83417-23-6

Basic information

• Product Name: 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine
• Synonyms: 5-(pyridin-2-yl)-4h-1,2,4-triazol-3-amine;3-Amino-5-(2-pyridyl)-1,2,4-triazole;3-(pyridin-2-yl)-1H-1,2,4-triazol-5-amine
• CAS NO: 83417-23-6
• Molecular Formula: C₇H₇N₅
• Molecular Weight: 161.16
• Mol File: 83417-23-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 221 °C
• Boiling Point: 463.6 °C at 760 mmHg
• Flash Point: 265.2 °C
• Appearance: /
• Density: 1.401
• Vapor Pressure: 8.93E-09mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine(83417-23-6)
• EPA Substance Registry System: 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine(83417-23-6)

Safety Data

• Hazardous Substances Data: 83417-23-6(Hazardous Substances Data)

Usage

General Description

5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine is a chemical compound with the molecular formula C7H7N5. It is a member of the 1,2,4-triazole family, which is known for its diverse pharmacological activities. 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine is a potent inhibitor of the protein kinase CK2, which plays a crucial role in cell growth, proliferation, and survival. As a result, 5-(Pyridin-2-yl)-4H-1,2,4-triazol-3-amine has shown potential as a lead compound for developing anticancer drugs. Additionally, it has also demonstrated antibacterial and antifungal properties in various studies. Research on this compound is ongoing, and it holds promise for the development of new therapeutics for cancer and infectious diseases.

InChI:InChI=1/C7H7N5/c8-7-10-6(11-12-7)5-3-1-2-4-9-5/h1-4H,(H3,8,10,11,12)

Upstream product

• 98-98-6 2-Picolinic acid 
• 1354647-03-2 5-amino-3-(pyridin-2-yl)-1,2,4-triazole hydrochloride 
• 29745-44-6 pyridine-2-carbonyl chloride 
• 2834-84-6 aminoguanidine sulphate 
• 1937-19-5 1-aminoguanidine hydrochloride 
• 1452-63-7 picolinic acid hydrazide 
• 83417-22-5 picolinoylaminoguanidine 
• 2459-07-6 methyl pyridine-2-carboxylate 
• 79-17-4 aminoguanidine 
• 636-80-6 2-picolinic acid hydrochloride 

Relevant articles and documents

Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors

Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.

triAZOLOtriAZINE DERIVATIVES AS A2A RECEPTOR ANTAGONISTS

The present invention provides triazolotriazine derivatives of formula (1) as A2A receptor antagonists. Compounds of formula (1) and pharmaceutical compositions including the compounds can be used for the treatment of disorders related to A2A receptor hyperfunctioning, such as certain types cancers. Compounds of formula (1) and methods of preparing the compounds are disclosed in the invention.

3-Aryl/Heteroaryl-5-amino-1-(3′,4′,5′-trimethoxybenzoyl)-1,2,4-triazoles as antimicrotubule agents. Design, synthesis, antiproliferative activity and inhibition of tubulin polymerization

Many natural and synthetic substances are known to interfere with the dynamic assembly of tubulin, preventing the formation of microtubules. In our search for potent and selective antitumor agents, a novel series of 1-(3′,4′,5′-trimethoxybenzoyl)-5-amino-1,2,4-triazoles were synthesized. The compounds had different heterocycles, including thiophene, furan or the three isomeric pyridines, and they possessed a phenyl ring bearing electron-releasing or electron-withdrawing substituents at the 3-position of the 5-amino-1,2,4-triazole system. Most of the twenty-two tested compounds showed moderate to potent antiproliferative activities against a panel of solid tumor and leukemic cell lines, with four (5j, 5k, 5o and 5p) showing strong antiproliferative activity (IC50 50 values 2-100-fold lower for Jurkat and RS4;11 cells than those for the three lines derived from solid tumors (HeLa, HT-29 and MCF-7 cells). Compound 5k strongly inhibited tubulin assembly, with an IC50 value of 0.66 μM, half that obtained in simultaneous experiments with CA-4 (IC50 = 1.3 μM).