The identification of potent, orally bioavailable tricyclic CGRP receptor antagonists

Bioorg Med Chem Lett. 2009 Aug 15;19(16):4740-2. doi: 10.1016/j.bmcl.2009.06.057. Epub 2009 Jun 17.

Abstract

A series of tricyclic CGRP receptor antagonists was optimized in order to improve oral bioavailability. Attenuation of polar surface area and incorporation of a weakly basic indoline nitrogen led to compound 5, a potent antagonist with good oral bioavailability in three species.

MeSH terms

  • Administration, Oral
  • Animals
  • Biological Availability
  • Calcitonin Gene-Related Peptide Receptor Antagonists*
  • Cell Line
  • Dogs
  • Haplorhini
  • Heterocyclic Compounds, 3-Ring / administration & dosage
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacokinetics*
  • Humans
  • Rats
  • Receptors, Calcitonin Gene-Related Peptide / metabolism
  • Spiro Compounds / administration & dosage
  • Spiro Compounds / pharmacokinetics*

Substances

  • Calcitonin Gene-Related Peptide Receptor Antagonists
  • Heterocyclic Compounds, 3-Ring
  • Receptors, Calcitonin Gene-Related Peptide
  • Spiro Compounds