N-Alkylphthalimides: Structural Requirement of Thalidomidal Action on 12-O-Tetradecanoylphorbol-13-acetate-Induced Tumor Necrosis Factor .ALPHA. production by Human Leukemia HL-60 Cells.

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Abstract
Phthalimide analogs N-substituted with n-butyl, tert-butyl, hexyl and adamantyl groups were designed and prepared as simplified analogs of thalidomide and methylthalidomide. All the compounds prepared except N-n-butylphthalimide showed thalidomidal activity on 12-O-tetradecanoylphorbol-13-acetate-induced tumor necrosis factor (TNF)-alpha production by human leukemia HL-60 cells. Among the investigated compounds, including thalidomide and methylthalidomide, N-adamantylphthalimide showed the most potent TNF-alpha production-enhancing activity.

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