Cas no 63820-76-8 (5-methoxy-2-methyl-3-Pyridinecarbonitrile)

5-Methoxy-2-methyl-3-pyridinecarbonitrile is a versatile pyridine derivative with a methoxy and methyl substituent at the 5- and 2-positions, respectively, and a nitrile group at the 3-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its functional groups enable further derivatization, making it useful for constructing complex heterocyclic frameworks. The electron-withdrawing nitrile and electron-donating methoxy groups contribute to its reactivity in nucleophilic and electrophilic substitution reactions. It is characterized by high purity and stability, ensuring consistent performance in synthetic applications. Suitable for research and industrial use, it meets stringent quality standards.
5-methoxy-2-methyl-3-Pyridinecarbonitrile structure
63820-76-8 structure
Product Name:5-methoxy-2-methyl-3-Pyridinecarbonitrile
CAS No:63820-76-8
MF:C8H8N2O
MW:148.16192150116
CID:1115264
PubChem ID:12356208
Update Time:2025-06-08

5-methoxy-2-methyl-3-Pyridinecarbonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-methoxy-2-methyl-3-Pyridinecarbonitrile
    • 63820-76-8
    • 5-methoxy-2-methylpyridine-3-carbonitrile
    • SB55219
    • 5-Methoxy-2-methylnicotinonitrile
    • AT34706
    • Inchi: 1S/C8H8N2O/c1-6-7(4-9)3-8(11-2)5-10-6/h3,5H,1-2H3
    • InChI Key: DVUNAPQHXUINNA-UHFFFAOYSA-N
    • SMILES: O(C)C1=CN=C(C)C(C#N)=C1

Computed Properties

  • Exact Mass: 148.06374
  • Monoisotopic Mass: 148.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 172
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 45.9?2

Experimental Properties

  • PSA: 45.91

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Additional information on 5-methoxy-2-methyl-3-Pyridinecarbonitrile

Comprehensive Overview of 5-Methoxy-2-methyl-3-Pyridinecarbonitrile (CAS No. 63820-76-8)

5-Methoxy-2-methyl-3-Pyridinecarbonitrile (CAS No. 63820-76-8) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitrile-substituted pyridine derivative is characterized by its unique molecular structure, featuring a methoxy group at the 5-position and a methyl group at the 2-position of the pyridine ring. Its chemical formula, C8H8N2O, and molecular weight of 148.16 g/mol make it a versatile intermediate in synthetic chemistry.

The compound's nitrile functional group enhances its reactivity, enabling diverse transformations such as hydrolysis, reduction, and cyclization reactions. Researchers frequently utilize 5-Methoxy-2-methyl-3-Pyridinecarbonitrile as a building block for heterocyclic compounds, particularly in the development of bioactive molecules and pharmaceutical intermediates. Its structural motifs are often found in compounds with potential applications in central nervous system (CNS) drug discovery and antimicrobial agents.

Recent studies highlight the growing demand for pyridine derivatives in medicinal chemistry, driven by their role in designing kinase inhibitors and G-protein-coupled receptor (GPCR) modulators. The methoxy and methyl substitutions in this compound contribute to improved lipophilicity and metabolic stability, key factors in drug-likeness optimization. Analytical techniques like HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to verify its purity and structural integrity.

From an industrial perspective, 63820-76-8 is synthesized through multi-step processes involving cyanation reactions and selective methylation. Manufacturers prioritize green chemistry principles to minimize environmental impact, aligning with global trends toward sustainable chemical production. The compound's shelf life and storage conditions (typically under inert atmosphere at 2-8°C) are critical considerations for end-users.

Emerging applications of 5-Methoxy-2-methyl-3-Pyridinecarbonitrile extend to material science, where it serves as a precursor for organic semiconductors and coordination polymers. Its electron-withdrawing nitrile group facilitates π-stacking interactions, making it valuable in designing organic electronic devices. This interdisciplinary relevance has increased its visibility in high-impact factor journals and patent literature.

Quality control protocols for CAS No. 63820-76-8 adhere to stringent ICH guidelines, ensuring batch-to-batch consistency for research applications. The compound's safety profile is well-documented, with standard precautions for handling laboratory chemicals recommended. Its non-hazardous classification under normal conditions makes it accessible for academic and industrial laboratories worldwide.

Market analysts note rising interest in custom synthesis services for this pyridine derivative, particularly from contract research organizations (CROs) and pharmaceutical innovators. The compound's compatibility with microwave-assisted synthesis and flow chemistry platforms further enhances its appeal for high-throughput screening applications. Regulatory databases list it as compliant with REACH and FDA guidelines for research use.

Future research directions for 5-Methoxy-2-methyl-3-Pyridinecarbonitrile may explore its potential in catalysis and metal-organic frameworks (MOFs). The scientific community continues to investigate structure-activity relationships of analogous compounds, leveraging computational tools like molecular docking and QSAR modeling. These developments position CAS No. 63820-76-8 as a compound of enduring significance in cutting-edge chemical research.

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