Econazole
Solid
Others
Econazole is an imidazole with antifungal property. Econazole compromises the integrity of fungal cell wall through inhibiting 14-alpha demethylase, which catalyzes conversion of lanosterol to ergosterol, an essential component of the fungal cell wall. As a result, this agent increases cellular permeability thereby resulting in leakage of cellular contents. Furthermore, econazole has also been implicated to inhibit endogenous respiration, interact with membrane phospholipids, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.
Econazole, also known as gyno pevaryl or spectazole, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Econazole is a drug which is used for topical application in the treatment of tinea pedis, tinea cruris, and tinea corporis caused by trichophyton rubrum, trichophyton mentagrophytes, trichophyton tonsurans, microsporum canis, microsporum audouini, microsporum gypseum, and epidermophyton floccosum, in the treatment of cutaneous candidiasis, and in the treatment of tinea versicolor. Econazole is considered to be a practically insoluble (in water) and relatively neutral molecule. Econazole has been detected in multiple biofluids, such as urine and blood. Within the cell, econazole is primarily located in the membrane (predicted from logP). Econazole is a potentially toxic compound.
1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole is a member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group. It is an ether, a member of imidazoles, a dichlorobenzene and a member of monochlorobenzenes. 381.7g/mol
Econazole, also known as gyno pevaryl or spectazole, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Econazole is a drug which is used for topical application in the treatment of tinea pedis, tinea cruris, and tinea corporis caused by trichophyton rubrum, trichophyton mentagrophytes, trichophyton tonsurans, microsporum canis, microsporum audouini, microsporum gypseum, and epidermophyton floccosum, in the treatment of cutaneous candidiasis, and in the treatment of tinea versicolor. Econazole is considered to be a practically insoluble (in water) and relatively neutral molecule. Econazole has been detected in multiple biofluids, such as urine and blood. Within the cell, econazole is primarily located in the membrane (predicted from logP). Econazole is a potentially toxic compound.
1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole is a member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group. It is an ether, a member of imidazoles, a dichlorobenzene and a member of monochlorobenzenes. 381.7g/mol
Formulation:
381.7g/mol
Source:
Usage:
Econazole
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-242563
CAS Number: 27220-47-9
Molecular Formula: C18H15Cl3N2O
Molecular Weight: 381.7g/mol
| CAS Number | 27220-47-9 |
|---|---|
| Product Name | Econazole |
| Molecular Formula | C18H15Cl3N2O |
| Molecular Weight | 381.7g/mol |
| Appearance | Solid |
| InChI | InChI=1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2 |
| InChI Key | LEZWWPYKPKIXLL-UHFFFAOYSA-N |
| IUPAC Name | 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole |
| Canonical SMILES | C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl |
| Description | Econazole is an imidazole with antifungal property. Econazole compromises the integrity of fungal cell wall through inhibiting 14-alpha demethylase, which catalyzes conversion of lanosterol to ergosterol, an essential component of the fungal cell wall. As a result, this agent increases cellular permeability thereby resulting in leakage of cellular contents. Furthermore, econazole has also been implicated to inhibit endogenous respiration, interact with membrane phospholipids, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. Econazole, also known as gyno pevaryl or spectazole, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Econazole is a drug which is used for topical application in the treatment of tinea pedis, tinea cruris, and tinea corporis caused by trichophyton rubrum, trichophyton mentagrophytes, trichophyton tonsurans, microsporum canis, microsporum audouini, microsporum gypseum, and epidermophyton floccosum, in the treatment of cutaneous candidiasis, and in the treatment of tinea versicolor. Econazole is considered to be a practically insoluble (in water) and relatively neutral molecule. Econazole has been detected in multiple biofluids, such as urine and blood. Within the cell, econazole is primarily located in the membrane (predicted from logP). Econazole is a potentially toxic compound. 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole is a member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group. It is an ether, a member of imidazoles, a dichlorobenzene and a member of monochlorobenzenes. |
| Melting Point | 162 |
| Other CAS Number | 27220-47-9 |
| Physical Description | Solid |
| Pictograms | Irritant |
| Related CAS | 68797-31-9 (nitrate) |
| SMILES | C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl |
| Solubility | 1.48e-03 g/L |
| Synonyms | Econazole Econazole Nitrate Ekonazole Gyno Pervaryl 150 Gyno Pevaril Gyno Pevaryl Gyno-Pervaryl 150 Gyno-Pevaril Gyno-Pevaryl GynoPevaril Nitrate, Econazole Pevaryl |
| Reference | AIFA Product Information: Pevaryl (econazole) for vaginal use |
| PubChem Compound | Econazole |
| Last Modified | Mar 14 2022 |