Synthesis of potential impurities of cloxacillin sodium drug substance

Abstract

AbstractThe present work describes the synthesis and characterization of six related compounds of cloxacillin sodium (1) viz penicilloic acid of cloxacillin (2), (3‐(2‐chlorophenyl)‐5‐methylisoxazole‐4‐carbonyl) glycine (Glycine analogue of cloxacillin) (3), CMICAA adduct of cloxacillin (4), (4S)‐2‐(carboxy(3‐(2‐chlorophenyl)‐5‐methylisoxazole‐4‐carboxamido) methyl)‐3‐(2‐ethylhexanoyl)‐5,5‐dimethylthiazolidine‐4‐carboxylic acid (N‐2‐ethylhexanoyl penicilloic acid of cloxacillin) (5), N‐Acetylated penicilloic acid of cloxacillin (6), and Cloxacillin Penicillamide (7). These related compounds are very essential in the process development of cloxacillin sodium and are used as reference standards to determine the quality of the drug substance.