Synthesis and anticholinesterase activity and cytotoxicity of novel amide derivatives

Arch Pharm (Weinheim). 2012 Feb;345(2):112-6. doi: 10.1002/ardp.201100124. Epub 2011 Oct 18.


In the present study, some amide derivatives were synthesized and their potential anticholinesterase properties were investigated. N-(Benzothiazol-2-yl)-2-[(5-amino/methyl-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives were obtained by nucleophilic substitution of 2-chloro-N-(benzothiazole-2-yl)acetamide derivatives with appropriate 1,3,4-thiadiazole-2-thioles. The chemical structures of the compounds were elucidated by (1) H-NMR, (13) C-NMR and FAB(+) -MS spectral data and elemental analyses. Each amide derivative was evaluated for its ability to inhibit AChE and BuChE using a modification of Ellman's spectrophotometric method. The compounds were also investigated for their cytotoxic properties using MTT assay. 2-(5-Amino-1,3,4-thiadiazol-2-yl)thio-N-(benzothiazol-2-yl)acetamide derivatives have anticholinesterase activity, whereas 2-(5-methyl-1,3,4-thiadiazol-2-yl)thio-N-(benzothiazol-2-yl)acetamide derivatives have no inhibitory effect on enzyme activity. Among these compounds, it is clear that compound IIh is the most potent derivative.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Animals
  • Cell Survival / drug effects
  • Cholinesterase Inhibitors / chemical synthesis*
  • Cholinesterase Inhibitors / pharmacology
  • Mice
  • NIH 3T3 Cells
  • Structure-Activity Relationship


  • Amides
  • Cholinesterase Inhibitors