Crystal structure, antibacterial and antifungal evaluation of 5-bromothiophene based 3,4-dihydropyrimidin-2-(1H)-(thi)ones

Abstract

Herein, a solvent-free synthesis of 5-bromothiophene based 3,4-dihydropyrimidin-2-(1H)-(thi)ones was explored. The main advantages of this study are that pure products are readily obtained through an easy workup and without using any separation technique and in good yields (66-80% yield), All the synthesized products were characterized by ¹H and ¹³C-APT NMR, IR spectroscopy and elemental analysis. A single crystal X-ray analysis of ethyl-4-(5-bromothiophen-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (4c) was performed. All the synthesized compounds were screened for their antifungal and antibacterial assay. Among all synthesized compounds, some showed good antibacterial and antifungal activity. ADMET prediction for was carried out and calculated data show that all the compounds have a drug-like nature.

Graphical Abstract

Keywords:

• DHPMs
• antibacterial activity
• antifungal activity
• Hirshfeld surfaces analysis
• ADMET prediction

Disclosure statement

There are no conflicts to declare.

Additional information

Funding

MGS and HMP are thankful to SERB, New Delhi, India for providing financial assistance from major research project (File No.EEQ/2016/000376, dated 07/02/2017). SB is funded by Ninewells Cancer Campaign Cancer Research Award and Tayside Health Funds.