175858-10-3

Basic information

• Product Name: 2,6-Dibromoquinoxaline
• Synonyms: 2,6-Dibromoquinoxaline;Quinoxaline, 2,6-dibromo-
• CAS NO: 175858-10-3
• Molecular Formula: C8H4Br2N2
• Molecular Weight: 287.942
• Mol File: 175858-10-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 333.707 °C at 760 mmHg
• Flash Point: 155.621 °C
• Appearance: /
• Density: 2.023 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.71
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,6-Dibromoquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dibromoquinoxaline(175858-10-3)
• EPA Substance Registry System: 2,6-Dibromoquinoxaline(175858-10-3)

Safety Data

• Hazardous Substances Data: 175858-10-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
2,6-Dibromoquinoxaline is used as a key intermediate in the synthesis of various pharmaceutical drugs and agrochemicals. Its unique structure and reactivity make it a valuable component in the development of new drug candidates with diverse therapeutic applications.
Used in Antimicrobial Applications:
2,6-Dibromoquinoxaline is used as an antimicrobial agent for its potential antibacterial and antifungal properties. It has been studied for its ability to inhibit the growth of various pathogenic microorganisms, making it a promising candidate for the development of new antimicrobial agents to combat drug-resistant infections.
Used in Medicinal Chemistry Research:
2,6-Dibromoquinoxaline serves as a research tool in the field of medicinal chemistry, particularly in the discovery and optimization of new drug candidates. Its versatile chemical properties allow for the exploration of various chemical modifications and the investigation of structure-activity relationships, facilitating the advancement of novel therapeutic agents.

InChI:InChI=1/C8H4Br2N2/c9-5-1-2-6-7(3-5)11-4-8(10)12-6/h1-4H

Upstream product

• 55687-34-8 6-bromoquinoxalin-2(1H)-one 

Downstream Products

• 1416805-64-5 1-(6-Bromoquinoxalin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol 
• 1416806-13-7 C₁₆H₇BrF₄N₂O 
• 1416806-14-8 C₁₇H₉BrF₄N₂O 

Relevant articles and documents

METALLOENZYME INHIBITOR COMPOUNDS

The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

Preparation of new electron-accepting π-conjugated polyquinoxalines. Chemical and electrochemical reduction, electrically conducting properties, and use in light-emitting diodes

Dehalogenation polycondensation of 5,8-dibromoquinoxaline derivatives and 2,6-dibromoquinoxaline with zerovalent nickel complex affords a series of π-conjugated polyquinoxalines with a molecular weight of 6 x 103 to 260 x 103. The polymers are electrochemically reduced (or n-doped) with an E° value of -1.75 to -2.35 V vs Ag/Ag+ and converted into electrically conducting materials with a conductivity of 1 x 10-4 to 7 x 10-3 S cm-1 by chemical reduction. Poly(quinoxaline-5,8-diyl)s with aromatic substituents give strong fluorescence with emission peaks at 450-520 nm in solutions as well as in cast films. A light-emitting diode (LED), ITO/polymer/Mg(Ag) (polymer = poly(2,3-diphenylquinoxaline-5,8-diyl)), emits blue-green light (λ(max) at about 500 nm). Introduction of hole-transporting layers such as vacuum-deposited or spin-coated thin layers of poly(thiophene-2,5-diyl), poly(p-phenylene), and poly(N-vinylcarbazole) between ITO and the light-emitting layer enhances electroluminescence efficiency by about 2 orders of magnitude. Polyquinoxalines have an ionization potential of 5.83 ± 0.11 eV and a band gap of 2.56 ± 0.26 eV.