References of [(8R,9S,10R,13S,14S,17R)-17-acetyl-13-methyl-16-methylidene-3-oxo-2,6,7,
8,9,10,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
Title: Elcometrine
CAS Registry Number: 7759-35-5
CAS Name: 17-(Acetyloxy)-16-methylene-19-norpregn-4-ene-3,20-dione
Synonyms: 16-methylene-17a-hydroxy-19-nor-4-pregnene-3,20-dione 17-acetate; 16-methylene-17a-acetoxy-19-norpregn-4-ene-3,20-dione
Manufacturers' Codes: ST-1435
Trademarks: Nestorone (Pop. Council)
Molecular Formula: C23H30O4
Molecular Weight: 370.48
Percent Composition: C 74.56%, H 8.16%, O 17.27%
Literature References: Synthetic, non-orally active progestin. Prepn: V. Schwarz
et al., Tetrahedron Lett. 1967, 1925;
eidem, Collect. Czech. Chem. Commun. 33, 4337 (1968). Pharmacology: N. Kumar
et al., Steroids 65, 629 (2000). Clinical pharmacokinetics: G. Noé
et al.,
Contraception 48, 548 (1993). Metabolism: O. Heikinheimo
et al., ibid.
50, 275 (1994). Clinical trial of subdermal implant: S. Diaz
et al., ibid. 51, 33 (1995). Clinical trial of vaginal rings delivery system: I. Sivin
et al., ibid. 69, 137 (2004);
idem et al., ibid. 71, 122 (2005).
Properties: Crystals from methanol, mp 178-179°. [a]D21 -105° (c = 1.2 in chloroform). uv max (methanol): 240 nm (log e 4.21).
Melting point: mp 178-179°
Optical Rotation: [a]D21 -105° (c = 1.2 in chloroform)
Absorption maximum: uv max (methanol): 240 nm (log e 4.21)
Therap-Cat: Progestogen; contraceptive (implantable).
Keywords: Progestogen; Contraceptive (Implantable).