Ceftibuten

Last updated

Ceftibuten
Ceftibuten.svg
Clinical data
Trade names Cedax
AHFS/Drugs.com Monograph
MedlinePlus a698023
ATC code
Identifiers
  • (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
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.238.211 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C15H14N4O6S2
Molar mass 410.42 g·mol−1
3D model (JSmol)
  • 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 Yes check.svgY
  • Key:UNJFKXSSGBWRBZ-BJCIPQKHSA-N Yes check.svgY
   (verify)

Ceftibuten is a third-generation cephalosporin antibiotic. [1] [2] 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.

Contents

Medical uses

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 effects

In 3,000 patients, ceftibuten was well tolerated. The most frequent reactions were gastrointestinal and nausea.[ citation needed ]

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.[ citation needed ]

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

References

  1. Owens RC, Nightingale CH, Nicolau DP (1997). "Ceftibuten: an overview". Pharmacotherapy. 17 (4): 707–20. doi:10.1002/j.1875-9114.1997.tb03746.x. PMID   9250548. S2CID   32735943.
  2. Guay DR (September 1997). "Ceftibuten: a new expanded-spectrum oral cephalosporin". The Annals of Pharmacotherapy. 31 (9): 1022–33. doi:10.1177/106002809703100913. PMID   9296244. S2CID   39852306.
  3. "Ceftibuten Susceptibility and Minimum Inhibitory Concentration Range (MIC) Data" (PDF). TOKU-E. June 2020.