3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: discovery and exploration of the carboxyamide side chain

Bioorg Med Chem. 2010 Jan 1;18(1):80-90. doi: 10.1016/j.bmc.2009.11.023. Epub 2009 Nov 12.


A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl)propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented.

MeSH terms

  • Animals
  • CHO Cells
  • Cattle
  • Cricetinae
  • Cricetulus
  • Female
  • Mice
  • Phenyl Ethers
  • Pregnancy
  • Propionates / chemistry
  • Rats
  • Receptors, Prostaglandin E / antagonists & inhibitors*
  • Receptors, Prostaglandin E / metabolism*
  • Receptors, Prostaglandin E, EP3 Subtype
  • Serum Albumin, Bovine / metabolism
  • Uterine Contraction / drug effects*


  • 3-(2-aminocarbonyl-4-phenoxymethylphenyl)propanoic acid
  • Phenyl Ethers
  • Propionates
  • Ptger3 protein, mouse
  • Receptors, Prostaglandin E
  • Receptors, Prostaglandin E, EP3 Subtype
  • Serum Albumin, Bovine