6,7-asymmetrically disubstituted quinoxalinecarboxylic acid derivatives and addition salts thereof, with antagonism against amino acid receptors (particularly AMPA receptor) and processes for their preparation

摘要

6,7-Asymmetrically disubstituted quinoxalinecarboxylic acid derivatives represented by a general formula (1) wherein; Q is halogen, alkyl optionally substituted with halogen, or Ar-P-, where Ar is optionally substituted phenyl or naphthyl and P is alkylene, alkenylene, alkynylene, oxygen or sulfur, L-A-, wherein L is of general formula (4) wherein; V is a single bond, alkylene or alkenylene; T is phenyl, naphthyl, heterocycle and its condensed ring, hydrogen, hydroxyl, thiol, optionally substituted amino, alkoxycarbonyl, carboxyl or aldehyde, general formula (4-a) or (4-b) wherein; U and X are oxygen or sulfur; W is aralkyl, phenyl, naphthyl, optionally substituted heterocycle and its condensed ring or alkyl optionally substituted with halogen or cycloalkyl; R3 is aralkyl, phenyl, naphthyl, optionally substituted heterocycle and its condensed ring, hydrogen, alkyl optionally substituted with halogen or cycloalkyl, or general formula (4-c), wherein; X is oxygen or sulfur; W is aralkyl, phenyl, naphthyl, optionally substituted heterocycle and its condensed ring, alkyl optionally substituted with halogen or cycloalkyl; R4and R5 are aralkyl, phenyl, naphthyl, optionally substituted heterocycles and their condensed rings, hydrogen, alkyl optionally substituted with halogen or cycloalkyl; Ring B is an optionally substituted heterocycle and its condensed ring which may contain oxygen, nitrogen or sulfur; m denotes 0 or 1; A is a single bond, alkylene, alkenylene or alkynylene; or Q is general formula (5), wherein; R6 and R7 are hydrogen, alkyl optionally substituted with halogen, cycloalkyl, or optionally substituted phenyl or aralkyl; R1 is aralkyl, phenyl, naphthyl, optionally substituted heterocycle and its condensed ring, hydrogen, alkyl optionally substituted with halogen or cycloalkyl; R2 is a hydroxyl, alkoxy or general formula (6), wherein; R8 and R9 are aralkyl, phenyl, optionally substituted heterocycles and their condensed rings, hydrogen, alkyl optionally substituted with halogen or cycloalkyl, or R8 and R9 may form a ring together with nitrogen, or either of R8 and R9 are hydrogen while the other is a optionally substituted phenyloxy or aralkyloxy hydroxyl group or lower alkoxy group, and R is nitro, trifluoromethyl, optionally substituted amino or general formula (7), wherein; R10 and R11 are aralkyl, phenyl, optionally substituted heterocycles and their condensed rings, hydrogen, alkyl optionally substituted with halogen or cycloalkyl, or R10 and R11 may form a ring together with nitrogen and n is 1 to 2; and their addition salts.