Hydroxyprednisolone acetonide

Synonym. 6a,9(X"Difluoro-16a-hydroxyprednisolone Acetonide Proprietary Names. Dermalar Fluoderm Fluonid Jellin Synalar Synamol Synandone Synemol. 

FLUOROFORM see CBY750 FLUOROFORMYL FLUORIDE see CCA500 FLUOROFUR see FLZ050 9-a-FLUORO-16-HYDROXYPREDNISOLONE ACETONIDE see AQX500... 

Triamcinolone Acetonide is 9a-fluoro-llf3, 16a,17,21-tetrahydroxypregna-l,4-diene-3,20-dione cyclic 16,17-acetal with acetone. It is also known as 9a-fluoro-16a-hydroxyprednisolone acetonide triamcinolone 16,17-acetonide 9a-fluoro-lip,21-dihydroxy-16a,17a-isopropylidene-dioxy-1,4-pregnadiene-3,20-dione 9a-fluoro-16a, 17a-isopropylidenedioxyprednisolone. 

Compounds having the 16,17 ketal, eg, budesonide, amcinonide, fluocinonide, halcinonide, triamcinolone acetonide, and flurandrenohde, also undergo metabohsm by routes that parahel that of cortisol metabohsm. Unsymmetrical acetals such as budesonide are also metabolized by routes not available to the more metabohcahy stable symmetrical 16a,17a-isopropyhdiene-dioxysubstituted compounds (desonide, flunisohde, and triamcinolone acetonide). Isozymes within the cytochrome P450 3A subfamily are thought to catalyze the metabohsm of budesonide, resulting in formation of 16a-hydroxyprednisolone and 6P-hydroxybudesonide (19,20) (Fig. 3) in addition to the more common metabohc steps (oxidation via reduction of A, etc). 

The introduction of a 16a-hydroxy group into 6a,9-difluoro-prednisolone led to a compound (fluocinolone) with the anticipated favorable biological spectrum, namely high anti-inflammatory activity (35-fold that of hydrocortisone, seven-fold that of triamcinolone) and - in contrast to the C-16 unsubstituted compound - no retention of sodium. The corresponding 16,17-acetonide (fluocinolone acetonide) exhibited 100-fold the anti-inflammatory activity of hydrocortisone, with no sodium retention. In clinical trials, 6a,9-difluoro-16a-hydroxyprednisolone was found to be a potent suppressor of inflammatory conditions such as rheumatoid arthritis, as well as allergic conditions such as asthma, whilst its acetonide proved to be highly effective as topical corticoid. 

Names synonyms TRIAMCINOLONE ACETONIDE 9 -fluoro- ip,2 dihydroxy-16a. 17a-isopropylidene-dioxy-1.4-pregnadiene-3.20-dione 9a-fluoro-l 6a-hydroxyprednisolone 16.17-acetonide. TRIAMCINOLONE DIACETATE 16a.21 -diacetoxy-9a-fluoro-11 17a-dihydroxy-1.4-pregnadiene 3.20-dione 9a-fluoro-16a-hydroxypredni olone 16.21 -diacetaie. 

Many synthetic corticoids were introduced following the discovery of triamcinolone. These include triamcinolone 16,17-acetonide, 6o -methylprednisolone, 16a -methyl-9o -fluoroprednisolone (dexamethasone), 16 -methyl-9a(-fluoroprednisolone (betamethasone), 6o -fluoro-16a-methylprednisolone (paramethasone), 16-methylene-prednisolone, and 6a, 9a -dlfluoro-16a-hydroxyprednisolone 16,17-acetonide (fluocino-lone acetonide). Microbiology played no essential role in their discovery, although in some cases microbiological technology has been employed to advantage in their manufacture. 

Names synonyms TRIAMCINOLONE ACETONIDE 9a fluoro-11 /I.21 dihydroxy 16 , 17a isopropylidene> dioxy-1.4-pregnadiene 3.20>dione 9a fluoro l 6s hydroxyprednisolone 16.17TRIAMCINOLONE DIACETATE 16 .21 diacetoxy 9 Auoro 11 17aodihydroxy l. 4 pregnadiene>3.20>dione 9a fluoro 16o>bydroxyprednisoloiie 16 l diacetate. 

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