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CS-W001157 4
Total: USD 88.00

5-Methoxy-1-methyl-1H-indole-3-carbaldehyde

  • CAS No. 39974-94-2

  • Cat. No. CS-0042966
  • Purity≥96%
  • MDL No.MFCD01578324

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

5-Methoxy-1-methyl-1H-indole-3-carbaldehyde|CS-0042966

Structure of 39974-94-2

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General Information

  • CAS No. 39974-94-2
  • Cat. No. CS-0042966
  • Purity ≥96%
  • MDL No. MFCD01578324
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₂
  • Molecular Weight 189.21
  • Synonym(s) 5-METHOXY-1-METHYLINDOLE-3-CARBOXALDEHYDE
  • SMILES O=CC1=CN(C)C2=C1C=C(OC)C=C2

Description

5-Methoxy-1-methyl-1H-indole-3-carbaldehyde features a benzene-fused indole core with a methoxy group at the 5-position and a methyl substituent at nitrogen, delivering enhanced solubility and metabolic stability. The aldehyde functionality at C3 enables direct coupling in Ullmann or reductive amination reactions. This electron-rich scaffold serves as a key building block for bioactive heterocycles and fluorescent probes.

Application

5-Methoxy-1-methyl-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds. The aldehyde group facilitates reductive amination, Grignard additions, and Ugi-type couplings, while the methoxy and methyl substituents provide orthogonal functional handles for further derivatization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • In-stock
      5-Methoxy-1H-indole-3-carbaldehyde|CS-W007560
      10601-19-1
    • null|null
      74-88-4
    • ~99%
    • In-stock
      5-Methoxy-1-methyl-1H-indole-3-carbaldehyde|CS-0042966
      39974-94-2

    References

    • Sharma, Kavita; Iyer, Aishwarya; Sengupta, Kundan; Chakrapani, Harinath Organic Letters, 2013 , vol. 15, # 11 p. 2636 - 2639
  • Route2
    • In-stock
      5-Methoxy-1H-indole-3-carbaldehyde|CS-W007560
      10601-19-1
    • null|null
      77-78-1
    • ~93%
    • In-stock
      5-Methoxy-1-methyl-1H-indole-3-carbaldehyde|CS-0042966
      39974-94-2

    References

    • Reimann; Hargasser Archiv der Pharmazie, 1988 , vol. 321, # 11 p. 823 - 826
  • Route3
    • In-stock
      5-Methoxy-1-methyl-1H-indole|CS-0151163
      2521-13-3
    • null|null
      110-18-9
    • ~86%
    • In-stock
      5-Methoxy-1-methyl-1H-indole-3-carbaldehyde|CS-0042966
      39974-94-2

    References

    • Chen, Jianbin; Liu, Bin; Liu, Dongfang; Liu, Shan; Cheng, Jiang Advanced Synthesis and Catalysis, 2012 , vol. 354, # 13 p. 2438 - 2442

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   31.23
  • LogP   1.9994
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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