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CS-W001157 4
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5-Methyl-2-(trifluoromethyl)furan-3-carboxylic acid

  • CAS No. 17515-74-1

  • Cat. No. CS-0020083
  • Purity≥97%
  • MDL No.MFCD00275563

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

5-Methyl-2-(trifluoromethyl)furan-3-carboxylic acid|CS-0020083

Structure of 17515-74-1

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General Information

  • CAS No. 17515-74-1
  • Cat. No. CS-0020083
  • Purity ≥97%
  • MDL No. MFCD00275563
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅F₃O₃
  • Molecular Weight 194.11
  • Synonym(s) 2-Trifluoromethyl-5-methyl-3-furancarboxylic acid; 5-METHYL-2-(TRIFLUOROMETHYL)-3-FUROIC ACID
  • SMILES O=C(C1=C(C(F)(F)F)OC(C)=C1)O

Description

This trifluoromethyl-substituted furan carboxylic acid features enhanced electron-withdrawing character and improved metabolic stability. The methyl group at the 5-position introduces steric modulation, while the para-trifluoromethyl moiety imparts strong lipophilicity and resistance to oxidative degradation. Ideal for medicinal chemistry scaffolds requiring robust heterocyclic frameworks with tunable solubility profiles.

Application

5-Methyl-2-(trifluoromethyl)furan-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles due to its orthogonal reactivity profile. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid facilitates direct coupling reactions. Its bench-stable nature and compatibility with standard amide bond formation protocols make it ideal for constructing complex scaffolds in API development.

Synthesis

  • Route1

    References

    • Takeda Chemical Industries, Ltd. Patent: EP1362846 A1, 2003 ; Location in patent: Page/Page column 125 ; EP 1362846 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P280-P301+P330+P331

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Computational Chemistry Data

  • TPSA   50.44
  • LogP   2.30502
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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