Patent ID: 7868205

Claim:
A histone deacetylase inhibitor of formula (1): or a pharmaceutically acceptable salt thereof, wherein Ar 2 is a saturated or mono- or poly- unsaturated C 5 -C 14 -mono- or fused poly-cyclic hydrocarbyl, optionally containing one, two, three, or four annular heteroatoms per ring optionally substituted with one or more groups selected from C 1 -C 7 -alkyl, hydroxy, C 1 -C 7 -alkoxy, halo, and amino, provided that an annular O or S is not adjacent to another annular O or S; R 5 and R 6 are independently selected from the group consisting of hydrogen, C 1 -C 7 -alkyl, aryl, and aralkyl; R 2 , R 3 and R 4 are independently selected from the group consisting of hydrogen, halogen, —NH 2 , nitro, hydroxy, aryl, heterocyclyl, C 3 -C 8 -cycloalkyl, heteroaryl, C 1 -C 7 -alkyl, haloalkyl, C 1 -C 7 -alkenyl, C 1 -C 7 -alkynyl, C 1 -C 7 -acyl, C 1 -C 7 -alkyl-aryloxy, C 1 -C 7 -alkyl-arylsulfanyl, C 1 -C 7 -alkyl-arylsulfinyl, C 1 -C 7 -alkyl-arylsulfonyl, C 1 -C 7 -alkyl-arylaminosulfonyl, C 1 -C 7 -alkyl-arylamine, C 1 -C 7 -alkynyl-C(O)-amine, C 1 -C 7 -alkenyl-C(O)-amine, C 1 -C 7 -alkynyl-R 9 , C 1 -C 7 -alkenyl-R 9 wherein R 9 is hydrogen, hydroxy, amino, C 1 -C 7 -alkyl or C 1 -C 7 -alkoxy; q is 0 or 1; R 1 is a mono-, bi-, or tri-cyclic aryl or heteroaryl, each of which is optionally substituted; Y is Cy 2 -X 1 - and Cy 2 is hydrogen, cycloalkyl, aryl, heteroaryl, or heterocyclyl, each of which is optionally substituted and each of which is optionally fused to one or two aryl or heteroaryl rings, or to one or two saturated or partially unsaturated cycloalkyl or heterocyclic rings, and wherein any of the aforementioned rings are optionally substituted; and X 1 is selected from the group consisting of a covalent bond, M 1 -L 2 -M 1 , and L 2 -M 2 -L 2 wherein L 2 , at each occurrence, is independently selected from the group consisting of a chemical bond, C 0 -C 4 -hydrocarbyl, C 0 -C 4 -hydrocarbyl-(NH)—C 0 -C 4 -hydrocarbyl, C 0 -C 4 -hydrocarbyl-(S)—C 0 -C 4 -hydrocarbyl, and C 0 -C 4 -hydrocarbyl-(O)—C 0 -C 4 -hydrocarbyl, provided that L 2 is not a chemical bond when X 1 is M 1 -L 2 -M 1 ; M 1 , at each occurrence, is independently selected from the group consisting of —O—, —N(R 7 )—, —S—, —S(O)—, —S(O) 2 —, —S(O) 2 N(R 7 )—, —N(R 7 )—S(O) 2 —, —C(O)—, —C(O)—NH—, —NH—C(O)—, —NH—C(O)—O— and —O—C(O)—NH—, —NH—C(O)—NH—, R 7 is selected from the group consisting of hydrogen, C 1 -C 6 -hydrocarbyl, aryl, aralkyl, acyl, C 0 -C 6 -hydrocarbyl-heterocyclyl, and C 0 -C 6 -hydrocarbyl-heteroaryl, wherein the hydrocarbyl moieties are optionally substituted with —OH, —NH 2 , —N(H)CH 3 , —N(CH 3 ) 2 , or halo; and M 2 is selected from the group consisting of M 1 , heteroarylene, and heterocyclylene, either of which rings optionally is substituted; and provided that when R 1 is N-imidazolyl, R 2 -R 4 are H, q is 0, and Ar 2 is pyridine, Y is not Cl; and when R 1 is p-aminophenyl, R 2 -R 4 are H, q is 0, and Ar 2 is phenyl, Y is not H.