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Discovery of a novel class of isoxazoline voltage gated sodium channel blockers
Analogs of the previously reported voltage gated sodium channel blocker CDA54 were prepared in which one of the amide functions was replaced with aromatic and non-aromatic heterocycles. Replacement of the amide with an aromatic heterocycle resulted in significant loss of sodium channel blocking acti...
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| Published in: | Bioorganic & medicinal chemistry letters 2009-09, Vol.19 (18), p.5329-5333 |
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| Main Authors: | , , , , , , , , , , , , , , , , |
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| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c441t-3cef55762db7457cc196d71105d1aea1dc926cb43acd92ad9e1e60caefcd5e6f3 |
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| cites | cdi_FETCH-LOGICAL-c441t-3cef55762db7457cc196d71105d1aea1dc926cb43acd92ad9e1e60caefcd5e6f3 |
| container_end_page | 5333 |
| container_issue | 18 |
| container_start_page | 5329 |
| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 19 |
| creator | Shao, Pengcheng P. Ye, Feng Weber, Ann E. Li, Xiaohua Lyons, Kathryn A. Parsons, William H. Garcia, Maria L. Priest, Birgit T. Smith, McHardy M. Felix, John P. Williams, Brande S. Kaczorowski, Gregory J. McGowan, Erin Abbadie, Catherine Martin, William J. McMasters, Daniel R. Gao, Ying-Duo |
| description | Analogs of the previously reported voltage gated sodium channel blocker
CDA54 were prepared in which one of the amide functions was replaced with aromatic and non-aromatic heterocycles. Replacement of the amide with an aromatic heterocycle resulted in significant loss of sodium channel blocking activity, while non-aromatic heterocycle replacements were well tolerated. |
| doi_str_mv | 10.1016/j.bmcl.2009.07.125 |
| format | article |
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Drug treatments</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Sodium Channel Blockers - chemistry</subject><subject>Sodium Channel Blockers - pharmacology</subject><subject>Sodium Channel Blockers - therapeutic use</subject><subject>Spinal Nerves - drug effects</subject><subject>Structure-Activity Relationship</subject><subject>Voltage gated sodium channel blocker</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9kE1v1DAQhi0EokvhD3BAuQCnBI_jj0bigsqnVKkXkLhZznhSvDhxsbMryq_Hq13BracZjZ53NPMw9hx4Bxz0m203zhg7wfnQcdOBUA_YBqSWbS-5esg2fNC8vRjk9zP2pJQt5yC5lI_ZGQzayItBb9j1-1Aw7SnfNWlqXLPUPjYYXSmHQSjpt_uTYlio2ae4uhtqbtxKvinJh93c4A-3LDUxxoQ_KZen7NHkYqFnp3rOvn388PXyc3t1_enL5burFqWEte2RJqWMFn40UhnEepE3AFx5cOTA4yA0jrJ36Afh_EBAmqOjCb0iPfXn7PVx721Ov3ZUVjvXRyhGt1DaFWuqApC9EpV8dS8pAHowPa-gOIKYUymZJnubw-zynQVuD8Lt1h6E24Nwy42twmvoxWn7bpzJ_4-cDFfg5QlwBV2cslswlH-cgIFLo_rKvT1yVK3tA2VbMNCC5EMmXK1P4b47_gKZJJ-r</recordid><startdate>20090915</startdate><enddate>20090915</enddate><creator>Shao, Pengcheng P.</creator><creator>Ye, Feng</creator><creator>Weber, Ann E.</creator><creator>Li, Xiaohua</creator><creator>Lyons, Kathryn A.</creator><creator>Parsons, William H.</creator><creator>Garcia, Maria L.</creator><creator>Priest, Birgit T.</creator><creator>Smith, McHardy M.</creator><creator>Felix, John P.</creator><creator>Williams, Brande S.</creator><creator>Kaczorowski, Gregory J.</creator><creator>McGowan, Erin</creator><creator>Abbadie, Catherine</creator><creator>Martin, William J.</creator><creator>McMasters, Daniel R.