3884. Etonogestrel

Nomenclature

CAS number: 54048-10-1
(17α)-13-Ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one; 17-ethynyl-17β-hydroxy-18-methyl-11-methyleneestr-4-en-3-one; 3-ketodesogestrel; 3-oxodesogestrel; Org-3236; Implanon (Organon).
C22H28O2; mol wt 324.46.
C 81.44%, H 8.70%, O 9.86%.

Description and references

Biologically active metabolite of desogestrel, q.v.. Prepn: H. Hofmeister et al., EP 51762; eidem, US 4371529 (1982, 1983 both to Schering AG); H. Gao et al., Steroids 62, 398 (1997). Series of articles on clinical experience: Contraception 58, Suppl. 1, 75S-115S (1998). Clinical safety and efficacy: H. B. Croxatto et al., Hum. Reprod. 14, 976 (1999). Review of clinical studies: J. E. Edwards, A. Moore, Br. J. Fam. Plann. 24, 3-16 (1999).

Chemical structure

Properties

mp 199-201°. [α]D +87.6°.

Therapeutic Category

Progestogen; implantable contraceptive.

Keywords

Contraceptive (Implantable); Progestogen