N-Alkylphthalimides: Structural Requirement Of Thalidomidal Action On 12-0-TetradecAnoylphorbol-13-Acetate-Induced Tumor Necrosis Factor A Production By Human Leukemia Hl-60 Cells

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 12-0-tetradecanoylphorbol-13-acetate-induced tumor necrosis factor (INF)-a production by human leukemia HL-60 cells. Among the investigated compounds, including thalidomide and methylthalidomide, N-adamantylphthalimide showed the most potent TNF-a production-enhancing activity. © 1995, The Pharmaceutical Society of Japan. All rights reserved.