An internal standard for the quantification of clotrimazole
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Unlabeled Version(s)
15278Clotrimazole
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Clotrimazole-d5

Item No. 30717

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-((2-chlorophenyl)(phenyl)(phenyl-d5)methyl)-1H-imidazole
CAS Number
1185076-41-8
Molecular Formula
C22H12ClD5N2
Formula Weight
349.9
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
ClC1=CC=CC=C1C(C2=CC=CC=C2)(N3C=CN=C3)C4=C([2H])C([2H])=C([2H])C([2H])=C4[2H]
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/i1D,3D,4D,9D,10D
InChi Key
VNFPBHJOKIVQEB-MBRJKSRSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $316

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    Product Description

    Clotrimazole-d5 is intended for use as an internal standard for the quantification of clotrimazole (Item No. 15278) by GC- or LC-MS. Clotrimazole is an imidazole antifungal agent.1 It is active against a variety of fungi, including C. albicans, A. fumigatus, S. cerevisiae, C. neoformans, T. mentagrophytes, and M. canis (MICs = <0.05-3.13 µg/ml).2 It inhibits the voltage-gated potassium channel Kv1.3 and the intermediate conductance calcium-activated potassium channel (IKCa1/KCa3.1; IC50s = 6 and 0.07 µM, respectively) and decreases proliferation of HaCaT keratinocytes (EC50 = 15 µM).3 Topical application of clotrimazole (1%) reduces oxazolone-induced ear swelling in an oxazolone-sensitized mouse model of delayed-type hypersensitivity. Clotrimazole (10 µM) also inhibits proliferation of A549 lung, HT-29 colon, and MM-RU melanoma cancer cells.4 Formulations containing clotrimazole have been used in the treatment of fungal skin infections.

    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. 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).

    4. Benzaquen, L.R., Brugnara, C., Byers, H.R., et al. Clotrimazole inhibits cell proliferation in vitro and in vivo. Nat. Med. 1(6), 534-540 (1995).