1453-81-2

Basic information

• Product Name: 1-Phenyl-1H-1,2,3-triazole
• Synonyms: 1-Phenyl-1H-1,2,3-triazole
• CAS NO: 1453-81-2
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.1613
• Mol File: 1453-81-2.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 280.2°Cat760mmHg
• Flash Point: 123.2°C
• Appearance: /
• Density: 1.16g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1-Phenyl-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1H-1,2,3-triazole(1453-81-2)
• EPA Substance Registry System: 1-Phenyl-1H-1,2,3-triazole(1453-81-2)

Safety Data

• Hazardous Substances Data: 1453-81-2(Hazardous Substances Data)

Usage

Description

1-Phenyl-1H-1,2,3-triazole is an organic compound characterized by its molecular formula C9H7N3. It is an aromatic azole compound that features a 1,2,3-triazole ring fused with a phenyl group. This versatile chemical is widely utilized in the synthesis of pharmaceuticals, agrochemicals, and materials science, showcasing its importance in various chemical and biochemical applications.

Uses

Used in Pharmaceutical Synthesis:
1-Phenyl-1H-1,2,3-triazole serves as a key intermediate in the development of pharmaceuticals, contributing to the formation of triazolyl-containing compounds that possess potential therapeutic properties.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-Phenyl-1H-1,2,3-triazole is employed as a building block for the creation of novel compounds with pesticidal or herbicidal activities, enhancing crop protection and yield.
Used in Materials Science:
1-Phenyl-1H-1,2,3-triazole is utilized in the field of materials science for the synthesis of advanced materials with unique properties, such as those with potential applications in electronics, optics, or as specialty coatings.
Used in Organic Synthesis:
As a versatile component in organic synthesis, 1-Phenyl-1H-1,2,3-triazole is used in the formation of various triazolyl-containing compounds, which can exhibit a range of chemical and biological activities.
Used as a Ligand in Metal-Catalyzed Reactions:
1-Phenyl-1H-1,2,3-triazole also functions as a ligand in metal-catalyzed reactions, facilitating the synthesis of complex organic molecules with improved efficiency and selectivity.
Used in Anticancer Research:
1-Phenyl-1H-1,2,3-triazole has been investigated for its potential biological activities, particularly as a promising anticancer agent. Its study contributes to the discovery of new therapeutic agents for the treatment of various types of cancer.
Overall, 1-Phenyl-1H-1,2,3-triazole is a multifaceted compound with applications spanning across different industries, highlighting its significance in modern chemical research and development.

Upstream product

• 622-37-7 Phenyl azide 
• 74-86-2 acetylene 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 62-53-3 aniline 
• 208645-11-8 N-methanesulfonic 2,2-dichloroethylidene Hydrazide 
• 288-36-8 1,2,3-triazole 
• 2996-92-1 phenyl trimethylsiloxane 
• 75-20-7 calcium carbide 
• 98-80-6 phenylboronic acid 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 471-25-0 Propiolic acid 
• 71-43-2 benzene 
• 677-25-8 ethylenesulfonyl fluoride 
• 115-19-5 2-methyl-but-3-yn-2-ol 

Downstream Products

• 3198-98-9 dimethyl 1-phenyl-1H-pyrazole-3,4-dicarboxylate 
• 173654-00-7 5-[(1R,2S)-2-(3,4-dichlorophenyl)-1-hydroxy-4-pentenyl]-1-phenyl-1,2,3-(1H)-triazole 
• 1072456-82-6 2,6-bis(3-phenyl-1H-1,2,3-triazol-5-yl)pyridine 
• 4874-85-5 1,5-diphenyl-1H-1,2,3-triazole 
• 31802-50-3 5-(4-nitrophenyl)-1-phenyl-1H-1,2,3-triazole 
• 63777-76-4 1-(4-fluoro-phenyl)-2-[1,2,3]triazol-1-yl-ethanone 
• 869336-36-7 5-(naphthalen-1-yl)-1-phenyl-1H-1,2,3-triazole 

Relevant articles and documents

Phosphorescent cationic iridium(III) complexes with cyclometalating 1H-indazole and 2H-[1,2,3]-triazole ligands

Two new cationic iridium(III) complexes with cyclometalating 1-phenylindazole or 2-phenyl-1,2,3-triazole ligands, [(C^N)2Ir(4, 4′-di-tert-butyl-2,2′-dipyridyl)](PF6), exhibit yellow or green phosphorescence with quantum yields and ex

Cycloaddition Reactions of in situ Generated C2D2 in Dioxane: Efficient Synthetic Approach to D2-Labeled Nitrogen Heterocycles

In this work, an universal synthetic approach for the synthesis of D2-labeled nitrogen heterocycles based on cycloaddition reactions of in situ generated dideuteroacetylene is reported. A key feature of this method is the use of 1,4-dioxane as

Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants

We describe a photocatalytic system that reveals latent photooxidant behavior from one of the most reducing conventional photoredox catalysts, N-phenylphenothiazine (PTH). This aerobic photochemical reaction engages difficult to oxidize feedstocks, such as benzene, in C(sp2)-N coupling reactions through direct oxidation. Mechanistic studies are consistent with activation of PTH via photooxidation and with Lewis acid cocatalysts scavenging inhibitors inextricably formed in this process.

Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-molecule Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallography to bind in the Keap1 Kelch binding pocket. Two hits were merged into compound 8 with a 220-380-fold stronger affinity (Ki = 16 μM) relative to the parent fragments. Systematic optimization resulted in several novel analogues with Ki values of 0.04-0.5 μM, binding modes determined by X-ray crystallography, and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.