Patent ID: 6689772
Filing Date: 2004-02-10
Classification: C07D

Abstract:
A compound of Formula (I) represented by the structure: wherein:X is â€”NHâ€”, â€”NR5â€”, â€”Oâ€”, or â€”S(O)mâ€”; n is an integer of 0 or 1; m is an integer of 0 to 2; q is an integer of 0 to 5; p is an integer of 2 to 5; s is an integer of 0 to 5; r is an integer of 0 to 5; J is halogen; A is absent; T is N and Z is carbon; R1 is a heteroaryl ring having 6 atoms containing 1 to 3 heteroatoms, 1 of which is N, or particularly 1 or 2 heteroatoms which may be the same or different, selected from N, O and S wherein the heteroaryl ring may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”H, â€”J, â€”NO2, â€”NH2, â€”OH, â€”SH, â€”CN, â€”N3, â€”COOH, â€”CONH2, â€”NHC(O)NH2, â€”C(O)H, â€”CF3, â€”OCF3, â€”R5, â€”OR5, â€”NHR5, â€”Q, â€”S(O)mR5, â€”NHSO2R5, â€”R6OH, â€”R6OR5, â€”R6NH2, â€”R6NHR5, â€”R6Q, â€”R6SH, â€”R6S(O)mR5, â€”NHR7OH, â€”NHR7OR5, â€”N(R5)R7OH, â€”N(R5)R7OR5, â€”NHR7NH2, â€”NHR7NHR5, â€”NHR7Q, â€”N(R5)R7NH2, â€”N(R5)R7NHR5, â€”N(R5)R7Q, â€”OR7OH, â€”R7OR5, â€”OR7NH2, â€”OR7NHR5, â€”OR7Q, â€”OC(O)R5, â€”NHC(O)R5, â€”NHC(O)NHR5, â€”R6C(O)R5, â€”NHR6C(O)R5, â€”C(O)R5, â€”C(O)OR5, â€”C(O)NHR5, â€”C(O)Q, â€”R6C(O)H, â€”R6C(O)R5, â€”R6C(O)OH, â€”R6C(O)OR5, â€”R6C(O)NH2, â€”R6C(O)NHR5, â€”R6C(O)Q, â€”R6OC(O)R5, â€”R6OC(O)NH2, â€”R6OC(O)NHR5, â€”R6OC(O)Q and YR8 groups wherein Y is independently selected from â€”C(O)â€”, â€”C(O)Oâ€”, â€”OC(O)â€”, â€”C(O)NHâ€”, â€”NHC(O)â€”, â€”NHSO2â€”, â€”SO2NHâ€”, â€”C(OH)Hâ€”, â€”O(C(R9)2)qâ€”, â€”S(O)m(C(R9)2)qâ€”, â€”NH(C(R9)2)qâ€”, â€”NR10(C(R9)2)qâ€”, â€”(C(R9)2)qâ€”, â€”(C(R9)2)qOâ€”, â€”(C(R9)2)qS(O)mâ€”, â€”(C(R9)2)qNHâ€”, â€”(C(R9)2)qNR10â€”, â€”Câ‰¡Câ€”, cis and trans â€”CH&boxH;CHâ€” and cycloalkyl of 3 to 10 carbon atoms; Q is â€”NR5R5 and further provided that when each R5 is independently selected from alkyl and alkenyl, R5R5 may optionally be taken together with the nitrogen atom to which they are attached forming a heterocyclyl ring of 3 to 8 atoms, optionally containing 1 or 2 additional heteroatoms which may be the same or different selected from N, O and S; R2a, R2b, and R2c, are each, independently selected from â€”H, -aryl, â€”CH2aryl, â€”Oaryl, â€”S(O)maryl, â€”J, â€”NO2, â€”OH, â€”SH, â€”CN, â€”N3, â€”COOH, â€”CONH2, â€”NHC(O)NH2, â€”C(O)H, â€”CF3, â€”OCF3, â€”R5, â€”OR5, â€”S(O)mR5, â€”NHSO2R5, â€”R11, â€”OR11, â€”R6OH, â€”R6OR5, â€”R6SH, â€”R6S(O)mR5, â€”OR7OH, â€”OR7OR5, â€”OC(O)R5, â€”NHC(O)R5, â€”NHC(O)NHR5, â€”OR6C(O)R5, â€”NHR6C(O)R5, â€”C(O)R5, â€”C(O)OR5, â€”C(O)NHR5, â€”C(O)Q, â€”R6C(O)H, â€”R6C(O)R5, â€”R6C(O)OH, â€”R6C(O)OR5, â€”R6C(O)NH2, â€”R6C(O)NHR5, â€”R6C(O)Q, â€”R6OC(O)R5, â€”R6OC(O)NH2, â€”R6OC(O)NHR5, â€”R6OC(O)Q, â€”Gâ€”(C(R9)2)pâ€”R12, â€”(C(R9)2)qâ€”R12, G