2746-44-3

Basic information

• Product Name: 1,2,4-Triazolo[4,3-a]pyridine, 3-(4-methoxyphenyl)-
• CAS NO: 2746-44-3
• Molecular Formula: C13H11N3O
• Molecular Weight: 225.25
• Mol File: 2746-44-3.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 1,2,4-Triazolo[4,3-a]pyridine, 3-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazolo[4,3-a]pyridine, 3-(4-methoxyphenyl)-(2746-44-3)
• EPA Substance Registry System: 1,2,4-Triazolo[4,3-a]pyridine, 3-(4-methoxyphenyl)-(2746-44-3)

Safety Data

• Hazardous Substances Data: 2746-44-3(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic compound

Structure

Contains a triazolopyridine ring system and a 4-methoxyphenyl substituent

Applications

Medicinal and pharmaceutical research as a potential drug candidate

Therapeutic uses

Potential applications in anti-inflammatory or anti-cancer agents

Importance

Valuable building block for the synthesis of novel chemical entities with potential biological activity

Upstream product

• 637-69-4 4-Methoxystyrene 
• 4930-98-7 pyrid-2-ylhydrazine 
• 110-86-1 pyridine 
• 123-11-5 4-methoxy-benzaldehyde 
• 7099-91-4 p-methoxybenzoylformic acid 
• 5874-09-9 methyl (4-methoxyphenyl)carbodithioate 
• 100-09-4 4-methoxybenzoic acid 
• 274-80-6 [1,2,4]triazolo[4,3-a]pyridine 
• 696-62-8 para-iodoanisole 
• 54998-29-7 ethyl 4-methoxybenzimidate hydrochloride 
• 62437-99-4 2-hydrazinylpyridine dihydrochloride 
• 109-09-1 2-chloropyridine 
• 302935-29-1 C₁₃H₁₃N₃O₂ 
• 560101-31-7 (E)-N-(4-methoxybenzylidene)-N'-(2-pyridyl)hydrazine 

Relevant articles and documents

TBAI/TBHP-Catalyzed Synthesis of [1,2,4]Triazolo[4,3-a]pyridines and 3,5-Diaryl-1,2,4-oxadiazoles via Oxidative Cleavage of C=C Double Bond

Abstract: A simple and efficient protocol has been described for the synthesis of [1,2,4]triazolo[4,3-a]pyri-dines and 3,5-disubstituted-1,2,4-oxadiazoles by reacting 2-hydrazinylpyridine and benzamidoximes, respec-tively, with styrenes via TBAI/TBHP-mediated oxidative cleavage of C=C bond under ligand- and metal-free conditions.

A Convenient One-pot Synthesis of N-Fused 1,2,4-Triazoles via Oxidative Cyclization Using Trichloroisocyanuric Acid

A facile one-pot synthesis of N-fused 1,2,4-triazoles from heterocyclic hydrazines and aldehydes is reported. The reaction is efficiently promoted by trichloroisocyanuric acid to afford the desired products mostly in high yields and in relatively short time. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities.

Electrochemical synthesis of 1,2,4-triazole-fused heterocycles

A reagent-free intramolecular dehydrogenative C-N cross-coupling reaction has been developed under mild electrolytic conditions. In this atom- and step-economical one-pot process, valuable 1,2,4-triazolo[4,3-a]pyridines and related heterocyclic compounds could be synthesized efficiently from commercially available aliphatic or (hetero)aromatic aldehydes and 2-hydrazinopyridines. Various functional groups are compatible with this metal- and oxidant-free protocol which can be carried out on a gram scale easily. This novel method was applied to the synthesis of one of the top-selling drugs Xanax and late stage functionalization for generating chemical diversity in biologically relevant lead molecules.