7466-45-7

Basic information

• Product Name: 2,3-DIPHENYL-6-NITROQUINOXALINE
• Synonyms: 2,3-DIPHENYL-6-NITROQUINOXALINE;2,3-Diphenyl-6-nitro-1,4-benzodiazine;2,3-DIPHENYL-7-NITROQUINOXALINE
• CAS NO: 7466-45-7
• Molecular Formula: C₂₀H₁₃N₃O₂
• Molecular Weight: 327.34
• Mol File: 7466-45-7.mol

Chemical Properties

• Boiling Point: 483.6°Cat760mmHg
• Flash Point: 246.3°C
• Appearance: /
• Density: 1.296g/cm³
• Vapor Pressure: 4.86E-09mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 2,3-DIPHENYL-6-NITROQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIPHENYL-6-NITROQUINOXALINE(7466-45-7)
• EPA Substance Registry System: 2,3-DIPHENYL-6-NITROQUINOXALINE(7466-45-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 7466-45-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,3-DIPHENYL-6-NITROQUINOXALINE is used as a building block for the synthesis of various organic compounds, contributing to the development of new chemical entities with diverse applications.
Used in Organic Electronic Materials:
2,3-DIPHENYL-6-NITROQUINOXALINE is used as a component in the development of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic solar cells, due to its unique electronic properties.
Used in Pharmaceutical Industry:
2,3-DIPHENYL-6-NITROQUINOXALINE is used as a starting material for the synthesis of pharmaceutical compounds, potentially leading to the discovery of new drugs with therapeutic benefits.
Used in Antimicrobial Applications:
2,3-DIPHENYL-6-NITROQUINOXALINE is studied for its potential antimicrobial properties, which could be utilized in the development of new antimicrobial agents to combat resistant bacterial strains.
Used in Antifungal Applications:
2,3-DIPHENYL-6-NITROQUINOXALINE is also studied for its potential antifungal properties, which could be applied in the development of new antifungal agents to treat fungal infections.

InChI:InChI=1/C20H13N3O2/c24-23(25)16-11-12-17-18(13-16)22-20(15-9-5-2-6-10-15)19(21-17)14-7-3-1-4-8-14/h1-13H

Upstream product

• 134-81-6 benzil 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 41939-61-1 N₁-methyl-4-nitrobenzene-1,2-diamine 
• 100-52-7 benzaldehyde 
• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 501-65-5 diphenyl acetylene 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 17059-74-4 3-(Dimethylamino)-1,2-diphenyl-2-propen-1-on 
• 24242-77-1 α-iodo-α-phenylacetophenone 
• 451-40-1 phenyl benzyl ketone 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 2044-88-4 N-methyl-2,4-dinitroaniline 

Downstream Products

• 7466-46-8 2,3-diphenyl-6-amino-quinoxaline 
• 325474-72-4 1-(4-bromophenyl)-3-(2,3-diphenylquinoxalin-6-yl)urea 
• 1600514-45-1 ethyl 7-ethyl-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-46-2 ethyl 10-oxo-2,3-diphenyl-7-(2,2,2-trifluoroethyl)-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-47-3 ethyl 7-butyl-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-48-4 ethyl 10-oxo-2,3-diphenyl-7-(prop-2-ynyl)-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-49-5 ethyl 7-(4-fluorobenzyl)-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-50-8 ethyl 7-(4-(trifluoromethyl)benzyl)-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylate 
• 1600514-57-5 7-ethyl-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 
• 1600514-58-6 10-oxo-2,3-diphenyl-7-(2,2,2-trifluoroethyl)-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 
• 1600514-59-7 7-butyl-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 
• 1600514-60-0 10-oxo-2,3-diphenyl-7-(prop-2-ynyl)-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 
• 1600514-61-1 7-(4-fluorobenzyl)-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 
• 1600514-62-2 7-(4-(trifluoromethyl)benzyl)-10-oxo-2,3-diphenyl-7,10-dihydropyrido[3,2-f]quinoxaline-9-carboxylic acid 

Relevant articles and documents

Synthesis, characterization and application of α-Ca3 (PO4)2 as a heterogeneous catalyst for the synthesis of 2.3-diphenylquinoxaline derivatives and knoevenagel condensation under green conditions

Green chemistry is now paramount in modern life and industrial sector. It has become a research priority and a scientific challenge. In this study, alpha-tricalcic phosphate was prepared as a green catalytic medium. This medium has been characterized by v

Thiazolo[5,4-f]quinoxalines, Oxazolo[5,4-f]quinoxalines and Pyrazino[b,e]isatins: Synthesis from 6-Aminoquinoxalines and Properties

The regioselective iodination of different 2-mono-, 3-mono- and 2,3-disubstituted 6-aminoquinoxalines, which takes place at their 5-position, was rationalized on the basis of Hückel theory calculations. Oxazolo- and thiazolo[5,4-f]quinoxaline analogues of

