20781-88-8

Basic information

• Product Name: 2-BROMO-N-(2,6-DIETHYLPHENYL)ACETAMIDE
• Synonyms: 2-BROMO-N-(2,6-DIETHYLPHENYL)ACETAMIDE
• CAS NO: 20781-88-8
• Molecular Formula: C₁₂H₁₆BrNO
• Molecular Weight: 270.16554
• Mol File: 20781-88-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 381.2°C at 760 mmHg
• Flash Point: 184.3°C
• Appearance: /
• Density: 1.341g/cm³
• Vapor Pressure: 5.16E-06mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-BROMO-N-(2,6-DIETHYLPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-N-(2,6-DIETHYLPHENYL)ACETAMIDE(20781-88-8)
• EPA Substance Registry System: 2-BROMO-N-(2,6-DIETHYLPHENYL)ACETAMIDE(20781-88-8)

Safety Data

• Hazardous Substances Data: 20781-88-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H16BrNO/c1-3-9-6-5-7-10(4-2)12(9)14-11(15)8-13/h5-7H,3-4,8H2,1-2H3,(H,14,15)

Upstream product

• 579-66-8 2,6-diethylaniline 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 1027487-87-1 (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-methoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester 
• 1027259-22-8 (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-ethoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester 
• 1026011-53-9 (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester 
• 195529-54-5 A-192621 
• 195529-54-5 trans,trans-2-(4-propoxyphenyl)-4-(1,3-benzodioxol-5-yl)-1-(N-[2,6-diethylphenyl]acetamido)-pyrrolidino-3-carboxylic acid 
• 836679-42-6 N-(1-(2-((2,6-diethylphenyl)amino)-2-oxoethyl)piperidin-4-yl)-3-fluorobenzamide 

Relevant articles and documents

A small molecule inhibits protein disulfide isomerase and triggers the chemosensitization of cancer cells

Resistance to chemotherapeutic agents represents a major challenge in cancer research. One approach to this problem is combination therapy, the application of a toxic chemotherapeutic drug together with a sensitizing compound that addresses the vulnerability of cancer cells to induce apoptosis. Here we report the discovery of a new compound class (T8) that sensitizes various cancer cells towards etoposide treatment at subtoxic concentrations. Proteomic analysis revealed protein disulfide isomerase (PDI) as the target of the T8 class. In-depth chemical and biological studies such as the synthesis of optimized compounds, molecular docking analyses, cellular imaging, and apoptosis assays confirmed the unique mode of action through reversible PDI inhibition. In the battle against the chemoresistance of cancer cells a screening approach has identified a novel compound class that sensitizes cancer cells in combination with etoposide. Proteomic target discovery revealed the reversible inhibition of protein disulfide isomerase as the molecular mechanism, which was further supported by cellular imaging studies and docking and biochemical assays in various cancer model systems.