14803-99-7

Usage

Uses

Used in Biochemistry and Pharmacology:
3-(4-Pyridinyl)-1H-1,2,4-triazole is used as a substrate for the detection of enzymes such as peroxidases, facilitating the study of enzyme activity and function.
Used in Epilepsy Research:
3-(4-Pyridinyl)-1H-1,2,4-triazole is used as a seizure-inducing agent in animal models, aiding in the investigation of epilepsy and the development of potential treatments.
Used as a Chemical Intermediate:
3-(4-Pyridinyl)-1H-1,2,4-triazole serves as a chemical intermediate in the synthesis of pharmaceuticals and agrochemicals, contributing to the creation of new compounds with therapeutic or agricultural applications.
Used in Drug Development:
3-(4-Pyridinyl)-1H-1,2,4-triazole has potential applications in the development of new drugs for the treatment of various diseases, owing to its unique chemical structure and properties.
It is important to handle 3-(4-Pyridinyl)-1H-1,2,4-triazole with caution due to its potentially hazardous nature.

InChI:InChI=1/C7H6N4/c1-3-8-4-2-6(1)7-9-5-10-11-7/h1-5H,(H,9,10,11)

Upstream product

• 1351515-83-7 4-(5-(prop-2-ynylthio)-4H-1,2,4-triazol-3-yl)pyridine 
• 1477-24-3 3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione 
• 71565-87-2 N-(dimethylaminomethylene)pyridine-4-carboxamide 
• 1453-82-3 isonicotinamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 14397-24-1 2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide 
• 1477-24-3 5-[4]pyridyl-1,2-dihydro-[1,2,4]triazole-3-thione 

Downstream Products

• 1351515-84-8 4-(4-(4-methoxybenzyl)-4H-1,2,4-triazol-3-yl)pyridine 

Relevant academic research and scientific papers

Liganding Functional Tyrosine Sites on Proteins Using Sulfur-Triazole Exchange Chemistry

Tuning reactivity of sulfur electrophiles is key for advancing click chemistry and chemical probe discovery. To date, activation of the sulfur electrophile for protein modification has been ascribed principally to stabilization of a fluoride leaving group (LG) in covalent reactions of sulfonyl fluorides and arylfluorosulfates. We recently introduced sulfur-triazole exchange (SuTEx) chemistry to demonstrate the triazole as an effective LG for activating nucleophilic substitution reactions on tyrosine sites of proteins. Here, we probed tunability of SuTEx for fragment-based ligand discovery by modifying the adduct group (AG) and LG with functional groups of differing electron-donating and -withdrawing properties. We discovered the sulfur electrophile is highly sensitive to the position of modification (AG versus LG), which enabled both coarse and fine adjustments in solution and proteome activity. We applied these reactivity principles to identify a large fraction of tyrosine sites (～30%) on proteins (～44%) that can be liganded across >1500 probe-modified sites quantified by chemical proteomics. Our proteomic studies identified noncatalytic tyrosine and phosphotyrosine sites that can be liganded by SuTEx fragments with site specificity in lysates and live cells to disrupt protein function. Collectively, we describe SuTEx as a versatile covalent chemistry with broad applications for chemical proteomics and protein ligand discovery.

Design, synthesis, and biological activity of novel tetrahydropyrazolopyridone derivatives as FXa inhibitors with potent anticoagulant activity

A series of novel tetrahydropyrazolopyridone derivatives containing 1,3,4-triazole, triazolylmethyl, and partially saturated heterocyclic moieties as P2 binding element was designed, synthesized, and evaluated in vitro for anticoagulant activity in human and rabbit plasma. All compounds showed moderate to significant potency, and compounds 15b, 15c, 20b, 20c, and 22b were further examined for their inhibitory activity against human FXa in vitro. While compounds 15c and 22b were tested for rat venous thrombosis in vivo. The most promising compound 15c, with an IC50 (FXa) value of 0.14?μM and 98% inhibition rate, warranted further investigation as an FXa inhibitor.

HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF

Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and metabolic disorders, including, but not limited to, e.g., neurological disorders, psychosis, schizophrenia, obesity, and diabetes