is â€”NHâ€”, â€”NR10â€”, â€”Oâ€” or â€”S(O)mâ€”; R3 is selected from alkenyl of 2 to 6 carbon atoms, optionally substituted with one or more of â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; alkynyl of 2 to 6 carbon atoms, optionally substituted with one or more of â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; aryl of 6 to 12 carbon atoms optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, (C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; a heteroaryl ring having 5 or 6 atoms containing 1 to 4 heteroatoms or particularly 1 or 2 heteroatoms which may be the same or different, selected from N, O and S where the heteroaryl ring may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; a bicyclic heteroaryl ring system having 8 to 20 atoms containing 1 to 4 heteroatoms which may be the same or different selected from N, O and S wherein the bicyclic heteroaryl ring system may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; R4 is selected from â€”(C(R9)2)rH, optionally substituted with one or more of â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; alkenyl of 2 to 6 carbon atoms, optionally substituted with one or more of â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, (C(R9)2)qOH, â€”(C(R9)2)qOR10, (C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; alkynyl of 2 to 6 carbon atoms, optionally substituted with one or more of â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; aryl of 6 to 12 carbon atoms optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; a heteroaryl ring having 5 or 6 atoms containing 1 to 4 heteroatoms or particularly 1 or 2 heteroatoms which may be the same or different, selected from N, O and S wherein the heteroaryl ring may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; a bicyclic heteroaryl ring system having 8 to 20 atoms containing 1 to 4 heteroatoms which may be the same or different selected from N, O and S wherein the bicyclic heteroaryl ring system may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”R10, â€”(C(R9)2)sR12, â€”CHO, 1,3-dioxolane, â€”NO2, â€”CN, â€”CO2H, â€”CONH2, â€”CO2R10, â€”CONHR10, â€”COR10, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qJ, â€”(C(R9)2)qNH2, â€”(C(R9)2)rH, â€”G(C(R9)2)pOR10, â€”G(C(R9)2)pR12, and â€”G(C(R9)2)pOH; R5 is a monovalent group independently selected from alkyl of 1 to 12 carbon atoms, preferred is 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, and alkynyl of 2 to 6 carbon atoms; R6 is a divalent group selected from alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, and alkynyl of 2 to 6 carbon