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CS-W001157 4
Total: USD 88.00

6-(Trifluoromethyl)nicotinic acid

  • CAS No. 231291-22-8

  • Cat. No. CS-W009256
  • Purity≥97%
  • MDL No.MFCD00792430

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

6-(Trifluoromethyl)nicotinic acid|CS-W009256

Structure of 231291-22-8

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General Information

  • CAS No. 231291-22-8
  • Cat. No. CS-W009256
  • Purity ≥97%
  • MDL No. MFCD00792430
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃NO₂
  • Molecular Weight 191.11
  • Synonym(s) None
  • SMILES O=C(O)C1=CN=C(C(F)(F)F)C=C1

Description

6-(Trifluoromethyl)nicotinic acid features a trifluoromethyl group at the 6-position of the nicotinic acid scaffold, imparting enhanced electron-withdrawing character and metabolic stability. This structural motif enables direct incorporation into bioactive molecules, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating efficient coupling reactions under standard conditions.

Application

6-(Trifluoromethyl)nicotinic acid serves as a valuable building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the carboxylic acid functionality facilitates direct coupling reactions or derivatization. The compound exhibits good bench stability and is compatible with standard synthetic protocols, making it a practical choice for constructing complex scaffolds in drug discovery workflows.

Synthesis

  • Route1

    References

    • EP1122242 A1, ;
  • Route2
    • null|null
      124-38-9
    • In-stock
      5-Bromo-2-trifluoromethylpyridine|CS-D0796
      436799-32-5
    • ~91%
    • In-stock
      6-(Trifluoromethyl)nicotinic acid|CS-W009256
      231291-22-8

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568
  • Route3

    References

    • European Journal of Organic Chemistry, , # 8 p. 1559 - 1568

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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.7986
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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