Pyridyl imidazoles

A compound of formula (I):

• ##STR9## wherein:
• R.sub.1 is 4-pyridyl which is optionally substituted with one or two substituents each of which is independently selected from C.sub.1-4 alkyl, halo, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, NH.sub.2, mono- or di-C.sub.1-6 -alkylamino or N-heterocyclyl ring selected from pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, and pyrazolidine;
• R.sub.2 is hydrogen;
• n' is an integer having a value of 1 to 10;
• m is 0, or the integer 1 or 2;
• R.sub.3 is Q--(Y.sub.1).sub.t ;
• Q is an phenyl;
• t is an integer of 1 to 3;
• Z is oxygen or sulfur;
• n is 0 or an integer from 1 to 10;
• Y.sub.1 is independently selected from --(CR.sub.10 R.sub.20).sub.n Y.sub.2 ;
• Y.sub.2 is OH, --NO.sub.2, --S(O).sub.m 'R.sub.11, --S(O).sub.m 'OR.sub.8, --S(O).sub.m NR.sub.8 R.sub.9, --NR.sub.8 R.sub.9, --O(CR.sub.10 R.sub.20).sub.n NR.sub.8 R.sub.9, --C(O)R.sub.8, --CO.sub.2 R.sub.8, --CO.sub.2 (CR.sub.10 R.sub.20).sub.n 'CONR.sub.8 R.sub.9, --ZC(O) R.sub.8, --CN, --C(Z)NR.sub.8 R.sub.9, --NR.sub.10 C(Z) R.sub.8, --C(Z)NR.sub.8 OR.sub.9, --NR.sub.10 C(Z)NR.sub.8 R.sub.9, --NR.sub.10 S(O).sub.m R.sub.11, --N(OR.sub.21)C(Z)NR.sub.8 R.sub.9, --N(OR.sub.21)C(Z)R.sub.8, --C(.dbd.NOR.sub.21)R.sub.8, --NR.sub.10 C(.dbd.NR.sub.15)SR.sub.11, --NR.sub.10 C(.dbd.NR.sub.15)NR.sub.8 R.sub.9, --NR.sub.10 C(.dbd.CR.sub.14 R.sub.24) SR.sub.11, --NR.sub.10 C(.dbd.CR.sub.14 R.sub.24)NR.sub.8 R.sub.9, --NR.sub.10 C(O)C(O)NR.sub.8 R.sub.9, --NR.sub.10 C(O)C(O)OR.sub.10, --C(.dbd.NR.sub.13)NR.sub.8 R.sub.9, --C(.dbd.NOR.sub.13)NR.sub.8 R.sub.9, --C(.dbd.NR.sub.13)ZR.sub.11, --OC(Z)NR.sub.8 R.sub.9, --NR.sub.10 S(O).sub.m CF.sub.3, --NR.sub.10 C(Z)OR.sub.10, 5-(R.sub.18)-1,2,4-oxadizaol-3-yl or 4-(R.sub.12)-5-(R.sub.18 R.sub.19)-4,5-dihydro-1,2,4-oxadiazol-3-yl;
• provided that Y.sub.1 may also be a halogen or C.sub.1-5 alkyl when t=2 or 3;
• m' is an integer having a value of 1 or 2;
• R.sub.4 is phenyl, naphth-1-yl or naphth-2-yl which is optionally substituted by one or two substituents, each of which is independently selected, and which, for a 4-phenyl, 4-naphth-1-yl or 5-naphth-2-yl substituent, is halo, cyano, --C(Z)NR.sub.7 R.sub.17, --C(Z)OR.sub.23, --(CR.sub.10 R.sub.20).sub.m '"COR.sub.36, SR.sub.5, --SOR.sub.5, --OR.sub.36, halo-substituted-C.sub.1-4 alkyl, C.sub.1-4 alkyl, --ZC(Z)R.sub.36, --NR.sub.10 C(Z)R.sub.23, or --(CR.sub.10 R.sub.20).sub.m '"NR.sub.10 R.sub.20 and which, for other positions of substitution, is halo, cyano, --C(Z)NR.sub.16 R.sub.26, --C(Z)OR.sub.8, --(CR.sub.10 R.sub.20).sub.m "COR.sub.8, --S(O).sub.m R.sub.8, --OR.sub.8, halo-substituted-C.sub.1-4 alkyl, --C.sub.1-4 alkyl, --(CR.sub.10 R.sub.20).sub.m "NR.sub.10 C(Z)R.sub.8, --NR.sub.10 S(O).sub.m 'R.sub.11, --NR.sub.10 S(O).sub.m 'NR.sub.7 R.sub.17 --ZC(Z)R.sub.8 or --(CR.sub.10 R.sub.20).sub.m 'NR.sub.16 R.sub.26 ;
• wherein
• m" is 0 to 5 and m'" is 0 or 1;
• R.sub.5 is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl or NR.sub.7 R.sub.17, excluding the moieties --SR.sub.5 being --SNR.sub.7 R.sub.17 and --SOR.sub.5 being --SOH;
