Title: Mifepristone
CAS Registry Number: 84371-65-3
CAS Name: (11b,17b)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-17-(1-propynyl)estra-4,9-dien-3-one
Additional Names: 11b-[4-(N,N-dimethylamino)phenyl]-17a-(prop-1-ynyl)-D4,9-estradiene-17b-ol-3-one
Manufacturers' Codes: RU-486; RU-38486
Trademarks: Mifegyne (HMR)
Molecular Formula: C29H35NO2
Molecular Weight: 429.59
Percent Composition: C 81.08%, H 8.21%, N 3.26%, O 7.45%
Literature References: Progesterone receptor antagonist with partial agonist activity. Prepn: J. G. Teutsch et al., EP 57115; eidem, US 4386085 (1982, 1983 both to Roussel-UCLAF). Pharmacology: W. Herrmann et al., C.R. Seances Acad. Sci. Ser. 3 294, 933 (1982). Pituitary and adrenal responses in primates: D. L. Healy et al., J. Clin. Endocrinol. Metab. 57, 863 (1983). Mechanism of action study: M. Rauch et al., Eur. J. Biochem. 148, 213 (1985). Clinical study as abortifacient: B. Couzinet et al., N. Engl. J. Med. 315, 1565 (1986); as postcoital contraceptive: A. Glasier et al., ibid. 327, 1041 (1992). Review of mechanism of action and clinical applications: E. E. Baulieu, Science 245, 1351-1357 (1989). Reviews: I. M. Spitz, C. W. Bardin, N. Engl. J. Med. 329, 404-412 (1993); R. N. Brogden et al., Drugs 45, 384-409 (1993).
Properties: mp 150°. [a]D20 +138.5° (c = 0.5 in chloroform).
Melting point: mp 150°
Optical Rotation: [a]D20 +138.5° (c = 0.5 in chloroform)
Therap-Cat: Abortifacient.
Keywords: Abortifacient/Interceptive. |