192182-56-2

Basic information

• Product Name: 4-Isoquinolineboronic acid
• Synonyms: CHEMBRDG-BB 4002849;ISOQUINOLIN-5-YLBORONIC ACID;ISOQUINOLIN-4-YLBORONIC ACID;ISOQUINOLINE-4-BORONIC ACID;4-ISOQUINOLINEBORONIC ACID;4-ISOQUINOLINYLBORONI ACID;AKOS BRN-0121;AKOS BRN-0458
• CAS NO: 192182-56-2
• Molecular Formula: C₉H₈BNO₂
• Molecular Weight: 172.98
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Quinolines;Boronic Acids & Esters;Quinolines, Isoquinolines & Quinoxalines;Quinoline&Isoquinoline;Boronic acid;Isoquinoline;Organoborons;Boronic Acids & Esters;Quinolines, Isoquinolines & Quinoxalines;Boric Acid| Boric Acid Ester| Potassium Trifluoroborate
• Mol File: 192182-56-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 178°C
• Boiling Point: 419.115 °C at 760 mmHg
• Flash Point: 207.274 °C
• Appearance: off-white solid
• Density: 1.28 g/cm³
• Vapor Pressure: 8.96E-08mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: 2-8°C
• PKA: 4.61±0.30(Predicted)
• CAS DataBase Reference: 4-Isoquinolineboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Isoquinolineboronic acid(192182-56-2)
• EPA Substance Registry System: 4-Isoquinolineboronic acid(192182-56-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 192182-56-2(Hazardous Substances Data)

Usage

Chemical Properties

Pink solid

Uses

Reactant for:Preparation of selective steroid-11β-hydroxylase (CYP11B1) inhibitors for treatment of cortisol dependent diseasesPreparation of tetrabutylammonium trifluoroboratesPreparation of heteroaryl substituted tetrahydropyrroloijquinolinone derivatives as aldosterone synthase inhibitorsSynthesis of aminoarylpyridazines as selective CB2 agonists for treatment of inflammatory painPreparation of acyl substituted indoles via palladium-catalyzed domino coupling/carbonylation/Suzuki coupling of dibromoethenylanilinesSynthesis of antagonists of bacterial quorum sensingPreparation of potassium heteroaryl trifluoroborates from boronic acids and their use as coupling partners with various aryl and heteroaryl halides in Suzuki-Miyaura cross-coupling reactions

General Description

May contain varying amounts of anhydride

InChI:InChI=1/C9H8BNO2/c12-10(13)9-6-11-5-7-3-1-2-4-8(7)9/h1-6,12-13H

Upstream product

• 1532-97-4 4-bromoisoquinoline 
• 109-72-8 n-butyllithium 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 106510-95-6 4-(phenylthio)isoquinoline 
• 1333332-06-1 2-(1-hydroxyethyl)-1-[3-(isoquinolin-4-yl)phenyl]-5-[(4-methoxybenzyl)oxy]pyridin-4(1H)-one 
• 1222999-68-9 9-(isoquinolin-4-yl)-1-(4-(piperazin-1-yl)-3-(trifluoromethyl)phenyl)benzo[h][1,6]naphthyridin-2(1H)-one 
• 20377-03-1 4-azidoisoquinoline 
• 1008522-42-6 2-[3-methyl-4-(isoquinoline-4-yl)phenyl]-4,6-bis(2,2'-bipyridin-6-yl)(1,3,5)triazine 
• 1008522-33-5 2-[3-methyl-4-(isoquinoline-4-yl)phenyl]-4,6-di-2-pyridinyl(1,3,5)triazine 
• 1054314-78-1 4-[6-methoxy-3-(4-methoxybenzyl)naphthalen-2-yl]isoquinoline 
• 1054314-77-0 4-[3-(4-methoxybenzyl)naphthalen-2-yl]isoquinoline 
• 1025717-45-6 4-(isoquinolin-4-yl)-N-(2-methyl-5-nitrophenyl)pyrimidin-2-amine 
• 865291-63-0 tert-Butyl ethyl(3-{[(5-isoquinolin-4-yl-1-(2-trimethylsilylethoxymethyl)-1H-indazol-3-yl)carbonyl]-amino}benzyl)carbamate 

Relevant articles and documents

A remarkable divergent fluorescence response to epimeric monosaccharides by an isoquinoline-derived diboronate

Herein we report a new boronic acid fluorescent sensor based on 4-isoquinolineboronic acid that has a fluorescent divergent response biologically relevant monosaccharides, glucose and galactose. By analyzing the interactions of this sensor with several alternate sugar forms we have been able to determine how the boronic acid selects diols for binding and how such a molecule could have a positive and negative fluorescent response to two very similar hexoses.

Azabicyclic inhibitors of serotonin reuptake

This invention provides 3-(bicyclic heteroaryl)-8-azabicyclo[3.2.1]oct-2-enes and 3-(bicyclic heteroaryl)-8-azabicyclo[3.2.1]octanes of furmula (I) which are useful for the inhibition of serotonin reuptake in mammals. whereA-B is -C=CH- or -CH-CH2/s