• 1. Exploring structural effects in a new class of NRF2 inhibitors
  Zhilin Hou,Lizbeth Lockwood,Di Zhang,Christopher J. Occhiuto,Linqing Mo,Kelly E. Aldrich,Hayden E. Stoub,Kathleen A. Gallo,Karen T. Liby,Aaron L. Odom RSC Med. Chem. 2023 14 74

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Phenylpyridines
• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

Comprehensive Overview of 2-Chloro-4-phenylnicotinonitrile (CAS No. 163563-64-2): Properties, Applications, and Industry Insights

2-Chloro-4-phenylnicotinonitrile (CAS No. 163563-64-2) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. This nitrile-substituted pyridine derivative serves as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. The compound's molecular formula, C₁₂H₇ClN₂, reflects its aromatic system with both chloro and phenyl substituents, which contribute to its reactivity profile.

Recent studies highlight the growing demand for halogenated nicotinonitrile derivatives in drug discovery pipelines. Researchers particularly value 2-Chloro-4-phenylnicotinonitrile for its role as a building block in creating molecules with potential anticancer and anti-inflammatory properties. The electron-withdrawing nitrile group at the 3-position enhances the compound's ability to participate in nucleophilic substitution reactions, making it valuable for constructing heterocyclic scaffolds.

From a synthetic chemistry perspective, CAS 163563-64-2 demonstrates excellent stability under standard laboratory conditions, with a melting point range of 142-145°C. Its solubility profile shows moderate dissolution in polar organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), but limited solubility in water. These physicochemical properties make it particularly suitable for solution-phase organic synthesis and parallel medicinal chemistry approaches.

The compound's mechanism of action in biological systems often relates to its ability to interact with enzyme active sites. Many researchers investigating protein kinase inhibitors or signal transduction modulators incorporate this structural motif due to its favorable binding characteristics. Recent patent literature reveals an increasing number of applications where 2-Chloro-4-phenylnicotinonitrile derivatives show promising activity against various disease targets.

Quality control parameters for 163563-64-2 typically require high-performance liquid chromatography (HPLC) purity verification ≥98%, with special attention to residual solvent content. Advanced analytical techniques like LC-MS and ¹H NMR spectroscopy are routinely employed for structural confirmation. The compound's stability data suggests proper storage under inert atmosphere at 2-8°C for long-term preservation.

In the context of green chemistry initiatives, several research groups have developed improved synthetic routes to 2-Chloro-4-phenylnicotinonitrile that reduce environmental impact. These methods often employ catalytic systems or solvent-free conditions, addressing growing industry concerns about sustainable chemical production. Such innovations align with current trends in green pharmaceutical intermediates and eco-friendly synthetic methodologies.

The global market for nicotinonitrile derivatives continues to expand, driven by pharmaceutical industry demand for novel heterocyclic compounds. Market analysts project steady growth for CAS 163563-64-2 and related structures, particularly in regions with strong generic drug manufacturing capabilities. Supply chain considerations emphasize the importance of reliable producers with robust quality systems.

From a regulatory standpoint, proper handling of 2-Chloro-4-phenylnicotinonitrile requires standard laboratory safety precautions, including appropriate personal protective equipment. While not classified as highly hazardous, material safety data sheets recommend avoiding inhalation or prolonged skin contact. Researchers should consult relevant safety guidelines when working with this compound in laboratory settings.

Future research directions for 163563-64-2 derivatives may explore their potential in emerging therapeutic areas such as neurodegenerative diseases or metabolic disorders. The compound's structural flexibility allows for diverse modifications that could unlock new biological activities. Continued investigation into structure-activity relationships will likely reveal additional applications for this valuable chemical scaffold.

For synthetic chemists and medicinal researchers, 2-Chloro-4-phenylnicotinonitrile represents an important tool in heterocyclic chemistry. Its combination of synthetic accessibility and biological relevance ensures ongoing interest from both academic and industrial laboratories. As drug discovery paradigms evolve, this compound will likely maintain its position as a key intermediate in the development of new therapeutic agents.

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