• Cefoperazone sodium packaged and labeled.

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SKU: C010

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Description

Cefoperazone sodium is a third generation cephalosporin antibiotic.  Cefoperazone sodium is freely soluble in aqueous solution (50 mg/mL).

    CAS Number

    62893-20-3

    Molecular Formula

    C25H26N9NaO8S2

    Molecular Weight

    667.65

    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. Cefoperazone however, is largely resistant to β-lactamases produced by resistant cells.

    Storage Conditions

    -20°C

    Tariff Code

    2941.90.3000

    Spectrum

    Cefoperazone is primarily limited to gram negative bacteria namely Pseudomonas aeruginosa.

Applications

    Microbiology Applications

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

    • Pseudomonas aeruginosa 0.5 µg/mL – 64 µg/mL
    • Haemophilus influenzae 0.06 µg/mL – 2 µg/mL
    • For a complete list of cefoperazone MIC values, click here.

    Media Supplements

    Cefoperazone can be used as a selective agent in several types of isolation media:

    Campylobacter Blood-Free Selective Agar - CCDA Selective Supplement

    Campylobacter Agar - Campylobacter Selective Supplement (Karmali)

    Blood Free Campylobacter Agar - CDMN Selective Supplement

    Bolton Broth - Bolton Broth Selective Supplement

    Campylobacter Agar Base - Modified Karmali Selective Supplement

    Bolton Broth - Modified Bolton Broth Selective Supplement

Specifications

    Form

    Powder

    Appearance

    White or slightly yellow powder.

    Source

    Synthetic

    Impurity Profile

    Impurity A| (5aR,6R)-6-[[(2R)-2-[[(4-ethyl-2,3-dioxopiperazin-1-yl)-carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-5a,6-dihydro-3H, 7H-azeto[2,1-b]furo[3,4-d][1,3]thiazine-1,7(4H)-dione|73240-08-1|C23H23N5O8S|529.53| Impurity B| (6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxopiperazin-1-yl)-carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(4-methyl-5-thioxo-4,5-dihydro-1H-tetrazol-1-yl)methyl]-8-oxo-5-thial-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|711590-76-4|C25H26N9O8S2|644.67| Impurity C| 1-methyl-1H-tetrazole-5-thiol;|69713-31-1|C2H4N4S|116.145| Impurity D| (6R,7R)-7-amino-8-oxo-3-[(1H-1,2,3-triazol-4-yl-sulphanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (7-TACA)|37539-03-0|C10H11N5O3S2|313.356| Impurity E| 7ACA|957-68-6|C10H12N2O5S|272.28| Impurity F| (6R,7S)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxopiperazine-1-yl)-carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)sulphanyl]methyl]-8-oxo-5-thial-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|1315481-36-7|C25H26N9O8S2|644.67|

    Water Content (Karl Fisher)

    ≤5%

    pH

    4.5-6.5

    Assay

    (On Dried Basis): 870-1015µg/mg

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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