Ceftibuten

Base Information

• Chemical Name: Ceftibuten
• CAS No.: 97519-39-6
• Molecular Formula: C15H14N4O6S2
• Molecular Weight: 410.42
• European Community (EC) Number: 810-182-0
• UNII: IW71N46B4Y
• ChEMBL ID: CHEMBL1605
• DSSTox Substance ID: DTXSID4045925
• Metabolomics Workbench ID: 43546
• NCI Thesaurus Code: C61666
• Nikkaji Number: J227.557K
• NSC Number: 758925
• Wikidata: Q419521
• Wikipedia: Ceftibuten
• Mol file: 97519-39-6.mol

Synonyms:7-(2-(2-amino-4-thiazolyl)-4-carboxy-2-butenoylamino)-3-cephem-4-carboxylic acid;7432 S;7432-S;Cedax;ceftibuten;SCH 39720;SCH-39720;SCH39720

Chemical Property of Ceftibuten

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.762
• Boiling Point: 966.4 °C at 760 mmHg
• PKA: 2.99±0.50(Predicted)
• Flash Point: 538.3 °C
• PSA: 216.46000
• Density: 1.75 g/cm³
• LogP: 0.86180
• Storage Temp.: 2-8°C
• Solubility.: Soluble in aqueous solutions. Also soluble in DMSO
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 410.03547653
• Heavy Atom Count: 27
• Complexity: 755

Purity/Quality:

99% ^*data from raw suppliers

Ceftibuten hydrate ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=C(N2C(S1)C(C2=O)NC(=O)C(=CCC(=O)O)C3=CSC(=N3)N)C(=O)O
• Isomeric SMILES: C1C=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)/C(=C\CC(=O)O)/C3=CSC(=N3)N)C(=O)O
• Recent ClinicalTrials: P1, DDI & MAD PK and Safety Study of Xeruborbactam Oral Prodrug in Combo With Ceftibuten in Healthy Participants
• Recent EU Clinical Trials: Impact on the intestinal microbiota during antibiotic treatment
• Description: Ceftibuten is a new, once daily, orally active cephalosporin introduced as a treatment of Gram-negative bacteria-related urinarylrespiratory tract and gynecological infections. In vitro studies of 359 strains of Gram-negative bacteria demonstrated that ceftibuten was superior to cefaclor and as active or slightly more active than cefixime and cefteram.
• Uses: anorexic, antidepressant, inhibitor of 5HT, norepinephrine & dopamine uptake
• Clinical Use: Ceftibuten (Cedax) is a recently introduced, chemicallynovel analog of the oximino cephalosporins in which anolefinic methylene group (C＝CHCH2-) with Z stereochemistryhas replaced the syn oximino (CBNO-) group.This isosteric replacement yields a compound that retainsresistance to hydrolysis catalyzed by many β-lactamases,has enhanced chemical stability, and is orally active. Oralabsorption is rapid and nearly complete. It has the highestoral bioavailability of the third-generation cephalosporins.Ceftibuten is excreted largely unchanged in the urine andhas a half-life of about 2.5 hours. Plasma protein binding ofthis cephalosporin is estimated to be 63%.Ceftibuten possesses excellent potency against mostmembers of the Enterobacteriaceae family, H. influenzae,Neisseria spp., and M. catarrhalis. It is not active against S.aureus or P. aeruginosa and exhibits modest antistreptococcal activity. Ceftibuten is recommended in the managementof community-acquired respiratory tract, urinary tract, andgynecological infections.