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Detailed Description
CAS Number: 118081-34-8
Molecular Formula:
C15H14N4O6S2 ∙ 2H20
Molecular Weight: 446.46
Mechanism of Action: Like β-lactams, cephalosporins interfere with PBP (penicillin binding protein) activity involved in the final phase of peptidoglycan synthesis. PBP’s are enzymes which catalyze a pentaglycine crosslink between alanine and lysine residues providing additional strength to the cell wall. Without a pentaglycine crosslink, the integrity of the cell wall is severely compromised and ultimately leads to cell lysis and death. Resistance to cephalosporins is commonly due to cells containing plasmid encoded β-lactamases.
Storage Conditions: -20°C
Tariff Code: 2941.90.5000
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Applications
Spectrum: Ceftibuten Hydrate is a broad-spectrum antibiotic targeting a wide variety of Gram-positive and Gram-negative bacteria.
Microbiology Applications:
Ceftibuten is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against Gram-positive and Gram-negative microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options.
Representative MIC values include:
- Haemophilus influenzae 0.015 µg/mL – 1 µg/mL
- Escherichia coli 0.015 µg/mL - 8 µg/mL
- For a representative list of ceftibuten MIC values, click here.
Eukaryotic Cell Culture Applications: Ceftibuten uptake in human intestinal epithelial cells (Caco‐2) cells growing on transwells was studied, and authors found that uptake involves multiple transport pathways. Since cells are polarized, with an apical end and a basolateral end, the apical transport system was found to be different. Apical uptake is mediated by an energy-dependent carrier and energy-independent facilitated diffusion (Menon and Barr 2002).
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Specifications
Form: Powder
Appearance: White or light yellow crystalline powder
Source: Synthetic
Water Content (Karl Fischer): 8.0-13.0%
Assay: 90.0-102.0%
Residue On Ignition: ≤0.1%
Heavy Metals: ≤10 ppm
Optical Rotation: +135° - +155°
Purity Level: ≥95.0%
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Technical Data
Solubility: Freely soluble in aqueous solution and DMSO
Impurities: Single Impurity: ≤1.0%
Total Impurities: ≤2.0% -
References
References: Debbia EA, Schito CG and Pesce A (1991) Antibacterial activity of Ceftibuten, a new oral third generation cephalosporin. J. Chemother 3(4): 209-225
Georgopapadakou, NH (1992) Mechanisms of action of cephalosporin 3'-quinolone esters, carbamates, and tertiary amines in Escherichia coli. Antimicrob. Agents Chemother. 37(3): 59-65
Jones RN and Barry AL (1988) Antimicrobial activity, spectrum, and recommendations for disk diffusion susceptibility testing of ceftibuten (7432-S; SCH 39720), a new orally administered cephalosporin. Antimicrob. Agents and Chemother. 32 (10) 1576-1582
Jones RN (1995) A review of antimicrobial activity, spectrum and other microbiologic features. Pediatr Infect Dis J. 14(7):S77-83 PMID 7567314
Menon RM and Barr WH (2002) Transporters involved in apical and basolateral uptake of ceftibuten into Caco-2 cells. Biopharmaceutics and Drug Disposition. 23(8):317-326
Owens RD, Nightingale CH and Nicolau DP (1997) Ceftibuten: An overview. Pharmacother. 17(4):707-720 PMID 9250548
Perilli M et al (2007) In vitro selection and characterization of mutants in TEM-1-producing Escherichia coli by ceftazidime and ceftibuten. J Chemother 19(2):123-126 PMID 17434819
Wise R, Andrews JM, Ashby JP and Thornber D (1990) In-vitro activity against respiratory pathogens, β-lactamase stability and mechanism of action, J. Antimicrob Chemother. 26 (2): 209–213 PMID 2120175
Ceftibuten Hydrate is a third generation cephalosporin antibiotic. It has exceptional β-lactamase stability and is resistant to inactivation by most β-lactamases made by common Gram-negative and Gram-positive bacteria. Ceftibuten can be used to study drug resistance and transport pathways. Ceftibuten is freely soluble in aqueous solution and DMSO.
