3106. Dienogest
Nomenclature
CAS number: 65928-58-7
(17α)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile; 17α-cyanomethyl-17β-hydroxy-13β-methylgona-4,9-dien-3-one; 17α-cyanomethyl-17β-hydroxy-4,9-estradien-3-one; dienogestril; STS-557; Endometrion (Jenapharm). C20H25NO2; mol wt 311.42.
C 77.14%, H 8.09%, N 4.50%, O 10.28%.
Description and references
Derivative of 19-nortestosterone. Prepn: K. Ponsold et al., DE 2718872; eidem, US 4167517 (1977, 1979 both to VEB Jenapharm); M. Hübner et al., Arzneim.-Forsch. 30, 401 (1980). Structure-activity study: M Hübner, K. Ponsold, Exp. Clin. Endocrinol. 81, 109 (1983). Evaluation of combination with estrogen as oral contraceptive: J. Spona et al., Contraception 56, 185 (1997); as hormone replacement therapy: T. Gr"aser et al., Maturitas 35, 253 (2000). Review of pharmacology and clinical experience: R. H. Foster, M. I. Wilde, Drugs 56, 825-833 (1998).
Properties
Needles from ethyl acetate + acetonitrile, mp 209-214°. [α]D25 -290° (c = 0.5 in pyridine).Derivative
Mixture with ethinyl estradiol.Nomenclature
CAS number: 170475-05-5
Certostat (Jenapharm); Valette (Jenapharm). Therapeutic Category
Progestogen. In combination with estrogen as oral contraceptive.
Keywords
Progestogen; Contraceptive (Oral)