Novel tricyclic antagonists of the prostaglandin D2 receptor DP2 with efficacy in a murine model of allergic rhinitis

Bioorg Med Chem Lett. 2009 Aug 15;19(16):4647-51. doi: 10.1016/j.bmcl.2009.06.085. Epub 2009 Jun 25.

Abstract

The synthesis of a series of tricyclic antagonists for the prostaglandin D(2) receptor DP2 (CRTH2) is disclosed. The activities of the compounds were evaluated in a human DP2 binding assay and a human whole blood eosinophil shape change assay. Potential metabolic liabilities of the compounds were addressed through in vitro CYP studies. The lead compound was demonstrated to have efficacy in a mouse model of allergic rhinitis following oral dosing.

MeSH terms

  • Animals
  • Anti-Allergic Agents / chemical synthesis
  • Anti-Allergic Agents / chemistry*
  • Anti-Allergic Agents / pharmacology
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / pharmacology
  • Cytochrome P-450 Enzyme System / metabolism
  • Disease Models, Animal
  • Female
  • Heterocyclic Compounds, 3-Ring / chemical synthesis
  • Heterocyclic Compounds, 3-Ring / chemistry*
  • Heterocyclic Compounds, 3-Ring / pharmacology
  • Humans
  • Mice
  • Receptors, Immunologic / antagonists & inhibitors*
  • Receptors, Immunologic / metabolism
  • Receptors, Prostaglandin / antagonists & inhibitors*
  • Receptors, Prostaglandin / metabolism
  • Rhinitis, Allergic, Perennial / drug therapy*

Substances

  • Anti-Allergic Agents
  • Anti-Inflammatory Agents
  • Heterocyclic Compounds, 3-Ring
  • Receptors, Immunologic
  • Receptors, Prostaglandin
  • Cytochrome P-450 Enzyme System
  • prostaglandin D2 receptor