Synthesis and morphine enhancement activity of N-[5-(2-phenoxyphenyl)-1, 3, 4-oxadiazole-2-yl]-N'-phenylurea derivatives

Arch Pharm (Weinheim). 2004 Apr;337(4):193-200. doi: 10.1002/ardp.200300822.

Abstract

The synthesis of N-[5-(2-phenoxyphenyl)-1, 3, 4-oxadiazole-2-yl]-N'-phenylurea derivatives is reported. The structures of these compounds are supported by their IR, (1)H-NMR and mass spectra. Conformational analysis and superimposition of energy minima conformers of these compounds on L-365, 260, a known 3-ureido-1, 4-benzodiazepine CCK-B antagonist, showed that the aromatic rings fell in the same contour. Morphine analgesia enhancement evaluation of the synthesized compounds in comparison with a control group showed that compounds 8a, 8c, 8h-8j, 8l, 8o have significant effects.

MeSH terms

  • Analgesia*
  • Animals
  • Drug Synergism
  • Male
  • Mice
  • Molecular Conformation
  • Morphine*
  • Phenylurea Compounds / chemical synthesis*
  • Phenylurea Compounds / pharmacology
  • Receptors, Cholecystokinin / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Phenylurea Compounds
  • Receptors, Cholecystokinin
  • Morphine