Seocalcitol
Title: Seocalcitol
CAS Registry Number: 134404-52-7
CAS Name: (1R,3S,5Z)-5-[(2E)-[(1R,3aS,7aR)-1-[(lR,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadienyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol
Additional Names: (5Z,7E,22E,24E)-24a,26a,27a-trihomo-9,10-secocholesta-5,7,10(19),22,24-pentaene-1a,3b,25-triol; 1(S),3(R)-dihydroxy-20(R)-(5¢-ethyl-5¢-hydroxyhepta-1¢(E),3¢(E)-dien-1¢-yl)-9,10-secopregna-5(Z),7(E),10(19)-triene
Manufacturers' Codes: EB-1089
Molecular Formula: C30H46O3
Molecular Weight: 454.68
Percent Composition: C 79.25%, H 10.20%, O 10.56%
Literature References: Antiproliferative vitamin D analog with reduced effects on calcium metabolism. Prepn: E. Binderup, M. J. Calverley, WO 9100855; US 5190935 (1991, 1993 both to Leo Pharm.). LC-MS-MS determn in serum: A.-M. Kissmeyer et al., J. Chromatogr. B 740, 117 (2000). Pharmacokinetics and metabolism: A.-M. Kissmeyer, J. T. Mortensen, Xenobiotica 30, 815 (2000). Mechanism of action study: G. A. DeMasters et al., J. Steroid Biochem. Mol. Biol. 92, 365 (2004). Clinical evaluation in pancreatic cancer: T. R. J. Evans et al., Br. J. Cancer 86, 680 (2002); in hepatocellular carcinoma: K. Dalhoff et al., Br. J. Cancer 89, 252 (2003). Review of pharmacology and clinical experience: C. M. Hansen et al., Curr. Pharm. Des. 6, 803-828 (2000).
Properties: Needles from methyl formate-hexane, mp 123-125°. uv max: 232, 264 nm (e 43745, 18060).
Melting point: mp 123-125°
Absorption maximum: uv max: 232, 264 nm (e 43745, 18060)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic.

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