6973-93-9

Basic information

• Product Name: 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI)
• Synonyms: 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI);6-Amino-2,3-dihydroxychinoxaline;6-Amino-2,3-dihydroxyquinoxaline;Brn 0168146;Nsc 48962;Quinoxaline-6-amine, 2,3-dihydro-;6-Aminoquinoxaline-2,3(1H,4H)-dione
• CAS NO: 6973-93-9
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Product Categories: PIPERIDINE
• Mol File: 6973-93-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 576.7°C at 760 mmHg
• Flash Point: 302.6°C
• Appearance: /
• Density: 1.433g/cm³
• Vapor Pressure: 6.68E-14mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI)(6973-93-9)
• EPA Substance Registry System: 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI)(6973-93-9)

Safety Data

• Hazardous Substances Data: 6973-93-9(Hazardous Substances Data)

Usage

General Description

2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI), also known as 6-Aminouracil, is a chemical compound that belongs to the quinoxaline family. It is a derivative of uracil and is commonly used as a building block in organic synthesis and drug design. 2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI) has been studied for its potential as an anticancer agent and has shown inhibitory effects on the growth of certain cancer cells. Additionally, 6-Aminouracil has been investigated for its antimicrobial activity and has shown promising results in inhibiting the growth of various bacteria and fungi. Its versatile and potentially beneficial properties make it a compound of interest in various fields of research and application.

InChI:InChI=1/C8H7N3O2/c9-4-1-2-5-6(3-4)11-8(13)7(12)10-5/h1-3H,9H2,(H,10,12)(H,11,13)

Upstream product

• 103272-68-0 6-amino-2,3-dimethoxyquinoxaline 
• 95-92-1 oxalic acid diethyl ester 
• 615-71-4 benzene-1,2,4-triamine 
• 115581-86-7 6-chloro-7-nitroquinoxaline-2,3(1H,4H)-dione 
• 856336-33-9 (2,4-dinitro-phenyl)-oxalamic acid 
• 2379-56-8 6-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione 
• 89-61-2 2,5-dichloronitrobenzene 
• 89-63-4 4-Chloro-2-nitroaniline 
• 69065-87-8 (4-chloro-2-nitro-phenyl)-oxalamic acid ethyl ester 
• 6639-79-8 6-chloroquinoxaline-2,3(1H,4H)-dione 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Relevant articles and documents

Photochemically knocking out glutamate receptors in vivo

AMPA (α-amino-3-hydroxy-5-methyl-4-isooxazole) receptors, a major subtype of ionotropic glutamate receptors (iGluRs), mediate the majority of the fast communication between neurons, and the activity-dependent trafficking of AMPA receptors at synapses plays a role in mammalian learning and memory. Here we describe the design, synthesis, and evaluation of a photoreactive AMPA receptor antagonist that provides a means of "knocking out" AMPA receptors present on the surface of cells. The antagonist, 6-azido-7-nitro-1,4-dihydroquinoxaline-2,3-dione (ANQX), was designed by introducing a photoreactive azido group onto a quinoxalinedione inhibitor scaffold. Computational docking of ANQX to the AMPA receptor ligand-binding core predicted efficient binding to AMPA receptors. Glutamate-evoked currents were reversibly blocked at micromolar ANQX concentrations prior to photolysis and irreversibly blocked following photolysis. ANQX provides a means of directly evaluating the trafficking of native AMPA receptors with unparalleled spatiotemporal resolution. Copyright

Pyrrolylquinoxalinediones: A new class of AMPA receptor antagonists

Pyrrolylquinoxalinediones were synthesized and their affinities for the AMPA receptor were determined. Most compounds showed moderate to good affinities. The acetic acid derivative 8b exhibited a K(i) value of 70 nM and was equipotent to NBQX 1. Structure activity relationships are discussed. Selected compounds were tested for their potency to inhibit AMPA induced lethal convulsions in mice. In this in vivo model the compounds showed improved potency compared with NBQX.