Degradation kinetics and mechanisms of a new cephalosporin, cefixime, in aqueous solution.
Hydrolysis of cefixime in buffer solutions (pH 1-9) at 25 degrees C and a constant ionic strength of 0.3 was investigated using ion-pair reversed-phase HPLC. Hydrolysis rates followed pseudo first-order kinetics; the rate of hydrolysis of cefixime was very slow at pH 4-7, slightly faster at lower pH, and quite rapid at higher pH. In the early stages of hydrolysis, six major degradation products were isolated and identified: a beta-lactam ring-opened product and a 7-epimer (basic conditions), three lactones derived from intramolecular cyclization between the 2-carboxyl and 3-vinyl groups (acidic conditions), and an aldehyde derivative involving a 7-acyl moiety (neutral conditions). Principal degradation pathways for cefixime were found to involve initial cleavage of the beta-lactam ring.
D020682:Cefixime; D002439:Cefotaxime / Q000031:analogs & derivatives*; D055598:Chemical Phenomena; D002621:Chemistry; D002845:Chromatography / Q000379:methods; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007700:Kinetics; D012996:Solutions; D013057:Spectrum Analysis
D012996:Solutions; D020682:Cefixime; D002439:Cefotaxime