Wake-promoting agents: Search for next generation modafinil: Part II
In search of a next generation molecule to the novel wake promoting agent modafinil (Provigil®, compound 1), a series of bi-phenyl derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound (±)-2 was disclosed in a previous communication. In this Letter, we disclos...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2012-03, Vol.22 (6), p.2315-2317 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Dunn, Derek Hostetler, Greg Iqbal, Mohamed Messina-McLaughlin, Patricia Reiboldt, Alyssa Lin, Yin Guo Gruner, John Bacon, Edward R. Ator, Mark A. Chatterjee, Sankar |
| description | In search of a next generation molecule to the novel wake promoting agent modafinil (Provigil®, compound 1), a series of bi-phenyl derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound (±)-2 was disclosed in a previous communication. In this Letter, we disclose the chiral separation and profile of individual enantiomer (−)-2 and (+)-2 from our ongoing studies.
In search of a next generation molecule to modafinil, a novel wake promoting agent, we previously disclosed bi-phenyl derived racemate compound (±)-2 as a new generation of wake-promoting agent. Here we describe the profiles of the individual enantiomers (−)-2 and (+)-2, respectively. |
| doi_str_mv | 10.1016/j.bmcl.2012.01.064 |
| format | Article |
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In search of a next generation molecule to modafinil, a novel wake promoting agent, we previously disclosed bi-phenyl derived racemate compound (±)-2 as a new generation of wake-promoting agent. Here we describe the profiles of the individual enantiomers (−)-2 and (+)-2, respectively.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2012.01.064</identifier><identifier>PMID: 22341942</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; Area Under Curve ; Biological and medical sciences ; biphenyl ; Biphenyl Compounds - chemical synthesis ; Biphenyl Compounds - pharmacokinetics ; Biphenyl Compounds - pharmacology ; Central Nervous System Stimulants - chemical synthesis ; Central Nervous System Stimulants - pharmacokinetics ; Central Nervous System Stimulants - pharmacology ; chemical derivatives ; Cytochrome P-450 Enzyme Inhibitors ; Cytochrome P-450 Enzyme System - metabolism ; Electroencephalography ; enantiomers ; Injections, Intraperitoneal ; Medical sciences ; Modafinil ; Motor Activity - drug effects ; Pharmacology. Drug treatments ; Rats ; Rats, Sprague-Dawley ; Retinoic Acid 4-Hydroxylase ; Sleep - drug effects ; Stereoisomerism ; Structure-Activity Relationship ; Transporters ; Wake-promoting agent ; Wakefulness - drug effects ; Wakefulness - physiology</subject><ispartof>Bioorganic & medicinal chemistry letters, 2012-03, Vol.22 (6), p.2315-2317</ispartof><rights>2012 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c441t-625dd47d0c3971cf0d4d844e725e3501391d6bd09c40104a5bf5d379dde6eed13</citedby><cites>FETCH-LOGICAL-c441t-625dd47d0c3971cf0d4d844e725e3501391d6bd09c40104a5bf5d379dde6eed13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X12000972$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25696964$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22341942$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dunn, Derek</creatorcontrib><creatorcontrib>Hostetler, Greg</creatorcontrib><creatorcontrib>Iqbal, Mohamed</creatorcontrib><creatorcontrib>Messina-McLaughlin, Patricia</creatorcontrib><creatorcontrib>Reiboldt, Alyssa</creatorcontrib><creatorcontrib>Lin, Yin Guo</creatorcontrib><creatorcontrib>Gruner, John</creatorcontrib><creatorcontrib>Bacon, Edward R.</creatorcontrib><creatorcontrib>Ator, Mark A.</creatorcontrib><creatorcontrib>Chatterjee, Sankar</creatorcontrib><title>Wake-promoting agents: Search for next generation modafinil: Part II</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>In search of a next generation molecule to the novel wake promoting agent modafinil (Provigil®, compound 1), a series of bi-phenyl derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound (±)-2 was disclosed in a previous communication. In this Letter, we disclose the chiral separation and profile of individual enantiomer (−)-2 and (+)-2 from our ongoing studies.
