2930. Desoximetasone

Nomenclature

CAS number: 382-67-2
(11β,16α)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione; 9α-fluoro-16α-methyl-17-desoxyprednisolone; 9α-fluoro-16α-methyl-Δ1-corticosterone; desoxymethasone; A-41-304; R-2113; HOE-304; Esperson (HMR); Stiedex LP (Stiefel); Topicort (HMR); Topisolon (HMR).
C22H29FO4; mol wt 376.46.
C 70.19%, H 7.76%, F 5.05%, O 17.00%.

Description and references

Prepn: R. Joly et al., FR 1296544; eidem, US 3099654 (1962, 1963 to Roussel-UCLAF); BE 614196; Kieslich et al., US 3232839 (1962, 1966 to Schering AG); R. Joly et al., Arzneim.-Forsch. 24, 1 (1974). Activity studies: Branceni et al., Steroids 6, 451 (1965); Schr"oder et al., Arzneim.-Forsch. 24, 3 (1974). NMR data: Lukacs et al., C. R. Seances Acad. Sci. Ser. C 274, 1458 (1972). Review of pharmacology and therapeutic efficacy in dermatoses: R. C. Heel et al., Drugs 16, 302-321 (1978).

Chemical structure

Properties

Crystals from ethyl acetate, mp 217°. [α]D +109° (chloroform). uv max: 238 nm (ε 15750). Sol in alcohol, acetone, chloroform, hot ethyl acetate; slightly sol in ether, benzene. Insol in water, dil aq acids and alkalies.

Therapeutic Category

Anti-inflammatory; glucocorticoid.

Keywords

Glucocorticoid