Structure-activity relationship studies of novel 3-oxazolidinedione-6- naphthyl-2-pyridinones as potent and orally bioavailable EP3 receptor antagonists

Ángel I. Morales-Ramos, Yue H. Li, Mark Hilfiker, John S. Mecom, Patrick Eidam, Dongchuan Shi, Pei San Tseng, Carl Brooks, David Zhang, Ning Wang, Jon Paul Jaworski, Dwight Morrow, Harvey Fries, Richard Edwards, Jian Jin

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Multiple regions of the 3-oxazolidinedione-6-naphthyl-pyridinone series identified via high throughput screening were explored. SAR studies of these regions including the left-hand side oxazolidinedione moiety, α-substituent on the oxazolidinedione ring, central pyridinone core, and substituents on the central pyridinone core led to the discovery of potent EP3 receptor antagonists such as compound 29 which possesses outstanding rat pharmacokinetic properties. Synthesis and SAR of these novel compounds and DMPK properties of representative compounds are discussed.

Original languageEnglish
Pages (from-to)2806-2811
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number10
DOIs
StatePublished - 15 May 2011
Externally publishedYes

Keywords

  • 3-Oxazolidinedione-6-aryl-pyridinones
  • EP3 receptor
  • Novel, potent, selective, and orally active antagonists

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