</creator><creator>Gao, Ying-Duo</creator><general>Elsevier Ltd</general><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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20090915</creationdate><title>Discovery of a novel class of isoxazoline voltage gated sodium channel blockers</title><author>Shao, Pengcheng P. ; Ye, Feng ; Weber, Ann E. ; Li, Xiaohua ; Lyons, Kathryn A. ; Parsons, William H. ; Garcia, Maria L. ; Priest, Birgit T. ; Smith, McHardy M. ; Felix, John P. ; Williams, Brande S. ; Kaczorowski, Gregory J. ; McGowan, Erin ; Abbadie, Catherine ; Martin, William J. ; McMasters, Daniel R. ; Gao, Ying-Duo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-3cef55762db7457cc196d71105d1aea1dc926cb43acd92ad9e1e60caefcd5e6f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Amide replacement</topic><topic>Analgesics</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Heterocycles</topic><topic>Inflammatory pain</topic><topic>Isoxazoles - chemistry</topic><topic>Isoxazoles - pharmacology</topic><topic>Isoxazoles - therapeutic use</topic><topic>Isoxazoline</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Neuropathic pain</topic><topic>Neuropharmacology</topic><topic>Pain - drug therapy</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Rats, Sprague-Dawley</topic><topic>Sodium Channel Blockers - chemistry</topic><topic>Sodium Channel Blockers - pharmacology</topic><topic>Sodium Channel Blockers - therapeutic use</topic><topic>Spinal Nerves - drug effects</topic><topic>Structure-Activity Relationship</topic><topic>Voltage gated sodium channel blocker</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shao, Pengcheng P.</creatorcontrib><creatorcontrib>Ye, Feng</creatorcontrib><creatorcontrib>Weber, Ann E.</creatorcontrib><creatorcontrib>Li, Xiaohua</creatorcontrib><creatorcontrib>Lyons, Kathryn A.</creatorcontrib><creatorcontrib>Parsons, William H.</creatorcontrib><creatorcontrib>Garcia, Maria L.</creatorcontrib><creatorcontrib>Priest, Birgit T.</creatorcontrib><creatorcontrib>Smith, McHardy M.</creatorcontrib><creatorcontrib>Felix, John P.</creatorcontrib><creatorcontrib>Williams, Brande S.</creatorcontrib><creatorcontrib>Kaczorowski, Gregory J.</creatorcontrib><creatorcontrib>McGowan, Erin</creatorcontrib><creatorcontrib>Abbadie, Catherine</creatorcontrib><creatorcontrib>Martin, William J.</creatorcontrib><creatorcontrib>McMasters, Daniel R.</creatorcontrib><creatorcontrib>Gao, Ying-Duo</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>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shao, Pengcheng P.</au><au>Ye, Feng</au><au>Weber, Ann E.</au><au>Li, Xiaohua</au><au>Lyons, Kathryn A.</au><au>Parsons, William H.</au><au>Garcia, Maria L.</au><au>Priest, Birgit T.</au><au>Smith, McHardy M.</au><au>Felix, John P.</au><au>Williams, Brande S.</au><au>Kaczorowski, Gregory J.</au><au>McGowan, Erin</au><au>Abbadie, Catherine</au><au>Martin, William J.</au><au>McMasters, Daniel R.</au><au>Gao, Ying-Duo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Discovery of a novel class of isoxazoline voltage gated sodium channel blockers</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2009-09-15</date><risdate>2009</risdate><volume>19</volume><issue>18</issue><spage>5329</spage><epage>5333</epage><pages>5329-5333</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>Analogs of the previously reported voltage gated sodium channel blocker
CDA54 were prepared in which one of the amide functions was replaced with aromatic and non-aromatic heterocycles. Replacement of the amide with an aromatic heterocycle resulted in significant loss of sodium channel blocking activity, while non-aromatic heterocycle replacements were well tolerated.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19674896</pmid><doi>10.1016/j.bmcl.2009.07.125</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2009-09, Vol.19 (18), p.5329-5333 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | ScienceDirect Freedom Collection |
| subjects | Amide replacement Analgesics Animals Biological and medical sciences Heterocycles Inflammatory pain Isoxazoles - chemistry Isoxazoles - pharmacology Isoxazoles - therapeutic use Isoxazoline Medical sciences Models, Molecular Molecular Structure Neuropathic pain Neuropharmacology Pain - drug therapy Pharmacology. Drug treatments Rats Rats, Sprague-Dawley Sodium Channel Blockers - chemistry Sodium Channel Blockers - pharmacology Sodium Channel Blockers - therapeutic use Spinal Nerves - drug effects Structure-Activity Relationship Voltage gated sodium channel blocker |
| title | Discovery of a novel class of isoxazoline voltage gated sodium channel blockers |
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