Cefpodoxime

Cefpodoxime

Systematic (IUPAC) name
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names	Vantin
AHFS/Drugs.com	monograph
MedlinePlus	a698024
Pregnancy cat.	B1(AU) B(US)
Legal status	℞-only (US)
Routes	Oral
Pharmacokinetic data
Bioavailability	50%
Protein binding	21% to 29%
Metabolism	Negligible. Cefpodoxime proxetil is metabolized to cefpodoxime by the liver
Half-life	2 hours
Excretion	Renal, unchanged
Identifiers
CAS number	82619-04-3 Y
ATC code	J01DD13
PubChem	CID 6335986
DrugBank	DB01416
ChemSpider	4891496 Y
UNII	7R4F94TVGY N
KEGG	D07650 Y
ChEBI	CHEBI:3504 N
ChEMBL	CHEMBL1672 Y
Chemical data
Formula	C15H17N5O6S2
Mol. mass	427.458 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1 Y Key:WYUSVOMTXWRGEK-HBWVYFAYSA-N Y
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Cefpodoxime is an oral third generation cephalosporin antibiotic. It is marketed as the prodrug cefpodoxime proxetil by Pharmacia & Upjohn under the trade name Vantin. It is active against most Gram positive and Gram negative organisms. Notable exceptions include Pseudomonas aeruginosa, Enterococcus, and Bacteroides fragilis. It is commonly used to treat acute otitis media, pharyngitis, and sinusitis. It also finds use as oral continuation therapy when intravenous cephalosporins (such as ceftriaxone) are no longer necessary for continued treatment.

Pfizer, the parent company of Pharmacia & Upjohn, markets cefpodoxime proxetil under the trade name Simplicef for veterinary use. The dose range in dogs is 5–10 mg/kg body weight, administered orally, once a day.

Structural formula of cefpodoxime proxetil

External links

• PubChem 6526396 - cefpodoxime proxetil
• Vantin Tablets and Oral Suspension Torpod (Torrent)Full U.S. Prescribing Information (from manufacturer's website)
• Simplicef (from manufacturer's website)
• http://www.intaspharma.com/index.php?option=com_djcatalog2&view=itemstable&cid=3&Itemid=77