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CS-W001157 4
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5-Fluoro-1H-indole-3-carboxylic acid

  • CAS No. 23077-43-2

  • Cat. No. CS-W005342
  • Purity≥95%
  • MDL No.MFCD00047171

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

5-Fluoro-1H-indole-3-carboxylic acid|CS-W005342

Structure of 23077-43-2

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General Information

  • CAS No. 23077-43-2
  • Cat. No. CS-W005342
  • Purity ≥95%
  • MDL No. MFCD00047171
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO₂
  • Molecular Weight 179.15
  • Synonym(s) 5-FLUOROINDOLE-3-CARBOXYLIC ACID
  • SMILES O=C(C1=CNC2=C1C=C(F)C=C2)O

Description

5-Fluoro-1H-indole-3-carboxylic acid features a fluorinated indole core with a carboxylic acid group at the 3-position, enabling direct incorporation into bioactive molecules. The electron-withdrawing fluorine enhances metabolic stability and modulates electronic properties for medicinal chemistry applications. This bench-stable derivative serves as a key building block in drug discovery programs targeting CNS and oncology pathways.

Application

5-Fluoro-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of biologically active indole derivatives. The carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the 5-fluoro substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard peptide coupling protocols make it well-suited for scaffold diversification in API development.

Synthesis

  • Route1
    • In-stock
      5-Fluoroindole|CS-D0680
      399-52-0
    • null|null
      407-25-0
    • ~72%
    • In-stock
      5-Fluoro-1H-indole-3-carboxylic acid|CS-W005342
      23077-43-2

    References

    • PIRAMED LIMITED Patent: WO2007/122410 A1, 2007 ; Location in patent: Page/Page column 73-74 ;
  • Route2
    • 2,2,2-Trifluoro-1-(5-fluoro-1h-indol-3-yl)ethan-1-one|CS-0217085
      1260793-83-6
    • ~84%
    • In-stock
      5-Fluoro-1H-indole-3-carboxylic acid|CS-W005342
      23077-43-2

    References

    • UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noël; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu Patent: WO2013/14102 A1, 2013 ; Location in patent: Page/Page column 26; 32; 33 ;
  • Route3
    • In-stock
      5-Fluoroindole|CS-D0680
      399-52-0
    • null|null
      124-38-9
    • ~93%
    • In-stock
      5-Fluoro-1H-indole-3-carboxylic acid|CS-W005342
      23077-43-2

    References

    • Yoo, Woo-Jin; Capdevila, Montse Guiteras; Du, Xiangwei; Kobayashi, Shu Organic Letters, 2012 , vol. 14, # 20 p. 5326 - 5329,4

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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