Carboxamide compounds and their use as calpain inhibitors
View Patent ↗The present invention relates to novel carboxamide compounds and their use as a medicament. The carboxamide compounds are inhibitors of calpain (calcium dependant cysteine proteases). The invention therefore also relates to the use of these carboxamide compounds for treating a disorder associated with an elevated calpain activity and to a method for the therapeutic and/or prophylactic treatment by administering an effective amount of at least one of these carboxamide compounds. The carboxamide compounds are compounds of the general formula I in which W—R 2 is selected from and R 1 , R 2 , R 3a , R 3b , Y 1 , Y 2 , Y 3 , Y 4 , X, Q, m, k, R w and R w* have the meanings mentioned in the claims, the tautomers thereof and the pharmaceutically suitable salts thereof. Of these compounds those are preferred wherein Y 1 , Y 2 , Y 3 and Y 4 are CR y , or one or two of the variables Y 1 to Y 4 are a nitrogen atom and the remaining variables are CR y , wherein the radicals R y may be identical or different and have the meanings mentionend in the claims.
1. A carboxamide compound of the formula I
in which
R 1 is hydrogen, C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, where the last 3 radicals mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R 1a ,
C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, where a CH 2 group in the cycloalkyl moiety of the last two radicals mentioned may be replaced by O, NH, or S, or two adjacent C atoms may form a double bond, where the cycloalkyl moiety may further have 1, 2, 3 or 4 radicals R 1b ,
aryl, hetaryl, aryl-C 1 -C 6 -alkyl, aryl-C 2 -C 6 -alkenyl, hetaryl-C 1 -C 4 -alkyl or hetaryl-C 2 -C 6 -alkenyl, where aryl and hetaryl in the last 6 radicals mentioned may be unsubstituted or carry 1, 2, 3 or 4 identical or different radicals R 1c ; where
R 1a is selected independently of one another from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOR a1 , CONR a2 R a3 , SO 2 NR a2 R a3 , —NR a2 —SO 2 —R a4 , NR a2 —CO—R a5 , SO 2 —R a4 and NR a6 R a7 ,
R 1b is selected independently of one another from OH, SH, COOH, CN, OCH 2 COOH, halogen, phenyl which optionally has 1, 2 or 3 substituents R 1d , C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, where the alkyl moieties in the last 3 substituents mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R 1a ,
COOR b1 , CONR b2 R b3 , SO 2 NR b2 R b3 , NR b2 —SO 2 —R b4 , NR b2 —CO—R b5 , SO 2 —R b4 and NR b6 R b7 ,
in addition two R 1b radicals may together form a C 1 -C 4 -alkylene group, or 2 R 1b radicals bonded to adjacent C atoms of cycloalkyl may form together with the carbon atoms to which they are bonded also a benzene ring,
R 1c is selected independently of one another from OH, SH, halogen, NO 2 , NH 2 , CN, COOH, OCH 2 COOH, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylthio, where the alkyl moieties in the last 4 substituents mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R 1a ,
C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -cycloalkyloxy, where the cycloalkyl moiety of the last three radicals mentioned may have 1, 2, 3 or 4 R 1b radicals, and where 1 or 2 CH 2 -groups in the cycloalkyl moiety may be replaced by O, NH or S,
aryl, hetaryl, O-aryl, and O—CH 2 -aryl, where the last three radicals mentioned are unsubstituted in the aryl moiety or may carry 1, 2, 3 or 4 radicals selected from the group consisting of R 1d ,
COOR c1 , CONR c2 R c3 , SO 2 NR c2 R c3 , NR c2 —SO 2 —R c4 , NR c2 —CO—R c5 , SO 2 —R c4 , —(CH 2 ) p —NR c6 R c7 with p=0, 1, 2, 3, 4, 5 or 6, and
O—(CH 2 ) q —NR c6 R c7 with q=2, 3, 4, 5 or 6; where
R a1 , R b1 and R c1 are independently H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O-C 2 -C 6 -alkenyl, C(O)O-C 2 -C 6 -alkynyl, C(O)O-C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 , or C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, aryl-C 1 -C 4 -alkyl, hetaryl or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d ,
