CAS 924633-56-7

Methyl 3-hydroxy-8-(trifluoromethyl)-4-quinolinecarboxylate

Description:

Methyl 3-hydroxy-8-(trifluoromethyl)-4-quinolinecarboxylate is a chemical compound characterized by its quinoline structure, which is a bicyclic aromatic compound containing a nitrogen atom. This substance features a hydroxyl group (-OH) at the 3-position and a trifluoromethyl group (-CF3) at the 8-position of the quinoline ring, contributing to its unique chemical properties. The presence of the methyl ester group (-COOCH3) at the 4-position enhances its reactivity and solubility in organic solvents. This compound is of interest in medicinal chemistry due to its potential biological activities, including antimicrobial and anti-inflammatory properties. Its trifluoromethyl group is known to influence lipophilicity and metabolic stability, making it a valuable moiety in drug design. Additionally, the compound's structural features may allow for various synthetic modifications, enabling the exploration of its derivatives for enhanced pharmacological effects. As with many quinoline derivatives, it may also exhibit fluorescence, which can be useful in biological imaging applications.

Formula: C₁₂H₈F₃NO₃

InChI: InChI=1S/C12H8F3NO3/c1-19-11(18)9-6-3-2-4-7(12(13,14)15)10(6)16-5-8(9)17/h2-5,17H,1H3

InChI key: InChIKey=GCJJSKKWRZJWNA-UHFFFAOYSA-N

SMILES: C(OC)(=O)C=1C2=C(C(C(F)(F)F)=CC=C2)N=CC1O

Synonyms:

• 4-Quinolinecarboxylic acid, 3-hydroxy-8-(trifluoromethyl)-, methyl ester
• Methyl 3-hydroxy-8-(trifluoromethyl)-4-quinolinecarboxylate