Cefuroxime
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Cefuroxime
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| Systematic (IUPAC) name | |
| (6R,7R)-3-{[(aminocarbonyl)oxy]methyl}-7-{[(2E)-2-(2-furyl)-2-(methoxyimino) acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
| Identifiers | |
| CAS number | |
| ATC code | J01 QJ51 |
| PubChem | |
| DrugBank | |
| ChemSpider | |
| Chemical data | |
| Formula | C16H16N4O8S |
| Mol. mass | 424.386 g/mol |
| SMILES | & |
| 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 | Urine 66-100% Unchanged |
| Therapeutic considerations | |
| Pregnancy cat. |
Not known to be harmful (BNF) |
| Legal status |
Prescription Only Medicine(UK/USA) |
| Routes | oral, intramuscular, intravenous |
Cefuroxime is a second-generation cephalosporin antibiotic that has been widely available in the USA as Ceftin since 1977. Glaxo Smith Kline sells the antibiotic in Australia (and other countries, such as Turkey, Israel, Bangladesh and Poland) under the name Zinnat.[1]
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[edit] Indications
As for the other cephalosporins, although as a second-generation it is less susceptible to Beta-lactamase and so may have greater activity against Haemophilus influenzae, Neisseria gonorrhoeae and Lyme disease.
[edit] Side effects
Cefuroxime is generally well tolerated and side effects are usually transient. Cefuroxime, if ingested with food, is both better absorbed and less likely to cause its most common side effects of diarrhea, nausea, vomiting, headaches/migraines, dizziness and abdominal pain.
Although there is a widely quoted cross-allergy risk of 10% between cephalosporins and penicillin, recent assessments have shown no increased risk for cross-allergy for cefuroxime and several other 2nd generation or later cephalosporins.[2]
[edit] Trade names
- Altacef (Glenmark)
- Axet 500mg tablets (Xeno Pharmaceuticals), Philippines
- Biofuroksym (Bioton S.A.), Poland[3]
- Cefteja (Quadra)
- Ceftin (GlaxoSmithKline), United States
- Ceftum (GlaxoSmithKline), India
- Cefutil (Square Pharmaceuticals Ltd.), Bangladesh
- Ceroxime 250mg and 500mg (Asiatic Laboratories Ltd.), Bangladesh
- Cetil (Lupin)
- Ecocef 750mg IV (Xeno Pharmaceuticals), Philippines
- Famicef (The ACME Laboratories Ltd), Bangladesh
- Forcef (Aristo), India
- Haginat (DHG Pharma), Vietnam[4]
- Kefstar (Wockhardt)
- Kilmax (Eskayef Bangladesh Limited), Bangladesh
- Maxil (Hikma Pharmaceutica), Portugal
- Oxime 750mg IV (Allied Pharmaceutical Mktg Corp), Philippines[5]
- Secomax 250 and 500mg, (General Pharma), Bangladesh
- Shincef, Philippines
- Staxim (Delta Pharma Limited), Bangladesh[6]
- Xylid (Pharmaniaga), Malaysia
- Zamur (Mepha)
- Zefu (FDC LTD), India
- Zinacef (Glaxo Wellcome), China, Israel, United Kingdom
- Zinadol (GlaxoSmithKline), Greece
- Zinex (Birzeit Pharmaceutical Company), Palestine
- Zinnat (GlaxoSmithKline), Belgium, Brazil, Israel
- Zinoximor, Saudi Arabia
[edit] References
- ^ Zinnat entry on the Glaxo Smith Kline website.
- ^ Pichichero ME (2006). "Cephalosporins can be prescribed safely for penicillin-allergic patients" (PDF). The Journal of family practice 55 (2): 106–12. PMID 16451776. http://www.jfponline.com/pdf%2F5502%2F5502JFP_AppliedEvidence1.pdf.
- ^ Jędrzejczyk, Tadeusz. "Internetowa Encyklopedia Leków". leki.med.pl. http://www.leki.med.pl/lek.phtml?id=428&idnlek=2682&menu=4. Retrieved on 2007-03-03.
- ^ Drugs.com: Haginat
- ^ Allied Pharmaceutical Marketing Corporation
- ^ Delta Pharma Limited
