21900-41-4

Basic information

• Product Name: 5-Bromo-2-methylbenzoyl chloride
• Synonyms: Canagliflozin INT3;5-Bromo-2-methylbenzoyl chloride;5-broMo-2-Methoxybenzylchloride;Benzoyl chloride, 5-bromo-2-methyl-
• CAS NO: 21900-41-4
• Molecular Formula: C₈H₆BrClO
• Molecular Weight: 233
• Mol File: 21900-41-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 272.613°C at 760 mmHg
• Flash Point: 118.672°C
• Appearance: /
• Density: 1.574g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 5-Bromo-2-methylbenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-methylbenzoyl chloride(21900-41-4)
• EPA Substance Registry System: 5-Bromo-2-methylbenzoyl chloride(21900-41-4)

Safety Data

• Hazardous Substances Data: 21900-41-4(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-methylbenzoyl chloride is a chemical compound with the molecular formula C8H6BrClO. It is a derivative of benzoyl chloride, containing a bromine atom and a methyl group on the benzene ring. 5-Bromo-2-methylbenzoyl chloride is used as a reagent in various organic synthesis reactions, particularly in the field of pharmaceuticals and agrochemicals. It is a valuable intermediate in the production of drugs, dyes, and other fine chemicals. 5-Bromo-2-methylbenzoyl chloride is known for its ability to undergo reactions such as acylation, Friedel-Crafts acylation, and other organic transformations, making it a versatile and important compound in the synthesis of complex organic molecules.

InChI:InChI=1/C8H6BrClO/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4H,1H3

Upstream product

• 76006-33-2 3-bromo-2-methylbenzoic acid 
• 79669-49-1 5-bromo-2-methylbenzoic acid 

Downstream Products

• 333361-13-0 5-bromo-2-methyl-4'-methoxybenzophenone 
• 842133-96-4 4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-[(5-(5-pyrimidyl)-2-thienyl)methyl]benzene 
• 866607-37-6 4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-[(5-(2-pyrimidyl)-2-thienyl)methyl]benzene 
• 1450738-10-9 4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-[(5-(5-thiazolyl)-2-thienyl)methyl]benzene 
• 842133-97-5 1-(β-D-glucopyranosyl)-4-methyl-3-[(5-(5-pyrimidyl)-2-thienyl)methyl]benzene 
• 842134-42-3 1-(β-D-glucopyranosyl)-4-methyl-3-[(5-(2-pyrimidyl)-2-thienyl)methyl]benzene 
• 842134-89-8 1-(β-D-glucopyranosyl)-4-methyl-3-[(5-(5-thiazolyl)-2-thienyl)methyl]benzene 
• 1450738-12-1 2-(5-bromo-2-methylbenzyl)-5-chlorothiophene 
• 842132-58-5 3-[(5-chloro-2-thienyl)methyl]-1-(β-D-glucopyranosyl)-4-methylbenzene 
• 842133-87-3 3-[(5-chloro-2-thienyl)methyl]-4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene 
• 842134-31-0 4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-[2-thienylmethyl]benzene 
• 842134-33-2 3-[(5-bromo-2-thienyl)methyl]-4-methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene 
• 1450738-11-0 (5-bromo-2-methylphenyl)(5-chlorothiophen-2-yl)methanone 
• 1621681-42-2 ethyl 4-(5-bromo-2-methylbenzamido)-3,5-dichlorobenzoate 

Relevant articles and documents

Synthesis of Novel Nitrogen-Containing Heterocycle Bromophenols and Their Interaction with Keap1 Protein by Molecular Docking

We previously reported 5,2’-dibromo-2,4’,5’-trihydroxydiphenylmethanoe (LM49), a bromophenol analogue that shows strong protection from oxidative stress injury owing to its superior anti-inflammatory, antioxidant, and anti-apoptotic properties. A series of novel nitrogen-containing heterocycle bromophenols were herein synthesized by introducing substituted piperidine, piperazine, and imidazole to modify 2-position of the lead compound LM49. By further evaluating their cytoprotective activity against H2O2 induced injury in EA.hy926 cells, 14 target bromophenols showed moderate-to-potent activity with EC50 values in the range of 0.9–6.3 μM, which were stronger than that of quercetin (EC50: 18.0 μM), a positive reference compound. Of these, the most potent compound 22b is a piperazine bromophenol with an EC50 value of 0.9 μM equivalent to the LM49. Molecular docking studies were subsequently performed to deduce the affinity and binding mode of derived halophenols toward the Keap1 Kelch domain, the docking results exhibited that the small molecule 22b is well accommodated by the bound region of Keap1-Kelch and Nrf2 through stable hydrogen bonds and hydrophobic interaction, which contributed to the enhancement of affinity and stability between the ligand and receptor. The above facts suggest that 22b is a promising pharmacological candidate for further cardiovascular drug development. Moreover, the targeting Keap1-Nrf2 protein-protein interaction may be an emerging strategy for halophenols to selectively and effectively activate Nrf2 triggering downstream protective genes defending against injury.

PEST CONTROL METHOD

PROBLEM TO BE SOLVED: To provide a method for controlling pests. SOLUTION: A compound represented by formula (I), or an N oxide thereof or salts thereof can control pests. [In formula (I), Q is a group represented by Q1 or the like (a bullet symbol is a binding site to a benzene ring), E is a C1-C6 chain hydrocarbon group or the like, R1 is a C1-C3 chain hydrocarbon group or the like, n is 0, 1, 2 or 3, where if n is 2 or 3, a plurality of R2 may be the same or different, R2 is a C1-C3 chain hydrocarbon group or the like]. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

GLUCOPYRANOSYL DERIVATIVE AND USE THEREOF

Provided are a glucopyranosyl derivative as a sodium-dependent glucose transporters inhibitor, especially as a SGLT1 inhibitor, a pharmaceutically acceptable salt or a stereoisomer thereof, a pharmaceutical composition thereof, and the uses of the compound and pharmaceutical composition thereof in the preparation of drugs for the treatment of diabetes and diabetes-related diseases.