80051-04-3

Basic information

• Product Name: (R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL
• Synonyms: (R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL;(1R)-1-(3-Chlorophenyl)-1,2-ethanediol
• CAS NO: 80051-04-3
• Molecular Formula: C₈H₉ClO₂
• Molecular Weight: 172.60886
• Mol File: 80051-04-3.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 320℃
• Flash Point: 147℃
• Appearance: /
• Density: 1.328
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL(80051-04-3)
• EPA Substance Registry System: (R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL(80051-04-3)

Safety Data

• Hazardous Substances Data: 80051-04-3(Hazardous Substances Data)

Usage

General Description

The chemical (R)-1-(3-chlorophenyl)-1,2-ethanediol, also known as (-)-econazole, is an antifungal medication used to treat various fungal infections, such as athlete's foot, jock itch, and ringworm. It works by inhibiting the growth of fungi and preventing them from reproducing. It is available in various forms, including cream, lotion, and solution, and is typically applied topically to the affected area. While generally well-tolerated, common side effects may include irritation, itching, or burning at the application site. It is important to follow the instructions provided by a healthcare professional when using this medication to ensure its effectiveness and minimize the risk of adverse effects.

InChI:InChI=1/C8H9ClO2/c9-7-3-1-2-6(4-7)8(11)5-10/h1-4,8,10-11H,5H2/t8-/m1/s1

Upstream product

• 2039-85-2 3-Chlorostyrene 
• 20697-04-5 3-chlorostyrene oxide 
• 115648-90-3 (S)-3-chlorostyrene oxide 
• 41011-01-2 2-bromo-1-(3-chloro-phenyl)-ethanone 
• 21640-48-2 3-chlorohydrocinnamic acid 
• 1258406-55-1 3-(2-chlorophenyl)-2-tosyl-1,2-oxaziridine 
• 41904-39-6 3-chloro-benzeneacetyl chloride 
• 67829-05-4 1-(3-chlorophenyl)-2-hydroxyethanone 
• 20697-04-5 (R)-meta-chlorostyrene oxide 
• 16273-37-3 (R)-3-chloromandelic acid 
• 87992-00-5 2-(3-chlorophenyl)-2-oxoethyl acetate 
• 198572-71-3 N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide 
• 106262-93-5 (+)-2-chloro-1-(3-chlorophenyl)ethanol 

Downstream Products

• 1453854-94-8 (R)-2-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)ethyl methanesulfonate 
• 185035-36-3 (R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol-2-methanesulfonate 

Relevant articles and documents

Reprogramming Epoxide Hydrolase to Improve Enantioconvergence in Hydrolysis of Styrene Oxide Scaffolds

Enantioconvergent hydrolysis by epoxide hydrolase is a promising method for the synthesis of important vicinal diols. However, the poor regioselectivity of the naturally occurring enzymes results in low enantioconvergence in the enzymatic hydrolysis of styrene oxides. Herein, modulated residue No. 263 was redesigned based on structural information and a smart variant library was constructed by site-directed modification using an “optimized amino acid alphabet” to improve the regioselectivity of epoxide hydrolase from Vigna radiata (VrEH2). The regioselectivity coefficient (r) of variant M263Q for the R-isomer of meta-substituted styrene oxides was improved 40–63-fold, and variant M263V also exhibited higher regioselectivity towards the R-isomer of para-substituted styrene oxides compared with the wild type, which resulted in improved enantioconvergence in hydrolysis of styrene oxide scaffolds. Structural insight showed the crucial role of residue No. 263 in modulating the substrate binding conformation by altering the binding surroundings. Furthermore, increased differences in the attacking distance between nucleophilic residue Asp101 and the two carbon atoms of the epoxide ring provided evidence for improved regioselectivity. Several high-value vicinal diols were readily synthesized (>88% yield, 90%–98% ee) by enantioconvergent hydrolysis using the reprogrammed variants. These findings provide a successful strategy for enhancing the enantioconvergence of native epoxide hydrolases through key single-site mutation and more powerful enzyme tools for the enantioconvergent hydrolysis of styrene oxide scaffolds into single (R)-enantiomers of chiral vicinal diols. (Figure presented.).

Manipulating regioselectivity of an epoxide hydrolase for single enzymatic synthesis of (: R)-1,2-diols from racemic epoxides

Both the activity and regioselectivity of Phaseolus vulgaris epoxide hydrolase were remarkably improved via reshaping two substrate tunnels based on rational design. The elegant one-step enantioconvergent hydrolysis of seven rac-epoxides was achieved by single mutants, allowing green and efficient access to valuable (R)-1,2 diols with high eep (90.1-98.3%) and yields.

HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS, COMPOSITIONS COMPRISING THE HETEROCYCLIC COMPOUND, AND METHODS OF USE THEREOF

The present disclosure provides a compound of Formula (I) and/or a stereoisomer, a tautomer, a stable isotope, or a pharmaceutically acceptable salt thereof; and therapeutic uses of these compounds. They are kinase inhibitors potentially useful in the tre