118081-34-8

Basic information

• Product Name: Ceftibuten dihydrate
• Synonyms: Ceftibuten Hydrate;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[2-(2-aMino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl]aMino]-8-oxo-,dihydrate, [6R-[6a,7b(Z)]]- (9CI);[6R-[6α,7β(Z)]]-7-[[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 Dihydrate;[6R-[6α,7β(Z)]]-7-[[2-(2-AMino-4-thiazolyl)-4-carboxy-1-oxo-2-(butenyl-13C3)]aMino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;Cedax-13C3;Cephalosporin 7432-S-13C3;S 7432-13C3;Ceftibuten 2-hydrate
• CAS NO: 118081-34-8
• Molecular Formula: C15H14N4O6S2.2H2O
• Molecular Weight: 446.459
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents;Heterocycles;Sulfur & Selenium Compounds
• Mol File: 118081-34-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: >180°C (dec.)
• Boiling Point: 966.4 °C at 760 mmHg
• Flash Point: 538.3 °C
• Appearance: Light-yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: Ceftibuten dihydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Ceftibuten dihydrate(118081-34-8)
• EPA Substance Registry System: Ceftibuten dihydrate(118081-34-8)

Safety Data

• Hazardous Substances Data: 118081-34-8(Hazardous Substances Data)

Usage

Chemical Properties

Light-Yellow Solid

Uses

Different sources of media describe the Uses of 118081-34-8 differently. You can refer to the following data:
1. Ceftibuten dihydrate, one of the third-generation cephalosporin antibiotic is effectively used in curing several infectious diseases.
2. Ceftibuten Dihydrate is used in preparation of Ceftibuten crystal.

Definition

ChEBI: Ceftibuten dihydrate is the dihydrate of ceftibuten. It is used as an orally administered treatment for urinary-tract and respiratory-tract infections. It has a role as an antibacterial drug. It contains a ceftibuten.

Biological Activity

Ceftibuten is an orally bioavailable broad-spectrum cephalosporin antibiotic that inhibits the growth of B. catarrhalis, H. influenzae, pathogenic Neisseria, Streptococcus, penicillin-susceptible S. pneumoniae, and eleven Enterobacteriaceae strains (MICs = 0.25, ≤0.06, ≤0.06, 0.5-1, 4, and ≤0.06-0.5 μg/ml, respectively).1,2 Ceftibuten is also active against E. coli expressing β-lactamase type I, III, and V and K. oxytoca expressing β-lactamase type IV (MICs = 8, 0.25, 0.5, and ≤0.06 μg/ml, respectively) as well as a panel of eight bacterial stains expressing plasmid-encoded extended spectrum β-lactamases, including E. coli CTX-M and K. pneumoniae SHV-2 (MICs = 1 and 0.25 μg/ml, respectively). In vivo, ceftibuten reduces the number of mice killed within 6 days of a K. pneumoniae, E. coli, S. pneumoniae, or S. aureus infection by 50% when administered subcutaneously at doses of 0.125, 2, 1,024, and >512 mg/kg, respectively.3 Formulations containing ceftibuten have been used in the treatment of bacterial infections including bronchitis, pneumonia, and enteritis.

Pharmacokinetics

Ceftibuten Dihydrate is the dihydrate form of ceftibuten, a semisynthetic, beta-lactamase-stable, third-generation cephalosporin with antibacterial activity. Ceftibuten binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

InChI:InChI=1/C15H14N4O6S2.2H2O/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);2*1H2/b6-1-;;/t10-,13-;;/m1../s1