In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature

Substituted quinoxaline derivatives are traditionally synthesized by co-condensation of various starting materials. Herein, we describe a novel environmentally benign in water synthetic route for the synthesis of structurally and electronically diverse ninety quinoxalines with readily available substituted o-phenylenediamine and 1,2-diketones using cheap and biodegradable itaconic acid as a mild acid promotor in 1 hours. The reaction is performed at room temperature, which proceeds through cyclo-condensation reaction followed by obtaining the aforesaid nitrogen-containing heterocyclic adducts without performing the column chromatography up to 96% total yields. The simplicity, high efficiency, and reusable of the catalyst merits this reaction condition as “green synthesis” which enables it to be useful in synthetic transformations upto gram scale level.

Green Hydrothermal Synthesis of Fluorescent 2,3-Diarylquinoxalines and Large-Scale Computational Comparison to Existing Alternatives

Here, the hydrothermal synthesis (HTS) of 2,3-diarylquinoxalines from 1,2-diketones and o-phenylendiamines (o-PDAs) was achieved. The synthesis is simple, fast, and generates high yields, without requiring any organic solvents, strong acids or toxic catalysts. Reaction times down to 90 % in all cases). Moreover, it was shown that HTS has high compatibility: (i) hydrochlorides, a standard commercial form of amines, could be used directly as combined amine source and acidic catalyst, and (ii) Boc-diprotected o-PDA could be directly employed as substrate that underwent HT deprotection. A systematic large-scale computational comparison of all reported syntheses of the presented quinoxalines from the same starting compounds showed that this method is more environmentally friendly and less toxic than all existing methods and revealed generic synthetic routes for improving reaction yields. Finally, the application of the synthesized compounds as fluorescent dyes for cell staining was explored.

Structure activity relationship (SAR) study identifies a quinoxaline urea analog that modulates IKKβ phosphorylation for pancreatic cancer therapy

Genetic models validated Inhibitor of nuclear factor (NF) kappa B kinase beta (IKKβ) as a therapeutic target for KRAS mutation associated pancreatic cancer. Phosphorylation of the activation loop serine residues (S177, S181) in IKKβ

An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1

Abstract: A series of quinoxaline derivatives were efficiently synthesized by convenient and simple procedure in excellent yields using 1 wt.% of titanium silicate (TS-1) catalyzed reaction of 1,2-diamines and 1,2-diketones in methanol at room temperature

A green solid acid catalyst 12-tungstophosphoric acid H3[PW12O40] supported on g-C3N4 for synthesis of quinoxalines

A green Keggin-type heteropoly-12-tungstophosphoric acid, (H3[PW12O40].12H2O) supported on graphitic carbon nitride g-C3N4 (HPW/g-C3N4-40), was developed for one-pot s

[BBSA-DBN][HSO4]: a novel –SO3H functionalized Bronsted acidic ionic liquid for easy access of quinoxalines

Abstract: A novel –SO3H difunctionalized Bronsted acidic ionic liquid (BAIL) 1, 5-bis (butanesulphonic acid)-diazobicyclo [4,3,0] non-5-enium hydrogen sulphate [BBSA-DBN][HSO4] is introduced for efficient synthesis of quinoxalines vi

HBTU-catalyzed simple and mild protocol for the synthesis of quinoxaline derivatives

HBTU-catalyzed, simple, mild, and effective protocol for the synthesis of quinoxalines has been established. The reaction between 1,2-diamines, benzil, and catalytic amount of HBTU in ethanol resulted into quinoxalines. Various aliphatic, aromatic and het

A general and inexpensive protocol for the nanomagnetic 5-sulfosalicylic acid catalyzed the synthesis of tetrahydrobenzo[b]pyrans and quinoxaline derivatives

In this study, a novel acid-functionalized magnetic nanoparticles with high loaded multifunctional acidic groups was fabricated by anchoring water-soluble 5-sulfosalicylic acid onto the surface silica-modified Fe3O4. The magnetically recyclable Fe3O4@SiO2@5-SA (20?mg) showed excellent reactivity for greener synthesis of tetrahydrobenzo[b]pyrans via a three-component reaction of different aromatic aldehydes, malononitrile and dimedone in good to excellent yields (70–95percent) in pure water at short reaction times (40–150?min). The method shows eco-friendly synthesis of quinoxaline derivatives from direct condensation of substituted 1,2-diamine with various 1,2-dicarbonyl in ethanol at room temperature to afford the desired quinoxalines with good to excellent yields (60–97percent) at shorter reaction times (120–240?min). The morphology and magnetic properties of MNPs were studied with scanning electron microscopy, X-ray powder diffraction, Fourier translation infrared spectroscopy, vibrating sample magnetometer and thermogravimetric. The results showed that the Fe3O4@SiO2@5-SA catalyst is completely recoverable by an external magnet and retained catalytic activity after five recycles.