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Heterocyclic Communications

Editor-in-Chief: Strekowski, Lucjan

Ed. by Baumstark, Alfons L. / Saczewski, Jaroslaw / Stephens, Chad / Yamada, Hidetoshi

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2191-0197
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Volume 21, Issue 1

Issues

N-(4-Arylpiperazinoalkyl)acetamide derivatives of 1,3- and 3,7-dimethyl-1H-purine-2,6(3H,7H)-diones and their 5-HT6, 5-HT7, and D2 receptors affinity

Paweł Żmudzki
  • Corresponding author
  • Department of Medicinal Chemistry, Jagiellonian University Medical College, 9 Medyczna, 30-688 Kraków, Poland
  • Email
  • Other articles by this author:
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/ Grzegorz Satała
  • Institute of Pharmacology, Department of Medicinal Chemistry, Polish Academy of Sciences, 12 Smętna, 31-343 Kraków, Poland
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/ Grażyna Chłoń-Rzepa
  • Department of Medicinal Chemistry, Jagiellonian University Medical College, 9 Medyczna, 30-688 Kraków, Poland
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  • De Gruyter OnlineGoogle Scholar
/ Andrzej J. Bojarski
  • Institute of Pharmacology, Department of Medicinal Chemistry, Polish Academy of Sciences, 12 Smętna, 31-343 Kraków, Poland
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/ Piotr Popik
  • Institute of Pharmacology, Department of Behavioral Neuroscience and Drug Development, Polish Academy of Sciences, 12 Smętna, 31-343 Kraków, Poland
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/ Paweł Zajdel
  • Department of Medicinal Chemistry, Jagiellonian University Medical College, 9 Medyczna, 30-688 Kraków, Poland
  • Other articles by this author:
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Published Online: 2015-02-05 | DOI: https://doi.org/10.1515/hc-2014-0200

Abstract

A series of N-(arylpiperazinyl)acetamide derivatives of 1,3- and 3,7-dimethyl-1H-purine-2,6(3H,7H)-dione was synthesized and biologically evaluated in in vitro competition binding experiments for serotonin 5-HT6, 5-HT7, and dopamine D2 receptors. The structure-affinity relationships for this group of compounds allowed for determination of structural features responsible for receptor affinity. Among the investigated derivatives, compounds 5 and 12 with (2,3-dichlorophenyl)piperazine moiety were classified as potent dual 5-HT6/D2 receptors ligands, whereas compound 4, with 4-(benzo[d]isothiazol-3-yl)piperazine moiety, and compounds 8 and 15, with (2,3-dichlorophenyl)piperazine moiety, were classified as potent D2 receptor ligands.

Keywords: 5-HT6 receptor ligands; 5-HT7 receptor ligands; D2 receptor ligands; long-chain arylpiperazines; theobromine; theophylline

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About the article

Corresponding author: Paweł Żmudzki, Department of Medicinal Chemistry, Jagiellonian University Medical College, 9 Medyczna, 30-688 Kraków, Poland, e-mail:


Received: 2014-12-01

Accepted: 2014-12-15

Published Online: 2015-02-05

Published in Print: 2015-02-01


Citation Information: Heterocyclic Communications, Volume 21, Issue 1, Pages 13–18, ISSN (Online) 2191-0197, ISSN (Print) 0793-0283, DOI: https://doi.org/10.1515/hc-2014-0200.

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