Pyridine compounds

A compound of formula I:

• wherein:
• ring Q is selected from pyrazolyl and imidazolyl;
• R1 is selected from halo, trifluoromethyl, cyclopropyl, cyano, C1-4alkyl and C1-4alkoxy;
• n is 0, 1, 2 or 3;
• wherein the values of R2 may be the same or different;
• R2 is selected from halo, nitro, cyano, hydroxy, trifluoromethoxy, amino, carboxy, carbamoyl, mercapto, ureido, sulfonylamino, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, C2-6alkenyloxy, C2-6alkynyloxy, C1-6alkanoyl, C1-6alkanoyloxy, N—(C1-6alkyl)amino, N,N—(C1-6alkyl)2-amino, N′—(C1-6alkyl)ureido, N′,N′—(C1-6alkyl)2ureido, N′—(C1-6alkyl)-N—(C1-6alkyl)ureido, N′,N′—(C1-6alkyl)2-N—(C1-6alkyl)ureido, C1-6alkanoylamino, N—(C1-6alkyl)-C1-6alkanoylamino, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)2-carbamoyl, C1-6alkylS(O)a wherein a is 0 to 2, C1-6alkylsulfonylamino, N—(C1-6alkyl)aminosulfonyl, N,N—(C1-6alkyl)2-aminosulfonyl, C1-6alkoxycarbonyl, C1-6alkoxycarbonylamino, N—(C1-6alkyl)C1-6alkoxycarbonylamino, C1-6alkylsulfonylaminocarbonyl, N—(C1-6alkyl)C1-6alkylsulfonylaminocarbonyl, carbocyclyl-X1—, heterocyclyl-X2— and heteroaryl-X3—;
• wherein R2 may be optionally substituted on carbon by one or more R7;
• and wherein if a heterocyclyl or heteroaryl within R2 contains an —NH— moiety that nitrogen may be optionally substituted by a group selected from R8;
• and wherein any heterocyclyl within R2 optionally bears 1 or 2 oxo or thioxo substituents;
• or two adjacent R2 groups together with the carbon atoms to which they are attached form a carbocyclic, heteroaromatic or heterocyclic ring, which carbocyclic, heterocyclic or heteroaromatic ring may be optionally substituted on carbon by one or more R9;
• and wherein if said heterocyclic or heteroaromatic ring so formed contains an —NH— moiety that nitrogen may be optionally substituted by a group selected from R10;
• and wherein a carbocyclic or heterocyclic so formed optionally bears 1 oxo substituent;
• R3 is selected from hydrogen, hydroxy, C1-4alkyl and C1-4alkoxy;
• and wherein R3 may be optionally substituted on carbon by one or more substituents selected from hydroxy, amino, C1-4alkoxy, N—(C1-4alkyl)amino and N,N—(C1-4alkyl)2-amino;
• R4 is selected from hydrogen and C1-4alkyl;
• and wherein R4 may be optionally substituted on carbon by one or more substituents selected from hydroxy, amino, C1-4-alkoxy, N—(C1-4alkyl)amino and N,N—(C1-4-alkyl)2-amino;
• or R3 and R4 together with the nitrogen atom to which they are attached form a 4 or 5 membered heterocyclyl ring, which heterocyclyl ring may be optionally substituted on carbon by one or more C1-4alkyl;
• or the —C(O)NR3R4 group together with the carbon atom to which it is attached and the R5c group together with the carbon atom to which it is attached (3-position of the phenyl ring) form a heterocyclic ring, which heterocyclic ring contains a —C(O)N(R3)— group as a ring member;
• wherein R3 is as hereinbefore defined, or the N(R3) ring member together with an adjacent ring member together form a heterocyclic ring;
• and wherein any heterocyclic ring so formed by the C(O)NR3R4 or NR3 ring member may be optionally substituted on carbon by one or more R3a selected from C1-4alkyl, C1-4alkoxy, halo, cyano, hydroxy and oxo;
• and wherein if said heterocyclyl ring contains an —NH— moiety that nitrogen may be optionally substituted by R3b selected from C1-4alkyl, C1-4alkanoyl, C1-4alkylsulfonyl, C1-4alkoxycarbonyl, carbamoyl, N—(C1-4alkyl)carbamoyl and N,N—(C1-4-alkyl)carbamoyl;
• R5 is selected from hydrogen, halo, nitro, cyano, hydroxy, amino, carboxy, carbamoyl, mercapto, sulfamoyl, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, C1-6alkanoyl, C1-6alkanoyloxy, N—(C1-6alkyl)amino, N,N—(C1-6alkyl)2-amino, C1-6 alkanoylamino, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)2-carbamoyl, C1-6alkylS(O)b wherein b is 0 to 2, C1-6alkoxycarbonyl, C1-6alkoxycarbonylamino, N—(C1-6alkyl)sulfamoyl, N,N—(C1-6alkyl)2sulfamoyl, C1-6alkylsulfonylamino, carbocyclyl-X7—, heterocyclyl-X8— and heteroaryl-X9—;
