Synthesis, Characterization and Antibacterial Studies of N-(Benzothiazol-2-yl)-4-chlorobenzenesulphonamide and Its Neodymium(III) and Thallium(III) Complexes

Molecules. 2017 Feb 22;22(2):153. doi: 10.3390/molecules22020153.

Abstract

N-(Benzothiazol-2-yl)-4-chlorobenzenesulphonamide (NBTCS) was synthesized by condensation reaction of 4-chlorobenzenesulphonyl chloride and 2-aminobenzothiazole in acetone under reflux. Neodymium(III) and thallium(III) complexes of the ligand were also synthesized. Both ligand and metal complexes were characterized using UV-Vis, IR, ¹H- and 13C-NMR spectroscopies, elemental analysis and molar conductance measurement. IR studies revealed that the ligand is tridentate and coordinates to the metal ions through nitrogen and oxygen atoms of the sulphonamide group and nitrogen atom attached to benzothiazole ring. The neodymium(III) complex displays a coordination number of eight while thallium(III) complex displays a coordination number of six. The ligand and its complexes were screened in vitro for their antibacterial activities against Escherichia coli strains (E. coli 6 and E. coli 13), Proteus species, Staphylococcus aureus and Pseudomonas aeruginosa using the agar well diffusion technique. The synthesized compounds were found to be more active against the microorganisms screened relative to ciprofloxacin, gentamicin and co-trimoxazole.

Keywords: N-(benzothiazol-2-yl)-4-chlorobenzenesulphonamide; antibacterial activity; neodymium(III) and thallium(III) complexes.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Benzothiazoles / chemistry
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry
  • Escherichia coli / drug effects
  • Ligands
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Neodymium / chemistry*
  • Pseudomonas aeruginosa / drug effects
  • Staphylococcus aureus / drug effects
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry*
  • Thallium / chemistry*

Substances

  • Anti-Bacterial Agents
  • Benzothiazoles
  • Coordination Complexes
  • Ligands
  • N-(benzothiazol-2-yl)-4-chlorobenzenesulphonamide
  • Sulfonamides
  • Neodymium
  • Thallium