253168-84-2Relevant academic research and scientific papers
Discovery of (S)-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2- methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1 H-isoindol-4-yl}acetamide (Apremilast), a potent and orally active phosphodiesterase 4 and tumor necrosis factor-a inhibitor
Man, Hon-Wah,Schafer, Peter,Wong, Lu Min,Patterson, Rebecca T.,Corral, Laura G.,Raymon, Heather,Blease, Kate,Leisten, Jim,Shirley, Michael A.,Tang, Yang,Babusis, Darius M.,Chen, Roger,Stirling, Dave,Muller, George W.
, p. 1522 - 1524 (2009)
In this communication, we report the discovery of 1S (apremilast), a novel potent and orally active phosphodiesterase 4 (PDE4) and tumor necrosis factor-α inhibitor. The optimization of previously reported 3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(3,4-dimethoxyphenyl)propionic acid PDE4 inhibitors led to this series of sulfone analogues. Evaluation of the structure-activity relationship of substitutions on the phthalimide group led to the discovery of an acetylamino analogue 1S, which is currently in clinical trials.
