Patent ID: 6288062
Filing Date: 2001-09-11
Classification: A61P,C07D

Abstract:
A compound of the formula: ##STR9##wherein:one of R.sub.1 or R.sub.2 is an optionally substituted aryl ring and the other of R.sub.1 or R.sub.2 is an optionally substituted 4-pyridyl ring;wherein when one of R.sub.1 and R.sub.2 is an optionally substituted aryl ring, the ring is substituted by one or two substituents, each of which is independently selected from a group consisting of 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, and (CR.sub.10 R.sub.20).sub.m NR.sub.10 R.sub.20 ;and other positions of substitution, is halo, (CR.sub.10 R.sub.20).sub.m""- -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, (CR.sub.10 R.sub.20).sub.m"" S(O).sub.m R.sub.8, (CR.sub.10 R.sub.20).sub.m"" 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, (CR.sub.10 R.sub.20).sub.m"" NR.sub.10 S(O).sub.m' R.sub.11, (CR.sub.10 R.sub.20).sub.m"" NR.sub.10 S(O).sub.m'-- -NR.sub.7 R.sub.17, (CR.sub.10 R.sub.20).sub.m"" ZC(Z)R.sub.8 and (CR.sub.10 R.sub.20).sub.m"" NR.sub.16 R.sub.26 ;and when one of R.sub.1 and R.sub.2 is the optionally substituted 4-pyridyl ring, the said ring is substituted by 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, NR.sub.10 R.sub.20, or an N-heterocyclyl ring which ring has from 5 to 7 members and optionally contains an additional heteroatom selected from oxygen, sulfur and NR.sub.22 ;R.sub.3 is hydrogen, (CR.sub.10 R.sub.20).sub.n (Y.sub.2).sub.p, or halosubstituted C.sub.1-10 alkyl;t is an integer having a value of 1 to 3;p is 0 or an integer having a value of 1, provided that when p is 0 then Y.sub.2 is hydrogen;Z is oxygen or sulfur;n is 0 or an integer having a value of 1 to 10;n' is an integer having a value of 1 to 10;m is 0, or the integer 1 or 2;m' is 1 or 2;m"" is 0 or an integer having a value of 1 to 5;Y.sub.2 is halogen, OR.sub.8, NO.sub.2, S(O).sub.m' R.sub.11, SR.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.2 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 when Y.sub.2 is CO.sub.2 R.sub.8 or C(Z)NR.sub.8 R.sub.9, then n is 0;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, with the provisio that --SR.sub.5 is not --SNR.sub.7 R.sub.17 and --SOR.sub.5 is not --SOH;R.sub.6 is C.sub.1-4 alkyl, halo-substituted-C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl or C.sub.3-5 cycloalkyl;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 of 5 to 7 members which ring optionally contains an additional heteroatom selected from oxygen, sulfur or NR.sub.22 ;R.sub.8 is hydrogen, heterocyclyl, heterocyclylalkyl 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, heteroaryl or heteroarylalkyl or R.sub.8 and R.sub.9 may together with the nitrogen to which they are attached form a heterocyclic ring of 5 to 7 members which ring optionally contains an additional heteroatom selected from oxygen, sulfur or NR.sub.12 ;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, heteroaryl or heteroarylalkyl;R.sub.12 is hydrogen, --C(Z)R.sub.13 or optionally substituted C.sub.1-4 alkyl, optionally substituted aryl or optionally substituted aryl-C.sub.1-4 alkyl;R.sub.13 is hydrogen, C.sub.1-10 alkyl, cycloalkyl, heterocyclyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl;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 of 5 to 7 members which ring optionally contains an additional heteroatom selected from oxygen, sulfur or NR.sub.12 ;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 oxygen or sulfur;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, heteroaryl, heteroarylalkyl, heterocyclyl, 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 ;or a pharmaceutically acceptable salt thereof.