214360-74-4

Basic information

• Product Name: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER
• Synonyms: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER;3-(Bromomethyl)benzeneboronic acid, pinacol ester;2-(3-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;REF DUPL: 3-(Bromomethyl)phenylboronic acid pinacol ester;2-[(3-broMoMethyl)phenyl]-4,4,5,5-tetraMethyl-1,3,2-dioxaborolaMe;3-(Bromomethyl)benzeneboronic acid pinacol ester 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(3-BROMOMETHYLPHENYL)BORONIC ACID PICOL ESTER
• CAS NO: 214360-74-4
• Molecular Formula: C₁₃H₁₈BBrO₂
• Molecular Weight: 297
• Mol File: 214360-74-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 360.928 °C at 760 mmHg
• Flash Point: 172.084 °C
• Appearance: /
• Density: 1.266 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(214360-74-4)
• EPA Substance Registry System: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(214360-74-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 26-37
• TSCA: No
• Hazardous Substances Data: 214360-74-4(Hazardous Substances Data)

Usage

General Description

The chemical compound (3-Bromomethylphenyl)boronic acid pinacol ester, also known as 1-Bromo-3-(hydroxymethyl)benzene pinacol boronate, is a boronic acid derivative used in organic synthesis as a building block for the preparation of various pharmaceuticals and agrochemicals. It is a versatile reagent for the Suzuki-Miyaura cross-coupling reaction, which is a widely-used procedure for forming carbon-carbon bonds. (3-Bromomethylphenyl)boronic acid pinacol ester is also known for its ability to form stable complexes with Lewis acids, and its pinacol ester moiety provides enhanced stability, making it a valuable tool for the construction of complex organic molecules in chemical research and drug discovery. Additionally, its bromide functional group can be used for further modification and derivatization to tailor its properties for specific applications.

Upstream product

• 253342-48-2 4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 51323-43-4 (3-(bromomethyl)phenyl)boronic acid 

Downstream Products

• 909391-56-6 N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine 
• 1247025-85-9 triphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)phosphonium bromide 
• 1426408-92-5 4,4,5,5-tetramethyl-2-[3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)phenyl]-[1,3,2]dioxaborolane 
• 1426408-93-6 1-(4-chlorophenyl)-5-[3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)phenyl]-1H-pyrazol-3-ylamine 
• 1426404-51-4 (S)-5-oxopyrrolidine-3-carboxylic acid {1-(4-chlorophenyl)-5-[3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)phenyl]-1H-pyrazol-3-yl}amide 
• 1619924-35-4 2-(1,3-dioxolan-2-yl)-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]pyridinium bromide 
• 1426408-98-1 4,4,5,5-tetramethyl-2-(3-((2,2,2-trifluoroethoxy)methyl)phenyl)-1,3,2-dioxaborolane 
• 884507-45-3 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine 

Relevant articles and documents

Highly Selective Fluorescent Probe Based on Hydroxylation of Phenylboronic Acid Pinacol Ester for Detection of Tyrosinase in Cells

The detection of tyrosinase, a biomarker for melanoma, is of great significance. Herein, a fluorescent tyrosinase probe, with resorufin as the fluorophore and m-tolylboronic acid pinacol ester as the receptor, is proposed. The response relies on the tyrosinase-catalyzed hydroxylation of phenylboronic acid pinacol ester at an adjacent position followed by 1,6-rearrangement elimination to release resorufin. This probe well quantifies tyrosinase in the range from 1 to 100 U mL-1 with a detection limit of 0.5 U mL-1. Importantly, the probe exhibits high selectivity for tyrosinase over other biological substances including reactive oxygen species. In addition, it is successfully applied to the imaging of tyrosinase in cells. This probe provides a novel platform for selective detection of tyrosinase in biosystems.

PYRAZOLE COMPOUND AND PHARMACEUTICAL USE THEREOF

The present invention provides a pyrazole compound of the following general Formula [1b] having SGLT1 inhibitory activity, or a pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the same, and its pharmaceutical use wherein each symbol is the same as defined in the description