In pursuit of neuroprotective and antimicrobial agents, a series of 1,2,4-triazolo[3,4-b]1,3,4-thiadiazole incorporated thieno[2,3d]pyrimidine derivatives 10 a-l has been designed, synthesized. The final target compounds were screened for neuroprotective, neurotoxic and antibacterial activities. The compounds derived from 4-methylphenyl (10 a) and 4-nitrophenyl (10 c) have showed good neuroprotective activity against H 2 O 2 induced PC12 cell death at respective EC 50 values of 10.44, 14.12 μg/mL. However 10 b and 10 k showed superior neurotoxic effects than rest of the compounds with respective CC 50 values of 100.16, 120 μg/mL. Potent antibacterial activity was shown by 10 f (R =-Me, R 2 =-OMe), 10 h (R =-Me, R 2 =-Cl) against the four bacterial pathogens such as S.aureus, B.subtilis, E.coli and P.aeruginosa at low minimum inhibitory concentration (MIC) range. Further, in silico docking studies were performed for all the synthesized compounds with C(30) carotenoid dehydrosqualene synthase, Gyrase A and LpxC bacterial proteins. Interestingly, 10 f, 10 h showed good binding affinities with target proteins and these results are in good compliance with the in vitro activity profile data.

An efficient method has been developed for the synthesis of N‐alkylated 2′‐oxo‐3‐phenylspiro[cyclopropane‐1,3′‐indoline]‐2,2‐dicarbonitrile from 3‐chloroindolin‐2‐one and 2‐benzylidenemalononitrile by using triethylamine as a base at room temperature and obtained the products in moderate to good yields. In extension, the scope of the reaction has been investigated by stepwise and one‐pot methods. Furthermore, in silico antibacterial activity was carried out in order to understand possible binding modes of novel derivatives with the active site of DNA gyrase A enzyme, and the results were well complemented. Additionally, absorption, distribution, metabolism, and excretion properties of compounds have shown drug likeness with good oral absorption and moderate blood–brain barrier permeability.