Identification of Potent Phenyl Imidazoles as Opioid Receptor Agonists

Bioorg Med Chem Lett. 2006 May 1;16(9):2505-8. doi: 10.1016/j.bmcl.2006.01.082. Epub 2006 Feb 17.

Abstract

Using previously reported opioid receptor (OR) agonist analogs 4a-c as starting points, the structure-activity relationship (SAR) for their related series has been further refined. This SAR study has led to the identification of 2,6-di-Me-Tyr (DMT) analogs 4h and 4j as the most potent OR agonist within the series. In addition, it was discovered that 4-(aminocarbonyl)-2,6-dimethyl-Phe is a reasonable bioisostere surrogate for the DMT moiety, as supported by the OR activities of compounds 4x and 4y.

MeSH terms

  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry
  • Imidazoles / pharmacology*
  • Molecular Structure
  • Receptors, Opioid / agonists*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Imidazoles
  • Receptors, Opioid