| abstract |
FIELD: chemistry. n SUBSTANCE: invention relates to indole and indazole compounds of formula in which n equals a whole number from 1 to 3, m equals 0 or 1, A denotes phenyl, X denotes C or N, R 1 denotes hydrogen, alkyl, -(CH 2 ) r NR 7 R 8 , where r equals a whole number from 1 to 5, and R 7 and R 8 independently denote hydrogen, alkyl or alkylcarbonyl, or can together form an optionally alkyl-substituted alkylene chain, where optionally one methylene is substituted with a N atom, R 2 denotes hydrogen, halogen, cyano, nitro, hydroxy, alkyl, alkoxy or trialkylsilyl, denotes -(CH 2 ) p CO 2 R 7 , -(CH 2 ) p OR 7 , -(CH 2 ) p NR 7 R 8 , -NHR 10 , -N(H)S(O) 2 R 7 , -NHC(O)R 10 , -(CH 2 ) p S(O) 2 R 7 or (CH 2 ) p -heterocycle-R 10 , where p equals a whole number from 0 to 3, R 7 and R 8 are as defined above, R 10 denotes hydrogen, oxo, alkylsulphonyl, alkylcarbonyl, alkyloxycarbonyl, alkoxy, alkyl or heterocycle, R 3 denotes hydrogen, cyano, halogen, alkyl or phenyl, or denoes -(CH 2 ) n -heterocycle or -(CH 2 ) n -aryl, where n equals a whole number from 0 to 3, provided that R 3 denotes phenyl when X denotes C and m=0, R 4 denotes -YR 11 , where Y denotes a direct bond or -(CR 7 R 8 ) p Y′-, where p equals a whole number from 0 to 3, R 7 and R 8 are as defined above, Y′ is selected from a group consisting of -O-, -S-, -NR 12 -, -NR 12 C(O)-, -C(O)-, -C(O)O-, -C(O)NR 12 -, -S(O) q - and -S(O) q NR 12 -, where R 12 denotes hydrogen, alkyl, aryl or heteroaryl, q equals a whole number from 0 to 2, R 11 is selected from a group consisting of hydrogen, cyano, halogen, hydroxy, thiol, carboxy, alkyl and -(CH 2 ) t B-R 13 , where t equals a whole number from 0 to 3, B denotes heterocycle, heteroaryl or aryl, R 13 denotes hydrogen, cyano, halogen, hydroxy, oxo, thiol, carboxy, carboxyalkyl, alkylcarbonyloxy, alkyl, alkoxy, alkylthio, alkylcarbonyl or alkylsulphonyl, R 5 denotes hydrogen, alkyl, cycloalkyl, heterocycle or heterocyclylalkyl, R 6 denotes (CR 7 R 8 ) p -Z-D-W-R 14 , where Z denotes a direct bond, or is selected from a group consisting of -C(O)-, -C(O)O, -C(O)NR 12 - and -S(O) y -, y equals a whole number from 1 or 2, D denotes a direct bond, or denotes cycloalkyl, heteroaryl or heterocycle, W denotes a direct bond, or denotes -NR -, -C(O)-, -C(O)O-, -C(O)NR 12 -, -S(O) y -, -S(O) y NR 12 - or -NR 12 S(O) y , wherein R 14 denotes hydrogen, hydroxy, alkyl, alkoxy, heterocycle, heteroaryl, aryl or aralkyl, R 5 and R 6 together denote an alkylene chain, provided that R 6 denotes cycloalkyl or heterocyclyl when X denotes N, where the heteroaryl is a 5-6-member aromatic ring containing 1-2 heteroatoms selected from N, O and S, the heterocycle is a 3-8-member ring containing 1-3 heteroatoms selected from N, O and S, where the alkyl, alkoxy, aryl, cycloalky, heterocycle and heteroaryl can be optionally substituted, and the substitutes, one or more, are selected from a group consisting of hydroxy, halogen, nitrile, amino, alkylamino, dialkylamino, carboxy, alkyl, alkoxy, carboxyalkyl, alkylcarbonyloxy, alkylthio, alkyloxycarbonyl, alkylaminocarbonyl, arylalkoxy and oxo, and pharmaceutically acceptable salts or stereoisomers thereof. The invention also relates to a composition, as well as a method of preparing said composition. n EFFECT: obtaining novel biologically active compounds for preventing or treating necrosis and necrosis-associated diseases. n 40 cl, 162 ex, 2 tbl |