Loading…
Preparation of piperazine derivatives as 5-HT7 receptor antagonists
Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT(7) receptor antagonists. Most of the compounds showed the IC(50) values of 12-58...
Saved in:
| Published in: | Bioorganic & medicinal chemistry 2008-05, Vol.16 (10), p.5405-5412 |
|---|---|
| Main Authors: | , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3 |
| container_end_page | 5412 |
| container_issue | 10 |
| container_start_page | 5405 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 16 |
| creator | JUHEE YOON YOO, Eun A KIM, Ji-Yeon AE NIM PAE RHIM, Hyewhon PARK, Woo-Kyu JAE YANG KONG HEA-YOUNG PARK CHOO |
| description | Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT(7) receptor antagonists. Most of the compounds showed the IC(50) values of 12-580nM. Four methyl branched analogues were also obtained, but the activity for methyl branched analogues was almost same as its straight chain congeners. Among the synthesized compounds, 3c showed a good activity on 5-HT(7) receptors and a good selectivity on 5-HT(1a), 5-HT(2a), 5-HT(2c), and 5-HT(6) receptors. |
| doi_str_mv | 10.1016/j.bmc.2008.04.023 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_70776842</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>70776842</sourcerecordid><originalsourceid>FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3</originalsourceid><addsrcrecordid>eNpFkE1Lw0AURQdRbK3-ADeSje4S33xmspSiVijooq6HyeRFpqRJnEkL-utNMSg8uIt37l0cQq4pZBSout9m5c5lDEBnIDJg_ITMqVAi5bygp2QOhdIp6ELNyEWMWwBgoqDnZEa1kEoCzMnyLWBvgx181yZdnfS-x2C_fYtJhcEfxscBY2JjItPVJk8COuyHLiS2HexH1_o4xEtyVtsm4tWUC_L-9LhZrtL16_PL8mGdOs6KIc0VOFc5TXMpaMnR0sIB0oLbnB2PM8qrquBclaICBHQapKylcNbJSlu-IHe_u33oPvcYB7Pz0WHT2Ba7fTQ55LnSgo0g_QVd6GIMWJs--J0NX4aCOZozWzOaM0dzBoQZzY2dm2l8X-6w-m9MqkbgdgJsdLapg22dj38cA665VIz_AHa-dvI</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>70776842</pqid></control><display><type>article</type><title>Preparation of piperazine derivatives as 5-HT7 receptor antagonists</title><source>Elsevier</source><creator>JUHEE YOON ; YOO, Eun A ; KIM, Ji-Yeon ; AE NIM PAE ; RHIM, Hyewhon ; PARK, Woo-Kyu ; JAE YANG KONG ; HEA-YOUNG PARK CHOO</creator><creatorcontrib>JUHEE YOON ; YOO, Eun A ; KIM, Ji-Yeon ; AE NIM PAE ; RHIM, Hyewhon ; PARK, Woo-Kyu ; JAE YANG KONG ; HEA-YOUNG PARK CHOO</creatorcontrib><description>Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT(7) receptor antagonists. Most of the compounds showed the IC(50) values of 12-580nM. Four methyl branched analogues were also obtained, but the activity for methyl branched analogues was almost same as its straight chain congeners. Among the synthesized compounds, 3c showed a good activity on 5-HT(7) receptors and a good selectivity on 5-HT(1a), 5-HT(2a), 5-HT(2c), and 5-HT(6) receptors.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2008.04.023</identifier><identifier>PMID: 18456500</identifier><language>eng</language><publisher>Oxford: Elsevier Science</publisher><subject>Animals ; Binding Sites - drug effects ; Biological and medical sciences ; CHO Cells ; Cricetinae ; Cricetulus ; Drug Evaluation, Preclinical ; Humans ; Medical sciences ; Molecular Conformation ; Neuropharmacology ; Neurotransmitters. Neurotransmission. Receptors ; Pharmacology. Drug treatments ; Piperazines - chemical synthesis ; Piperazines - chemistry ; Piperazines - pharmacology ; Radioligand Assay ; Receptors, Serotonin - drug effects ; Recombinant Proteins - drug effects ; Serotoninergic system ; Stereoisomerism ; Structure-Activity Relationship</subject><ispartof>Bioorganic & medicinal chemistry, 2008-05, Vol.16 (10), p.5405-5412</ispartof><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3</citedby><cites>FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20383562$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18456500$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>JUHEE YOON</creatorcontrib><creatorcontrib>YOO, Eun A</creatorcontrib><creatorcontrib>KIM, Ji-Yeon</creatorcontrib><creatorcontrib>AE NIM PAE</creatorcontrib><creatorcontrib>RHIM, Hyewhon</creatorcontrib><creatorcontrib>PARK, Woo-Kyu</creatorcontrib><creatorcontrib>JAE YANG KONG</creatorcontrib><creatorcontrib>HEA-YOUNG PARK CHOO</creatorcontrib><title>Preparation of piperazine derivatives as 5-HT7 receptor antagonists</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT(7) receptor antagonists. Most of the compounds showed the IC(50) values of 12-580nM. Four methyl branched analogues were also obtained, but the activity for methyl branched analogues was almost same as its straight chain congeners. Among the synthesized compounds, 3c showed a good activity on 5-HT(7) receptors and a good selectivity on 5-HT(1a), 5-HT(2a), 5-HT(2c), and 5-HT(6) receptors.</description><subject>Animals</subject><subject>Binding Sites - drug effects</subject><subject>Biological and medical sciences</subject><subject>CHO Cells</subject><subject>Cricetinae</subject><subject>Cricetulus</subject><subject>Drug Evaluation, Preclinical</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Neuropharmacology</subject><subject>Neurotransmitters. Neurotransmission. Receptors</subject><subject>Pharmacology. Drug treatments</subject><subject>Piperazines - chemical synthesis</subject><subject>Piperazines - chemistry</subject><subject>Piperazines - pharmacology</subject><subject>Radioligand Assay</subject><subject>Receptors, Serotonin - drug effects</subject><subject>Recombinant Proteins - drug effects</subject><subject>Serotoninergic system</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNpFkE1Lw0AURQdRbK3-ADeSje4S33xmspSiVijooq6HyeRFpqRJnEkL-utNMSg8uIt37l0cQq4pZBSout9m5c5lDEBnIDJg_ITMqVAi5bygp2QOhdIp6ELNyEWMWwBgoqDnZEa1kEoCzMnyLWBvgx181yZdnfS-x2C_fYtJhcEfxscBY2JjItPVJk8COuyHLiS2HexH1_o4xEtyVtsm4tWUC_L-9LhZrtL16_PL8mGdOs6KIc0VOFc5TXMpaMnR0sIB0oLbnB2PM8qrquBclaICBHQapKylcNbJSlu-IHe_u33oPvcYB7Pz0WHT2Ba7fTQ55LnSgo0g_QVd6GIMWJs--J0NX4aCOZozWzOaM0dzBoQZzY2dm2l8X-6w-m9MqkbgdgJsdLapg22dj38cA665VIz_AHa-dvI</recordid><startdate>20080515</startdate><enddate>20080515</enddate><creator>JUHEE YOON</creator><creator>YOO, Eun A</creator><creator>KIM, Ji-Yeon</creator><creator>AE NIM PAE</creator><creator>RHIM, Hyewhon</creator><creator>PARK, Woo-Kyu</creator><creator>JAE YANG KONG</creator><creator>HEA-YOUNG PARK CHOO</creator><general>Elsevier Science</general><scope>IQODW</scope><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>20080515</creationdate><title>Preparation of piperazine derivatives as 5-HT7 receptor antagonists</title><author>JUHEE YOON ; YOO, Eun A ; KIM, Ji-Yeon ; AE NIM PAE ; RHIM, Hyewhon ; PARK, Woo-Kyu ; JAE YANG KONG ; HEA-YOUNG PARK CHOO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Animals</topic><topic>Binding Sites - drug effects</topic><topic>Biological and medical sciences</topic><topic>CHO Cells</topic><topic>Cricetinae</topic><topic>Cricetulus</topic><topic>Drug Evaluation, Preclinical</topic><topic>Humans</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Neuropharmacology</topic><topic>Neurotransmitters. Neurotransmission. Receptors</topic><topic>Pharmacology. Drug