9427. Tibolone

Nomenclature

CAS number: 5630-53-5
(7α,17α)-17-Hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one; 7α-methyl-17α-ethynyl-17β-hydroxy-19-norandrost-5(10)-en-3-one; 7α-methyl-17α-ethynyl-17β-hydroxyestr-5(10)-en-3-one; Org-OD-14; Livial (Organon).
C21H28O2; mol wt 312.45.
C 80.72%, H 9.03%, O 10.24%.

Description and references

Synthetic steroid with weak estrogenic, androgenic and progestogenic activity. Prepn: NL 6406797; H. P. de Jongh, N. P. van Vliet, US 3340279 (1965, 1967 both to Organon). Improved process: M. S. de Winter, E. A. Harryvan, US 3475465 (1969 to Organon). Endocrinological profile: J. de Visser et al., Arzneim.-Forsch. 34, 1010 (1984). Series of articles on pharmacology and clinical efficacy in post-menopausal women: Maturitas Suppl 1, 1-72 (1987). Clinical effect in osteoporosis: P. Geusens et al., ibid. 13, 155 (1991).

Chemical structure

Properties

Crystals, mp 165-169°.

Therapeutic Category

In treatment of menopausal syndrome.