Patent ID: 6730681
Filing Date: 2004-05-04
Classification: A61P,C07D

Abstract:
A compound of formula I, or a pharmaceutically acceptable salt thereof: wherein:Y represents hydrogen or C1-6 alkyl; and Z represents C1-6 alkyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, C6-8 bicycloalkyl, phenyl, naphthyl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, diazepanyl, pyridinyl, quinolinyl, isoquinolinyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinoxalinyl, furyl, benzofuryl, dibenzofuryl, thienyl, benzthienyl, pyrrolyl, indolyl, pyrazolyl, indazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, benzimidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, C2-7 alkoxycarbonyl or di(C1-6)alkylamino, which groups are unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7, cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6alkylamino(C1-6alkyl, di(C1-6)alkylamino-carbonyl(C1-6)alkyl, N-(C1-6)alkylpiperidinyl, pyrrolidinyl(C1-6)alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alkyl and imidazolyl(C1-6)alkyl; or Y and Z are taken together with the two intervening carbon atoms to form a ring selected from C5-9 cycloalkenyl, C6-10 bicycloalkenyl, tetrahydropyridinyl, pyridinyl and phenyl, any of which rings may be benzo-fused, or unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7 cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6)alkylamino(C1-6)alkyl, di(C1-6)alkylamino-carbonyl(C1-6)alkyl, N-(C1-6)alkylpiperidinyl, pyrrolidinyl(C1-6alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alkyl and imidazolyl(C1-6)alkyl; R1 represents C3-7 cycloalkyl, phenyl, furyl, thienyl or pyridinyl, which groups may be unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7 cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6alkylamino(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, N-(C1-6)alkylpiperidinyl, pyrrolidinyl(C1-6)alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alkyl and imidazolyl(C1-6)alkyl; R2 represents hydrogen, C1-6 alkyl, hydroxy(C1-6)alkyl or C1-6 alkoxy(C1-6)alkyl; and R3 represents C1-6 alkyl, C3-7 cycloalkyl(C1-6)alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, diazepanyl, furylmethyl, furylethyl, thienylmethyl, thienylethyl, pyrazolylmethyl, oxazolylmethyl, oxazolylethyl, isoxazolylmethyl, thiazolylmethyl, thiazolylethyl, imidazolylmethyl, imidazolylethyl, benzimidazolylmethyl, oxadiazolylmethyl, oxadiazolylethyl, thiadiazolylmethyl, thiadiazolylethyl, triazolylmethyl, triazolylethyl, tetrazolylmethyl, tetrazolylethyl, pyridinylmethyl, pyridinylethyl, pyridazinylmethyl, pyrimidinylmethyl, pyrazinylmethyl, quinolinylmethyl, isoquinolinylmethyl or quinoxalinylmethyl, any of which groups are unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7 cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6)alkylamino(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, N-(C1-6)alkylpiperidinyl, pyrrolidinyl(C1-6)alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alky and imidazolyl(C1-6)alkyl; R2 and R3 are taken together with the intervening nitrogen atom to form a ring of formula (a), (b), (c), (d), (e), (f), (g), (h), (j) or (k): wherein:X represents oxygen, sulphur, Nâ€”R5 or CR6R7; R4 represents hydrogen, C1-6 alkyl, phenyl, naphthyl, C2-7 alkoxycarbonyl, phenyl(C1-6)alkoxy(C1-6)alkyl or naphthyl(C1-6)alkoxy(C1-6)alkyl; R5 represents hydrogen, C1-6 alkyl, di(C1-6)alkylamino(C1-6)alkyl, C2-6 alkenyl, C3-7 cycloalkyl(C1-6)alkyl, phenyl, naphthyl, azetidinyl(C1-6)alkyl, pyrrolidinyl(C1-6)alkyl, piperidinyl(C1-6)alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, thiomorpholiny(C1-6)alkyl, diazepanyl(C1-6)alkyl, pyridinyl, quinolinyl, isoquinolinyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinoxalinyl, furyl, benzofuryl, dibenzofuryl, thienyl, benzthienyl, pyrrolyl, indolyl, pyrazolyl, indazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, benzimidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, C2-7 alkylcarbonyl or C2-7 alkoxycarbonyl; R6 represents hydrogen, halogen, hydroxy, C1-6 alkoxy, di(C1-6)alkylamino, C2-7 alkoxycarbonyl, a azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or diazepanyl group which may be phenyl fused and which is unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7 cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6alkylamino(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, N-(C1-6alkylpiperidinyl, pyrrolidinyl(C1-6)alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alkyl and imidazolyl(C1-6)alkyl; and R7 represents hydrogen, C1-6 alkyl, or phenyl, naphthyl, phenyl(C1-6)alkyl or naphthyl(C1-6)alkyl group which is unsubstituted or substituted with one or more substituents selected from: C1-6alkyl, phenyl(C1-6)alkyl, naphthyl(C1-6)alkyl, pyridyl(C1-6)alkyl, halogen, halo(C1-6)alkyl, cyano, cyano(C1-6)alkyl, hydroxy, hydroxymethyl, C1-6alkoxy, C3-7 cycloalkyl(C1-6)alkoxy, C3-7 cycloalkoxy, amino(C1-6)alkyl, di(C1-6)alkylamino(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, N-(C1-6)alkylpiperidinyl, pyrrolidinyl(C1-6alkyl, piperazinyl(C1-6)alkyl, morpholinyl(C1-6)alkyl, di(C1-6)alkylmorpholinyl(C1-6)alkyl and imidazolyl(C1-6)alkyl.