Abstract
Three novel pyrimidine based bis-uracil derivatives 1–3 were synthesized by the condensation reaction of 2-hydroxynaphthaldehyde with 6-amino-1,3-dimethylpyrimidine-2,-4(1H, 3H)-dione; 6-amino-1, 3-diethylpyrimidine-2,-4(1H, 3H)-dione, and 6-amino-1,-ethyl-3-methylpyrimidine-2,-4(1H, 3H)-dione, respectively and structurally characterized. The preliminary test of compounds was evaluated by SwissADME that can predict rapidly key parameters for a collection of molecules to support their drug discovery endeavors. Antimicrobial, photoluminescence, and molecular docking of compounds were also studied. The kinetic and thermal stabilities along with intramolecular charge transfer characters were obtained for compounds using frontier molecular orbitals, electrostatic potential diagrams as well as their orbital energies. Additionally, we applied state-of-art computational methods to assess the linear and nonlinear optical (NLO) properties of compounds at M06/6-311G** levels of theory. The third-order NLO properties of 1–3 were observed larger as compared to the standard indicating the considerable NLO character of all molecules, which may render the above derivatives as efficient candidates for NLO device fabrications.
Graphical Abstract
![](/cms/asset/a560a7f1-2277-468c-b985-0a146b174dba/lsyc_a_1771369_uf0001_c.jpg)
Acknowledgments
Author thanks the Sophisticated Analytical Instrument Facility (SAIF), IIT Madras for single crystal data collection of compound 1. We thank the Head, Department of Chemistry, NIT Patna and SAIF, IIT Patna for making available FT-IR and UV-Vis, and NMR spectral facility, respectively. The authors from the King Khalid University, Saudi Arabia acknowledge the financial and technical support from Research Center for Advanced Material Science at King Khalid University.
Disclosure statement
The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.