Substitution effects’ on stability and activation energies forproducing 3-alkyl-8-substituted-3H-imidazo[4,5-a]acridine-11-carbonitrileas pharmaceutical compounds, DFT study

In this paper, the effect of substitutions in positions3 and 8 in the producing of 3-alkyl-8-substituted-3H-imidazo[4,5-a]acridine-11-carbonitrile as pharmaceutical compounds, based onthe valuable thermodynamic and kinetic information, employing DFT(Density FunctionalTheory) study and PCM model (polarizable continuum) for considering solvent effects, havebeen fully investigated.In additional, calculations in the gas phase, substitution effects and stability of all species inmethanol were discussed completely.The effect of methanol as a polar solvent reduced the activation energy for the final step (losingH2O) and first step (tautomerization), while increased Eact in thecyclization step, although allspecies are more stable in solution phase.Based on theoretical calculations the final step (losing H2O) for all substituents at both positionsis the rate determining step.Solvent effect, activation energy and free Gibbs energy for all steps were discussed.

کلیدواژه ها:

DFT study ، NBO calculation ، Substitution of Imidazo[4 ، 5-a]acridin