atoms; R7 is a divalent alkyl group of 2 to 6 carbon atoms; R8 is a cycloalkyl ring of 3 to 10 carbon atoms that may optionally be substituted with one or more alkyl groups of 1 to 6 carbon atoms; aryl of 6 to 12 carbon atoms optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”H, -aryl, â€”CH2aryl, â€”NHaryl, â€”Oaryl, â€”S(O)maryl, â€”J, â€”NO2, â€”NH2, â€”OH, â€”SH, â€”CN, â€”N3, â€”COOH, â€”CONH2, â€”NHC(O)NH2, â€”C(O)H, â€”CF3, â€”OCF3, â€”R5, â€”OR5, â€”NHR5, â€”Q, â€”S(O)mR5, â€”NHSO2R5, â€”R11, â€”OR11, â€”NHR1, â€”R6OH, â€”R6OR5, â€”R6NH2, â€”R6NHR5, â€”R6Q, â€”R6SH, â€”R6S(O)mR5, â€”NHR7OH, â€”NHR7OR5, â€”N(R5)R7OH, â€”R6R12, â€”N(R5)R7OR5, â€”NHR7NH2, â€”NHR7NHR5, â€”NHR7Q, â€”N(R5)R7NH2, â€”N(R5)R7NHR5, â€”N(R5)R7Q, â€”OR7OH, â€”OR7OR5, â€”OR7NH2, â€”OR7NHR5, â€”OR7Q, â€”OC(O)R5, â€”NHC(O)R5, â€”NHC(O)NHR5, â€”OR6C(O)R5, â€”NHR6C(O)R5, â€”C(O)R5, â€”C(O)OR5, â€”C(O)NHR5, â€”C(O)Q, â€”R6C(O)H, â€”R6C(O)R5, â€”R6C(O)OH, â€”R6C(O)OR5, â€”R6C(O)NH2, â€”R6C(O)NHR5, â€”R6C(O)Q, â€”R6OC(O)R5, â€”R6OC(O)NH2, â€”R6OC(O)NHR5 and â€”R6OC(O)Q; a heteroaryl ring having 5 or 6 atoms containing 1 to 4 heteroatoms or particularly 1 or 2 heteroatoms which may be the same or different, selected from N, O and S wherein the heteroaryl ring may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”H, -aryl, â€”CH2aryl, â€”NHaryl, â€”Oaryl, â€”S(O)maryl, â€”J, â€”NO2, â€”NH2, â€”OH, â€”SH, â€”CN, â€”N3, â€”COOH, â€”CONH2, â€”NHC(O)NH2, â€”C(O)H, â€”CF3, â€”OCF3, â€”R5, â€”OR5, â€”NHR5, â€”Q, â€”S(O)mR5, â€”NHSO2R5, â€”R11, â€”OR11, â€”NHR11, â€”R6OH, â€”R6OR5, â€”R6NH2, â€”R6NHR5, â€”R6Q, â€”R6SH, â€”R6S(O)mR5, â€”NHR7OH, â€”NHR7OR5, â€”N(R5)R7OH, â€”N(R5)R7OR5, â€”NHR7NH2, â€”NHR7NHR5, â€”NHR7Q, â€”N(R5)R7NH2, â€”N(R5)R7NHR5, â€”N(R5)R7Q, â€”OR7OH, â€”OR7OR5, â€”OR7NH2, â€”OR7NHR5, â€”OR7Q, â€”OC(O)R5, â€”NHC(O)R5, â€”R6R12, â€”NHC(O)NHR5, â€”OR6C(O)R5, â€”NHR6C(O)R5, â€”C(O)R5, â€”C(O)OR5, â€”C(O)NHR5, â€”C(O)Q, â€”R6C(O)H, â€”R6C(O)R5, â€”R6C(O)OH, â€”R6C(O)OR5, â€”R6C(O)NH2, â€”R6C(O)NHR5, â€”R6C(O)Q, â€”R6OC(O)R5, â€”R6OC(O)NH2, â€”R6OC(O)NHR5 and â€”R6OC(O)Q; a bicyclic heteroaryl ring system having 8 to 20 atoms containing 1 to 4 heteroatoms which may be the same or different selected from N, O and S wherein the bicyclic heteroaryl ring system may be optionally substituted with 1 to 4 substituents which may be the same or different selected from