References of (8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,
16-decahydrocyclopenta[a]phenanthren-3-one
Title: Promegestone
CAS Registry Number: 34184-77-5
CAS Name: (17b)-17-Methyl-17-(1-oxopropyl)estra-4,9-dien-3-one
Synonyms: 17a-methyl-17-propionylestra-4,9-dien-3-one; 17a-methyl-17b-propionyl-19-nor-4,9-androstadien-3-one; 17a,21-dimethyl-19-norpregna-4,9-diene-3,20-dione
Manufacturers' Codes: R-5020; RU-5020
Trademarks: Surgestone (Cassenne)
Molecular Formula: C22H30O2
Molecular Weight: 326.47
Percent Composition: C 80.94%, H 9.26%, O 9.80%
Literature References: Synthetic progestin with no androgenic activity and with high affinity for the progesterone receptor. Prepn: J. Warnant, A. Farcilli,
BE 763099;
eidem, US 3679714,
US 3761591 (1971, 1972, 1973 all to Roussel-UCLAF). Inhibition of gonadotropin secretion and lack of androgenic activity: F. Labrie
et al., Fertil. Steril. 28, 1104 (1977). Binding studies in mouse uterus: D. Philibert, J.-P. Raynaud,
Steroids 22, 89 (1973);
eidem, Endocrinology 94, 627 (1974). Binding to human endometrium:
eidem, Contraception 10, 457 (1974); M. Haukkamaa, T. Luukkainen,
J. Steroid Biochem. 5, 447 (1974). Review and possible use in treatment of hormone-dependent breast cancer: J.-P. Raynaud, T. Ojasoo,
J. Gynecol. Obstet. Biol. Reprod. 12, 697 (1983).
Properties: Colorless crystals from isopropyl ether, mp 152°. Sol in acetone, benzene. Insol in water. [a]D20 -262° (c = 0.5 in ethanol). uv max in ethanol: 215, 305 nm (E1%1cm 202, 648).
Melting point: mp 152°
Optical Rotation: [a]D20 -262° (c = 0.5 in ethanol)
Absorption maximum: uv max in ethanol: 215, 305 nm (E1%1cm 202, 648)
Use: As radioligand for the progestin receptor.
Therap-Cat: Progestogen.
Keywords: Progestogen.