Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists
Identification of a number of highly potent M2 receptor antagonists with >100-fold selectivity against the M1 and M3 receptor subtypes is described. In the rat microdialysis assay, this series of compounds showed pronounced enhancement of brain acetylcholine release after oral administration.
Gespeichert in:
| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2000-10, Vol.10 (20), p.2247-2250 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2250 |
|---|---|
| container_issue | 20 |
| container_start_page | 2247 |
| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 10 |
| creator | YUGUANG WANG CHACKALAMANNIL, Samuel MCQUADE, Robert LACHOWICZ, Jean E ZHIYONG HU CLADER, John W GREENLEE, William BILLARD, William BINCH, Herbert III CROSBY, Gordon RUPERTO, Vilma DUFFY, Ruth A |
| description | Identification of a number of highly potent M2 receptor antagonists with >100-fold selectivity against the M1 and M3 receptor subtypes is described. In the rat microdialysis assay, this series of compounds showed pronounced enhancement of brain acetylcholine release after oral administration. |
| doi_str_mv | 10.1016/S0960-894X(00)00457-1 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_72366020</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>72366020</sourcerecordid><originalsourceid>FETCH-LOGICAL-c249t-e3af9fef30b64030ae45337cd500b065b1e5a3bb7b927342bf9728656b422ea13</originalsourceid><addsrcrecordid>eNpFkE1vEzEQhq0K1IbSn1DkA0JwWBh_bvaIyqdU1ENB4mbZzmxwtfFuPQ5S_j2bJiKnmZGemXn1MHYt4L0AYT_cQ2ehWXb691uAdwDatI04YwuhrW6UBvOMLf4jF-wF0QOA0KD1ObsQAoxRChaMPiGldeY-rzjtcv0zj8THnk9pwpJWKe-GU48z54dxvUXinvg0Vsz1sIsDxpr-Iv8h-WZL0ZeUU-QFI051LDNU_XrMiSq9ZM97PxBeHesl-_Xl88-bb83t3dfvNx9vmyh1VxtUvu967BUEq0GBRz1nbuPKAASwJgg0XoXQhk62SsvQd61cWmODlhK9UJfszeHuVMbHOXJ1m0QRh8FnHLfkWqmsBQkzaA5gLCNRwd5NJW182TkBbm_bPdl2e5UOwD3ZdvsHr44PtmGDq9PWUe8MvD4CfjYy9MXnmOjEGWGVWqp_Mr-JsQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>72366020</pqid></control><display><type>article</type><title>Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals Complete</source><creator>YUGUANG WANG ; CHACKALAMANNIL, Samuel ; MCQUADE, Robert ; LACHOWICZ, Jean E ; ZHIYONG HU ; CLADER, John W ; GREENLEE, William ; BILLARD, William ; BINCH, Herbert III ; CROSBY, Gordon ; RUPERTO, Vilma ; DUFFY, Ruth A</creator><creatorcontrib>YUGUANG WANG ; CHACKALAMANNIL, Samuel ; MCQUADE, Robert ; LACHOWICZ, Jean E ; ZHIYONG HU ; CLADER, John W ; GREENLEE, William ; BILLARD, William ; BINCH, Herbert III ; CROSBY, Gordon ; RUPERTO, Vilma ; DUFFY, Ruth A</creatorcontrib><description>Identification of a number of highly potent M2 receptor antagonists with >100-fold selectivity against the M1 and M3 receptor subtypes is described. In the rat microdialysis assay, this series of compounds showed pronounced enhancement of brain acetylcholine release after oral administration.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(00)00457-1</identifier><identifier>PMID: 11055330</identifier><language>eng</language><publisher>Oxford: Elsevier</publisher><subject>Acetylcholine - metabolism ; Administration, Oral ; Animals ; Biological and medical sciences ; Brain - drug effects ; Brain - metabolism ; Cholinergic system ; Drug Design ; Medical sciences ; Microdialysis ; Muscarinic Antagonists - chemical synthesis ; Muscarinic Antagonists - chemistry ; Muscarinic Antagonists - pharmacology ; Neuropharmacology ; Neurotransmitters. Neurotransmission. Receptors ; Pharmacology. Drug treatments ; Piperidines - chemical synthesis ; Piperidines - chemistry ; Piperidines - pharmacology ; Rats ; Receptor, Muscarinic M1 ; Receptor, Muscarinic M2 ; Receptors, Muscarinic - drug effects ; Receptors, Muscarinic - physiology ; Structure-Activity Relationship</subject><ispartof>Bioorganic & medicinal chemistry letters, 2000-10, Vol.10 (20), p.2247-2250</ispartof><rights>2000 