377780-72-8

Basic information

• Product Name: (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER
• Synonyms: 2-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER;(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER;2-(Bromomethyl)benzeneboronicacidpinacolcyclicester;2-(2-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide;(2-BROMOMETHYLPHENYL)BORONIC ACID, PICOL ESTER
• CAS NO: 377780-72-8
• Molecular Formula: C₁₃H₁₈BBrO₂
• Molecular Weight: 297
• Product Categories: blocks;BoronicAcids;Bromides;Boronic acids;Boronic acid;Aryl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 377780-72-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 78-80°C
• Boiling Point: 360.6 °C at 760 mmHg
• Flash Point: 171.9 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 4.57E-05mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: Keep Cold
• Solubility: Chloroform (Sparingly)
• CAS DataBase Reference: (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER(377780-72-8)
• EPA Substance Registry System: (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER(377780-72-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 2
• TSCA: No
• Hazardous Substances Data: 377780-72-8(Hazardous Substances Data)

Usage

Description

(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is an organic compound that serves as an intermediate in the synthesis of various boronic acid derivatives. It is characterized by its unique chemical structure, which includes a boron atom bonded to a phenyl group and a bromomethyl group, as well as a pinacol ester group. (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is known for its reactivity and versatility in chemical reactions, making it a valuable building block in the development of new pharmaceuticals and other applications.

Uses

Used in Pharmaceutical Industry:
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is used as an intermediate for the synthesis of [(fluorophenylcarbamoyl)pyridinylsulfanylmethyl]phenylboronic acid, which is a key component in the development of novel pharmaceuticals. (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER has potential applications in the treatment of various diseases and conditions due to its unique chemical properties and reactivity.
Used in Drug Development:
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is also used as a noncompetitive boronic acid antagonist of CXCR1 and CXCR2. These are chemokine receptors that play a role in various immune responses and inflammatory processes. By acting as an antagonist, this compound can potentially modulate these receptors and be used in the development of drugs targeting conditions related to immune system dysregulation and inflammation.

InChI:InChI=1/C13H18BBrO2/c1-12(2)13(3,4)17-14(16-12)11-8-6-5-7-10(11)9-15/h5-8H,9H2,1-4H3

Upstream product

• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 95-46-5 2-methylphenyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 16419-60-6 2-Methylphenylboronic acid 
• 128-08-5 N-Bromosuccinimide 
• 1447933-49-4 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-fluorobenzyl]-quaternaryammonium bromide 
• 1447933-48-3 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide 
• 1447933-47-2 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-methoxybenzyl]-quaternaryammonium bromide 
• 1447933-46-1 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-methylbenzyl]-quaternaryammonium bromide 
• 1447933-44-9 2-(2-bromomethyl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1447933-43-8 2-(2-bromomethyl-4-methylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 883715-40-0 2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 214360-64-2 2-(2,4-bismethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 

Downstream Products

• 121114-64-5 2-(2-ethylsulfanylmethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 603113-19-5 3,5-dimethyl-1-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzyl]-1H-pyrazole 
• 1374162-40-9 1-[(4-methoxyphenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]propan-2-one 
• 1374162-54-5 C₁₇H₁₉NO₂ 
• 1374162-53-4 (R)-2-(4-methoxyphenyl)-4-methyl-1,2,3,4-tetrahydroisoquinolin-4-ol 
• 1374162-50-1 1-[(4-chlorophenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]propan-2-one 
• 1374162-41-0 1-[(4-methoxyphenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]-3,3-dimethylbutan-2-one 
• 1374162-52-3 2-methyl-2-{[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}cyclohexane-1,3-dione 
• 1374162-44-3 2-[(4-methoxyphenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]-1-(2-methylphenyl)ethan-1-one 
• 1374162-58-9 (R)-2-(4-methoxyphenyl)-4-(2-methylphenyl)-1,2,3,4-tetrahydroisoquinolin-4-ol 
• 1374162-45-4 2-[(4-methoxyphenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]-1-(2-methoxyphenyl)ethan-1-one 
• 1374162-59-0 (S)-2-(4-methoxyphenyl)-4-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolin-4-ol 
• 1374162-48-7 2-[(4-methoxyphenyl)({[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amino]-1-(naphthalen-1-yl)ethan-1-one 
• 1374162-51-2 N-(2-acetylphenyl)-4-methyl-N-{[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}benzene-1-sulfonamide 

Relevant articles and documents

Mononuclear Copper(I) complexes based on phenanthroline derivatives P^N^N^P tetradentate ligands: Syntheses, crystal structure, photochemical properties

Two novel heteroleptic Cu(I) complexes with the single tetradentate ligands have been designed and synthesized from phenanthroline. The complexes having one copper structure were fully characterized by NMR, ESI-MS and the single-crystal X-ray structures. Their photoelectric chemical properties were investigated by using cyclic voltammetry, UV/vis and fluorescence spectroscopy. Compared with the classic Cu(P^P)(N^N) complexes, this distorted tetrahedral coordination structure of Cu(P^N^N^P) complexes showed a wider excitation wavelength and a red-shifted about 100 nm emission peak, due to the link function between phenanthroline and phosphorus ligands. Moreover, the copper complex B having the naphthyl link groups displayed high red-emissive photoluminescence quantum efficiency (PLQY), which was up to 3.8%.

PHARMACEUTICALLY ACTIVE PYRAZOLO-TRIAZINE AND/OR PYRAZOLO-PYRIMIDINE DERIVATIVES

The present invention relates to pyrazolo [1,5 -a] [1,3,5 ]triazine and pyrazolo[1,5-a] pyrimidine derivatives and/or pharmaceutically acceptable salts thereof, the use of these derivatives as pharmaceutically active agents, especially for the prophylaxis and/or treatment of cell proliferative diseases, inflammatory diseases, immunological diseases, cardiovascular diseases and infectious diseases. Furthermore, the present invention is directed towards pharmaceutical compositions containing at least one of the pyrazo lo [1,5-a][1,3,5 ]triazine and pyrazolo [1,5-a]pyrimidine derivatives and/or pharmaceutically acceptable salts thereof.

Glucose selective bis-boronic acid click-fluor

Four novel bis-boronic acid compounds were synthesised via copper catalysed azide-alkyne cycloaddition (CuAAC) reactions. Glucose selectivity was observed for a particular structural motif. Moreover, a new glucose selective fluorescent sensor was designed