E4632

Econazole nitrate salt

• Synonym(s): 1-(2-[(4-Chlorophenyl)methoxy]-2-[2,4-dichlorophenyl]ethyl)-1H-imidazole
• Empirical Formula (Hill Notation): C₁₈H₁₅Cl₃N₂O · HNO₃
• CAS Number: 24169-02-6
• Molecular Weight: 444.70
• NACRES: NA.85
• PubChem Substance ID: 24894567
• UNSPSC Code: 51102829
• EC Number: 246-053-5
• MDL number: MFCD00058160

Properties

• form: powder or crystals
• Quality Level: 200
• color: white to off-white
• antibiotic activity spectrum: Gram-positive bacteria, fungi
• mode of action: cell membrane | interferes, cell wall synthesis | interferes, enzyme | inhibits
• SMILES string: O[N+]([O-])=O.Clc1ccc(COC(Cn2ccnc2)c3ccc(Cl)cc3Cl)cc1
• InChI: 1S/C18H15Cl3N2O.HNO3/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;2-1(3)4/h1-9,12,18H,10-11H2;(H,2,3,4)
• InChI key: DDXORDQKGIZAME-UHFFFAOYSA-N

Description

General description

Chemical structure: imidazole

Application

Econazole is a broad spectrum antimycotic similar to ketoconazole. It has some action against Gram positive bacteria. It is used topically in dermatomycoses as well as orally and parenterally. It is used for studies on processes such as platelet serotonin uptake, prostanoid biosynthesis, EDHF-mediated relaxation, and Ca²⁺ transport pathways in thymic lymphocytes.

Biochem/physiol Actions

Econazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. Inhibition of ergosterol 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 phospholipid biosynthesis.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H315,H319
• pcodes: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves