TETRAHYDROPYRIDINE DERIVATIVES AND USE THEREOF AS ANTIBACTERIAL AGENTS Russian patent published in 2020 - IPC C07D211/70 C07D401/10 A61K31/4418 A61P31/04 

FIELD: chemistry; pharmaceutics.

SUBSTANCE: invention relates to a tetrahydropyridine compound of formula I, a stereoisomer or a pharmaceutically acceptable salt thereof, use thereof, a pharmaceutical composition based thereon and a method of treating bacterial infections caused by gram-negative bacteria. In general formula I n is equal to 1 or 2; R₁ is C1-C6 alkyl; R₂ is C1-C6 alkyl; R₃ denotes hydrogen; L is phenyl, pyridinyl or absent, where at least one H of phenyl or pyridinyl can be substituted with halogen, C1-C6 alkyl or C1-C6 haloalkyl; D is C≡C or absent; E is C≡C or absent; G is C1-C6 alkyl, C3-C7 cycloalkyl, 4–6-member heterocycloalkyl with one N atom, phenyl, pyridinyl, furanyl, thiophenyl or imidazolyl, where at least one H C1-C6 alkyl can be substituted with halogen, -NR_AR_B, -OH or -OR_C, at least one H 4–6-membered heterocycloalkyl with one N atom can be substituted with C1-C6 alkyl, -(C═O)-C1-C6 alkyl or -S(=O)₂-C1-C6 alkyl, at least one H-phenyl, pyridinyl, furanyl, thiophenyl or imidazolyl can be substituted with C1-C6 alkyl, C1-C6 hydroxyalkyl, C1-C6 alkyl-NR_AR_B, halogen, nitro, cyano, -NR_AR_B, -OH, -OR_C, -S(=O)₂-C1-C6 alkyl or -S(=O)₂-NR_AR_B; R_A and R_B, each independently represent hydrogen or C1-C6 alkyl, or R_A and R_B can be bonded together to form 4–6-member ring, where 4–6-member ring can have an O atom, and at least one H 4–6-member ring can be substituted with C1-C6 hydroxyalkyl; R_C is C1-C6 alkyl, C1-C6 hydroxyalkyl, -(C=O)-NR_DR_E or -S(=O)₂-C1-C6 alkyl; and R_D and R_E, each independently represent hydrogen. Invention also relates to a novel tetrahydropyridine derivative, stereoisomer or pharmaceutically acceptable salt thereof, methods of producing compounds, methods of inhibiting UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase (LpxC), methods of treating infections caused by gram-negative bacteria, use of compounds for preparing therapeutic drugs for treating infections caused by gram-negative bacteria, and pharmaceutical compositions for preventing or treating infections caused by gram-negative bacteria that contain compounds.

Formula I

EFFECT: compounds of formula I, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present invention can demonstrate excellent effects in treating bacterial infections.

6 cl, 6 tbl, 78 ex