PHENYL/PYRIDYL-N-PHENYL/PYRIDYL DERIVATIVES FOR THE TREATMENT OF RNA VIRUS INFECTION Russian patent published in 2023 - IPC C07D213/74 C07D213/81 C07D237/08 C07D239/12 C07C217/82 C07C233/65 C07C233/80 C07C237/40 C07C311/16 A61K31/44 A61P31/14 

FIELD: pharmaceutical chemistry.

SUBSTANCE: group of inventions relates to a compound of formula (Ie), specific compounds given in the claims, as well as to their use, method of preparation and pharmaceutical composition based on them. In formula (Ie), the rings Z, Z' are selected from phenylene or pyridylene; Y¹ represents either phenyl, pyridyl, pyrazinyl, pyridazinyl or pyrimidinyl, where these groups are optionally substituted with one or two substituents selected from a halogen atom, (C₁-C₄)alkyl group, cyano group, (C₁-C₅)alkoxy group, trifluoromethyl group, trifluoromethoxy group or -OH group; R_a, R_b independently represent either a hydrogen atom or a (C₁-C₄)alkyl group; R and R' independently represent a (C₁-C₄)alkyl group, -S-(C₁-C₄)alkyl group, (C₃-C₆)cycloalkyl group, halogen atom, trifluoromethyl group, -SO₂(C₁-C₄)alkyl group, (C₃-C₆)cycloalkenyl group, (C₁-C₅)alkoxy group, -OH group, -CONHR_g, where R_g is either a hydrogen atom or (C₁-C₄)alkyl group, an azetidinyl group, a morpholinyl group or a cyano group; m and m’ are independently either 0, 1 or 2; R’’ represents a hydrogen atom, a (C₁-C₄)alkyl group optionally substituted with a -COOH group; X₂ is -O-, -NH-, -S-, -CO-NH-, -NH-CO-NH-, -NH-CO-, -CH(OH)-, -CH(COOH)NH-, -CH(COOCH₃)NH-, -C(OH)(CH₂OH)-, , a divalent 5-membered heteroaromatic ring containing either 1, 2, 3 or 4 heteroatoms selected from a nitrogen atom and an oxygen atom, -SO₂ -or -SO₂-NH-; n is either 0, 1, 2, or 3; Y² represents a hydrogen atom, a hydroxyl group, a (C₁-C₄)alkoxy group, COOR_f, where R_f represents either a hydrogen atom or a (C₁-C₄)alkyl group, a morpholinyl group, a dihydropyranyl group, , , a -PO(OR_f)(OR’_f) group, where R_f and R’_f independently represent either a hydrogen atom or a (C₁-C₄)alkyl group, an oxetanyl group, a -Si(CH₃)₃ group, -NHCOO-(C₁-C₄)alkyl group or group-CR¹R²R³ where the values of R¹, R² and R³ are disclosed in the claims.

(Ie)

EFFECT: aryl-N-aryl compounds useful for fighting infections caused by single-stranded RNA viruses belonging to group IV or V according to the Baltimore classification, namely RSV (respiratory syncytial virus), Chikungunye, influenza and Dengue.

13 cl, 6 tbl, 10 ex