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Cefpodoxime

From Wikipedia, the free encyclopedia
Antibiotic
Pharmaceutical compound
Cefpodoxime
Clinical data
Trade namesVantin, others
Other namesCefpodoxime proxetil
AHFS/Drugs.comMonograph
MedlinePlusa698024
Pregnancy
category
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability50%
Protein binding21% to 29%
MetabolismNegligible. Cefpodoxime proxetil is metabolized to cefpodoxime by theliver
Eliminationhalf-life2 hours
ExcretionKidney, unchanged
Identifiers
  • (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
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.210.871Edit this at Wikidata
Chemical and physical data
FormulaC15H17N5O6S2
Molar mass427.45 g·mol−1
3D model (JSmol)
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)COC)C(=O)O
  • 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 checkY
  • Key:WYUSVOMTXWRGEK-HBWVYFAYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Cefpodoxime is an oral, third-generationcephalosporinantibiotic available in various generic preparations. It is active against bothGram-positive andGram-negative organisms with notable exceptions includingPseudomonas aeruginosa,Enterococcus, andBacteroides fragilis. It is typically used to treat acuteotitis media,pharyngitis,sinusitis, and gonorrhea. It also finds use as oral continuation therapy whenintravenous cephalosporins (such asceftriaxone) are no longer necessary for continued treatment.

Cefpodoxime inhibits peptidoglycan synthesis in bacterial cell walls. It has an oralbioavailability of approximately 50%, which is increased when taken with food. It has an elimination half-life of 2-3 hours in adults, which is prolonged in renal failure. Approved indications include community acquired pneumonia, uncomplicated skin and skin structure infections, and uncomplicated urinary tract infections.

It was patented in 1980 and approved for medical use in 1989.[1]

Spectrum of bacterial susceptibility and resistance

[edit]

Cefpodoxime has been used to treat gonorrhoea, tonsillitis, pneumonia, and bronchitis. The following minimum inhibitory concentrations have been reported:[2]

  • Haemophilus influenzae: ≤0.03 – 1 μg/ml
  • Neisseria gonorrhoeae: 0.004 – 0.06 μg/ml
  • Streptococcus pyogenes: ≤0.004 – 2 μg/ml

Brand names

[edit]

Zoetis markets cefpodoxime proxetil under the trade name Simplicef for veterinary use, and Finecure inIndia markets the drug as Cefpo.[3][4]

Vantin (byPfizer)[5] in suspension or tablet form.

Toraxim (by Delta Pharma Ltd.,Bangladesh)

Trucef (byRenata Limited, Bangladesh)

Tricef (byAlkaloid Skopje,North Macedonia)

Orelox (bySanofi-Aventis)[6]

MAPDOX-CV: Combination cefpodoxime–clavulanic acid[by whom?]

MONOTAX O (cefpodoxime)/MONOTAX CV (cefpodoxime–clavulanic acid) byZydus Healthcare Ltd.

ACXIME 200/CV (by Allencia Biosciences, India)

POSTPOD-50 (cefpodoxime 50mg/5ml) by Laafon Galaxy Pharmaceuticals[7]

References

[edit]
  1. ^Fischer J, Ganellin CR (2006).Analogue-based Drug Discovery. John Wiley & Sons. p. 495.ISBN 9783527607495.
  2. ^"Cefpodoxime, Free Acid Susceptibility and Minimum Inhibitory Concentration (MIC) Data"(PDF).
  3. ^"Pharmaceuticals Manufacturer, Marketer, Pharmaceutical Manufacturing Company India".www.finecurepharma.com. Retrieved2019-05-26.
  4. ^"Anti Biotics and Anti Bacterial". Finecurepharmaceuticalsltd. Archived fromthe original on 2012-03-06. Retrieved2012-03-27.
  5. ^"Vantin – Drugs.com".www.drugs.com. Retrieved2019-05-02.
  6. ^"Orelox – Drugs.com".www.drugs.com. Retrieved2015-11-28.
  7. ^"Postpod dry syrup".Laafon Galaxy Pharmaceuticals Company in Karnal. Retrieved2020-09-16.

External links

[edit]
β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases
)
Penicillins (Penams)
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