Cefuroxime axetil

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Cefuroxime axetil
Cefuroxime axetil.svg
Systematic (IUPAC) name
1-Acetoxyethyl (6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-(2-furyl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Clinical data
Trade names Zinnat, Ceftin, Ceftum
Legal status
Routes of
administration
Oral
Pharmacokinetic data
Bioavailability well absorbed
Metabolism Cefuroxime is not metabolized, Axetil is metabolized to acetaldehyde and acetic acid.
Excretion Urine
Identifiers
PubChem CID: 6321416
ChemSpider 4882027
ChEMBL CHEMBL1095930
Synonyms Cefuroxime 1-acetoxyethyl ester
Chemical data
Formula C20H22N4O10S
Molecular mass 510.475 g/mol
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3occc3)COC(=O)N)C(=O)OC(OC(=O)C)C
  • InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,18-/m1/s1
  • Key:KEJCWVGMRLCZQQ-YJBYXUATSA-N

Cefuroxime axetil is a second generation oral cephalosporin antibiotic. It was discovered by Glaxo now GlaxoSmithKline and introduced in 1987 as Zinnat.[1] It was approved by FDA on Dec 28, 1987.[2] It is available by GSK as Ceftin in US[3] and Ceftum in India.[4]

It is an acetoxyethyl ester prodrug of cefuroxime which is effective orally.[5] The activity depends on in vivo hydrolysis and release of cefuroxime.

See also

References

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  2. http://www.drugs.com/monograph/cefuroxime-axetil.html
  3. https://www.gsksource.com/gskprm/en/US/adirect/gskprm?cmd=ProductsByName#C
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