4175. Fluorometholone

Nomenclature

CAS number: 426-13-1
(6α,11β)-9-Fluoro-11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione; 21-desoxy-9α-fluoro-6α-methylprednisolone; 21-desoxy-6α-methyl-9α-fluoroprednisolone; fluormetholon; Delmeson (Aventis); Efflumidex (Allergan); Fluaton (Tubi Lux); Flumetholon (Santen); Fluor-Op (Novartis); FML (Allergan).
C22H29FO4; mol wt 376.46.
C 70.19%, H 7.76%, F 5.05%, O 17.00%.

Description and references

Prepn: F. H. Lincoln et al., US 2867637 (1959 to Upjohn). Prepn of acetate and other esters: B. J. Magerlein et al., US 3038914 (1962 to Upjohn). Pharmacology of acetate: A. Kupferman et al., Arch. Ophthalmol. 100, 640 (1982). HPLC determn: H. Tokunaga et al., Chem. Pharm. Bull. 32, 4012 (1984). Clinical evaluation in ocular inflammation: H. M. Leibowitz et al., Ann. Ophthalmol. 16, 1110 (1984).

Chemical structure

Properties

Crystals from acetone, mp 292-303°.

Derivative

17-Acetate.

Nomenclature

CAS number: 3801-06-7
Eflone (Novartis); Flarex (Alcon).
C24H31FO5; mol wt 418.50.
C 68.88%, H 7.47%, F 4.54%, O 19.12%.

Properties

Crystals from ethyl acetate + hexanes, mp 230-232°. [α]D +28° (chloroform).

Therapeutic Category

Glucocorticoid; anti-inflammatory.

Keywords

Glucocorticoid