Ceftibuten

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Ceftibuten
Ceftibuten-Formulae.png
Systematic (IUPAC) name
(6R,7R)-7-([(Z)-2-(2-amino-1,3-thiazol-4-yl)-5-hydroxy-5-oxopent-2-enoyl]amino) -8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Cedax
AHFS/Drugs.com monograph
MedlinePlus a698023
Identifiers
CAS Number 97519-39-6 YesY
ATC code J01DD14 (WHO)
PubChem CID: 5282242
DrugBank DB01415 YesY
ChemSpider 4445419 YesY
UNII IW71N46B4Y YesY
KEGG D00922 YesY
ChEBI CHEBI:3510 YesY
ChEMBL CHEMBL1605 YesY
Chemical data
Formula C15H14N4O6S2
Molecular mass 410.427 g.mol−1
  • O=C2N1/C(=C\CS[C@@H]1[C@@H]2NC(=O)C(=C/CC(=O)O)\c3nc(sc3)N)C(=O)O
  • InChI=1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1 YesY
  • Key:UNJFKXSSGBWRBZ-BJCIPQKHSA-N YesY
  (verify)

Ceftibuten is a third-generation cephalosporin antibiotic. It is an orally administered agent, with two dosage forms, capsule or oral suspension. It is marketed by Pernix Therapeutics under the trade name Cedax.

Clinical use

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Indications

Ceftibuten is used to treat acute bacterial exacerbations of chronic bronchitis (ABECB), acute bacterial otitis media, pharyngitis, and tonsilitis. It is also indicated for pneumonia, infections of the urinary tract, enteritis, and gastroenteritis.[citation needed]

Adverse reactions

In 3,000 patients, ceftibuten was well tolerated. The most frequent reactions were gastrointestinal and nauseas.

Formulations

Ceftibuten is available as capsules containing 400 mg, and a powder for oral suspension containing 180 mg per 5 ml.

Spectrum of susceptibility

Ceftibuten is active against Haemophilus influenzae, Moraxella catarrhalis, Escherichia coli, Klebsiella pneumoniae, K. oxytoca, Proteus vulgaris, P. mirabilis, P. providence, Salmonella sp., Shigella sp., Enterobacter sp., and Streptococcus sp.

The following represents minimum inhibitory concentration (MIC) susceptibility data for a few clinically significant microorganisms:

  • Haemophilus influenzae: 0.015–1.0 µg/ml
  • Moraxella catarrhalis: 0.5–4.0  µg/ml
  • Streptococcus pneumoniae: 0.5–256 µg/ml [1]

References

External links