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CS-W001157 4
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1-Methyl-1H-indol-4-ol

  • CAS No. 7556-37-8

  • Cat. No. CS-0019305
  • Purity≥97%
  • MDL No.MFCD09834885

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

1-Methyl-1H-indol-4-ol|CS-0019305

Structure of 7556-37-8

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General Information

  • CAS No. 7556-37-8
  • Cat. No. CS-0019305
  • Purity ≥97%
  • MDL No. MFCD09834885
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) 1-methylindol-4-ol
  • SMILES OC1=CC=CC2=C1C=CN2C

Description

1-Methyl-1H-indol-4-ol features a methyl-substituted indole core with a phenolic hydroxyl at the 4-position, delivering enhanced solubility and stability compared to unsubstituted analogs. This scaffold integrates readily into bioactive molecule design, offering a robust platform for medicinal chemistry exploration.

Application

1-Methyl-1H-indol-4-ol serves as a versatile building block in medicinal chemistry, enabling direct access to substituted indole scaffolds through electrophilic substitution and cross-coupling reactions. Its phenolic functionality facilitates derivatization while maintaining bench stability, and the methyl group enhances solubility and metabolic resistance. The compound functions effectively in Suzuki-Miyaura and Ullmann-type couplings, supporting efficient synthesis of complex heterocycles and potential API intermediates.

Synthesis

  • Route1
    • 4-(Benzyloxy)-1-methyl-1H-indole|CS-0151164
      13523-93-8
    • ~97%
    • In-stock
      1-Methyl-1H-indol-4-ol|CS-0019305
      7556-37-8

    References

    • Kemnitzer, William; Drewe, John; Jiang, Songchun; Zhang, Hong; Crogan-Grundy, Candace; Labreque, Denis; Bubenick, Monica; Attardo, Giorgio; Denis, Real; Lamothe, Serge; Gourdeau, Henriette; Tseng, Ben; Kasibhatla, Shailaja; Sui, Xiong Cai Journal of Medicinal Chemistry, 2008 , vol. 51, # 3 p. 417 - 423
  • Route2

    References

    • Cytovia, Inc. Patent: US2006/104998 A1, 2006 ; Location in patent: Page/Page column 20 ; US 20060104998 A1
  • Route3
    • null|null
      1393348-14-5
    • ~77%
    • In-stock
      1-Methyl-1H-indol-4-ol|CS-0019305
      7556-37-8

    References

    • Montalban, Antonio Garrido; Baum, Sven M.; Cowell, Justin; McKillop, Alexander Tetrahedron Letters, 2012 , vol. 53, # 33 p. 4276 - 4279

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   25.16
  • LogP   1.8839
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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