1155-57-3Relevant articles and documents
Synthesis and Biological Evaluation of Fentanyl Analogues Modified at Phenyl Groups with Alkyls
Qin, Yajuan,Ni, Luofan,Shi, Jiawei,Zhu, Zhiying,Shi, Saijian,Lam, Ai-Leen,Magiera, Julia,Sekar, Sunderajhan,Kuo, Andy,Smith, Maree T.,Li, Tingyou
, p. 201 - 208 (2018/09/25)
A series of fentanyl analogues modified at the phenyl group of the phenethyl with alkyl and/or hydroxyl and alkoxy, and the phenyl group in the anilido moiety replaced with benzyl or substituted benzyl, were synthesized. The in vitro opioid receptor functional activity of these compounds was evaluated by assessment of their ability to modulate forskolin-stimulated cAMP accumulation and by their ability to induce β-arrestin2 recruitment. Compound 12 is a potent μ-opioid (MOP) receptor agonist, a potent κ-opioid (KOP) receptor antagonist with weak β-arrestin2 recruitment activity. Compounds 10 and 11 are potent MOP receptor agonists with weak δ-opioid (DOP) receptor antagonist activity and moderate KOP receptor antagonist activity as well as weak β-arrestin2 recruitment activity at the MOP receptor. These compounds are promising leads for discovery of potent opioid analgesics with reduced side effects relative to clinically available strong opioid analgesics.
3',4'-dihydrospiro[piperidine-4,2'-(1'H)quinoline] derivatives as new antioxidant agents with acetylcholinesterase inhibitory property
Kouznetsov, Vladimir V.,Me?ndez, Leonor Y. Vargas,Acevedo, Amner Mun?oz
, p. 710 - 715 (2013/01/09)
In vitro radical-cation scavenging capacity and anti-AChE activities of 19 piperidine derivatives, including dihy-drospiro[piperidine-4,2'(1'H)quinolines] 7-19 and their precursor 4-allyl-4-arylaminopiperidines 1-6 were reported. Their data of bioassays a
Understanding the structural requirements of 4-anilidopiperidine analogues for biological activities at μ and δ opioid receptors
Lee, Yeon Sun,Nyberg, Joel,Moye, Sharif,Agnes, Richard S.,Davis, Peg,Ma, Shou-wu,Lai, Josephine,Porreca, Frank,Vardanyan, Ruben,Hruby, Victor J.
, p. 2161 - 2165 (2008/02/01)
New 4-anilidopiperidine analogues in which the phenethyl group of fentanyl was replaced by several aromatic ring-contained amino acids (or acids) were synthesized to study the biological effect of the substituents on μ and δ opioid receptor interactions. These analogues showed broad (47 nM-76 μM) but selective (up to 17-fold) binding affinities at the μ opioid receptor over the δ opioid receptor, as predicted from the message-address concept.