Benzazole analogues and uses thereof

A compound of the general formula (I) or a salt or a physiologically functional derivative thereof,

• wherein
• the substituent —Y—R1 is attached to the 5- or 6-position of the benzazole;
• x independently represents S, O, SO, or SO2;
• Y independently represents S, O, NR2, SO, or SO2;
• A independently represents ←CO—, ←CS—, ←SO—, ←SO2—, ←CO2—, ←CONR8—, ←NR8CO—, ←NR8CONR9—;
• ←NR8COO—, ←NR8NR9CO—, ←NR8OCO—, ←ONR8CO—, or ←NR8SO2—, where ← indicates the point of attachment to R3;
• R2 independently represents H, alkyl, cycloalkyl, —COR6, —SOR6, —SO2R6, —CN, hydroxyalkyl, haloalkyl, or haloalkyloxy.
• R3 independently represents H, alkyl, cycloalkyl, aryl, or heteroaryl;
• R4 independently represents H, —COR6, —CO2R6, —SOR6, —SO2R6, —SO3R6, —NO2, —CN, —CF3, —OCH3, —OCF3, alkyl, cycloalkyl, alkoxy, —NH2, alkylamino, ←NR7COR6, halogen, —OH, —SH, alkylthio, haloalkyl, haloalkoxy, aryl or heteroaryl;
• R5 independently represents H, alkyl, cycloalkyl, —COR6, —SOR6, —SO2, —CN, hydroxyalkyl, haloalkyl, haloalkyloxy, aryl, or heteroaryl;
• R6a independently represents H, alkyl, cycloalkyl, —NR8NR2R9, —ONR8R9, —NR8OR9, aryl or heteroaryl;
• R6 independently represents H, alkyl, cycloalkyl, —NR8R9, —NR8NR2R9, —ONR8R9, —NR8OR9, aryl or heteroaryl;
• R7 independently represents H, alkyl, cycloalkyl, or alkoxy;
• R8 independently represents H, alkyl, cycloalkyl, —COR6, —SOR6, —SO2R6, haloalkyl, haloalkyloxy, aryl or heteroaryl;
• R9 independently represents H, alkyl, cycloalkyl, —COR6, —SOR6, —SO2R6, haloalkyl, haloalkyloxy, aryl or heteroaryl;
• R1 independently represents one of the following groups:
• where * indicates the point of attachment;
• Z independently represents O, NR8, or S;
• R12 independently represents H, halogen, nitro, trifluoromethyl, alkyl, aryl, heteroaryl, —NR8aR9a, or —X2R16;
• R8a independently represents H, alkyl, cycloalkyl, —COR6a, —SOR6, —SO2R6, haloalkyl, haloalkyloxy, aryl or heteroaryl;
• R9a independently represents H, alkyl, cycloalkyl, —COR6a, —SOR6, —SO26, haloalkyl, haloalkyloxy, aryl or heteroaryl;
• R13 independently represents H, halogen, nitro, trifluoromethyl, alkyl, aryl, heteroaryl, —NR8aR9a, or —X2R16;
• R14 independently represents H, halogen, nitro, trifluoromethyl, alkyl, aryl, heteroaryl, —NR8aR9a, or —X2R16;
• R15 independently represents H, halogen, nitro, trifluoromethyl, alkyl, aryl, heteroaryl, —NR8aR9a, or —X2R16;
• R17 independently represents H, halogen, nitro, trifluoromethyl, alkyl, aryl, heteroaryl, —NR8aR9a, or —X2R16;
• X2 independently represents a direct bond, —O—, —CH2—, —OCO—, carbonyl, —S—, —SO—, —SO2—, —NR8CO—, —CONR8—, —SO2NR8—, —NR8SO2— or —NR8a—;
• R16 independently represents H, alkyl, cycloalkyl, —SOR6, —SO2R6, —OCH3, hydroxyalkyl, haloalkyl, haloalkyloxy, or one of the following groups:
• where * indicates the point of attachment;
• m independently represents an integer from 1-3;
• L is absent or represents a divalent linkage group selected from alkylen, cycloalkylen, heterocyclylen, arylen, or heteroarylen, wherein one or more of the (—CH2—) groups may be replaced by an oxygen or a NR8, and wherein one or more carbon atoms may be independently substituted by one or two substituents selected from halogen, hydroxy, alkoxy, halo-alkyloxy, phoshonooxy, or phoshonooxyalkyl;
• X3 independently represents —COOH, —COOalkyl, —OH, —SH, —SO3H, or —SO2NR8R9;
