An antifungal azole
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Miconazole (nitrate)

Item No. 15420

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole, mononitrate
CAS Number
22832-87-7
Synonyms
  • NSC 169434
  • R 14889
Molecular Formula
C18H14Cl4N2O • HNO3
Formula Weight
479.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.3 mg/mlEthanol: 0.1 mg/ml
SMILES
ClC1=CC(Cl)=CC=C1COC(C2=C(Cl)C=C(Cl)C=C2)CN3C=NC=C3.[O-][N+](O)=O
InChi Code
InChI=1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
InChi Key
MCCACAIVAXEFAL-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Miconazole is a widely used antifungal imidazole that acts by inhibiting the 14α-demethylation of lanosterol, which consequently leads to the inhibition of ergosterol synthesis in fungal cell membranes.1,2 Additionally, miconazole has been shown to induce reactive oxygen species in fungal biofilms, demonstrating a MIC value of ≥256 μM against Candida spp.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vanden Bossche, H., Marichal, P., Gorrens, J., et al. Biochemical approaches to selective antifungal activity. Focus on azole antifungals. Mycoses 32(Suppl 1), 35-52 (1989).

    2. Saag, M.S., and Dismukes, W.E. Azole antifungal agents: Emphasis on new triazoles. Antimicrob. Agents Chemother. 32(1), 1-8 (1988).

    3. Delattin, N., Cammue, B.P.A., and Thevissen, K. Reactive oxygen species-inducing antifungal agents and their activity against fungal biofilms. Future Med. Chem. 6(1), 77-90 (2014).