Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Acidic Degradation of Cefodizime (THR-221) and Structural Elucidation of the Products. I
Teruyoshi MARUNAKAEiji MATSUSHIMAYoshinori MINAMIRyotaro AZUMAKen-ichiro YOSHIDAYukihiko UMENO
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1989 Volume 37 Issue 2 Pages 367-372

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Abstract
Cefodizime sodium (CDZM, THR-221) is a new semi-synthetic cephalosporin. The acidic degradation of cefodizime and structural elucidation of the degradation products were investigated. In acidic solution, cefodizime was converted to the anti-form of cefodizime [THR-221-A] and the Δ3-cephem form [THR-221-B]. In another degradation pathway, cefodizime was degraded to desacetyl cefotaxime [THR-221-I] and mercaptothiazole [THR-221-IV]. THR-221-I was further changed to desacetyl cefotaxime lactone [THR-221-IIa] and its anti-form [THR-221-IIb], two isomers of deslactam desacetyl cefotaxime lactone [THR-221-III and -III'], deslactam descarboxy desacetyl cefotaxime lactone [THR-221-IVa] and its anti-form [THR-221-IVb] and methoxyimino-aminothiazolyl aldehyde [THR-221-V].Based on the structural elucidation, the acidic degradation pathways of cefodizime were determined.
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© The Pharmaceutical Society of Japan
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