R a2 , R b2 and R c2 are independently of one another H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O-C 2 -C 6 -alkenyl, C(O)O-C 2 -C 6 -alkynyl, C(O)O-C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 ; C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, aryl-C 1 -C 4 -alkyl, hetaryl, or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d , and
R a3 , R b3 and R c3 are independently of one another H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O-C 2 -C 6 -alkenyl, C(O)O-C 2 -C 6 -alkynyl, C(O)O-C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 ; C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, aryl-C 1 -C 4 -alkyl, hetaryl, or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d , or
the two radicals R a2 and R a3 , or R b2 and R b3 , or R c2 and R c3 , form together with the N atom a 3 to 7-membered, optionally substituted nitrogen heterocycle which may optionally have 1, 2 or 3 further different or identical heteroatoms selected from the group consisting of O, N, and S as ring members,
R a4 , R b4 and R c4 are independently of one another C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O-C 2 -C 6 -alkenyl, C(O)O-C 2 -C 6 -alkynyl, C(O)O-C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 ; C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, aryl-C 1 -C 4 -alkyl, hetaryl, or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d , and
R a5 , R b5 and R c5 have independently of one another one of the meanings mentioned for R a1 , R b1 and R c1 ;
R a6 , R b6 and R c6 are independently of one another H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O—C 2 -C 6 -alkenyl, C(O)O—C 2 -C 6 -alkynyl, C(O)O—C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 ; C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, CO—C 1 -C 6 -alkyl, CO—O—C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -alkyl, aryl, hetaryl, O-aryl, OCH 2 -aryl, aryl-C 1 -C 4 -alkyl, hetaryl-C 1 -C 4 -alkyl, CO-aryl, CO-hetaryl, CO-(aryl-C 1 -C 4 -alkyl), CO-(hetaryl-C 1 -C 4 -alkyl), CO—O-aryl, CO—O-hetaryl, CO—O-(aryl-C 1 -C 4 -alkyl), CO—O-(hetaryl-C 1 -C 4 -alkyl), SO 2 -aryl, SO 2 -hetaryl, SO 2 —(aryl-C 1 -C 4 -alkyl) or SO 2 — (hetaryl-C 1 -C 4 -alkyl), where aryl and hetaryl in the last 18 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d , and
R a7 , R b7 and R c7 are independently of one another H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents independently selected from OH, SH, COOH, CN, OCH 2 COOH, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 7 -cycloalkyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, COOH, C(O)OC 1 -C 6 -alkyl, C(O)OC 1 -C 6 -haloalkyl, C(O)O-C 2 -C 6 -alkenyl, C(O)O-C 2 -C 6 -alkynyl, C(O)O-C 3 -C 7 -cycloalkyl, C(O)O-aryl, C(O)O-hetaryl, CONH 2 , CON(H)C 1 -C 6 -alkyl, CON(C 1 -C 6 -alkyl) 2 , CON(H)C 1 -C 6 -haloalkyl, CON(C 1 -C 6 -haloalkyl) 2 , CON(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, SO 2 NH 2 , SO 2 N(H)C 1 -C 6 -alkyl, SO 2 N(C 1 -C 6 -alkyl) 2 , SO 2 N(H)C 1 -C 6 -haloalkyl, SO 2 N(C 1 -C 6 -haloalkyl) 2 , SO 2 N(C 1 -C 6 -alkyl)C 1 -C 6 -haloalkyl, —NH—SO 2 —C 1 -C 6 -alkyl, —NH—SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -alkyl, —N(C 1 -C 6 -alkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -haloalkyl, —N(C 1 -C 6 -haloalkyl)-SO 2 —C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -alkyl, N(H)—CO—C 1 -C 6 -haloalkyl, N(C 1 -C 6 -alkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -alkyl, N(C 1 -C 6 -haloalkyl)-CO—C 1 -C 6 -haloalkyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, NH 2 , N(H)(C 1 -C 6 -alkyl), N(H)(C 1 -C 6 -haloalkyl), N(C 1 -C 6 -alkyl) 2 , N(C 1 -C 6 -alkyl)(C 1 -C 6 -haloalkyl), and N(C 1 -C 6 -haloalkyl) 2 ; C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, aryl-C 1 -C 4 -alkyl, hetaryl, or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R 1d , or
