Cas no 63820-78-0 (2-Methyl-5-phenylnicotinonitrile)

2-Methyl-5-phenylnicotinonitrile structure
63820-78-0 structure
Product Name:2-Methyl-5-phenylnicotinonitrile
CAS No:63820-78-0
MF:C13H10N2
MW:194.231902599335
CID:1093659
PubChem ID:12356210
Update Time:2025-11-02

2-Methyl-5-phenylnicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-5-phenylnicotinonitrile
    • 2-methyl-5-phenylpyridine-3-carbonitrile
    • SCHEMBL7092833
    • DS-016458
    • DTXSID20493778
    • 63820-78-0
    • Inchi: 1S/C13H10N2/c1-10-12(8-14)7-13(9-15-10)11-5-3-2-4-6-11/h2-7,9H,1H3
    • InChI Key: INUWXTDWJABYIO-UHFFFAOYSA-N
    • SMILES: N1C=C(C=C(C#N)C=1C)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 194.0845
  • Monoisotopic Mass: 194.084398327g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 247
  • 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: 2.6
  • Topological Polar Surface Area: 36.7?2

Experimental Properties

  • PSA: 36.68

2-Methyl-5-phenylnicotinonitrile Pricemore >>

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Additional information on 2-Methyl-5-phenylnicotinonitrile

Recent Advances in the Study of 2-Methyl-5-phenylnicotinonitrile (CAS: 63820-78-0) in Chemical Biology and Pharmaceutical Research

2-Methyl-5-phenylnicotinonitrile (CAS: 63820-78-0) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its phenyl and nitrile substituents on a pyridine backbone, has been investigated for its diverse biological activities and its role as a key intermediate in the synthesis of pharmacologically active molecules. Recent studies have explored its utility in targeting various disease pathways, making it a compound of interest for researchers in the field of chemical biology and pharmaceutical sciences.

One of the most notable advancements in the study of 2-Methyl-5-phenylnicotinonitrile is its application in the development of kinase inhibitors. Kinases are critical enzymes involved in signal transduction pathways, and their dysregulation is often associated with cancer and other diseases. Recent research has demonstrated that derivatives of 2-Methyl-5-phenylnicotinonitrile exhibit potent inhibitory activity against specific kinases, such as EGFR (Epidermal Growth Factor Receptor) and VEGFR (Vascular Endothelial Growth Factor Receptor). These findings suggest that this compound could serve as a promising scaffold for the design of novel anticancer agents.

In addition to its role in kinase inhibition, 2-Methyl-5-phenylnicotinonitrile has also been explored for its potential as an anti-inflammatory agent. A study published in the Journal of Medicinal Chemistry reported that certain derivatives of this compound exhibited significant inhibition of pro-inflammatory cytokines, such as TNF-α and IL-6. These results highlight the compound's potential in the treatment of inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease. The mechanism of action appears to involve the modulation of NF-κB signaling, a key pathway in the inflammatory response.

Another area of interest is the use of 2-Methyl-5-phenylnicotinonitrile in the synthesis of heterocyclic compounds with antimicrobial properties. Researchers have successfully utilized this compound as a building block to create novel derivatives with activity against a range of bacterial and fungal pathogens. For instance, a recent study in Bioorganic & Medicinal Chemistry Letters described the synthesis of a series of 2-Methyl-5-phenylnicotinonitrile derivatives that showed potent activity against methicillin-resistant Staphylococcus aureus (MRSA), a major concern in hospital-acquired infections.

The chemical versatility of 2-Methyl-5-phenylnicotinonitrile is further underscored by its role in the development of fluorescent probes for biological imaging. A study in Analytical Chemistry demonstrated that this compound could be modified to create highly selective and sensitive probes for detecting metal ions in biological systems. Such probes are invaluable tools for studying metal homeostasis and its implications in diseases like Alzheimer's and Parkinson's.

Despite these promising developments, challenges remain in the optimization of 2-Methyl-5-phenylnicotinonitrile-based compounds for clinical use. Issues such as bioavailability, metabolic stability, and toxicity need to be addressed through further structure-activity relationship (SAR) studies. Nevertheless, the compound's multifaceted applications in drug discovery and chemical biology make it a valuable subject of ongoing research.

In conclusion, 2-Methyl-5-phenylnicotinonitrile (CAS: 63820-78-0) represents a versatile and promising compound in the field of chemical biology and pharmaceutical research. Its applications span from kinase inhibition and anti-inflammatory activity to antimicrobial properties and biological imaging. As research continues to uncover new uses and optimize its derivatives, this compound is likely to play an increasingly important role in the development of novel therapeutics and diagnostic tools.

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