Extended N-Arylsulfonylindoles as 5-HT6 Receptor Antagonists: Design, Synthesis & Biological Evaluation

Extended N-Arylsulfonylindoles as 5-HT6 Receptor Antagonists: Design, Synthesis & Biological Evaluation

Based on a known pharmacophore model for 5-HT6 receptor antagonists, a series of novel extended derivatives of the N-arylsulfonyindole scaffold were designed and identified as a new class of 5-HT6 receptor modulators. Eight of the compounds exhibited moderate to high binding affinities and displayed...

Fuld beskrivelse

Bibliografiske detaljer
Main Authors:	Gonzalo Vera, Carlos F. Lagos, Sebastián Almendras, Dan Hebel, Francisco Flores, Gissella Valle-Corvalán, C. David Pessoa-Mahana, Jaime Mella-Raipán, Rodrigo Montecinos, Gonzalo Recabarren-Gajardo
Format:	Article
Sprog:	English
Udgivet:	MDPI AG 2016-08-01
Serier:	Molecules
Fag:	arylsulfonylindole 5-HT6 receptor antagonists binding affinity arylpiperazines
Online adgang:	http://www.mdpi.com/1420-3049/21/8/1070

Lignende værker

Novel <i>N</i>-Arylsulfonylindoles Targeted as Ligands of the 5-HT<sub>6</sub> Receptor. Insights on the Influence of C-5 Substitution on Ligand Affinity
af: Loreto Arrieta-Rodríguez, et al.
Udgivet: (2021-06-01)

Design of an innovative nanovehicle to enhance brain permeability of a novel 5-HT6 receptor antagonist
af: María Javiera Alvarez-Figueroa, et al.
Udgivet: (2024-12-01)

Synthesis and Bioactivity Evaluation of N-Arylsulfonylindole Analogs Bearing a Rhodanine Moiety as Antibacterial Agents
af: Ming-Xia Song, et al.
Udgivet: (2017-06-01)

Influence of N–1 substituent properties on binding affinities of arylpiperazines to the binding site of 5-HT1A receptor
af: MARIO V. ZLATOVIC, et al.
Udgivet: (2006-11-01)

Influence of N-1 substituent properties on binding affinities of arylpiperazines to the binding site of 5-HT1A receptor
af: Zlatović Mario V., et al.
Udgivet: (2006-01-01)

New, Eco-Friendly Method for Synthesis of 3-Chlorophenyl and 1,1′-Biphenyl Piperazinylhexyl Trazodone Analogues with Dual 5-HT<sub>1A</sub>/5-HT<sub>7</sub> Affinity and Its Antidepressant-like Activity
af: Przemysław Zaręba, et al.
Udgivet: (2022-10-01)

Synthesis, computational and pharmacological evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)ethyl]phenyl}-arylamides
af: Andrić Deana B., et al.
Udgivet: (2024-01-01)

3D-QSAR modeling and pharmacophore study of serotonin 5HT-₂A receptors antagonists
af: Antonijević Mirjana, et al.
Udgivet: (2017-01-01)

Investigation of key interactions between the second extracellular loop of dopamine D2 receptor and several hydroxy-N-{[2-(4-phenyl-piperaziny-1-yl)ethyl]phenyl}-nicotinamides
af: Šukalović Vladimir, et al.
Udgivet: (2014-01-01)

Dexamethasone-sparing strategies in anthracycline and cyclophosphamide-based chemotherapy with a focus on 5-HT3 receptor antagonists: a network meta-analysis
af: Daichi Watanabe, et al.
Udgivet: (2024-07-01)

Synthesis and Structure-Activity Relationship Analysis of 5-HT7 Receptor Antagonists: Piperazin-1-yl Substituted Unfused Heterobiaryls
af: Lucjan Strekowski, et al.
Udgivet: (2016-03-01)

HEMORHEOLOGICAL PROPERTIES OF THE 5-HT2A-ANTAGONIST OF THE 2-METHOXYPHENYL-IMIDAZOBENZIMIDAZOLE DERIVATIVE OF THE RU-31 COMPOUND AND CYPROHEPTADINE, IN COMPARISON WITH PENTHOXYPHYLLINE
af: D. S. Yakovlev, et al.
Udgivet: (2021-03-01)

Pharmacological evaluation of novel 5-HT 3 receptor antagonist, QCM-13 (N-cyclohexyl-3-methoxyquinoxalin-2-carboxamide) as anti-anxiety agent in behavioral test battery
af: Deepali Gupta, et al.
Udgivet: (2015-01-01)

Design, Synthesis and Biological Evaluation of Novel N-Arylpiperazines Containing a 4,5-Dihydrothiazole Ring
af: Giorgia Andreozzi, et al.
Udgivet: (2023-10-01)

Microwave-Assisted Synthesis of Trazodone and Its Derivatives as New 5-HT<sub>1A</sub> Ligands: Binding and Docking Studies
af: Jolanta Jaśkowska, et al.
Udgivet: (2019-04-01)

Arylpiperazine Derivatives and Cancer: A New Challenge in Medicinal Chemistry
af: Giorgia Andreozzi, et al.
Udgivet: (2024-10-01)

The affinity and selectivity of α‐adrenoceptor antagonists, antidepressants and antipsychotics for the human α2A, α2B, and α2C‐adrenoceptors and comparison with human α1 and β‐adrenoceptors
af: Richard G.W. Proudman, et al.
Udgivet: (2022-04-01)

