Cefamandole

Cefamandole (INN, also known as cephamandole) is a second-generation broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. Cefamandole is no longer available in the United States.

Cefamandole
Clinical data
Trade namesformer Mandol
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa601206
Pregnancy
category
    Routes of
    administration    		Intramuscular, intravenous
    ATC code
    Legal status
    Legal status
    • UK: POM (Prescription only)
    • US: Discontinued
    Pharmacokinetic data
    Protein binding75%
    Elimination half-life48 minutes
    ExcretionMostly renal, as unchanged drug
    Identifiers
    CAS Number
    PubChem CID
    DrugBank
    ChemSpider
    UNII
    KEGG
    ChEBI
    ChEMBL
    CompTox Dashboard (EPA)
    ECHA InfoCard100.047.285
    Chemical and physical data
    FormulaC18H18N6O5S2
    Molar mass462.505 g/mol g·mol−1
    3D model (JSmol)
      (verify)

    The chemical structure of cefamandole, like that of several other cephalosporins, contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase)(vitamin K supplement is recommended during therapy) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase.

    Cefamandole has a broad spectrum of activity and can be used to treat bacterial infections of the skin, bones and joints, urinary tract, and lower respiratory tract. The following represents cefamandole MIC susceptibility data for a few medically significant microorganisms.

    • Escherichia coli: 0.12 - 400 μg/ml
    • Haemophilus influenzae: 0.06 - >16 μg/ml
    • Staphylococcus aureus: 0.1 - 12.5 μg/ml

    [1]

    CO2 is generated during the normal constitution of cefamandole and ceftazidime, potentially resulting in an explosive-like reaction in syringes.[2]

    See also

    References
    1. http://www.toku-e.com/Assets/MIC/Cefamandole%20sodium%20salt.pdf
    2. Stork CM (2006). "Antibiotics, antifungals, and antivirals". In Nelson LH, Flomenbaum N, Goldfrank LR, Hoffman RL, Howland MD, Lewin NA (eds.). Goldfrank's toxicologic emergencies. New York: McGraw-Hill. p. 847. ISBN 0-07-143763-0. Retrieved 2009-07-03.
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