Catalytic reduction of pralidoxime in pharmaceuticals by macrocyclic Ni(II) compounds derived from orthophthalaldehyde

Spectrochim Acta A Mol Biomol Spectrosc. 2008 Aug;70(3):704-12. doi: 10.1016/j.saa.2007.10.014. Epub 2007 Oct 23.

Abstract

Efficient catalytic method for the reduction of pralidoxime to its amine derivative by macrocyclic Ni(II) compounds has been developed. Ten macrocyclic Schiff base Ni(II) compounds were synthesized via non-template synthesis by treating the corresponding macrocycles with nickel chloride in 1:1 ratio. The resulting compounds were characterized by elemental, IR, (1)H NMR, (13)C NMR, mass, electronic spectra, conductance, magnetic, thermal studies and their structures have been proposed. These compounds were used as catalysts for the reduction of pralidoxime to its amino derivative. The reduced pralidoxime was also characterized by spectral analysis and catalytic cycle has been established. The reduced product was determined spectrophotometrically by treating with ninhydrin reagent and the percent yields were found to be in the range of 75.12-82.36%.

MeSH terms

  • Catalysis
  • Electric Conductivity
  • Electrons
  • Macrocyclic Compounds / chemistry*
  • Magnetic Resonance Spectroscopy
  • Magnetics
  • Mass Spectrometry
  • Nickel / chemistry*
  • Ninhydrin / chemistry
  • Oxidation-Reduction
  • Pharmaceutical Preparations / chemistry*
  • Pralidoxime Compounds / chemistry*
  • Spectrophotometry, Infrared
  • Temperature
  • o-Phthalaldehyde / chemistry*

Substances

  • Macrocyclic Compounds
  • Pharmaceutical Preparations
  • Pralidoxime Compounds
  • o-Phthalaldehyde
  • Nickel
  • Ninhydrin
  • pralidoxime