Cefuroxime

Cefuroxime
Cefuroxime
Systematic (IUPAC) name
(6R,7R)-3-{[(aminocarbonyl)oxy]methyl}-7-{[(2Z)-2-(2-furyl)-2-(methoxyimino) acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Ceftin, Zinacef
AHFS/Drugs.com monograph
MedlinePlus a601206
Pregnancy cat. Not known to be harmful (BNF)
Legal status Prescription Only Medicine(UK/USA)
Routes oral, intramuscular, intravenous
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
Identifiers
CAS number 55268-75-2 YesY
ATC code J01DC02 QJ51DA06
PubChem CID 5361202
DrugBank APRD00285
ChemSpider 4514699 YesY
UNII O1R9FJ93ED YesY
KEGG D00262 YesY
ChEMBL CHEMBL466 YesY
Chemical data
Formula C16H16N4O8S 
Mol. mass 424.386 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Cefuroxime is a second-generation cephalosporin antibiotic that has been widely available in the USA as Ceftin since 1977. GlaxoSmithKline sells the antibiotic in the United Kingdom (and other countries, such as Australia, Turkey, Israel, Bangladesh, Thailand, Hungary and Poland) under the name Zinnat.[1]

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. Unlike other second generation cephalosporins, cefuroxime can cross the blood-brain-barrier.

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]

References


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Look at other dictionaries:

  • Céfuroxime — Général Nom IUPAC acide (6R,7R) 3 {[(aminocarbonyl)oxy]méthyl} 7 {[(2Z) 2 (furan 2 yl) 2 (méthoxyimino) acétyl]amino} 8 oxo 5 thia 1 azabi …   Wikipédia en Français

  • Cefuroxime — См. Цефуроксим (Источник: «Словарь терминов микробиологии») …   Словарь микробиологии

  • cefuroxime axetil — [USP] an ester of cefuroxime with increased lipid solubility and better gastrointestinal absorption, for oral administration …   Medical dictionary

  • cefuroxime sodium — [USP] the monosodium salt of cefuroxime, having similar actions and uses as the base; administered intramuscularly or intravenously …   Medical dictionary

  • cefuroxime — noun /sɛfˈjʊɹəzijm/ A second generation cephalosporin antibiotic …   Wiktionary

  • cefuroxime — ce·fur·o·xime si fyu̇r ə .zēm n a semisynthetic cephalosporin antibiotic that is administered parenterally in the form of its sodium salt C16H15N4NaO8S or orally as an ester derivative C20H22N4O10S see ceftin * * * cef·u·rox·ime (sef″u… …   Medical dictionary

  • cefuroxime — n. a second generation cephalosporin antibiotic that is less susceptible to beta lactamase enzymes than the older members of the group. It is used in the treatment of infections of the urinary and lower respiratory tracts and the skin, Lyme… …   The new mediacal dictionary

  • cefuroxime — noun a cephalosporin that can be given parenterally (trade name Zinacef) or orally by tablets (trade name Ceftin); indicated for infections of the lungs or throat or ears or urinary tract or meninges • Syn: ↑Ceftin, ↑Zinacef • Hypernyms:… …   Useful english dictionary

  • Cephalosporin — See also: Discovery and development of cephalosporins Core structure of the cephalosporins …   Wikipedia

  • Nectar Lifesciences — Limited Type Public Traded as BSE: 532649 …   Wikipedia

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