Ceftizoxime

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Ceftizoxime
Ceftizoxime.png
Systematic (IUPAC) name
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Cefizox
AHFS/Drugs.com Consumer Drug Information
MedlinePlus a684043
Identifiers
CAS Number 68401-81-0 68401-82-1
ATC code J01DD07 (WHO)
PubChem CID 6533629
ChemSpider 5018818
UNII C43C467DPE YesY
KEGG D07658
ChEMBL CHEMBL528
Chemical data
Formula C13H13N5O5S2
Molar mass 383.405 g/mol

Ceftizoxime is a third-generation cephalosporin available for parenteral administration. Unlike other third-generation cephalosporins, the whole C-3 side chain in ceftizoxime has been removed to prevent deactivation by hydrolytic enzymes. It rather resembles cefotaxime in its properties, but is not subject to metabolism. It was removed from the US Market in 2007.

Synthesis[edit]

Injectable third generation cephalosporin antibiotic related to cefotaxime, q.v. Exhibits broad spectrum activity and resistance to β-lactamase hydrolysis.

Ceftizoxime synthesis:[1]

References[edit]

  1. ^ T. Takaya et al., DE 2810922 ; eidem, U.S. Patent 4,427,674 (1978, 1984 both to Fujisawa).