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SB-649868 - Wikipedia

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.infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): SB-649868">SB-649868</span></caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:SB-649,868.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d7/SB-649%2C868.svg/220px-SB-649%2C868.svg.png" decoding="async" width="220" height="170" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d7/SB-649%2C868.svg/330px-SB-649%2C868.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d7/SB-649%2C868.svg/440px-SB-649%2C868.svg.png 2x" data-file-width="512" data-file-height="395" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>None</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li>Investigational</li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;"><i>N</i>-([(2<i>S</i>)-1-([5-(4-fluorophenyl)-2-methyl-4-thiazolyl]carbonyl)-2-piperidinyl]methyl)-4-benzofurancarboxamide</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=380899-24-1">380899-24-1</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/25195495">25195495</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.25069706.html">25069706</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/1L1V1K2M4V">1L1V1K2M4V</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL1272307">ChEMBL1272307</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID90191491">DTXSID90191491</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q7388914#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>26</sub><span title="Hydrogen">H</span><sub>24</sub><span title="Fluorine">F</span><span title="Nitrogen">N</span><sub>3</sub><span title="Oxygen">O</span><sub>3</sub><span title="Sulfur">S</span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></th><td class="infobox-data"><span class="nowrap"><span data-sort-value="7002477550000000000♠"></span>477.55</span>&#160;g·mol<sup>−1</sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=CC1%3DNC%28%3DC%28S1%29C2%3DCC%3DC%28C%3DC2%29F%29C%28%3DO%29N3CCCC%5BC%40H%5D3CNC%28%3DO%29C4%3DC5C%3DCOC5%3DCC%3DC4">Interactive image</a></span></li></ul></div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">CC1=NC(=C(S1)C2=CC=C(C=C2)F)C(=O)N3CCCC[C@H]3CNC(=O)C4=C5C=COC5=CC=C4</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C26H24FN3O3S/c1-16-29-23(24(34-16)17-8-10-18(27)11-9-17)26(32)30-13-3-2-5-19(30)15-28-25(31)21-6-4-7-22-20(21)12-14-33-22/h4,6-12,14,19H,2-3,5,13,15H2,1H3,(H,28,31)/t19-/m0/s1</div></li><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">Key:ZJXIUGNEAIHSBI-IBGZPJMESA-N</div></li></ul> </div></td></tr></tbody></table> <p><b>SB-649868</b> is a dual <a href="/wiki/Orexin_receptor" title="Orexin receptor">orexin receptor</a> <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonist</a> that was being developed by <a href="/wiki/GlaxoSmithKline" class="mw-redirect" title="GlaxoSmithKline">GlaxoSmithKline</a> as a treatment for <a href="/wiki/Insomnia" title="Insomnia">insomnia</a>.<sup id="cite_ref-pmid21045199_1-0" class="reference"><a href="#cite_note-pmid21045199-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> </p><p>A <a href="/wiki/Phases_of_clinical_research#Phase_I" title="Phases of clinical research">phase I</a> <a href="/wiki/Clinical_trial" title="Clinical trial">clinical trial</a> evaluated doses up to 80&#160;mg, resulting in significant improvement in sleep latency without adverse effects.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> In randomized, double-blind, placebo-controlled crossover trials, the 10 and 30&#160;mg doses increased sleep time and reduced sleep latency.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> The subsequent phase II study added a 60&#160;mg dose and observed dose-dependent sleep promotion.