the two radicals R a6 and R b7 , or R b6 and R b7 , or R c6 and R c7 , form together with the N atom a 3- to 7-membered, optionally substituted nitrogen heterocycle which may optionally have 1, 2 or 3 further different or identical heteroatoms selected from the group consisting of O, N, and S as ring members, or two radicals R 1b or R 1c bonded to adjacent C atoms form together with the C atoms to which they are bonded a 4-, 5-, 6- or 7-membered, optionally substituted carbocycle or an optionally substituted heterocycle which has 1, 2 or 3 different or identical heteroatoms from the group of O, N, and S as ring members;
R 1d is selected from halogen, OH, SH, NO 2 , COOH, C(O)NH 2 , CHO, CN, NH 2 , OCH 2 COOH, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, CO—C 1 -C 6 -alkyl, CO—O—C 1 -C 6 -alkyl, NH—C 1 -C 6 -alkyl, NHCHO, NH—C(O)C 1 -C 6 -alkyl, and SO 2 —C 1 -C 6 -alkyl;
R 2 is C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, where a CH 2 group in the cycloalkyl moiety of the last two radicals mentioned may be replaced by O, NH, or S, or two adjacent C atoms may form a double bond, where the cycloalkyl moiety may additionally have 1, 2, 3 or 4 R 2a radicals;
aryl, O-aryl, O—CH 2 -aryl, hetaryl, aryl-C 1 -C 6 -alkyl, aryl-C 2 -C 6 -alkenyl, hetaryl-C 1 -C 4 -alkyl or hetaryl-C 2 -C 6 -alkenyl, where aryl and hetaryl in the last 8 radicals mentioned may be unsubstituted or carry 1, 2, 3 or 4 identical or different R 2b radicals; where
R 2a has one of the meanings indicated for R 1b , and
R 2b has one of the meanings indicated for R 1c ;
R 3a and R 3b are independently of one another hydroxy or C 1 -C 4 -alkoxy, or together with the carbon atom to which they are bonded are C═O; or
R 3a and R 3b together form a moiety S-Alk-S, O-Alk-S or O-Alk-O, wherein Alk is linear C 2 -C 5 -alkandiyl, which may be unsubstituted or substituted with 1, 2, 3 or 4 radicals selected from C 1 -C 4 -alkyl or halogen;
X is hydrogen or a radical of the formulae C(═O)—O—R x1 , C(═O)—NR x2 R x3 , C(═O)—N(R x4 )—(C 1 -C 6 -alkylene)-NR x2 R x3 or C(═O)—N(R x4 )NR x2 R x3 , in which
R x1 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, where alkyl, alkenyl, alkoxy, alkynyl, cycloalkyl, heterocycloalkyl in the last 6 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xa , or aryl, aryl-C 1 -C 4 -alkyl, hetaryl or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xd ,
R x2 is H, OH, CN, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, CO—C 1 -C 6 -alkyl, CO—O—C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -alkyl, or O—C 1 -C 6 -alkyl, where alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and heterocycloalkyl in the last 10 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xa , aryl, O-aryl, O—CH 2 -aryl, hetaryl, O—CH 2 -hetaryl, aryl-C 1 -C 4 -alkyl, hetaryl-C 1 -C 4 -alkyl, CO-aryl, CO-hetaryl, CO-(aryl-C 1 -C 4 -alkyl), CO-(hetaryl-C 1 -C 4 -alkyl), CO—O-aryl, CO—O-hetaryl, CO—O-(aryl-C 1 -C 4 -alkyl), CO—O-(hetaryl-C 1 -C 4 -alkyl), SO 2 -aryl, SO 2 -hetaryl, SO 2 — (aryl-C 1 -C 4 -alkyl) or SO 2 -(hetaryl-C 1 -C 4 -alkyl), where aryl and hetaryl in the last 19 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xd ,
R x3 is H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, where alkyl, alkenyl, alkoxy, alkynyl, cycloalkyl, heterocycloalkyl in the last 6 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xa ,
aryl, aryl-C 1 -C 4 -alkyl, hetaryl or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xd , or
the two radicals R x2 and R x3 form together with the N atom a 3- to 7-membered nitrogen heterocycle which may optionally have 1, 2 or 3 further different or identical heteroatoms selected from the group consisting of O, N, S as ring members, and which may have 1, 2 or 3 substituents R xb , and
