Synthesis of 6-oxopyrimidin-1(6H)-yl benzamide derivatives and evaluation of their antibacterial and cytotoxic activity

ABSTRACT

A series of novel 2-alkylamino and 2, 4-dialkyl amino 6-oxopyrimidin-1(6H)-yl) benzamide derivatives were prepared in good yields from a base-catalyzed ring opening of oxadiazolo[3,2-a]pyrimidin-5-one and evaluated for their antibacterial and cytotoxicity. Most of the compounds exhibited antibacterial activity. In particular, compounds 5b and 5k exhibited considerable antibiotic activity against Klebsiella pneumonia and Bacillus cereus. In addition, compounds 5g and 5i also inhibited the growth of two human tumor cell lines (A549 and H460) at micromolar concentrations.

GRAPHICAL ABSTRACT

KEYWORDS:

• Cancer cell lines
• cytotoxic agents
• fused oxadiazole
• oxadiazolo[3,2-a]pyrimidin-5-ol
• oxadiazolo[3,2-a]pyrimidin-5-one
• pyrimidines

Acknowledgments

The authors are grateful to the management of GVK Biosciences Private Limited, India for financial and analytical support during this program. Special thanks to JNTU, Hyderabad, India for continuous encouragement.