51118-32-2

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)is used as a potential drug candidate for its antimicrobial, anticancer, and anti-inflammatory properties. It has been studied for its ability to inhibit certain enzymes and receptors in the body, making it a promising candidate for drug development.
Used in Research Applications:
Ethanone, 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)is used as a research compound to explore its potential applications in medicine and biotechnology. Its diverse range of biological activities allows researchers to investigate its effects on various biological processes and systems, contributing to the advancement of medical knowledge and potential treatments.

Upstream product

• 27049-64-5 5-methyl-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethyl ester 
• 26567-78-2 (Z)-4-(phenylamino)-3-penten-2-one 
• 123-54-6 acetylacetone 
• 622-37-7 Phenyl azide 
• 98-80-6 phenylboronic acid 
• 625-33-2 3-penten-2-one 
• 7294-89-5 4-(phenylamino)pent-3-en-2-one 
• 62-53-3 aniline 

Downstream Products

• 1083226-55-4 2-(1-phenyl-5-methyl-1H-1,2,3-triazol-4-yl)-4-quinolinecarboxylic acid 
• 1207996-14-2 (2E)-1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-phenylprop-2-en-1-one 
• 1616890-23-3 4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-4-oxo-2-phenylbutyronitrile 
• 1616890-24-4 4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-4-oxo-2-p-tolylbutyronitrile 
• 1616890-25-5 2-(4-chlorophenyl)-4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-4-oxobutyronitrile 
• 1616890-32-4 2-[3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-oxo-1-phenylpropyl]malononitrile 
• 1616890-33-5 2-(3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-oxo-1-p-tolylpropyl)malononitrile 
• 1616890-34-6 2-[1-(4-chlorophenyl)-3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-oxopropyl]malononitrile 
• 1207996-19-7 (E)-1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-p-tolylprop-2-en-1-one 
• 1616890-21-1 (E)-3-(4-chlorophenyl)-1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-one 

Relevant academic research and scientific papers

Coumarin-triazole hybrids: Design, microwave-assisted synthesis, crystal and molecular structure, theoretical and computational studies and screening for their anticancer potentials against PC-3 and DU-145

This study presents the synthesis of series of α,β-unsaturated carbonyl linked coumarin-triazole hybrids, 7(a-e) by microwave irradiation conditions. The target compounds were synthesized in four steps starting from 4-hydroxycoumarin, 1 and substituted aromatic primary amines, 3. Spectroscopic analysis provide the structure proofs of synthesized new compounds 6e and 7(a-e), and the molecular structure of one of the intermediate compound 6e was confirmed by single crystal X-ray diffraction studies. The crystal structure analysis shows that the C-H…π, C-O…π and π—π intermolecular interactions stabilizes the crystal structure, the intermolecular interactions are quantified through Hirshfeld surface analysis. To substantiate the X-ray crystal structure, the density functional theory calculations were performed. Further, the target compounds coumarin-triazole hybrids, were screened in vitro for their anticancer activity against PC-3 and DU-145 cell lines. The result shows that, amongst the series, compound 7c was more potent against PC-3 and DU-145 cell lines.

Organocatalytic Enamine–Azide Addition Reaction in the Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles

Abstract: A high efficiency of diethanolamine as organocatalyst in the cycloaddition of organic (including heterocyclic) mono-, di-, and triazides to active methylene compounds has been demonstrated. As a result, a number of functionally substituted bi- a

Selective Synthesis of Functionally Substituted 1,2,3-Triazoles

Abstract: Different conditions were used to achieve selective formation of4.5-disubstituted 1-aryl(hetaryl)-1,2,3-triazoles via cycloaddition of thecorresponding enolates and aryl or hetaryl azides. Optimal conditions were foundfor the bromination of 1-(5

Regioselective Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles from Aryl Azides and Enaminones

A total regioselective synthesis of 1,4,5-trisubstituted-1,2,3-triazoles from aryl azides and enaminones is reported. The use of an ionic liquid in the presence of water and trimethylamine is crucial for the progress of the reaction. The process, consisti

Nucleophilic Iron Complexes in Proton-Transfer Catalysis: An Iron-Catalyzed Dimroth Cyclocondensation

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) is an active catalyst in C?H-amination but also in proton-transfer catalysis. Herein, we describe the successful use of this complex as a proton-transfer catalyst in the cyclocondensation reaction between azides and ketones to the corresponding 1,2,3-triazoles. Cross-experiments indicate that the proton-transfer catalysis is significantly faster than the nitrene-transfer catalysis, which would lead to the C?H amination product. An example of a successful sequential Dimroth triazole–indoline synthesis to the corresponding triazole-substituted indolines is presented.

A simple route towards the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from primary amines and 1,3-dicarbonyl compounds under metal-free conditions

An acetic acid-promoted approach that enables the synthesis of 1,4,5-trisubstituted 1,2,3-triazole derivatives has been achieved. This transformation employs readily available primary amines, 1,3-dicarbonyls and tosyl azide as the starting materials via a

Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone-Azide Cycloaddition Involving Regitz Diazo Transfer

The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azi

Organocatalytic 1,3-dipolar cycloaddition reaction of α,β-unsaturated ketones with azides through iminium catalysis

1,3-Dipolar cycloaddition reaction of α,β-unsaturated ketones with azides through iminium catalysis has been developed. This method could furnish 1,4,5-trisubstituted 1,2,3-triazoles in good yields and high levels of regioselectivity.

Lewis base catalyzed aerobic oxidative intermolecular azide-zwitterion cycloaddition

The discovery of a novel aerobic oxidative intermolecular azide-zwitterion reaction catalyzed by an organocatalyst is presented. It is demonstrated that the merger of the Lewis base 1,8-diazabicyclo[5.4.0]undec-7-ene and electrondeficient olefins generates reactive zwitterion intermediates, which readily participate in cycloaddition reactions with an array of azides, thus providing facile entry to fully or highly substituted 1,2,3-triazole frameworks. The reaction features an excellent substrate scope, and the products are obtained with high yields and excellent regioselectivities. It is demonstrated that some of these products can be transformed into pharmaceutically important agents. In addition to the experimental results, a detailed mechanistic survey is also provided, including MS studies rationalizing the origin of regioselective control.

Synthesis of β-cyanopropan-1-one derivates by domino reaction

Domino nucleophilic addition was used for four-component Al 2O3-catalyzed environmentally friendly synthesis of polysubstituted β-cyanopropan-1-one. Domino nucleophilic addition involves removal of the cyano group linked to active methylene by the action of KF, and direct addition to enones. The reaction's capability for nucleophilic attack is F- > CN- in DMF. The use of low-toxicity reagents hints that the reaction is more environmentally friendly than traditional approaches. This journal is the Partner Organisations 2014.