Design, Synthesis and 5-HT<sub>1A</sub> Binding Affinity of <i>N</i>-(3-(4-(2-Methoxyphenyl)piperazin-1-yl)propyl)tricyclo[3.3.1.1<sup>3,7</sup>]decan-1-amine and <i>N</i>-(3-(4-(2-Methoxyphenyl)piperazin-1-yl)propyl)-3,5-dimethyl-tricylo[3.3.1.1<sup>3,7</sup>]decan-1-amine
af: Grigoris Zoidis, et al.
Udgivet: (2022-03-01)

Design, Sustainable Synthesis and Biological Evaluation of a Novel Dual α2A/5-HT7 Receptor Antagonist with Antidepressant-Like Properties
af: Vittorio Canale, et al.
Udgivet: (2021-06-01)

Binding and functional structure-activity similarities of 4-substituted 2,5-dimethoxyphenyl isopropylamine analogues at 5-HT2A and 5-HT2B serotonin receptors
af: Prithvi Hemanth, et al.
Udgivet: (2023-01-01)

6-[2-(4-Arylpiperazin-1-yl)ethyl]-4-halo-1,3-dihydro-2H-benzimidazole-2-thiones: synthesis and pharmacological evaluation
af: DEANA ANDRIC, et al.
Udgivet: (2007-08-01)

6-[2-(4-arylpiperazin-1-yl)ethyl]-4-halo-1,3-dihydro-2h-benzimidazole-2-thiones: Synthesis and pharmacological evaluation
af: Andrić Deana, et al.
Udgivet: (2007-01-01)

Synthesis of novel 2-(piperazino-1-yl-alkyl)-1H-benzimidazole derivates and assessment of their interactions with the D2 dopamine receptor
af: Penjišević Jelena Z., et al.
Udgivet: (2019-01-01)

Synthesis, bioactivity, and molecular docking of novel arylpiperazine derivatives as potential AR antagonists
af: Yueheng Qi, et al.
Udgivet: (2022-08-01)

A new approach to ‘on-demand’ treatment of lifelong premature ejaculation by treatment with a combination of a 5-HT1A receptor antagonist and SSRI in rats
af: Jocelien D. A. Olivier, et al.
Udgivet: (2023-09-01)

Antiemetic Prophylaxis with Fosaprepitant and 5-HT3-Receptor Antagonists in Pediatric Patients Undergoing Autologous Hematopoietic Stem Cell Transplantation
af: Cabanillas Stanchi KM, et al.
Udgivet: (2020-09-01)

In Vitro, In Vivo and In Silico Characterization of a Novel Kappa-Opioid Receptor Antagonist
af: Kristina Puls, et al.
Udgivet: (2022-05-01)

Azologization of serotonin 5-HT3 receptor antagonists
af: Karin Rustler, et al.
Udgivet: (2019-03-01)

Structure-Activity Relationships of Substituted 2,3,4,4a,5,10b-Hexahydro-benz[h]isoquinoline-6(1H)-ones as 5-HT2c Receptor Antagonists
af: Heinz Stadler, et al.
Udgivet: (2000-11-01)

Structure-Activity Relationships of Substituted 2,3,4,4a,5,10b-Hexahydro-benz[h]isoquinoline-6(1H)-ones as 5-HT2c Receptor Antagonists
af: Heinz Stadler, et al.
Udgivet: (2000-11-01)

Design, Synthesis, and Antidepressant Activity Study of Novel Aryl Piperazines Targeting Both 5-HT1A and Sigma-1 Receptors
af: Yan-Na Ni, et al.
Udgivet: (2021-12-01)

Anxiolytic-like activity of serotonin-3 receptor antagonist: In-silico molecular modeling, drug-likeness and evaluation of anxiolytic activity
af: Venkatesha Perumal Ramachandran, et al.
Udgivet: (2022-06-01)

The affinity and selectivity of α‐adrenoceptor antagonists, antidepressants, and antipsychotics for the human α1A, α1B, and α1D‐adrenoceptors
af: Richard G. W. Proudman, et al.
Udgivet: (2020-08-01)

Synthesis, Docking Studies and Pharmacological Evaluation of Serotoninergic Ligands Containing a 5-Norbornene-2-Carboxamide Nucleus
af: Rosa Sparaco, et al.
Udgivet: (2022-10-01)

5-HT3 and 5-HT4 antagonists inhibit peristaltic contractions in guinea-pig distal colon by mechanisms independent of endogenous 5-HT
af: Tiong Cheng Sia, et al.
Udgivet: (2013-08-01)

Design, Synthesis and Biological Activity Evaluation of Arylpiperazine Derivatives for the Treatment of Neuropathic Pain
af: Guisen Zhang, et al.
Udgivet: (2011-07-01)

Identification of Optically Active Pyrimidine Derivatives as Selective 5-HT2C Modulators
af: Juhyeon Kim, et al.
Udgivet: (2017-08-01)

Atypical sympathomimetic drug lerimazoline mediates contractile effects in rat aorta predominantly by 5-HT2A receptors
af: Eldina Rizvić, et al.
Udgivet: (2017-08-01)

5-HT3 antagonist for cognition improvement in schizophrenia: a double blind, placebo-controlled trial
af: Neyousha Mohammadi, et al.
Udgivet: (2010-01-01)

5-HT3 antagonist for cognition improvement in schizophrenia: a double blind, placebo-controlled trial
af: Neyousha Mohammadi, et al.
Udgivet: (2010-01-01)