Inhibitors of histone deacetylase

A compound of formula (I),

• the N-oxide forms, the pharmaceutically acceptable addition salts and the stereo-chemically isomeric forms thereof, wherein
• n is 0, 1, 2 or 3 and when n is 0 then a direct bond is intended;
• each Q is
• each X is nitrogen;
• each Y is nitrogen;
• each Z is nitrogen or
• R1 is —C(O)NH(OH) or —NHC(O)C1-6alkanediylSH;
• R2 is hydrogen, halo, hydroxy, amino, nitro, C1-6alkyl, C1-6alkyloxy, trifluoromethyl, di(C1-6alkyl)amino, hydroxyamino or naphtalenylsulfonylpyrazinyl;
• R3 is hydrogen, C1-6alkyl, arylC2-6alkenediyl, furanylcarbonyl, naphthalenylcarbonyl, —C(O)phenylR9, C1-6alkylaminocarbonyl, aminosulfonyl, arylaminosulfonyl, aminosulfonylamino, di(C1-6alkyl)aminosulfonylamino, arylaminosulfonylamino, aminosulfonylaminoC1-6alkyl, di(C1-6alkyl)aminosulfonylaminoC1-6alkyl, arylaminosulfonylaminoC1-6alkyl, di(C1-6alkyl)aminoC1-6alkyl, C1-12alkylsulfonyl, di(C1-6alkyl)aminosulfonyl, trihaloC1-6alkylsulfonyl, di(aryl)C1-6alkylcarbonyl, thiophenylC1-6alkylcarbonyl, pyridinylcarbonyl or arylC1-6alkylcarbonyl
• wherein each R9 is independently selected from phenyl;
• phenyl substituted with one, two or three substituents independently selected from halo, amino, C1-6alkyl, C1-6alkyloxy, hydroxyC1-4alkyl, hydroxyC1-4alkyloxy, aminoC1-4alkyloxy, di(C1-4alkyl)aminoC1-4alkyloxy, di(C1-6alkyl)aminoC1-6alkyl, di(C1-6alkyl)aminoC1-6alkyl(C1-6alkyl)aminoC1-6alkyl, hydroxyC1-4alkylpiperazinylC1-4alkyl, C1-4alkyloxypiperidinylC1-4alkyl, hydroxyC1-4alkyloxyC1-4alkylpiperazinyl, C1-4alkylpiperazinylC1-4alkyl, di(hydroxyC1-4alkyl)aminoC1-4alkyl, pyrrolidinylC1-4alkyloxy, morpholinylC1-4alkyloxy, or morpholinylC1-4alkyl;
• thiophenyl;
• or thiophenyl substituted with di(C1-4alkyl)aminoC1-4alkyloxy, di(C1-6alkyl)aminoC1-6alkyl, di(C1-6alkyl)aminoC1-6alkyl(C1-6alkyl)aminoC1-6alkyl, pyrrolidinylC1-4alkyloxy, C1-4alkylpiperazinylC1-4alkyl, di(hydroxyC1-4alkyl)aminoC1-4alkyl or morpholinylC1-4alkyloxy;
• R4 is hydrogen, hydroxy, amino, hydroxyC1-6alkyl, C1-6alkyl, C1-6alkyloxy, arylC1-6alkyl, aminocarbonyl, hydroxycarbonyl, aminoC1-6alkyl, aminocarbonylC1-6alkyl, hydroxycarbonylC1-6alkyl, hydroxyaminocarbonyl, C1-6alkyloxycarbonyl, C1-6alkylaminoC1-6alkyl or di(C1-6alkyl)aminoC1-6alkyl;
• when R3 and R4 are present on the same carbon atom, R3 and R4together may form a bivalent radical of formula
• —C(O)—NH—CH2—NR10—(a-1)
• wherein R10 is hydrogen or aryl;
• when R3 and R4 are present on adjacent carbon atoms, R3 and R4 together may form a bivalent radical of formula
• ═CH—CH═CH—CH═ (b-1);
• aryl in the above is phenyl, or phenyl substituted with one or more substituents each independently selected from halo, C1-6alkyl, C1-6alkyloxy, trifluoromethyl, cyano or hydroxycarbonyl.