• Cefazolin sodium, USP packaged and labeled.

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SKU: C006

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Description

Cefazolin sodium, USP is a first generation cephalosporin antibiotic.  Cefazolin sodium is sparingly soluble in aqueous solution (0.47 mg/mL).

    CAS Number

    27164-46-1

    Molecular Formula

    C14H13N8NaO4S3

    Molecular Weight

    476.49

    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

    Cefazolin sodium is a broad spectrum antibiotic used especially against bacteria responsible for causing skin infections.

Applications

    Microbiology Applications

    Cefazolin sodium 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 for infected patients. Representative MIC values include:

    • Staphylococcus aureus 0.25 µg/mL -32 µg/mL
    • Staphylococcus epidermidis ≤0.06 µg/mL - >128 µg/mL
    • For a complete list of cefazolin MIC values, click here.

    Media Supplement

    Colistin is routinely used as a selection agent in several types of isolation media:

    Columbia Blood AgarCampylobacter selective supplement (Butzler)

Specifications

    Form

    Powder

    Appearance

    White or almost white powder

    Source

    Semi-synthetic

    Impurity Profile

    Impurity A| (6R,7R)-7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|30246-33-4|C11H12N4O3S3|344.44| Impurity B| (6R,7R)-7-[(2,2-dimethylpropanoyl)amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid||C16H20N4O4S3|428.55| Impurity C| (6R,7R)-3-methyl-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|56842-77-4|C11H12N6O4S|324.32| Impurity D| (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|32510-61-5|C13H14N6O6S|382.36| Impurity E| MMTD|29490-19-5|C3H4N2S2|132.2| Impurity G| (5aR,6R)-6-[(1H-tetazol-1-ylacetyl)amino-5a,6-dihydro 3H,7H-azeto[2,1-b]furo[3,4-d][1,3]thiazine-1,7(4H)-dione||C11H10N6O4S|322.30| Impurity H| 7-ACA|957-68-6|C10H12N2O5S|272.28| Impurity I| cefazoloic acid; 2-[carboxy[(1H-tetrazol-1-ylacetyl)amino]methyl]-5-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid||C14H16N8O5S3|472.53| Impurity J| hydrolysed cefazoloic acid; 2-[carboxy[(1H-tetrazol-1-ylacetyl)amino]methyl]-5-(hydroxymethyl)-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid||C11H14N6O6S|358.33| Impurity K| Cefazolinamide; (6R,7R)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxamide||C14H15N9O3S3|453.53| Impurity L| (6R,7S)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1H-Tetrazole-1-acetic acid|21732-17-2|C3H4N4O2|128.09|

    Water Content (Karl Fisher)

    ≤6.0%

    pH

    4.0-6.0

    Optical Rotation

    -10° to -24°

    Assay

    (On Dried Basis): 89.1-110.1%

References

    References

    Georgopapadakou, N. H. "Mechanisms of Action of Cephalosporin 3'-quinolone Esters, Carbamates, and Tertiary Amines in Escherichia Coli." American Society for Microbiology 37.3 (1992): 559-65. Antimicrobial Agents and Chemotherapy. Web. 21 Aug. 2012.

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