4115. Fluazacort

Nomenclature

CAS number: 19888-56-3
(11β,16β)-21-(Acetyloxy)-9-fluoro-11-hydroxy-2′-methyl-5′H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione; 9-fluoro-11β,21-dihydroxy-2′-methyl-5′βH-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 21-acetate; L-6400; Azacortid (Lepetit).
C25H30FNO6; mol wt 459.51.
C 65.35%, H 6.58%, F 4.13%, N 3.05%, O 20.89%.

Description and references

Prepn of the 21-hydroxy compound: G. Nathansohn et al., J. Med. Chem. 10, 799 (1967); of the 21-hydroxy and fluazacort: eidem, GB 1119082; eidem, US 3461119 (1968, 1969 to Lepetit); eidem, Steroids 13, 383 (1969). Pharmacological and physico-chemical properties: eidem, ibid. 365. Percutaneous absorption: J. D. Lewis et al., Arzneim.-Forsch. 25, 1646 (1975).

Chemical structure

Properties

Crystals from ethanol, mp 252-255°. [α]D +54.8° (c = 0.5 in CHCl3). uv max (methanol): 238-240 nm (E1%1cm 330).

Therapeutic Category

Anti-inflammatory.

Keywords

Glucocorticoid