An imidazole antifungal
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Labeled Version(s)
30717Clotrimazole-d5
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Clotrimazole

Item No. 15278

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole
CAS Number
23593-75-1
Synonyms
  • BAY-B-5087
  • NSC 257473
Molecular Formula
C22H17ClN2
Formula Weight
344.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 3 mg/mlEthanol: 10 mg/ml
SMILES
ClC1=CC=CC=C1C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=CN=C4
InChi Code
InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
InChi Key
VNFPBHJOKIVQEB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    Cayman Chemical
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    Product Description

    Clotrimazole is an imidazole antifungal that is active against a wide variety of fungal forms and is effective in many types of fungal infections.1,2,3,4 It tightly binds sterol 14-α demethylase isoform B from A. fumigatus (KD = 103 nM) and, like other imidazoles, disturbs the fungal cell membrane.5,4 In mammalian cells, clotrimazole potently inhibits the calcium-dependent potassium channels Kv1.3 and IK-1 (IC50 = 6.0 and 0.07 µM, respectively).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Burgess, M.A., and Bodey, G.P. Clotrimazole (Bay b 5097): In vitro and clinical pharmacological studies. Antimicrob. Agents Chemother. 2(6), 423-426 (1972).

    2. Shadomy, S. In vitro antifungal activity of clotrimazole (Bay b 5097). Infect. Immun. 4(2), 143-148 (1971).

    3. Waitz, J.A., Moss, E.L., and Weinstein, M.J. Chemotherapeutic evaluation of clotrimazole [Bay b 5097, 1 (o-chloro-α-α-diphenylbenzyl) imidazole]. Appl. Microbiol. 22(5), 891-898 (1971).

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

    5. Warrilow, A.G., Melo, N., Martel, C.M., et al. Expression, purification, and characterization of Aspergillus fumigatus sterol 14-a demethylase (CYP51) isoenzymes A and B. Antimicrob. Agents Chemother. 54(10), 4225-4234 (2010).

    6. Pegoraro, S., Lang, M., Dreker, T., et al. Inhibitors of potassium channels Kv1.3 and IK-1 as immunosuppressants. Bioorg. Med. Chem. Lett. 19(8), 2299-2304 (2009).