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Ceftibuten

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This is an old revision of this page, as edited by Beetstra (talk | contribs) at 14:11, 7 August 2011 (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 14:11, 7 August 2011 by Beetstra (talk | contribs) (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Ceftibuten
Clinical data
ATC code
Identifiers
IUPAC name
  • (6R,7R)-7-(amino) -8-oxo-5-thia-1-azabicyclooct-2-ene-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.238.211 Edit this at Wikidata
Chemical and physical data
FormulaC15H14N4O6S2
Molar mass410.427 g.mol g·mol
3D model (JSmol)
SMILES
  • O=C2N1/C(=C\CS12NC(=O)C(=C/CC(=O)O)\c3nc(sc3)N)C(=O)O
InChI
  • 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
  • Key:UNJFKXSSGBWRBZ-BJCIPQKHSA-N
  (verify)

Ceftibuten is a third-generation cephalosporin antibiotic. It is an orally-administered agent, with 2 dosage forms, capsule or oral suspension. It is marketed by Shionogi USA under the trade name Cedax.

It is active against Haemophilus influenzae, Moraxella catarrhalis, Escherichia coli (K. pneumoniae, K. oxytoca), Proteus vulgaris, P. mirabils, P. providence, Salmonella sp., Shigella sp., Enterobacter sp. and Streptococcus sp.


Clinical use

Main article: Cephalosporin

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.

Adverse reactions

In studies made in 3,000 patients ceftibuten was well tolerated. Most frequent reactions were gastrointestinal and nauseas.

Formulations

Ceftibuten is available as capsules containing 400 mg, and a powder for oral suspension containing 90 mg per 5 ml.

External links

Antibacterials active on the cell wall and envelope (J01C-J01D)
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(inhibit synthesis
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