FIELD: organic chemistry.
SUBSTANCE: invention relates to the field of organic chemistry, namely to a compound of the formula I or to its pharmaceutically acceptable salt and/or stereoisomer including mixtures thereof in all ratios, where X1, X2, X3, X4, each independently, is CH or N, Y is N or CH, Q is H or СН3, R1 is Н, F, Cl, Br, CN, СН3, CF3 or ОСН3, R2 is H, F or Cl, R3 is phenyl, pyridyl, pyrimidinil, indolyl, indazolil, thiophenyl, dihydroisoindolyl or benzimidazolyl, each of which is unsubstituted or mono-, di- or trisubstituted Hal, A, (CR4)nOR4, (CR4)nN(R4)2, (CR4)nS(O)mR4, (CR4)nCON(R4)2, (CR4)nCOHet, (CR4)nSO2Het, (CR4)nN(R4)2, (CR4)nHet, O(CR4)nCOHet, (CR4)nO(CR4)nHet, (CR4)nCON(R4)(CR4)nHet, (CR4)nCON(R4)(CR4)nN(R4)2, (CR4)nN(R4)COA, (CR4)nN(R4)COHet', (CR4)nOCyc and/or (CR4)nCOOR4, R4 is H or A', A is unbranched or branched alkyl with 1-8 C atoms, where two adjacent carbon atoms can form double bond and/or one or two non-adjacent CH- and/or CH2- groups can be substituted with N- and/or O-, and where H atom can be substituted with OH, A' is unbranched or branched alkyl with 1-6 C atoms, where one CH2- group can be substituted with O-, Cyc is cyclopentyl, which is unsubstituted or mono- or disubstituted with A or OR4, Het is pyrrolidinyl, morpholinyl, piperidinyl, piperazinyl, [1,4]-diazepanyl, oxazolidinyl, hexahydro-pyrrolo[3,4-c]pyrrolyl, 2-oxa-6-aza-spiro[3.4]octanyl, 2-oxa-6-aza-spiro[3.5]nonanyl, 2-oxa-7-aza-spiro[3.5]nonanyl, 2,5-dioxa-8-aza-spiro[3.5]nonanyl, oxetanyl, 2-oxa-5-aza-spiro[3.4]octanyl, 2-oxa-6-aza-spiro[3.3]heptanyl, 3-aza-bicyclo[3.1.0]hexanyl, 2-oxa-7-aza-spiro[3.5]nonanyl, 2-oxa-7-azaspiro[4.4]nonanyl, 2-oxa-5-azaspiro[3.5]nonanyl, isoxazolidinyl, azetidinyl, 2,6-diase-spiro[3.4]octanyl, hexahydro-pyrrolo[3,4-b]pyrrolyl, tetrahydrofuranyl or isothiazolidinyl, each of which is unsubstituted or mono-, di- or trisubstituted with А, Hal, OR4, ОСОА, СОА, (CR4)nN(R4)2, (CR4)nHet', (CR4)nO(CR4)nHet', CON(R4)2, COHet', (CR4)nS(O)mR4 and/or =O, Het' is pyrrolidinyl, morpholinyl, piperidinyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyridyl, pyrazolyl or piperazinyl, each of which is unsubstituted or mono- or disubstituted with A or OR4, Hal is F, Cl, Br or I, n is 0, 1, 2 or 3, m is 2 under condition that only one or two of X1, X2, X3, X4 can be N. The invention also relates to a method for its production (options), a drug based on the compound of the formula I and its application.
EFFECT: new heterocyclic compounds are obtained, which have inhibitory activity relatively to c-KIT kinase, and which can be used for the treatment of cancer.
11 cl, 1 tbl, 31 ex
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