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3-Methyl-1H-indol-5-ol

  • CAS No. 1125-40-2

  • Cat. No. CS-0187831
  • Purity≥98%
  • MDL No.None

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

3-Methyl-1H-indol-5-ol|CS-0187831

Structure of 1125-40-2

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General Information

  • CAS No. 1125-40-2
  • Cat. No. CS-0187831
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) 5-Hydroxy-3-methylindole
  • SMILES CC1=CNC2=C1C=C(C=C2)O

Description

3-Methyl-1H-indol-5-ol features a sterically accessible hydroxyl group at the 5-position, enabling direct functionalization in late-stage synthesis. The electron-rich indole core supports diverse coupling reactions, while the methyl substituent enhances solubility and metabolic stability under standard bench conditions.

Application

3-Methyl-1H-indol-5-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 5-position due to its electron-rich indole core. The phenolic hydroxyl group facilitates downstream derivatization via etherification or esterification, while the methyl substituent enhances metabolic stability. Its bench-stable nature and compatibility with standard coupling reactions make it a practical scaffold for heterocyclic library synthesis and API development.

Synthesis

  • Route1

    References

    • Quai, Monica; Repetto, Claudio; Barbaglia, Walter; Cereda, Enzo Tetrahedron Letters, 2007 , vol. 48, # 7 p. 1241 - 1245
  • Route2
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      130570-61-5
    • ~%
    • In-stock
      3-Methyl-1H-indol-5-ol|CS-0187831
      1125-40-2

    References

    • US5034015 A1, ;
  • Route3
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      99777-70-5
    • ~%
    • In-stock
      3-Methyl-1H-indol-5-ol|CS-0187831
      1125-40-2

    References

    • Journal of Organic Chemistry, , vol. 58, # 14 p. 3757 - 3760

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   36.02
  • LogP   2.18192
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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