• and wherein R5 may be optionally substituted on carbon by one or more groups selected from halo, nitro, cyano, hydroxy, amino, C1-4alkyl, C1-4alkoxy, N—(C1-4alkyl)amino, N,N—(C1-4alkyl)2-amino, carbocyclyl-X10—, heterocyclyl-X11— and heteroaryl-X12—;
• and wherein if a heterocyclyl or heteroaryl within R5 contains an —NH— moiety that nitrogen may be optionally substituted by a group selected from C1-4alkyl, C1-4alkanoyl, C1-4alkylsulfonyl, C1-4alkoxycarbonyl, carbamoyl, N—(C1-4alkyl)carbamoyl, N,N—(C1-4alkyl)carbamoyl, benzyl, benzyloxycarbonyl, benzoyl and phenylsulfonyl;
• and wherein any heterocyclyl within R5 optionally bears 1 or 2 oxo or thioxo substituents;
• R5a is selected from hydrogen and halo;
• R5b and R5c are independently selected from hydrogen, halo, nitro, cyano, hydroxy, amino, carboxy, carbamoyl, mercapto, sulfamoyl, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, C1-4alkanoyl, C1-4alkanoyloxy, N—(C1-4alkyl)amino, N,N—(C1-4alkyl)2-amino, C1-4-alkanoylamino, N—(C1-4alkyl)carbamoyl, N,N—(C1-4alkyl)2-carbamoyl, C1-4alkylS(O)c wherein c is 0 to 2, C1-4alkoxycarbonyl, C1-4alkoxycarbonylamino, N—(C1-4alkyl)sulfamoyl, N,N—(C1-4alkyl)2sulfamoyl and C1-4alkylsulfonylamino;
• and wherein R5b and R5c may be independently optionally substituted on carbon by one or more groups selected from halo, nitro, cyano, hydroxy, amino, C1-4alkoxy, N—(C1-4alkyl)amino and N,N—(C1-4-alkyl)2-amino;
• R6 is selected from hydrogen and C1-4alkyl;
• R7 and R9 are independently selected from halo, nitro, cyano, hydroxy, amino, carboxy, carbamoyl, mercapto, sulfamoyl, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, C1-6alkanoyl, C1-6alkanoyloxy, N—(C1-6alkyl)amino, N,N—(C1-6alkyl)2-amino, C1-6alkanoylamino, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)2-carbamoyl, C1-6alkylS(O)d wherein d is 0 to 2, C1-6alkoxycarbonyl, C1-6alkoxycarbonylamino, N—(C1-6alkyl)sulfamoyl, N,N—(C1-6alkyl)2sulfamoyl, C1-6alkylsulfonylamino, carbocyclyl-X4—, heterocyclyl-X5— and heteroaryl-X6—;
• wherein R7 may be optionally substituted on carbon by one or more R11;
• and wherein if any heterocyclyl in R7 and R9 contains an —NH— moiety that nitrogen may be optionally substituted by a group selected from R12;
• and wherein any heterocyclyl within R7 and R9 optionally bears 1 or 2 oxo or thioxo substituents;
• R8, R10 and R12 are independently selected from selected from C1-6alkyl, C1-6alkanoyl, C1-6alkylsulfonyl, C1-6alkoxycarbonyl, carbamoyl, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)carbamoyl, benzyl, benzyloxycarbonyl, benzoyl and phenylsulfonyl;
• wherein R8, R10 and R12 may be optionally substituted on carbon by one or more R13;
• and
• R11 and R13 are independently selected from halo, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl and N-methyl-N-ethylsulfamoyl;
• X1, X2 and X3 are independently selected from a direct bond, —O—, —N(R22)—, —S—, —C(O)—, —N(R14)C(O)—, —C(O)N(R14)—, —N(R16)CON(R17)—, —OC(R18)2—, —SC(R19)2— and —N(R20)C(R21)2—;
• X4, X5 and X6 are independently selected from a direct bond, —O—, —N(R22)—, —C(O)—, —N(R14)C(O)—, —C(O)N(R14)—, —S(O)e—, —SO2N(R15)—, —N(R15)SO2—, —N(R16)CON(R17)—, —OC(R18)2—, —SC(R19)2— and —N(R20)C(R21)2—;
• X7, X8 and X9 are independently selected from a direct bond, —O—, —N(R22)—, —S—, —C(O)—, —N(R14)C(O)—, —C(O)N(R14)—, —N(R16)CON(R17)—, —OC(R18)2—, —SC(R19)2— and —N(R20)C(R21)2—;
• X10, X11 and X12 are independently selected from a direct bond, —O—, —N(R22)—, —C(O)—, —N(R14)C(O)—, —C(O)N(R14)—, —S(O)e—, —SO2N(R15)—, —N(R15)SO2—, —N(R16)CON(R17)—, —OC(R18)2—, —SC(R19)2— and —N(R20)C(R21)2—;
• and
• R14, R15, R16, R17, R18, R19, R20, R21 and R22 are independently selected from hydrogen or C1-6alkyl and e is independently 0-2;
• or a pharmaceutically acceptable salt thereof.