Patent ID: 6140318
Filing Date: 2000-10-31
Classification: A61P,C07D

Abstract:
A compound represented by formula I: ##STR319## or a pharmaceutically acceptable salt thereof, wherein: R.sup.1 represents H or methyl;CO.sub.2 M represents a carboxylic acid, a carboxylate anion, a pharmaceutically acceptable ester group or a carboxylic acid protected by a protecting group;P represents hydrogen, hydroxyl, F or hydroxyl protected by a hydroxyl-protecting group;A-Q-L-B represents a side chain wherein:A is a C.sub.1-6 alkylene group, straight or branched, and optionally interrupted or terminated by 1-2 of --O--, --S--, NR.sup.a --, --C(O)-- and --CH.dbd.CH--;Q is ##STR320## in which: a is 1, 2 or 3;b is 2 or 3;and X.sup.- is a charge balancing counterion;L represents a bond or a C.sub.1-8 alkylene group, unsubstituted or substituted with 1-3 R.sup.c groups, uninterrupted, interrupted or terminated by 1-3 of --CH.dbd.CH--, --C(O)--, --C(O)NR.sup.d --, --Het(R.sup.e)--, --C(O)--Het(R.sup.e)--, --C(O)NR.sup.a --Het(R.sup.e)--, --O--, --S--, --S(O)--, --SO.sub.2 --, --CO.sub.2 --, --NR.sup.a --, --N.sup.+ (R.sup.a).sub.2 --, ##STR321## Het is a heteroaryl group; B represents a member selected from the group consisting of: ##STR322## wherein c and d are independently 0-4, such that c+d equals from 2-5, and said heterocycle is optionally substituted on carbon atoms with 1-2 R.sup.f or R.sup.g groups, and is optionally interrupted by O, S, NR.sup.f or NR.sup.g ; ##STR323## wherein ##STR324## represent quaternary and non-quaternary 5-10 membered mono- or bicyclic, N-containing heteroaryl groups, respectively, optionally containing 1-4 additional heteroatoms selected from O, S and N; ##STR325## R.sup.a is H or C.sub.1-6 alkyl; R.sup.b is independently selected from NH.sub.2 and C.sub.1-6 alkyl unsubstituted or substituted with 1-3 groups selected from halo, OH, CN and C(O)NH.sub.2 ;R.sup.c is independently selected from halo, OR.sup.a, SR.sup.a, OC(O)R.sup.a, CO.sub.2 R.sup.a, CN, C(O)N(R.sup.a).sub.2 and C(O)R.sup.a,R.sup.d is H or C.sub.1-3 alkyl, or R.sup.c and R.sup.d taken together with any intervening atoms represent a 4-6 membered ring;R.sup.e is H; R.sup.c ; NO.sub.2, N(R.sup.a).sub.2, SO.sub.2 N(R.sup.a).sub.2 or C.sub.1-4 alkyl, unsubstituted or substituted with 1-3 groups selected from halo, OH and C(O)NH.sub.2R.sup.f, R.sup.g and R.sup.h are independently selected from H; C.sub.1-6 straight or branched chain alkyl, unsubstituted or substituted with 1-3 R.sup.c groups; C.sub.3-6 cycloalkyl, unsubstituted or substituted with 1-3 R.sup.c groups; phenyl, unsubstituted or substituted with 1-3 R.sup.e groups and Het, unsubstituted or substituted with 1-3 R.sup.e groups,orR.sup.f and R.sup.g taken together with the intervening N atom form a 4-6 membered ring, optionally interrupted by 1-2 of O, S, C(O) or NR.sup.h, and optionally substituted by 1-3 R.sup.c groups;R.sup.i is H or R.sup.b ;R.sup.j and R.sup.k are C.sub.1-4 alkyl or R.sup.j and R.sup.k taken together with the intervening S atom are a 5-6 membered ring;and each R independently represents H; R.sup.c ; NO.sub.2 ; N(R.sup.a).sub.2 ; SO.sub.2 N(R.sup.a).sub.2 or C.sub.1-4 alkyl, unsubstituted or substituted with 1-3 groups selected from halo, OH and C(O)NH.sub.2,orR together with A of the group -A-Q-L-B and any intervening atoms represent a 5-6 membered carbocyclic ring.