R x4 is H, OH, CN, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, CO—C 1 -C 6 -alkyl, CO—O—C 1 -C 6 -alkyl, or SO 2 —C 1 -C 6 -alkyl, where alkyl, alkenyl, alkoxy, alkynyl, cycloalkyl, heterocycloalkyl in the last 9 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xa ,
aryl, O-aryl, O—CH 2 -aryl, hetaryl, aryl-C 1 -C 4 -alkyl, hetaryl-C 1 -C 4 -alkyl, CO-aryl, CO-hetaryl, CO-(aryl-C 1 -C 4 -alkyl), CO-(hetaryl-C 1 -C 4 -alkyl), CO—O-aryl, CO—O-hetaryl, CO—O-(aryl-C 1 -C 4 -alkyl), CO—O-(hetaryl-C 1 -C 4 -alkyl), SO 2 -aryl, SO 2 -hetaryl, SO 2 -(aryl-C 1 -C 4 -alkyl) or SO 2 -(hetaryl-C 1 -C 4 -alkyl), where aryl and hetaryl in the last 18 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xd , and
where R xa has one of the meanings indicated for R 1a , R xb has one of the meanings indicated for R 1b , and R xd has one of the meanings indicated for R 1d ;
Y 1 , Y 2 , Y 3 or Y 4 are CR y , or one or two of the variables Y 1 , Y 2 , Y 3 or Y 4 are a nitrogen atom, and the remaining variables Y 1 , Y 2 , Y 3 or Y 4 are CR y ;
R y is selected independently of one another from hydrogen, OH, SH, halogen, NO 2 , NH 2 , CN, CF 3 , CHF 2 , CH 2 F, O—CF 3 , O—CHF 2 , O—CH 2 F, COOH, OCH 2 COOH, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylthio, where the last 4 radicals mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R ya ,
C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -cycloalkyl-O, where the cycloalkyl moiety in the last three radicals mentioned may have 1, 2, 3 or 4 R yb radicals, and where 1 or 2 CH 2 -groups in the cycloalkyl moiety may be replaced by O, NH or S,
aryl, hetaryl, O-aryl, CH 2 -aryl, or O—CH 2 -aryl, where the last 4 radicals mentioned are unsubstituted in the aryl moiety or may carry 1, 2, 3 or 4 radicals selected from the group consisting of R yd ,
COOR y1 , CONR y2 R y3 , SO 2 NR y2 R y3 , —NH—SO 2 —R y4 ,
NH—CO—R y5 , SO 2 —R y4 ,
—(CH 2 ) p —NR y6 R y7 with p=0, 1, 2, 3, 4, 5 or 6, and
O—(CH 2 ) q —NR y6 R y7 with q=2, 3, 4, 5 or 6;
or two R y radicals bonded to adjacent C atoms form together with the C atoms to which they are bonded a 4-, 5-, 6- or 7-membered, optionally substituted carbocycle or an optionally substituted heterocycle which has 1, 2 or 3 different or identical heteroatoms selected from the group consisting of O, N, and S as ring members, where
R ya has one of the meanings indicated for R 1a ,
R yb has one of the meanings indicated for R 1b ,
R yd has one of the meanings indicated for R 1d ,
R y1 has one of the meanings indicated for R c1 ,
R y2 has one of the meanings indicated for R c2 ,
R y3 has one of the meanings indicated for R c3 ,
R y4 has one of the meanings indicated for R c4 ,
R y5 has one of the meanings indicated for R c5 ,
R y6 has one of the meanings indicated for R c6 , and
R y7 has one of the meanings indicated for R c7 ;
W is a radical of the formulae W1 or W2:
in which
* means the linkage to the 6-membered aromatic ring, and # means the linkage to R 2 ,
m is 0 or 1,
Q is O, S or NR ww ,
R w is selected from OH, SH, halogen, NO 2 , NH 2 , CN, COOH, OCH 2 COOH, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylthio, where the last 4 radicals mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R wa ,
C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -cycloalkyloxy, where the cycloalkyl moiety of the last three radicals mentioned may have 1, 2, 3 or 4 radicals R wb ,
aryl, O-aryl, O—CH 2 -aryl, or hetaryl, where the last four radicals mentioned are unsubstituted in the aryl moiety or may carry 1, 2, 3 or 4 radicals selected from the group consisting of R wd ,
COOR w1 , CONR w2 R w3 , SO 2 NR w2 R w3 , NR w2 —SO 2 —R w4 ,
NR w2 —CO—R w5 , SO 2 —R w4 ,
—(CH 2 ) p —NR w6 R w7 with p=0, 1, 2, 3, 4, 5 or 6, and
O—(CH 2 ) q —NR w6 R w7 with q=2, 3, 4, 5 or 6;
or two R w radicals bonded to adjacent C atoms form together with the C atoms to which they are bonded a 4, 5, 6 or 7-membered, optionally substituted carbocycle or an optionally substituted heterocycle which has 1, 2 or 3 different or identical heteroatoms selected from the group consisting of O, N, and S as ring members, where
