Ceftizoxime

Ceftizoxime
Clinical data
Trade names	Cefizox
AHFS/Drugs	Consumer Drug Information
MedlinePlus	a684043
ATC code	J01DD07(WHO);
Identifiers
	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;
CAS Number	68401-81-068401-82-1;
PubChemCID	6533629;
ChemSpider	5018818;
UNII	C43C467DPE;
KEGG	D07658;
ChEMBL	ChEMBL528;
CompTox Dashboard(EPA)	DTXSID5022772;
ECHA InfoCard	100.210.846
Chemical and physical data
Formula	C13H13N5O5S2
Molar mass	383.40g·mol−1

Ceftizoximeis a third-generationcephalosporinavailable forparenteral administration.^[1] Unlike other third-generation cephalosporins, the whole C-3 side chain in ceftizoxime has been removed to preventdeactivationbyhydrolytic enzymes. It rather resemblescefotaximein its properties, but is not subject tometabolism.It was removed from the US Market in 2007.

Synthesis

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

References

^Aldridge KE (1990). "An update on the in vitro activity of ceftizoxime and other cephalosporin/cephamycin antimicrobial agents against clinically significant anaerobic bacteria".Clinical Therapeutics.12 Suppl C: 3–12.PMID 2202509.
^DE 2810922,Takaya T, Hisashi T, Kiyoshi T, Toshiyuki C, "New cepham compounds and processes for the production thereof", issued 29 August 1985, assigned toFujisawa
^US 4427674,Takaya T, Hisashi T, Kiyoshi T, Toshiyuki C, "Cephem compounds", issued 24 January 1984, assigned toFujisawa

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[Aldridge_1990-1] Aldridge KE (1990). "An update on the in vitro activity of ceftizoxime and other cephalosporin/cephamycin antimicrobial agents against clinically significant anaerobic bacteria".Clinical Therapeutics.12 Suppl C: 3–12.PMID 2202509.

[2] DE 2810922,Takaya T, Hisashi T, Kiyoshi T, Toshiyuki C, "New cepham compounds and processes for the production thereof", issued 29 August 1985, assigned toFujisawa

[3] US 4427674,Takaya T, Hisashi T, Kiyoshi T, Toshiyuki C, "Cephem compounds", issued 24 January 1984, assigned toFujisawa

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