ChemicalBook > CAS DataBase List > Econazole

Econazole

Product Name
Econazole
CAS No.
27220-47-9
Chemical Name
Econazole
Synonyms
ECONAZOLE;NSC 187789;ECONAZOLUM;(±)-Econazol;Econazole CRS;Econazole USP/EP/BP;Econazole Solution, 100ppm;Miconazole Nitrate EP Impurity B;Econazole (base and/or unspecified salts);Econazole(Miconazole nitrate EP impurity B)
CBNumber
CB9447792
Molecular Formula
C18H15Cl3N2O
Formula Weight
381.68
MOL File
27220-47-9.mol
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Econazole Property

Melting point:
86.8°C
Boiling point:
533.8±50.0 °C(Predicted)
Density 
1.33±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Practically insoluble in water, very soluble in ethanol (96 per cent) and in methylene chloride.
pka
6.68±0.12(Predicted)
Water Solubility 
0.37g/L(ambient temperature)
CAS DataBase Reference
27220-47-9(CAS DataBase Reference)
EPA Substance Registry System
Econazole (27220-47-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36/37/39
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001236
Product name
Econazole
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001236
Price
$220
Updated
2024/03/01
TRC
Product number
E326003
Product name
Econazole
Packaging
2.5g
Price
$395
Updated
2021/12/16
AK Scientific
Product number
M369
Product name
Econazole
Packaging
500g
Price
$241
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0002518
Product name
ECONAZOLE
Purity
95.00%
Packaging
10G
Price
$1408.01
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0002518
Product name
ECONAZOLE
Purity
95.00%
Packaging
1G
Price
$148.05
Updated
2021/12/16
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Econazole Chemical Properties,Usage,Production

Chemical Properties

White or almost white powder

Originator

Pevaryl,Cilag Chemie,France,1976

Uses

antineoplastic, anti-estrogen.
Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.

Uses

Econazole (cas# 27220-47-9) is a compound useful in organic synthesis.

Definition

ChEBI: 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.

Indications

Topical treatment of mycoses of the skin induced or sustained by fungi such as dermatophytes and yeasts. In addition, econazole is indicated for therapy of vulvovaginal mycoses caused by Candida species and Candida (Torulopsis) glabrata.

Indications

Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.

Manufacturing Process

A suspension of 10.3 parts of α-(2,4-dichlorophenyl)-imidazole-1-ethanol and 2.1 parts of sodium hydride in 50 parts of dry tetrahydrofuran is stirred andrefluxed for 2 hours. After this reaction-time, the evolution of hydrogen is ceased. Then there are added successively 60 parts dimethylformamide and 8 parts of p-chlorobenzylchloride and stirring and refluxing is continued for another two hours. The tetrahydrofuran is removed at atmospheric pressure. The dimethylformamide solution is poured onto water. The product, 1-[2,4- dichloro-β-(p-chlorobenzyloxy)phenethyl]imidazole, is extracted with benzene. The extract is washed with water, dried, filtered and evaporated in vacuo. From the residual oily free base, the nitrate salt is prepared in the usual manner in 2-propanol by treatment with concentrated nitric acid, yielding, after recrystallization of the crude solid salt from a mixture of 2-propanol, methanol and diisopropylether, 1-[2,4-dichloro-β-(pchlorobenzyloxy)phenethyl]imidazole nitrate; MP 162°C.

brand name

Spectazole (Johnson & Johnson).

Therapeutic Function

Antifungal

Antimicrobial activity

Broad-spectrum imidazole antimycotic with activity against almost all species of pathogenic fungi.

Side effects

Local irritations such as itching and burning sensations and allergic reactions may occur in rare cases after topical therapy and are mainly due to the galenic formulation.

Synthesis

Econazole, 1-[2,4-dichloro-β-[(4-chlorobenzyl)oxy]phenethyl]-imidazole (35.2.8), is an analog of myconazole. It differs in the presence of a single chlorine atom in the benzyl part of the molecule, and it is synthesized in the same manner, except that it uses 4-chlorobenzylchloride in the last stage instead of 2,4-dichlorobenzylbromide.

Solubility in organics

Econazole is soluble in methanol, acetic acid, and PEG 400; less soluble in ethanol, acetone, chloroform, and butanol; and barely soluble in water, ether, cyclohexane, and hexane.

Econazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Econazole manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
Econazole 27220-47-9
Price
US $80.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-27
Dideu Industries Group Limited
Product
Econazole 27220-47-9
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-19
Zhuozhou Wenxi import and Export Co., Ltd
Product
Econazole 27220-47-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26

27220-47-9, EconazoleRelated Search:


  • 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazol
  • 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)-imidazol
  • 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole
  • ECONAZOLE
  • ECONAZOLUM
  • 1-[2,4-Dichloro-β-[(p-chlorobenzyl)oxy]phenethyl]imidazole
  • 1H-Imidazole, 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-
  • Imidazole, 1-[2,4-dichloro-β-[(p-chlorobenzyl)oxy]phenethyl]- (8CI)
  • NSC 187789
  • Econazole (base and/or unspecified salts)
  • 1-(1H-Imidazole-1-yl)-2-(2,4-dichlorophenyl)-2-(4-chlorobenzyloxy)ethane
  • 1-[2,4-Dichloro-β-(p-chlorobenzyloxy)phenethyl]-1H-imidazole
  • 1-[β-[(4-Chlorobenzyl)oxy]-2,4-dichlorophenethyl]-1H-imidazole
  • 1-(2-((4-Chlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole
  • econazole:1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1h-IMIDAZOLE
  • 1-(2,4-Dichloro-B-((P-Chlorobenzyl)Oxy)Phenethyl)Imidazole
  • Econazole Solution, 100ppm
  • Miconazole Nitrate EP Impurity B
  • (±)-Econazol
  • Econazole CRS
  • Econazole USP/EP/BP
  • Econazole(Miconazole nitrate EP impurity B)
  • 27220-47-9
  • C18H15Cl3N2O
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