Patent ID: 6251890
Filing Date: 2001-06-26
Classification: A61P,C07D

Abstract:
A compound of formula I: ##STR52##or a pharmaceutically acceptable salt thereof, wherein:CO.sub.2 M represents a carboxylic acid or a carboxylate anion;L.sup.- represents a counterion, present as necessary to balance a quaternary nitrogen cation;R.sup.1 represents H or methyl;P represents hydrogen, hydroxyl, or F;R.sup.2 represents: ##STR53##wherein:each R is independently selected from: --R*; 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; and --C.sub.3-7 cycloalkyl, unsubstituted or substituted with one to four R.sup.d groups;each R.sup.a, R.sup.b and R.sup.c independently represents hydrogen, --R*, --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.d groups, or --C.sub.1-7 cycloalkyl, unsubstituted or substituted with one to four R.sup.d groups;or R.sup.a and R.sup.b taken together with any intervening atoms represent a 4-6 membered saturated, heterocyclic ring consisting of the N of attachment and carbon atoms and optionally interrupted by one or more of O, S, NR.sup.c, with R.sup.c as defined above, or --C(O)--, said ring being unsubstituted or substituted with one to four R.sup.i groups;or R.sup.b and R.sup.c taken together with any intervening atoms represent a 4-6 membered heterocyclic ring consisting of the N of attachment and carbon atoms and optionally interrupted by one to three of O, S, NR.sup.a, with R.sup.a as defined above, or --C(O)--, said ring being unsubstituted or substituted with one to four R.sup.i 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 ; --NR.sup.e C(NR.sup.f)R.sup.g ; --R*;R.sup.e, R.sup.f and R.sup.g represent hydrogen; --R*; --C.sub.1-6 straight- or branched-chain alkyl unsubstituted or substituted with one to four R.sup.i groups;or R.sup.e and R.sup.f taken together with any intervening atoms represent a 4-6 membered saturated ring consisting of the N of attachment and carbon atoms and optionally interrupted by one to three of O, S, --C(O)-- or NR.sup.g with R.sup.g as defined above, said ring being unsubstituted or substituted with one to four R.sup.i groups;each R.sup.i independently represents halo; C.sub.1-6 straight or branched chain alkyl; --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, --C.sub.1-6 straight or branched-chain alkyl group, --C.sub.3 -C.sub.6 cycloalkyl group or phenyl, or when two R.sup.h groups are present, said R.sup.h groups may be taken in combination and represent a 4-6 membered saturated ring, said saturated ring being optionally interrupted by one or two of O, S, SO.sub.2, --C(O)--, NH and NCH.sub.3 ;R* is selected from the group consisting of: ##STR54##wherein:d represents O, S or NR.sup.k ;e, g, x, y and z represent CR.sup.m, N or N.sup.+ R.sup.k, provided that no more than one of e, g, x, y and z in any given structure represents N.sup.+ R.sup.k ;R.sup.k represents hydrogen; --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.i groups;each R.sup.m independently represents a member selected from the group consisting of: hydrogen; halo; --CN; --NO.sub.2 ; --NR.sup.n R.sup.o ; --OR.sup.n ; --SR.sup.n ; --CONR.sup.n R.sup.o ; --COOR.sup.h ; --SOR.sup.n ; --SO.sub.2 R.sup.n ; --SO.sub.2 NR.sup.n R.sup.o ; --NR.sup.n SO.sub.2 R.sup.o ; --COR.sup.n ; --NR.sup.n COR.sup.o ; --OCOR.sup.n ; --OCONR.sup.n R.sup.o ; --NR.sup.n CO.sub.2 R.sup.h ; --NR.sup.n CONR.sup.o R.sup.h ; --OCO.sub.2 R.sup.h ; --CNR.sup.n NR.sup.o R.sup.h ; --NR.sup.n CNHNR.sup.o R.sup.h ; --NR.sup.n C(NR.sup.o)R.sup.h ; --C.sub.1-6 straight- or branched-chain alkyl, unsubstituted or substituted with one to four R.sup.i groups; --C.sub.3-7 cycloalkyl, unsubstituted or substituted with one to four R.sup.i groups;R.sup.n and R.sup.o represent hydrogen, phenyl; --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, C.sub.3-6 cycloalkyl, said alkyl or cycloalkyl being optionally substituted with 1-4 R.sup.i groups; phenyl, or heteroaryl, said phenyl and heteroaryl being optionally substituted with 1-4 R.sup.i groups;or R.sup.h and R.sup.w taken together with any intervening atoms represent a 5-6 membered saturated ring consisting of the N of attachment and carbon atoms and, optionally interrupted by one or two of O, S, SO.sub.2, NH or NCH.sub.3 ;each R.sup.x independently 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, N.sup.+ R.sup.h R.sup.w, or --C(O)--, said alkyl 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, phenyl or heteroaryl group, said phenyl or heteroaryl 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;or two R.sup.x groups taken together with any intervening atoms represent a 4-6 membered saturated heterocyclic ring consisting of the N of attachment and carbon atoms and optionally interrupted by O, S, SO.sub.2, NR.sup.w, N.sup.+ R.sup.w R.sup.w or --C(O)--, said saturated ring being unsubstituted or substituted with 1-4 R.sup.i groups, where R.sup.w and R.sup.i are defined above,or two R.sup.w groups taken together with any intervening atoms represent a 4-6 membered saturated, heterocyclic consisting of the N of attachment and carbon atoms and ring optionally interrupted by O, S, SO.sub.2, NR.sup.h, N.sup.+ R.sup.h R.sup.h or --C(O)--, said saturated ring being unsubstituted or substituted with 1-4 R.sup.i groups, where R.sup.h and R.sup.i are defined above, with the proviso that no more than two cations are present in formula I.