• Flucloxacillin sodium packaged and labeled.

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SKU: F009

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Description

Flucloxacillin sodium is a narrow spectrum β-lactam antibiotic of the penicillin class and similar in structure to cloxacillin. 

    CAS Number

    1847-24-1

    Molecular Formula

    C19H16ClFN3NaO5S

    Molecular Weight

    475.85

    Mechanism of Action

    β-lactams 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 β-lactams is commonly due to cells containing plasmid encoded β-lactamases. Unlike many penicillins, flucloxacillin is resistant to the degradative effects of β-lactamases.

    Storage Conditions

    Ambient

    Tariff Code

    2941.10.3000

    Spectrum

    Flucloxacillin targets primarily the cell wall of susceptible gram positive bacteria including Staphylococcus aureus.

Applications

    Microbiology Applications

    Flucloxacillin is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against gram positive microbial isolates.  Medical microbiologists use AST results to recommend antibiotic treatment options for infected patients.  Representative MIC values include:

    • Staphylococcus aureus 0.1 µg/mL – 0.25 µg/mL
    • For a complete list of flucloxacillin MIC values, click here.

Specifications

    Form

    Powder

    Appearance

    White or almost White Crystalline Powder

    Source

    Semi-synthetic

    Impurity Profile

    Impurity A| [3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl]carbonyl]amino]methyl]-5,5-dimethylthiazolidine-4- carboxylic acid (penicilloic acids of flucloxacillin)|||| Impurity C| (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxylic Acid (6-Aminopenicillanic Acid)|||| Impurity D| 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic Acid||||

    Water Content (Karl Fisher)

    3.0-4.5%

    pH

    5.0-7.0

    Melting Point

    176-178°C

    Optical Rotation

    +158° to +168°

    Assay

    (On Dried Basis): 95.0-102.0%

References

    References

    Guzmán, Flavio, MD. "Beta Lactams Antibiotics (penicillins and Cephalosporins) Mechanism of Action.” Medical Pharmacology. Pharmacology Corner, 29 Nov. 2008. Web. 21 Aug. 2012.

    Pitout JD, Sanders CC, Sanders WE Jr. Antimicrobial resistance with focus on beta-lactam resistance in gram-negative bacilli. Am J Med 1997; 103:51.

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