File Entry: Industrial process for OXICONAZOLE Dr Krishnasarma Pathy

Industrial process for OXICONAZOLE Dr Krishnasarma Pathy

Oxiconazole inhibits ergosterol biosynthesis, which is required for

cytoplasmic membrane integrity of fungi. It acts to destabilize the fungal cyctochrome

P450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the

cell membrance structure of the fungus. Its inhibition leads to cell lysis. Oxiconazole has

also been shown in inhibit DNA synthesis and suppress intracellular concentrations of

ATP. Like other imidazole antifungals, Oxiconazole can increase membrane permeability

to zinc, augmenting its cytotoxicity

Oxiconazole

In step-I 2,2’4’-tri-choloroacetophenone,Imidazole reacted in presence of acetonitrile to

form 1-(2,4-dichlorophenacyl)-imidazole (I).Which is then reacted with hydroxylamine.

hydrochloride to give (Z)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl) ethanone oxime

(II). It is further reacted with 2,4-Dichlorobenzyl chloride in presence of sodium hydride

to give (III) Oxiconazole and finally salt formation with nitric acid