[1,2,4]Triazolo[4,3-a]pyridine-3-carboxylic acid 98% Purity CAS 5543-08-8 Research Grade Fused Triazolo-pyridine Building Block for Kinase Inhibitor a

Product Overview

[1,2,4]Triazolo[4,3-a]pyridine-3-carboxylic acid (CAS 5543-08-8) is a high‑purity fused heterocyclic building block featuring a triazole ring fused to a pyridine ring. The presence of the carboxylic acid functionality at the 3‑position provides a versatile handle for further derivatization through amidation and esterification reactions. The molecular formula is C₇H₅N₃O₂ with a molecular weight of 163.13 g/mol. The triazolopyridine scaffold is a privileged structure in medicinal chemistry, serving as a bioisostere of purine bases, which enables potent binding to a variety of biological targets including kinases and other enzymes. Supplied at ≥98.0% purity, this research‑grade reagent is intended exclusively for scientific research purposes.

Synthetic Process

The synthesis of [1,2,4]triazolo[4,3-a]pyridine-3-carboxylic acid typically involves the condensation of 2‑hydrazinopyridine with an appropriate dicarbonyl compound or glyoxylic acid derivative, followed by cyclization. A representative procedure involves the reaction of 2‑hydrazinopyridine with ethyl glyoxylate, yielding an intermediate that undergoes cyclodehydration to form the fused triazolopyridine ring system. The ester intermediate is then hydrolyzed to the corresponding carboxylic acid. The crude product is purified by recrystallization or column chromatography to achieve ≥98% purity. The final product is rigorously characterized by HPLC, ¹H‑NMR, ¹³C‑NMR, and mass spectrometry.

Mechanism of Action

As a synthetic building block, [1,2,4]triazolo[4,3-a]pyridine-3-carboxylic acid serves as a versatile precursor for:

• Kinase Inhibitor Synthesis: The fused heterocyclic system can mimic the hydrogen‑bonding patterns of purine bases, enabling strong interactions with kinase hinge regions.

• Drug Discovery Programs: The scaffold's ability to serve as a hydrogen bond acceptor enables favorable interactions with biological targets.

• Medicinal Chemistry: The carboxylic acid group allows for the introduction of diverse substituents through amidation and esterification.

Quality Specifications

Packaging & Shipping

• Research quantities: Available in 1g, 5g, 10g, and 25g amber glass vials with PTFE‑lined caps.

• Bulk quantities: Available in 100g, 500g, and 1kg amber glass bottles.

• Shipping conditions: This product is not classified as dangerous goods under international transport regulations.

• Storage conditions: Store at 2‑8°C, protected from light and moisture .