Miconazole

Miconazole

Catalog Number:
PB01342548TOK
Mfr. No.:
TOK-M041
Price:
$196
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      • Overview
        • Miconazole is an imidazole antimycotic compound patented in 1968 by Janssen Pharmaceutica. It inhibits ergosterol synthesis, and a variety of cytochrome P450 enzymes. It can act as a chemopreventive agent in a mammary cancer cell model. Miconazole is freely soluble in alcohol, acetone, DMF and chloroform but is practically insoluble in water.

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          Background

          Miconazole 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.

      • Properties
        • CAS Number
          22916-47-8
          Molecular Formula
          C18H14Cl4N2O
          Molecular Weight
          416.13
          Appearance
          White or off white powder
          Other Properties
          Assay 99.0% - 101.0% (Dried basis)
          Melting Point: 83°C - 87°C
          Optical Rotation: -0.10° - +0.10°
          Storage
          2-8°C

          * For research use only

      • Applications
        • Application Description
          Spectrum: Miconazole has activity against fungi including Candida and Trichophyton. It can also be used for select Leishmania protozoa.

          Eukaryotic Cell Culture Applications: Miconazole tested on transcriptional activity of human GR in HeLa and HepG2 cells, and primary human hepatocytes. It behaved similarly to Ketoconazole and inhibited expression of: 1) GR-responsive genes tyrosine aminotransferase, PXR, CAR. 2) cytochromes P450 (P450) CYP2B6, CYP2C9, and CYP3A4; 3) UDP-glucuronosyltransferase 1A1, glutathione S-transferases A1 and A2, thus its mechanism of action may influence drug metabolism (Duret et al, 2006).

          Cancer Applications: Miconazole can act as a chemopreventive agent in a mammary cancer cell model, and increased tumor latency, decreased incidence at the highest dose, and decreased tumor multiplicity up to 60% (Lubet et al, 1997).

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