Patent ID: 6313310
Filing Date: 2001-11-06
Classification: C07D

Abstract:
A compound having the formula ##STR113##or prodrugs or of compounds of formula I, or the pharmaceutically acceptable salts of all of the foregoing compounds, wherein:R.sup.1 is selected from the group consisting oflower alkyl that is substituted by the group consisting of aryl, aryloxy, heteroaryl, heteroaryloxy, substituted aryl, substituted aryloxy, substituted heteroaryl, substituted heteroaryloxy, lower alkyl that is substituted by the group consisting of aryl, aryloxy, heteroaryl, heteroaryloxy, substituted aryl, substituted aryloxy, substituted heteroaryl, and substituted heteroaryloxy, and also by the group consisting of R.sup.13, perfluoroalkyl, cycloalkyl which is unsubstituted or substituted by the group consisting of lower alkyl and R.sup.13, and heterocycle which is unsubstituted or substituted by the group consisting of lower alkyl and R.sup.13,and wherein the substitutents on the substituted aryl, substituted aryloxy, substituted heteroaryl, and substituted heteroaryloxy are selected from the group consisting ofR.sup.13,lower alkyl which is unsubstituted or substituted by R.sup.13,cycloalkyl which is unsubstituted or substituted by R.sup.13, andheterocycle which is unsubstituted or substituted by R.sup.13 ;aryl which is unsubstituted or substituted by the group consisting ofR.sup.13,perfluoroalkyl,lower alkyl which is unsubstituted or substituted by R.sup.13,cycloalkyl which is unsubstituted or substituted by R.sup.13, andheterocycle which is unsubstituted or substituted by R.sup.13 ; andheteroaryl which is unsubstituted or substituted by the group consisting ofR.sup.13,perfluoroalkyl,lower alkyl which is unsubstituted or substituted by R.sup.13,cycloalkyl which is unsubstituted or substituted by R.sup.13, andheterocycle which is unsubstituted or substituted by R.sup.13 ;R.sup.2 is selected from the group consisting of--H,--OR.sup.4,--OCOR.sup.4,--COR.sup.4,--COOR.sup.4,--CONR.sup.6 R.sup.7,--NR.sup.6 R.sup.7,halogen,--NO.sub.2,--CN,--SO.sub.2 R.sup.4,--SO.sub.2 NR.sup.6 R.sup.7,--perfluoroalkyl, and--lower alkyl which is unsubstituted or substituted by --OR.sup.8 or --NR.sup.6 R.sup.7 ;R.sup.3 is selected from the group consisting of--H,--OR.sup.4,--COR.sup.4,--COOR.sup.4,--CONR.sup.6 R.sup.7,halogen,--CN--NR.sup.6 R.sup.7,--perfluoroalkyl, andlower alkyl which is unsubstituted or substituted by --OR.sup.8 or --NR.sup.6 R.sup.7 ;R.sup.4 is selected from the group consisting of--H,lower alkyl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.6 R.sup.7, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,cycloalkyl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.6 R.sup.7, lower alkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,heterocycle which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.6 R.sup.7, lower alkyl, cycloalkyl, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,aryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.6 R.sup.7, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, --SO.sub.2 NR.sup.8 R.sup.9, and halogen,heteroaryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.6 R.sup.7, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8 --SO.sub.2 NR.sup.8 R.sup.9, and halogen;R.sup.5 is selected from the group consisting of--H,--COR.sup.8,--CONR.sup.8 R.sup.9, and--lower alkyl which is unsubstituted or substituted by the group consisting of --OR.sup.9, --NR.sup.9 R.sup.10, --N(COR.sup.9)R.sup.10, --COR.sup.9, --CONR.sup.9 R.sup.10, --SR.sup.9 and --COOR.sup.9 ;R.sup.6 and R.sup.7 are each independently selected from the group consisting of--H,--COR.sup.8,--COOR.sup.8,--CONR.sup.8 R.sup.9,--SO.sub.2 R.sup.8,--SO.sub.2 NR.sup.8 R.sup.9,lower alkyl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --NR.sup.8 R.sup.9, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, --SO.sub.2 NR.sup.8 R.sup.9,cycloalkyl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,heterocycle which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,aryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9, andheteroaryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,cycloalkyl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,heterocycle which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,aryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9,heteroaryl which is unsubstituted or substituted by the group consisting of --OR.sup.5, --COOR.sup.8, --COR.sup.8, --CONR.sup.8 R.sup.9, --NR.sup.8 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.8, and --SO.sub.2 NR.sup.8 R.sup.9, and--NR.sup.6 R.sup.7 can form a ring having 3 to 7 atoms, said ring not including any additional hetero atoms or including one or more additional hetero atoms and being unsubstituted or substituted by the group consisting of lower alkyl, --OR.sup.5, --COR.sup.8, --COOR.sup.8, --CONR.sup.8 R.sup.9, and --NR.sup.5 R.sup.9 ;R.sup.8 is selected from the group consisting of--H,lower alkyl which is unsubstituted or substituted by the group consisting of cycloalkyl, heterocycle, aryl, heteroaryl, --OR.sup.9, --NR.sup.9 R.sup.10, and --N(COR.sup.9)R.sup.10,aryl which is unsubstituted or substituted by the group consisting of --OR.sup.9, --COOR.sup.9, --COR.sup.9, --CONR.sup.10 R.sup.9, --NR.sup.10 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.9, and --SO.sub.2 NR.sup.10 R.sup.9,heteroaryl which is unsubstituted or substituted by the group consisting of --OR.sup.9, --COOR.sup.9, --COR.sup.9, --CONR.sup.10 R.sup.9, --NR.sup.10 R.sup.9, lower alkyl, cycloalkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.9, and --SO.sub.2 NR.sup.10 R.sup.9,cycloalkyl which is unsubstituted or substituted by the group consisting of --OR.sup.9, --COOR.sup.9, --COR.sup.9, --CONR.sup.10 R.sup.9, --NR.sup.10 R.sup.9, lower alkyl, heterocycle, --CN, --NO.sub.2, --SO.sub.2 R.sup.9, and --SO.sub.2 NR.sup.10 R.sup.9,heterocycle which is unsubstituted or substituted by the group consisting of --OR.sup.9, --COOR.sup.9, --COR.sup.9, --CONR.sup.10 R.sup.9, --NR.sup.10 R.sup.9, lower alkyl, cycloalkyl, --CN, --NO.sub.2, --SO.sub.2 R.sup.9, and --SO.sub.2 NR.sup.10 R.sup.9 ;R.sup.9 and R.sup.10 are each independently selected from the group consisting of--H and lower alkyl;R.sup.13 is selected from the group consisting ofhalogen,--OCOR.sup.4,--COR.sup.4--COOR.sup.4,--CONR.sup.6 R.sup.7,--NO.sub.2,--NR.sup.6 R.sup.7--CN,--SO.sub.2 R.sup.4, and--SO.sub.2 NR.sup.6 R.sup.7 ;X is selected from the group consisting of--N-- and --C--; anda is or is not a bond.