2926. Desogestrel

Nomenclature

CAS number: 54024-22-5
(17α)-13-Ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol; 17α-ethynyl-18-methyl-11-methylene-Δ4-estren-17β-ol; Org-2969; Cerazette (Organon).
C22H30O; mol wt 310.47.
C 85.11%, H 9.74%, O 5.15%.

Description and references

Progestogen with low androgenic potency. Prepn: A. J. van den Broek, DE 2361120; idem, US 3927046 (1974, 1975 both to Akzo); A. J. van den Broek et al., Rec. Trav. Chim. 94, 36 (1975). Biological effects: L. Viinikka et al., Acta Endocrinol. 83, 429 (1976). Endocrinological studies in animals: J. van der Vies, J. de Visser, Arzneim.-Forsch. 33, 231 (1983). Radioimmunoassay: L. Viinikka, J. Steroid Biochem. 9, 979 (1978). Metabolism, pharmacokinetics in humans: L. Viinikka et al., Eur. J. Clin. Pharmacol. 15, 349 (1979). Receptor binding study: E. W. Bergink et al., J. Steroid Biochem. 14, 175 (1981). Clinical trial in combination with ethinyl estradiol: M. J. Weijers, Clin. Ther. 4, 359 (1982); as progestogen-only contraceptive: T. Korver et al., Eur. J. Contracept. Reprod. Health Care 3, 169 (1998).

Chemical structure

Properties

Crystals, mp 109-110°. [α]D20 +55° (chloroform).

Derivative

Mixture with ethinyl estradiol.

Nomenclature

CAS number: 71138-35-7
Cyclosa (Nourypharma); Desogen (Organon); Dicromil (Organon); Marvelon 150/30 (Akzo); Mercilon (Organon); Ortho-Cept (Ortho); Oviol (Nourypharma); Varnoline (Organon).

Therapeutic Category

Progestogen. Alone or in combination with estrogen as oral contraceptive.

Keywords

Contraceptive (Oral); Progestogen