Synthesis and structure–activity studies of novel homomorpholine oxazolidinone antibacterial agents

A novel series of oxazolidinones were synthesized in which the morpholine C-ring of linezolid was replaced with homomorpholine. In addition to investigating the effect of a homomorpholine C-ring on antibacterial activity, the effect of des-, mono-, di-, and tri-fluoro substitution on the phenyl B-ring was investigated as well. Various C-5 functional groups were also examined, including acetamides and triazoles and carboxamides.

Graphical abstractThe synthesis and SAR of a novel series of oxazolidinones in which the morpholine C-ring of linezolid was replaced with homomorpholine are reported.Figure optionsDownload full-size imageDownload as PowerPoint slide