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2-Methoxy-5-phenylpyridine-3-carboxylic acid (CAS No. 1214389-83-9): A Versatile Building Block in Modern Chemistry

In the realm of pharmaceutical intermediates and fine chemicals, 2-Methoxy-5-phenylpyridine-3-carboxylic acid (CAS No. 1214389-83-9) has emerged as a compound of significant interest. This heterocyclic carboxylic acid derivative combines the structural features of pyridine and phenyl rings with a methoxy substituent, creating a unique molecular architecture that serves as a valuable scaffold in drug discovery and material science.

The compound's systematic name, 2-methoxy-5-phenylnicotinic acid, reflects its precise chemical structure. With a molecular formula of C13H11NO3 and molecular weight of 229.23 g/mol, this white to off-white crystalline powder exhibits remarkable stability under standard conditions. Its pyridine-3-carboxylic acid core makes it particularly useful in coordination chemistry and metal-organic framework (MOF) synthesis, areas that have seen exponential growth in recent years due to applications in catalysis and gas storage.

Recent advances in heterocyclic compound synthesis have highlighted the importance of derivatives like 2-Methoxy-5-phenylpyridine-3-carboxylic acid. The pharmaceutical industry particularly values such structures because they often exhibit improved bioavailability compared to their non-heterocyclic counterparts. This compound serves as a key intermediate in the development of kinase inhibitors, a class of therapeutics that has revolutionized cancer treatment in the past decade.

The synthesis of CAS 1214389-83-9 typically involves palladium-catalyzed cross-coupling reactions, reflecting the growing trend toward more sustainable synthetic methodologies in organic chemistry. Researchers are particularly interested in optimizing these synthetic routes to improve yields and reduce environmental impact - a response to the increasing demand for green chemistry solutions in industrial applications.

From an analytical perspective, 2-Methoxy-5-phenylpyridine-3-carboxylic acid can be characterized using standard techniques including NMR spectroscopy (both 1H and 13C), mass spectrometry, and infrared spectroscopy. The compound typically shows characteristic peaks in the 1600-1700 cm-1 range in IR spectra due to the carboxylic acid functional group, while the aromatic protons appear between 7-8 ppm in 1H NMR spectra.

In material science applications, the pyridine carboxylic acid derivative demonstrates interesting properties when incorporated into coordination polymers. The compound's ability to act as both hydrogen bond donor (through the carboxylic acid group) and acceptor (via the pyridine nitrogen) makes it particularly valuable in crystal engineering. These properties align with current research trends focusing on designing functional materials with precisely controlled molecular architectures.

The solubility profile of 2-Methoxy-5-phenylpyridine-3-carboxylic acid makes it suitable for various reaction conditions. It shows moderate solubility in polar organic solvents like methanol, ethanol, and dimethyl sulfoxide (DMSO), while being less soluble in non-polar solvents. This characteristic is particularly advantageous in medicinal chemistry where solubility often determines a compound's drug-like properties.

Quality control specifications for CAS 1214389-83-9 typically require purity levels exceeding 98%, as determined by HPLC analysis. The compound's stability under normal storage conditions (room temperature, protected from light and moisture) contributes to its popularity as a research chemical. These attributes have made it a staple in many pharmaceutical company compound libraries.

Recent patent literature reveals growing interest in methoxy-substituted pyridine carboxylic acids as building blocks for novel therapeutic agents. Several applications describe their use in developing medications for inflammatory diseases and metabolic disorders. The compound's structural features allow for diverse modifications, enabling medicinal chemists to fine-tune pharmacological properties while maintaining favorable safety profiles.

From a commercial perspective, the global market for pharmaceutical intermediates like 2-Methoxy-5-phenylpyridine-3-carboxylic acid continues to expand, driven by increasing R&D investments in drug discovery. Suppliers typically offer this compound in quantities ranging from milligrams to kilograms, catering to both academic researchers and industrial-scale operations. Current pricing reflects its status as a specialty chemical with significant value-added potential.

Environmental and safety considerations for handling 1214389-83-9 follow standard laboratory protocols for organic compounds. While not classified as hazardous under current regulations, proper personal protective equipment including gloves and safety glasses is recommended when working with this material. These precautions align with the pharmaceutical industry's increasing emphasis on workplace safety and sustainability.

The future outlook for 2-Methoxy-5-phenylpyridine-3-carboxylic acid appears promising, particularly in light of emerging applications in agrochemicals and electronic materials. Its structural versatility positions it well to meet the evolving needs of multiple industries. As synthetic methodologies continue to advance, we can anticipate even broader utilization of this valuable chemical building block in cutting-edge research and development.

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