Econazole

Econazole
Clinical data

AHFS/Drugs.com	Monograph
MedlinePlus	a684049
ATC code	D01AC03 (WHO) G01AF05 (WHO)
Identifiers
IUPAC name (RS)-1-{2-[(4-Chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole
CAS Number	27220-47-9^Y
PubChem (CID)	3198
IUPHAR/BPS	2446
DrugBank	DB01127^Y
ChemSpider	3086^Y
UNII	6Z1Y2V4A7M^Y
KEGG	D03936^Y
ChEBI	CHEBI:4754^Y
ChEMBL	CHEMBL808^Y
ECHA InfoCard	100.043.932
Chemical and physical data
Formula	C₁₈H₁₅Cl₃N₂O
Molar mass	381.683 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES Clc1ccc(c(Cl)c1)C(OCc2ccc(Cl)cc2)Cn3ccnc3
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^Y Key:LEZWWPYKPKIXLL-UHFFFAOYSA-N^Y

Econazole (commonly used as the nitrate salt) is an antifungal medication of the imidazole class. It is used as a cream under the brand names Spectazole (United States), Ecostatin (Canada), Pevaryl (Western Europe), and Pevisone (the latter consisting of the combination econazole/triamcinolone) to treat skin infections such as athlete's foot, tinea, pityriasis versicolor, ringworm, and jock itch. It is also sold in Canada under the brand name Ecostatin as vaginal ovules to treat vaginal thrush. In Asia, it is sold under the brand name Endix-G (by Dongkwang, Korea), while in Thailand, it is sold as Ecosone by Qualimed. In Taiwan, it is sold as Vivicome Cream, manufactured by Yong Chang Pharmaceuticals. In Egypt, it is sold as a foam spray by ATM. In Bangladesh, it is sold under the brand name Ecoderm by Rephco Pharmaceuticals Ltd. The combination of econazole nitrate with triamcinolone acetonide is also available under the brand name Ecoderm-TA. Econazole nitrate exhibits strong anti-feeding properties against the keratin-digesting common clothes moth Tineola bisselliella.

About 3% of patients treated with econazole nitrate cream reported side effects. The most common symptoms were burning, itching, erythema, and one outbreak of a pruritic rash.

Imidazoles devoid of the nitro group no longer have any antiprotozoal activity, however, such drugs are effective antifungal agents.

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