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> </p><p>The compound no longer appears to be under active development, with the last study posted to <a href="/wiki/ClinicalTrials.gov" title="ClinicalTrials.gov">ClinicalTrials.gov</a> completed in 2010. </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=SB-649868&amp;action=edit&amp;section=1" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Almorexant" title="Almorexant">Almorexant</a></li> <li><a href="/wiki/Filorexant" title="Filorexant">Filorexant</a></li> <li><a href="/wiki/Lemborexant" title="Lemborexant">Lemborexant</a></li> <li><a href="/wiki/Suvorexant" title="Suvorexant">Suvorexant</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=SB-649868&amp;action=edit&amp;section=2" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-pmid21045199-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid21045199_1-0">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFRenzulliNashWrightThomas2011" class="citation journal cs1">Renzulli C, Nash M, Wright M, Thomas S, Zamuner S, Pellegatti M, et&#160;al. (February 2011). "Disposition and metabolism of [14C]SB-649868, an orexin 1 and 2 receptor antagonist, in humans". <i>Drug Metabolism and Disposition</i>. <b>39</b> (2): 215–27. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1124%2Fdmd.110.035386">10.1124/dmd.110.035386</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/21045199">21045199</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:1995624">1995624</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Drug+Metabolism+and+Disposition&amp;rft.atitle=Disposition+and+metabolism+of+%5B14C%5DSB-649868%2C+an+orexin+1+and+2+receptor+antagonist%2C+in+humans&amp;rft.volume=39&amp;rft.issue=2&amp;rft.pages=215-27&amp;rft.date=2011-02&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A1995624%23id-name%3DS2CID&amp;rft_id=info%3Apmid%2F21045199&amp;rft_id=info%3Adoi%2F10.1124%2Fdmd.110.035386&amp;rft.aulast=Renzulli&amp;rft.aufirst=C&amp;rft.au=Nash%2C+M&amp;rft.au=Wright%2C+M&amp;rft.au=Thomas%2C+S&amp;rft.au=Zamuner%2C+S&amp;rft.au=Pellegatti%2C+M&amp;rft.au=Bettica%2C+P&amp;rft.au=Boyle%2C+G&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBetticaNucciPykeSquassante2012" class="citation journal cs1">Bettica P, Nucci G, Pyke C, Squassante L, Zamuner S, Ratti E, et&#160;al. 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title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Journal+of+Psychopharmacology&amp;rft.atitle=Phase+I+studies+on+the+safety%2C+tolerability%2C+pharmacokinetics+and+pharmacodynamics+of+SB-649868%2C+a+novel+dual+orexin+receptor+antagonist&amp;rft.volume=26&amp;rft.issue=8&amp;rft.pages=1058-70&amp;rft.date=2012-08&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A29578953%23id-name%3DS2CID&amp;rft_id=info%3Apmid%2F21730017&amp;rft_id=info%3Adoi%2F10.1177%2F0269881111408954&amp;rft.aulast=Bettica&amp;rft.aufirst=P&amp;rft.au=Nucci%2C+G&amp;rft.au=Pyke%2C+C&amp;rft.au=Squassante%2C+L&amp;rft.au=Zamuner%2C+S&amp;rft.au=Ratti%2C+E&amp;rft.au=Gomeni%2C+R&amp;rft.au=Alexander%2C+R&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBetticaSquassanteGroegerGennery2012" class="citation journal cs1">Bettica P, Squassante L, Groeger JA, Gennery B, Winsky-Sommerer R, Dijk DJ (April 2012). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3306884">"Differential effects of a dual orexin receptor antagonist (SB-649868) and zolpidem on sleep initiation and consolidation, SWS, REM sleep, and EEG power spectra in a model of situational insomnia"</a>. <i>Neuropsychopharmacology</i>. <b>37</b> (5): 1224–33. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fnpp.2011.310">10.1038/npp.2011.310</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a>&#160;<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3306884">3306884</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/22237311">22237311</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Neuropsychopharmacology&amp;rft.atitle=Differential+effects+of+a+dual+orexin+receptor+antagonist+%28SB-649868%29+and+zolpidem+on+sleep+initiation+and+consolidation%2C+SWS%2C+REM+sleep%2C+and+EEG+power+spectra+in+a+model+of+situational+insomnia&amp;rft.volume=37&amp;rft.issue=5&amp;rft.pages=1224-33&amp;rft.date=2012-04&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3306884%23id-name%3DPMC&amp;rft_id=info%3Apmid%2F22237311&amp;rft_id=info%3Adoi%2F10.1038%2Fnpp.2011.310&amp;rft.aulast=Bettica&amp;rft.aufirst=P&amp;rft.au=Squassante%2C+L&amp;rft.au=Groeger%2C+JA&amp;rft.au=Gennery%2C+B&amp;rft.au=Winsky-Sommerer%2C+R&amp;rft.au=Dijk%2C+DJ&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3306884&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBetticaSquassanteZamunerNucci2012" class="citation