A Theoretical Study of Chloroquine Tautomerism

A theoretical study about the chloroquine was executed using DFT method (B3LYP/6-31G*) to clarify anti-malarial influence of 4-amine-quinoline (AQ) tautomerism. Stability and reactivity were determined by geometric and energetic parameters in gas phase for AQ as simplified model of chloroquine (CQ) and compared with water and chloroform solvents using PCM methods. The results have shown that AQ is more stable than 4-imine-quinoline (IQ) on the gas phase and these relative energy differences of the tautomers were increased by solvent effect influence.