Fluocortin-21-butylate

Fluocinolone Acetonide, Flunisolide, Fluocortin-21-Butylate and Flumetasone... 

Fig. 19.10 Fluocinolone acetonide, flunisolide, fluocortin-21-butylate and flumethasone.

Benoxinate hydrochloride Bumetanide Fluocortin butyl Pentobarbitol sodium p-n-Butoxy acetophenone Dyclonine HCI Butoxybenzyl bromide Butropium bromide 7-[D-0 -tert-Butoxycarbonylamino-a -... 

Fluocortin butyl Cupric cyanide Cyamemazine Cuprous chloride Halo progin Cuprous cyanide Methallenestrll Curare... 

Fluoro-11, 21 -dihydroxy-1 Sa-methyl-1,4-pregnadiene-3,20-dione Fluocortin butyl 6a-F luoro-16a-hydroxycortisol Flurandrenolide... 

P. S. Burge, J. Efthimiou, M. Tumer-Warwick, and P. T. Nelmes, Double-bhnd trials of inhaled beclomethasone diproprionate and fluocortin butyl ester in allergen-induced immediate and late asthmatic reactions, Clin. Allergy 72 523 (1982). 

Fig. 15.13) is an anti-inflammatory steroid obtained in one of the early approaches aimed at integrating ester moieties into steroid structures. Metabolism studies on fluo-cortolone revealed a number of oxidative and reductive metabolites in human urine (124), including fluocortolone-21-acid, an inactive metabolite. Synthesis and pharmacological evaluation of its different ester derivatives yielded fluocortin butyl (30, Vaspit, Novo-derm, Varlane), the butyl ester of a C-21 car-boxy steroid (125-128). The ester is an antiinflammatory agent of rather weak activity, and any portion absorbed systemically follow-ingtopical application is hydrolyzed into inactive species. 

However, the low intrinsic activity of this steroid hindered its widespread use. The glucocorticoid receptor affinity and the topical anti-inflammatory potency of fluocortin butyl (30)are severalfold lower than those of dexa-methasone (126). Fluocortin butyl ameliorated allergic rhinitis at daily doses of 2-8-mg divided into two to four daily inhalations (129, 130), but it did not protect against bronchial obstruction in bronchial provocation tests, even at 8-mg doses divided into four daily inhalations, in contrast to a 10 times lower dose of beclomethasone dipropionate (131). 

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