NITROGEN-CONTAINING HETEROCYCLIC COMPOUND Russian patent published in 2020 - IPC C07D215/38 C07D215/42 C07D215/48 C07D401/04 C07D401/06 C07D401/12 C07D401/14 C07D409/12 C07D413/04 C07D413/14 A61K31/444 A61K31/4704 A61K31/4709 A61K31/4725 A61K31/498 A61K31/5377 A61P37/00 A61P37/02 

FIELD: organic chemistry.

SUBSTANCE: invention relates to a compound of general formula [1] or a salt thereof, where R¹ is a methyl or ethyl group; R² represents a hydrogen atom; R³ represents a chlorine atom, methyl, ethyl, isopropyl, butyl, cyclopropylethyl, methylpropyl, hydroxybutyl, trifluoromethyl, cyclopropylvinyl, hydroxybutenyl, cyclopropyl, cyclohexyl, hydroxycyclohexyl, oxocyclohexyl, cyclohexenyl, dimethylamino group or an optionally substituted heterocyclic group, where the heterocyclic group is selected from a group comprising azetidinyl, octahydroisoquinolinyl, morpholinyl, piperidinyl, tetrahydropyranyl and tetrahydropyridinyl, and the substitute is selected from a group comprising methyl, ethyl, hydroxyethyl, methoxyethyl, trifluoroethyl, cyanomethyl, acetyl, methylpropanoyl, tert-butoxycarbonyl, benzoyl, methylsulphonyl, and hydroxy groups; Z¹, Z² and Z³ are CH; X¹ is (1) a group represented by the general formula C(=O)N(R⁶), where carbon atom is bonded with ring A and R⁶ represents hydrogen atom or methyl; (2) a group represented by the general formula N(R⁷)C(=O), where the nitrogen atom is bonded to ring A and R⁷ is methyl; or R⁷ is, together with one substitute R⁴ on ring A, an ethylene or propylene group, or a group represented by general formula NH-Y³, where nitrogen atom is connected to ring A, Y³ is an oxo substituted ethylene group; (3) a divalent cyclic hydrocarbon group formed by removal of one hydrogen atom from each of two adjacent atoms in benzene; or (4) optionally substituted with 1–3 substitutes bivalent heterocyclic group formed by removal of one hydrogen atom from each of two adjacent atoms in imidazole, dihydroimidazole, pyrazole, dihydropirazole, triazolidine, triazole, pyrrolidine, pyridine, pyrazolidine or pyrazine, where the substituent group is selected from a group comprising: methyl, ethyl, isopropyl, butyl, hydroxyethyl, methoxyethyl, dimethylaminoethyl, piperidinyl ethyl, morpholinyl ethyl, benzyl and oxo group; ring A is phenyl, naphthyl, thienyl, pyrrolyl, pyridyl, indolyl, indolinyl, isoindolinyl, substituted oxo, quinolyl, isoquinolyl or quinoxalyl; each of m number of groups R⁴, which are identical or different from each other, is a fluorine atom, a chlorine atom, a cyano group, methyl, ethyl, propyl, isopropyl, tert-butyl, trifluoromethyl, carboxymethyl, hydroxyethyl, methoxyethyl, cyclopropylethyl, cyclopropyl vinyl, hydroxybutenyl, cyclopropyl, cyclohexyl, cyclohexenyl, phenyl, methoxy, ethoxy, trifluoromethoxy, hydroxypropoxy, (dimethylamino) propoxy, ethylamino, butylaminocarbonyl, dimethylamino, methyl (propyl) amino, diethylamino, phenylamino, methylcarbamoyl, dimethylcarbamoyl, isopropylcarbamoyl, (hydroxyethyl) carbamoyl, phenylcarbamoyl, sulphamoyl, methylsulphonyl, methyltetrahydropyridyl, piperidyl, methylpiperidyl, tetrazolyl, amino, acetylamino, (methylsulphonyl) amino, hydroxyethylamino, ((dimethylamino) ethyl) amino group, hydroxyl group, carboxyl group, methoxycarbonyl, tert-butoxycarbonyl group, C_3-5 alkylene group formed by two adjacent R⁴, C₂ alkylene groups, taken together taken together by one R⁴ and R⁷, or a group represented by general formula NH-Y³, formed by taken together R⁴ and R⁷, where nitrogen atom is connected with ring A, Y³ is oxo substituted ethylene group; and m is integer from 0 to 3.

EFFECT: technical result is obtaining novel heterocyclic compounds useful for treating or preventing a disease associated with excessive production of chemokine CXCL10.

14 cl, 29 tbl, 295 ex