3-Alkenyl-2-azetidinones as fatty acid amide hydrolase inhibitors

A series of novel 2-azetidinones (β-lactams) bearing short alkenyl chains at C3 and N1 have been prepared and evaluated in vitro as inhibitors of human FAAH. Compound 9c (1-(4′-pentenoyl-3-(4′-pentenyl)-2-azetidinone)) featured an IC50 value of 4.5 μM and a good selectivity for FAAH versus MGL.

The evaluation of lipophilic 2-azetidinone derivatives as FAAH/MGL potential inhibitors is reported for the first time. One compound (9c) is a good and selective inhibitor of FAAH.Figure optionsDownload as PowerPoint slide