Synonyms:Quinoxaline;Quinoxalines
99% *data from raw suppliers
Quinoxaline *data from reagent suppliers
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There total 109 articles about Quinoxaline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 99.0%
Reference yield: 98.0%
Reference yield: 92.0%
The study focuses on the optimization of the heterocyclic core of quinazolinone-derived CXCR3 antagonists, which are compounds that block the CXCR3 receptor, a chemokine receptor involved in immune cell trafficking and implicated in various inflammatory and autoimmune diseases. The researchers synthesized a series of six-six and six-five fused heterocyclic CXCR3 antagonists and evaluated their activities in displacement assays and cell migration assays. They also studied the pharmacokinetic properties of several top-performing compounds. The aim was to discover compounds with increased potency and improved pharmacokinetic properties that could serve as tools to study the role of the CXCR3 receptor in vivo. The chemicals used in the study included various heterocyclic compounds such as quinoline, 1,8-naphthyridine, quinoxaline, benzoimidazole, imidazopyridine, imidazopyrimidine, and pyrozolopyridine derivatives. These chemicals were designed to replace the 8-aza-quinazolinone core of the existing CXCR3 antagonist AMG 487, with the goal of improving binding affinity to the CXCR3 receptor and potentially enhancing therapeutic efficacy in treating diseases like psoriasis, multiple sclerosis, inflammatory bowel disease, and rheumatoid arthritis.
The study focuses on the synthesis of novel carbazole-quinoxaline hybrid derivatives centered around a 1,3,5-benzene core, which are designed to serve as bipolar host materials for phosphorescent organic light-emitting diodes (PHOLEDs). These hybrids combine electron-rich carbazole and electron-deficient quinoxaline moieties, leading to twisted structures with good glass-forming properties and a bipolar character, which are essential for balanced carrier transport in PHOLEDs. The synthesized compounds exhibit triplet energies within the range of 2.34–2.53 eV, making them potential candidates as host materials in PHOLEDs. The chemicals used in the study include 1,3,5-tribromobenzene, 1,4-dibromobenzene, tert-butyl bromobenzene, TMS-acetylene, o-phenylenediamine, and other reagents involved in the Ullmann and Sonogashira coupling reactions, as well as materials for electrochemical and thermal analyses. These chemicals serve the purpose of constructing the desired molecular structures and characterizing the properties of the synthesized compounds.
The research describes a method for the synthesis of enantiomerically pure cis- and trans-2-aminocyclohexane-1-carboxylic acids, which are significant due to their potential therapeutic applications and role in forming stable secondary structures in β-peptides. The study utilizes 2-aminobenzamide as a chiral block to assemble quinazolinone, aiming to provide a new synthesis route for all four isomers of 2-aminocyclohexanecarboxylic acid. The process involves chemoselective and diastereoselective hydrogenation of 2,3-dihydro-3-[(S)-α-methylbenzyl]-4-quinazolinone to produce octahydroquinazolinones, which can be epimerized to form their respective stereoisomers. Hydrolysis of these octahydroquinazolinones with HCl yields the desired enantiomerically pure amino acids.
The research focuses on the development of a novel and efficient method for synthesizing quinoxalines, which are important nitrogen-containing heterocycles with applications as intermediates in organic chemistry, dyes, and pharmaceuticals. The study presents a copper-catalyzed cyclization process involving o-phenylenediamine and terminal alkyne in the presence of bases, which proceeds smoothly to give products in moderate to good yields. The researchers used Cu(OAc)2·3H2O as the catalyst, Cs2CO3 as the base, and various substituted o-phenylenediamines and phenylacetylenes as substrates. The method offers a one-step synthetic procedure with relatively mild reaction conditions, avoiding the use of elevated temperatures, prolonged reaction times, toxic oxidants, and functionalized substrates that are common in other methods. The study concluded that this copper-catalyzed approach is a simple and effective method for quinoxaline synthesis, and the researchers proposed a plausible mechanism for the reaction based on their experiments.
The research details the flash vacuum pyrolysis (FVP) of 1,5-benzodiazepines, specifically the 2,4-diphenyl- and 2,4-dimethyl-1,5-benzodiazepines (compounds 3 and 4), at temperatures ranging from 800-850°C. The purpose of this study was to investigate the thermal decomposition of these compounds under gas-phase conditions and to understand the products and mechanisms involved in their pyrolysis. The research concluded that the majority of the products formed were initiated by the cleavage of the 2,3-bond, leading to a diradical intermediate, and that benzodiazepines are more thermally stable compared to their 2,3-dihydro-1,4-diazepines counterparts. The study also highlighted the significant chemical differences between 2,3-dihydro-1,4-diazepines and 1,5-benzodiazepines, with the latter being more stable in gas-phase conditions. Key products identified from the pyrolysis included quinoxalines, indole, benzimidazole, and pyrazole derivatives. The research underscored the complexity of the pyrolysis process and the diversity of products formed, which ranged from 1-15% yield.
The study presents a novel three-component synthesis of ynediones through a glyoxylation/Stephens–Castro coupling sequence. Copper(I) iodide (CuI) acts as the catalyst, while oxalyl chloride serves as the carbonylating agent. Terminal alkynes are the coupling partners, and electron-rich heterocycles such as indoles, pyrroles, pyrazoles, thiophenes, and furans are the nucleophilic substrates. The reaction proceeds in ethereal solvents like THF, DME, or 1,4-dioxane, and is optimized with 1.0 equivalent of oxalyl chloride, 5 mol% of CuI, 1.0 equivalent of terminal alkyne, and 3.0 equivalents of triethylamine. The method allows for the functionalization of various heterocycles in a mild, one-pot procedure, yielding densely functionalized ynediones that can serve as versatile intermediates for the synthesis of pharmaceutically relevant heterocycles. The study also demonstrates the extension of this sequence to four-component syntheses, incorporating additional nucleophiles to form more complex heterocyclic products such as enaminediones, quinoxalines, indoloyl pyrazoles, and indoloyl pyrimidines.
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