210889-31-9

Basic information

• Product Name: INDOLE-7-BORONIC ACID
• Synonyms: INDOLE-7-BORONIC ACID;1H-INDOL-7-YLBORONIC ACID;1H-Indole-7-boronic acid;7-Borono-1H-Indole;Boronicacid,B-1H-indol-7-yl-;(1H-Indol-7-yl)
• CAS NO: 210889-31-9
• Molecular Formula: C₈H₈BNO₂
• Molecular Weight: 160.97
• EINECS: 1312995-182-4
• Mol File: 210889-31-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 433.2 °C at 760 mmHg
• Flash Point: 215.8 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 2.83E-08mmHg at 25°C
• Refractive Index: 1.662
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 9.20±0.30(Predicted)
• CAS DataBase Reference: INDOLE-7-BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: INDOLE-7-BORONIC ACID(210889-31-9)
• EPA Substance Registry System: INDOLE-7-BORONIC ACID(210889-31-9)

Safety Data

• Hazardous Substances Data: 210889-31-9(Hazardous Substances Data)

Usage

Description

INDOLE-7-BORONIC ACID is an organic compound with the molecular formula C8H8BNO2. It is a derivative of indole, a heterocyclic aromatic organic compound, where one of the hydrogen atoms is replaced by a boronic acid group. This modification gives INDOLE-7-BORONIC ACID unique chemical properties and reactivity, making it a valuable compound in various chemical and pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
INDOLE-7-BORONIC ACID is used as a reagent for the preparation of pyridineamines, which possess inhibitory and antitumor activities. These pyridineamines are particularly effective against small cell lung cancer, showcasing the potential of INDOLE-7-BORONIC ACID in contributing to the development of novel cancer treatments.

InChI:InChI=1/C8H8BNO2/c11-9(12)7-3-1-2-6-4-5-10-8(6)7/h1-5,10-12H

Upstream product

• 51417-51-7 7-bromo-1H-indole 
• 121-43-7 Trimethyl borate 

Downstream Products

• 1605329-09-6 (S)-2-(1-((5-(1H-indol-7-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 
• 1444006-27-2 6-(1H-indol-7-yl)-1-(3,4,5-trimethoxyphenyl)pyridin-2(1H)-one 
• 877160-81-1 (+/-)-4-benzyl-5-chloro-1,4-dihydro-6-(indol-7-yl)-2,2,4,8-tetramethyl-2H-quinolin-3-one 
• 1062159-80-1 1-(1-benzylpiperidin-4-yl)-6-(1H-indol-7-yl)-4-morpholin-4-yl-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Pyridin-2(1H)one derivatives: A possible new class of therapeutics for mechanical allodynia

Mechanical Allodynia (MA), a frequent chronic pain symptom caused by innocuous stimuli, constitutes an unmet medical need, as treatments using analgesics available today are not always effective and can be associated with important side-effects. A series of 3,5-disubstituted pyridin-2(1H)-ones was designed, synthesized and evaluated in vivo toward a rat model of inflammatory MA. We found that the series rapidly and strongly prevented the development of MA. 3-(2-Bromophenyl)-5-(phenylamino)pyridin-2(1H)-one 69, the most active compound of the series, was also able to quickly reverse neuropathic MA in rats. Next, when 69 was evaluated toward a panel of 50 protein kinases (PK) in order to identify its potential biological target(s), we found that 69 is a p38α MAPK inhibitor, a PK known to contribute to pain hypersensitivity in animal models. 3,5-Disubstituted pyridin-2(1H)-ones thus could represent a novel class of analgesic for the treatment of MA.