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. It was approved by FDA on Dec 28, 1987. It is available by GSK as Ceftin in US and Ceftum in India.

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