An imidazole antifungal agent
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Sertaconazole (nitrate)

Item No. 22232

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[2-[(7-chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole, mononitrate
CAS Number
99592-39-9
Synonyms
  • FI-7045
Molecular Formula
C20H15Cl3N2OS • HNO3
Formula Weight
500.8
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
λmax
225 nm
SMILES
ClC1=CC(Cl)=CC=C1C(CN2C=NC=C2)OCC3=CSC4=C3C=CC=C4Cl.O=[N](O)=O
InChi Code
InChI=1S/C20H15Cl3N2OS.HNO3/c21-14-4-5-16(18(23)8-14)19(9-25-7-6-24-12-25)26-10-13-11-27-20-15(13)2-1-3-17(20)22;2-1(3)4/h1-8,11-12,19H,9-10H2;(H,2,3,4)
InChi Key
HAAITRDZHUANGT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

    $128

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    100 mg

    $236

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    500 mg

    $1,003

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    Product Description

    Sertaconazole is an imidazole antifungal agent.1 It is active against various yeasts, including C. albicans and C. tropicalis, and dermatophytes, including Microsporum, Trichophyton, and Epidermophyton (MICs = 0.35-5.04 and 0.24-2 µg/ml, respectively). Sertaconazole inhibits ergosterol (Item No. 19850) biosynthesis (IC50 = 115 nM) and decreases intracellular ATP levels in a concentration-dependent manner in C. albicans.2,3 Topical application of sertaconazole (1%) reduces ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014), resiniferatoxin, or oxazolone in mouse models of irritant dermatitis, neurogenic dermatitis, and allergic contact hypersensitivity, respectively.4 Sertaconazole also selectively inhibits long-chain acyl-CoA synthetase 4 (ACSL4; IC50 = 0.28 µM) over ACSL3 at 50 µM.5 It inhibits lipid peroxidation and ferroptosis induced by (1S,3R)-RSL3 (Item No. 19288) in LUHMES cells when used at a concentration of 5 µM. Formulations containing sertaconazole have been used in the treatment of interdigital tinea pedis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Palacin, C., Sacristán, A., and Ortiz, J.A. In vitro activity of sertaconazole. Arzneimittelforschung 42(5A), 699-705 (1992).

    2. Agut, J., Palacin, C., Salgado, J., et al. Direct membrane-damaging effect of sertaconazole on Candida albicans as a mechanism of its fungicidal activity. Arzneimittelforschung 42(5A), 721-724 (1992).

    3. Agut, J., Palacin, C., Sacristán, A., et al. Inhibition of ergosterol synthesis by sertaconazole in Candida albicans. Arzneimittelforschung 42(5A), 718-720 (1992).

    4. Liebel, F., Lyte, P., Garay, M., et al. Anti-inflammatory and anti-itch activity of sertaconazole nitrate. Arch. Dermatol. Res. 298(4), 191-199 (2006).

    5. Marteau, R., Ravez, S., Mazhari Dorooee, D., et al. Repositioning of FDA-Approved antifungal agents to interrogate Acyl-CoA synthetase long chain family member 4 (ACSL4) in ferroptosis. Biochem. Pharmacol. 204, 115239 (2022).