3-Amino-chromanes and Tetrahydroquinolines as Selective 5-HT2B, 5-HT7, or σ1 Receptor Ligands

ACS Medicinal Chemistry Letters
2019.0

Abstract

The phenethylamine backbone is a privileged substructure found in a wide variety of G protein-coupled receptor (GPCR) ligands. This includes both endogenous neurotransmitters and active pharmaceutical agents. More than 20 structurally unique heterocyclic phenethylamine derivatives were broadly evaluated for GPCR affinity. Selective ligands for the 5-HT2B, 5-HT7, and σ1 receptors were identified, each with low nanomolar binding affinities. The σ1 receptor affinity was supported in a cellular assay that provided evidence for increased cell survival under oxidative stress.

Knowledge Graph

Similar Paper

3-Amino-chromanes and Tetrahydroquinolines as Selective 5-HT<sub>2B</sub>, 5-HT<sub>7</sub>, or σ<sub>1</sub> Receptor Ligands
ACS Medicinal Chemistry Letters 2019.0
Investigations on the 1-(2-Biphenyl)piperazine Motif: Identification of New Potent and Selective Ligands for the Serotonin<sub>7</sub> (5-HT<sub>7</sub>) Receptor with Agonist or Antagonist Action in Vitro or ex Vivo
Journal of Medicinal Chemistry 2012.0
Discovery of G Protein-Biased Ligands against 5-HT<sub>7</sub>R
Journal of Medicinal Chemistry 2021.0
Design and synthesis of new homo and hetero bis-piperazinyl-1-propanone derivatives as 5-HT7R selective ligands over 5-HT1AR
Bioorganic &amp; Medicinal Chemistry Letters 2016.0
Benzimidazole, Benzoxazole and Benzothiazole Derivatives as 5HT2B Receptor Ligands. Synthesis and Preliminary Pharmacological Evaluation
Medicinal Chemistry Research 2005.0
Synthesis and pharmacological evaluation of N-benzyl substituted 4-bromo-2,5-dimethoxyphenethylamines as 5-HT2A/2C partial agonists
Bioorganic &amp; Medicinal Chemistry 2015.0
Synthesis and binding properties of new long-chain 4-substituted piperazine derivatives as 5-HT1A and 5-HT7 receptor ligands
Bioorganic &amp; Medicinal Chemistry Letters 2015.0
New (2-Methoxyphenyl)piperazine Derivatives as 5-HT1A Receptor Ligands with Reduced .alpha.1-Adrenergic Activity. Synthesis and Structure-Affinity Relationships
Journal of Medicinal Chemistry 1995.0
Influence of Amine Substituents on 5-HT2A versus 5-HT2C Binding of Phenylalkyl- and Indolylalkylamines
Journal of Medicinal Chemistry 1994.0
New combination of pharmacophoric elements of potent σ1 ligands: Design, synthesis and σ receptor affinity of aminoethyl substituted tetrahydrobenzothiophenes
European Journal of Medicinal Chemistry 2013.0