Patent ID: 6218376
Filing Date: 2001-04-17
Classification: A61P,C07D

Abstract:
A compound of formula I or a salt thereof: ##STR22##whereY is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkyl optionally substituted by hydroxy, alkoxy, amino, alkylamino, dialkylamino, phenyl, nitrogen and/or oxygen or optionally substituted by a C.sub.3-8 cycloalkyl ring which is optionally substituted by C.sub.1-4 alkyl; or Y is a group of formula (i): ##STR23##whereA is furan, oxazole, pyrimidine or phenyl;R.sup.1 is a group of formula (ii): ##STR24##whereR.sup.4 is hydrogen, halogen, C.sub.1-3 alkoxy, C.sub.1-3 alkylthio or C.sub.1-3 alkyl (optionally substituted by one or more fluorine atoms);R.sup.5 is hydrogen, hydroxy, halogen, C.sub.1-3 alkylthio, C.sub.1-4 alkyl (optionally substituted by one or more fluorine atoms), C.sub.3-4 cycloalkyl, MeOCH.sub.2, MeSCH.sub.2, phenyl, pyridyl, or C.sub.1-3 alkoxy; or R.sup.4 and R.sup.5 are --(CH.sub.2)t- where t is 3 or 4 forming a fused ring;R.sup.6 is hydrogen, halogen, C.sub.1-3 alkoxy, C.sub.1-3 alkylthio, or C.sub.1-3 alkyl (optionally substituted by one or more fluorine atoms); or R.sup.5 and R.sup.6 are --(CH.sub.2)t- where t is 3 or 4 forming a fused ring;R.sup.7 is hydrogen, hydroxy, C.sub.1-3 alkoxy, amino, hydroxyC.sub.1-3 alkyl, --NHC.sub.1-3 alkyl, --NC.sub.1-3 dialkyl, --NHC.sub.3-8 cycloalkyl, --N.sub.3-8 cycloalkyl, --NHphenyl, --NHC.sub.1-3 alkylphenyl, (heterocycle)C.sub.1-3 alkyl-, (heterocycle)C.sub.1-3 alkylthio-, (heterocycle)C.sub.1-3 alkyloxy-, (heterocycle)C.sub.1-3 alkylamino-, (heterocycle)thio-, (heterocycle)oxy-, (heterocycle)amino-, C.sub.1-3 alkylthio-, cyano, SH, C.sub.1-3 alkyl (optionally substituted by one or more fluorine atoms), --C.sub.1-3 alkylamino, --C.sub.1-3 alkylaminoalkyl, carboxamidoC.sub.1-3 alkyl, acetoxyC.sub.1-3 alkyl, or C.sub.3-4 cycloalkyl;s is 1 or 2;B is a 5 or 6 membered heterocyclic ring containing 1 to 3 heteroatoms selected from sulphur, oxygen or nitrogen;X is a bond or a C.sub.1-3 alkylene group;Z is a bond, --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --NH--, --Nalkyl-, --CH.dbd.CH--, --CF.dbd.CH--, --CH.dbd.CF--, --CF.dbd.CF--, --CH.sub.2 CH.sub.2 --, --CH.dbd.Calkyl-, --Calkyl=CH--, --CH.dbd.C(halogen)-, --C(halogen)=CH--, --NHCO--, --CONH--, --SO.sub.2 NH--, --NHSO.sub.2 --, or a group --R.sup.8 CH.sub.2 -- or --CH.sub.2 R.sup.8 -- where R.sup.8 is NH, Nalkyl, NCOalkyl, CO, O or S;R.sup.2 is hydrogen, NO.sub.2, NH.sub.2, N(C.sub.1-6 alkyl).sub.2, CO.sub.2 H, CH.sub.2 OH, halogen, CO.sub.2 C.sub.1-6 alkyl, C.sub.1-8 alkyl optionally substituted by CO.sub.2 H or R.sup.2 is hydroxy, imidazol-1-ylCH.sub.2 --, phenyl optionally substituted by CH.sub.2 CO.sub.2 H or CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are independently hydrogen, C.sub.1-6 alkyl optionally substituted by hydroxy or CO.sub.2 H;R.sup.3 is hydrogen, R.sup.11 CO.sub.2 H, R.sup.11 PO(OH).sub.2, R.sup.12 tetrazol-5-yl, COR.sup.13, NR.sup.14 R.sup.15, CH.sub.2 NR.sup.16 CH.sub.2 CO.sub.2 H, C.sub.1-8 alkyl optionally substituted by CO.sub.2 H or R.sup.3 is a group of formula (iii): ##STR25##where D is a 4, 5 or 6 membered saturated ring containing a nitrogen optionally substituted by hydroxy and substituted by CO.sub.2 H or CONH-het where het is tetrazol-5-yl or a thiazole or a thiadiazole ring, said thiadiazole ring being substituted by CH.sub.2 CO.sub.2 H or D is a phenyl ring or a 5 membered aromatic heterocyclic ring containing 1-3 heteroatoms selected from nitrogen, oxygen or sulphur optionally substituted by one or more groups selected from CF.sub.3, CO.sub.2 H, CH.sub.2 OH, C.sub.1-6 alkyl optionally interrupted by one or more oxygen atoms, (CH.sub.2)pCO.sub.2 H, C(CO.sub.2 H).dbd.NOMe, tetrazol-5-yl, CH.sub.2 tetrazol-5-yl, CH.sub.2 CON(CH.sub.2 CO.sub.2 H).sub.2, or CH.sub.2 COR.sup.18 ;where R.sup.11 is OCH.sub.2, (CH.sub.2)p, SCH.sub.2, CONHCH.sub.2, NHCH(R.sup.19) or NR.sup.20 (CH.sub.2)p; R.sup.12 is a bond, (CH.sub.2)p, OCH.sub.2, SCH.sub.2, CONH, CONHCH.sub.2, CONHCH.sub.2 CONH, NHCH.sub.2 CONH, NHCH(R.sup.9);R.sup.13 is OH, N(CH.sub.2 CO.sub.2 H).sub.2, NHS(O).sub.2 R.sup.2 or a group of formula (iv): ##STR26##R.sup.14 and R.sup.15 are independently hydrogen, CH.sub.2 CO.sub.2 H, CHPh.sub.2 or C(.dbd.S)CH.sub.2 CH.sub.2 CO.sub.2 H;R.sup.16 is hydrogen, C.sub.1-6 alkyl or CO.sub.2 CH.sub.2 Ph; R.sup.17 is a bond, sulphur atom, CONH, CH.sub.2, CH.sub.2 O, OCH.sub.2, a group --NR.sup.22 CH(CO.sub.2 H)CH.sub.2 -- group or a group CONR.sup.22 (CH.sub.2)pCONR.sup.23 or NR.sup.22 (CH.sub.2)pCONR.sup.23 ;R.sup.18 is a group of formula (iv) as defined above or a group of formula (v): ##STR27##R.sup.19 is hydrogen, C.sub.1-6 alkyl optionally substituted by hydroxy and/or optionally interrupted by oxygen, nitrogen or sulphur;R.sup.20 is hydrogen or C.sub.1-6 alkyl;p is 1 or 2;R.sup.21 is NH.sub.2 or C.sub.1-6 alkyl optionally interrupted by oxygen or nitrogen;R.sup.22 and R.sup.23 are independently hydrogen, C.sub.1-6 alkyl; andQ.sup.1 and Q.sup.2 each independently represent an O or S atom.