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CS-W001157 4
Total: USD 88.00

4-(Trifluoromethyl)-1H-indole

  • CAS No. 128562-95-8

  • Cat. No. CS-W006262
  • Purity≥98%
  • MDL No.MFCD09954766

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

4-(Trifluoromethyl)-1H-indole|CS-W006262

Structure of 128562-95-8

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General Information

  • CAS No. 128562-95-8
  • Cat. No. CS-W006262
  • Purity ≥98%
  • MDL No. MFCD09954766
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆F₃N
  • Molecular Weight None
  • Synonym(s) 4-(Trifluoromethyl)-indole
  • SMILES FC(C1=CC=CC2=C1C=CN2)(F)F

Description

4-(Trifluoromethyl)-1H-indole features a trifluoromethyl group at the 4-position of the indole core, enhancing electron deficiency and metabolic stability. This moiety integrates readily into bioactive scaffolds, offering improved membrane permeability and resistance to oxidative degradation in medicinal chemistry applications.

Application

4-(Trifluoromethyl)-1H-indole serves as a valuable building block in medicinal chemistry, enabling direct incorporation of a strongly electron-withdrawing trifluoromethyl group at the C4 position of the indole core. Its stability and compatibility with diverse reaction conditions facilitate functionalization at multiple sites, particularly in cross-coupling and electrophilic substitution reactions. The molecule functions as a key scaffold for bioactive heterocycles and offers enhanced metabolic stability in drug candidates.

Synthesis

  • Route1
    • (e)-n,n-Dimethyl-2-(2-nitro-6-(trifluoromethyl)phenyl)ethen-1-amine|CS-0677782
      905274-06-8
    • ~99%
    • In-stock
      4-(Trifluoromethyl)-1H-indole|CS-W006262
      128562-95-8

    References

    • WYETH Patent: WO2008/60998 A1, 2008 ; Location in patent: Page/Page column 35-36 ;
  • Route2

    References

    • US2013/274253 A1, ;

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.1867
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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