280563-63-5

Basic information

• Product Name: 3-AMINOPHENYLBORONIC ACID
• Synonyms: M-APBA;M-AMINOPHENYLBORONIC ACID;TIMTEC-BB SBB004197;3-AMINOBENZENEBORONIC ACID, 97+%;Boronicacid, B-(3-aMinophenyl)-, hoMopolyMer
• CAS NO: 280563-63-5
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.94
• Mol File: 280563-63-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 138-143°C
• Boiling Point: 376.004 °C at 760 mmHg
• Flash Point: 181.201 °C
• Appearance: /
• Density: 1.239 g/cm³
• CAS DataBase Reference: 3-AMINOPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINOPHENYLBORONIC ACID(280563-63-5)
• EPA Substance Registry System: 3-AMINOPHENYLBORONIC ACID(280563-63-5)

Safety Data

• Hazardous Substances Data: 280563-63-5(Hazardous Substances Data)

Usage

General Description

3-Aminophenylboronic acid is a chemical compound with the formula C6H3BNO2. It is a boronic acid derivative with a phenyl group attached to the boron atom and an amino group attached to the phenyl ring. 3-AMINOPHENYLBORONIC ACID is widely used in organic synthesis as a reagent for the formation of carbon-carbon bonds, particularly in the Suzuki-Miyaura cross-coupling reaction. Its ability to form stable complexes with diols and polyols has also led to its use in the development of sensors for glucose monitoring. Additionally, 3-aminophenylboronic acid has shown potential as a therapeutic agent in the treatment of diabetes and cancer due to its ability to inhibit specific enzymes and receptors involved in these diseases.

Upstream product

• 13331-27-6 m-nitrobenzene boronic acid 
• 98-80-6 phenylboronic acid 
• 85006-23-1 3-aminophenylboronic acid hydrochloric salt 
• 591-19-5 m-Bromoaniline 
• 1020180-02-2 3-bromo-N-(diphenylmethylene)-benzenamine 
• 1160186-73-1 potassium 3-aminophenyltrifluoroborate 
• 7732-18-5 water 
• 585-79-5 m-nitrobromobenzene 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 

Downstream Products

• 100607-14-5 (3-((ethoxycarbonyl)amino)phenyl)boronic acid 
• 223589-25-1 benzylidene(3-[1,3,2]dioxaborinan-2-yl-phenyl)amine 
• 496035-21-3 (3-[1,3,2]dioxaborinan-2-yl-phenyl)(4-methylbenzylidene)amine 
• 496035-24-6 {3-[(3-[1,3,2]dioxaborinan-2-yl-phenylimino)methyl]phenyl}methanol 
• 496035-22-4 (3-[1,3,2]dioxaborinan-2-yl-phenyl)(3-methylbenzylidene)amine 
• 496035-25-7 (4-chlorobenzylidene)(3-[1,3,2]dioxaborinan-2-yl-phenyl)amine 
• 496035-23-5 (3-[1,3,2]dioxaborinan-2-yl-phenyl)(3-nitrobenzylidene)amine 

Relevant articles and documents

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NITROGENOUS HETEROCYCLIC COMPOUND, PREPARATION METHOD, INTERMEDIATE, COMPOSITION AND USE

Disclosed are a nitrogenous heterocyclic compound, intermediates, a preparation method, a composition and use thereof. The nitrogenous heterocyclic compound in the present invention is as shown in formula I. The compound has a high inhibitory activity towards ErbB2 tyrosine kinase and a relatively good inhibitory activity towards human breast cancer BT-474 and human gastric cancer cell NCI-N87 which express ErbB2 at a high level, and at the same time has a relatively weak inhibitory activity towards EGFR kinase. Namely, the compound is a highly selective small-molecule inhibitor targeted at ErbB2, and hence it has a high degree of safety, and can effectively enlarge the safety window in the process of taking the drug.

An efficient method for the hydrolysis of potassium organotrifluoroborates promoted by montmorillonite K10

An efficient and non-expensive method for conversion of diverse potassium organotrifluoroborates to their corresponding boronic acids promoted by montmorillonite K10 using water as the reaction solvent is described. Further interconversion of potassium organotrifluoroborates to their corresponding boronic esters, via boronic acid intermediates was also successfully accomplished. The products were obtained in good yields, being the rate of hydrolysis influenced by the type of substituent present in the boronic acid.

PROCESS FOR THE PREPARATION OF AMINOARYL- AND AMINOHETEROARYL BORONIC ACIDS AND ESTERS

The present invention relates to a process for the preparation of aminoaryl- and aminoheteroaryl boronic acids and esters thereof of formula (I) in high yield. The claimed process uses diarylketal formula (V) to generate an arylbromide of formula (III) in which the amino-group is protected as bisarylmethylidenimino-group, which is then transformed into a formula (I) compound.