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CS-W001157 4
Total: USD 88.00

3-(Trifluoromethyl)-1H-indole

  • CAS No. 51310-55-5

  • Cat. No. CS-0008617
  • Purity≥97%
  • MDL No.MFCD09032290

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

3-(Trifluoromethyl)-1H-indole|CS-0008617

Structure of 51310-55-5

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General Information

  • CAS No. 51310-55-5
  • Cat. No. CS-0008617
  • Purity ≥97%
  • MDL No. MFCD09032290
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆F₃N
  • Molecular Weight 185.15
  • Synonym(s) 3-TRIFLUOROMETHYL-1H-INDOLE
  • SMILES FC(F)(F)C1=CNC2=CC=CC=C21

Description

3-(Trifluoromethyl)-1H-indole features a trifluoromethyl group at the 3-position of the indole core, enhancing electron deficiency and metabolic stability. This substitution imparts strong lipophilicity and facilitates integration into bioactive molecules. The compound serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and CNS-targeted therapeutics. Its bench-stable nature supports reliable use across diverse synthetic workflows.

Application

3-(Trifluoromethyl)-1H-indole serves as a valuable building block in medicinal chemistry, enabling direct incorporation of a strongly electron-withdrawing trifluoromethyl group at the C3 position of the indole core. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate downstream transformations, including electrophilic substitution, metal-catalyzed coupling, and heterocycle elaboration. This scaffold is widely employed in the synthesis of bioactive molecules due to its enhanced metabolic stability and favorable lipophilic character.

Synthesis

  • Route1
    • null|null
      17983-42-5
    • null|null
      2314-97-8
    • ~15%
    • Indole, ≥99%|CS-1268948
      120-72-9
    • In-stock
      2-(Trifluoromethyl)-1H-indole|CS-W016961
      51310-54-4
    • In-stock
      3-(Trifluoromethyl)-1H-indole|CS-0008617
      51310-55-5

    References

    • Girard; Atkinson; Belanger; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
  • Route2
    • Indole, ≥99%|CS-1268948
      120-72-9
    • null|null
      383-73-3
    • ~11%
    • In-stock
      2-(Trifluoromethyl)-1H-indole|CS-W016961
      51310-54-4
    • In-stock
      3-(Trifluoromethyl)-1H-indole|CS-0008617
      51310-55-5

    References

    • Yoshida, Masato; Yoshida, Tatsuro; Kobayashi, Michio; Kamigata, Nobumasa Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 909 - 914
  • Route3
    • Indole, ≥99%|CS-1268948
      120-72-9
    • ~%
    • In-stock
      3-(Trifluoromethyl)-1H-indole|CS-0008617
      51310-55-5

    References

    • Zhang, Cheng-Pan; Wang, Zong-Ling; Chen, Qing-Yun; Zhang, Chun-Tao; Gu, Yu-Cheng; Xiao, Ji-Chang Angewandte Chemie - International Edition, 2011 , vol. 50, # 8 p. 1896 - 1900

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-P330-P362+P364-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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