ChemicalBook > CAS DataBase List > Isoconazole

Isoconazole

Product Name
Isoconazole
CAS No.
27523-40-6
Chemical Name
Isoconazole
Synonyms
Isoconazol;soconazole;Isoconazole CRS;Einecs 248-508-3;Miconazole EP IMP D;24168-96-5 (Nitrate);Miconazole Impurity D;Isoconazole USP/EP/BP;Isoconazol [inn-spanish];Miconazole EP Impurity D
CBNumber
CB0875200
Molecular Formula
C18H14Cl4N2O
Formula Weight
416.13
MOL File
27523-40-6.mol
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Isoconazole Property

Boiling point:
555.1±50.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, very soluble in methanol, freely soluble in ethanol (96 per cent).
pka
6?+-.0.12(Predicted)
CAS DataBase Reference
27523-40-6
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I0375000
Product name
Isoconazole
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
i0375000
Price
$220
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
API0007221
Product name
ISOCONAZOLE
Purity
95.00%
Packaging
5MG
Price
$544.5
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007221
Product name
ISOCONAZOLE
Purity
95.00%
Packaging
10MG
Price
$939.75
Updated
2021/12/16
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Isoconazole Chemical Properties,Usage,Production

Chemical Properties

White or almost white powder.

Originator

Fazol,Fournier,France,1979

Uses

Antibacterial; antifungal.

Indications

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

Definition

ChEBI: 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}imidazole is a member of the class of imidazoles that carries a 2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl group at position 1. It is a dichlorobenzene, an ether and a member of imidazoles.

Manufacturing Process

To a stirred and refluxing solution of 40 parts of benzene and 35 parts of dimethylformamide (both solvents previously dried azeotropically) are added successively 1.6 parts of sodium hydride and 7.7 parts of α-(2,4- dichlorophenyl)imidazole-1-ethanol, (cooling on ice is necessary). After the addition is complete, stirring and refluxing is continued for 30 minutes. Then there are added 7.8 parts of 2.6-dichlorobenzyl chloride and the whole is stirred at reflux for another 3 hours. The reaction mixture is poured onto water and the product 1-[2,4-dichloro-b-(2,6-dichlorobenzyloxy)phenethyl] imidazole, is extracted with benzene. The extract is washed twice with water, dried, filtered and evaporated in vacuo. The base residue is dissolved in a mixture of acetone and diisopropyl ether and to this solution is added an excess of concentrated nitric acid solution. The precipitated nitrate salt is filtered off and recrystallized from a mixture of methanol and diisopropyl ether, yielding 1-[2,4-dichloro-b-(2,6-dichlorobenzyloxy)phenethyl]imidazole nitrate; melting point 179°C.

Therapeutic Function

Antibacterial, Antifungal

Antimicrobial activity

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

Pharmacokinetics

After topical application, isoconazole remains practically unabsorbed. Application in an ethanol/propyleneglycol vehicle increases penetration into the stratum corneum of the skin significantly.

Side effects

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

Solubility in organics

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

Isoconazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Isoconazole manufacturers

Dideu Industries Group Limited
Product
Isoconazole 27523-40-6
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-19

27523-40-6, IsoconazoleRelated Search:


  • Miconazole Impurity 4(Miconazole EP Impurity D)
  • 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]- (9CI)
  • Imidazole, 1-[2,4-dichloro-b-[(2,6-dichlorobenzyl)oxy]phenethyl]- (8CI)
  • Isoconazole (base and/or unspecified salts)
  • 1-(2,4-Dichlorophenyl)-1-[(2,6-dichlorophenyl)methoxy]-2-(1H-imidazole-1-yl)ethane
  • 1-[2-(2,4-Dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole
  • 1-[2-(2,6-Dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
  • 1-[β-[(2,6-Dichlorobenzyl)oxy]-2,4-dichlorophenethyl]-1H-imidazole
  • 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,6-dichlorophenyl)methoxy)ethyl)-
  • 24168-96-5 (Nitrate)
  • Einecs 248-508-3
  • Imidazole, 1-(2,4-dichloro-beta-((2,6-dichlorobenzyl)oxy)phenethyl)- (8ci)
  • Isoconazol
  • Isoconazol [inn-spanish]
  • soconazole
  • 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]imidazole
  • Miconazole Impurity D
  • Miconazole EP IMP D
  • Miconazole Nitrate EP Impurity D
  • Miconazole EP Impurity D
  • Isoconazole CRS
  • Isoconazole (Miconazole EP Impurity D)
  • Isoconazole USP/EP/BP
  • Miconazole EP impurity DQ: What is Miconazole EP impurity D Q: What is the CAS Number of Miconazole EP impurity D Q: What is the storage condition of Miconazole EP impurity D Q: What are the applications of Miconazole EP impurity D
  • 1-2-(2,4-dichlorophenyl)-2-(2,6-dichlorophenyl)methoxyethylimidazole (Isoconazole)
  • Miconazole EP Impurity D (Isoconazole)
  • 27523-40-6