treatments</topic><topic>Piperazines - chemical synthesis</topic><topic>Piperazines - chemistry</topic><topic>Piperazines - pharmacology</topic><topic>Radioligand Assay</topic><topic>Receptors, Serotonin - drug effects</topic><topic>Recombinant Proteins - drug effects</topic><topic>Serotoninergic system</topic><topic>Stereoisomerism</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>JUHEE YOON</creatorcontrib><creatorcontrib>YOO, Eun A</creatorcontrib><creatorcontrib>KIM, Ji-Yeon</creatorcontrib><creatorcontrib>AE NIM PAE</creatorcontrib><creatorcontrib>RHIM, Hyewhon</creatorcontrib><creatorcontrib>PARK, Woo-Kyu</creatorcontrib><creatorcontrib>JAE YANG KONG</creatorcontrib><creatorcontrib>HEA-YOUNG PARK CHOO</creatorcontrib><collection>Pascal-Francis</collection><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>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>JUHEE YOON</au><au>YOO, Eun A</au><au>KIM, Ji-Yeon</au><au>AE NIM PAE</au><au>RHIM, Hyewhon</au><au>PARK, Woo-Kyu</au><au>JAE YANG KONG</au><au>HEA-YOUNG PARK CHOO</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of piperazine derivatives as 5-HT7 receptor antagonists</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2008-05-15</date><risdate>2008</risdate><volume>16</volume><issue>10</issue><spage>5405</spage><epage>5412</epage><pages>5405-5412</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT(7) receptor antagonists. Most of the compounds showed the IC(50) values of 12-580nM. Four methyl branched analogues were also obtained, but the activity for methyl branched analogues was almost same as its straight chain congeners. Among the synthesized compounds, 3c showed a good activity on 5-HT(7) receptors and a good selectivity on 5-HT(1a), 5-HT(2a), 5-HT(2c), and 5-HT(6) receptors.</abstract><cop>Oxford</cop><pub>Elsevier Science</pub><pmid>18456500</pmid><doi>10.1016/j.bmc.2008.04.023</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2008-05, Vol.16 (10), p.5405-5412 |
| issn | 0968-0896 1464-3391 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70776842 |
| source | Elsevier |
| subjects | Animals Binding Sites - drug effects Biological and medical sciences CHO Cells Cricetinae Cricetulus Drug Evaluation, Preclinical Humans Medical sciences Molecular Conformation Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Pharmacology. Drug treatments Piperazines - chemical synthesis Piperazines - chemistry Piperazines - pharmacology Radioligand Assay Receptors, Serotonin - drug effects Recombinant Proteins - drug effects Serotoninergic system Stereoisomerism Structure-Activity Relationship |
| title | Preparation of piperazine derivatives as 5-HT7 receptor antagonists |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-09-22T09%3A26%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Preparation%20of%20piperazine%20derivatives%20as%205-HT7%20receptor%20antagonists&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry&rft.au=JUHEE%20YOON&rft.date=2008-05-15&rft.volume=16&rft.issue=10&rft.spage=5405&rft.epage=5412&rft.pages=5405-5412&rft.issn=0968-0896&rft.eissn=1464-3391&rft_id=info:doi/10.1016/j.bmc.2008.04.023&rft_dat=%3Cproquest_cross%3E70776842%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c329t-760ccdc817541b3ea19c0e193a72a72a3213dd9336b4d0e0ec8055f54cac5d8a3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=70776842&rft_id=info:pmid/18456500&rfr_iscdi=true |