Cas no 1026581-42-9 (6-Iodo-5-methyl-1H-indole)

6-Iodo-5-methyl-1H-indole is a halogenated indole derivative with significant utility in organic synthesis and pharmaceutical research. Its key structural features—an iodine substituent at the 6-position and a methyl group at the 5-position—make it a versatile intermediate for cross-coupling reactions, such as Suzuki or Sonogashira couplings, enabling the construction of complex heterocyclic frameworks. The electron-rich indole core further enhances its reactivity in electrophilic substitutions. This compound is particularly valuable in medicinal chemistry for the development of biologically active molecules, including potential kinase inhibitors or serotonin receptor modulators. High purity and well-defined reactivity ensure consistent performance in synthetic applications.
6-Iodo-5-methyl-1H-indole structure
6-Iodo-5-methyl-1H-indole structure
Product Name:6-Iodo-5-methyl-1H-indole
CAS No:1026581-42-9
MF:C9H8IN
MW:257.070994377136
MDL:MFCD12405185
CID:840649
PubChem ID:10706264
Update Time:2025-05-28

6-Iodo-5-methyl-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 6-Iodo-5-methyl-1H-indole
    • 6-Iodo-5-methyl 1H-indole
    • AK100633
    • ANW-70059
    • CTK8C3410
    • KB-248905
    • SureCN8246776
    • DTXSID00443812
    • 1H-Indole, 6-iodo-5-methyl-
    • SCHEMBL8246776
    • SB15224
    • DB-186378
    • BRB58142
    • 1026581-42-9
    • CS-0440003
    • MDL: MFCD12405185
    • Inchi: 1S/C9H8IN/c1-6-4-7-2-3-11-9(7)5-8(6)10/h2-5,11H,1H3
    • InChI Key: AIVZYBIUNRWFTO-UHFFFAOYSA-N
    • SMILES: IC1=CC2=C(C=CN2)C=C1C

Computed Properties

  • Exact Mass: 256.97015g/mol
  • Monoisotopic Mass: 256.97015g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 149
  • 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: 3.1
  • Topological Polar Surface Area: 15.8?2

6-Iodo-5-methyl-1H-indole Pricemore >>

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Additional information on 6-Iodo-5-methyl-1H-indole

Comprehensive Overview of 6-Iodo-5-methyl-1H-indole (CAS No. 1026581-42-9): Properties, Applications, and Research Insights

6-Iodo-5-methyl-1H-indole (CAS No. 1026581-42-9) is a halogenated indole derivative that has garnered significant attention in pharmaceutical and organic chemistry research. This compound, characterized by its iodo-substituted indole core, serves as a versatile intermediate in the synthesis of bioactive molecules. Its unique structural features, including the 5-methyl group and 6-iodo substitution, make it a valuable building block for drug discovery and material science applications.

In recent years, the demand for functionalized indole derivatives like 6-Iodo-5-methyl-1H-indole has surged due to their role in developing kinase inhibitors and antiviral agents. Researchers are particularly interested in its potential to modulate protein-protein interactions, a hot topic in targeted cancer therapy. The compound’s CAS No. 1026581-42-9 is frequently searched in academic databases, reflecting its relevance in high-throughput screening and medicinal chemistry optimization.

From a synthetic perspective, 6-Iodo-5-methyl-1H-indole exhibits remarkable reactivity in cross-coupling reactions, such as Suzuki-Miyaura and Sonogashira couplings. These transformations are pivotal for constructing complex heterocycles, a trend aligned with the growing interest in fragment-based drug design. Its iodo-substituent also enables radiolabeling applications, making it useful in PET imaging studies—a field gaining traction in precision medicine.

Environmental and safety profiles of 6-Iodo-5-methyl-1H-indole are rigorously documented. Unlike some halogenated compounds, it demonstrates low ecotoxicity, aligning with the green chemistry principles emphasized in modern labs. This aspect resonates with industry trends toward sustainable synthesis, a frequent query in AI-driven chemical literature searches.

Market analyses reveal that CAS No. 1026581-42-9 is increasingly stocked by specialty chemical suppliers, catering to the demand from biotech startups and academic institutions. Its applications extend to agrochemical research, where indole derivatives are explored for plant growth regulation—a niche yet expanding sector.

In conclusion, 6-Iodo-5-methyl-1H-indole exemplifies the intersection of structural versatility and practical utility. Its role in advancing drug discovery pipelines and molecular imaging ensures its prominence in contemporary research, addressing key challenges like selective target engagement and diagnostic agent development.

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