DEGRADATION KINETICS AND ISOMERIZATION OF CEFDINIR, A NEW ORAL CEPHALOSPORIN, IN AQUEOUS-SOLUTION .1.

Citation
Y. Okamoto et al., DEGRADATION KINETICS AND ISOMERIZATION OF CEFDINIR, A NEW ORAL CEPHALOSPORIN, IN AQUEOUS-SOLUTION .1., Journal of pharmaceutical sciences, 85(9), 1996, pp. 976-983
Citations number
28
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
ISSN journal
00223549
Volume
85
Issue
9
Year of publication
1996
Pages
976 - 983
Database
ISI
SICI code
0022-3549(1996)85:9<976:DKAIOC>2.0.ZU;2-T
Abstract
Hydrolytic degradation products of cefdinir were studied in acidic (pH 1), neutral (pH 6), and basic (pH 9) solutions. Seven major degradati on products were isolated by preparative and/or high-performance liqui d chromatography and characterized by UV, IR, H-1-NMR, and mass spectr a. To clarify degradation pathways in each pH solution, kinetic and pr oduct analyses during hydrolysis of cefdinir were carried out along wi th the followup reaction of representative degradation products. Cefdi nir was shown to degrade via two major degradation routes: beta-lactam ring-opening and pH-dependent isomerizations (lactonization, epimeriz ation at C-6 or C-7, syn-anti isomerization of N-oxime function).