Linezolid Impurity A

Linezolid Impurity A, also known as (S)-N-[(3-hydroxy-2-oxo-1,2,3,4-tetrahydroquinolin-4-yl) methyl] acetamide, is a chemical compound that is used as an impurity in the manufacturing of Linezolid, a synthetic antibiotic used to treat infections caused by Gram-positive bacteria. Linezolid Impurity A is a chiral compound with a molecular formula of C13H15N2O3 and a molecular weight of 253.27 g/mol. It is an off-white to light brown colored solid with a melting point range of 178-181°C. The compound has a purity of not less than 98% and is soluble in most organic solvents. The usage of Linezolid Impurity A is strictly limited to its use as a reference standard in the quality control of Linezolid drug substance and drug products. It is not intended for human consumption and should be handled with caution due to its potential toxicity. In terms of chemical information, Linezolid Impurity A is a derivative of tetrahydroquinoline, a heterocyclic compound containing a quinoline ring system fused to a tetrahydrofuran ring. It is synthesized through a series of chemical reactions involving the condensation of (S)-N-Boc-3-hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid with methylamine followed by deprotection of the Boc group. The resulting compound is then purified by chromatography to obtain the final product.