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PHTHALIMIDE FOR SYNTHESIS
Synthesis of phthalimides. An efficient and simple method enables the N-alkylation of aromatic cyclic imides using cesium carbonate as the base in anhydrous N,N-dimethylformamide at low
temperatures (20-70˚C). The method is compatible with base labile functional groups.
The Synthesis is used to get primary amines from primary alkyl halides and is named after the German scientist Siegmund Gabriel. The reaction has been generalized for applications in the alkylation of sulfonamides and imides & their deprotection in order to obtain amines.
The required doses corresponding to 300mg/kg, 100mg/kg and 30mg/kg body.
Paecilocin A, a phthalide derivative isolated from the jellyfish-derived fungus Paecilomyces variotii, activates PPAR-γ (Peroxisome proliferator-activated receptor gamma) in rat liver Ac2F cells. Based on a SAR (Structure-activity relationships) study and in silico analysis of paecilocin A-mimetic derivatives, additional N-substituted phthalimide derivatives were synthesized and evaluated for PPAR-γ agonistic activity in both murine liver Ac2F cells and in human liver HepG2 cells by luciferase assay, and for adipogenic activity in 3T3-L1 cells. Docking simulation indicated PD6 was likely to bind most strongly to the ligand binding domain of PPAR-γ by establishing crucial H-bonds with key amino acid residues.