2-Substituted quinolylmethoxy-phenylacetic acid- and -benzylacyl derivatives, process for their preparation and their use as inhibitors of leukotriene synthesis

摘要

2-Substituted quinolylmethoxyphenylacetic acid derivatives of the general formula (I) IMAGE in which A, B, D, E, G and L are identical or different and stand for hydrogen, hydroxyl, halogen, cyano, carboxyl, nitro, trifluoromethyl, trifluoromethoxy or for straight-chain or branched alkyl or alkoxy in each case having up to 8 carbon atoms, or for aryl having 6 to 10 carbon atoms, which is optionally substituted by halogen, hydroxyl, nitro or cyano, R1 stands for halogen, cyano, nitro, azido, hydroxyl, carboxyl, trifluoromethyl, trifluoromethoxy or trifluoromethylthio, or for straight-chain or branched alkenyl or alkynyl in each case having up to 8 carbon atoms, each of which is optionally substituted by phenyl or cycloalkyl having 3 to 8 carbon atoms, or for cycloalkyl having 3 to 8 carbon atoms or phenyl, or for straight-chain or branched alkoxy or alkoxycarbonyl in each case having up to 6 carbon atoms, R2 stands for hydrogen or for straight-chain or branched alkyl having up to 6 carbon atoms, or for cycloalkyl having 3 to 12 carbon atoms, R3 stands for hydroxyl, for straight-chain or branched alkoxy having up to 8 carbon atoms or phenyl, or for a group of the formula -NR4SO2R5 or -NR6R7, in which R4, R6 and R7 are identical or different and denote hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms, phenyl or benzyl, R5 denotes trifluoromethyl or phenyl which is optionally substituted by halogen, cyano, hydroxyl, nitro, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or by straight-chain or branched alkyl or alkoxy in each case having up to 6 carbon atoms, or denotes straight-chain or branched alkyl having up to 8 carbon atoms, which is optionally substituted by phenyl which, for its part, can be substitued by halogen, cyano, nitro, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, hydroxyl or by straight-chain or branched alkyl or alkoxy in each case having up to 6 carbon atoms and their salts. 2-Substituted quinolylmethoxyphenylacetic acid derivatives are prepared by reaction of appropriately substituted phenols with quinolylmethyl halides or by reaction of unsubstituted phenols with quinolylmethyl halides and subsequent alkylation. The 2-substituted quinolylmethoxyphenylacetic acid derivatives can be employed as active compounds in medicaments. The substances can act as inhibitors of enzymatic reactions in arachidonic acid metabolism, in particular of lipoxygenase.