Aryl urea derivatives of spiropiperidines as NPY Y5 receptor antagonists

Bioorg Med Chem Lett. 2009 Jul 1;19(13):3511-6. doi: 10.1016/j.bmcl.2009.05.013. Epub 2009 May 9.

Abstract

Continuing medicinal chemistry studies to identify spiropiperidine-derived NPY Y5 receptor antagonists are described. Aryl urea derivatives of a variety of spiropiperidines were tested for their NPY Y5 receptor binding affinities. Of the spiropiperidines so far examined, spiro[3-oxoisobenzofurane-1(3H),4'-piperidine] was a useful scaffold for producing orally active NPY Y5 receptor antagonists. Oral administration of 5c significantly inhibited the Y5 agonist-induced food intake in rats with a minimum effective dose of 3mg/kg. In addition, this compound was efficacious in decreasing body weight in diet-induced obese mice.

MeSH terms

  • Administration, Oral
  • Animals
  • Anti-Obesity Agents / chemical synthesis
  • Anti-Obesity Agents / chemistry*
  • Anti-Obesity Agents / pharmacology
  • Eating
  • Humans
  • Mice
  • Piperidines / chemical synthesis
  • Piperidines / chemistry*
  • Piperidines / pharmacology
  • Rats
  • Receptors, Neuropeptide Y / antagonists & inhibitors*
  • Receptors, Neuropeptide Y / metabolism
  • Spiro Compounds / chemical synthesis
  • Spiro Compounds / chemistry*
  • Spiro Compounds / pharmacology
  • Urea / analogs & derivatives*
  • Urea / chemical synthesis
  • Urea / pharmacology
  • Weight Loss

Substances

  • Anti-Obesity Agents
  • Piperidines
  • Receptors, Neuropeptide Y
  • Spiro Compounds
  • neuropeptide Y5 receptor
  • spiro(3-oxoisobenzofurane-1(3H),4'-piperidine)
  • Urea