STEROIDES DOUX EXERCANT UNE ACTIVITE ANTI-INFLAMMATOIRE

NEW MATERIAL:Compounds of formula I (R1 is 1-10C alkyl, monohydroxy- 2-10C-alkyl; R2 is 1-10C alkyl, 3-8C cycloalkyl; R3 is H, alpha-OH, d-methyl; R4 is H, F, Cl; R5 is H, F, Cl; X is O, S; Z is carbonyl, beta-hydroxymethylene; the dotted line in ring A is single or double bond) and their quaternary...

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Zusammenfassung:NEW MATERIAL:Compounds of formula I (R1 is 1-10C alkyl, monohydroxy- 2-10C-alkyl; R2 is 1-10C alkyl, 3-8C cycloalkyl; R3 is H, alpha-OH, d-methyl; R4 is H, F, Cl; R5 is H, F, Cl; X is O, S; Z is carbonyl, beta-hydroxymethylene; the dotted line in ring A is single or double bond) and their quaternary ammonium salts where at least one of R1 and R2 are haloalkyl. EXAMPLE:11beta - Hydroxyl - 17alpha - methylcarbonyloxyandrost - 4 - ene - 3- 17beta - carboxylic chloromethyl ester. USE:Anti-inflammatory. PREPARATION:The reaction between a compound of formula II (R3' is H, alpha- methyl) and another compound of R2OCOCl is conducted in a solvent of THF under anhydrous conditions to produce a novel compound of formula III (R3'' is H, alpha-methyl). The product is converted to a metal salt, which is made to react with a compound of R1-W (W is halogen) to give the compound of formula I.