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CS-W001157 4
Total: USD 88.00

5,7-Dimethyl-1H-indole-2,3-dione

  • CAS No. 39603-24-2

  • Cat. No. CS-0037914
  • Purity≥98%
  • MDL No.MFCD00047219

*For research and further manufacturing use only, not for direct human use.

5,7-Dimethyl-1H-indole-2,3-dione|CS-0037914

Structure of 39603-24-2

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General Information

  • CAS No. 39603-24-2
  • Cat. No. CS-0037914
  • Purity ≥98%
  • MDL No. MFCD00047219
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 5,7-Dimethylisatin
  • SMILES CC1=CC(=C2C(=C1)C(=O)C(=O)N2)C

Description

5,7-Dimethyl-1H-indole-2,3-dione features a sterically hindered, electron-deficient quinone core that enhances stability and reactivity in cycloaddition processes. This scaffold integrates readily into synthetic routes for bioactive heterocycles and serves as a robust building block in medicinal chemistry campaigns requiring modular access to fused ring systems under standard conditions.

Application

5,7-Dimethyl-1H-indole-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indole scaffolds via cycloaddition and condensation reactions. Its enhanced stability and defined regiochemistry facilitate straightforward functionalization, making it valuable for medicinal chemistry campaigns and heterocycle synthesis. The molecule's dual carbonyl groups and electron-rich core support diverse transformations under mild conditions, offering reliable performance in bench-scale applications.

Synthesis

  • Route1
    • null|null
      1421739-75-4
    • ~59%
    • In-stock
      5,7-Dimethyl-1H-indole-2,3-dione|CS-0037914
      39603-24-2

    References

    • Klein, Larry L.; Tufano, Michael D. Tetrahedron Letters, 2013 , vol. 54, # 8 p. 1008 - 1011
  • Route2
    • N-(2,4-Dimethylphenyl)-2-(N-hydroxyimino)acetamide|CS-0236050
      7343-12-6
    • ~81%
    • In-stock
      5,7-Dimethyl-1H-indole-2,3-dione|CS-0037914
      39603-24-2

    References

    • Dandia, Anshu; Saha, Mitali; Rani, Babita Journal of Chemical Research, Miniprint, 1998 , # 7 p. 1425 - 1434
  • Route3
    • null|null
      95-68-1
    • ~%
    • In-stock
      5,7-Dimethyl-1H-indole-2,3-dione|CS-0037914
      39603-24-2

    References

    • Dandia, Anshu; Saha, Mitali; Rani, Babita Journal of Chemical Research, Miniprint, 1998 , # 7 p. 1425 - 1434

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   1.43824
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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