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Isoconazole nitrate

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Isoconazole nitrate Basic information

Product Name:
Isoconazole nitrate
Synonyms:
  • 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1h-imidazole mononitrate
  • 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazolium nitrate
  • 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-, mononitrate (9CI)
  • Adestan G 100
  • Fazol
  • Gyno-Travogen
  • Imidazole, 1-[2,4-dichloro-b-[(2,6-dichlorobenzyl)oxy]phenethyl]-, mononitrate (8CI)
  • R 15454
CAS:
24168-96-5
MF:
C18H15Cl4N3O4
MW:
479.14
EINECS:
246-051-4
Product Categories:
  • Inhibitors
  • Aromatics
  • Antifungal
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
24168-96-5.mol
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Isoconazole nitrate Chemical Properties

Melting point:
178-182°C
storage temp. 
Sealed in dry,2-8°C
solubility 
Very slightly soluble in water, soluble in methanol, slightly soluble in ethanol (96 per cent).
form 
Solid
color 
White to Off-White
Merck 
14,5160
CAS DataBase Reference
24168-96-5(CAS DataBase Reference)
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Safety Information

RTECS 
NI4772000
HS Code 
2933.29.4300
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Isoconazole nitrate Usage And Synthesis

Chemical Properties

White Solid

Originator

Fazol,Fournier,France,1979

Uses

Antibacterial; antifungal

Uses

Isoconazole Nitrate acts as an antibacterial in the local treatment of vaginitis; antifungal agent (1,2).

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

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