4150. Fluocinolone Acetonide

Nomenclature

CAS number: 67-73-2
(6α,11β,16α)-6,9-Difluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione; 6α,9α-difluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone; 6α,9α-difluoro-16α-hydroxyprednisolone 16,17-acetonide; 6α,9α-difluoro-16α,17α-isopropylidenedioxy-1,4-pregnadiene-3,20-dione; Coriphate (Tokyo Tanabe); Cortiplastol (Medici); Dermalar; Fluonid (Allergan); Fluovitef (Italfarmaco); Fluvean (Kowa); Fluzon (Taisho); Jellin (Grünenthal); Localyn (Syntex); Synalar (Syntex); Synamol (Syntex); Synandone (Syntex); Synemol (Syntex); Synotic (Syntex); Synsac (Syntex).
C24H30F2O6; mol wt 452.49.
C 63.70%, H 6.68%, F 8.40%, O 21.22%.

Description and references

Prepn: J. S. Mills et al., J. Am. Chem. Soc. 82, 3399 (1960); J. S. Mills, A. Bowers, US 3014938; H. J. Ringold et al., US 3126375 (1961, 1964 both to Syntex). IR spectrum: Sammul et al., J. Assoc. Off. Agric. Chem. 47, 952 (1964).

Chemical structure

Properties

Crystals from acetone + hexane, mp 265-266°. [α]D +95° (chloroform). uv max: 238 nm (log ε 4.21).

Therapeutic Category

Glucocorticoid; anti-inflammatory.

Therapeutic Category (Veterinary)

Adrenocortical steroid (topical use).

Keywords

Glucocorticoid