A one-pot multicomponent approach to a new series of morphine derivatives and their biological evaluation

Org Biomol Chem. 2017 Sep 26;15(37):7796-7801. doi: 10.1039/c7ob01924f.

Abstract

A novel and facile domino reaction has been developed to synthesize a variety of new derivatives from hydromorphone, amines and paraformaldehyde in good yields in a catalyst-free fashion with high atom efficiency. The products show a mixed MOR/DOR biological characteristic which makes them valuable for further study as opioid analgesics.

MeSH terms

  • Analgesics, Opioid / administration & dosage
  • Analgesics, Opioid / chemistry
  • Analgesics, Opioid / pharmacology*
  • Animals
  • Dose-Response Relationship, Drug
  • Humans
  • Injections, Intraperitoneal
  • Mice
  • Mice, Inbred C57BL
  • Mice, Knockout
  • Morphine Derivatives / administration & dosage
  • Morphine Derivatives / chemistry
  • Morphine Derivatives / pharmacology*
  • Receptors, Opioid, delta / antagonists & inhibitors*
  • Receptors, Opioid, kappa / agonists*
  • Receptors, Opioid, kappa / deficiency
  • Receptors, Opioid, mu / agonists*
  • Receptors, Opioid, mu / antagonists & inhibitors
  • Receptors, Opioid, mu / deficiency
  • Structure-Activity Relationship

Substances

  • Analgesics, Opioid
  • Morphine Derivatives
  • Receptors, Opioid, delta
  • Receptors, Opioid, kappa
  • Receptors, Opioid, mu