SKU: M005  / 
    CAS Number: 22832-87-7

    Miconazole Nitrate

    S/.204.12 - S/.913.68
    Miconazole Nitrate

    Miconazole Nitrate is the nitrate salt of Miconazole, an imidazole antimycotic compound patented in 1968 (Janssen Pharmaceutica).  It targets the fungi that cause tinea (ringworm) and athlete’s foot.  It inhibits ergosterol synthesis, and a variety of cytochrome P450 enzymes, and can be used for cytochrome P450 profiling.  The compound can act as a chemopreventive agent in a mammary cancer cell model.  Miconazole Nitrate is sparingly soluble in DMSO and DMF and very slightly soluble in ethanol.

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    Mechanism of Action Miconazole Nitrate increases cell permeability by inhibiting enzymes involved in ergosterol synthesis, including a variety of cytochrome P450 enzymes including cytochrome P450-dependent 14-alpha-demethylase. The increase of permeability has a toxic effect on the fungi and leads to cell death. Miconazole can also act as an antagonist of the glucocorticoid receptor (GR) and can inhibit aromatase.
    Spectrum Miconazole Nitrate has activity against fungi including Candida, Trichophyton species.  Trichophyton causes tinea (ringworm).
    Microbiology Applications Miconazole is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against fungal isolates.  Medical microbiologists use AST results to recommend antibiotic treatment options.  Representative MIC values include:
      • Candida albicans (ATCC 28366) (2 µg/ml)
      • Candida krusei (1 - 4 µg/ml)
      • Chrysosporium spp. (0.5 - 4 µg/ml)
      • Trichophyton rubrum (0.01 - 8 µg/ml)

    For a representative list of Miconazole MIC values, click here.
    Molecular Formula C18H14Cl4N2O
    References

    Duret C et al (2006) Ketoconazole and Miconazole are antagonists of the human glucocorticoid receptor: Consequences on the expression and function of the constitutive androstane receptor and the pregnane X receptor. Mol. Pharmacol. 70(1):329–339 PMID 16608920

    Ghannoum MA and Rice LB (1999)  Antifungal agents: Mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance. Clin. Microbiol. Rev. 12(4):501-517  PMID 10515900

    Lubet et al (1997)  Chemopreventive efficacy of anethole trithione, N-acetyl-L-cysteine, Miconazole and phenethylisothiocyanate in the DMBA-induced rat mammary cancer model. Int. J. Cancer 72(1):95-101  PMID 9212229

    Sreedhara KH, Sirsi M and Ramananda RGR (1974)  Studies on the mechanism of action of Miconazole: Effect of Miconazole on respiration and cell permeability of Candida albicans.  Antimicrob. Agents and Chemother. 5(4):420-425  PMID 15825399