141394-11-8

Basic information

• Product Name: Oxirane, (2,4-dichlorophenyl)-, (2S)-
• CAS NO: 141394-11-8
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.041
• Mol File: 141394-11-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Oxirane, (2,4-dichlorophenyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxirane, (2,4-dichlorophenyl)-, (2S)-(141394-11-8)
• EPA Substance Registry System: Oxirane, (2,4-dichlorophenyl)-, (2S)-(141394-11-8)

Safety Data

• Hazardous Substances Data: 141394-11-8(Hazardous Substances Data)

Upstream product

• 13692-15-4 2-(2,4-dichlorophenyl)oxirane 
• 4252-78-2 2,2',4'-trichloroacetophenone 
• 1278521-19-9 (S)-2-chloro-1-(2,4-dichlorophenyl)ethyl chloroacetate 
• 114446-57-0 (R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 187164-20-1 (S)-2-bromo-1-(2,4-dichlorophenyl)ethan-1-ol 

Downstream Products

• 47447-52-9 (+)-Miconazole 
• 1415114-05-4 (R)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-amine 
• 1246770-52-4 ((R)-N-(1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethyl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamide) 
• 94038-18-3 (±)-1-(2-azido-2-(2, 4-dichlorophenyl)ethyl)-1H-imidazole 
• 27646-28-2 (S)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol 

Relevant articles and documents

A switch in enantiomer preference between mitochondrial F1F 0-ATPase chemotypes

The preferred absolute configuration of two series of F1F 0-ATP synthase inhibitors was determined. Although the configuration of the active enantiomer in each series is different, each series presents the same 'triaryl' pharmacophor

Asymmetric chemoenzymatic synthesis of miconazole and econazole enantiomers. the importance of chirality in their biological evaluation

A simple and novel chemoenzymatic route has been applied for the first time in the synthesis of miconazole and econazole single enantiomers. Lipases and oxidoreductases have been tested in stereoselective processes; the best results were attained with oxidoreductases for the introduction of chirality in an adequate intermediate. The behaviors of a series of ketones and racemic alcohols in bioreductions and acetylation procedures, respectively, have been investigated; the best results were found with alcohol dehydrogenases A and T, which allowed the production of (R)-2-chloro-1-(2,4-dichlorophenyl)ethanol in enantiopure form under very mild reaction conditions. Final chemical modifications have been performed in order to isolate the target fungicides miconazole and econazole both as racemates and as single enantiomers. Biological evaluation of the racemates and single enantiomers has shown remarkable differences against the growth of several microorganisms; while (R)-miconazole seemed to account for most of the biological activity of racemic miconazole on all the strains tested, both enantiomers of econazole showed considerable biological activities. In this manner, (R)-econazole showed higher values against Candida krusei, while higher values were observed for (S)-econazole against Cryptococcus neoformans, Penicillium chrysogenum, and Aspergillus niger.