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CS-W001157 4
Total: USD 88.00

4-Methoxyindole

  • CAS No. 4837-90-5

  • Cat. No. CS-W008893
  • Purity≥98%
  • MDL No.MFCD00009737

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

4-Methoxyindole|CS-W008893

Structure of 4837-90-5

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General Information

  • CAS No. 4837-90-5
  • Cat. No. CS-W008893
  • Purity ≥98%
  • MDL No. MFCD00009737
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) None
  • SMILES COC1=C2C(NC=C2)=CC=C1

Description

4-Methoxyindole was used for comparing the complexation reaction of -cyclodextrin (-CD) with pindolol using reversed-phase liquid chromatography.

Application

4-Methoxyindole serves as a versatile building block in medicinal chemistry and natural product synthesis, offering enhanced solubility and electronic modulation over unsubstituted indole. Its methoxy group enables selective functionalization at the 5- or 6-position via electrophilic substitution, while maintaining stability under standard coupling conditions. The molecule functions effectively in Pd-catalyzed cross-coupling reactions and serves as a key scaffold in heterocyclic drug discovery programs requiring balanced lipophilicity and metabolic stability.

Synthesis

  • Route1

    References

    • Jones, Graham B.; Chapman, Brant J. Journal of Organic Chemistry, 1993 , vol. 58, # 20 p. 5558 - 5559
  • Route2
    • In-stock
      4-Hydroxyindole|CS-D1727
      2380-94-1
    • null|null
      74-88-4
    • ~95%
    • In-stock
      4-Methoxyindole|CS-W008893
      4837-90-5

    References

    • Repke; Ferguson Journal of Heterocyclic Chemistry, 1982 , vol. 19, # 4 p. 845 - 848
  • Route3
    • 2-(2-Methoxy-6-nitrophenyl)acetonitrile|CS-0316353
      20876-27-1
    • ~98%
    • In-stock
      4-Methoxyindole|CS-W008893
      4837-90-5

    References

    • Makosza, Mieczyslaw; Danikiewicz, Witold; Wojciechowski, Krzysztof Liebigs Annalen der Chemie, 1988 , p. 203 - 208

Safety Information

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

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Computational Chemistry Data

  • TPSA   25.02
  • LogP   2.1765
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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