Structural Formula Vector Image
Title: Dienogest
CAS Registry Number: 65928-58-7
CAS Name: (17a)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile
Additional Names: 17a-cyanomethyl-17b-hydroxy-13b-methylgona-4,9-dien-3-one; 17a-cyanomethyl-17b-hydroxy-4,9-estradien-3-one; dienogestril
Manufacturers' Codes: STS-557
Trademarks: Endometrion (Jenapharm)
Molecular Formula: C20H25NO2
Molecular Weight: 311.42
Percent Composition: C 77.14%, H 8.09%, N 4.50%, O 10.28%
Literature 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. Gräser 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°. [a]D25 -290° (c = 0.5 in pyridine).
Melting point: mp 209-214°
Optical Rotation: [a]D25 -290° (c = 0.5 in pyridine)
Derivative Type: Mixture with ethinyl estradiol
CAS Registry Number: 170475-05-5
Trademarks: Certostat (Jenapharm); Valette (Jenapharm)
Therap-Cat: Progestogen. In combination with estrogen as oral contraceptive.
Keywords: Progestogen; Contraceptive (Oral).

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