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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
Molecular Weight:
416.13
MDL Number:
MOL File:
27523-40-6.mol
Last updated:2023-05-04 17:34:37

Isoconazole Properties

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
EWG's Food Scores 1
FDA UNII GRI7WFR424

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P391-P501

Isoconazole price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I0375000 Isoconazole European Pharmacopoeia (EP) Reference Standard 27523-40-6 i0375000 $220 2024-03-01 Buy
American Custom Chemicals Corporation API0007221 ISOCONAZOLE 95.00% 27523-40-6 5MG $544.5 2021-12-16 Buy
American Custom Chemicals Corporation API0007221 ISOCONAZOLE 95.00% 27523-40-6 10MG $939.75 2021-12-16 Buy
Product number Packaging Price Buy
I0375000 i0375000 $220 Buy
API0007221 5MG $544.5 Buy
API0007221 10MG $939.75 Buy

Isoconazole Chemical Properties,Uses,Production

Chemical Properties

White or almost white powder.

Originator

Fazol,Fournier,France,1979

Uses

Antibacterial; antifungal.

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.

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.

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.

24155-42-8
27523-40-6
Synthesis of Isoconazole from alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
Global( 72)Suppliers
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Standardpharm Co. Ltd.
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View Lastest Price from Isoconazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isoconazole USP/EP/BP pictures 2021-07-20 Isoconazole USP/EP/BP
27523-40-6
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Isoconazole  pictures 2020-05-13 Isoconazole
27523-40-6
US $0.01-1.00 / KG 1KG 99% 50 tons Shaanxi Dideu Medichem Co. Ltd
  • Isoconazole  pictures
  • Isoconazole
    27523-40-6
  • US $0.01-1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
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 [inn-spanish] soconazole Miconazole Impurity 4(Miconazole EP Impurity D) 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 Isoconazol 1-2-(2,4-dichlorophenyl)-2-(2,6-dichlorophenyl)methoxyethylimidazole (Isoconazole) 27523-40-6