Abstract

AbstractBoth 2‐(N‐arylcarbamoyl)methylsulfanyl‐3‐cyano‐5‐ethoxycarbonyl‐6‐methyl‐4‐(2′‐thienyl)pyridines 2a‐e and their isomers, 3‐amino‐2‐(N‐arylcarbamoyl)‐5‐ethoxy‐carbonyl‐6‐methyl‐4‐(2′‐thienyl)thieno[2,3‐b]pyridines 3a‐e were synthesized by reaction of ethyl 3‐cyano‐1,2‐dihydro‐6‐methyl‐4‐(2′‐thienyl)‐2‐thioxopyridine‐5‐carboxylate (1) with the respective N‐aryl‐2‐chloroacetamides in the presence of different basic catalysts. Compounds 3a‐e were used as precursors for synthesizing of pyridothienopyrimidinones 4a‐e, pyridothienotriazinones 5a‐e and tetrahydropyridothienopyrimidinones 6a‐c via treatment with triethyl orthoformate, nitrous acid, and/or 4‐chlorobenzaldehyde respectively. The photophysical properties of aminothienylthienopyridines 3a‐e and tetrahydropyridothieno‐pyrimidine‐4(3H)‐ones 6a‐c were studied and the fluorescence data revealed that all selected compounds possess AIE behaviors in solution and in solid state. Most of the prepared compounds were evaluated in vitro for their antibacterial and antifungal activities, and considerable results were obtained. Moreover, the cytotoxic activity of thienopyridines 3a‐d against MCF‐7 and HepG2 cell lines was evaluated and they showed moderate to very strong activity.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.