4329-78-6

Basic information

• Product Name: 3,5-dipyridyl-1,2,4-triazole
• Synonyms: 3,5-dipyridyl-1,2,4-triazole;Topiroxostat Impurity 8;Topiroxostat impurity I;4-(3-pyridin-4-yl-1H-1,2,4-triazol-5-yl)pyridine;3,5-bis(4-pyridyl)-1,2,4-triazolyl
• CAS NO: 4329-78-6
• Molecular Formula: C₁₂H₉N₅
• Molecular Weight: 223.23336
• Mol File: 4329-78-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 286-289 °C
• Boiling Point: 525.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.303±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 7.99±0.10(Predicted)
• CAS DataBase Reference: 3,5-dipyridyl-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dipyridyl-1,2,4-triazole(4329-78-6)
• EPA Substance Registry System: 3,5-dipyridyl-1,2,4-triazole(4329-78-6)

Safety Data

• Hazardous Substances Data: 4329-78-6(Hazardous Substances Data)

Usage

Uses

4,4''-(1H-1,2,4-Triazole-3,5-diyl)bis[pyridine] is used as a corrosion inhibitor for mild steel in hydrochloric acid medium and studied for its correlation between electronic structure and inhibition efficiency.

Upstream product

• 38634-05-8 3,5-di(pyridin-4-yl)-4H-1,2,4-triazol-4-amine 
• 41050-96-8 pyridine-4-methylimine acid ethyl ester 
• 100-48-1 pyridine-4-carbonitrile 
• 54-85-3 isoniazid 
• 2196-13-6 pyridine-4-carbothioamide 
• 445218-61-1 C₁₂H₁₁N₅O 
• 55-22-1 pyridine-4-carboxylic acid 

Downstream Products

• 1146561-03-6 [Co(3,5-bis(4-pyridyl)-1H-1,2,4-triazole)(1,3-phenylenediacetate)(H₂O)]n 
• 1146612-14-7 [Co(3,5-bis(4-pyridyl)-1H-1,2,4-triazole)(phthalate)]n 
• 1404070-03-6 C₈H₄O₄^(2-)*C₁₂H₉N₅*Cu⁽²⁺⁾ 
• 1359996-88-5 [Zn(cis-4-cyclohexene-1,2-dicarboxylate)(1H-3,5-bis(4-pyridyl)-1,2,4-triazole)]n 
• 36769-61-6 1-benzenesulfonyl-3,5-di-pyridin-4-yl-1H-[1,2,4]triazole 
• 55391-37-2 4,4'-(1-benzyl-1H-[1,2,4]triazole-3,5-diyl)-bis-pyridine 

Relevant articles and documents

Cobalt(II) coordination polymers built on isomeric dipyridyl triazole ligands with pyromellitic acid: Synthesis, characterization and their effects on the thermal decomposition of ammonium perchlorate

Three new cobalt(II) coordination compounds, [Co(3,3′-Hbpt) 2(H2pm)(H2O)2]·2H 2O (1), [Co(4,4′-Hbpt)(pm)0.5(H2O)] ·3H2O (2) and [Co(3,4′-Hbpt)(pm)0.5(H 2O)3]·2H2O (3) (3,3′-Hbpt = 3,5-bis(3-pyridyl)-1H-1,2,4-triazole; 4,4′-bpt = 3,5-bis(4-pyridyl)-1H-1, 2,4-triazole, 3,4′-Hbpt = 3-(3-pyridyl)-5-(4′-pyridyl)-1H-1,2,4- triazole and H4pm = pyromellitic acid) have been synthesized by hydrothermal reactions. Single-crystal X-ray diffraction reveals that compound 1 has a one-dimensional (1D) chain network, 2 exhibits a four-connected three-dimensional (3D) structure with 1D open channels encapsulated by water molecules, while 3 displays a regular two-dimensional (2D) architecture connected through 1D metal helical chains. In addition, the efficacy of compounds 1-3 as additives to promote the thermal decomposition of ammonium perchlorate (AP) is explored by differential scanning calorimetry (DSC).

Discovery of 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051-a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia

Our previous study identified 2-[2-(2-methoxy-ethoxy)-ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]triazol-3-yl]-benzonitrile (2) as a safe and potent xanthine oxidoreductase (XOR) inhibitor for the treatment of hyperuricemia. Here, we synthesized a series of 3,5-dipyridyl-1,2,4-triazole derivatives and, in particular, examined their in vivo activity in lowering the serum uric acid levels in rats. As a result, we identified 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (FYX-051, compound 39) to be one of the most potent XOR inhibitors; it exhibited an extremely potent in vivo activity, weak CYP3A4-inhibitory activity and a better pharmacokinetic profile than compound 2. Compound 39 is currently being evaluated in a phase 2 clinical trial.

4-Trifluoromethylimidazoles and 5-(4-pyridyl)-1,2,4-triazoles, new classes of xanthine oxidase inhibitors.

The syntheses of a number of 2-substituted 4-trifluoromethylimidazoles and 3-substituted 5-(4-pyridyl)-1,2,4-triazoles are described. The trifluoromethylimidazoles were prepared from 3,3-dibromo-1,1,1-trifluoroacetone after hydrolysis with aqueous sodium acetate solution and condensation with an aldehyde in the presence of ammonia. Basic hydrolysis of the trifluoromethyl group was found to provide a facile method for the synthesis of imidazole-4-carboxylic acids. In the imidazole series a 2-aryl substituent and a free imino group were required for xanthine oxidase inhibitory activity. The triazoles were obtained through the reaction of an aroylhydrazine and an imino ether followed by thermal ring closure of the intermediate acylamidrazone. As in the imidazole series, a free imino group is an absolute requirement for in vitro activity. Additional structure-activity relationships of these compounds are presented.