Fluocortin Butyl

Title: Fluocortin Butyl
CAS Registry Number: 41767-29-7
CAS Name: (6a,11b,16a)-6-Fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-oic acid butyl ester
Additional Names: butyl 6a-fluoro-11b-hydroxy-16a-methyl-3,20-dioxopregna-1,4-dien-21-oate
Manufacturers' Codes: SH K 203
Trademarks: Varlane (Schering AG); Vaspit (Schering AG)
Molecular Formula: C26H35FO5
Molecular Weight: 446.55
Percent Composition: C 69.93%, H 7.90%, F 4.25%, O 17.91%
Literature References: The butyl ester deriv of fluocortolone-21-acid, a metabolite of fluocortolone, q.v., in humans. Prepn: H. Laurent et al., DE 2150268, DE 2150270; eidem, US 3824260 (1973, 1973, 1974, all to Schering AG); H. Laurent et al., Angew. Chem. 87, 70 (1975). Description of this new corticoid structure type, the pregnan-21-oic esters, their activity and methods for synthesis: H. Laurent et al., J. Steroid Biochem. 6, 185 (1975). Toxicity data: P. Günzel et al., Arzneim.-Forsch. 27, 2217 (1977). Series of articles on synthesis, pharmacology and clinical trials: ibid. 2185-2246.
Properties: Crystals from acetone/hexane, mp 195.1°. [a]D25 +136° (c = 0.5 in chloroform). uv max (methanol): 242 nm (e 16800). Soluble in chloroform, ethanol; poorly sol in ethyl ether. Insol in water. LD50 in mice, rats (g/kg): >4 orally and s.c. (Günzel).
Melting point: mp 195.1°
Optical Rotation: [a]D25 +136° (c = 0.5 in chloroform)
Absorption maximum: uv max (methanol): 242 nm (e 16800)
Toxicity data: LD50 in mice, rats (g/kg): >4 orally and s.c. (Günzel)
Therap-Cat: Anti-inflammatory.
Keywords: Glucocorticoid.
Fluocortolone Fluometuron Fluorescein Fluorescein Paper Fluorescin