A MOR Antagonist with High Potency and Antagonist Efficacy among Diastereomeric C9-Alkyl-Substituted
N-phenethyl-5-(3-hydroxy)phenylmorphan
inhibition of forskolin-induced cAMP accumulation assay (cAMP assay)
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
14 Jul 2023
14 Jul 2023
Historique:
received:
15
06
2023
revised:
05
07
2023
accepted:
10
07
2023
medline:
31
7
2023
pubmed:
29
7
2023
entrez:
29
7
2023
Statut:
epublish
Résumé
The 5-(3-hydroxy)phenylmorphan structural class of compounds are unlike the classical morphinans, 4,5-epoxymorphinans, and 6,7-benzomorphans, in that they have an equatorially oriented aromatic ring rather than the axial orientation of that ring found in the classical opioids. This modified and simplified opioid-like structure has been shown to retain antinociceptive activity, depending on its stereochemistry and substituents, and some of them have been found to be much more potent than morphine. A simple C9-hydroxy-5-(3-hydroxy)phenylmorphan enantiomer was found to be about 500 times more potent than morphine in vivo. We have previously examined C9-alkenyl and hydroxyalkyl substituents in the
Identifiants
pubmed: 37513283
pii: molecules28145411
doi: 10.3390/molecules28145411
pmc: PMC10386414
pii:
doi:
Substances chimiques
phenylmorphan
91190-14-6
Receptors, Opioid, mu
0
Naltrexone
5S6W795CQM
Morphinans
0
Morphine
76I7G6D29C
Analgesics, Opioid
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : NIDA NIH HHS
ID : U01 DA051377
Pays : United States
Organisme : NIDA NIH HHS
ID : DA051377
Pays : United States
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