Patent ID: 6552225
Filing Date: 2003-04-22
Classification: A61P,C07C,C07D

Abstract:
A compound of formula (I): wherein:R1 and R2 are each selected independently from hydrogen, phenyl optionally substituted by one or more Q, naphthyl optionally substituted by one or more Q, C3-6cycloalkyl optionally substituted by one or more Q, C2-6alkenyl, C2-6alkynyl, C1-6alkyl optionally substituted by one or more Q, R8Tâ€”, R9C1-6alkylTâ€” and a heterocyclic group optionally substituted on a ring carbon by one or more Q and wherein if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D, or R1 and R2 together with the nitrogen atom to which they are attached form a group Het which is optionally substituted on a ring carbon by one or more Q and wherein if group Het contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; R3 and R4 are independently Ckalkyl optionally substituted by 1 to 2k+1 atoms selected from fluoro and chloro wherein k is 1-3; or R3 and R4 together with the carbon atom to which they are attached, form a Cmcycloalkyl ring optionally substituted by 1 to 2m-2 fluorine atoms wherein m is 3-5; R5 is hydrogen, C1-6alkyl, haloC1-6alkyl, C1-6alkoxy, haloC1-6alkoxy, cyano, nitro, C2-6alkenyloxy, trifluoromethylthio, halo, hydroxy, amino, Nâ€”(C1-6alkyl)amino, Nâ€”(C1-6alkyl)2amino, C1-6alkanoylamino, C1-6alkanoyl(Nâ€”C1-6alkyl)amino, C1-6alkylsulphonylamino, C1-6alkylsulphonyl(Nâ€”C1-6alkyl)amino, thiol, C1-6alkylsulphanyl, C1-6alkylsulphinyl, C1-6alkylsulphonyl, sulphamoyl, Nâ€”(C1-6alkyl)aminosulphonyl, Nâ€”(C1-6alkyl)2aminosulphonyl, carboxy, carbamoyl, Nâ€”(C1-6alkyl)carbamoyl, Nâ€”(C1-6alkyl)2carbamoyl, C1-6alkoxycarbonyl, formyl, C1-6alkanoyl, C1-6alkanoyloxy, C2-6alkenyl or C2-6alkynyl; R6 is hydrogen or Q; R7 is hydrogen, trifluoromethyl, C1-4alkyl, halo, hydroxy, trifluoromethoxy, cyano, C1-4alkoxy, formyl, C1-4alkanoyl, C1-4alkanoyloxy, amino, Nâ€”(C1-4alkyl)amino, Nâ€”(C1-4alkyl)2amino, C1-4alkanoylamino, C1-4alkanoyl(Nâ€”C1-4alkyl)amino, nitro, carboxy, carbamoyl, ureido, C1-4alkoxycarbonyl, thiol, C1-4alkylsulphanyl, C1-4alkylsulphinyl, C1-4alkylsulphonyl, sulphamoyl, Nâ€”(C1-4alkyl)aminosulphonyl, Nâ€”(C1-4alkyl)2aminosulphonyl, Nâ€²â€”(C1-4alkyl)ureido or Nâ€²â€”(C1-4alkyl)2ureido; R8 is C1-6alkyl optionally substituted by one or more R10, C3-6cycloalkyl optionally substituted by one or more R10, phenyl optionally substituted by one or more R10, naphthyl optionally substituted by one or more R10 or a heterocyclic group optionally substituted on a ring carbon by one or more R10 and if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; R9 is phenyl optionally substituted by one or more R10, naphthyl optionally substituted by one or more R10 or a heterocyclic group optionally substituted on a ring carbon by one or more R10 and if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; R10 is C1-6alkyl-Mâ€” optionally substituted by R16, halo, hydroxy, cyano, formyl, amino, nitro, carboxy, carbamoyl, thiol, sulphamoyl, phenyl optionally substituted by R16, a heterocyclic group optionally substituted on a ring carbon by R16 wherein if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; Q is C1-6alkyl-Mâ€” optionally substituted with one or more R11, C2-6alkenyl-Mâ€” optionally substituted by one or more R11, C2-6alkynyl-Mâ€” optionally substituted by one or more R11, R13â€”Mâ€”, hydroxy, halo, cyano, thiol, sulphamoyl, nitro, carboxy, amino, carbamoyl, formyl or ureido; T is â€”Oâ€”, â€”C(O)â€”, â€”NHâ€”,â€”N(Nâ€”C1-6alkyl)-, â€”C(O)NHâ€”, â€”NHC(O)â€”, â€”C(O)N(Nâ€”C1-6alkyl)â€”, â€”N(Nâ€”C1-6alkyl)C(O)â€”, â€”SO2â€”, â€”C(S)â€”, â€”C(S)NHâ€”, â€”NHC(S)â€”, â€”C(S)N(Nâ€”C1-6alkyl)- or