4191. Fluprednidene Acetate

Nomenclature

CAS number: 1255-35-2
(11β)-21-(Acetyloxy)-9-fluoro-11,17-dihydroxy-16-methylenepregna-1,4-diene-3,20-dione; 9α-fluoro-11β,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione 21-acetate; 9α-fluoro-16-methylene-Δ1,4-pregnadiene-11β,17,21-triol-3,20-dione 21-acetate; 16-methylene-9α-fluoroprednisolone 21-acetate; 9α-fluoro-16-methyleneprednisolone 21-acetate; fluprednylidene 21-acetate; StL-1106; Etacortin (Hermal); Decoderm (Merck KGaA).
C24H29FO6; mol wt 432.48.
C 66.65%, H 6.76%, F 4.39%, O 22.20%.

Description and references

Prepn: Taub et al., J. Org. Chem. 25, 2258 (1960); 29, 3486 (1964); v. Werder et al., Arzneim.-Forsch. 18, 7 (1968); Wendler, Taub; Taub, Wendler; Taub et al.; Wendler et al., US 3065239; US 3068224; US 3068226 and US 3136760 (1960 and 1964 to Merck & Co.).

Chemical structure

Properties

Crystals, mp 231-234°. [α]D +43° (CHCl3); [α]D +32° (dioxane) (v. Werder). uv max (methanol): 238 nm (ε 15700).

Therapeutic Category

Anti-inflammatory (topical).

Keywords

Glucocorticoid