74512-12-2
Chemical Structure
Omoconazole
- CAS No.: 74512-12-2
- Formula:C20H17Cl3N2O2
- Molecular Weight:423.72
IUPAC Name: (Z)-1-(1-(2-(4-chlorophenoxy)ethoxy)-1-(2,4-dichlorophenyl)prop-1-en-2-yl)-1H-imidazole
InChIKey: JMFOSJNGKJCTMJ-ZHZULCJRSA-N
SMILES: C/C(N1C=CN=C1)=C(C2=C(C=C(C=C2)Cl)Cl)/OCCOC3=CC=C(C=C3)Cl
Biological Activity: Omoconazole is an imidazole-derived azole antifungal agent. Omoconazole exhibits broad-spectrum in vitro activity against dermatophytes, yeasts, and dimorphic fungi, exerting fungistatic effects at low concentrations and fungicidal effects at high concentrations. Omoconazole accumulates in the skin, binds to keratin, and is slowly transferred from the stratum corneum to the viable epidermis. Omoconazole inhibits the growth of dermatophytes, impairs daughter cell separation in Candida albicans, induces cell wall thickening, disrupts intracellular cytoplasmic organelles, and leads to cell death. Omoconazole is used in studies related to dermatophytosis and superficial fungal infections[1][2][3].
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Omoconazole | Omoconazole is an imidazole-derived azole antifungal agent. Omoconazole exhibits broad-spectrum in vitro activity against dermatophytes, yeasts, and dimorphic fungi, exerting fungistatic effects at low concentrations and fungicidal effects at high concentrations. Omoconazole accumulates in the skin, binds to keratin, and is slowly transferred from the stratum corneum to the viable epidermis. Omoconazole inhibits the growth of dermatophytes, impairs daughter cell separation in Candida albicans, induces cell wall thickening, disrupts intracellular cytoplasmic organelles, and leads to cell death. Omoconazole is used in studies related to dermatophytosis and superficial fungal infections. | |||||||||||||||||||||
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References
- [1]. Hashiguchi T, et al. Study of the effective dose of a topical antifungal agent, omoconazole nitrate, on the basis of percutaneous pharmacokinetics in guinea-pigs and mice. The Journal of pharmacy and pharmacology. 1997 Aug;49(8):757-61. [Content Brief]
- [2]. Nishiyama Y, et al. Ultrastructural alterations of Candida albicans induced by a new imidazole antimycotic omoconazole nitrate. Microbiology and immunology. 1997;41(5):395-402.
- [3]. Babazadeh-Qazijahani M, et al. Imidazolylchromanones containing non-benzylic oxime ethers: synthesis and molecular modeling study of new azole antifungals selective against Cryptococcus gattii. European journal of medicinal chemistry. 2014 Apr 09;76:264-73.