CAS Number: 118081-34-8
Molecular Formula:
C15H14N4O6S2 ∙ 2H20
Molecular Weight: 446.46
Mechanism of Action: Like β-lactams, cephalosporins interfere with PBP (penicillin binding protein) activity involved in the final phase of peptidoglycan synthesis. PBP’s are enzymes which catalyze a pentaglycine crosslink between alanine and lysine residues providing additional strength to the cell wall. Without a pentaglycine crosslink, the integrity of the cell wall is severely compromised and ultimately leads to cell lysis and death. Resistance to cephalosporins is commonly due to cells containing plasmid encoded β-lactamases.
Storage Conditions: -20°C
Tariff Code: 2941.90.5000
Spectrum: Ceftibuten Hydrate is a broad-spectrum antibiotic targeting a wide variety of Gram-positive and Gram-negative bacteria.
Microbiology Applications:
Ceftibuten is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against Gram-positive and Gram-negative microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options.
Representative MIC values include:
- Haemophilus influenzae 0.015 µg/mL – 1 µg/mL
- Escherichia coli 0.015 µg/mL - 8 µg/mL
- For a representative list of ceftibuten MIC values, click here.
Eukaryotic Cell Culture Applications: Ceftibuten uptake in human intestinal epithelial cells (Caco‐2) cells growing on transwells was studied, and authors found that uptake involves multiple transport pathways. Since cells are polarized, with an apical end and a basolateral end, the apical transport system was found to be different. Apical uptake is mediated by an energy-dependent carrier and energy-independent facilitated diffusion (Menon and Barr 2002).
Form: Powder
Appearance: White or light yellow crystalline powder
Source: Synthetic
Water Content (Karl Fischer): 8.0-13.0%
Assay: 90.0-102.0%
Residue On Ignition: ≤0.1%
Heavy Metals: ≤10 ppm
Optical Rotation: +135° - +155°
Purity Level: ≥95.0%
Solubility: Freely soluble in aqueous solution and DMSO
Impurities: Single Impurity: ≤1.0%
Total Impurities: ≤2.0%
References: Debbia EA, Schito CG and Pesce A (1991) Antibacterial activity of Ceftibuten, a new oral third generation cephalosporin. J. Chemother 3(4): 209-225
Georgopapadakou, NH (1992) Mechanisms of action of cephalosporin 3'-quinolone esters, carbamates, and tertiary amines in Escherichia coli. Antimicrob. Agents Chemother. 37(3): 59-65
Jones RN and Barry AL (1988) Antimicrobial activity, spectrum, and recommendations for disk diffusion susceptibility testing of ceftibuten (7432-S; SCH 39720), a new orally administered cephalosporin. Antimicrob. Agents and Chemother. 32 (10) 1576-1582
Jones RN (1995) A review of antimicrobial activity, spectrum and other microbiologic features. Pediatr Infect Dis J. 14(7):S77-83 PMID 7567314
Menon RM and Barr WH (2002) Transporters involved in apical and basolateral uptake of ceftibuten into Caco-2 cells. Biopharmaceutics and Drug Disposition. 23(8):317-326
Owens RD, Nightingale CH and Nicolau DP (1997) Ceftibuten: An overview. Pharmacother. 17(4):707-720 PMID 9250548
Perilli M et al (2007) In vitro selection and characterization of mutants in TEM-1-producing Escherichia coli by ceftazidime and ceftibuten. J Chemother 19(2):123-126 PMID 17434819
Wise R, Andrews JM, Ashby JP and Thornber D (1990) In-vitro activity against respiratory pathogens, β-lactamase stability and mechanism of action, J. Antimicrob Chemother. 26 (2): 209–213 PMID 2120175