R wa has one of the meanings indicated for R 1a ,
R wb has one of the meanings indicated for R 1b ,
R wd has one of the meanings indicated for R 1d ,
R w1 has one of the meanings indicated for R 1d ,
R w2 has one of the meanings indicated for R c2 ,
R w3 has one of the meanings indicated for R c3 ,
R w4 has one of the meanings indicated for R c4 ,
R w5 has one of the meanings indicated for R c5 ,
R w6 has one of the meanings indicated for R c6 ,
R w7 has one of the meanings indicated for R c7 ,
R ww is selected from H, OH, NH 2 , CN, CF 3 , CHF 2 , CH 2 F, O—CF 3 , O—CHF 2 , O—CH 2 F, COOH, OCH 2 COOH, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, where the last 4 radicals mentioned may be partly or completely halogenated and/or have 1, 2 or 3 substituents R wa ,
C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -cycloalkyloxy, where the cycloalkyl moiety of the last three radicals mentioned may have 1, 2, 3 or 4 radicals R wb ,
aryl, O-aryl, O—CH 2 -aryl, hetaryl, where the last four radicals mentioned are unsubstituted in the aryl moiety or may carry 1, 2, 3 or 4 radicals selected from the group consisting of R wd ,
COOR w1 , CONR w2 R w3 , SO 2 NR w2 R w3 , NR w2 —SO 2 —R w4 ,
NR w2 —CO—R w5 , SO 2 —R w4 ,
—(CH 2 ) p —NR w6 R w7 with p=0, 1, 2, 3, 4, 5 or 6, and
O—(CH 2 ) q —NR w6 R w7 with q=2, 3, 4, 5 or 6;
or
W forms together with R 2 a radical of the formula W3:
in which
* means the linkage to the 6-membered aromatic ring,
Q has one of the meanings indicated for Q in formula W1,
k is 0, 1 or 2, and
R w* has one of the meanings indicated for R w ,
or a tautomer thereof, or a pharmaceutically suitable salt thereof.
2. The carboxamide compound of claim 1 , in which m is 0.
3. The carboxamide compound of claim 1 , in which X in the formula I is a C(═O)—NR x2 R x3 radical in which
R x2 is H, OH, CN, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 7 -heterocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, aryl, hetaryl, aryl-C 1 -C 4 -alkyl, or hetaryl-C 1 -C 4 -alkyl, where aryl and hetaryl in the last 4 radicals mentioned are unsubstituted or have 1, 2 or 3 substituents R xd , and
R x3 is H, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, or C 1 -C 6 -alkyl which has 1, 2 or 3 substituents R xa , or
NR x2 R x3 is a nitrogen heterocycle of the following formulae:
in which R x5 is hydrogen or has the meaning indicated in claim 1 for R xb .
4. The carboxamide compound of claim 3 , in which X is C(O)—NH 2 .
5. The carboxamide compound as claimed in claim 1 , in which R 1 is selected from:
C 3 -C 10 -alkyl which is unsubstituted or may be partly or completely halogenated and/or have 1, 2 or 3 substituents R 1a ,
phenyl-C 1 -C 4 -alkyl, and hetaryl-C 1 -C 4 -alkyl, where phenyl and hetaryl in the last 2 radicals mentioned may be unsubstituted or carry 1, 2, 3 or 4 identical or different radicals R 1c .
6. The carboxamide compound as claimed in claim 1 , in which R 2 is selected from:
aryl, and hetaryl, where aryl and hetaryl in the last 2 radicals mentioned may be unsubstituted or carry 1, 2, 3 or 4 identical or different radicals R 2b .
7. The carboxamide compound of claim 6 , in which R 2 is phenyl, which is unsubstituted or carries 1, 2, 3 or 4 identical or different radicals R 2b .
8. The carboxamide compound of claim 1 , in which Y 4 is N.
9. The carboxamide compound of claim 8 , in which Y 1 , Y 2 and Y 3 are CR Y , wherein R Y may be identical or different and are as defined in claim 1 .
10. The carboxamide compound of claim 8 , in which
Y 1 is N and Y 2 and Y 3 are CR Y , or
Y 2 is N and Y 1 and Y 3 are CR Y ,
wherein R Y may be identical or different and are as defined in claim 1 .
11. The carboxamide compound of claim 1 , in which Y 1 , Y 2 , Y 3 and Y 4 are CR Y , wherein R Y may be identical or different and are as defined in claim 1 .
