9597. Triamcinolone Benetonide

Nomenclature

CAS number: 31002-79-6
(11β,16α)-21-[3-(Benzoylamino)-2-methyl-1-oxopropoxy]-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione; 9-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone 21-ester with N-benzoyl-2-methyl-β-alanine; 9α-fluoro-16α-hydroxyprednisolone 16α,17α-acetonide 21-(β-benzoylamino)isobutyrate; triamcinolone acetonide β-benzoylaminoisobutyrate; TBI; Tibicorten (Stiefel).
C35H42FNO8; mol wt 623.71.
C 67.40%, H 6.79%, F 3.05%, N 2.25%, O 20.52%.

Description and references

Prepn: C. Cavazza et al., DE 2047218; eidem, US 3749712 (1971, 1973 both to Sigma-Tau). Pharmacology: E. T. Ordonez, Arzneim.-Forsch. 21, 248 (1971). Percutaneous absorption by rats and rabbits: W. H. Down et al., Toxicol. Lett. 1, 95 (1977). Clinical study: D. J. Tazelaar, J. Int. Med. Res. 5, 338 (1977). HPLC analysis: S. Muck et al., Boll. Chim. Farm. 120, 240 (1981). For structure see Triamcinolone Acetonide.

Properties

Crystalline powder, mp 203-207°. [α]D20 +96 ±3° (c = 1 in ethanol). Sol in methanol, acetone, ethanol, dioxane, pyridine, DMF, chloroform. Insol in water.

Therapeutic Category

Glucocorticoid; anti-inflammatory (topical).

Keywords

Glucocorticoid