4145. Flunisolide

Nomenclature

CAS number: 3385-03-3
(6α,11β,16α)-6-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione; 6α-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone; 6α-fluoro-11β,21-dihydroxy-16α,17-isopropylidenedioxy-Δ1,4-pregnadiene-3,20-dione; RS-3999; Aerobid (Forest); Bronalide (Syntex); Lunis (Valeas); Nasalide (Syntex); Rhinalar (Syntex); Synaclyn (Syntex); Syntaris (Syntex).
C24H31FO6; mol wt 434.50.
C 66.34%, H 7.19%, F 4.37%, O 22.09%.

Description and references

Synthetic fluorinated corticosteroid related to prednisolone, q.v. Prepn using S. roseochromogenes: GB 933867 (1963 to Am. Cyanamid), C.A. 60, 3070f (1964). Prepn using Cunninghamella blakesleeana 8688b: H. J. Ringold, G. Rosenkranz, US 3124571; H. J. Ringold et al., US 3126375 (both 1964 to Syntex). Metabolism: N. I. Chu et al., Drug Metab. Dispos. 7, 81 (1979). Use in rhinitis: J. N. Sahay et al., Clin. Allergy 9, 17 (1979); J. K. Sarsfield, G. E. Thomson, Br. Med. J. 2, 95 (1979). Use in bronchial asthma: D. R. Webb et al., Ann. Allergy 42, 80 (1979). Clinical study in chronic asthma: R. G. Slavin et al., J. Allergy Clin. Immunol. 66, 379 (1980). Review of pharmacology and therapeutic efficacy: G. E. Pakes et al., Drugs 19, 397-411 (1980); of clinical studies with HFA formulation: S. Shafazand, G. Colice, Expert Opin. Pharmacother. 5, 1163-1173 (2004).

Chemical structure

Derivative

21-Acetate.

Nomenclature

CAS number: 4533-89-5
RS-1320.
C26H33FO7; mol wt 476.53.
C 65.53%, H 6.98%, F 3.99%, O 23.50%.

Therapeutic Category

Glucocorticoid; antiasthmatic.

Keywords

Antiallergic (Steroidal, Nasal); Antiasthmatic (Steroidal, Inhalant); Glucocorticoid