NEW COMPOUNDS FOR THE TREATMENT OF MAMMALIAN INFECTIONS Russian patent published in 2023 - IPC C07D405/14 C07D413/14 C07D491/107 C07D495/10 A61K31/133 A61K31/438 A61K31/4409 A61K31/454 A61K31/4965 A61K31/5383 A61K31/606 A61K31/7036 A61P31/06 

FIELD: pharmaceutical chemistry.

SUBSTANCE: group of inventions includes a compound of formula (I), in which X is either absent or is a bond; in cases where X is absent, the four-membered ring is directly attached to the 6-membered piperidine ring, forming a spirocyclic system; Q is either O or S(O)_p; p = integer in the range 0–2; Y is selected from NR₂R₃, NHC(O)R₄; R₁ is selected from H, F; m = an integer in the range 1–4; one of R₂ and R₃ is H and the other is isoxazolyl; or R₂ and R₃, taken together with the nitrogen to which they are attached, can form a 5-membered heteroaryl with 2 additional heteroatoms representing N; R₄ is independently selected from (C₁-C₆)alkyl, (C₃-C₆)cycloalkyl, heteroaryl which is thienyl or furyl, and (C₁-C₆)alkoxy. The group of inventions also includes specific intermediates for the preparation of a compound of formula (I), which are (S)-5-(aminomethyl)-3-(4-(4-(1,1-dioxidothietan-3-yl)piperidin-1- yl)-3,5-difluorophenyl)oxazolidin-2-one; (R)-3-(4-(4-(1,1-dioxythitan-3-yl)piperidin-1-yl)-3,5-difluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one; (S)-5-(aminomethyl)-3-(3,5-difluoro-4-(4-(oxetan-3-yl)piperidin-1-yl)phenyl)oxazolidin-2-one; (S)-5-(aminomethyl)-3-(3,5-difluoro-4-(2-oxa-7-azaspiro[3.5]nonan-7-yl)phenyl)oxazolidin-2-one; (S)-5-(aminomethyl)-3-(4-(2,2-dioxido-2-thia-7-azaspiro[3.5]nonan-7-yl)-3,5-difluorophenyl)oxazolidin-2-one ; (R)-3-(4-(2,2-dioxydo-2-thia-7-azaspiro[3.5]nonan-7-yl)-3,5-difluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one.

EFFECT: compound of formula (I) with activity against Mycobacterium tuberculosis.

4 cl, 2 tbl, 11 ex

Formula (I)