64211-45-6

Basic information

• Product Name: Oxiconazole
• Synonyms: OXICONAZOLC NITRATE;OXICONAZOLE;1-(2,4-Dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-yl-ethanimine;1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)-ethanone O-(2,4-dichlorobenzyl) oxime
• CAS NO: 64211-45-6
• Molecular Formula: C18H13Cl4N3O
• Molecular Weight: 429.13
• EINECS: 1533716-785-6
• Product Categories: Active Pharmaceutical Ingredients
• Mol File: 64211-45-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 576.8 °C at 760 mmHg
• Flash Point: 302.6 °C
• Appearance: /
• Density: 1.42 g/cm³
• Vapor Pressure: 1.06E-12mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: 2-8°C
• PKA: 6.14±0.12(Predicted)
• CAS DataBase Reference: Oxiconazole(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiconazole(64211-45-6)
• EPA Substance Registry System: Oxiconazole(64211-45-6)

Safety Data

• Hazardous Substances Data: 64211-45-6(Hazardous Substances Data)

Usage

Description

Oxiconazole, also known as Oxistat (Altana), is a synthetic imidazole derivative that is structurally distinct from other imidazoles such as miconazole, econazole, clotrimazole, and ketoconazole. It is an acetophene-oxime derivative with a broad spectrum of antifungal activity, effective against yeasts, dermatophytes, and Aspergillus species. Oxiconazole works by inhibiting ergosterol 2,3-epoxidase synthesis, which disrupts cell membrane integrity, making it a potent antifungal agent.

Uses

Used in Pharmaceutical Industry:
Oxiconazole is used as an antifungal agent for the treatment of various fungal infections. It is particularly effective against yeasts, dermatophytes, and Aspergillus species, making it a versatile choice for addressing a wide range of fungal issues.
Used in Topical Treatments:
Oxiconazole is used as an active ingredient in creams and powders for the topical treatment of fungal skin infections. Its broad-spectrum antifungal activity allows for effective treatment of various skin conditions caused by fungal infections.
Used in Antifungal Medications:
Oxiconazole is used as a key component in antifungal medications, generally in the form of its nitrate salt. This formulation enables targeted treatment of fungal infections while minimizing potential side effects associated with systemic antifungal agents.

Indications

Oxiconazole (Oxistat) is a synthetic imidazole that works, in part, by inhibiting ergosterol 2,3-epoxidase synthesis and thereby disrupting cell membrane integrity.

InChI:InChI=1/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18-

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 
• 64211-06-9 (Z)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-ethanone oxime 

Relevant articles and documents

Synthesis process of high-purity oxiconazole nitrate

The invention relates to a synthesis process of high-purity oxiconazole nitrate, and belongs to the technical field of pharmacy, thesynthesis process comprises the following steps: 1, stirring and mixing 2-chloro-1-(2, 4-dichlorophenyl) ethanone, imidazole and absolute methanol, carrying out reflux reaction, adding hydrogen peroxide, ammonia monohydrate and a modified catalyst, continuously reacting, and purifying, and obtaining (Z)-2 '-(1H-imidazole-1-yl)-2, 4-dichloroacetophenone oxime with relatively high purity; 2, (Z)-2 '-(1H-imidazole-1-yl)-2, 4-dichloroacetophenone oxime and 2, 4-dichlorobenzyl chloride are subjected to a substitution reaction, high-purity oxiconazole nitrate is obtained through suction filtration, washing, drying and recrystallization, the traditional synthesis process is analyzed, the synthesis method and the mode of adding a modified catalyst are changed, generation of impurities is reduced, the purity of products in production links is improved, the synthesis steps are reduced, the synthesis route is shortened and the production efficiency is improved.