• R18 independently represents H, phosphonooxy, or phosphonooxyalkyl;
• R19 independently represents H, alkyl, cycloalkyl, alkylamino, or alkoxy;
• with the proviso that the following compounds are excluded:
• N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-5-fluoro-benzothiazol-2-yl]-2-phenyl-acetamide, N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-benzothiazol-2-yl]-2-phenyl-acetamide, N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-5-fluoro-benzothiazol-2-yl]-3-phenyl-propionamide, N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-5-fluoro-benzothiazol-2-yl]-2-(3-trifluoromethyl-phenyl)-acetamide, 2-(3,5-bis-trifluoromethylphenyl)-N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-5-fluoro-benzothiazol-2-yl]-acetamide, 2-(2-chloro-5-trifluoromethyl-phenyl)-N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-5-fluoro-benzothiazol-2-yl]-acetamide;
• wherein an alkyl group, if not stated otherwise, denotes a linear or branched C1-C6-alkyl, preferably a linear or branched chain of one to five carbon atoms, a linear or branched C2-C6-alkenyl or a linear or branched C2-C6-alkynyl group, which can be substituted by one or more substituents R′;
• wherein R′ independently represents H, —CO2R″, —CONHR″, —CR″O, —SO2R″, —NR″—CO-haloalkyl, —NO2, —NR″—SO2-haloalkyl, —NR″-SO2-alkyl, —SO2-alkyl, —NR″—CO-alkyl, —CN, alkyl, cycloalkyl, aminoalkyl, alkylamino, alkoxy, —OH, —SH, alkylthio, hydroxyalkyl, hydroxyalkylamino, halogen, haloalkyl, haloalkyloxy, aryl, arylalkyl or heteroaryl;
• wherein R″ independently represents H, haloalkyl, hydroxyalkyl, alkyl, cycloalkyl, aryl, heteroaryl or aminoalkyl;
• wherein a cycloalkyl group denotes a non-aromatic ring system containing three to eight carbon atoms, preferably four to eight carbon atoms, wherein one or more of the carbon atoms in the ring can be substituted by a group E, E being O, S, SO, SO2, N, or NR″, R″ being as defined above;
• wherein an alkoxy group denotes an O-alkyl group, the alkyl group being as defined above;
• the alkoxy group is preferably a methoxy, ethoxy, isopropoxy, t-butoxy or pentoxy group;
• wherein an alkylthio group denotes an S-alkyl group, the alkyl group being as defined above;
• wherein an haloalkyl group denotes an alkyl group which is substituted by one to five halogen atoms, the alkyl group being as defined above;
• wherein a hydroxyalkyl group denotes an HO-alkyl group, the alkyl group being as defined above;
• wherein a haloalkyloxy group denotes an alkoxy group which is substituted by one to five halogen atoms, the alkyl group being as defined above;
• wherein a hydroxyalkylamino group denotes an (HO-alkyl)2-N— group or HO-allyl-NH— group, the alkyl group being as defined above;
• wherein an alkylamino group denotes an HN-alkyl or N-dialkyl group, the alkyl group being as defined above;
• wherein a halogen group is chlorine, bromine, fluorine or iodine;
• wherein an aryl group denotes an aromatic group having five to fifteen carbon atoms, which can be substituted by one or more substituents R′, where R′ is as defined above;
• wherein a heteroaryl group denotes a 5- or 6-membered heterocyclic group which contains at least one heteroatom like O, N, S. This heterocyclic group can be fused to another ring. This heterocyclic group can be substituted by one or more substituents R′, wherein R′ is as defined above