Discovery of cyclopentane- and cyclohexane-trans-1,3-diamines as potent melanin-concentrating hormone receptor 1 antagonists

Bioorg Med Chem Lett. 2007 Aug 1;17(15):4232-41. doi: 10.1016/j.bmcl.2007.05.034. Epub 2007 May 17.

Abstract

We herein report the optimization of cyclopentane- and cyclohexane-1,3-diamine derivatives as novel and potent MCH-R1 antagonists. Structural modifications of the 2-amino-quinoline and thiophene moieties found in the initial lead compound served to improve its metabolic stability profile and MCH-R1 affinity, and revealed unprecedented SAR when compared to other 2-amino-quinoline-containing MCH-R1 antagonists.

MeSH terms

  • Cyclohexanes / chemistry*
  • Cyclopentanes / chemistry*
  • Diamines / chemistry
  • Diamines / pharmacology*
  • Humans
  • Models, Molecular
  • Receptors, Somatostatin / antagonists & inhibitors*

Substances

  • Cyclohexanes
  • Cyclopentanes
  • Diamines
  • MCHR1 protein, human
  • Receptors, Somatostatin
  • Cyclohexane