Binding preference at the μ-opioid receptor underlies distinct pharmacology of cyclopropyl versus valeryl analogs of fentanyl

B Xie, VP Le Rouzic, A Goldberg, MHM Tsai, L Chen… - …, 2023 - Elsevier
Illicitly manufactured fentanyl is driving the current opioid crisis, and various fentanyl
analogs are appearing in recreational drug markets worldwide. To assess the potential …

Steric interactions and the activity of fentanyl analogs at the μ-opioid receptor

L Dosen-Micovic, M Ivanovic, V Micovic - Bioorganic & medicinal chemistry, 2006 - Elsevier
Fentanyl is a highly potent and clinically widely used narcotic analgesic. The synthesis of its
analogs remains a challenge in the attempt to develop highly selective μ-opioid receptor …

Activation of the μ‐opioid receptor by alicyclic fentanyls: Changes from high potency full agonists to low potency partial agonists with increasing alicyclic substructure

A Åstrand, S Vikingsson, I Jakobsen… - Drug Testing and …, 2021 - Wiley Online Library
Fentanyl analogs represent an important group of new psychoactive substances and
knowing their efficacy and potency might assist in interpreting observed concentrations. The …

Affinity, potency, efficacy, selectivity, and molecular modeling of substituted fentanyls at opioid receptors

AJ Eshleman, S Nagarajan, KM Wolfrum… - Biochemical …, 2020 - Elsevier
Substituted fentanyls are abused and cause rapid fatal overdose. As their pharmacology is
not well characterized, we examined in vitro pharmacology and structure–activity …

In vitro pharmacology of fentanyl analogs at the human mu opioid receptor and their spectroscopic analysis

SH Hassanien, JR Bassman… - Drug testing and …, 2020 - Wiley Online Library
Opioids are widely misused and account for almost half of overdose deaths in the United
States. The cost in terms of lives, health care, and lost productivity is significant and has …

The analgesic efficacy of fentanyl: relationship to tolerance and μ-opioid receptor regulation

S Sirohi, SV Dighe, EA Walker, BC Yoburn - … Biochemistry and Behavior, 2008 - Elsevier
This study determined if fentanyl analgesic efficacy predicts the magnitude of tolerance and
μ-opioid receptor regulation. To estimate efficacy, mice were injected ip with saline or …

Molecular docking reveals a novel binding site model for fentanyl at the μ-opioid receptor

G Subramanian, MG Paterlini… - Journal of medicinal …, 2000 - ACS Publications
The ligand binding modes of a series of fentanyl derivatives are examined using a
combination of conformational analysis and molecular docking to the μ-opioid receptor …

In vitro functional characterization of a panel of non-fentanyl opioid new psychoactive substances

MM Vandeputte, A Cannaert, CP Stove - Archives of toxicology, 2020 - Springer
The landscape of new psychoactive substances (NPS) is constantly evolving, with new
compounds entering the illicit drug market at a continuous pace. Of these, opioid NPS form a …

DARK classics in chemical neuroscience: fentanyl

SM Burns, CW Cunningham… - ACS chemical …, 2018 - ACS Publications
Fentanyl rose to prominence as an alternative analgesic to morphine nearly 50 years ago;
today, fentanyl has re-emerged as a dangerous recreational substance. The increased …

Fentanyl-Type Antagonist of the μ-Opioid Receptor: Important Role of Axial Chirality in the Active Conformation

H Arita, R Tanaka, S Kikukawa… - Journal of Medicinal …, 2024 - ACS Publications
In recent years, synthetic opioids have emerged as a predominant cause of drug-overdose-
related fatalities, causing the “opioid crisis.” To design safer therapeutic agents, we …