â€”H, -aryl, â€”CH2aryl, â€”NHaryl, â€”Oaryl, â€”S(O)maryl, â€”J, â€”NO2, â€”NH2, â€”OH, â€”SH, â€”CN, â€”N3, â€”COOH, â€”CONH2, â€”NHC(O)NH2, â€”C(O)H, â€”CF3, â€”OCF3, â€”R5, â€”OR5, â€”NHR5, â€”Q, â€”S(O)mR5, â€”NHSO2R5, â€”R11, â€”OR11, â€”NHR11, â€”R6OH, â€”R6OR5, â€”R6NH2, â€”R6NHR5, â€”R6Q, â€”R6SH, â€”R6R12, â€”R6S(O)mR5, â€”NHR7OH, â€”NHR7OR5, â€”N(R5)R7OH, â€”N(R5)R7OR5, â€”NHR7NH2, â€”NHR7NHR5, â€”NHR7Q, â€”N(R5)R7NH2, â€”N(R5)R7NHR5, â€”N(R5)R7Q, â€”OR7OH, â€”OR7OR5, â€”OR7NH2, â€”OR7NHR5, â€”OR7Q, â€”OC(O)R5, â€”NHC(O)R5, â€”NHC(O)NHR5, â€”OR6C(O)R5, â€”NHR6C(O)R5, â€”C(O)R5, â€”C(O)OR5, â€”C(O)NHR5, â€”C(O)Q, â€”R6C(O)H, â€”R6C(O)R5, â€”R6C(O)OH, â€”R6C(O)OR5, â€”R6C(O)NH2, â€”R6C(O)NHR5, â€”R6C(O)Q, â€”R6OC(O)R5, â€”R6OC(O)NH2, â€”R6OC(O)NHR5 and â€”R6OC(O)Q; R9 is independently â€”H, â€”F or â€”R5; R10 is an alkyl group of 1 to 12 carbon atoms, preferred is 1 to 6 carbon atoms; R11 is a cycloalkyl group of 3 to 10 carbon atoms; R12 is â€”N(O)nR13R14 or â€”N+(R10R13R14)Jâˆ’; provided that when R12 is N(O)nR13R14 and n is 1, R13 or R14 are not H; R13 and R14 are independently selected from a group consisting of â€”H, â€”R5, â€”R11, â€”(C(R9)2)qaryl-R15, â€”(C(R9)2)qheteroaryl-R15, â€”(C(R9)2)qheterocyclyl-R15, â€”(C(R9)2)pOR16, â€”(C(R9)2)pNR16R17, â€”(C(R9)2)pS(O)mR16, â€”(C(R9)2)pCO2R16, â€”(C(R9)2)pC(O)NHR16 and â€”(C(R9)2)pC(O)R15; further provided that R13 and R14 may optionally be taken together with the nitrogen to which they are attached forming a heterocyclyl, heteroaryl or bicyclyl heteroaryl ring optionally substituted on either nitrogen or carbon by one or more selected from the group, â€”R5, â€”R11, â€”(C(R9)2)qarylR15, â€”(C(R9)2)qheteroarylR15, â€”(C(R9)2)qheterocyclyl-R15, â€”(C(R9)2)qCO2R16, â€”(C(R9)2)qC(O)NHR16, and â€”(C(R9)2)qC(O)R15; or optionally substituted on carbon by â€”F, â€”(C(R7)2)qOR16, â€”(C(R7)2)qNR16R17, and â€”(C(R9)2)qS(O)mR16; or optionally substituted on nitrogen by â€”(C(R9)2)pOR16, â€”(C(R9)2)pNR16R17, and â€”(C(R9)2)pS(O)mR16; R15 is independently selected from a group consisting of â€”H, â€”R5, â€”R11, â€”(C(R9)2)qaryl, â€”(C(R9)2)qheteroaryl, â€”(C(R9)2)qheterocyclyl, â€”(C(R9)2)qOH, â€”(C(R9)2)qOR10, â€”(C(R9)2)qNH2, â€”(C(R9)2)qNHR10, â€”(C(R9)2)qR10, â€”(C(R9)qS(O)mR10, â€”(C(R9)2)qCO2R10, â€”(C(R9)2)qCONHR10, â€”(C(R9)2)qCONR10R10, â€”(C(R9)2)qCOR10, â€”(C(R9)2)qCO2H, and â€”(C(R9)2)qCONH2; R16 and R17 are independently selected from a group consisting of â€”H, â€”R5, â€”R11, â€”(C(R9)2)qaryl, â€”(C(R9)2)qheteroaryl, â€”(C(R9)2)qheterocyclyl, â€”(C(R9)2)pOH, â€”(C(R9)2)pOR10, â€”(C(R9)2)pNH2, â€”(C(R9)2)pNHR10, â€”(C(R9)2)pNR10R10, â€”(C(R9)2)pS(O)mR10, â€”(C(R9)2)pCO2R10, â€”(C(R9)2)pCONHR10, â€”(C(R9)2)pCONR10R10, â€”(C(R9)2)pCOR10, â€”(C(R9)2)pCO2H, and â€”(C(R9)2)pCONH2; R18 is independently selected from the group consisting of â€”H, -aryl, â€”R5, â€”R6NH2, â€”R6NHR5 and â€”R6Q; provided that, the 7-position is substituted, or a pharmaceutically acceptable salt thereof.