Central and peripheral analgesic agents: chemical strategies for limiting brain penetration in kappa-opioid agonists belonging to different chemical classes

Farmaco. 1995 Jun;50(6):405-18.

Abstract

Over the past decade there has been great interest by the pharmaceutical industry in the development of novel analgesics which act by activation of central kappa-opioid receptors. However, in view of the spectrum of unwanted CNS effects associated with such agents, recent efforts have been focused on peripherally-selective compounds with limited ability to cross the blood-brain barrier (BBB). In this review, the authors consider the chemical strategies and associated synthetic procedures employed by various research groups to produce hydrophilic compounds with retained kappa-opioid agonist activity. Physico-chemical (clogP, delta logP) and biological methods (antinociception following administration by peripheral and central routes; ex-vivo binding to detect plasma and brain levels of the drugs) utilized to assess brain penetration are described and compared. Overall, in-vivo ratios correlate better with delta logP values than with clogP.

Publication types

  • Review

MeSH terms

  • Analgesics / chemical synthesis*
  • Analgesics / pharmacokinetics
  • Analgesics / pharmacology
  • Animals
  • Blood-Brain Barrier / drug effects*
  • Central Nervous System / drug effects*
  • Humans
  • Lethal Dose 50
  • Peripheral Nervous System / drug effects*
  • Receptors, Opioid, kappa / agonists*

Substances

  • Analgesics
  • Receptors, Opioid, kappa