A topically-active antifungal
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Bifonazole

Item No. 18744

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-([1,1'-biphenyl]-4-ylphenylmethyl)-1H-imidazole
CAS Number
60628-96-8
Synonyms
  • BAY-h 4502
  • (±)-Bifonazole
Molecular Formula
C22H18N2
Formula Weight
310.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 16 mg/mlEthanol: 10 mg/ml
λmax
254 nm
SMILES
C1(C(N2C=NC=C2)C3=CC=C(C4=CC=CC=C4)C=C3)=CC=CC=C1
InChi Code
InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H
InChi Key
OCAPBUJLXMYKEJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $49

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    5 g

    $96

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    10 g

    $167

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    25 g

    $354

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    Product Description

    Bifonazole is a topically-active imidazole antifungal compound that has broad spectrum activity in vitro against dermatophytes, molds, yeasts, dimorphic fungi, and some Gram-positive bacteria.1,2 It is effective in the treatment of experimental dermatophytic and Candida in animals.2 Bifonazole is also a potent inhibitor of cytochrome P450 aromatase (Ki = 68 nM, IC50 = 270 nM), which catalyzes the biosynthesis of estrogens from androgens.3 When applied topically in animals, it demonstrates prolonged retention time in skin with minimal percutaneous absorption, thus minimizing its effect on aromatase.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lackner, T.E., and Clissold, S.P. Bifonazole. A review of its antimicrobial activity and therapeutic use in superficial mycoses. Drugs 38(2), 204-225 (1989).

    2. Fromtling, R.A. Overview of medically important antifungal azole derivatives. Clin. Microbiol. Rev. 1(2), 187-217 (1988).

    3. Egbuta, C., Lo, J., and Ghosh, D. Mechanism of inhibition of estrogen biosynthesis by azole fungicides. Endocrinology 155(12), 4622-4628 (2014).