Patent ID: 6277843
Filing Date: 2001-08-21
Classification: A61P,C07D

Abstract:
A compound represented by formula I: ##STR144##or salt or hydrate thereof, wherein:R.sup.1 represents H or methyl;CO.sub.2 M represents a carboxylic acid, a carboxylate anion, or a pharmaceutically acceptable ester group, with the proviso that when CO.sub.2 M represents a carboxylate anion, it is balanced by a positively charged R group or a positively charged L.sup.+ provided that there are no more than two positively charged groups present;P represents hydrogen, hydroxyl or F;X is present or absent, when present, represents a members selected from the group consisting of: CH.sub.2, C(R).sub.2, C.dbd.CR.sub.2, O, S(O)x, with x equal to 0, 1 or 2; C(O), C(O)O, OC(O) and NR; and when X is absent a biphenyl group results;each R group is independently selected from: hydrogen; halo; --CN; --NO.sub.2 ; --NR.sup.a R.sup.b ; --OR.sup.c ; --SR.sup.c ; --C(O)NR.sup.a R.sup.b ; --C(O)OR.sup.h ; --S(O)R.sup.c ; --SO.sub.2 R.sup.c ; --SO.sub.2 NR.sup.a R.sup.b ; --NR.sup.a SO.sub.2 R.sup.b ; --C(O)R.sup.a ; --OC(O)R.sup.a ; --OC(O)NR.sup.a R.sup.b ; --NR.sup.a C(O)NR.sup.b R.sup.c ; --NR.sup.a CO.sub.2 R.sup.h ; --OCO.sub.2 R.sup.h ; --NR.sup.a C(O)R.sup.b ; --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.d groups; --A--(CH.sub.2).sub.n --Q and --C.sub.3-7 cycloalkyl, unsubstituted or substituted with one to four R.sup.d groups;A represents O, S or --CH.sub.2 --;n represents an integer from 0-3;each R.sup.a, R.sup.b and R.sup.c independently represents hydrogen, --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.d groups, or --C.sub.3-7 cycloalkyl, unsubstituted or substituted with one to four R.sup.d groups;each R.sup.d independently represents halo; --CN; --NO.sub.2 ; --NR.sup.e R.sup.f ; --OR.sup.g ; --SR.sup.g ; --CONR.sup.e R.sup.f ; --COOR.sup.g ; --SOR.sup.g ; --SO.sub.2 R.sup.g ; --SO.sub.2 NR.sup.e R.sup.f ; --NR.sup.e SO.sub.2 R.sup.f ; --COR.sup.e ; NR.sup.e COR.sup.f ; --OCOR.sup.e ; --OCONR.sup.e R.sup.f ; --NR.sup.e CONR.sup.f R.sup.g ; --NR.sup.e CO.sub.2 R.sup.h ; --OCO.sub.2 R.sup.h ; --C(NR.sup.e)NR.sup.f R.sup.g ; --NR.sup.e C(NH)NR.sup.f R.sup.g or --NR.sup.e C(NR.sup.f)R.sup.g ;R.sup.e, R.sup.f and R.sup.g represent hydrogen; --C.sub.1-6 straight- or branched-chain alkyl unsubstituted or substituted with one to four groups;each R.sup.i independently represents halo; --CN; --NO.sub.2 ; phenyl; --NHSO.sub.2 R.sup.h ; --OR.sup.h, --SR.sup.h ; --N(R.sup.h).sub.2 ; --N.sup.+ (R.sup.h).sub.3 ; --C(O)N(R.sup.h).sub.2 ; --SO.sub.2 N(R.sup.h).sub.2 ; heteroaryl; heteroarylium; --CO.sub.2 R.sup.h ; --C(O)R.sup.h ; --OCOR.sup.h ; --NHCOR.sup.h ; guanidinyl; carbamimidoyl or ureido;each R.sup.h independently represents hydrogen, a --C.sub.1-6 straight or branched-chain alkyl group, a --C.sub.3 -C.sub.6 cycloalkyl group or phenyl, or when two R.sup.h groups are presentQ is selected from the group consisting of: ##STR145##wherein:a and b are 1, 2 or 3;L.sup.- is one or more pharmaceutically acceptable negative counterions and can be present or absent as appropriate to maintain the appropriate charge balance;.alpha. represents O, S or N.sup.+ R.sup.s ;.beta., .delta., .lambda., .mu. and .sigma. represent CR.sup.t, N or N.sup.+ R.sup.s, provided that no more than one of .beta., .delta., .lambda., .mu. and .sigma. is N.sup.+ R.sup.s ;each R.sup.s independently represents hydrogen; phenyl or --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.i groups;each R.sup.t independently represents hydrogen; halo; phenyl; --CN; --NO.sub.2 ; --NR.sup.u R.sup.v ; --OR.sup.u ; --SR.sup.u ; --CONR.sup.u R.sup.v ; --COOR.sup.h ; --SOR.sup.u ; --SO.sub.2 R.sup.u ; --SO.sub.2 NR.sup.u R.sup.v ; --NR.sup.u SO.sub.2 R.sup.v ; --COR.sup.u ; --NR.sup.u COR.sup.v ; --OCOR.sup.u ; --OCONR.sup.u R.sup.v ; --NR.sup.u CO.sub.2 R.sup.v ; --NR.sup.u CONR.sup.v R.sup.w ; --OCO.sub.2 R.sup.v ; --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.i groups;R.sup.u and R.sup.v represent hydrogen or --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.i groups;each R.sup.w independently represents hydrogen; --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with on to four R.sup.i groups; C.sub.3-6 cycloalkyl optionally substituted with one to four R.sup.i groups; phenyl optionally substituted with one to four R.sup.i groups, or heteroaryl optionally substituted with 1-4 R.sup.i groups;R.sup.x represents hydrogen or a C.sub.1-8 straight- or branched- chain alkyl, optionally interrupted by one or two of O, S, SO, SO.sub.2, NR.sup.w, N.sup.+ R.sup.h R.sup.w, or --C(O)--, said chain being unsubstituted or substituted with one to four of halo, CN, NO.sub.2, OR.sup.w, SR.sup.w, SOR.sup.w, SO.sub.2 R.sup.w, NR.sup.h R.sup.w, N.sup.+ (R.sup.h).sub.2 R.sup.w, --C(O)--R.sup.w, C(O)NR.sup.h R.sup.w, SO.sub.2 NR.sup.h R.sup.w, CO.sub.2 R.sup.w, OC(O)R.sup.w, OC(O)NR.sup.h R.sup.w, NR.sup.h C(O)R.sup.w, NR.sup.h C(O)NR.sup.h R.sup.w, or a phenyl or heteroaryl group which is in turn optionally substituted with from one to four R.sup.i groups or with one to two C.sub.1-3 straight-or branched-chain alkyl groups, said alkyl groups being unsubstituted or substituted with one to four R.sup.i groups; andR.sup.Y and R.sup.Z represent hydrogen; phenyl; --C.sub.1-6 straight or branched chain alkyl, unsubstituted or substituted with one to four R.sup.i groups, and optionally interrupted by O, S, NR.sup.w, N.sup.+ R.sup.h R.sup.w or --C(O)--.