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CS-W001157 4
Total: USD 88.00

2-(Trifluoromethyl)quinoline-4-carboxylicacid

  • CAS No. 18706-39-3

  • Cat. No. CS-0156032
  • Molecule weight241.17
  • Purity≥95%
  • MDL No.MFCD00835356

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

2-(Trifluoromethyl)quinoline-4-carboxylicacid|CS-0156032

Structure of 18706-39-3

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General Information

  • CAS No. 18706-39-3
  • Cat. No. CS-0156032
  • Purity ≥95%
  • MDL No. MFCD00835356
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₆F₃NO₂
  • Molecular Weight 241.17
  • Synonym(s) 2-Trifluoromethyl-4-quinolinecarboxylic Acid
  • SMILES C1=CC=C2C(=C1)C(=CC(=N2)C(F)(F)F)C(=O)O

Description

2-(Trifluoromethyl)quinoline-4-carboxylic acid integrates a trifluoromethyl group at the 2-position and a carboxylic acid at the 4-position of the quinoline scaffold, delivering enhanced electron-withdrawing character and improved solubility in polar solvents. This configuration enables direct incorporation into bioactive scaffolds and conjugation workflows under standard conditions.

Application

2-(Trifluoromethyl)quinoline-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid facilitates direct derivatization or salt formation. The molecule exhibits bench stability and compatibility with common synthetic protocols, making it well-suited for lead optimization and API intermediate development.

Synthesis

  • Route1
    • null|null
      587886-05-3
    • ~99%
    • In-stock
      2-(Trifluoromethyl)quinoline-4-carboxylicacid|CS-0156032
      18706-39-3

    References

    • Marull, Marc; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1576 - 1588
  • Route2
    • null|null
      124-38-9
    • In-stock
      4-Bromo-2-(trifluoromethyl)quinoline|CS-0356507
      18706-25-7
    • ~74%
    • In-stock
      2-(Trifluoromethyl)quinoline-4-carboxylicacid|CS-0156032
      18706-39-3

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568 Title/Abstract Full Text View citing articles Show Details Marull, Marc; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1576 - 1588
  • Route3
    • null|null
      421-50-1
    • In-stock
      Isatin|CS-W020128
      91-56-5
    • ~%
    • In-stock
      2-(Trifluoromethyl)quinoline-4-carboxylicacid|CS-0156032
      18706-39-3

    References

    • US4267333 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.9518
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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