13-02335. Cioteronel [Archived]

Nomenclature

CAS number: 89672-11-7
Hexahydro-4-(5-methoxyheptyl)-2(1H)-pentalenone; 6-(5-methoxy-1-heptyl)bicyclo[3.3.0]octan-3-one; 2-(5-methoxyhept-1-yl)bicyclo[3.3.0]octan-7-one; X-Andron; CPC-10997; Cyoctol (Chantal); Exandron (Chantal).
C16H28O2; mol wt 252.39.
C 76.14%, H 11.18%, O 12.68%.

Description and references

Topically active nonsteroidal androgen-receptor blocker. Prepn: W. J. Kasha, WO 8304019 (1983 to CBD Corp.), C.A. 101, 23037k (1984). Prepn (not claimed) and use: idem, US 4689345 (1987 to CBD Corp.). Synthesis of stereoisomers: J. Mulzer et al., Tetrahedron 60, 9599 (2004). Antiandrogenic and antineoplastic activity in vitro: L. C. Ford et al., Chemotherapy (Basel) 31, 362 (1985). Series of articles on inhibition of human and microbial dihydrotestosterone-receptor binding in vitro: Rec. Adv. Chemother., Proc. 14th Int. Congr. Chemother. Antimicrob. Sect. 1 (Univ. Tokyo Press, Tokyo, 1985) pp 261-270; 273-274. Cutaneous metabolism in humans: R. A. de Zeeuw et al., Pharm. Res. 7, 638 (1990). Clinical pharmacokinetics: J. W. Wiechers et al., Int. J. Pharm. 65, 77 (1990).

Chemical structure

Properties

Clear, colorless oil.

Therapeutic Category

Antiacne; antialopecia agent.

Keywords

Antiacne; Antialopecia Agent; Antiandrogen

Status

This monograph has been retired and is no longer subject to revision or update.