â€”N(Nâ€”C1-6alkyl)C(S)â€”; M is â€”(Oâ€”, â€”N(R14)â€”, â€”C(O)â€”, â€”N(R14)C(O)â€”, â€”C(O)N(R14)â€”, â€”S(O)nâ€” wherein n is 0-2, â€”OC(O)â€”,â€”C(O)Oâ€”, â€”N(R14)C(O)Oâ€”, â€”OC(O)N(R14), â€”C(S)N(R14)â€”, â€”N(R14)C(S)â€”, â€”SO2N(R14)â€”, â€”N(R14)SO2â€”, â€”N(R14)C(O)N(R14)â€”, â€”N(R14)C(S)N(R14)â€”, â€”SO2NHC(O)â€”, â€”SO2N(R14)C(O)â€”, â€”C(O)NHSO2â€”, â€”C(O)N(R14)SO2â€” or M is a direct bond; D is C1-6alkyl, C1-6alkanoyl, C1-6alkylsulphonyl, C1-6alkoxycarbonyl, carbamoyl, Nâ€”(C1-6alkyl)carbamoyl, Nâ€”(C1-6alkyl)2carbamoyl, benzoyl, (heterocyclic group)carbonyl, phenylsulphonyl, (heterocyclic group)sulphonyl, phenyl or a carbon linked heterocyclic group, and wherein any C1-6alkyl group may be optionally substituted by one or more R11, and wherein any phenyl or heterocyclic group may be optionally substituted on a ring carbon by one or more groups selected from R10 and if a heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from E; E is C1-6alkyl, C1-6alkanoyl, C1-6alkylsulphonyl, C1-6alkoxycarbonyl, carbamoyl, Nâ€”(C1-6alkyl)carbamoyl, Nâ€”(C1-6alkyl)2carbamoyl, C1-6alkoxyC1-6alkanoyl, phenylC1-6alkyl, benzoyl, phenylC1-6alkanoyl, phenylC1-6alkoxycarbonyl or phenylsulphonyl. R11 is hydroxy, nitro, cyano, thiol, halo, ureido, amino, Nâ€”(C1-6alkyl)amino, Nâ€”(C1-6alkyl)2amino, carboxy, C1-6alkoxy, carbamoyl, Nâ€”(C1-6alkyl)carbamoyl, Nâ€”(C1-6alkyl)2carbamoyl, formyl, sulphamoyl, Nâ€”C1-6alkylaminosulphonyl, Nâ€”(C1-6alkyl)2aminosulphonyl, C1-6alkylsulphonylamino, C1-6alkanoylamino, C1-6alkylsulphanyl, C1-6alkylsulphinyl, C1-6alkylsulphonyl, phenyl optionally substituted by one or more R10, naphthyl optionally substituted by one or more R10, or a heterocyclic group optionally substituted on a ring carbon by one or more R10 , and if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; R13 is phenyl optionally substituted by one or more R10, C3-6cycloalkyl optionally substituted by one or more R10, naphthyl optionally substituted by one or more R10, or a heterocyclic group optionally substituted on a ring carbon by one or more R10 and if said heterocyclic group contains an â€”NHâ€” moiety that nitrogen may be optionally substituted by a group selected from D; R14 is hydrogen or C1-6alkyl optionally substituted by one or more R15 with the proviso that R15 is not a substituent on the carbon attached to the nitrogen atom of M; R15 is halo, hydroxy, amino, cyano, nitro, trifluoromethyl, trifluoromethoxy, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, Nâ€”(C1-6alkyl)amino, Nâ€”(C1-6alkyl)2amino, C1-6alkanoylamino, C1-6alkanoyl(Nâ€”C1-6alkyl)amino, C1-6alkylsulphonylamino, C1-6alkylsulphonyl(Nâ€”C1-6alkyl)amino, thio, C1-6alkylsulphanyl, C1-6alkylsuphinyl, C1-6alkylsulphonyl, sulphamoyl, Nâ€”(C1-6alkyl)aminosulphonyl, Nâ€”(C1-6alkyl)2aminosulphonyl, carboxy, carbamoyl, Nâ€”(C1-6alkyl)carbamoyl, Nâ€”(C1-6alkyl)2carbamoyl, C1-6alkoxycarbonyl, C1-6alkanoyl or formyl; R6 is hydroxy, halo, cyano, C1-6alkoxy, formyl, C1-6alkanoyl, C1-6alkanoyloxy, amino, Nâ€”(C1-6alkyl)amino, Nâ€”(C1-6alkyl)2amino, C1-6alkanoylamino, C1-6alkanoyl(Nâ€”C1-6alkyl)amino, carboxy, carbamoyl, C1-6alkoxycarbonyl, C1-6alkylsulphanyl, C1-6alkylsulphinyl, C1-6alkylsulphonyl, sulphamoyl, Nâ€”(C1-6alkyl)aminosulphonyl or Nâ€”(C1-6alkyl)2aminosulphonyl; and wherein if one of R5, R6 and R7 is hydrogen the others cannot be hydrogen;or a pharmaceutically acceptable salt or an in vivo hydrolysable ester thereof.