CYCLOALKANE-1,3-DIAMINE DERIVATIVE Russian patent published in 2023 - IPC C07D239/94 C07D403/12 C07D403/14 C07D495/04 C07D513/04 C07D519/00 A61K31/506 A61K31/517 A61K31/519 A61K31/635 A61K31/706 A61K31/7068 A61K45/06 A61P3/10 A61P35/00 A61P35/02 

FIELD: pharmaceutics.

SUBSTANCE: invention relates to a compound represented by the general formula (1) or a pharmaceutically acceptable salt thereof, which are inhibitors of the interaction between menin and one or more proteins selected from the group consisting of MLL1, MLL2, MLL fusion protein and MLL protein with partial tandem duplication. In formula (1), the dotted circle means that the ring is aromatic, R¹ and R² are a hydrogen atom or a C_1-6 alkyl group, one of R³ and R⁴ is a hydrogen atom, a hydroxy group, a halogen atom, C_1-6 alkoxy group, di(C_1-6 alkyl)carbamoyl group or oxazolyl group and the other of R³ and R⁴ is hydrogen atom, hydroxy group, halogen atom or C_1-6 alkoxy group, R⁵ is hydrogen atom, C_1-6 alkyl group or hydroxy C_1-6 alkyl group, R⁶ is a hydrogen atom, C_1-6 alkyl group, halogen atom, C_1-6 alkoxy group, amino group or C_1-6 alkylamino group, R⁷ and R⁸, taken together with the carbon atom to which R⁷ is bonded and the carbon atom to which R⁸ is bonded form any of the following formulas (2A)-(2C) wherein X is CH or a nitrogen atom and R⁹ is halo C_1-6 alkyl group, C_3-8 cycloalkyl group, etc., or R⁷ is a hydrogen atom and R⁸ is has the formula (3), where R¹⁰ represents a di(C_1-6 alkyl)carbamoyl group, a (C_1-6 alkyl)pyrimidinyl group, a (C_1-6 alkyl)phenyl group, or a (C_1-6 alkyl)pyrazolyl group, R¹¹ is a hydrogen atom or a halogen atom and R¹² is a halogen atom, m is 1 or 0, n is 1 or 2, ring Q¹ is a 6-membered aromatic ring, optionally containing one nitrogen atom in ring, etc., W has the formula (4A) or (4B), ring Q² is a 6-membered aromatic ring, optionally containing one nitrogen atom in the ring, etc., ring Q³ is 4 -8-membered saturated heterocycle containing one nitrogen atom or one oxygen atom in the ring, etc., Y is a single bond or an oxygen atom, Z is a single bond, an oxygen atom, -NH-, etc. The invention alsp relates to an inhibitor of the interaction between menin and one or more proteins selected from the group consisting of MLL1, MLL2, MLL fusion protein and partial tandem duplication MLL protein, pharmaceutical compositions, methods for treating diabetes or cancer, compositions for inducing differentiation of leukemia MLL-AF9-overexpressing AML-like cells.

EFFECT: invention relates to a process for inducing differentiation of said leukemic cells using a compound with formula (1).

58 cl, 14 dwg, 14 tbl, 139 ex