550364-01-7

Usage

Uses

Used in Pharmaceutical Industry:
3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE and 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE are used as building blocks for the synthesis of various pharmaceuticals due to their ability to contribute to the development of new drugs with unique molecular structures and potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, these compounds are utilized as intermediates in the synthesis of pesticides and other agrochemical products, leveraging their reactivity to create effective and novel agrochemical agents.
Used in Materials Science:
3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE and 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE are employed in the development of new materials, where their chemical properties can enhance the performance characteristics of the resulting materials, such as their stability, reactivity, or other specific properties relevant to material applications.
Used as Intermediates in Organic Synthesis:
These compounds serve as intermediates in organic synthesis, participating in various chemical reactions to form a wide range of organic compounds, which can be further utilized in different industries.
Used as Reagents in Chemical Reactions:
3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE and 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE function as reagents in a variety of chemical reactions, facilitating the transformation of other chemicals into desired products, which can be crucial in both research and industrial applications.

Upstream product

• 115665-97-9 3-[(E)-2-nitroethenyl]benzonitrile 
• 62248-92-4 3-cyano-β-nitrostyrene 
• 6136-68-1 3-acethylbenzonitrile 
• 190771-22-3 3-((trimethylsilyl)ethynyl)benzonitrile 
• 171290-53-2 3-ethynylbenzonitrile 
• 69113-59-3 3-iodobenzonitrile 
• 550364-00-6 3-(1-hydroxy-2-nitroethyl)benzonitrile 
• 24964-64-5 3-Cyanobenzaldehyde 

Relevant academic research and scientific papers

Direct Synthesis of 4-Aryl-1,2,3-triazoles via I2-Promoted Cyclization under Metal- And Azide-Free Conditions

We herein report an iodine-mediated formal [2 + 2 + 1] cyclization of methyl ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved

Method of catalytically synthesizing 4-aryl-NH-1,2,3-triazole derivative under microwave radiation

The invention discloses a method of catalytically synthesizing 4-aryl-NH-1,2,3-triazole derivative under microwave radiation. The method includes the steps of: successively adding substituted 2-nitroolefin, sodium azide, TfOH, and pyridine into a reaction

Direct Synthesis of N-Unsubstituted 4-Aryl-1,2,3-triazoles Mediated by Amberlyst-15

A highly efficient and effective method for the synthesis of N-unsubstituted 4-aryl-1,2,3-triazoles promoted by Amberlyst-15 is described. The promoter can be recycled and reused up to eight times without any reduction in its catalytic activity.

Rational design of 4-aryl-1,2,3-triazoles for indoleamine 2,3-dioxygenase 1 inhibition

Indoleamine 2,3-dioxygenase 1 (IDO1) is an important therapeutic target for the treatment of diseases such as cancer that involve pathological immune escape. Starting from the scaffold of our previously discovered IDO1 inhibitor 4-phenyl-1,2,3-triazole, we used computational structure-based methods to design more potent ligands. This approach yielded highly efficient low molecular weight inhibitors, the most active being of nanomolar potency both in an enzymatic and in a cellular assay, while showing no cellular toxicity and a high selectivity for IDO1 over tryptophan 2,3-dioxygenase (TDO). A quantitative structure-activity relationship based on the electrostatic ligand-protein interactions in the docked binding modes and on the quantum chemically derived charges of the triazole ring demonstrated a good explanatory power for the observed activities.

Discovery of novel heteroarylazoles that are metabotropic glutamate subtype 5 receptor antagonists with anxiolytic activity

The highly potent, selective, and brain-penetrant metabotropic glutamate subtype 5 (mGlu5) receptor antagonists 3-(5-pyridin-2-yl-2H-tetrazol-2-yl) benzonitrile (47) and 3-fluoro-5-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile (48) are reported. Compound 47 is active in the rat fear-potentiated startle (FPS) model of anxiety with ED50 = 5.4 mg/kg (po) when dosed acutely. In this model the anxiolytic effects of 47 rapidly tolerate on repeated dosing.