Cefuroxime

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Cefuroxime chemical structure
Cefuroxime
Systematic (IUPAC) name
4-(carbamoyloxymethyl)-8- [2-(2-furyl)-2-methoxyimino-acetyl]amino -7-oxo-

2-thia-6-azabicyclo[4.2.0]oct -4-ene-5-carboxylic acid

Identifiers
CAS number 55268-75-2
ATC code J01DC02
PubChem 41375
DrugBank APRD00285
Chemical data
Formula C16H16N4O8S
Mol. weight 424.386 g/mol
Pharmacokinetic data
Bioavailability 37% on empty stomach, up to 52% if taken after food
Metabolism axetil moiety is metabolized to acetaldehyde and acetic acid
Half life 80 minutes
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes oral, intramuscular, intravenous

Cefuroxime is a second-generation cephalosporin antibiotic that has been widely available in the USA since 1977. It is also available under the brand name Ceftin. Glaxo Smith Kline sells the antibiotic in Australia (and other countries, such as Israel) under the name Zinnat, with the Australian pharmaceutical code of R 47621.

[edit] Indications

As for the cephalosporins, although as a second-generation it is less susceptible to Beta-lactamase and so may have greater activuty against Haemophilus influenzae, Neisseria gonorrhoeae and Lyme disease.

[edit] Side effects

Cefuroxime is generally well tolerated and side effects are usually transient. Cefuroxime if taken with food is both better absorbed and less likely to cause its commonest upsets of diarrhea, nausea, vomiting and abdominal pain.

As with the cephalosporins generally, there is a 10% cross-over sensitivity for those people with allergy to penicillins.


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

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