Flurandrenolide
Title: Flurandrenolide
CAS Registry Number: 1524-88-5
CAS Name: (6a,11b,16a)-6-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregn-4-ene-3,20-dione
Additional Names: 6a-fluoro-11b,16a,17,21-tetrahydroxypregn-4-ene-3,20-dione cyclic 16,17-acetal with acetone; 6a-fluoro-16a,17a-isopropylidenedioxy-4-pregnene-11b,21-diol-3,20-dione; 6a-fluoro-11b,16a,17,21-tetrahydroxyprogesterone cyclic 16,17-acetal with acetone; fludroxycortide; fluorandrenolone; flurandrenolone; flurandrenolone acetonide
Trademarks: Cordran (Watson); Drenison (Lilly); Drocort (Lilly); Sermaka (Lilly)
Molecular Formula: C24H33FO6
Molecular Weight: 436.51
Percent Composition: C 66.04%, H 7.62%, F 4.35%, O 21.99%
Literature References: Prepn: H. J. Ringold et al., DE 1131213; eidem, US 3126375 (1962, 1964 both to Syntex). HPLC determn in pharmaceutical cream: R. Pearlman et al., Int. J. Pharm. 18, 53 (1984); in urine: E. Neufeld et al., J. Chromatogr. B 718, 273 (1998). Clinical trial in psoriasis: G. G. Krueger et al., J. Am. Acad. Dermatol. 38, 186 (1998).
Properties: Crystals from acetone + hexane, mp 247-255°. [a]D +140-150° (CHCl3). uv max: 236 nm (log e 4.17).
Melting point: mp 247-255°
Optical Rotation: [a]D +140-150° (CHCl3)
Absorption maximum: uv max: 236 nm (log e 4.17)
Therap-Cat: Glucocorticoid; antipsoriatic.
Keywords: Glucocorticoid; Antipsoriatic.

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