CAS 959238-76-7

4-(Trifluoromethyl)-1H-indole-3-carboxylic acid

Description:

4-(Trifluoromethyl)-1H-indole-3-carboxylic acid is a chemical compound characterized by its indole structure, which is a bicyclic compound consisting of a benzene ring fused to a pyrrole ring. The presence of a trifluoromethyl group (-CF3) at the 4-position of the indole ring significantly influences its chemical properties, enhancing lipophilicity and potentially affecting its biological activity. The carboxylic acid functional group (-COOH) at the 3-position contributes to its acidity and reactivity, making it a useful building block in organic synthesis and medicinal chemistry. This compound may exhibit interesting pharmacological properties due to the combination of the indole core and the electron-withdrawing trifluoromethyl group, which can modulate interactions with biological targets. Additionally, its unique structure may lead to applications in agrochemicals or as a precursor in the synthesis of more complex molecules. As with many fluorinated compounds, it is important to consider its environmental impact and stability during handling and application.

Formula: C₁₀H₆F₃NO₂

InChI: InChI=1S/C10H6F3NO2/c11-10(12,13)6-2-1-3-7-8(6)5(4-14-7)9(15)16/h1-4,14H,(H,15,16)

InChI key: InChIKey=ZXHZBUBUBCCBBT-UHFFFAOYSA-N

SMILES: C(F)(F)(F)C1=C2C(NC=C2C(O)=O)=CC=C1

Synonyms:

• 1H-Indole-3-carboxylic acid, 4-(trifluoromethyl)-
• 4-(Trifluoromethyl)-1H-indole-3-carboxylic acid