New potent calcimimetics: I. Discovery of a series of novel trisubstituted ureas

Bioorg Med Chem Lett. 2013 Apr 15;23(8):2451-4. doi: 10.1016/j.bmcl.2013.01.078. Epub 2013 Jan 29.

Abstract

Starting from Fendiline and R-568, we identified a novel series of urea compounds as positive allosteric modulators of the calcium sensing receptor (CaSR), as part of a program to identify novel therapeutics for secondary hyperparathyroidism. Initially identified disubstituted ureas were converted to trisubstituted urea lead 20e, which was further modified to increase in vivo potency. Replacing a carbomethoxy substituent by various bioisosteres led to compound 46 which exhibited potent in vitro and in vivo activity after oral administration.

MeSH terms

  • Biomimetic Materials / chemical synthesis
  • Biomimetic Materials / chemistry
  • Biomimetic Materials / pharmacology
  • Calcium / chemistry*
  • Receptors, Calcium-Sensing / antagonists & inhibitors*
  • Receptors, Calcium-Sensing / chemistry
  • Structure-Activity Relationship
  • Urea / analogs & derivatives*
  • Urea / chemical synthesis
  • Urea / chemistry
  • Urea / pharmacology*

Substances

  • Receptors, Calcium-Sensing
  • Urea
  • Calcium