Patent RU-2301802-C2 (RU)
Inventor: GOBLE STEFEN D
IPC: A61K31/535
Filed: 2004-04-08
Granted: 2007-06-27
Abstract: 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; R 1  means hydrogen atom, -(C 0 -C 6 )-alkyl-W-(C 1 -C 6 )-alkyl-, -(C 0 -C 6 )-alkyl-W-(C 0 -C 6 )-alkyl-(C 3 -C 7 )-cycloalkyl-(C 0 -C 6 )-alkyl wherein alkyl and cycloalkyl are optionally substituted with 1-7 independent substitutes chosen from hydroxy-group, -O-(C 1 -C 3 )-alkyl, trifluoromethyl, (C 1 -C 3 )-alkyl; W means a simple bond, -O-, -CO-, -CO 2 -, -CONR 10 - or -NR 9 -; R 2  means -(C 0 -C 6 )-alkyl, (C 0 -C 6 )-alkyl-W-(C 1 -C 6 )-alkyl or (C 0 -C 6 )-alkyl-W-(C 3 -C 7 )-cycloalkyl wherein (C 1 -C 6 )-alkyl, (C 3 -C 7 )-cycloalkyl are optionally substituted with 1-6 substitutes chosen from halogen atom, trifluoromethyl, -(C 1 -C 6 )-alkyl; R 3  means hydrogen atom, -(C 0 -C 6 )-alkyl-phenyl, -(C 0 -C 6 )-alkyl-heterocycle, -(C 0 -C 6 )-alkyl-(C 3 -C 7 )-cycloalkyl, -(C 0 -C 6 )-alkyl-CO 2 R 10 , -(C 0 -C 6 )-alkyl-(alkene)-CO 2 R 10 , -(C 0 -C 6 )-alkyl-SO 3 H, -(C 0 -C 6 )-alkyl-W-(C 0 -C 4 )-alkyl, -CONR 10 N 10 - or -NR 10 CO 2 R 10 -, -NR 10 -(C 0 -C 3 )-alkyl-CO 2 R 10 - wherein phenyl and heterocycle, cycloalkyl or (C 0 -C 6 )-alkyl are optionally substituted with 1-5 independent substitutes chosen from halogen atom, trifluoromethyl, hydroxy-group, (C 1 -C 3 )-alkyl, -O-(C 0 -C 3 )-CO 2 R 10 , -CN, =O, -NR 10 R 10 , -CONR 10 R 10 , -SO 3 -R 10  or -(C 0 -C 3 )-alkyl-heterocycle and wherein phenyl can be condensed with heterocycle that the latter can be substituted with 1-2 hydroxyl groups; R 4  is absent if X represents O or N, or if a double bond joints carbon atoms to which R 3  and R 6  are added, or R 4  means hydroxy-group, -(C 0 -C 6 )-alkyl, -CN, -(C 0 -C 3 )-CO 2 R 10 ; or R 3  and R 4  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, (C 1 -C 3 )-alkyl, -O-(C 1 -C 3 )-alkyl and -(C 0 -C 3 )-CO 2 R 10 ; or R 3  and R 5 , or R 4  and R 6  are combined and form phenyl or heterocyclic ring wherein this ring is optionally substituted with 1-7 independent substitutes chosen from hydroxy-group, (C 1 -C 3 )-alkyl, -O-(C 1 -C 3 )-alkyl, -CO 2 R 10 ; R 5  and R 6  mean independently hydrogen atom, hydroxy-group, (C 1 -C 6 )-alkyl or (C 0 -C 6 )-alkyl-CO 2 R 10 ; if Z means C then R 7  means hydrogen atom, (C 1 -C 6 )-alkyl; R 8  means hydrogen atom; R 10  means hydrogen atom, -(C 1 -C 6 )-alkyl, benzyl, phenyl or -(C 0 -C 6 )-alkyl-(C 3 -C 6 )-cycloalkyl; n 1  and n 2  = 0, 1 or 2 independently and the sum n 1  + n 2  = 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