Synthesis and binding affinities of 4-diarylaminotropanes, a new class of delta opioid agonists

Bioorganic & Medicinal Chemistry Letters
2000.0

Abstract

A series of 4-diarylaminotropanes has been prepared. Both endo and exo diastereomeric forms bound to the delta opioid receptor but the endo isomers were more potent and selective versus the mu opioid receptor than the exo isomers. The most potent delta opioid agonist (14) exhibited a delta opioid Ki of 0.2 nM and was 860-fold selective over mu.

Knowledge Graph

Similar Paper

Synthesis and binding affinities of 4-diarylaminotropanes, a new class of delta opioid agonists
Bioorganic & Medicinal Chemistry Letters 2000.0
Optically pure (−)-4-[(N-allyl-3-methyl-4-piperidinyl)phenyl-amino]-N,N-diethylbenzamide displays selective binding and full agonist activity for the δ opioid receptor
Bioorganic & Medicinal Chemistry Letters 1999.0
Piperazinyl benzamidines: Synthesis and affinity for the delta opioid receptor
Bioorganic & Medicinal Chemistry Letters 2001.0
14-Amino, 14-Alkylamino, and 14-Acylamino Analogs of Oxymorphindole. Differential Effects on Opioid Receptor Binding and Functional Profiles
Journal of Medicinal Chemistry 2003.0
Synthesis and Opioid Activity of EnantiomericN-Substituted 2,3,4,4a,5,6,7,7a-Octahydro-1H-benzofuro[3,2-e]isoquinolines
Journal of Medicinal Chemistry 2010.0
N,N-Diethyl-4-[(3-hydroxyphenyl)(piperidin-4-yl)amino] benzamide derivatives: The development of diaryl amino piperidines as potent δ opioid receptor agonists with in vivo anti-nociceptive activity in rodent models
Bioorganic & Medicinal Chemistry Letters 2009.0
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies
Bioorganic & Medicinal Chemistry Letters 2009.0
(±)-4-[(N-allyl-cis-3-methyl-4-piperidinyl)phenylamino]-N,N-diethylbenzamide displays selective binding for the delta opioid receptor
Bioorganic & Medicinal Chemistry Letters 1999.0
Factors Influencing Agonist Potency and Selectivity for the Opioid δ Receptor Are Revealed in Structure−Activity Relationship Studies of the 4-[(N-Substituted-4-piperidinyl)arylamino]-N,N-diethylbenzamides
Journal of Medicinal Chemistry 2001.0
Synthesis and binding activity of endomorphin-1 analogues containing β-amino acids
Bioorganic & Medicinal Chemistry Letters 2000.0