MACROCYCLIC ANTIBIOTICS OF WIDE SPECTRUM OF ACTION Russian patent published in 2021 - IPC C07D245/04 A61K31/395 A61P31/04 

FIELD: pharmaceutics.

SUBSTANCE: invention relates to compounds of the formula (I) or their pharmaceutically acceptable salts that can be used for the treatment of bacterial infections. In the formula (I), R¹ and R² each independently is -(С₁-С₆)alkyl-OR²³, -CH₂CH(OH)CH₂NH₂, -CH₂C(O)NH₂ or -(C₁-C₆)alkyl-NR²¹R²²; R⁶, R⁷ and R⁸ each independently is Н or -(С₁-С₆)alkyl; R⁹, R¹⁰ are Н or -(С₁-С₆)alkyl; R¹¹ and R¹² each independently is Н, -NH₂, -(С₁-С₆)alkyl, -(C₁-C₆)alkyl-OR²³, -(C_l-C₆)alkyl-NR²¹R²², -(С₁-С₆)alkyl-CN, -(C₁-C₆)alkyl-C(O)NR²⁵R²⁶, -(C₁-С₆)alkyl-N(Н)СН=NH or -(C₁-C₆)alkyl-N(H)C(NH)NH₂; R¹⁵, R¹⁶, R¹⁷ and R¹⁸ each independently is Н or -(С₁-С₆)alkyl; А is -CN, -CH₂CN, -CH=CHCN, -CH₂N(H)C(O)CH₂CN, -CH₂N(H)C(O)N(H)R²⁴, -C(O)N(H)R³⁴, -C(O)N(H)C(R²³)₂C(O)OR²⁹, C(O)N(H)C(R²³)₂C(O)NR³²R³³, -C(O)N(H)C(R²³)₂C=NR³⁰, etc., X is -(С₁-С₆)alkyl-, -(С₂-С₆)alkenyl-, -(С₂-С₆)alkynyl, -(С₃-С₇)cycloalkyl-, 3-20-element heterocycloalkyl containing 1-3 heteroatoms selected from N, О and S, optionally substituted 6-14-element aryl or optionally substituted 5-12-element heteroaryl containing 1-3 heteroatoms selected from N, О and S; Y is a bound, -(С₁-С₆)alkyl-, -(С₂-С₆)alkenyl-, -(С₂-С₆)alkynyl, -(C₁-С₆)alkyl-N(R²⁴)(С₁-С₆)alkyl-, -O-(С₁-С₆)alkyl-, -O(С₆-С₁₀)-6-14-element aryl-, N(R²⁴)(С₁-С₆)alkyl-, optionally substituted 6-14-element aryl or optionally substituted 5-12-element heteroaryl containing 1-3 heteroatoms selected from N, О and S; Z is Н, halogen, -NH₂, -CN, -CF₃, -(C₁-С₁₂)alkyl, -(С₂-С₁₂)alkenyl, -(С₂-С₁₂)alkynyl, -O-(С₁-С₁₂)alkyl or -N(R²⁴)(C₁-C₁₂)alkyl; each of R²¹ and R²² is independently Н or -(С₁-С₆)alkyl; each R²³ is independently Н or -(С₁-С₆)alkyl; each R²⁴ is independently Н or -(С₁-С₆)alkyl; each of R²⁵ and R²⁶ is independently Н or optionally substituted -(C₁-С₆)alkyl; each R²⁷ is independently halogen, -(С₁-С₆)alkyl or -(C₁-С₆)heteroalkyl; each R²⁸ is independently halogen, -(С₁-С₆)alkyl or -(C₁-С₆)heteroalkyl; R²⁹ is -CH₂C(O)NH₂ or optionally substituted 6-14-element aryl; R³⁰ is R³² is Н or -(С₁-С₆)alkyl; R³³ is -CH₂CN, -ОС(O)(С₁-С₆)alkyl or -SO₂NH₂; R³⁴ is -ОН, -NH₂, -CN, -CH₂CH₂CN, -O(С₁-С₆)alkyl, -C(O)(C₁-С₆)alkyl, -SO₂NH₂, etc., where in each case, optional substituents are selected from a group consisting of (С₁-С₁₂)alkyl and halogen; р is equal to 0 and q is equal to 0. The invention also relates to specific compounds, a pharmaceutical composition, and a method for the treatment of a bacterial infection.

EFFECT: obtaining compounds for the treatment of bacterial infections.

19 cl, 3 tbl, 58 ex