4793-20-8

Basic information

• Product Name: ETHYL 4-CHLORO-2-FLUOROBENZOATE
• Synonyms: RARECHEM AL BI 0387;ETHYL 4-CHLORO-2-FLUOROBENZOATE
• CAS NO: 4793-20-8
• Molecular Formula: C₉H₈ClFO₂
• Molecular Weight: 202.61
• Mol File: 4793-20-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 206
• Flash Point: 99.5°C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: ETHYL 4-CHLORO-2-FLUOROBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-CHLORO-2-FLUOROBENZOATE(4793-20-8)
• EPA Substance Registry System: ETHYL 4-CHLORO-2-FLUOROBENZOATE(4793-20-8)

Safety Data

• Hazard Codes: F
• Hazardous Substances Data: 4793-20-8(Hazardous Substances Data)

Usage

General Description

Ethyl 4-chloro-2-fluorobenzoate, also known as ethyl 4-chloro-2-fluorobenzoate, is a chemical compound with the molecular formula C9H8ClFO2. It is a derivative of benzoic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Ethyl 4-chloro-2-fluorobenzoate is a white to off-white crystalline solid with a slightly pungent odor. It is soluble in organic solvents such as ethanol and ethyl acetate, but has limited solubility in water. Ethyl 4-chloro-2-fluorobenzoate is known to be harmful if ingested, inhaled, or absorbed through the skin, and should be handled with proper safety precautions.

InChI:InChI=1/C9H8ClFO2/c1-2-13-9(12)7-4-3-6(10)5-8(7)11/h3-5H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 446-30-0 4-chloro-2-fluorobenzoic acid 

Downstream Products

• 443-26-5 2-fluoro-benzoic acid ethyl ester 
• 220389-15-1 4-cyano-2-fluoro-benzoic acid ethyl ester 

Relevant articles and documents

N′-((2-(6-bromo-2-oxo-2 H -chromen-3-yl)-1 H -indol-3-yl)methylene)benzohydrazide as a probable Bcl-2/Bcl-xL inhibitor with apoptotic and anti-metastatic potential

A wide number of marketed drugs and drug candidates in cancer clinical development contain halogen substituents. The aim of the present study was to synthesize a series of halogen incorporated indole-coumarin hybrid schiff bases - N′-((2-(2-oxo-2H-chromen-3-yl)-1H-indol-3-yl)methylene)benzohydrazides and to investigate their apoptotic and anti-migratory potential in human breast adenocarcinoma cells as well as to examine their Bcl-2 and Bcl-xL protein binding ability via in silico docking. Hybrid 5g with a bromine atom in position-7 of coumarin ring displayed significant dose dependent cytotoxic activity with high selectivity to MCF-7 cells in MTT assay. Cell cycle progression analysis of 5g treated cells using flow cytometer exhibited a cell cycle arrest in the S phase and accumulation of cells in the subG1 phase. The apoptotic mode of cell death induced by 5g was further confirmed by Annexin-V staining assay. The wound healing assay revealed a profound impairment in the migration of MCF-7 cells presumably due to down-regulation of Bcl-2 and Bcl-xL proteins induced by 5g as observed in immunoblotting analysis. SAR studies of these hybrid molecules based on cell viability and docking were also probed. The most active pharmacophore 5g was found to bind favourably to Bcl-2 and Bcl-xL in docking simulation analysis suggesting it to be a probable small molecule Bcl-2/Bcl-xL inhibitor and a potential lead for breast cancer chemotherapy with apoptotic and anti-metastatic properties.