834. Asoprisnil

Nomenclature

CAS number: 199396-76-4
[C(E)]-4-[(11β,17β)-17-Methoxy-17-(methoxymethyl)-3-oxoestra-4,9-dien-11-yl]benzaldehyde-1-oxime; 11β-[4-(hydroxyiminomethyl)phenyl]-17β-methoxy-17α-(methoxymethyl)estra-4,9-dien-3-one; J-867.
C28H35NO4; mol wt 449.58.
C 74.80%, H 7.85%, N 3.12%, O 14.23%.

Description and references

Selective progesterone receptor modulator. Prepn: G. Schubert et al., EP 648778; eidem, US 5693628 (1995, 1997 both to Jenpharm). Clinical effects on menstrual and ovarian cyclicity in premenopausal women: K. Chwalisz et al., Hum. Reprod. 20, 1090 (2005). Review of pharmacology and therapeutic potential: D. DeManno et al., Steroids 68, 1019-1032 (2003); of early clinical experience: K. Chwalisz et al., Semin. Reprod. Med. 22, 113-119 (2004).

Chemical structure

Properties

Crystals from isopropanol + CH2Cl2, mp 118° (dec). [α]D +197° (CHCl3). uv max (methanol): 264, 299 nm (ε 20366, 20228).

Therapeutic Category

In treatment of uterine fibroids.

Keywords

Selective Progesterone Receptor Modulator (SPRM)