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