NEW 3-INDOLE SUBSTITUTED DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF APPLICATION Russian patent published in 2018 - IPC C07D417/04 C07D417/14 A61K31/404 A61P35/00 

FIELD: chemistry.

SUBSTANCE: invention relates to a compound of formula I: I or its pharmaceutically acceptable enantiomer or salt. In formula I: each of X¹ and X² independently represents H or halogen, R¹, R² and R³ independently represent H, Q is H, A¹ and A² together form a 5-membered condensed ring structure containing SO₂NR⁵CR⁹'R⁹, where in the specified structure R⁹' represents H, or each of R⁹' and R⁹ represents methyl, and when R⁹' is H, R⁹ represents a hydrogen atom, cyclopropyl or C₁-C₆alkyl optionally substituted with one, two or three substituents selected from halogen, C₁-C₄alkyl, OH, oxo, NH₂, NHCH₃, N(CH₃)₂, NHCOOCH₃, NHCOCH₃ and N(CH₃)COCH₃; or -CH₂NHSO₂CH₃ group or -C(O)OCH₃. Group R⁵ independently represents: (1') H, (2') straight or branched C₁-C₆alkyl, possibly substituted with up to three substituents, inclusive, selected from one or more hydroxyl, OR⁹, CONR⁹R¹⁰, NR⁹COR¹⁰, NR⁹R¹⁰, SO₂R⁹, SO₂NR⁹R¹⁰, NR⁹SO₂R¹⁰ and SOR⁹; or group -CH₂-CH₂NHCOOCH₂CH₃, (3') heterocyclyl or group C₁-C₃alkyl-heterocyclyl, wherein said heterocyclyl is optionally substituted with up to three substituents, which are selected from one or more halogen, hydroxyl, oxo, OR⁹, NR⁹R¹⁰, CO-alkyl and C₁-C₆alkyl, or a group -(piperazin-1-yl)propan-1-one, (4') C₃-C₆cycloalkyl, possibly substituted by up to three substituents, inclusive, selected from halogen, hydroxyl, OR⁹, CONR⁹R¹⁰, NR⁹COR¹⁰, NR⁹R¹⁰, SO₂R⁹, SO₂NR⁹R¹⁰, NR⁹SO₂R¹⁰ and SO₂R⁹, where each of R⁹ and R¹⁰ independently represents a hydrogen atom or C₁-C₆alkyl, (5') C₁-C₃alkyl-heteroaryl, wherein heteroaryl is optionally substituted with -CH₃ group or -CH₃ and -OH groups, and where heteroaryl is an aromatic ring containing 5-6 atoms, in which one or more carbon atoms are replaced by nitrogen atoms. Pharmaceutical composition, a drug, and a method of treatment are also provided.

EFFECT: compounds of the invention may be used to treat and/or prevent cancer or inhibit TDO2.

15 cl, 2 tbl, 153 ex