Patent RU-2440987-C2 (RU)
Inventor: KOGA JUDZI
IPC: A61P9/10
Filed: 2007-03-14
Granted: 2012-01-27
Abstract: FIELD: chemistry. 
     SUBSTANCE: present invention is related to new quinolone derivatives of general formula (I)   where R 1 : C 3-6 cycloalkyl or lower alkylene C 3-6 cycloalkyl, R 2 : -H or halogen, R 3 : -H, halogen, -OR 0  or -O-(lower alkylene)-phenyl, R 0 : are the same or different from each other, and each represents -H or lower alkyl, R 4 : lower alkyl, halogen(lower alkyl), lower alkyleneC 3-6 cycloalkyl, C 3-7 cycloalkyl or a heterocyclic group, where cycloalkyl and the heterocyclic group specified in R 4  can be respectively substituted, R 5 : -NO 2 , -CN, -L-R a , -C(O)R 0 , -O-R b , -N(R 6 ) 2 , lower alkylene-N(R 6 )(R c ), -N(R 6 )C(O)-R d , lower alkylene-N(R 6 )C(O)-R d , lower alkylene-N(R 0 )C(O)O-(lower alkyl), -N(R 0 )C(O)N(R 0 )-R e , lower alkylene-N(R 0 )C(O)N(R 0 )-R e , -N(R 0 )S(O) 2 N(R 0 )C(O)-R d , -CH=NOH, C 3 - 6 cycloalkyl, (2,4-dioxo-1,3-thiazolidin-5-yliden)methyl or (4-oxo-2-tioxo-1,3-thiazolidin-5-yliden)methyl where cycloalkyl specified in R 5  can be respectively substituted, R 6 : H, lower alkyl, lower alkylene-CO 2 R 0  or lower alkylene-P(O)((OP p ) 2 , where lower alkylene specified in R 6  can be substituted, L: lower alkylene or lower alkenylene which can be respectively substituted, R a : -OR 0 , -O-(lower alkylene)-phenyl, -O-(lower alkylene)-CO 2 R 0 , -CO 2 R 0 , -C(O)NHOH, -C(O)N(R 6 ) 2 , -C(O)N(R 0 )-S(O) 2 -(lower alkyl), -C(O)N(R 0 )-S(O) 2 -phenyl, -C(O)N(R 0 )-S(O) 2 -(heterocyclic group), -NH 2 OH, -OC(O)R 0 , -OC(O)-(halogen(lower alkyl)), -P(O)(OR p ) 2 , phenyl or the heterocyclic group where phenyl or the heterocyclic group specified in R a  can be substituted, R p : R 0 , lower alkylene-OC(O)-(lower alkyl), lower alkylene-OC(O)-C 3-6 cycloalkyl, lower alkylene-OC(O)O-(lower alkyl), R b : H, lower alkylene-R ba  or lower alkenylene-R ba  where lower alkylene or lower alkenylene specified in R b  can be substituted, R ba : -OR 0 , -CO 2 R 0 , -C(O)N(R 0 ) 2 , -C(O)N(R 0 )-S(O) 2 -(lower alkyl), -C(O)N(R 0 )-S(O) 2 -[phenyl, -C(NH 2 )-NOH, -C(NH 2 )=NO-C(O)-(lower alkylene)-C(O)R 0 , -CO 2 -(lower alkylene)-phenyl, -P(O)(OR p ) 2 , -C(O)R 0 , -C(O)-phenyl, C 3-6 cycloalkyl, phenyl or the heterocyclic group where phenyl and the heterocyclic group specified in R ba  can be substituted, R c : H, lower alkylene-OR 0 , lower alkylene-CO 2 R 0 , lower alkylene-P(O)((OP p ) 2 , phenyl where lower alkylene and phenyl are specified in R d  can be substituted, R d : C 1-7 -alkyl, lower alkenyl, halogen(lower alkyl), lower alkylene-R da , lower alkylenylene-R da , C 3-6 cycloalkyl, phenyl, naphthyl or the heterocyclic group, where lower alkylene, cycloalkyl, phenyl, naphthyl and the heterocyclic group specified in R d  can be substituted, R da : -CN, -OR 0 , -O-(lower alkylene)-CO 2 R 0 , -O-naphthyl, -CO 2 R 0 , -CO 2 -(lower alkylene)-N(R 0 ) 2 , -P(O)(OR p ) 2 , -N(R 6 ) 2 , -C(O)N(R 0 )-phenyl, -C(O)N(R 0 )-(lower alkylene which can be used by -CO 2 R 0 )-phenyl, -N(R 0 )C(O)-phenyl, -N(R 0 )C(O)-OR 0 , -N(R 0 )C(O)-O-(lower alkylene)-phenyl, -N(R 0 )S(O) 2 -phenyl, C 3-6 cycloalkyl, phenyl, naphthyl or the heterocyclic group, where phenyl, naphthyl and heterocyclic group specified in R a  can be substituted, R e : lower alkylene-CO 2 R 0 , phenyl, -S(O) 2 -phenyl or -S(O) 2 -(heterocyclic group), where phenyl and the heterocyclic group specified in R e  can be substituted, X: CH, A: C(R 7 ), R 7 : -H, or R 4  and R 7  together can form lower alkylene, where the substituted groups have the substituted specified in cl.1, and provided 7-(cyclohexylamino)-1-ethyl-6-fluor-4-oxo-1,4-dohydroquinoline-3-carbonitryl is excluded. Also, the invention refers to a pharmaceutical composition based on a compound of formula (I) and application of formula (I) for preparing a thrombocyte aggregation inhibitor or a P2Y12 inhibitor. 
     EFFECT: there are produced new quinol-4-one derivatives showing effective biological properties. 
     11 cl, 83 tbl, 71 ex