Linezolid Dimer N-Benzyl Derivative

This impurity is a dimeric analog of Linezolid, where two oxazolidinone units are linked via a benzylazanediyl bis(methylene) bridge at the 5-position of each ring. Unlike Linezolid, which contains a single oxazolidinone core with an acetamide side chain, this impurity features two oxazolidinone rings connected through a central benzylamine linker, effectively doubling the core structure while retaining the (5S,5'S)-stereochemistry and the 3-(3-fluoro-4-morpholinophenyl) substitution on each ring.

In pharmaceutical analysis, such dimeric impurities are critical to identify and control, as they may form during synthesis or storage due to side reactions involving reactive intermediates. Their presence can affect the pharmacokinetics, potency, or safety of the final drug product. Regulatory guidelines require thorough characterization of these impurities to ensure the purity, stability, and safety of Linezolid formulations.