Cefuroxime axetil

Cefuroxime axetil

Clinical data
Trade names	Zinnat, Ceftin, Ceftum
Routes of administration	Oral
Legal status
Legal status	US: ℞-only
Pharmacokinetic data
Bioavailability	well absorbed
Metabolism	Cefuroxime is not metabolized, Axetil is metabolized to acetaldehyde and acetic acid.
Excretion	Urine
Identifiers
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
Synonyms	Cefuroxime 1-acetoxyethyl ester
PubChem (CID)	6321416
ChemSpider	4882027
ChEMBL	CHEMBL1095930
Chemical and physical data
Formula	C20H22N4O10S
Molar mass	510.475 g/mol
3D model (Jmol)	Interactive image
SMILES 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 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

• Cefuroxime

References

1. "Our history - About GSK". GlaxoSmithKline.
2. http://www.drugs.com/monograph/cefuroxime-axetil.html
3. https://www.gsksource.com/gskprm/en/US/adirect/gskprm?cmd=ProductsByName#C
4. "Our products". GlaxoSmithKline.
5. Walter Sneader. Drug Discovery: A History. John Wiley, Chichester, UK. ISBN 0-471-89979-8.