Pyrazino[1,2- a ]indoles as novel high-affinity and selective imidazoline I 2 receptor ligands

Bioorganic & Medicinal Chemistry Letters
2004.0

Abstract

1,2,3,4-Tetrahydropyrazino[1,2-a]indoles are described as a novel class of I(2) imidazoline receptor ligands. In particular, 8-methoxy-1,2,3,4-tetrahydropyrazino[1,2-a]indole (8-OMe THPI; 3c) binds with high affinity at I(2) imidazoline receptors (K(i)=6.2 nM) and with exceptional (> or =1000-fold) selectivity relative to its affinity for I(1) imidazoline receptors, alpha(2)adrenergic receptors, and 5-HT(2A) and 5-HT(2C) serotonin receptors.

Knowledge Graph

Similar Paper

Pyrazino[1,2- a ]indoles as novel high-affinity and selective imidazoline I 2 receptor ligands
Bioorganic & Medicinal Chemistry Letters 2004.0
Binding of an imidazopyridoindole at imidazoline I2 receptors
Bioorganic & Medicinal Chemistry Letters 2004.0
Design and synthesis of 2-phenylimidazo[1,2-a]pyridines as a novel class of melatonin receptor ligands
European Journal of Medicinal Chemistry 2011.0
Binding of β-carbolines at imidazoline I 2 receptors: a structure–affinity investigation
Bioorganic & Medicinal Chemistry Letters 2004.0
5-Methyl-1-(3-pyridylcarbamoyl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole: A Novel 5-HT2C/5-HT2B Receptor Antagonist with Improved Affinity, Selectivity, and Oral Activity
Journal of Medicinal Chemistry 1995.0
Methylation of imidazoline related compounds leads to loss of α2-adrenoceptor affinity. Synthesis and biological evaluation of selective I1 imidazoline receptor ligands
Bioorganic & Medicinal Chemistry 2012.0
Synthesis and pharmacological evaluation of 1,2,3,4-tetrahydropyrazino[1,2-a]indole and 2-[(phenylmethylamino)methyl]-1H-indole analogues as novel melatoninergic ligands
Bioorganic & Medicinal Chemistry 2009.0
Affinity of 2-(tetrahydroisoquinolin-2-ylmethyl)- and 2-(isoindolin-2-ylmethyl)imidazolines for .alpha.-adrenoceptors. Differential affinity of imidazolines for the [3H]idazoxan-labeled .alpha.2-adrenoceptor vs the [3H]yohimbine-labeled site
Journal of Medicinal Chemistry 1990.0
3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor
Bioorganic & Medicinal Chemistry 2011.0
Synthesis and Biological Evaluation of 2-Aryliminopyrrolidines as Selective Ligands for I<sub>1</sub>Imidazoline Receptors: Discovery of New Sympatho-Inhibitory Hypotensive Agents with Potential Beneficial Effects in Metabolic Syndrome
Journal of Medicinal Chemistry 2015.0