سفپودوکسیم

Cefpodoxime is an oral, third-generation cephalosporin antibiotic available in various generic preparations. It is active against both Gram-positive and Gram-negative organisms with notable exceptions including Pseudomonas aeruginosa, Enterococcus, and Bacteroides fragilis. It is typically used to treat acute otitis media, pharyngitis, sinusitis, and gonorrhea. It also finds use as oral continuation therapy when intravenous cephalosporins (such as ceftriaxone) are no longer necessary for continued treatment.

Chemical data

Formula: C15H17N5O6S2
Molecular weight: 427.5 g/mol
IUPAC name: (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-carboxylic acid
SMILES: COCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
InChIKey: WYUSVOMTXWRGEK-HBWVYFAYSA-N
XLogP: -1.4
Polar surface area: 210 Å²
H-bond donors: 3
H-bond acceptors: 11
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
Indications: bacterial disease

via ChEMBL · EBI

Wikidata facts

Mass: 427.062025
Has use: medication

Show 7 more facts

chemical formula: C₁₅H₁₇N₅O₆S₂
World Health Organisation international non-proprietary name: cefpodoxime
isomeric SMILES: COCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
canonical SMILES: COCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
defined daily dose: 0.4
subject has role: bactericide
Commons category: Cefpodoxime

Sources (6)

via Wikidata · CC0

Available in 24 languages

Show 5 more

via Wikidata sitelinks · CC0