Product Description
Imidazo[1,2-a]pyridine-6-carbaldehyde、116355-16-9
AI Product Description
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Imidazo[1,2-a]pyridine-6-carbaldehyde is a versatile heterocyclic building block widely utilized in modern organic synthesis and medicinal chemistry. Its molecular formula is C8H6N2O, reflecting a structure that combines the electron-rich imidazo[1,2-a]pyridine core with an aldehyde functional group at the sixth position. The Compound Registration Service (CAS) number for this specific chemical is 104539-76-2. This molecule serves as a critical intermediate for the development of novel pharmaceutical agents, agrochemicals, and advanced materials due to its unique reactivity profile.
The presence of the aldehyde moiety allows for diverse nucleophilic additions, including condensation reactions with amines to form Schiff bases or imines, which are common motifs in bioactive molecules. Furthermore, it readily participates in Wittig olefination, Knoevenagel condensations, and cycloaddition reactions, enabling the construction of complex polycyclic architectures. Researchers frequently employ this scaffold to synthesize kinase inhibitors, antitumor compounds, and antimicrobial agents, capitalizing on the biological activity often associated with fused nitrogen-containing heterocycles. In material science, derivatives of imidazo[1,2-a]pyridine-6-carbaldehyde are explored for their potential applications in optoelectronics, particularly as ligands for metal-organic frameworks or components in luminescent materials.
Commercially available from major chemical suppliers, high-purity grades of this compound are essential for laboratory-scale research and process development. Its stability under standard storage conditions makes it a convenient starting material for multi-step synthetic routes. The ability to fine-tune the electronic properties of the parent ring system through substitution at various positions further enhances its utility in structure-activity relationship studies. As drug discovery continues to prioritize heterocyclic scaffolds, Imidazo[1,2-a]pyridine-6-carbaldehyde remains a valuable tool for chemists aiming to expand the chemical space with functionally rich, biologically relevant structures. Whether used in academic investigations or industrial optimization, this aldehyde derivative bridges fundamental organic transformations with practical applications in health and technology sectors.