Title: Calcipotriene
CAS Registry Number: 112965-21-6
CAS Name: (1a,3b,5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol
Additional Names: (1S,1¢E,3R,5Z,7E,20R)-9,10-seco-20-(3¢-cyclopropyl-3¢-hydroxyprop-1¢-enyl)-1,3-dihydroxypregna-5,7,10(19)-triene; calcipotriol
Manufacturers' Codes: MC-903
Trademarks: Daivonex (Leo Pharm); Dovonex (Westwood-Squibb); Psorcutan (Schering AG)
Molecular Formula: C27H40O3
Molecular Weight: 412.60
Percent Composition: C 78.60%, H 9.77%, O 11.63%
Literature References: Vitamin D3 analog with low calcemic activity. Prepn: M. J. Calverley, E. T. Binderup, WO 8700834; eidem, US 4866048 (1987, 1989 both to Leo Pharm.); M. J. Calverley, Tetrahedron 43, 4609 (1987). Pharmacology: L. Binderup, E. Bramm, Biochem. Pharmacol. 37, 889 (1988); P. J. Marie et al., Bone 11, 171 (1990). Receptor binding: T. Valaja et al., Biochem. Pharmacol. 40, 1827 (1990). Review of clinical trials in psoriasis: D. M. Ashcroft et al., Br. Med. J. 320, 963-967 (2000).
Properties: Crystals from methyl formate, mp 166-168°. uv max (96% ethanol): 264 nm (e 17200).
Melting point: mp 166-168°
Absorption maximum: uv max (96% ethanol): 264 nm (e 17200)
Therap-Cat: Antipsoriatic.
Keywords: Antipsoriatic; Vitamin/Vitamin Source; Vitamin D. |