Patent ID: 6730671
Filing Date: 2004-05-04
Classification: A61P,C07C,C07D

Abstract:
A compound of formula (I): wherein:A is â€”C(Y)â€” or â€”SO2â€”Y is O, S or NRa wherein Ra is selected from the group consisting of H, alkyl, aryl, alkoxy, aryloxy, alkylamino and arylamino; R1 is piperidinyl; R2 is H or alkyl; R3 is H, alkyl, cycloalkyl, aryl, heterocyclyl or heteroaryl, wherein R3 is unsubstituted or substituted by one or more groups of the formula Rd; Rd is selected from the group consisting of alkyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, alkoxy, aryloxy, arylalkoxy, alkoxycarbonyl, aryloxycarbonyl, alkanoyl, aroyl, alkanoyloxy, aroyloxy, carbamoyl wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl, alkanoylamino, aroylamino, alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, ureido wherein either nitrogen atom is unsubstituted or independently substituted by alkyl, aryl, heterocyclyl or heteroaryl, alkoxycarbonylamino, aryloxycarbonylamino, alkylcarbamoyloxy, arylcarbamoyloxy, alkylsulfonylamino, arylsulfonylamino, alkylaminosulfonyl, arylaminosulfonyl, amino wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl, halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidino, Rd is unsubstituted or substituted by one or more Re; Re is selected from the group consisting of alkyl, cycloalkyl, aryl, arylalkyl, alkoxy, aryloxy, arylalkoxy, alkanoyl, aroyl, amino, halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidino; R4 is H or alkyl; R5 is H, alkyl or cycloalkyl; R6 is H, alkyl, cycloalkyl, aryl, heterocyclyl or heteroaryl, wherein R6 is unsubstituted or substituted by one or more groups of the formula Rf; Rf is selected from the group consisting of alkyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, alkoxy, aryloxy, alkanoyl, aroyl, arylalkoxy, heteroarylalkoxy, alkoxycarbonyl, aryloxycarbonyl, alkanoyloxy, aroyloxy, carbamoyl wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl, alkanoylamino, aroylamino, alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylalkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, ureido wherein either nitrogen atom is unsubstituted or independently substituted by alkyl, aryl, heterocyclyl or heteroaryl, alkoxycarbonylamino, aryloxycarbonylamino, alkylcarbamoyloxy, arylcarbamoyloxy, alkylsulfonylamino, arylsulfonylamino, alkylaminosulfonyl, arylaminosulfonyl, amino wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl, halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidino, Rf is unsubstituted or substituted by one or more Rg; Rg is selected from the group consisting of alkyl, cycloalkyl, aryl unsubstituted or substituted by halogen, C1-5alkyl or C1-5alkoxy, heterocyclyl, heteroaryl, alkoxy, aryloxy, arylalkoxy, alkoxycarbonyl, aryloxycarbonyl, alkanoyloxy, aroyloxy, carbamoyl wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl; alkanoylamino, aroylamino, alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, ureido wherein either nitrogen atom is unsubstituted or independently substituted by alkyl, aryl, heterocyclyl or heteroaryl; alkoxycarbonylamino, aryloxycarbonylamino, alkylcarbamoyloxy, arylcarbamoyloxy, alkylsulfonylamino, arylsulfonylamino, alkylaminosulfonyl, arylaminosulfonyl, amino wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by alkyl, aryl, heterocyclyl or heteroaryl; halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidino; or R5 together with R6 form a 3 to 6 membered carbocyclic ring, the carbocyclic ring being unsubstituted or substituted with one or more Rh; Rh is selected from the group consisting of alkyl, aryl, alkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, carbamoyl wherein the nitrogen atom is unsubstituted or mono or di-substituted by alkyl, cycloalkyl, aryl, arylalkyl, heterocyclyl or heteroaryl; halogen, hydroxy, carboxy and cyano; R7 is R8-C(Z)â€”; wherein Z is O, S, or NRi wherein Ri is selected from the group consisting of H, alkyl, aryl, alkoxy, aryloxy and hydroxy; R8 is a heteroaryl ring selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, indolizinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, indazolyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolizinyl, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, pteridinyl, carbazolyl, acridinyl and phenazinyl, wherein any of the above R8 can be unsubstituted or substituted by one or more Rj; Rj is selected from the group consisting of C1-8alkyl, C3-7cycloalkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl; heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl, and phenoxyazinyl; arylC1-8alkyl, C1-8alkoxy, aryloxy, arylC1-8alkoxy, C1-8alkoxycarbonyl, aryloxycarbonyl, C1-8alkanoyloxy, aroyloxy, carbamoyl wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by C1-8alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, or heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxyazinyl, C1-8alkanoylamino, aroylamino, C1-8alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylC1-8alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, ureido wherein either nitrogen atom is unsubstituted or independently substituted by C1-8alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, or heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxazinyl, alkoxycarbonylamino, aryloxycarbonylamino, C1-8alkylcarbamoyloxy, arylcarbamoyloxy,, alkylsulfonylamino, arylsulfonylamino, alkylaminosulfonyl, arylaminosulfonyl, amino wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by C1-8 alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, or heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxyazinyl, halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidine, Rj is unsubstituted or substituted by one or more Rk; Rk is selected from the group consisting of C1-8alkyl, C3-7 cycloalkyl, aryl, heterocyclyl, selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxyazinyl, C1-8 alkoxy, aryloxy, arylC1-8alkoxy, C1-8alkoxycarbonyl, aryloxycarbonyl, C1-8alkanoyloxy, aroyloxy, carbamoyl wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by C1-8alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, or heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxyazinyl, alkanoylamino, aroylamino, C1-8alkylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, arylthio wherein the sulfur atom is unoxidized or oxidized to a sulfoxide or sulfone, ureido wherein either nitrogen atom is unsubstituted or independently substituted by C1-8alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinylor heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxazinyl, C1-8alkoxycarbonylamino, aryloxycarbonylamino, arylC1-8arylalkoxycarbonylamino, arylalkoxycarbonylaminoalkylC1-8alkyl, C1-8 alkylcarbamoyloxy, arylcarbamoyloxy, C1-8alkylsulfonylamino, arylsulfonylamino, C1-8alkylaminosulfonyl, arylaminosulfonyl, amino wherein the nitrogen atom is unsubstituted or independently mono or di-substituted by C1-8alkyl, aryl, heterocyclyl selected from the group consisting of pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl and indolinyl, or heteroaryl selected from the group consisting of furanyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, benzimidazolyl, benzthiazolyl, benzoxazolyl, purinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenothiazinyl and phenoxazinyl, halogen, hydroxy, oxo, carboxy, cyano, nitro, amidino and guanidino; and X is O; or the pharmaceutically acceptable salts, esters, tautomers, individual isomers and mixtures of isomers thereof;with the proviso that when R6 is alkyl the alkyl must be substituted with Rf wherein Rf is not hydroxy, sulfhydryl or halogen.