull. 26, 161 (1978). Determn in body fluids: S. Watanabe et al., Chemotherapy (Tokyo) 27, 778 (1979); O. Nakajima et al., J. Chromatogr. 225, 91 (1981). General pharmacology: Z. Henmi et al., Oyo Yakuri 19, 369 (1980), C.A. 93, 125639s (1980). Pharmacokinetics: M. Iigo et al., Cancer Chemother. Pharmacol. 4, 189 (1980). Metabolism: eidem, Xenobiotica 10, 847 (1980); T. Kobari et al., ibid. 11, 57 (1981). Phase I clinical study: Y. Koyama, Y. Koyama, Cancer Treat. Rep. 64, 861 (1980). Mutagenicity study: Y. Seino et al., Cancer Res. 38, 2148 (1978). Review: T. Taguchi, Recent Results Cancer Res. 70, 125-132 (1980).

Chemical structure

Properties

White cryst from ethanol, mp 110-111°. uv max (chloroform): 258 nm (ε 1.16 × 104) (S. Ozaki et al., Bull. Chem. Soc. Japan). Also reported as mp 283° (dec) (US 4071519).

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic; Antimetabolites; Pyrimidine Analogs