5858. Mepitiostane

Nomenclature

CAS number: 21362-69-6
(2α,3α,5α,17β)-2,3-Epithio-17-[(1-methoxycyclopentyl)oxy]androstane; cyclopentanone 2α,3α-epithio-5α-androstan-17β-yl methyl acetal; 10364-S; Thiodelone (Shionogi); Thioderon (Shionogi).
C25H40O2S; mol wt 404.65.
C 74.20%, H 9.96%, O 7.91%, S 7.92%.

Description and references

Orally active deriv of epitiostanol, q.v. Prepn: T. Komeno, ZA 6800565 corresp to US 3567713 (1968, 1971 both to Shionogi); T. Komeno et al., Shionogi Kenkyushu Nempo 19, 3 (1969), C.A. 72, 28554u (1970). Inhibitory effect on mammary tumors in rats: O. Takatani, S. Kumaoka, Gann 68, 337 (1977), C.A. 87, 112187u (1977). Clinical study in advanced breast cancer: K. Inoue et al., Cancer Treat. Rep. 62, 743 (1978). Toxicity studies: Oyo Yakuri 16, 739-812 (1978), C.A. 90, 146152f, 146153g (1979).

Chemical structure

Properties

Cryst, mp 98-101°. [α]D20 +22.5 ±0.5° (c = 1 in chloroform).

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic (Hormonal); Androgens