25688-23-7

Usage

Uses

Used in Organic Synthesis:
1-(3-Nitrophenyl)-1H-1,2,4-triazole is used as a building block for the synthesis of bioactive compounds due to its unique chemical structure and reactivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(3-Nitrophenyl)-1H-1,2,4-triazole is used as a ligand in coordination chemistry, which can be crucial for the development of new drugs with specific targeting properties.
Used in Coordination Chemistry:
1-(3-Nitrophenyl)-1H-1,2,4-triazole is employed as a versatile ligand in coordination chemistry, contributing to the formation of complexes with potential applications in various fields.
Used in Antimicrobial Applications:
1-(3-Nitrophenyl)-1H-1,2,4-triazole has been studied for its potential antimicrobial properties, making it a candidate for use in the development of new antimicrobial agents.
Used in Antitumor Applications:
This chemical has also been investigated for its antitumor properties, indicating its potential use in the development of novel anti-cancer drugs.

Upstream product

• 288-88-0 1,2,4-Triazole 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 645-00-1 m-iodonitrobenzene 
• 51516-96-2 3-nitrophenylhydrazine hydrochloride 
• 77287-34-4 formamide 
• 585-79-5 m-nitrobromobenzene 

Downstream Products

• 1226897-90-0 5-bromo-1-(3-nitrophenyl)-1H-1,2,4-triazole 
• 1538612-56-4 1-(3,4-dinitrophenyl)-1H-1,2,4-triazole 
• 430437-82-4 1-(3,5-dinitrophenyl)-1H-1,2,4-triazole 

Relevant academic research and scientific papers

Triazole-substituted nitroarene derivatives: Synthesis, characterization, and energetic studies

A series of dense and energetic polynitroaryl-1,2,4-triazoles were synthesized through the nitration of aryl-1,2,4-triazoles. The Cu-catalyzed/base-mediated coupling reactions of haloarenes with 1,2,4-triazoles delivered N-aryl-1,2,4-triazoles. These new

Aromatic N-arylations catalyzed by copper-anchored porous zinc-based metal-organic framework under heterogeneous conditions

A highly porous Zn-based metal-organic framework (MOF) IRMOF-3 was covalently decorated with pyridine-2-aldehyde. The free amine group of IRMOF-3 upon condensation with pyridine-2-aldehyde affords a bidentate Schiff-base moiety in the porous matrix. The Schiff base moieties are availed to anchor copper(II) ions to display the catalyst's utility towards catalytic reactions. The catalyst was characterized by UV/Vis and IR spectroscopy, powder XRD spectrometry, SEM energy-dispersive X-ray spectrometry, and nitrogen sorption measurements. The catalyst exhibits excellent activity in catalyzing the N-arylation reaction of nitrogen-containing heterocycles with aryl bromides in DMSO medium, under mild condition (90°C) in the presence of Cs 2CO3. The porous catalyst demonstrates size selectivity towards substrate as a result of the presence of active sites inside the pores of the MOF. The anchored complex seems to be not leached or decomposed during the catalytic reactions up to five successive catalytic cycles, demonstrating practical advantages over homogeneous catalysis.

Synthesis and antitumor activity of 1,5-disubstituted 1,2,4-triazoles as cis-restricted combretastatin analogues

A series of 1-aryl-5-(3′,4′,5′-trimethoxyphenyl) derivatives and their related 1-(3′,4′,5′-trimethoxyphenyl)-5- aryl-1,2,4-triazoles, designed as cis-restricted combretastatin analogues, were synthesized and evaluated for antiproliferative activity, inhibitory effects on tubulin polymerization, cell cycle effects, and apoptosis induction. Their activity was greater than, or comparable with, that of the reference compound CA-4. Flow cytometry studies showed that HeLa and Jurkat cells treated with the most active compounds 4l and 4o were arrested in the G2/M phase of the cell cycle in a concentration dependent manner. This effect was accompanied by apoptosis of the cells, mitochondrial depolarization, generation of reactive oxygen species, activation of caspase-3, and PARP cleavage. Compound 4l was also shown to have potential antivascular activity, since it induced endothelial cell shape change in vitro and disrupted the sprouting of endothelial cells in the chick aortic ring assay.

3-AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS VANILLOID RECEPTOR LIGANDS

The present invention relates to 3-azabicyclo[3.1.0]hexane derivatives, which are useful as vanilloid receptor (VR) ligands, methods of treating diseases, conditions and/or disorders modulated by vanilloid receptors with them, and processes for preparing them.

The Reaction of Some N-(Nitrophenyl)azoles with Alkali: Preparation of the Corresponding Azoxybenzenes. X-Ray Structure of 2,2'-Bis(1'',2'',4''-triazol-1''-yl)azoxybenzene

The reactions of some representative N-(nitrophenyl)azoles with boiling aqueous ethanolic potassium hydroxide solution gave the corresponding bis(azolyl)azoxybenzenes.It is deduced that, in these reactions, the N-attached azolyl groups concerned are acting as weak electron-withdrawing groups.The structure of 2,2'-bis(1'',2'',4''-triazol-1''-yl)azoxybenzene was determined in the solid state by X-ray crystallography.The monoclinic crystals belong to the space group P21/c with a 8.815(1), b 7.863(1), c 11.836(1) Angstroem, β 109.96(1) deg and Z 2.The structure was refined to an R index of 0.041 for 1172 observed terms.The midpoint of the exocyclic N=N bond lies on an inversion centre so that the azoxy oxygen is statistically distributed between two sites.The benzene ring atoms are coplanar to within experimental error, as are the triazole ring atoms, and the dihedral angle between the perpendiculars to the two rings is 35.3(3) deg.