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Synthesis, characterization and biological screening of 5-substituted-1,3,4-oxadiazole-2yl-N-(2-methoxy-5-chlorophenyl)- 2-sulfanyl acetamide

  • Aziz-Ur-Rehman*
  • , Ambreen Fatima
  • , Nadia Abbas
  • , Muhammad Athar Abbasi
  • , Khalid Mohammed Khan
  • , Muhammad Ashraf
  • , Irshad Ahmad
  • , Syeda Abida Ejaz
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

36 Scopus citations

Abstract

In the current study, a series of 5-substituted-1,3,4-oxadiazole-2yl-N-(2- methoxy-5-chlorophenyl)-2-sulfanyl acetamide was synthesized by converting variously substituted/unsubstituted aromatic organic acids successively into the corresponding esters, hydrazides and then 5-substituted-1,3,4-oxadiazole-2- thiols. Finally the target compounds were obtained by stirring 5-substituted-1,3,4-oxadiazole-2-thiols with N-(2-methoxy-5-chlorophenyl)-2- bromoacetamide in the presence of N,N-dimethyl formamide (DMF) and sodium hydride (NaH). The structures of the synthesized compounds were confirmed based on 1H-NMR, IR and mass spectral data. The synthesized compounds were screened against acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and lipoxygenase enzymes (LOX) and were found to be relatively more active against acetyl cholinesterase.

Original languageEnglish
Pages (from-to)345-352
Number of pages8
JournalPakistan Journal of Pharmaceutical Sciences
Volume26
Issue number2
StatePublished - Mar 2013
Externally publishedYes

Keywords

  • Acetylcholinesterase
  • Aromatic acids
  • H-NMR and EI-MS
  • Oxadiazoles

ASJC Scopus subject areas

  • Pharmaceutical Science

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