10362. Ospemifene

Nomenclature

CAS number: 128607-22-7
2-[4-[(1Z)-4-Chloro-1,2-diphenyl-1-buten-1-yl]phenoxy]ethanol; (deaminohydroxy)toremifene; FC-1271a; Ophena (QuatRx).
C24H23ClO2; mol wt 378.89.
C 76.08%, H 6.12%, Cl 9.36%, O 8.45%.

Description and references

Selective estrogen receptor modulator (SERM); metabolite of toremifene, q.v. Prepn: R. J. Toivola et al., EP 95875 (1986 to Farmos); and use in osteoporosis: M. Degregorio et al., WO 9607402 (1996 to Orion). Pharmacology: L. Kangas, Cancer Chemother. Pharmacol. 27, 8 (1990) DOI PubMed. HPLC determn in plasma: T. L. Taras et al., J. Chromatogr. B 724, 163 (1999) DOI PubMed. Clinical pharmacokinetics: M. W. DeGregorio et al., Eur. J. Clin. Pharmacol. 56, 469 (2000) DOI PubMed. Clinical effect on vaginal epithelium: J. Komi et al., Menopause 12, 202 (2005) DOI PubMed. Review of clinical development: L. Gennari, Curr. Opin. Investig. Drugs 5, 448-455 (2004) PubMed.

Chemical structure

Properties

Crystals from ethanol + water. Sol in methanol.

Therapeutic Category

In treatment of postmenopausal vaginal atrophy.

Keywords

Selective Estrogen Receptor Modulator (SERM); Antiosteoporotic