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CS-W001157 4
Total: USD 88.00

5-Methoxy-7-azaindole

  • CAS No. 183208-36-8

  • Cat. No. CS-B0501
  • Purity≥98%
  • MDL No.MFCD06659675

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

5-Methoxy-7-azaindole|CS-B0501

Structure of 183208-36-8

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General Information

  • CAS No. 183208-36-8
  • Cat. No. CS-B0501
  • Purity ≥98%
  • MDL No. MFCD06659675
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) None
  • SMILES COC1=CN=C(NC=C2)C2=C1

Description

5-Methoxy-7-azaindole is a bench-stable, electron-rich heterocycle featuring a methoxy group at the 5-position and nitrogen substitution at the 7-position. This combination enhances solubility and modulates reactivity, enabling efficient integration into pharmaceutical scaffolds and conjugated materials.

Application

5-Methoxy-7-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, offering enhanced solubility and metabolic stability compared to indole. Its pyridine-like nitrogen improves hydrogen-bonding capacity and enables predictable reactivity in transition-metal-catalyzed couplings. The methoxy group provides a handle for further functionalization while maintaining bench stability and compatibility with common synthetic protocols.

Synthesis

  • Route1
    • null|null
      124-41-4
    • In-stock
      5-Bromo-7-azaindole|CS-B0096
      183208-35-7
    • ~87%
    • In-stock
      5-Methoxy-7-azaindole|CS-B0501
      183208-36-8

    References

    • Wu, Pei-Wen; Hsieh, Wan-Ting; Cheng, Yi-Ming; Wei, Ching-Yen; Chou, Pi-Tai Journal of the American Chemical Society, 2006 , vol. 128, # 45 p. 14426 - 14427
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Bromo-7-azaindole|CS-B0096
      183208-35-7
    • ~80%
    • In-stock
      5-Methoxy-7-azaindole|CS-B0501
      183208-36-8

    References

    • Berthel, Steven Joseph; Chen, Li; Corbett, Wendy Lea; Feng, LiChun; Haynes, Nancy-Ellen; Kester, Robert Francis; So, Sung-Sau; Tilley, Jefferson Wright Patent: US2011/144105 A1, 2011 ; Location in patent: Page/Page column 20 ;
  • Route3
    • null|null
      67-56-1
    • null|null
      124-41-4
    • In-stock
      5-Bromo-7-azaindole|CS-B0096
      183208-35-7
    • ~28%
    • In-stock
      5-Methoxy-7-azaindole|CS-B0501
      183208-36-8

    References

    • PLEXXIKON, INC. Patent: WO2008/79909 A1, 2008 ; Location in patent: Page/Page column 64-65 ;

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   37.91
  • LogP   1.5715
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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