BENZOXAZINYL-AMIDOCYCLOPENTYL-HETEROCYCLIC MODULATORS OF CHEMOKINE RECEPTORS Russian patent published in 2007 - IPC C07D243/00 C07D265/12 C07D413/00 C07D417/00 A61K31/535 A61K31/55 A61P29/00 A61P37/00 

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to cyclopentyl compounds of the general formula (I): wherein X means carbon (C), nitrogen (N) or oxygen (O) atom; Y means O; Z means C; R¹ means hydrogen atom, -(C₀-C₆)-alkyl-W-(C₁-C₆)-alkyl-, -(C₀-C₆)-alkyl-W-(C₀-C₆)-alkyl-(C₃-C₇)-cycloalkyl-(C₀-C₆)-alkyl wherein alkyl and cycloalkyl are optionally substituted with 1-7 independent substitutes chosen from hydroxy-group, -O-(C₁-C₃)-alkyl, trifluoromethyl, (C₁-C₃)-alkyl; W means a simple bond, -O-, -CO-, -CO₂-, -CONR¹⁰- or -NR⁹-; R² means -(C₀-C₆)-alkyl, (C₀-C₆)-alkyl-W-(C₁-C₆)-alkyl or (C₀-C₆)-alkyl-W-(C₃-C₇)-cycloalkyl wherein (C₁-C₆)-alkyl, (C₃-C₇)-cycloalkyl are optionally substituted with 1-6 substitutes chosen from halogen atom, trifluoromethyl, -(C₁-C₆)-alkyl; R³ means hydrogen atom, -(C₀-C₆)-alkyl-phenyl, -(C₀-C₆)-alkyl-heterocycle, -(C₀-C₆)-alkyl-(C₃-C₇)-cycloalkyl, -(C₀-C₆)-alkyl-CO₂R¹⁰, -(C₀-C₆)-alkyl-(alkene)-CO₂R¹⁰, -(C₀-C₆)-alkyl-SO₃H, -(C₀-C₆)-alkyl-W-(C₀-C₄)-alkyl, -CONR¹⁰N¹⁰- or -NR¹⁰CO₂R¹⁰-, -NR¹⁰-(C₀-C₃)-alkyl-CO₂R¹⁰- wherein phenyl and heterocycle, cycloalkyl or (C₀-C₆)-alkyl are optionally substituted with 1-5 independent substitutes chosen from halogen atom, trifluoromethyl, hydroxy-group, (C₁-C₃)-alkyl, -O-(C₀-C₃)-CO₂R¹⁰, -CN, =O, -NR¹⁰R¹⁰, -CONR¹⁰R¹⁰, -SO₃-R¹⁰ or -(C₀-C₃)-alkyl-heterocycle and wherein phenyl can be condensed with heterocycle that the latter can be substituted with 1-2 hydroxyl groups; R⁴ is absent if X represents O or N, or if a double bond joints carbon atoms to which R³ and R⁶ are added, or R⁴ means hydroxy-group, -(C₀-C₆)-alkyl, -CN, -(C₀-C₃)-CO₂R¹⁰; or R³ and R⁴ are combined and form 1H-indenyl, 2,3-dihydro-1H-indenyl, cyclopentanyl or cyclohexanyl ring wherein this obtained cycle is optionally substituted with 1-5 substitutes chosen independently from hydroxy-group, (C₁-C₃)-alkyl, -O-(C₁-C₃)-alkyl and -(C₀-C₃)-CO₂R¹⁰; or R³ and R⁵, or R⁴ and R⁶ are combined and form phenyl or heterocyclic ring wherein this ring is optionally substituted with 1-7 independent substitutes chosen from hydroxy-group, (C₁-C₃)-alkyl, -O-(C₁-C₃)-alkyl, -CO₂R¹⁰; R⁵ and R⁶ mean independently hydrogen atom, hydroxy-group, (C₁-C₆)-alkyl or (C₀-C₆)-alkyl-CO₂R¹⁰; if Z means C then R⁷ means hydrogen atom, (C₁-C₆)-alkyl; R⁸ means hydrogen atom; R¹⁰ means hydrogen atom, -(C₁-C₆)-alkyl, benzyl, phenyl or -(C₀-C₆)-alkyl-(C₃-C₆)-cycloalkyl; n¹ and n² = 0, 1 or 2 independently and the sum n¹ + n² = 0, 1, 2 or 3; a dotted line represents a simple or double bond, and other

compounds of this series. Also, invention relates to a pharmaceutical composition modulating activity of chemokine receptors, a method for modulation of activity of chemokine receptors in mammals, and to a method for treatment, improving, regulating or decreasing risk of inflammatory and immunoregulatory disorder or disease. Invention provides synthesis of novel compounds possessing valuable biological properties.

EFFECT: valuable medicinal and biological properties of compounds and pharmaceutical composition.

21 cl, 4 tbl, 81 ex