• 1. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
  Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi Cao Analyst, 2014,139, 3588-3592
• 2. Excited-state proton-coupled electron transfer within ion pairs?
  Gerald J. Meyer,Leif Hammarstr?m Chem. Sci., 2020,11, 3460-3473
• 3. Fc microparticles can modulate the physical extent and magnitude of complement activity?
  David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
• 4. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 5. Enabling non-flammable Li-metal batteries via electrolyte functionalization and interface engineering?
  Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Pyridinecarboxylic acids

Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate (CAS No. 109880-39-9): A Key Intermediate in Modern Pharmaceutical Synthesis

Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate, identified by its CAS number 109880-39-9, is a significant intermediate in the synthesis of various pharmaceutical compounds. This compound, featuring a pyridine core with functional groups that include a hydroxymethyl and a methoxy substituent, has garnered attention in recent years due to its versatile applications in drug development.

The structural attributes of Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate make it a valuable building block for medicinal chemists. The presence of both the hydroxymethyl (-CH?OH) and methoxy (-OCH?) groups provides multiple sites for further functionalization, enabling the creation of complex molecular architectures. This flexibility is particularly advantageous in the design of novel therapeutic agents targeting various biological pathways.

In recent years, there has been a surge in research focusing on pyridine derivatives due to their prevalence in bioactive molecules. Pyridine-based scaffolds are integral to numerous drugs on the market, including antiviral, antibacterial, and anticancer agents. The compound Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate serves as a precursor for synthesizing more intricate structures, making it indispensable in synthetic organic chemistry.

One of the most compelling applications of this compound is in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is associated with several diseases, including cancer. Researchers have leveraged the structural features of Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate to design molecules that selectively inhibit specific kinases, thereby offering potential therapeutic benefits. For instance, studies have demonstrated its utility in generating inhibitors targeting tyrosine kinases, which are pivotal in cancer progression.

The hydroxymethyl group in Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate allows for further derivatization through etherification or esterification reactions. This property has been exploited to create prodrugs or conjugates that enhance drug delivery and bioavailability. Additionally, the methoxy group can participate in nucleophilic substitution reactions, enabling the introduction of diverse substituents at different positions on the pyridine ring.

The synthesis of Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate typically involves multi-step organic transformations starting from readily available pyridine derivatives. Advanced synthetic methodologies, such as cross-coupling reactions and catalytic hydrogenation, have been employed to construct the desired framework efficiently. These synthetic routes not only highlight the compound's synthetic utility but also showcase the progress in modern organic synthesis techniques.

In academic research, Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate has been utilized as a model substrate to explore novel catalytic systems. For example, researchers have investigated its transformation using transition metal catalysts to develop greener and more sustainable synthetic protocols. Such efforts align with the broader goal of reducing the environmental impact of pharmaceutical manufacturing while maintaining high yields and purity standards.

The pharmaceutical industry has also recognized the potential of Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate as a key intermediate for developing next-generation therapeutics. Its incorporation into drug candidates has led to compounds with improved pharmacokinetic properties and enhanced binding affinity to target proteins. This underscores its importance not only as a synthetic tool but also as a component in drug discovery programs aimed at addressing unmet medical needs.

The versatility of Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate extends beyond its role as an intermediate; it also serves as a reference compound for analytical studies. High-resolution spectroscopic techniques, such as NMR and mass spectrometry, have been employed to elucidate its structure and confirm its purity. These analytical methods are critical for ensuring that pharmaceutical intermediates meet stringent regulatory requirements before being advanced into clinical trials.

Ongoing research continues to uncover new applications for Methyl 6-(hydroxymethyl)-4-methoxypyridine-2-carboxylate across different domains of chemistry and medicine. Its potential as a scaffold for designing bioactive molecules remains a focal point for medicinal chemists seeking innovative solutions to complex therapeutic challenges. As our understanding of molecular interactions deepens, compounds like this are poised to play an increasingly pivotal role in shaping the future of drug development.

• 473269-77-1(Methyl 4-hydroxypicolinate)
• 19872-93-6(2,6-pyridinedicarboxylic acid, 4-methoxy-, dimethyl ester)
• 71777-70-3(Ethyl4-ethoxy-2-pyridinecarboxylate)
• 29681-43-4(Methyl 4-Methoxypicolinate)
• 52062-26-7(4-methoxypyridine-2,6-dicarboxylic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)