BORONIC ACID DERIVATIVES AND THEIR THERAPEUTIC USE Russian patent published in 2022 - IPC C07F5/02 A61K31/69 A61K45/06 A61P31/04 

FIELD: medicine.

SUBSTANCE: invention relates to a compound having a structure of formula I or II, or its pharmaceutically acceptable salts. In formulas I and II: Y¹ is CR⁴; (a) m is 0 or 1, R² and R³, together with atoms, to which they are attached, form a condensed ring or a ring system selected from a group consisting of C_3-7cycloalkyl and 3-10-element heterocyclyl containing one or more oxygen atoms, each of which is optionally substituted with one or more R⁵, and each of R¹, R⁴, R^a and R^b is hydrogen; or (b) m is 0, R³ and R⁴, together with atoms, to which they are attached, form a spirocyclic ring or a ring system selected from a group consisting of C₃cycloalkyl, and each of R¹ and R² is hydrogen; R⁵ is -Y⁵-(CH₂)_t-G; t is an integer of 0 or 1; G is selected from a group consisting of H, halogen and hydroxy; A is C_6-10aryl or 5-10-element heteroaryl containing one or several nitrogen atoms, each of which is optionally substituted with one or more R¹²; R⁶ is -C(O)OR; R is selected from a group consisting of H, -CR¹⁰R¹¹OC(O)C_1-9alkyl, -CR¹⁰R¹¹OC(O)C_3-7carbocyclyl, -CR¹⁰R¹¹OC(O)(3-7-element heterocyclyl, where heterocyclyl contains one or several nitrogen or oxygen atoms), -CR¹⁰R¹¹OC(O)C_2-8alkoxyalkyl, -CR¹⁰R¹¹OC(O)OC_1-9alkyl, -CR¹⁰R¹¹OC(O)OC_3-7carbocyclyl, -CR¹⁰R¹¹OC(O)O(3-7-element heterocyclyl, where heterocyclyl contains one or several nitrogen or oxygen atoms), -CR¹⁰R¹¹OC(O)OC_2-8alkoxyalkyl, -CR¹⁰R¹¹C(O)NR¹³R¹⁴, -CR¹⁰R¹¹OC(O)O(CH₂)_1-3C(O)NR¹³R¹⁴, -CR¹⁰R¹¹OC(O)O(CH₂)_2-3OC(O)C_1-4alkyl, -CR¹⁰R¹¹OC(O)O(CH₂)_1-3C(O)OC_1-4alkyl, -CR¹⁰R¹¹OC(O)(CH₂)_1-3OC(O)C_1-4 alkyl and ; R⁷ is -OH; each R¹⁰ and R¹¹ is independently H or unsubstituted C_1-4alkyl; R¹² is hydrogen, halogen or optionally substituted C_1-6alkoxy; each R¹³ and R¹⁴ is independently unsubstituted C_1-6alkyl; R¹⁵ is unsubstituted C_1-6alkyl; Y² is -O-; Y³ is -OH; Y⁴ is -OH; and Y⁵ is absent. A compound with a structure of formula III or IV, a pharmaceutical composition and a method for the treatment of bacterial infection are also proposed.

EFFECT: proposed compounds have inhibitory activity against β-lactamase and can be used as therapeutic agents, for example, inhibitors of β-lactamases (BLIs).

52 cl, 10 tbl, 33 ex