Heteroaryl piperazine antipsychotic agents

C - Chemistry – Metallurgy – 07 – D

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167/209, 167/223

C07D 413/14 (2006.01) A61K 31/495 (2006.01) A61K 31/55 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2020611

64680-556 Abstract Compounds of the formula Image and pharmaceutical compositions comprising them. The compounds are useful in the treatment of psychosis and anxiety. In the above formula, W1 is CR2R3, W2 is CR4R5, W3 is CR6R7, and one of W1, W2 and W3 may be absent, and wherein the broken line extending from W1 to W3 represents an optional double bond between either W1 and W2 or W2 and W3, in which case two of R2, R3, R4, R5, R6 and R7 are absent; and wherein X1 is hydrogen,halogen, (C1-C4)- alkyl, (C1-C4)alkoxy, nitro, cyano, trifluoromethyl, or penta- fluoroethyl, or X1 forms a heterocyclic ring with Y1; Y1 is hydrogen, (C1-C4)alkyl, phenyl or substituted phenyl, wherein said substituted phenyl is substituted with one or more substituents that are independently selected from the group consisting of halo- gen, (C1-C4)alkyl, (C1-C4)alkoxy, nitro, cyano, trifluoromethyl or pentafluoroethyl, or Y1 forms a heterocyclic ring with X1; R1 is Image (wherein B is selected from the group consisting of S, O and NY2; X2 is hydrogen, halogen, (C1-C4)alkyl, (C1-C4)alkoxy, nitro, cyano, trifluoromethyl or pentafluoroethyl, or X2 forms a hetero- 64680-556 cyclic ring with Y2; Y2 is hydrogen (C1-C4)alkyl, phenyl or sub- stituted phenyl, wherein said substituted phenyl is substituted with one or more substituents that are independently selected from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy, nitro, cyano, trifluoromethyl or trifluoroethyl, or Y2 forms a heterocyclic ring with X2); R2, R3, R4, R5, R6 and R7 are independently selected from the group consisting of hydrogen and lower alkyl, or any two of R2, R3, R4, R5, R6 and R7 taken to- gether with the carbon or carbons to which they are attached form a (C3-C7) saturated or unsaturated carbocyclic ring; and Z is a linear or branched (C1-C6)alkylene or a linear or branched (C2-C6)alkenylene .

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