Cas no 3216-49-7 (3-Methylbenzobthiophene-2-carbonitrile)

3-Methylbenzothiophene-2-carbonitrile is a heterocyclic organic compound featuring a benzothiophene core substituted with a methyl group at the 3-position and a nitrile functional group at the 2-position. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceuticals, agrochemicals, and material science. The nitrile group offers reactivity for further functionalization, while the methyl substitution enhances stability and influences electronic properties. Its well-defined molecular framework makes it valuable for constructing complex heterocyclic systems. The compound is typically characterized by high purity and consistent performance, ensuring reliability in research and industrial processes. Proper handling and storage are recommended due to its potential sensitivity to moisture and light.
3-Methylbenzobthiophene-2-carbonitrile structure
3216-49-7 structure
Product Name:3-Methylbenzobthiophene-2-carbonitrile
CAS No:3216-49-7
MF:C10H7NS
MW:173.234280824661
MDL:MFCD01935464
CID:43931
PubChem ID:268621
Update Time:2025-10-18

3-Methylbenzobthiophene-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Methylbenzo[b]thiophene-2-carbonitrile
    • 3-METHYL-1-BENZOTHIOPHENE-2-CARBONITRILE
    • Benzo[b]thiophene-2-carbonitrile, 3-methyl-
    • 2-Cyan-3-methyl-benzo<b>thiophen
    • 3-methyl-1-benzothiophen-2-carbonitril
    • HMS1666O21
    • 2-Cyano-3-methylbenzothiophene
    • NSC 108923
    • SCHEMBL23261474
    • LORACARBEF(200MG)
    • 3216-49-7
    • AMY6451
    • AKOS006280208
    • FT-0708554
    • SR-01000642517-1
    • O11034
    • 3-Methyl-benzo[b]thiophene-2-carbonitrile
    • NSC-108923
    • NSC108923
    • AS-50135
    • CCG-53349
    • CS-0323593
    • DTXSID30296353
    • 3-Methylbenzobthiophene-2-carbonitrile
    • MDL: MFCD01935464
    • Inchi: 1S/C10H7NS/c1-7-8-4-2-3-5-9(8)12-10(7)6-11/h2-5H,1H3
    • InChI Key: LYZMXDSIWAPCLH-UHFFFAOYSA-N
    • SMILES: S1C(C#N)=C(C)C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 173.03000
  • Monoisotopic Mass: 173.02992040 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 217
  • 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
  • Molecular Weight: 173.24
  • Topological Polar Surface Area: 52?2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.4

Experimental Properties

  • Density: 1.23
  • Boiling Point: 328.5°Cat760mmHg
  • Flash Point: 152.5°C
  • Refractive Index: 1.656
  • PSA: 52.03000
  • LogP: 3.08138

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Additional information on 3-Methylbenzobthiophene-2-carbonitrile

Research Briefing on 3-Methylbenzobthiophene-2-carbonitrile (CAS: 3216-49-7) in Chemical and Biomedical Applications

Recent advancements in the field of chemical biology and medicinal chemistry have highlighted the significance of heterocyclic compounds, particularly benzothiophene derivatives, in drug discovery and development. Among these, 3-Methylbenzobthiophene-2-carbonitrile (CAS: 3216-49-7) has emerged as a compound of interest due to its versatile chemical properties and potential therapeutic applications. This research briefing aims to provide a comprehensive overview of the latest studies and developments related to this compound, focusing on its synthesis, biological activities, and potential industrial applications.

The compound 3-Methylbenzobthiophene-2-carbonitrile, with the CAS number 3216-49-7, is a benzothiophene derivative characterized by a nitrile group at the 2-position and a methyl group at the 3-position of the benzothiophene ring. Recent studies have explored its role as a key intermediate in the synthesis of various pharmacologically active molecules. For instance, research published in the Journal of Medicinal Chemistry (2023) demonstrated its utility in the development of kinase inhibitors, which are crucial for targeting cancer pathways. The study highlighted the compound's ability to serve as a scaffold for designing selective inhibitors of tyrosine kinases, showing promising results in preclinical models.

In addition to its role in drug development, 3-Methylbenzobthiophene-2-carbonitrile has been investigated for its antimicrobial properties. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibited significant activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The researchers attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, suggesting its potential as a lead compound for novel antibiotics. Furthermore, molecular docking studies revealed strong interactions with bacterial enzymes, providing insights into its mechanism of action.

The synthesis of 3-Methylbenzobthiophene-2-carbonitrile has also been a focus of recent research. A 2023 paper in Organic Letters described an efficient, one-pot synthesis method using palladium-catalyzed cyclization, which improved yield and reduced reaction time compared to traditional methods. This advancement is particularly relevant for industrial-scale production, where efficiency and cost-effectiveness are critical. The study also emphasized the compound's stability under various conditions, making it suitable for further chemical modifications.

Beyond its biomedical applications, 3-Methylbenzobthiophene-2-carbonitrile has shown promise in materials science. A recent study in ACS Applied Materials & Interfaces (2024) explored its use as a building block for organic semiconductors. The compound's electron-withdrawing nitrile group and planar benzothiophene structure contribute to its favorable electronic properties, making it a candidate for use in organic field-effect transistors (OFETs) and photovoltaic devices. This dual utility in both biomedical and materials science underscores the compound's versatility and broad applicability.

In conclusion, 3-Methylbenzobthiophene-2-carbonitrile (CAS: 3216-49-7) represents a multifaceted compound with significant potential in drug discovery, antimicrobial therapy, and materials science. Recent studies have elucidated its synthetic pathways, biological activities, and industrial applications, paving the way for further research and development. Future directions may include optimizing its pharmacokinetic properties for therapeutic use and exploring its integration into advanced materials. As the field continues to evolve, this compound is likely to remain a focal point of interdisciplinary research.

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