Design of a potent 5-HT4 receptor agonist with nanomolar affinity

Bioorganic & Medicinal Chemistry Letters
1994.0

Abstract

It was demonstrated that potent and selective ligands for the 5-HT4 receptor devoid of 5-HT3 receptor antagonist properties could be designed from the esters of 4-amino-5-chloro-2-methoxybenzoic acid and the conformationally flexible piperidine framework derived from the locked structure of the quinuclidine ring of zacopride. The compounds were evaluated in binding assays with (^3H)^2-GR-113808 and (^3H)^2-BRL-43694 and fonctionally using electrically-evoked contractions in the guinea-pig ileum. Compound 7 exhibited nanomolar 5-HT4 receptor agonist activity.

Knowledge Graph

Similar Paper

Design of a potent 5-HT4 receptor agonist with nanomolar affinity
Bioorganic & Medicinal Chemistry Letters 1994.0
New Esters of 4-Amino-5-chloro-2-methoxybenzoic Acid as Potent Agonists and Antagonists for 5-HT<sub>4</sub>Receptors
Journal of Medicinal Chemistry 1997.0
The Serotonin 5-HT4 Receptor. 1. Design of a New Class of Agonists and Receptor Map of the Agonist Recognition Site
Journal of Medicinal Chemistry 1995.0
The Serotonin 5-HT4 Receptor. 2. Structure-Activity Studies of the Indole Carbazimidamide Class of Agonists
Journal of Medicinal Chemistry 1995.0
New Benzo[h][1,6]naphthyridine and Azepino[3,2-c]quinoline Derivatives as Selective Antagonists of 5-HT<sub>4</sub> Receptors:  Binding Profile and Pharmacological Characterization
Journal of Medicinal Chemistry 2003.0
SC-53116: the first selective agonist at the newly identified serotonin 5-HT4 receptor subtype
Journal of Medicinal Chemistry 1992.0
Quaternised renzapride as a potent and selective 5-HT4 receptor agonist
Bioorganic &amp; Medicinal Chemistry Letters 1993.0
Discovery of TD-8954, a clinical stage 5-HT4 receptor agonist with gastrointestinal prokinetic properties
Bioorganic &amp; Medicinal Chemistry Letters 2013.0
N-(quinuclidin-3-YL)-1,8,-naphthalimides with 5-HT3 receptor antagonist and 5-HT4 receptor agonist properties
Bioorganic &amp; Medicinal Chemistry Letters 1993.0
Synthesis and preliminary screening of novel indole-3-methanamines as 5-HT4 receptor ligands
European Journal of Medicinal Chemistry 2009.0