CYCLIC BORONIC ACID ESTER DERIVATIVES AND THERAPEUTIC USE THEREOF Russian patent published in 2016 - IPC C07F5/02 A61K31/69 A61P31/04 

FIELD: chemistry.

SUBSTANCE: invention relates to a compound of formula I: or a pharmaceutically acceptable salt thereof. Values of radicals are as follows: Y is a 1-4 atom alkylene or 2-4 atoms alkenylene linker; R¹ is selected from a group consisting of -C_1-9-alkyl,-C_2-9-alkenyl, -C_2-9-alkynyl, -NR⁹R¹⁰, -C_1-9-alkyl-R¹¹, -C_2-9-alkenyl-R¹¹, -C_2-9-alkynyl-R¹¹, -carboxylic radical-R¹¹, -CH(OH)C_1-9-alkyl-R⁹, -CH(OH)C_2-9-alkenyl-R⁹, -CH(OH)C_2-9-alkynyl-R⁹, -CH(OH)-carboxylic radical-R⁹, -C(=O)R⁹, -C(=O)C_1-9-alkyl-R⁹, -C(=O)C_2-9-alkenyl-R⁹, -C(=O)C_2-9-alkynyl-R⁹, -C(=O)C_2-9-carboxylic radical-R⁹, -C(=O)NR⁹R¹⁰, -N(R⁹)C(=O)R⁹, -N(R⁹)C(=O)NR⁹R¹⁰, -N(R⁹)C(=O)OR⁹, -N(R⁹)C(=O)C(=NR¹⁰)R⁹, -N(R⁹)C(=O)C(=CR⁹R¹⁰)R⁹, -N(R⁹)C(=O)C_1-4-alkyl-N(R⁹)C(=O)R⁹, -N(R⁹)C(=NR¹⁰)R⁹, -C(=NR¹⁰)NR⁹R¹⁰, -N=C(R⁹)NR⁹R¹⁰, -N(R⁹)SO₂R⁹, -N(R⁹)SO₂NR⁹R¹⁰, -N=CHR⁹, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted carboxylic radical and substituted or unsubstituted heterocyclic radical; R⁶ is hydrogen; R⁷ is hydrogen; R⁸ is hydrogen; each R⁹ is independently selected from a group consisting of H, -C_1-9-alkyl, C_2-9-alkenyl, -C_2-9-alkynyl, carboxylic radical, -C_1-9-alkyl-R¹¹, -C_2-9-alkenyl-R¹¹, -C_2-9-alkynyl-R¹¹, -carboxylic radical-R¹¹, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted carboxylic radical and substituted or unsubstituted heterocyclic radical; each R¹⁰ is independently selected from a group consisting of H, -C_1-9-alkyl, -OR⁹, -CH (=NH), -C (=O)OR⁹, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted carboxylic radical and substituted or unsubstituted heterocyclic radical; each R¹¹ is independently selected from a group consisting of substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted carboxylic radical and substituted or unsubstituted heterocyclic radical; X is -CO₂R¹²; R¹² is selected from a group consisting of H, C_1-9-alkyl, -(CH₂)_0-3-R¹¹, -C(R¹³)₂OC(O)C_1-9-alkyl, -C(R¹³)₂OC(O)R¹¹, -C(R¹³)₂OC(O)OC_1-9-alkyl and -C(R¹³)₂OC(O)OR¹¹; each R¹³ is independently selected from a group consisting of H and C_1-4-alkyl; and m independently denotes zero or a whole number, selected from 1-2. Invention also discloses a pharmaceutical composition, a method of increasing sensitivity to bacterial infection of β-lactam antibacterial agent, use of compounds for preparing a drug, a sterile container, a method of preparing a pharmaceutical composition and method for administering a solution.

EFFECT: compound of formula I is used as therapeutic agents, especially in treating bacterial infections.

64 cl, 4 dwg, 16 tbl, 17 ex