Dual acting norepinephrine reuptake inhibitors and 5-HT2A receptor antagonists: Identification, synthesis and activity of novel 4-aminoethyl-3-(phenylsulfonyl)-1H-indoles

SLC6 Neurotransmitter Transporters: Structure, Function, and Regulation

“…Likewise, other companies have also pursued dual SERT and NET inhibitors and 5-HT 1A receptor agonists (Hatzenbuhler et al, 2006(Hatzenbuhler et al, , 2008. Other multiple target strategies for development of monoamine transporters inhibitors with additional activity as antidepressants (Millan, 2006(Millan, , 2009 include combined NRI activity and 5-HT 2A receptor antagonism (Heffernan et al, 2008), SSRI activity and neurokinin 1 receptor antagonists (Ryckmans et al, 2002a,b) or histamine H 3 receptor antagonist (Barbier et al, 2007). However, so far no data from clinical trials have been reported for such compounds.…”

Three‐Component Vicinal Sulfonamination of Alkynes toward 3‐Sulfonylindoles via the Insertion of Sulfur Dioxide

“…Indole is a ubiquitous structural motif which is present in a wide range of natural products and pharmaceutical molecules [1] . Among those structures, 3‐sulfonylindole derivatives are outstanding ones with special chemical and biological properties, such as used as 5‐HT 6 receptor ligands, [2] HIV‐1 non‐nucleoside reverse‐transcriptase inhibitors, [3] 5‐HT 2A receptor antagonists and norepinephrine reuptake inhibitors, [4] and orexin receptor antagonists [5] (Figure 1). As a result, the construction of 3‐sulfonylindoles has drawn great attention from many areas.…”

Palladium-Catalyzed Direct C2-Biarylation of Indoles

“…General Procedure for Synthesis of 3-(Phenylthio)-1H-indole Derivatives. Thioether derivatives were prepared following a modified procedure: 19 To a solution of 1H-indole (1 equiv) and thiophenol derivatives (1.1 equiv) in ethanol (20 mL) was added a solution of potassium iodide (1.1 equiv) and iodine (1.1 equiv) in 3:1 (v/v) water/ethanol (20 mL) at room temperature under open air. The resulting blackish red reaction mixture was attached with reflux condenser and stirred at 60 °C for 3 days.…”