Patent ID: 7511038
Filing Date: 2009-03-31
Classification: A61P,C04B,C07D

Abstract:
1. A pyridazinone derivative of formula (I) wherein R a hydrogen atom; a group chosen from acyl, alkoxycarbonyl, carbamoyl, monoalkylcarbamoyl and dialkylcarbamoyl; an alkyl, alkenyl or alkynyl group, wherein the alkyl, alkenyl or alkynyl group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, alkoxy, aryloxy, alkylthio, arylthio, oxo, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, carbamoyl and mono- and di-alkylcarbamoyl groups; an aryl or heteroaryl group, wherein the aryl or heteroaryl group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, hydroxyalkyl, hydroxycarbonyl, alkoxy, alkylenedioxy, alkoxycarbonyl, aryloxy, acyl, acyloxy, alkylthio, arylthio, amino, nitro, cyano, mono- and di-alkylamino, acylamino, carbamoyl, mono- and di-alkylcarbamoyl, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; a saturated or unsaturated heterocyclic group, wherein the saturated or unsaturated heterocyclic group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, hydroxyalkyl, hydroxycarbonyl, alkoxy, alkylenedioxy, alkoxycarbonyl, aryloxy, acyl, acyloxy, alkylthio, arylthio, oxo, amino, nitro, cyano, mono- and di-alkylamino, acylamino, carbamoyl, mono- and di-alkylcarbamoyl, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; or a group of formula wherein n is an integer from 0 to 4 and R 6 represents: a cycloalkyl or cycloalkenyl group; an aryl group, which is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, hydroxy, alkoxy, alkylenedioxy, alkylthio, amino, mono- and di-alkylamino, nitro, acyl, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, cyano, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; or a 3- to 7-membered ring comprising from 1 to 4 heteroatoms chosen from nitrogen, oxygen and sulphur, which ring is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, hydroxy, alkoxy, alkylenedioxy, amino, mono- and di-alkylamino, nitro, cyano and trifluoromethyl groups; R a hydrogen atom; a group chosen from acyl, alkoxycarbonyl, carbamoyl, monoalkylcarbamoyl and dialkylcarbamoyl; an alkyl, alkenyl or alkynyl group, wherein the alkyl, alkenyl or alkynyl group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, alkoxy, hydroxycarbonyl, alkoxycarbonyl, aryloxy, alkylthio, arylthio, oxo, amino, mono- and di-alkylamino, acylamino, carbamoyl, and mono- and di-alkylcarbamoyl groups; an aryl or heteroaryl group, wherein the aryl or heteroaryl group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, hydroxyalkyl, hydroxycarbonyl, alkoxy, alkylenedioxy, alkoxycarbonyl, aryloxy, acyl, acyloxy, alkylthio, arylthio, amino, nitro, cyano, mono- and di-alkylamino, acylamino, carbamoyl, mono- and di-alkylcarbamoyl, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; a saturated or unsaturated heterocyclic group, wherein the saturated or unsaturated heterocyclic group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, hydroxyalkyl, hydroxycarbonyl, alkoxy, alkylenedioxy, alkoxycarbonyl, aryloxy, acyl, acyloxy, alkylthio, arylthio, oxo, amino, nitro, cyano, mono- and di-alkylamino, acylamino, carbamoyl, mono- and di-alkylcarbamoyl, difluoromethyl, trifluoromethyl, difluoromethoxy and trifluoromethoxy groups; or a group of formula wherein n is an integer from 0 to 4 and R 6 represents: a cycloalkyl or cycloalkenyl group; an aryl group, which is optionally substituted by one or more substituents chosen from halogen atoms and alkyl, hydroxy, alkoxy, alkylenedioxy, alkylthio, amino, mono- and di-alkylamino, nitro, acyl, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, cyano, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; or a 3- to 7-membered ring comprising from 1 to 4 heteroatoms chosen from nitrogen, oxygen and sulphur, which ring is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, hydroxy, alkoxy, alkylenedioxy, amino, mono- and