• R.sub.7 and R.sub.17 is each independently selected from hydrogen or C.sub.1-4 alkyl or R.sub.7 and R.sub.17 together with the nitrogen to which they are attached form a heterocyclic ring members which ring optionally contains an additional heteroatom selected from oxygen, selected from pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, and pyrazolidine;
• R.sub.8 is hydrogen or R.sub.11 ;
• R.sub.9 is hydrogen, C.sub.1-10 alkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl, C.sub.3-7 cycloalkyl, C.sub.5-7 cycloalkenyl, aryl, arylalkyl, or R.sub.8 and R.sub.9 may together with the nitrogen to which they are attached form a heterocyclic ring selected from pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, and pyrazolidine;
• R.sub.10 and R.sub.20 is each independently selected from hydrogen or C.sub.1-4 alkyl;
• R.sub.11 is C.sub.1-10 alkyl, halo-substituted C.sub.1-10 alkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl, C.sub.3-7 cycloalkyl, C.sub.5-7 cycloalkenyl, aryl, arylalkyl;
• R.sub.12 is hydrogen, --C(Z)R.sub.13 or optionally substituted C.sub.1-4 alkyl, optionally substituted aryl, optionally substituted arylC.sub.1-4 alkyl, or S(O).sub.2 R.sub.25 ;
• R.sub.13 is hydrogen, C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl, aryl, arylC.sub.1-10 alkyl;
• R.sub.14 and R.sub.24 is each independently selected from hydrogen, alkyl, nitro or cyano;
• R.sub.15 is hydrogen, cyano, C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl or aryl;
• R.sub.16 and R.sub.26 is each independently selected from hydrogen or optionally substituted C.sub.1-4 alkyl, optionally substituted aryl or optionally substituted aryl-C.sub.1-4 alkyl, or together with the nitrogen which they are attached form a heterocyclic ring selected from pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, and pyrazolidine;
• R.sub.18 and R.sub.19 is each independently selected from hydrogen, C.sub.1-4 alkyl, substituted alkyl, optionally substituted aryl, optionally substituted arylalkyl or together R.sub.18 and R.sub.19 denote a double bonded oxygen or sulfur;
• wherein the alkyl, aryl and arylalkyl groups are optionally substituted by halogen, hydroxy, hydroxy substituted C.sub.1-10 alkyl, C.sub.1-10 alkoxy, S(O)m alkyl, (wherein m is 0, 1 or 2), NR.sub.7 R.sub.17 group, C.sub.1-10 alkyl, cycloalkyl, cycloalkyl alkyl, halosubstituted C.sub.1-10 alkyl, optionally substituted aryl, optionally substituted arylalkyl, wherein these aryl moieties may also be substituted one to two times by halogen, hydroxy, hydroxy substituted alkyl, C.sub.1-10 alkoxy, S(O).sub.m alkyl, NR.sub.7 R.sub.17 group, C.sub.1-10 alkyl, or CF.sub.3 ;
• R.sub.21 is hydrogen, a pharmaceutically acceptable cation, C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl, aryl, aryl C.sub.1-4 alkyl, aroyl, or C.sub.1-10 alkanoyl;
• R.sub.22 is R.sub.10 or C(Z)--C.sub.1-4 alkyl;
• R.sub.23 is C.sub.1-4 alkyl, halo-substituted-C.sub.1-4 alkyl, or C.sub.3-5 cycloalkyl;
• R.sub.36 is hydrogen or R.sub.23 ;
• R.sub.25 is C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl;
• R.sub.27 is hydrogen, cyano, C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, or aryl;
• or a pharmaceutically acceptable salt thereof.