NOVEL INDOLYSIN COMPOUNDS, METHOD FOR PRODUCING AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEREOF Russian patent published in 2019 - IPC C07D471/04 C07D487/04 A61K31/4725 A61K31/4985 A61P35/00 A61P37/00 

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry, specifically to a heterocyclic derivative of formula (I) and to its enantiomer and diastereomer, to its addition salt with a pharmaceutically acceptable acid, where X and Y represent a carbon atom or a nitrogen atom, wherein they cannot simultaneously represent two carbon atoms or two nitrogen atoms; group represents one of the following groups: 5,6,7,8-tetrahydroindolysine, optionally substituted with amino group; indolysine; 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine, optionally substituted with methyl; pyrrolo[1,2-a]pyrimidine; T is a hydrogen atom, linear or branched (C₁-C₆)alkyl group, group (C₂-C₄)alkyl-NR₁R₂, or group (C₁-C₄)alkyl-OR₆; R₁ and R₂ independently of each other represent a hydrogen atom or a linear or branched (C₁-C₆)alkyl group; or R₁ and R₂ together with nitrogen atom carrying them, form heterocycloalkyl; R₃ is linear (C₁-C₆)alkyl, aryl or heteroaryl group, wherein the latter two groups can be substituted with 1–2 groups selected from halogen, linear or branched (C₁-C₆) alkyl, linear or branched (C₁-C₆) alkoxy, cyano and N-oxide; R₄ is 4-hydroxyphenyl group; R₅ is a hydrogen atom; R₆ is a hydrogen atom; R_a and R_d each represents a hydrogen atom and (R_b,R_c), together with the carbon atoms carrying them, form 1,3-dioxolane group or 1,4-dioxane group; or R_a, R_c and R_d each represents a hydrogen atom and R_b is hydrogen, halogen, methyl or methoxy; or R_a, R_b and R_d each represents a hydrogen atom and R_c is a hydroxy or methoxy group; wherein the heterocycloalkyl groups defined in this way, and the alkyl and alkoxy groups can be substituted with 1–2 groups selected from a linear or branched (C₁-C₆)alkyl, linear or branched (C₁-C₆)alkoxy, halogen, heterocycloalkyl, optionally substituted with one or more halogen atoms, wherein aryl denotes phenyl; heteroaryl denotes any mono- or bicyclic group consisting of 5–10 ring members containing at least one aromatic moiety and containing from 1 to 4 heteroatoms selected from nitrogen (including quaternary nitrogen); heterocycloalkyl denotes a monocyclic, non-aromatic group containing from 4 to 6 ring members and containing from 1 to 2 heteroatoms selected from oxygen and nitrogen. Invention also relates to a method of producing a compound of formula (I), a pharmaceutical composition based on the compound of formula (I) and use thereof in treating malignant growths, autoimmune diseases and immune system diseases.

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EFFECT: technical result is obtaining novel compounds having inhibitory activity on Bcl-2.

12 cl, 2 tbl, 92 ex