Design and synthesis of novel series of 5-HT6 receptor ligands having indole, a central aromatic core and 1-amino-4 methyl piperazine as a positive ionizable group

Faisal Hayat; Sungjin Cho; Hyewhon Rhim; Ambily Nath Indu Viswanath; Ae Nim Pae; Jae Yeol Lee; Dong Joon Choo; Hea Young Park Choo

doi:10.1016/j.bmc.2013.05.051

Design and synthesis of novel series of 5-HT₆ receptor ligands having indole, a central aromatic core and 1-amino-4 methyl piperazine as a positive ionizable group

Faisal Hayat
, Sungjin Cho
, Hyewhon Rhim
, Ambily Nath Indu Viswanath
, Ae Nim Pae
, Jae Yeol Lee
, Dong Joon Choo
, Hea Young Park Choo

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

The exclusive distribution of 5-HT₆ receptor in the brain regions and high affinity for antipsychotic and antidepressant drugs makes 5-HT₆ receptor a promising target in treatment of CNS diseases. Based on a pharmacophore model reported in the literature, we designed and synthesized a novel series of 5-HT₆ receptor ligands having indole as a central aromatic core and 1-amino-4-methyl piperazine as positive ionizable group. Out of 32 compounds we have successfully identified 10 new compounds as 5-HT₆ receptor antagonists. The structure-activity relationship (SAR) studies have been carried out by mapping the compounds with the 3D QSAR model.

Original language	English
Pages (from-to)	5573-5582
Number of pages	10
Journal	Bioorganic and Medicinal Chemistry
Volume	21
Issue number	17
DOIs	https://doi.org/10.1016/j.bmc.2013.05.051
Publication status	Published - 1 Sept 2013

Bibliographical note

Funding Information:
This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0004-883 ), and Korea Institute of Science and Technology .

Keywords

5-HT receptor antagonist 1-Amino-4-methylpiperazine
Pharmacophore mapping
QSAR
Sulfonyl indole 3D

Access to Document

10.1016/j.bmc.2013.05.051

Cite this

Hayat, F., Cho, S., Rhim, H., Indu Viswanath, A. N., Pae, A. N., Lee, J. Y., Choo, D. J., & Choo, H. Y. P. (2013). Design and synthesis of novel series of 5-HT₆ receptor ligands having indole, a central aromatic core and 1-amino-4 methyl piperazine as a positive ionizable group. Bioorganic and Medicinal Chemistry, 21(17), 5573-5582. https://doi.org/10.1016/j.bmc.2013.05.051

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abstract = "The exclusive distribution of 5-HT6 receptor in the brain regions and high affinity for antipsychotic and antidepressant drugs makes 5-HT6 receptor a promising target in treatment of CNS diseases. Based on a pharmacophore model reported in the literature, we designed and synthesized a novel series of 5-HT6 receptor ligands having indole as a central aromatic core and 1-amino-4-methyl piperazine as positive ionizable group. Out of 32 compounds we have successfully identified 10 new compounds as 5-HT6 receptor antagonists. The structure-activity relationship (SAR) studies have been carried out by mapping the compounds with the 3D QSAR model.",

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author = "Faisal Hayat and Sungjin Cho and Hyewhon Rhim and \{Indu Viswanath\}, \{Ambily Nath\} and Pae, \{Ae Nim\} and Lee, \{Jae Yeol\} and Choo, \{Dong Joon\} and Choo, \{Hea Young Park\}",

note = "Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0004-883 ), and Korea Institute of Science and Technology . ",

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AU - Rhim, Hyewhon

AU - Indu Viswanath, Ambily Nath

AU - Pae, Ae Nim

AU - Lee, Jae Yeol

AU - Choo, Dong Joon

AU - Choo, Hea Young Park

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