SUBSTITUTED 3-AZABICYCLO[3_1_0]HEXANES AS KETOHEXOKINASE INHIBITORS Russian patent published in 2019 - IPC C07D401/04 C07D401/14 C07D403/04 C07D403/14 A61K31/4439 A61K31/506 A61K31/53 A61P1/16 A61P3/04 A61P3/06 A61P3/10 A61P7/02 A61P9/00 A61P13/12 A61P19/02 A61P25/02 

FIELD: chemistry.

SUBSTANCE: invention refers to a compound of formula I or its pharmaceutically acceptable salt. In formula IY is N or C-CN; Z is N or CH; X is N or CR³; provided that at least one of Y, Z or X is N; R¹ is C_3-7 cycloalkyl or 4-6-member heterocyclic fragment, wherein the heterocyclic moiety contains 1 atom selected from nitrogen, and wherein the heterocyclic moiety has 0–3 substitutes independently selected from -C_1-3 alkyl and -OH, provided that not more than one substitute -OH is present; or NH (C_3-4 cycloalkyl); R² is -(L)_m-SO₂R^S, -L-(CH₂)_nCO₂H, -L-(CH₂)_nC(O)R^C, L-(CH₂)_nCONHSO₂R^S or -L-(CH₂)_n-tetrazol-5-yl; m is 1; n equals 0 or 1; R^S is -C_1-3 alkyl; L is CH₂; R^C is -C_1-4 alkyloxy; R³ is H, halogen, -CN, -C_1-3 alkyl, -OC_1-3 alkyl or -C_3-4 cycloalkyl; and R⁴ is -C_1-3 alkyl substituted with 2–3 halogen atoms. Invention also relates to individual compounds of formula I, to a pharmaceutical composition and to a method of treating a disease in which a KHK inhibitor is prescribed.

(I).

EFFECT: technical result is obtaining novel compounds of formula I possessing property of ketohexokinase inhibitor (KHK).

20 cl, 3 dwg, 4 tbl, 55 ex