12. The carboxamide compound of claim 1 , in which
R 3a and R 3b are hydroxy or together with the carbon atom to which they are bonded are C═O.
13. The carboxamide compound of claim 1 , which corresponds to the formula I-A,
in which m, X, Q, Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 2 , R 3a , R 3b , and R w have the aforementioned meanings, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
14. The carboxamide compound as claimed of claim 1 , which corresponds to the formula I-B,
in which m, X, Q, Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 2 , R 3a , R 3b , and R w have the aforementioned meanings, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
15. The carboxamide compound of claim 1 , which corresponds to the formula I-C,
in which m, X, Q, Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 3a , R 3b , and R w have the aforementioned meanings, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
16. The carboxamide compound of claim 1 , which corresponds to the formula I-a,
in which X, W, R 1 , R 2 , R 3a , and R 3b have the aforementioned meanings, and wherein n is 0, 1 or 2 and R yy has one of the meanings indicated for R y which are different from hydrogen, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
17. The carboxamide compound of claim 1 , which corresponds to the formula I-b,
in which X, W, R 1 , R 2 , R 3a , and R 3b have the aforementioned meanings, and wherein n is 0, 1 or 2 and R yy has one of the meanings indicated for R y which are different from hydrogen, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
18. The carboxamide compound of claim 1 , which corresponds to the formulae I-c or I-d,
in which X, W, R 1 , R 2 , R 3a , and R 3b have the aforementioned meanings, and wherein n is 0, 1 or 2 and R yy has one of the meanings indicated for R y which are different from hydrogen, or a tautomer thereof, or a pharmaceutically suitable salt thereof.
19. The carboxamide compounds of the formula I-a of claim 16 , wherein W is a radical W1.
20. The carboxamide compounds of the formula I-a of claim 16 , wherein W is a radical W2.
21. The carboxamide compounds of the formula I-a of claim 16 , wherein W—R 2 is a radical W3.
22. The carboxamide compound of claim 1 , wherein Q is S.
23. The carboxamide compound of claim 1 , wherein Q is O or NH.
24. The carboxamide compound of claim 1 , which has the S configuration at the carbon atom carrying the group R 1 .
25. The carboxamide compound of claim 1 , which are selected from the group consisting of
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-{4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(4-phenyl-1,3-thiazol-2-yl)pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[4-(2-chlorophenyl)-1,3-thiazol-2-yl]pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[4-(naphthalen-2-yl)-1,3-thiazol-2-yl]pyridine-3-carboxamide;
N-(1-amino-1,2-dioxoheptan-3-yl)-2-(4-phenyl-1,3-thiazol-2-yl)nicotinamide;
N-(1-amino-1,2-dioxoheptan-3-yl)-2-(4-phenyl-1,3-thiazol-2-yl)benzamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(4-phenyl-1,3-thiazol-2-yl)benzamide;
N-(4-(Cyclopropylamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(4-phenyl-1,3-thiazol-2-yl)nicotinamide;
N-(4-(Methoxyamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(4-phenylthiazol-2-yl)nicotinamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(4-phenyloxazol-2-yl)nicotinamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-{2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl}pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenyl-1,3-thiazol-4-yl)pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[2-(2-chlorophenyl)-1,3-thiazol-4-yl]pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[2-(naphthalen-2-yl)-1,3-thiazol-4-yl]pyridine-3-carboxamide;
N-(1-amino-1,2-dioxoheptan-3-yl)-2-(2-phenylthiazol-4-yl)nicotinamide;
N-(1-amino-1,2-dioxoheptan-3-yl)-2-(2-phenyl-1,3-thiazol-4-yl)benzamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenyl-1,3-thiazol-4-yl)benzamide;
N-(4-(Cyclopropylamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide;
N-(4-(Methoxyamino)-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenylthiazol-4-yl)nicotinamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(2-phenyloxazol-4-yl)nicotinamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(1H-benzimidazol-2-yl)pyridine-3-carboxamide;
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(1,3-benzothiazol-2-yl)pyridine-3-carboxamide; and
N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(1,3-benzo[d]oxazol-2-yl)pyridine-3-carboxamide;
or a tautomer thereof, or a pharmaceutically suitable salt thereof.
26. A medicament comprising at least one carboxamide compound of claim 1 , a tautomer or a pharmaceutically suitable salt thereof, and one or more suitable excipients/drug carriers.