Cefotaxime

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Cefotaxime
Systematic (IUPAC) name
(6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)- 2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0] oct-2-ene-2-carboxylic acid
Identifiers
CAS number	63527-52-6
ATC code	J01 DD01
PubChem	456256
DrugBank	APRD00854
Chemical data
Formula	C₁₆H₁₇N₅O₇S₂
Mol. weight	455.47 g/mol
Pharmacokinetic data
Bioavailability	n/a
Metabolism	Hepatic
Half life	0.8–1.4 hours
Excretion	50–85% renal
Therapeutic considerations
Pregnancy cat.	B1(AU) B(US)
Legal status	S4(AU)
Routes	Intravenous

Cefotaxime (INN) (IPA: [kɛfəˈtæksim, sɛfə-]) is a third-generation cephalosporin antibiotic. Like other third-generation cephalosporins, it has broad spectrum activity against Gram positive and Gram negative bacteria. In most cases, it is considered to be equivalent to ceftriaxone in terms of safety and efficacy. Cefotaxime sodium is marketed under various the trade names including Claforan (Sanofi-Aventis).

1 Clinical use
2 Chemistry
3 See also
4 External links

[edit] Clinical use

Main article: Cephalosporin

[edit] Chemistry

The syn-configuration of the methoxy imino moiety confers stability to β-lactamase enzymes produced by many Gram-negative bacteria. Such stability to β-lactamases increases the activity of cefotaxime against otherwise resistant Gram-negative organisms.

[edit] See also

[edit] External links

Links to external chemical sources.

Cephalosporin Antibiotics (J01D) edit

First Generation:	Cefacetrile, Cefadroxil, Cefalexin, Cefaloglycin, Cefalonium, Cefaloridine, Cefalotin, Cefapirin, Cefatrizine, Cefazaflur, Cefazedone, Cefazolin, Cefradine, Cefroxadine, Ceftezole
Second Generation:	Cefaclor, Cefamandole, Cefonicid, Ceforanide, Cefotiam, Cefprozil, Cefuroxime, Cefuzonam
Third Generation:	Cefcapene , Cefdaloxime, Cefdinir, Cefditoren, Cefetamet, Cefixime, Cefmenoxime, Cefodizime, Cefoperazone, Cefotaxime, Cefpimizole, Cefpiramide, Cefpodoxime, Cefsulodin, Ceftazidime, Cefteram, Ceftibuten, Ceftiofur, Ceftiolene, Ceftizoxime, Ceftriaxone, Latamoxef
Fourth Generation:	Cefclidine, Cefepime, Cefetecol, Cefluprenam, Cefoselis, Cefozopran, Cefpirome, Cefquinome