2379-60-4

Basic information

• Product Name: 2,3-DICHLORO-6-NITROQUINOXALINE
• Synonyms: 2,3-DICHLORO-6-NITROQUINOXALINE;TIMTEC-BB SBB000835;6-Nitro-2,3-Dichloroquinoxaline;2,3-DICHLORO-6-NITROQUINOXALINE, 98+%;2,3-Dichloro-6-nitroqunioxaline;Quinoxaline, 2,3-dichloro-6-nitro-
• CAS NO: 2379-60-4
• Molecular Formula: C₈H₃Cl₂N₃O₂
• Molecular Weight: 244.03
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinoxalines;QuinoxalinesHeterocyclic Building Blocks
• Mol File: 2379-60-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 151-155 °C(lit.)
• Boiling Point: 361.979 °C at 760 mmHg
• Flash Point: 172.719 °C
• Appearance: /
• Density: 1.674 g/cm³
• Vapor Pressure: 4.16E-05mmHg at 25°C
• Refractive Index: 1.704
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Dimethylformamide
• PKA: -7.43±0.48(Predicted)
• CAS DataBase Reference: 2,3-DICHLORO-6-NITROQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DICHLORO-6-NITROQUINOXALINE(2379-60-4)
• EPA Substance Registry System: 2,3-DICHLORO-6-NITROQUINOXALINE(2379-60-4)

Safety Data

• Hazard Codes: T
• Statements: 25-37/38-41
• Safety Statements: 22-26-36/37/39-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2379-60-4(Hazardous Substances Data)

Usage

General Description

2,3-Dichloro-6-nitroquinoxaline, also known as DCNQ, is a chemical compound with the formula C8H3Cl2N3O2. It is a yellow crystalline solid that is commonly used in organic synthesis and as a building block for various pharmaceuticals and agrochemicals. DCNQ is also known for its potential use in the development of electrochromic and redox-active materials. 2,3-DICHLORO-6-NITROQUINOXALINE has shown promise in various research studies for its ability to undergo reversible electron transfer reactions, making it useful for applications in molecular electronics and as a reagent in chemical reactions. Additionally, DCNQ has been investigated for its potential as an antibacterial and antiviral agent due to its nitro group and chloro substituents, which are known to have antimicrobial properties.

InChI:InChI=1/C8H3Cl2N3O2/c9-7-8(10)12-6-3-4(13(14)15)1-2-5(6)11-7/h1-3H

Upstream product

• 2379-56-8 2,3-dihydroxy-6-nitroquinoxaline 
• 15804-19-0 2,3-dihydroxyquinoxaline 
• 15804-19-0 quinoxaline-2,3-dione 
• 95-54-5 1,2-diamino-benzene 
• 91-19-0 2,3-diethynylquinoxaline 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 2379-56-8 6-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione 

Downstream Products

• 103593-93-7 2-(4-Methoxy-phenyl)-7-nitro-thiazolo[4,5-b]quinoxaline 
• 862123-58-8 2,3-dichloro-6-(2,4-dimethoxybenzylamino)quinoxaline 
• 862123-59-9 (2-chloro-3-piperidin-1-yl-quinoxalin-6-yl)-(2,4-dimethoxy-benzyl)-amine 

Relevant articles and documents

Novel molecular targeting anti-tumor aza-steroid derivative based on lipid toxicity and preparation and application thereof

The invention provides a novel molecular targeting anti-tumor aza-steroid derivative based on lipid toxicity and a preparation method and application thereof, and belongs to the field of chemical medicines. The derivative is a compound as shown in a formula I, or a salt thereof, or a stereoisomer thereof. The compound is low in toxicity or basically non-toxic to normal cells, has an obvious inhibition effect to tumor cell lines, particularly has good lipid toxicity selectivity to tumor cells such as liver cancer, lung cancer and the like in vivo, and has an obvious inhibition effect; meanwhile, the compound can effectively activate SREBP1 and PPAR gamma, inhibit lipid transport MTTP, cause lipid aggregation in tumor cells and cause lipid toxicity of the tumor cells. The compound can be used for treating liver cancer, lung cancer and the like in a molecular targeting manner, is low in toxicity or even non-toxic, and has a good application prospect.

Facile synthesis and anti-proliferative activity evaluation of quinoxaline derivatives

A series of “drug-like” compounds based on quinoxaline scaffold with arylsulfonyl hydrazinyl, arylformyl hydrazinyl or arylsulfonyl groups at C-2 and aryloxy groups at C-3, were synthesized in 4 or 5 steps involving cyclization, chlorination and coupling reactions. Cellular anti-proliferative activities of these quinoxaline derivatives in vitro were determined, which revealed that the inhibitory potency and selectivity of 6f was comparable to that of the positive control.

Method for preparing 2,3-dichloro-quinoxaline derivative through one-pot procedure

The invention belongs to the field of drug synthesis, and specifically relates to a new method for preparing 2,3-dichloro-quinoxaline derivative through one-pot procedure. According to the method, cheap o-phenylenediamine and oxalic acid are adopted as raw materials, and the cheap and easily available and environmentally friendly silica gel or methanesulfonic acid is adopted as a catalyst while steps of intermediate separation and purification are omitted; the method has the advantages of easiness in operation, low cost, mild reaction conditions and environmental friendliness and promotes industrial mass production.