112928-27-5

Basic information

• Product Name: 6-Quinoxalinamine, 2-chloro-
• Synonyms: 6-Quinoxalinamine, 2-chloro-;2-chloroquinoxalin-6-amine
• CAS NO: 112928-27-5
• Molecular Formula: C8H6ClN3
• Molecular Weight: 179.61
• Mol File: 112928-27-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Refractive Index: 1.727
• CAS DataBase Reference: 6-Quinoxalinamine, 2-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Quinoxalinamine, 2-chloro-(112928-27-5)
• EPA Substance Registry System: 6-Quinoxalinamine, 2-chloro-(112928-27-5)

Safety Data

• Hazardous Substances Data: 112928-27-5(Hazardous Substances Data)

Usage

General Description

6-Quinoxalinamine, 2-chloro- is a chemical compound with the molecular formula C8H6ClN3. It is a derivative of quinoxaline and contains a chlorine atom attached to the 2-position of the quinoxaline ring. 6-Quinoxalinamine, 2-chloro- is used in the synthesis of various pharmaceuticals and organic compounds, and it also possesses biological activities such as antimicrobial and anti-inflammatory properties. Additionally, it has been studied for potential use in the treatment of cancer and other diseases. However, further research is needed to fully understand the potential applications and effects of 6-Quinoxalinamine, 2-chloro- in various fields.

InChI:InChI=1/C8H6ClN3/c9-8-4-11-7-3-5(10)1-2-6(7)12-8/h1-4H,10H2

Upstream product

• 6272-25-9 2-Chloro-6-nitroquinoxaline 

Relevant articles and documents

From simple quinoxalines to potent oxazolo[5,4-: F] quinoxaline inhibitors of glycogen-synthase kinase 3 (GSK3)

2,7-Disubstituted oxazolo[5,4-f]quinoxalines were synthesized from 6-amino-2-chloroquinoxaline in four steps (iodination at C5, substitution of the chloro group, amidation and copper-catalysed cyclization) affording 28 to 44% overall yields. 2,8-Disubstituted oxazolo[5,4-f]quinoxaline was similarly obtained from 6-amino-3-chloroquinoxaline (39% overall yield). For the synthesis of other oxazolo[5,4-f]quinoxalines, amidation was rather performed before substitution; moreover, time-consuming purification steps were avoided between the amines and the final products (38 to 54% overall yields). Finally, a more efficient method involving merging of the last two steps in a sequential process was developed to access more derivatives (37 to 65% overall yields). Most of the oxazolo[5,4-f]quinoxalines were evaluated for their activity on a panel of protein kinases, and a few 2,8-disubstituted derivatives proved to inhibit GSK3 kinase. While experiments showed an ATP-competitive inhibition on GSK3β, structure-activity relationships allowed us to identify 2-(3-pyridyl)-8-(thiomorpholino)oxazolo[5,4-f]quinoxaline as the most potent inhibitor with an IC50 value of about 5 nM on GSK3α.