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  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696
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Professional Introduction to 3,5-dimethylpyridine-4-carbaldehyde (CAS No. 201286-64-8)

3,5-dimethylpyridine-4-carbaldehyde, with the chemical formula C₉H₁₀O and CAS number 201286-64-8, is a significant intermediate in the field of organic synthesis and pharmaceutical chemistry. This compound belongs to the pyridine derivative family, characterized by a nitrogen atom incorporated into a six-membered aromatic ring. The presence of two methyl groups at the 3-position and a formyl group at the 4-position imparts unique reactivity and makes it a valuable building block for various synthetic applications.

The structure of 3,5-dimethylpyridine-4-carbaldehyde exhibits distinct electronic properties due to the electron-withdrawing nature of the aldehyde group and the electron-donating effects of the methyl substituents. This balance allows the compound to participate in a wide range of chemical transformations, including condensation reactions, reduction, and oxidation processes. These properties have made it a focal point in the development of novel heterocyclic compounds, which are increasingly relevant in medicinal chemistry.

In recent years, 3,5-dimethylpyridine-4-carbaldehyde has garnered attention for its role in synthesizing biologically active molecules. The aldehyde functionality provides a versatile handle for further functionalization, enabling the construction of complex scaffolds that mimic natural products or drug-like entities. Researchers have leveraged this compound to develop novel ligands for metal-organic frameworks (MOFs) and catalysts, demonstrating its utility beyond traditional pharmaceutical applications.

One of the most compelling aspects of 3,5-dimethylpyridine-4-carbaldehyde is its application in the synthesis of pharmacologically relevant compounds. For instance, studies have shown that derivatives of this molecule can serve as precursors to kinase inhibitors, which are critical in treating cancers and inflammatory diseases. The pyridine core is a common motif in many drugs due to its ability to interact with biological targets through hydrogen bonding and hydrophobic interactions. The specific arrangement of substituents in 3,5-dimethylpyridine-4-carbaldehyde enhances its potential as a scaffold for drug discovery.

Recent advancements in computational chemistry have further highlighted the importance of 3,5-dimethylpyridine-4-carbaldehyde. Molecular modeling studies suggest that modifications to this compound can fine-tune its binding affinity to biological targets. For example, computational screening has identified that certain analogs exhibit enhanced activity against enzymes involved in metabolic pathways relevant to neurodegenerative diseases. These findings underscore the compound's significance as a starting point for structure-activity relationship (SAR) studies.

The synthetic pathways involving 3,5-dimethylpyridine-4-carbaldehyde have also seen significant innovation. Modern techniques such as transition-metal-catalyzed cross-coupling reactions and asymmetric synthesis have enabled more efficient and selective preparations of this intermediate. These methods not only improve yield but also allow for greater control over stereochemistry, which is crucial for developing enantiomerically pure drugs with improved pharmacokinetic profiles.

In addition to its pharmaceutical applications, 3,5-dimethylpyridine-4-carbaldehyde has found utility in materials science. Its ability to act as a monomer or cross-linking agent makes it valuable in creating polymers with specific functionalities. For instance, polymers derived from this compound have been explored for their potential use in organic electronics due to their electron-deficient nature and ability to form stable conjugated systems.

The environmental impact of synthesizing and utilizing 3,5-dimethylpyridine-4-carbaldehyde is another area of growing interest. Green chemistry principles have guided efforts to develop more sustainable synthetic routes that minimize waste and reduce energy consumption. Catalytic processes that employ recyclable ligands or renewable feedstocks are being actively investigated to align with global sustainability goals.

Future research directions for 3,5-dimethylpyridine-4-carbaldehyde may include exploring its role in photopharmacology—where light-sensitive drugs are designed to release active molecules upon irradiation. The pyridine ring's photochemical properties could be harnessed to create drugs that exhibit temporal control over their activity, offering new therapeutic possibilities.

In conclusion, 3,5-dimethylpyridine-4-carbaldehyde (CAS No. 201286-64-8) is a multifaceted compound with broad applications across synthetic chemistry, pharmaceuticals, and materials science. Its unique structural features make it an indispensable tool for researchers seeking to develop innovative solutions in drug discovery and advanced materials. As scientific understanding evolves, the potential uses for this compound are likely to expand further, reinforcing its importance in modern chemical research.

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• 127406-10-4(Benzaldehyde,4-(1,6-dihydro-6-oxo-3-pyridinyl)-)
• 51227-28-2(4-methyl-3-pyridinecarboxaldehyde)
• 544703-96-0(3,5-dimethylpyridine-4-carboxylic acid)
• 74663-96-0(3-methylpyridine-4-carbaldehyde)
• 100910-66-5(5-methylpyridine-3-carbaldehyde)
• 176690-44-1(2-Pyridin-3-yl-benzaldehyde)
• 71189-73-6(3,5-Pyridinedicarboxaldehyde,4-methyl-)
• 51361-98-9(1H-Pyrrole-3,4-dicarbaldehyde)
• 1038393-91-7(4-methyl-1H-pyrrole-3-carbaldehyde)