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E4632

Econazole nitrate salt

Synonym(s):

1-(2-[(4-Chlorophenyl)methoxy]-2-[2,4-dichlorophenyl]ethyl)-1H-imidazole

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About This Item

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
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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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000539586
0000539587
0000539587
0000539586
0000488019

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Related Content

Product Information Sheet - E4632

Product Information Sheet

Núria Daranas et al.
PloS one, 13(1), e0190931-e0190931 (2018-01-06)
Lactobacillus plantarum strains PM411 and TC92 can efficiently control bacterial plant diseases, but their fitness on the plant surface is limited under unfavourable low relative humidity (RH) conditions. To increase tolerance of these strains to water stress, an adaptive strategy
Inhibition of Ca2+ transport pathways in thymic lymphocytes by econazole, miconazole, and SKF 96365
M. J. Mason, B. Mayer, et al.
American Journal of Physiology. Cell Physiology, 264, C654-C662 (1993)
C J Jackson et al.
FEMS microbiology letters, 192(2), 159-162 (2000-11-07)
Azole antifungals are central to therapy and act by inhibiting a cytochrome P450, sterol 14-demethylase and blocking normal sterol synthesis. Our recent identification of a mycobacterial sterol biosynthetic pathway led us to probe the efficacy of a range of these
View All Related Papers

Global Trade Item Number

SKUGTIN
E4632-5G04061833603895
E4632-25G04061833603888
E4632-100G04061833603871