di-alkylamino, nitro, cyano, and trifluoromethyl groups; R halogen atoms; alkyl and alkylene groups, wherein the alkyl and alkylene groups are optionally substituted by one or more substituents chosen from halogen atoms, phenyl, hydroxy, alkoxy, aryloxy, alkylthio, arylthio, oxo, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, and mono- and di-alkylcarbamoyl groups; and phenyl, hydroxy, hydroxyalkyl, alkoxy, cycloalkoxy, nitro, cyano, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, alkylsulfamoyl, acyl, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, ureido, N′-alkylureido, N′, N′-dialkylureido, alkylsulfamido, aminosulfonyl, mono- and di-alkylaminosulfonyl, difluoromethoxy, and trifluoromethoxy groups; R a hydrogen atom; a hydroxy, alkoxy, amino, monoalkylamino, dialkylamino or cyano group; an alkyl, alkenyl or alkynyl group, wherein the alkyl, alkenyl or alkynyl group is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, acyloxy, alkoxy, aryloxy, alkylthio, arylthio, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, alkoxyimino, carbamoyl, and mono- and di-alkylcarbamoyl groups; or a group of formula wherein n is an integer from 0 to 4 and R 6 represents: a cycloalkyl or cycloalkenyl group; an aryl group, which is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, hydroxy, alkoxy, alkylenedioxy, alkylthio, amino, mono- and di-alkylamino, nitro, acyl, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, cyano, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; or a 3- to 7-membered ring comprising from 1 to 4 heteroatoms chosen from nitrogen, oxygen and sulphur, which ring is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, phenyl, alkoxyphenyl, halophenyl, pyridyl, alkoxycarbonyl, hydroxy, alkoxy, alkylenedioxy, amino, mono- and di-alkylamino, nitro, cyano, and trifluoromethyl groups; R halogen atoms; alkyl and alkenyl groups, wherein the alkyl and alkenyl groups are optionally substituted by one or more substituents chosen from halogen atoms, phenyl, hydroxy, hydroxyalkyl, alkoxy, aryloxy, alkylthio, arylthio, oxo, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl groups; and phenyl, hydroxy, alkylenedioxy, alkoxy, cycloalkyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylsulfamoyl, amino, mono- and di-alkylamino, acylamino, nitro, acyl, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, ureido, N′-alkylureido, N′,N′-dialkylureido, alkylsulfamido, aminosulfonyl, mono- and di-alkylaminosulfonyl, cyano, difluoromethoxy, and trifluoromethoxy groups; wherein R an alkyl, which is optionally substituted by one or more substituents chosen from halogen atoms, hydroxy, alkoxy, aryloxy, alkylthio, arylthio, oxo, amino, mono- and di-alkylamino, acylamino, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, and mono- and di-alkylcarbamoyl groups, or a group of formula wherein n is an integer from 0 to 4 and R 6 represents: a cycloalkyl or cycloalkenyl group; an aryl group, which is optionally substituted by one or mote substituents chosen from halogen atoms, alkyl, hydroxy, alkoxy, alkylenedioxy, alkylthio, amino, mono- and di-alkylamino, nitro, acyl, hydroxycarbonyl, alkoxycarbonyl, carbamoyl, mono- and di-alkylcarbamoyl, cyano, trifluoromethyl, difluoromethoxy, and trifluoromethoxy groups; or a 3- to 7-membered ring comprising from 1 to 4 heteroatoms chosen from nitrogen, oxygen and sulphur, which ring is optionally substituted by one or more substituents chosen from halogen atoms, alkyl, phenyl, alkoxyphenyl, halophenyl, pyridyl, alkoxycarbonyl, hydroxy, alkoxy, alkylenedioxy, amino, mono- and di-alkylamino, nitro, cyano, and trifluoromethyl groups; or a salt thereof, or a N-oxide thereof with the proviso that when R 1 is methyl, R 2 is H, and both R 3 and R 5 are phenyl then R 4 is not a 1-hydroxyethyl group.