Econazole
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Econazole
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CAS No:
27220-47-9
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Formula:
C18H15Cl3N2O
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Chemical Name:
Econazole
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Synonyms:
1H-Imidazole,1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-;Imidazole,1-[2,4-dichloro-β-[(p-chlorobenzyl)oxy]phenethyl]-;1-[2-[(4-Chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole;Econazole;1-[2,4-Dichloro-β-[(p-chlorobenzyl)oxy]phenethyl]imidazole;(±)-Econazole;NSC 187789;1-[2-[(4-Chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;68797-30-8
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CAS No:
Description
Econazole is an antifungal compound of the imidazole class.
Solid
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.|A broad spectrum antimycotic with some action against Gram positive bacteria. It is used topically in dermatomycoses also orally and parenterally.|An imidazole derivative that is commonly used as a topical antifungal agent.
Econazole Basic Attributes
381.68
381.68
248-341-6
187789
DTXSID2029872
D01AC03|D - Dermatologicals|G - Genito urinary system and sex hormones
Characteristics
27
5.3
Solid
1.3±0.1 g/cm3
86.8 °C
533.8ºC at 760 mmHg
276.6±30.1 °C
1.615
0.37g/L(ambient temperature)
Safety Information
36/37/38
24/25-36/37/39
Xi
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 99 companies from 4 notifications to the ECHA C&L Inventory.
Toxicity
Overdosage of econazole in humans has not been reported to date. In mice, rats guinea pigs and dogs, the oral LD 50 values were found to be 462, 668, 272, and > 160 mg/kg, respectively.
Drug Information
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.|FDA Label
Econazole is an antifungal medication related to fluconazole (Diflucan), ketoconazole (Nizoral), itraconazole (Sporanox), and clotrimazole (Lotrimin, Mycelex). Econazole prevents fungal organisms from producing vital substances required for growth and function. This medication is effective only for infections caused by fungal organisms. It will not work for bacterial or viral infections.
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)|Compounds that specifically inhibit STEROL 14-DEMETHYLASE. A variety of azole-derived ANTIFUNGAL AGENTS act through this mechanism. (See all compounds classified as 14-alpha Demethylase Inhibitors.)
After topical application to the skin of normal subjects, systemic absorption of econazole nitrate is extremely low. Although most of the applied drug remains on the skin surface, drug concentrations were found in the stratum corneum which, by far, exceeded the minimum inhibitory concentration for dermatophytes.
Hepatic.
Econazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Econazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.
Econazole
Econazole Use and Manufacturing
antineoplastic, anti-estrogen
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:381.7
XLogP3:5.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:380.024996
Monoisotopic Mass:380.024996
Topological Polar Surface Area:27
Heavy Atom Count:24
Complexity:379
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Pharmacological effects of compound econazole zinc oxide powder
Registered Holders
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PMC ISOCHEM Vert Le
Active
European Union
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SIFAVITOR SRL
Inactive
United States
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JANSSEN PHARMACEUTICA NV
Inactive
European Union
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