API reference

Cefpodoxime proxetil

CAS number
87239-81-4
Molecular formula
C21H27N5O9S2
Molecular weight
557.6 g/mol
Cefpodoxime proxetil — 2D structure
2D structure (PubChem)

About this molecule

Cefpodoxime proxetil is the 1-[(isopropoxycarbonyl)oxy]ethyl (proxetil) ester prodrug of cefpodoxime. After swallowing, hydrolysis of the ester group occurs in the intestinal epithelium, to release active cefpodoxime in the bloodstream. It is used to treat acute otitis media, pharyngitis, and sinusitis. It has a role as an antibacterial drug and a prodrug. It is a cephalosporin, a carboxylic ester and a carboxylic acid. It is functionally related to a cefpodoxime and a 4-{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl}-thiazol-2-yl-ammonium.

Source: ChEBI, via PubChem.

Identifiers

IUPAC name
1-propan-2-yloxycarbonyloxyethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChIKey
LTINZAODLRIQIX-FBXRGJNPSA-N
SMILES
CC(C)OC(=O)OC(C)OC(=O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)/C(=N\OC)/C3=CSC(=N3)N)COC
PubChem CID
6526396

Also known as

cefpodoxime proxetil · Vantin · Banan · Orelox · Otreon · CS-807 · Cefodox · Simplicef

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