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CS-W001157 4
Total: USD 88.00

7-Fluoro-1H-indole-3-carboxylic acid

  • CAS No. 858515-66-9

  • Cat. No. CS-W007060
  • Purity≥98%
  • MDL No.MFCD09954940

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

7-Fluoro-1H-indole-3-carboxylic acid|CS-W007060

Structure of 858515-66-9

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General Information

  • CAS No. 858515-66-9
  • Cat. No. CS-W007060
  • Purity ≥98%
  • MDL No. MFCD09954940
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO₂
  • Molecular Weight 179.15
  • Synonym(s) 7-Fluoro-indole-3-carboxylic acid
  • SMILES OC(=O)C1=CNC2=C1C=CC=C2F

Description

7-Fluoro-1H-indole-3-carboxylic acid features a fluorinated indole core with a carboxylic acid group at the 3-position, offering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into bioactive molecules, particularly in medicinal chemistry campaigns targeting CNS disorders and kinase inhibitors. The para-fluorine substitution modulates electronic properties and lipophilicity, enabling fine-tuned interactions within target binding pockets.

Application

7-Fluoro-1H-indole-3-carboxylic acid serves as a valuable building block for the synthesis of substituted indoles and heterocyclic scaffolds. Its fluorinated aryl ring enhances metabolic stability and modulates electronic properties, while the carboxylic acid group enables direct coupling reactions or derivatization. The compound exhibits good bench stability and facilitates efficient functionalization in standard peptide and medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 11 p. 2734 - 2737
  • Route2
    • 2,2,2-Trifluoro-1-(7-fluoro-1H-indol-3-yl)ethan-1-one|CS-0459130
      858515-94-3
    • ~%
    • In-stock
      7-Fluoro-1H-indole-3-carboxylic acid|CS-W007060
      858515-66-9

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 11 p. 2734 - 2737

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   53.09
  • LogP   2.0052
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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