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c249t-e3af9fef30b64030ae45337cd500b065b1e5a3bb7b927342bf9728656b422ea13</citedby><cites>FETCH-LOGICAL-c249t-e3af9fef30b64030ae45337cd500b065b1e5a3bb7b927342bf9728656b422ea13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,27929,27930</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1516338$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11055330$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>YUGUANG WANG</creatorcontrib><creatorcontrib>CHACKALAMANNIL, Samuel</creatorcontrib><creatorcontrib>MCQUADE, Robert</creatorcontrib><creatorcontrib>LACHOWICZ, Jean E</creatorcontrib><creatorcontrib>ZHIYONG HU</creatorcontrib><creatorcontrib>CLADER, John W</creatorcontrib><creatorcontrib>GREENLEE, William</creatorcontrib><creatorcontrib>BILLARD, William</creatorcontrib><creatorcontrib>BINCH, Herbert III</creatorcontrib><creatorcontrib>CROSBY, Gordon</creatorcontrib><creatorcontrib>RUPERTO, Vilma</creatorcontrib><creatorcontrib>DUFFY, Ruth A</creatorcontrib><title>Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Identification of a number of highly potent M2 receptor antagonists with >100-fold selectivity against the M1 and M3 receptor subtypes is described. In the rat microdialysis assay, this series of compounds showed pronounced enhancement of brain acetylcholine release after oral administration.</description><subject>Acetylcholine - metabolism</subject><subject>Administration, Oral</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Brain - drug effects</subject><subject>Brain - metabolism</subject><subject>Cholinergic system</subject><subject>Drug Design</subject><subject>Medical sciences</subject><subject>Microdialysis</subject><subject>Muscarinic Antagonists - chemical synthesis</subject><subject>Muscarinic Antagonists - chemistry</subject><subject>Muscarinic Antagonists - pharmacology</subject><subject>Neuropharmacology</subject><subject>Neurotransmitters. Neurotransmission. Receptors</subject><subject>Pharmacology. Drug treatments</subject><subject>Piperidines - chemical synthesis</subject><subject>Piperidines - chemistry</subject><subject>Piperidines - pharmacology</subject><subject>Rats</subject><subject>Receptor, Muscarinic M1</subject><subject>Receptor, Muscarinic M2</subject><subject>Receptors, Muscarinic - drug effects</subject><subject>Receptors, Muscarinic - physiology</subject><subject>Structure-Activity Relationship</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkE1vEzEQhq0K1IbSn1DkA0JwWBh_bvaIyqdU1ENB4mbZzmxwtfFuPQ5S_j2bJiKnmZGemXn1MHYt4L0AYT_cQ2ehWXb691uAdwDatI04YwuhrW6UBvOMLf4jF-wF0QOA0KD1ObsQAoxRChaMPiGldeY-rzjtcv0zj8THnk9pwpJWKe-GU48z54dxvUXinvg0Vsz1sIsDxpr-Iv8h-WZL0ZeUU-QFI051LDNU_XrMiSq9ZM97PxBeHesl-_Xl88-bb83t3dfvNx9vmyh1VxtUvu967BUEq0GBRz1nbuPKAASwJgg0XoXQhk62SsvQd61cWmODlhK9UJfszeHuVMbHOXJ1m0QRh8FnHLfkWqmsBQkzaA5gLCNRwd5NJW182TkBbm_bPdl2e5UOwD3ZdvsHr44PtmGDq9PWUe8MvD4CfjYy9MXnmOjEGWGVWqp_Mr-JsQ</recordid><startdate>20001016</startdate><enddate>20001016</enddate><creator>YUGUANG WANG</creator><creator>CHACKALAMANNIL, Samuel</creator><creator>MCQUADE, Robert</creator><creator>LACHOWICZ, Jean E</creator><creator>ZHIYONG HU</creator><creator>CLADER, John W</creator><creator>GREENLEE, William</creator><creator>BILLARD, William</creator><creator>BINCH, Herbert III</creator><creator>CROSBY, Gordon</creator><creator>RUPERTO, Vilma</creator><creator>DUFFY, Ruth A</creator><general>Elsevier</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>20001016</creationdate><title>Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists</title><author>YUGUANG WANG ; CHACKALAMANNIL, Samuel ; MCQUADE, Robert ; LACHOWICZ, Jean E ; ZHIYONG HU ; CLADER, John W ; GREENLEE, William ; BILLARD, William ; BINCH, Herbert III ; CROSBY, Gordon ; RUPERTO, Vilma ; DUFFY, Ruth A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c249t-e3af9fef30b64030ae45337cd500b065b1e5a3bb7b927342bf9728656b422ea13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Acetylcholine - metabolism</topic><topic>Administration, Oral</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Brain - drug effects</topic><topic>Brain - metabolism</topic><topic>Cholinergic system</topic><topic>Drug Design</topic><topic>Medical sciences</topic><topic>Microdialysis</topic><topic>Muscarinic Antagonists - chemical synthesis</topic><topic>Muscarinic Antagonists - chemistry</topic><topic>Muscarinic Antagonists - pharmacology</topic><topic>Neuropharmacology</topic><topic>Neurotransmitters. Neurotransmission. Receptors</topic><topic>Pharmacology. Drug treatments</topic><topic>Piperidines - chemical synthesis</topic><topic>Piperidines - chemistry</topic><topic>Piperidines - pharmacology</topic><topic>Rats</topic><topic>Receptor, Muscarinic M1</topic><topic>Receptor, Muscarinic M2</topic><topic>Receptors, Muscarinic - drug effects</topic><topic>Receptors, Muscarinic - physiology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>YUGUANG WANG</creatorcontrib><creatorcontrib>CHACKALAMANNIL, Samuel</creatorcontrib><creatorcontrib>MCQUADE, Robert</creatorcontrib><creatorcontrib>LACHOWICZ, Jean E</creatorcontrib><creatorcontrib>ZHIYONG HU</creatorcontrib><creatorcontrib>CLADER, John W</creatorcontrib><creatorcontrib>GREENLEE, William</creatorcontrib><creatorcontrib>BILLARD, William</creatorcontrib><creatorcontrib>BINCH, Herbert III</creatorcontrib><creatorcontrib>CROSBY, Gordon</creatorcontrib><creatorcontrib>RUPERTO, Vilma</creatorcontrib><creatorcontrib>DUFFY, Ruth A</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 letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>YUGUANG WANG</au><au>CHACKALAMANNIL, Samuel</au><au>MCQUADE, Robert</au><au>LACHOWICZ, Jean E</au><au>ZHIYONG HU</au><au>CLADER, John W</au><au>GREENLEE, William</au><au>BILLARD, William</au><au>BINCH, Herbert III</au><au>CROSBY, Gordon</au><au>RUPERTO, Vilma</au><au>DUFFY, Ruth A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2000-10-16</date><risdate>2000</risdate><volume>10</volume><issue>20</issue><spage>2247</spage><epage>2250</epage><pages>2247-2250</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Identification of a number of highly potent M2 receptor antagonists with >100-fold selectivity against the M1 and M3 receptor subtypes is described. In the rat microdialysis assay, this series of compounds showed pronounced enhancement of brain acetylcholine release after oral administration.</abstract><cop>Oxford</cop><pub>Elsevier</pub><pmid>11055330</pmid><doi>10.1016/S0960-894X(00)00457-1</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2000-10, Vol.10 (20), p.2247-2250 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_72366020 |
| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Acetylcholine - metabolism Administration, Oral Animals Biological and medical sciences Brain - drug effects Brain - metabolism Cholinergic system Drug Design Medical sciences Microdialysis Muscarinic Antagonists - chemical synthesis Muscarinic Antagonists - chemistry Muscarinic Antagonists - pharmacology Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Pharmacology. Drug treatments Piperidines - chemical synthesis Piperidines - chemistry Piperidines - pharmacology Rats Receptor, Muscarinic M1 Receptor, Muscarinic M2 Receptors, Muscarinic - drug effects Receptors, Muscarinic - physiology Structure-Activity Relationship |
| title | Design and synthesis of piperidinyl piperidine analogues as potent and selective M2 muscarinic receptor antagonists |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-13T22%3A02%3A32IST&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=Design%20and%20synthesis%20of%20piperidinyl%20piperidine%20analogues%20as%20potent%20and%20selective%20M2%20muscarinic%20receptor%20antagonists&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry%20letters&rft.au=YUGUANG%20WANG&rft.date=2000-10-16&rft.volume=10&rft.issue=20&rft.spage=2247&rft.epage=2250&rft.pages=2247-2250&rft.issn=0960-894X&rft.eissn=1464-3405&rft_id=info:doi/10.1016/S0960-894X(00)00457-1&rft_dat=%3Cproquest_cross%3E72366020%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=72366020&rft_id=info:pmid/11055330&rfr_iscdi=true |