Quinoline- and isoquinoline-sulfonamide derivatives of LCAP as potent CNS multi-receptor-5-HT1A/5-HT2A/5-HT7 and D2/D3/D4-agents : the synthesis and pharmacological evaluation
Copyright © 2011 Elsevier Ltd. All rights reserved..
Two series of arylpiperazinyl-alkyl quinoline-, isoquinoline-, naphthalene-sulfonamides with flexible (13-26) and semi-rigid (33-36) alkylene spacer were synthesized and evaluated for 5-HT(1A), 5-HT(2A), 5-HT(6), 5-HT(7) and selected compounds for D(2), D(3), D(4) receptors. The compounds with a mixed 5-HT and D receptors profile 16 (N-{4-[4-(3-chlorophenyl)-piperazin-1-yl]-butyl}-3-quinolinesulfonamide) and 36 (4-(4-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-ethyl}-piperidine-1-sulfonyl)-isoquinoline), displaying antagonistic activity at 5-HT(7), 5-HT(2A), D(2) postsynaptic sites, produced antidepressant-like effects in the forced swim test in mice and showed significant anxiolytic activity in the plus-maze test in rats. The lead compound 36, a multi-receptor 5-HT(2A)/5-HT(7)/D(2)/D(3)/D(4) agent, also displayed significant antipsychotic properties in the MK-801-induced hyperlocomotor activity in mice.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2012 |
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| Erschienen: |
2012 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:20 |
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| Enthalten in: |
Bioorganic & medicinal chemistry - 20(2012), 4 vom: 15. Feb., Seite 1545-56 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zajdel, Paweł [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Completed 18.06.2012 Date Revised 09.02.2012 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.bmc.2011.12.039 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM214867692 |
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| 100 | 1 | |a Zajdel, Paweł |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Quinoline- and isoquinoline-sulfonamide derivatives of LCAP as potent CNS multi-receptor-5-HT1A/5-HT2A/5-HT7 and D2/D3/D4-agents |b the synthesis and pharmacological evaluation |
| 264 | 1 | |c 2012 | |
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| 500 | |a Date Completed 18.06.2012 | ||
| 500 | |a Date Revised 09.02.2012 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Copyright © 2011 Elsevier Ltd. All rights reserved. | ||
| 520 | |a Two series of arylpiperazinyl-alkyl quinoline-, isoquinoline-, naphthalene-sulfonamides with flexible (13-26) and semi-rigid (33-36) alkylene spacer were synthesized and evaluated for 5-HT(1A), 5-HT(2A), 5-HT(6), 5-HT(7) and selected compounds for D(2), D(3), D(4) receptors. The compounds with a mixed 5-HT and D receptors profile 16 (N-{4-[4-(3-chlorophenyl)-piperazin-1-yl]-butyl}-3-quinolinesulfonamide) and 36 (4-(4-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-ethyl}-piperidine-1-sulfonyl)-isoquinoline), displaying antagonistic activity at 5-HT(7), 5-HT(2A), D(2) postsynaptic sites, produced antidepressant-like effects in the forced swim test in mice and showed significant anxiolytic activity in the plus-maze test in rats. The lead compound 36, a multi-receptor 5-HT(2A)/5-HT(7)/D(2)/D(3)/D(4) agent, also displayed significant antipsychotic properties in the MK-801-induced hyperlocomotor activity in mice | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Antipsychotic Agents |2 NLM | |
| 650 | 7 | |a Isoquinolines |2 NLM | |
| 650 | 7 | |a Piperazines |2 NLM | |
| 650 | 7 | |a Quinolines |2 NLM | |
| 650 | 7 | |a Receptor, Serotonin, 5-HT2A |2 NLM | |
| 650 | 7 | |a Receptors, Serotonin |2 NLM | |
| 650 | 7 | |a Sulfonamides |2 NLM | |
| 650 | 7 | |a serotonin 7 receptor |2 NLM | |
| 650 | 7 | |a Receptor, Serotonin, 5-HT1A |2 NLM | |
| 650 | 7 | |a 112692-38-3 |2 NLM | |
| 700 | 1 | |a Marciniec, Krzysztof |e verfasserin |4 aut | |
| 700 | 1 | |a Maślankiewicz, Andrzej |e verfasserin |4 aut | |
| 700 | 1 | |a Satała, Grzegorz |e verfasserin |4 aut | |
| 700 | 1 | |a Duszyńska, Beata |e verfasserin |4 aut | |
| 700 | 1 | |a Bojarski, Andrzej J |e verfasserin |4 aut | |
| 700 | 1 | |a Partyka, Anna |e verfasserin |4 aut | |
| 700 | 1 | |a Jastrzębska-Więsek, Magdalena |e verfasserin |4 aut | |
| 700 | 1 | |a Wróbel, Dagmara |e verfasserin |4 aut | |
| 700 | 1 | |a Wesołowska, Anna |e verfasserin |4 aut | |
| 700 | 1 | |a Pawłowski, Maciej |e verfasserin |4 aut | |
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