Patent ID: 6211196
Filing Date: 2001-04-03
Classification: A61P,C07D

Abstract:
A compound of formula (I): ##STR26##wherein:D is a radical of formula (II) or (III): ##STR27##wherein:X.sup.1 is --C--R.sup.6 ;X.sup.2 is --C--R.sup.7 ;X.sup.3 is --C--R.sup.8 ;B is a radical of formula (VIII) ##STR28##R.sup.1 and R.sup.2, which may be identical or different, are(a) hydrogen,(b) halogen, or(c) (C.sub.1 -C.sub.3)-alkyl;R.sup.3 and R.sup.4, which may be identical or different, are(a) hydrogen,(b) halogen,(c) cyano,(d) (C.sub.1 -C.sub.3)-alkyl,(e) --O--(C.sub.1 -C.sub.3)-alkyl,(f) --S--(C.sub.1 -C.sub.3)-alkyl,wherein, in the radicals mentioned under (d), (e), or (f), 1 to 5 of the hydrogen atoms present in the alkyl groups can be replaced by halogen atoms,(g) --OH,(h) tetrazolyl,(i) --CONHR.sup.9, or(j) --COOR.sup.9 ;R.sup.5 is(a) nitro,(b) amino,(c) a radical of formula (IV) ##STR29##(d) a radical of formula (V) ##STR30##R.sup.6, R.sup.8, and R'"", which may be identical or different, are(a) hydrogen,(b) halogen,(c) (C.sub.1 -C.sub.4)-alkyl,(d) (C.sub.1 -C.sub.4)-alkoxy,(e) amino,(f) (C.sub.1 -C.sub.4)-alkylamino,(g) hydroxyl,(h) (C.sub.6 -C.sub.12)-aryl,(i) (C.sub.6 -C.sub.12)-aryl-(C.sub.1 -C.sub.4)-alkandiyl, or(j) --COOR.sup.9 ;R.sup.7, R', and R"", which may be identical or different, are(a) hydrogen, or(b) (C.sub.1 -C.sub.4)-alkyl,wherein each R"" in formula (III) may be identical or different;R.sup.9 is(a) hydrogen,(b) (C.sub.1 -C.sub.4)-alkyl,(c) (C.sub.2 -C.sub.5)-alkenyl, or(d) (C.sub.6 -C.sub.12)-aryl-(C.sub.1 -C.sub.3)-alkandiyl;A is a bivalent radical of an aminocarboxylic acid;Y is ##STR31##E is(a) (C.sub.2 -C.sub.5)-alkenediyl,(b) (C.sub.1 -C.sub.7)-alkanediyl,(c) (C.sub.3 -C.sub.10)-cycloalkanediyl, or(d) --(CH.sub.2).sub.m --T.sub.o --(CH.sub.2).sub.n --, wherein m, n, and o are defined such that --(CH.sub.2).sub.m --T.sub.o --(CH.sub.2).sub.n -- is not a (C.sub.1 -C.sub.7)-alkanediyl or a single bond,wherein the radicals mentioned under (a) through (d) optionally can be substituted;T is(a) O,(b) S, or(c) --NR.sup.15 ;m and n, which may be identical or different, are each an integer from 0-6;o is 0 or 1;R.sup.10 is(a) hydrogen,(b) (C.sub.1 -C.sub.5)-alkyl,(c) (C.sub.6 -C.sub.10)-aryl,(d) (C.sub.1 -C.sub.3)-alkandiyl-(C.sub.6 -C.sub.10)-aryl, or(e) a heteroaryl group,wherein (c), (d), and (e) can optionally be substituted by one or more groups;R.sup.15 is(a) hydrogen,(b) --C(O)--(C.sub.1 -C.sub.3)-alkyl, or(c) (C.sub.1 -C.sub.3)-alkyl;or a physiologically tolerable salt thereof;with a first proviso that formula (I) does not include a compound wherein D is a radical of formula (II), R.sup.3 and R.sup.4 are simultaneously halogen, (C.sub.1 -C.sub.3)-alkyl, --O--(C.sub.1 -C.sub.3)-alkyl, or a combination thereof, and R.sup.3 and R.sup.4 are hydrogen in combination with halogen, (C.sub.1 -C.sub.3)-alkyl, --O--(C.sub.1 -C.sub.3)-alkyl, or a combination thereof,(.alpha.) with a first exception to the first proviso being that formula (I) does include a compoundwherein D is a radical of formula (II) and R.sup.5 is a radical of formula (IV),wherein R.sup.10 is a heteroaryl group or a radical of formula (VI) ##STR32##wherein p is an integer from 1 to 3, andR.sup.11 is (a) (C.sub.1 -C.sub.5)-alkyl, wherein the hydrogen atoms are partially or completely replaced by fluorine or chlorine, or (b) (C.sub.1 -C.sub.5)-alkoxy, wherein the hydrogen atoms are partially or completely replaced by fluorine or chlorine, and(.beta.) with a second exception to the first proviso being that formula (I) does include a compound wherein D is a radical of formula (II) and R.sup.5 is a radical of formula (V);said first and second exceptions to the first proviso do not include a compound of formula (I) wherein R.sup.10 has the formula (VI), R.sup.3 and R.sup.4 are identically or differently hydrogen and halogen, and wherein D is a radical of formula (II) and R.sup.5 is a radical of formula (V), R.sup.3 and R.sup.4 are halogen;said first and second exceptions to the first proviso do not include a compound of formula (I) wherein D is a radical of formula (II), R.sup.5 is a radical of formula (IV), R.sup.9 is hydrogen or (C.sub.1 -C.sub.4)-alkyl, Y is --CO--, E is (C.sub.2 -C.sub.5)-alkenediyl, (C.sub.1 -C.sub.6)-alkanediyl, (CH.sub.2).sub.m --NH-- where m is 0 or 1, or --CH.sub.2 --S--, and R.sup.10 is a heteroaryl group;said first and second exceptions to the first proviso do not include a compound of formula (I) wherein D is a radical of formula (II), R.sup.5 is a radical of formula (IV), R.sup.9 is hydrogen or (C.sub.1 -C.sub.4)-alkyl, Y is --CO--, E is (C.sub.2 -C.sub.5)-alkenediyl or --NH--, and R.sup.10 is pyridyl monosubstituted with --COOH or --CONR.sup.13 R.sup.14 wherein R.sup.13 is hydrogen, (C.sub.1 -C.sub.5)-alkyl, (C.sub.2 -C.sub.5)-alkenyl, or (C.sub.6 -C.sub.12)-aryl, and R.sup.14 is hydrogen;said first and second exceptions to the first proviso do not include a compound of formula (I) wherein D is a radical of formula (II), R.sup.5 is a radical of formula (IV), R.sup.9 is methyl, Y is --CO--, E is --NH--CH.sub.2 --, and R.sup.10 is unsubstituted pyridyl; andwith a second proviso that when D is a radical of formula (II) and R.sup.5 is nitro or amino, R.sup.3 and R.sup.4 cannot simultaneously be hydrogen.