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E4632 Sigma-Aldrich

Econazole nitrate salt

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

  • CAS Number 24169-02-6

  • Empirical Formula (Hill Notation) C18H15Cl3N2O · HNO3

  • Molecular Weight 444.70

  •  EC Number 246-053-5

  •  MDL number MFCD00058160

  •  PubChem Substance ID 24894567

  •  NACRES NA.85

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics by Mechanism of Action, Antibiotics  A-F, Antifungal,
Quality Level   200
form   powder or crystals
color   white to off-white
Mode of action   cell membrane | interferes
  cell wall synthesis | interferes
  enzyme | inhibits
antibiotic activity spectrum   Gram-positive bacteria
  fungi
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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
NI4450000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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