journal cs1">Bettica P, Squassante L, Zamuner S, Nucci G, Danker-Hopfe H, Ratti E (August 2012). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3397789">"The orexin antagonist SB-649868 promotes and maintains sleep in men with primary insomnia"</a>. <i>Sleep</i>. <b>35</b> (8): 1097–104. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.5665%2Fsleep.1996">10.5665/sleep.1996</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a>&#160;<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3397789">3397789</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/22851805">22851805</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Sleep&amp;rft.atitle=The+orexin+antagonist+SB-649868+promotes+and+maintains+sleep+in+men+with+primary+insomnia&amp;rft.volume=35&amp;rft.issue=8&amp;rft.pages=1097-104&amp;rft.date=2012-08&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3397789%23id-name%3DPMC&amp;rft_id=info%3Apmid%2F22851805&amp;rft_id=info%3Adoi%2F10.5665%2Fsleep.1996&amp;rft.aulast=Bettica&amp;rft.aufirst=P&amp;rft.au=Squassante%2C+L&amp;rft.au=Zamuner%2C+S&amp;rft.au=Nucci%2C+G&amp;rft.au=Danker-Hopfe%2C+H&amp;rft.au=Ratti%2C+E&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3397789&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=SB-649868&amp;action=edit&amp;section=3" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239549316">.mw-parser-output .refbegin{margin-bottom:0.5em}.mw-parser-output .refbegin-hanging-indents>ul{margin-left:0}.mw-parser-output .refbegin-hanging-indents>ul>li{margin-left:0;padding-left:3.2em;text-indent:-3.2em}.mw-parser-output .refbegin-hanging-indents ul,.mw-parser-output .refbegin-hanging-indents ul li{list-style:none}@media(max-width:720px){.mw-parser-output .refbegin-hanging-indents>ul>li{padding-left:1.6em;text-indent:-1.6em}}.mw-parser-output .refbegin-columns{margin-top:0.3em}.mw-parser-output .refbegin-columns ul{margin-top:0}.mw-parser-output .refbegin-columns li{page-break-inside:avoid;break-inside:avoid-column}@media screen{.mw-parser-output .refbegin{font-size:90%}}</style><div class="refbegin" style=""> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRatti_E2007" class="citation web cs1">Ratti E (December 13, 2007). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20081205182150/http://www.gsk.com/investors/presentations/2007/neurosciences-seminar-dec07/emiliangelo-ratti.pdf">"Psychiatry: An Innovative Drug Discovery Pipeline"</a> <span class="cs1-format">(PDF)</span> (GSK Neurosciences seminar). Archived from <a rel="nofollow" class="external text" href="http://www.mudin.net/more-gsk-neurosciences-seminar-13-dec-2007-emiliangelo-ratti--253710.html">the original</a> on December 5, 2008.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Psychiatry%3A+An+Innovative+Drug+Discovery+Pipeline&amp;rft.date=2007-12-13&amp;rft.au=Ratti+E&amp;rft_id=http%3A%2F%2Fwww.mudin.net%2Fmore-gsk-neurosciences-seminar-13-dec-2007-emiliangelo-ratti--253710.html&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFScammellWinrow2011" class="citation journal cs1">Scammell TE, Winrow CJ (February 2011). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3058259">"Orexin receptors: pharmacology and therapeutic opportunities"</a>. <i>Annual Review of Pharmacology and Toxicology</i>. <b>51</b>: 243–66. