HETEROCYCLIC COMPOUNDS AND THEIR USE IN PREVENTION OR TREATMENT OF BACTERIAL INFECTIONS Russian patent published in 2022 - IPC C07D471/08 A61K31/439 A61P31/04 

FIELD: medicine.

SUBSTANCE: invention relates to a compound having the formula (I), having properties of an inhibitor of β-lactamase, or its pharmaceutically acceptable salt, a pharmaceutical composition based on it, as well as a pharmaceutical composition containing a compound of the formula (I) and ceftazidime. In the general formula (I), R¹ is 5-element heterocycle optionally substituted with one or two substitutes T¹, where heterocycle is selected among ; R² is -SO₃H or -CF₂COOH; T¹, the same or different, are independently a fluorine atom; =O; C(O)Q¹; -(CH₂)_m-S(O)₂-NQ¹Q²; -(CH₂)_m-C(=NOQ¹)Q³; -(CH₂)_mOQ¹; -(CH₂)_m-CN; -(CH₂)_m-C(O)OQ¹; -(CH₂)_m-C(O)NQ¹Q²; -(CH₂)_m-C(O)NQ¹OQ²; -(CH₂)_m-NQ¹C(O)Q²; -(CH₂)_m-NQ¹C(O)NQ¹Q²; -(CH₂)_m-NQ¹Q²; -(CH₂)_m-NH-C(NHQ³)=NQ⁴; -(CH₂)_m-C(NHQ³)=NQ⁴; or T¹, the same or different, are independently T² unsubstituted or substituted with one or more substitutes, -(CH₂)_m-(5- or 6-element saturated, partially unsaturated, or aromatic heterocycle containing 2 heteroatoms selected from N, O, or S); (C₁-C₃)-alkyl; (C₁-C₃)-fluoroalkyl; T², the same or different, are independently -OH; -NH₂; Q¹ and Q², the same or different, are independently a hydrogen atom; -(CH₂)_r-NHQ³; -(CH₂)_r-NH-C(NHQ³)=NQ⁴; -(CH₂)_r-OQ³; -(CH₂)_n-CONHQ³; or T² unsubstituted or substituted with one or more substitutes, (C₁-C₃)-alkyl; (C₁-C₃)-fluoroalkyl; saturated, partially unsaturated, or aromatic -(CH₂)_m-(4-, 5-, or 6-element heterocycle containing 1-3 heteroatoms selected from N, O, or S, where at least one heteroatom is a nitrogen atom); or Q¹, Q², and a nitrogen atom, to which they are attached, together form unsubstituted, saturated 5- or 6-element heterocycle containing 1 or 2 heteroatoms selected from N or O; Q³ and Q⁴, the same or different, are independently a hydrogen atom or (C₁-C₃)-alkyl; m, the same or different, are independently equal to 0,1,2; n, the same or different, are independently equal to 1 or 2; r is equal to 1, 2, or 3, when (CH₂)_r is directly bound to a carbon atom, or 2 in other cases.

EFFECT: provision of a compound of the formula (I), having properties of an inhibitor of β-lactamase.

(I)

18 cl, 6 tbl, 86 ex