32515-07-4

Usage

Uses

Used in Pharmaceutical Industry:
1-Benzyl-4-phenyl-1H-1,2,3-triazol-5-amine is used as a building block for the development of new pharmaceuticals due to its potential biological activity and diverse pharmacological properties. Its unique structure allows for the design of drugs targeting various diseases, including fungal and bacterial infections, as well as cancer.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1-benzyl-4-phenyl-1H-1,2,3-triazol-5-amine serves as a key compound for studying the structure-activity relationships of triazole derivatives. This helps researchers understand how modifications to the compound's structure can influence its biological activity and therapeutic potential.
Used in Drug Discovery:
1-Benzyl-4-phenyl-1H-1,2,3-triazol-5-amine is utilized in drug discovery processes to identify novel therapeutic agents with improved efficacy and safety profiles. Its exploration can lead to the development of drugs with enhanced pharmacokinetic and pharmacodynamic properties, ultimately benefiting patients in need of effective treatments.

InChI:InChI=1/C15H14N4/c16-15-14(13-9-5-2-6-10-13)17-18-19(15)11-12-7-3-1-4-8-12/h1-10H,11,16H2

Upstream product

• 140-29-4 phenylacetonitrile 
• 622-79-7 benzyl azide 
• 108841-95-8 benzyl-(5-phenyl-1H-[1,2,3]triazol-4-yl)-amine 
• 107-21-1 ethylene glycol 

Downstream Products

• 108841-95-8 benzyl-(5-phenyl-1H-[1,2,3]triazol-4-yl)-amine 

Relevant academic research and scientific papers

One-Pot Synthesis of 5-Amino-1,2,3-triazole Derivatives via Dipolar Azide?Nitrile Cycloaddition and Dimroth Rearrangement under Solvent-Free Conditions

An efficient one-pot methodology for the preparation of 5-amino-1,2,3-triazole derivatives based on the combination of dipolar azide?nitrile cycloaddition with Dimroth rearrangement under solvent-free conditions has been developed.

Azide-acetonitrile "click" reaction triggered by Cs2CO3: The atom-economic, high-yielding synthesis of 5-amino-1,2,3-triazoles

Medicinally important 5-amino-1,2,3-triazoles were synthesized using a novel Cs2CO3-catalyzed azide-acetonitrile[3 + 2]-cycloaddition. Aryl azides and aryl acetonitriles were employed in this transformation resulting in excellent yie

An Improved Procedure for the Preparation of 1-Benzyl-1H-1,2,3-triazoles from Benzyl Azides.

A procedure for the preparation of substituted 1-benzyl-1H-1,2,3-triazoles from benzyl azides under very mild conditions is described.The method provides improved yields and extends the scope of the Dimroth Reaction to other types of active methylene compound to those previously used.Benzyl azides react with active methylene compounds in dimethyl sulphoxide catalysed by potassium carbonate at 35-40 deg C to give 1H-1,2,3-triazoles usually in good yield.Acetonitrile derivatives gave 5-amino-1H-1,2,3-triazoles whereas diethyl malonate gave 5-hydroxy-1H-1,2,3-triazoles. 1H-1,2,3-Triazole-4-carboxylate esters and 1H-1,2,3-triazole-4-ketones were obtained from ethyl acetoacetate and β-diketones respectively.Benzyl methyl ketone reacted to give 5-methyl-4-phenyl-1H-1,2,3-triazole, but acetone and acetophenone failed to react.Other active methylene compounds which did not react under these reaction conditions included ethyl cyanoacetate, ethyl fluoroacetate and ethyl nitroacetate.