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1146%2Fannurev-pharmtox-010510-100528">10.1146/annurev-pharmtox-010510-100528</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a>&#160;<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3058259">3058259</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/21034217">21034217</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Annual+Review+of+Pharmacology+and+Toxicology&amp;rft.atitle=Orexin+receptors%3A+pharmacology+and+therapeutic+opportunities&amp;rft.volume=51&amp;rft.pages=243-66&amp;rft.date=2011-02&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3058259%23id-name%3DPMC&amp;rft_id=info%3Apmid%2F21034217&amp;rft_id=info%3Adoi%2F10.1146%2Fannurev-pharmtox-010510-100528&amp;rft.aulast=Scammell&amp;rft.aufirst=TE&amp;rft.au=Winrow%2C+CJ&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3058259&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ASB-649868" class="Z3988"></span></li></ul> </div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist 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href="/wiki/Template:Orexin_receptor_modulators" title="Template:Orexin receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Orexin_receptor_modulators" title="Template talk:Orexin receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Orexin_receptor_modulators" title="Special:EditPage/Template:Orexin receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Orexin_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Orexin_receptor" title="Orexin receptor">Orexin receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Hypocretin_(orexin)_receptor_1" title="Hypocretin (orexin) receptor 1">OX<sub>1</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=AEX-5&amp;action=edit&amp;redlink=1" class="new" title="AEX-5 (page does not exist)">AEX-5</a></li> <li><a href="/w/index.php?title=AEX-19&amp;action=edit&amp;redlink=1" class="new" title="AEX-19 (page does not exist)">AEX-19</a></li> <li><a href="/w/index.php?title=AEX-24&amp;action=edit&amp;redlink=1" class="new" title="AEX-24 (page does not exist)">AEX-24</a></li> <li><a href="/wiki/Orexin" title="Orexin">Orexin</a> (<a href="/wiki/Orexin-A" title="Orexin-A">A</a>, <a href="/wiki/Orexin-B" class="mw-redirect" title="Orexin-B">B</a>)</li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/ACT-335827" title="ACT-335827">ACT-335827</a></li> <li><a href="/wiki/ACT-462206" title="ACT-462206">ACT-462206</a></li> <li><a href="/wiki/Almorexant" title="Almorexant">Almorexant</a></li> <li><a href="/w/index.php?title=AZD-4041&amp;action=edit&amp;redlink=1" class="new" title="AZD-4041 (page does not exist)">AZD-4041</a></li> <li><a href="/w/index.php?title=C4X-3256&amp;action=edit&amp;redlink=1" class="new" title="C4X-3256 (page does not exist)">C4X-3256 (INDV-2000)</a></li> <li><a href="/w/index.php?title=CR-5542&amp;action=edit&amp;redlink=1" class="new" title="CR-5542 (page does not exist)">CR-5542</a></li> <li><a href="/w/index.php?title=CVN-766&amp;action=edit&amp;redlink=1" class="new" title="CVN-766 (page does not exist)">CVN-766</a></li> <li><a href="/wiki/Daridorexant" title="Daridorexant">Daridorexant</a></li> <li><a href="/wiki/Fazamorexant" title="Fazamorexant">Fazamorexant (YZJ-1139)</a></li> <li><a href="/wiki/Filorexant" title="Filorexant">Filorexant</a></li> <li><a href="/wiki/GSK-649868" class="mw-redirect" title="GSK-649868">GSK-649868 (SB-649868)</a></li> <li><a href="/wiki/Lemborexant" title="Lemborexant">Lemborexant</a></li> <li><a href="/wiki/Nivasorexant" title="Nivasorexant">Nivasorexant (ACT-539313)</a></li> <li><a href="/wiki/RTIOX-276" title="RTIOX-276">RTIOX-276</a></li> <li><a href="/wiki/SB-334867" title="SB-334867">SB-334867</a></li> <li><a href="/wiki/SB-408124" title="SB-408124">SB-408124</a></li> <li><a href="/wiki/Suvorexant" title="Suvorexant">Suvorexant</a></li> <li><a href="/w/index.php?title=TCS-1102&amp;action=edit&amp;redlink=1" class="new" title="TCS-1102 (page does not exist)">TCS-1102</a></li> <li><a href="/wiki/Tebideutorexant" title="Tebideutorexant">Tebideutorexant (JNJ-61393215)</a></li> <li><a href="/wiki/Vornorexant" title="Vornorexant">Vornorexant (ORN-0829, TS-142)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Hypocretin_(orexin)_receptor_2" title="Hypocretin (orexin) receptor 2">OX<sub>2</sub></a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=AEX-19&amp;action=edit&amp;redlink=1" class="new" title="AEX-19 (page does not exist)">AEX-19</a></li> <li><a href="/w/index.php?title=ALKS-2680&amp;action=edit&amp;redlink=1" class="new" title="ALKS-2680 (page does not exist)">ALKS-2680</a></li> <li><a href="/wiki/Danavorexton" title="Danavorexton">Danavorexton (TAK-925)</a></li> <li><a href="/w/index.php?title=E-2086&amp;action=edit&amp;redlink=1" class="new" title="E-2086 (page does not exist)">E-2086</a></li> <li><a href="/wiki/Firazorexton" title="Firazorexton">Firazorexton (TAK-994)</a></li> <li><a href="/wiki/Orexin" title="Orexin">Orexin</a> (<a href="/wiki/Orexin-A" title="Orexin-A">A</a>, <a href="/wiki/Orexin-B" class="mw-redirect" title="Orexin-B">B</a>)</li> <li><a href="/w/index.php?title=Oveporexton&amp;action=edit&amp;redlink=1" class="new" title="Oveporexton (page does not exist)">Oveporexton</a></li> <li><a href="/w/index.php?title=SB-668875&amp;action=edit&amp;redlink=1" class="new" title="SB-668875 (page does not exist)">SB-668875</a></li> <li><a href="/wiki/Suntinorexton" title="Suntinorexton">Suntinorexton (TAK-861)</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/ACT-335827" title="ACT-335827">ACT-335827</a></li> <li><a href="/wiki/ACT-462206" title="ACT-462206">ACT-462206</a></li> <li><a href="/wiki/Almorexant" title="Almorexant">Almorexant</a></li> <li><a href="/wiki/Daridorexant" title="Daridorexant">Daridorexant</a></li> <li><a href="/wiki/EMPA_(drug)" title="EMPA (drug)">EMPA</a></li> <li><a href="/wiki/Fazamorexant" title="Fazamorexant">Fazamorexant (YZJ-1139)</a></li> <li><a href="/wiki/Filorexant" title="Filorexant">Filorexant</a></li> <li><a href="/wiki/GSK-649868" class="mw-redirect" title="GSK-649868">GSK-649868 (SB-649868)</a></li> <li><a href="/wiki/JNJ-10397049" title="JNJ-10397049">JNJ-10397049</a></li> <li><a href="/wiki/Lemborexant" title="Lemborexant">Lemborexant</a></li> <li><a href="/w/index.php?title=MK-1064&amp;action=edit&amp;redlink=1" class="new" title="MK-1064 (page does not exist)">MK-1064</a></li> <li><a href="/w/index.php?title=MK-3697&amp;action=edit&amp;redlink=1" class="new" title="MK-3697 (page does not exist)">MK-3697</a></li> <li><a href="/w/index.php?title=MK-8133&amp;action=edit&amp;redlink=1" class="new" title="MK-8133 (page does not exist)">MK-8133</a></li> <li><a href="/wiki/Seltorexant" title="Seltorexant">Seltorexant</a></li> <li><a href="/wiki/Suvorexant" title="Suvorexant">Suvorexant</a></li> <li><a href="/w/index.php?title=TCS-1102&amp;action=edit&amp;redlink=1" class="new" title="TCS-1102 (page does not exist)">TCS-1102</a></li> <li><a href="/wiki/TCS-OX2-29" title="TCS-OX2-29">TCS-OX2-29</a></li> <li><a href="/wiki/Vornorexant" title="Vornorexant">Vornorexant (ORN-0829, TS-142)</a></li></ul> </div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1012311289">.mw-parser-output .asbox{position:relative;overflow:hidden}.mw-parser-output .asbox table{background:transparent}.mw-parser-output .asbox p{margin:0}.mw-parser-output .asbox p+p{margin-top:0.25em}.mw-parser-output .asbox-body{font-style:italic}.mw-parser-output .asbox-note{font-size:smaller}.mw-parser-output .asbox .navbar{position:absolute;top:-0.75em;right:1em;display:none}</style><div role="note" class="metadata plainlinks asbox stub"><table role="presentation"><tbody><tr class="noresize"><td><span typeof="mw:File"><a href="/wiki/File:Diazepam-from-xtal-3D-vdW.png" class="mw-file-description"><img alt="Stub icon" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Diazepam-from-xtal-3D-vdW.png/35px-Diazepam-from-xtal-3D-vdW.png" decoding="async" width="35" height="33" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Diazepam-from-xtal-3D-vdW.png/53px-Diazepam-from-xtal-3D-vdW.png 1.5x, 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