Patent ID: 6242493
Filing Date: 2001-06-05
Classification: C07C,C07D

Abstract:
A compound represented by formula I: ##STR24##or a pharmaceutically acceptable salt, hydrate or ester thereof, wherein:HET represents a 5-12 membered monocyclic or bicyclic aromatic ring system containing 0-3 heteroatoms selected from O, S(O).sub.n and N(O).sub.m wherein m is 0 or 1 and n is 0, 1 or 2;A is a one or two atom moiety and is selected from the group consisting of: --W--, --C(O)--, --C(R.sup.7).sub.2 --W--, --W--C(R.sup.7).sub.2 --, --CR.sup.7 (OR.sup.20)--, --C(R.sup.7).sub.2 --, --C(R.sup.7).sub.2 --C(OR.sup.20)R.sup.7 --, --C(R.sup.7).sub.2 --C(R.sup.7).sub.2 -- or --CR.sup.7.dbd.CR.sup.7 --, wherein W represents O, S(O).sub.n or NR.sup.17, with n as previously defined and R.sup.17 as defined below;X represents a 5-10 membered monocyclic or bicyclic aryl or heteroaryl group having 1-3 heteroatoms selected from O, S(O).sub.n and N(O).sub.m, and optionally substituted with R.sup.14 and R.sup.15, and A and B are attached to the aryl or heteroaryl group ortho relative to each other;B represents --CH.dbd.CH-- or 1,2-cyclopropyl;Z is NHSO.sub.2 R.sup.19 ;R.sup.1, R.sup.2 and R.sup.3 independently represent H, halogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkenyl-HET(R.sup.a).sub.4-9, --(C(R.sup.4).sub.2).sub.p SR.sup.5, --(C(R.sup.4).sub.2).sub.p OR.sup.8, --(C(R.sup.4).sub.2).sub.p N(R.sup.6).sub.2, CN, NO.sub.2, --(C(R.sup.4).sub.2).sub.p C(R.sup.7).sub.3, --CO.sub.2 R.sup.9, CON(R.sup.6).sub.2 or --(C(R.sup.4).sub.2).sub.p S(O).sub.n R.sup.10, wherein p is 0-3 and n is as previously defined;each R.sup.4 is independently H, F, CF.sub.3 or lower alkyl, or two R.sup.4 groups are taken in conjunction and represent a ring of up to six atoms, optionally containing one heteroatom selected from O, S(O).sub.n or N(O).sub.m ;each R.sup.5 is independently lower alkyl, lower alkenyl, lower alkynyl, CF.sub.3, lower alkyl-HET, lower alkenyl-HET or --(C(R.sup.18).sub.2).sub.p Ph(R.sup.11).sub.0-2 ;each R.sup.6 is independently H, lower alkyl, lower alkenyl, lower alkynyl, CF.sub.3, Ph, Bn and when two R.sup.6 groups are attached to N they may be taken in conjunction and represents a ring of up to 6 atoms, optionally containing an additional heteroatom selected from O, S(O).sub.n or N(O).sub.m ;each R.sup.7 is independently H, F, CF.sub.3 or lower alkyl, and when two R.sup.7 groups are presents, they may be taken in conjunction and represent an aromatic or aliphatic ring of 3 to 6 members containing from 0-2 heteroatoms selected from O, S(O).sub.n and N(O).sub.m ;each R.sup.8 represents H or R.sup.5 ;each R.sup.9 is independently H, lower alkyl, lower alkenyl, lower alkynyl, Ph or Bn;each R.sup.10 is independently lower alkyl, lower alkenyl, lower alkynyl, CF.sub.3, Ph(R.sup.11).sub.0-3, CH.sub.2 Ph(R.sup.11).sub.0-3 or N(R.sup.6).sub.2 ;each R.sup.11 is independently lower alkyl, SR.sup.20, OR.sup.20, N(R.sup.6).sub.2, --CO.sub.2 R.sup.12, --CON(R.sup.6).sub.2, --C(O)R.sup.12, CN, CF.sub.3, NO.sub.2 or halogen;each R.sup.12 is independently H, lower alkyl or benzyl;each R.sup.13 is independently H, halo, lower alkyl, O-lower alkenyl, S-lower alkyl N(R.sup.6).sub.2, CO.sub.2 R.sup.12, CN, CF.sub.3 or NO.sub.2 ;R.sup.14 and R.sup.15 are independently lower alkyl, halogen, CF.sub.3, OR.sup.16, S(O).sub.n R.sup.16 or C(R.sup.16).sub.2 OR.sup.17 ;each R.sup.16 is independently H, lower alkyl, lower alkenyl, Ph, Bn or CF.sub.3 ;each R.sup.17 is independently H, lower alkyl or Bn;each R.sup.18 is independently H, F or lower alkyl, and when two R.sup.18 groups are present, they may be taken in conjunction and represent a ring of 3 to 6 members comprising carbon atoms and optionally one heteroatom chosen from O, S(O).sub.n or N;each R.sup.19 is lower alkyl, lower alkenyl, lower alkynyl, CF.sub.3, HET(R.sup.a).sub.4-9, lower alkyl-HET(R.sup.a).sub.4-9 or lower alkenyl-HET(R.sup.a).sub.4-9 ;each R.sup.20 is independently H, lower alkyl, lower alkenyl, lower alkynyl, CF.sub.3 or Ph(R.sup.13).sub.2 andeach R.sup.a is independently selected from the group consisting of: H, OH, halo, CN, NO.sub.2, amino, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkoxy, C.sub.2-6 alkenyloxy, C.sub.2-6 alkynyloxy, C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, CF.sub.3, C(O)C.sub.1-6 alkyl, C(O)C.sub.2-6 alkenyl, C(O)C.sub.2-6 alkynyl, CO.sub.2 H, CO.sub.2 C.sub.1-6 alkyl, CO.sub.2 C.sub.2-6 alkenyl, and CO.sub.2 C.sub.2-6 alkynyl, said alkyl, alkenyl, alkynyl and the alkyl portions of alkylamino and dialkylamino being optionally substituted with 1-3 of: hydroxy, halo, aryl, C.sub.1-6 alkoxy, C.sub.2-6 alkenyloxy, C.sub.2-6 alkynyloxy, CF.sub.3, C(O)C.sub.1-6 alkyl, C(O)C.sub.2-6 alkenyl, C(O)C.sub.2-6 alkynyl, CO.sub.2 H, CO.sub.2 C.sub.1-6 alkyl, CO.sub.2 C.sub.2-6 alkenyl, CO.sub.2 C.sub.2-6 alkynyl, NH.sub.2, NHC.sub.1-6 alkyl and N(C.sub.1-6 alkyl).sub.2.