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CS-W001157 4
Total: USD 88.00

5,7-Difluoro-1H-indole

  • CAS No. 301856-25-7

  • Cat. No. CS-W022280
  • Purity≥97%
  • MDL No.MFCD01075215

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

5,7-Difluoro-1H-indole|CS-W022280

Structure of 301856-25-7

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General Information

  • CAS No. 301856-25-7
  • Cat. No. CS-W022280
  • Purity ≥97%
  • MDL No. MFCD01075215
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₂N
  • Molecular Weight None
  • Synonym(s) 5,7-Difluoroindole
  • SMILES FC1=CC(F)=CC2=C1NC=C2

Description

5,7-Difluoro-1H-indole delivers a highly electron-deficient indole scaffold with enhanced metabolic stability. The ortho-fluorination pattern increases binding affinity in target-directed synthesis and improves solubility in polar aprotic solvents. This bench-stable heterocycle integrates efficiently into medicinal chemistry libraries and serves as a key building block for kinase inhibitors and CNS-targeted pharmacophores.

Application

5,7-Difluoro-1H-indole serves as a valuable building block in medicinal chemistry, enabling direct incorporation of fluorinated aryl motifs into biologically active scaffolds. Its electron-deficient indole core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions, while the fluorine substituents enhance metabolic stability and modulate electronic properties. The compound exhibits bench stability and compatibility with common purification methods, making it well-suited for iterative synthesis and library generation in drug discovery workflows.

Synthesis

  • Route1
    • 2-Ethynyl-4,6-difluoroaniline|CS-0589881
      684250-12-2
    • ~57%
    • In-stock
      5,7-Difluoro-1H-indole|CS-W022280
      301856-25-7

    References

    • Arcadi, Antonio; Bianchi, Gabriele; Marinelli, Fabio Synthesis, 2004 , # 4 p. 610 - 618
  • Route2

    References

    • Synthesis, , # 4 p. 610 - 618
  • Route3
    • 2,4-Difluoro-6-((trimethylsilyl)ethynyl)aniline|CS-0580360
      684250-21-3
    • ~%
    • In-stock
      5,7-Difluoro-1H-indole|CS-W022280
      301856-25-7

    References

    • Synthesis, , # 4 p. 610 - 618

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   15.79
  • LogP   2.4461
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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