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9a-fluorohydrocortisone

Dehydro-6a-methyl-9a-fluorohydrocortisone Methanesulfonyl chloride Sodium iodide Sodium thiosulfate... [Pg.675]

Chemical Name 9-fluoro-11(3,16a, 17,21-tetrahydroxypregna-1,4-diene-3,20-dione Common Name A -16a-hydroxy-9a-fluorohydrocortisone Structural Formula ... [Pg.1524]

The synthesis of halcinonide is summarized in Figure 1, starting with 16a-hydroxy-9a-fluorohydrocortisone (A1 -pregnene-9a-fluoro-llg,16a,17a,21-tetrol-3,20-dione dihydrotriamcinolone, I), which is available commercially.10-13 This tetrahydroxy steroid is slurried in acetone, and then 70% perchloric acid is added slowly. The acetonide, II (9a-fluoro-llg, 16a, 17, 21-tetrahydroxypregn-4-ene-3, 20-dione, cyclic 16,17-acetal with acetone dihydrotriamcinolone-acetonide) precipitates spontaneously from solution. Mesyl chloride is added to the acetonide in pyridine to give the 21-mesylate derivative (dihydrotriamcinolone acetonide-21-mesylate, III). Compound III is dissolved in dimethylformamide, lithium chloride is added and the mixture is refluxed to produce halcinonide (IV), which is recrystallized from a solution of ft-propanol in water. [Pg.253]

The natural glucocorticoid is hydrocortisone (cortisol). Semi-synthetic 9a-bromohydrocortisone 21-acetate was found to be less active as an anti-inflammatory agent than hydrocortisone 21-acetate by a factor of three, and 9a-iodohydrocortisone 21-acetate was also less active by a factor of 10. However, 9a-fluorohydrocortisone 21-acetate (fludrocortisone acetate) was discovered to be about 11 times more active than hydrocortisone acetate. Although the bromination sequence shown is equally applicable to chlorine and iodine compounds, fluorine must be introduced indirectly by the P-epoxide formed by base treatment of the 9a-bromo-lip-hydroxy analogue. [Pg.292]

Synonym. 9a-Fluorohydrocortisone 21-acetate Proprietary Names. Florinef Scherofluron. [Pg.622]

Triamcinolone (I, Figure 6) is most commonly synthesized by microbiological dehydrogenation at C-1,2 of 16a-hydroxy-9a-fluorohydrocortisone (II) directly or with intermediate formation of the 16,17-borate ester or 16,21-diacetate (V). A variety of microbiological organisms, capable of 1-dehydrogenation have been reported- - or patented... [Pg.383]

Names synonyms FLUOROHYDROCORTISONE fludrocortisone 9a-fluorohydrocortisone 9a-fluorocoriisol fluohydrisone 9a-fluoro-11 17a.21 -trihydroxy-4-pregnene- 3.20-d lone 9a-fluoro-17-hydroxycorticosterone. FLUOROMETHOLONE 9a-fluoro-l ip,l7a-dihydroxy-6a-methyl-1.4-prcgnadiene 3,20-dione 21 -desoxy-9a-fluoro-6 -methyl-prednisolone. FLUPREDNISOLONE 6a- fluoroprednisolone 6a-fluoro-1 -dehydrohydrocortisone 6a-fluoro-11 17a.21 -trihydroxy-1,4-pregnadienc-3.20-dione. [Pg.2632]

See other pages where 9a-fluorohydrocortisone is mentioned: [Pg.100]    [Pg.675]    [Pg.317]    [Pg.196]    [Pg.292]    [Pg.599]    [Pg.102]    [Pg.100]    [Pg.1667]    [Pg.1667]    [Pg.1813]    [Pg.1814]    [Pg.3311]    [Pg.622]    [Pg.100]    [Pg.317]    [Pg.5]    [Pg.388]    [Pg.389]    [Pg.317]    [Pg.665]    [Pg.1511]    [Pg.187]    [Pg.200]    [Pg.739]    [Pg.886]    [Pg.1169]    [Pg.1396]    [Pg.1543]    [Pg.675]    [Pg.675]    [Pg.749]    [Pg.187]    [Pg.200]    [Pg.739]    [Pg.886]    [Pg.1169]    [Pg.1396]   
See also in sourсe #XX -- [ Pg.189 ]



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16a-Hydroxy-9a-fluorohydrocortisone

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