| abstract |
FIELD: organic chemistry, pharmacy. SUBSTANCE: invention relates to prodrugs of 3-acyl-2-hydroxy- -indole-1-carboxamide of the formula (I) where R means fragments of the formulas (II) , (III) , (IV) , (V) and (VI) where X = 0 or 1; A is C 1-5 --alkylene optionally substituted with 1-2 C 3-7 --cycloalkyls, or phenylene group; B is C 2-5 --alkenylphenyl, pyridyl, piperidinyl, pyrrolidinyl, -OCH 2 CO 2 -R 1 or -OCH 2 CONR 2 R 3 where R 1 - H, alkyl, phenyl-lower alkyl or (CH 2 ) p CONR 2 R 3 where R 2 and R 3 - H, alkyl or together with bound nitrogen atom they form morpholine group; R 4 and R 5 - H, alkyl, (CH 2 ) p CO-NR 4 R 3 , (CH 2 ) p NR 7 R 8 , (CH 2 ) p OR 6 or (CH 2 ) p SR 6 where R 6 - H, alkyl, C 3-7 --cycloalkyl optionally substituted with 1-2 alkyl groups, or taken together with a substituent and bound oxygen atom they form tetrahydrofuran ring; R 7 and R 8 - H; R 9 - H or methyl; R 10 and R 11 - halogen; R 12 and R 13 - H, halogen; p = 1-3. Compounds of the formula (I) are enol ester or ether prodrugs of hydroxyindole showing analgetic and antiinflammatory effect. EFFECT: improved method of synthesis, enhanced effectiveness. 15 cl, 1 tbl, 35 ex |