Synthesis, spectral analysis and biological evaluation of 2-{[(morpholin-4-yl)ethyl]thio}-5-phenyl/aryl-1,3,4-oxadiazole derivatives

• Published in: Pakistan Journal of Pharmaceutical Sciences
• Main Author: Aziz-Ur-Rehman; Khan S.G.; Naqvi S.A.R.; Ahmad M.; Akhtar N.; Bokhari T.H.; Irfan M.; Usman A.; Batool S.; Rasool S.; Shah S.A.A.; Shahid M.
• Format: Article
• Language: English
• Published: Pakistan Journal of Pharmaceutical Sciences 2021
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85107334212&doi=10.36721%2fPJPS.2021.34.1.SP.441-446.1&partnerID=40&md5=e8b212439da4fd6837b001731b079baa

A series of new derivatives of 4-(2-chloroethyl)morpholine hydrochloride (5) were efficiently synthesized. Briefly, different aromatic organic acids (1a-f) were refluxed to acquire respective esters (2a-f) using conc. H2SO4 as catalyst. The esters were subjected to nucleophillic substitution by monohydrated hydrazine to acquire hydrazides (3a-f). The hydrazides were cyclized with CS2 in the presence of KOH to yield corresponding oxadiazoles (4a-f). Finally, the derivatives, 6a-f, were prepared by reacting oxadiazoles (4a-f) with 5 using NaH as activator. Structures of all the derivatives were elucidated through 1D-NMR EI-MS and IR spectral data. All these molecules were subjected to antibacterial and hemolytic activities and showed good antibacterial and hemolytic potential relative to the reference standards. © 2021 Pakistan Journal of Pharmaceutical Sciences. All rights reserved.