Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands
The synthesis of new pharmaceutically interesting 3-(2-N,N-diethylaminoethoxy)indole derivatives is described. Starting from 3-silyloxy-2-methylindoles, deprotection and in situ aminoalkylation provided 3-(2-N,N-diethylaminoethoxy)indoles in good yield. Further sulfonylation of these novel indoles g...
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Veröffentlicht in: | Organic & biomolecular chemistry 2008-05, Vol.6 (10), p.1802-1807 |
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container_title | Organic & biomolecular chemistry |
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creator | Alex, Karolin Schwarz, Nicolle Khedkar, Vivek Sayyed, Iliyas Ali Tillack, Annegret Michalik, Dirk Holenz, Jörg Díaz, José Luis Beller, Matthias |
description | The synthesis of new pharmaceutically interesting 3-(2-N,N-diethylaminoethoxy)indole derivatives is described. Starting from 3-silyloxy-2-methylindoles, deprotection and in situ aminoalkylation provided 3-(2-N,N-diethylaminoethoxy)indoles in good yield. Further sulfonylation of these novel indoles gave access to potential 5-HT(6) receptor ligands. |
doi_str_mv | 10.1039/b802054j |
format | Article |
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Starting from 3-silyloxy-2-methylindoles, deprotection and in situ aminoalkylation provided 3-(2-N,N-diethylaminoethoxy)indoles in good yield. Further sulfonylation of these novel indoles gave access to potential 5-HT(6) receptor ligands.</description><subject>Chlorine Compounds - chemistry</subject><subject>Ethyl Ethers - chemical synthesis</subject><subject>Ethyl Ethers - chemistry</subject><subject>Ethyl Ethers - metabolism</subject><subject>Ethylamines - chemistry</subject><subject>Indoles - chemical synthesis</subject><subject>Indoles - chemistry</subject><subject>Indoles - metabolism</subject><subject>Ligands</subject><subject>Molecular Structure</subject><subject>Receptors, Serotonin - metabolism</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkF1LwzAUhoMobk7BXyC9kglG89Em6aUMdcKYF87rkjYnLqNtatOC_fdWNvXqvBweXl4ehC4puaOEp_e5Iowk8e4ITWksJSYJT4__MiMTdBbCjhCaShGfoglV8filYoo2b0PdbSG4EHkbcTxneH27xsZBtx1KXbnaj8l_DTeuNr6EEOkQNb6DunO6jBK83IiohQKazrdR6T50bcI5OrG6DHBxuDP0_vS4WSzx6vX5ZfGwwgXjtMNSEhGPU5WxRklTGIgFpNZYSkFQyXJIxsmcJcQWSjDFY6typeSYUpFKy2foet_btP6zh9BllQsFlKWuwfchEymVhFIxgvM9WLQ-hBZs1rSu0u2QUZL9GMx-DY7o1aGzzysw_-BBGf8GdBdpZQ</recordid><startdate>20080521</startdate><enddate>20080521</enddate><creator>Alex, Karolin</creator><creator>Schwarz, Nicolle</creator><creator>Khedkar, Vivek</creator><creator>Sayyed, Iliyas Ali</creator><creator>Tillack, Annegret</creator><creator>Michalik, Dirk</creator><creator>Holenz, Jörg</creator><creator>Díaz, José Luis</creator><creator>Beller, Matthias</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20080521</creationdate><title>Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands</title><author>Alex, Karolin ; Schwarz, Nicolle ; Khedkar, Vivek ; Sayyed, Iliyas Ali ; Tillack, Annegret ; Michalik, Dirk ; Holenz, Jörg ; Díaz, José Luis ; Beller, Matthias</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c231t-770640538dfd87dcde46e9fdf11e6172be50013250fc862834f8b8872839697f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Chlorine Compounds - chemistry</topic><topic>Ethyl Ethers - chemical synthesis</topic><topic>Ethyl Ethers - chemistry</topic><topic>Ethyl Ethers - metabolism</topic><topic>Ethylamines - chemistry</topic><topic>Indoles - chemical synthesis</topic><topic>Indoles - chemistry</topic><topic>Indoles - metabolism</topic><topic>Ligands</topic><topic>Molecular Structure</topic><topic>Receptors, Serotonin - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Alex, Karolin</creatorcontrib><creatorcontrib>Schwarz, Nicolle</creatorcontrib><creatorcontrib>Khedkar, Vivek</creatorcontrib><creatorcontrib>Sayyed, Iliyas Ali</creatorcontrib><creatorcontrib>Tillack, Annegret</creatorcontrib><creatorcontrib>Michalik, Dirk</creatorcontrib><creatorcontrib>Holenz, Jörg</creatorcontrib><creatorcontrib>Díaz, José Luis</creatorcontrib><creatorcontrib>Beller, Matthias</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Alex, Karolin</au><au>Schwarz, Nicolle</au><au>Khedkar, Vivek</au><au>Sayyed, Iliyas Ali</au><au>Tillack, Annegret</au><au>Michalik, Dirk</au><au>Holenz, Jörg</au><au>Díaz, José Luis</au><au>Beller, Matthias</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2008-05-21</date><risdate>2008</risdate><volume>6</volume><issue>10</issue><spage>1802</spage><epage>1807</epage><pages>1802-1807</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>The synthesis of new pharmaceutically interesting 3-(2-N,N-diethylaminoethoxy)indole derivatives is described. 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subjects | Chlorine Compounds - chemistry Ethyl Ethers - chemical synthesis Ethyl Ethers - chemistry Ethyl Ethers - metabolism Ethylamines - chemistry Indoles - chemical synthesis Indoles - chemistry Indoles - metabolism Ligands Molecular Structure Receptors, Serotonin - metabolism |
title | Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands |
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