Ceftibuten

Title: Ceftibuten
CAS Registry Number: 97519-39-6
CAS Name: (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7b-[(Z)-2-(2-aminothiazol-4-yl)-4-carboxy-2-butenoylamino]-3-cephem-4-carboxylic acid
Manufacturers' Codes: 7432-S; Sch-39720
Molecular Formula: C15H14N4O6S2
Molecular Weight: 410.42
Percent Composition: C 43.90%, H 3.44%, N 13.65%, O 23.39%, S 15.63%
Literature References: Orally active third generation cephalosporin antibiotic. Prepn: Y. Hamashima, EP 136721; idem, US 4634697 (1985, 1987 both to Shionogi); and in vitro antibacterial activity: Y. Hamashima et al., J. Antibiot. 40, 1468 (1987). Industrial synthesis utilizing penicillin G: M. Yoshioka, Pure Appl. Chem. 59, 1041 (1987). Comparative antibacterial spectrum: R. N. Jones, A. L. Barry, Antimicrob. Agents Chemother. 32, 1576 (1988). Pharmacokinetics in humans: M. Nakashima et al., J. Clin. Pharmacol. 28, 246 (1988).
Derivative Type: Dihydrate
CAS Registry Number: 118081-34-8
Trademarks: Cedax (Schering-Plough); Isocef (Schering-Plough); Seftem (Shionogi)
Molecular Formula: C15H14N4O6S2.2H2O
Molecular Weight: 446.46
Percent Composition: C 40.35%, H 4.06%, N 12.55%, O 28.67%, S 14.36%
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
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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
Legal status  ?
Identifiers
CAS number 97519-39-6 YesY
ATC code J01DD14
PubChem CID 5282242
DrugBank DB01415
ChemSpider 4445419 YesY
UNII IW71N46B4Y YesY
KEGG D00922 YesY
ChEBI CHEBI:3510 YesY
ChEMBL CHEMBL1605 YesY
Chemical data
Formula C15H14N4O6S2 
Mol. mass 410.427 g.mol-1
 YesY (what is this?)  (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 Pernix Therapeutics 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.