Modulators of protein tyrosine phosphateses (PTPases)

A compound of Formula 1

• wherein
• n is 0, 1 or 2;
• m is 1 or 2;
• X is S or O;
• R1 is hydrogen or COOR3, or R1 is selected from the group consisting of the following 5-membered heterocycles:
• R2 is hydrogen, C1-C6alkyl, hydroxy or NR8R9;
• R3 is hydrogen, C1-C6alkyl, arylC1-C6alkyl, C1-C6alkylcarbonyloxyC1-C6alkyl or C1-C6alkylcarbonyloxyarylC1-C6alkyl;
• R4, R5 and R6are independently hydrogen, trihalomethyl, C1-C6alkyl, aryl, arylC1-C6alkyl, hydroxy, oxo, carboxy, carboxyC1-C6alkyl, C1-C6alkyloxy-carbonyl, aryloxycarbonyl, arylC1-C6alkyloxycarbonyl, C1-C6alkyloxy, C1-C6alkyloxyC1-C6alkyl, aryloxy, arylC1-C6alkyloxy, arylC1-C6alkyloxyC1-C6alkyl, thio, C1-C6alkyl-thio, C1-C6alkylthioC1-C6alkyl, arylthio, arylC1-C6alkylthio, arylC1-C6alkylthioC1-C6alkyl, NR8R9, R8R9NC1-C6alkyl, C1-C6alkylaminoC1-C6alkyl, arylaminoC1-C6alkyl, arylC1-C6alkylaminoC1-C6alkyl, di(arylC1-C6alkyl)aminoC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonylC1-C6alkyl, arylC1-C6alkylcarbonyl, arylC1-C6alkylcarbonylC1-C6alkyl, C1-C6alkylcarboxy, C1-C6alkylcarboxyC1-C6-alkyl, arylcarboxy, arylcarboxyC1-C6alkyl, arylC1-C6alkylcarboxy, arylC1-C6alkyl-carboxyC1-C6alkyl, C1-C6alkylcarbonylamino, C1-C6alkylcarbonylaminoC1-C6alkyl, -carbonylNR8C1-C6alkylCOR12, arylC1-C6alkylcarbonylamino, arylC1-C6alkyl-carbonylaminoC1-C6alkyl, arylcarbonylaminoC1-C6alkyl, CONR8R9, or C1-C6alkyl-CONR8R9 wherein the alkyl and aryl groups are optionally substituted as defined in the definition section and R12 is NR8R9, or C1-C6alkylNR8R9;
• R7 is hydrogen, C1-C6alkyl, aryl, arylC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkoxycarbonyl, arylcarbonyl, aryloxocarbonyl, arylC1-C6alkylcarbonyl, aryC1-C6alkoxycarbonyl, C1-C6alkylcarboxy, arylC1-C6alkylcarboxy, R10R11NcarbonylC1-C6alkyl wherein R10 and R11 are independently selected from hydrogen, C1-C6alkyl, aryl, arylC1-C6alkyl, C1-C6alkyl-carbonyl, arylcarbonyl, arylC1-C6alkylcarbonyl, C1-C6alkylcarboxy or arylC1-C6alkylcarboxy;
• wherein the alkyl and aryl groups are optionally substituted as defined in the definition section;
• R8 and R9 are independently selected from hydrogen, C1-C6alkyl, aryl, arylC1-C6alkyl, C1-C6alkylcarbonyl, C1-C6alkoxycarbonyl, arylcarbonyl, aryloxocarbonyl, arylC1-C6alkylcarbonyl, arylC1-C6alkoxycarbonyl, C1-C6alkylcarboxy, arylC1-C6alkylcarboxy, R10R11NcarbonylC1-C6alkyl wherein the alkyl and aryl groups are optionally substituted as defined in the definition section;
• or
• R8 and R9 together with the nitrogen to which they are attached form a saturated, partially saturated or aromatic monocyclic, bicyclic or tricyclic ring system containing from 3 to 14 carbon atoms and from 0 to 3 additional heteroatoms selected from nitrogen, oxygen or sulphur, the ring system can optionally be substituted with at least one C1-C6alkyl, aryl, arylC1-C6alkyl, hydroxy, oxo, C1-C6alkyloxy, arylC1-C6alkyloxy, C1-C6alkyloxyC1-C6alkyl, NR10R11 or C1-C6alkyl-aminoC1-C6alkyl, wherein R10 and R11 are independently selected from hydrogen, C1-C6alkyl, aryl, arylC1-C6alkyl, C1-C6alkylcarbonyl, arylcarbonyl, arylC1-C6alkylcarbonyl, C1-C6alkylcarboxy or arylC1-C6alkylcarboxy;
• wherein the alkyl and aryl groups are optionally substituted as defined in the definition section;
• or
• R8 and R9 are independently a saturated or partial saturated cyclic 5, 6 or 7 membered amine, imide or lactam;
• or a salt thereof with a pharmaceutically acceptable acid or base, or any optical isomer or mixture of optical isomers, a racemic mixture, or any tautomeric form, or prodrug thereof.