In search of a next generation molecule to modafinil, a novel wake promoting agent, we previously disclosed bi-phenyl derived racemate compound (±)-2 as a new generation of wake-promoting agent. Here we describe the profiles of the individual enantiomers (−)-2 and (+)-2, respectively.</description><subject>Animals</subject><subject>Area Under Curve</subject><subject>Biological and medical sciences</subject><subject>biphenyl</subject><subject>Biphenyl Compounds - chemical synthesis</subject><subject>Biphenyl Compounds - pharmacokinetics</subject><subject>Biphenyl Compounds - pharmacology</subject><subject>Central Nervous System Stimulants - chemical synthesis</subject><subject>Central Nervous System Stimulants - pharmacokinetics</subject><subject>Central Nervous System Stimulants - pharmacology</subject><subject>chemical derivatives</subject><subject>Cytochrome P-450 Enzyme Inhibitors</subject><subject>Cytochrome P-450 Enzyme System - metabolism</subject><subject>Electroencephalography</subject><subject>enantiomers</subject><subject>Injections, Intraperitoneal</subject><subject>Medical sciences</subject><subject>Modafinil</subject><subject>Motor Activity - drug effects</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Retinoic Acid 4-Hydroxylase</subject><subject>Sleep - drug effects</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><subject>Transporters</subject><subject>Wake-promoting agent</subject><subject>Wakefulness - drug effects</subject><subject>Wakefulness - physiology</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1v1DAQQC1ERZfCH-AAuaCeEmaSibOuuKAWykqVQCoV3CyvPVm85KPYWQT_Hqe7lBvIB0vW8_PoWYhnCAUCylfbYt3brigBywKwAEkPxAJJUl4R1A_FApSEfKnoy7F4HOMWAAmIHonjsqwIFZULcfHZfOP8Noz9OPlhk5kND1M8y67ZBPs1a8eQDfxzytIxBzP5ccj60ZnWD747yz6aMGWr1RNx1Jou8tPDfiJu3r39dP4-v_pwuTp_c5VbIpxyWdbOUePAVqpB24IjtyTipqy5qgErhU6uHShLgECmXre1qxrlHEtmh9WJON1707zfdxwn3ftouevMwOMuaiWXKJdS0v_JUtYgsVGJLPekDWOMgVt9G3xvwi-NoOfMeqvnzHrOrAE13OmfH_S7dc_u_sqfrgl4eQBMtKZrgxmsj3-5Wqq0ZtGLPdeaUZtNSMzNdXqpTn9VSaxm0-s9wSnsD89BR-t5sOx8YDtpN_p_TfobAHOing</recordid><startdate>20120315</startdate><enddate>20120315</enddate><creator>Dunn, Derek</creator><creator>Hostetler, Greg</creator><creator>Iqbal, Mohamed</creator><creator>Messina-McLaughlin, Patricia</creator><creator>Reiboldt, Alyssa</creator><creator>Lin, Yin Guo</creator><creator>Gruner, John</creator><creator>Bacon, Edward R.</creator><creator>Ator, Mark A.</creator><creator>Chatterjee, Sankar</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20120315</creationdate><title>Wake-promoting agents: Search for next generation modafinil: Part II</title><author>Dunn, Derek ; Hostetler, Greg ; Iqbal, Mohamed ; Messina-McLaughlin, Patricia ; Reiboldt, Alyssa ; Lin, Yin Guo ; Gruner, John ; Bacon, Edward R. ; Ator, Mark A. ; Chatterjee, Sankar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-625dd47d0c3971cf0d4d844e725e3501391d6bd09c40104a5bf5d379dde6eed13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Animals</topic><topic>Area Under Curve</topic><topic>Biological and medical sciences</topic><topic>biphenyl</topic><topic>Biphenyl Compounds - chemical synthesis</topic><topic>Biphenyl Compounds - pharmacokinetics</topic><topic>Biphenyl Compounds - pharmacology</topic><topic>Central Nervous System Stimulants - chemical synthesis</topic><topic>Central Nervous System Stimulants - pharmacokinetics</topic><topic>Central Nervous System Stimulants - pharmacology</topic><topic>chemical derivatives</topic><topic>Cytochrome P-450 Enzyme Inhibitors</topic><topic>Cytochrome P-450 Enzyme System - metabolism</topic><topic>Electroencephalography</topic><topic>enantiomers</topic><topic>Injections, Intraperitoneal</topic><topic>Medical sciences</topic><topic>Modafinil</topic><topic>Motor Activity - drug effects</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Rats, Sprague-Dawley</topic><topic>Retinoic Acid 4-Hydroxylase</topic><topic>Sleep - drug effects</topic><topic>Stereoisomerism</topic><topic>Structure-Activity Relationship</topic><topic>Transporters</topic><topic>Wake-promoting agent</topic><topic>Wakefulness - drug effects</topic><topic>Wakefulness - physiology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dunn, Derek</creatorcontrib><creatorcontrib>Hostetler, Greg</creatorcontrib><creatorcontrib>Iqbal, Mohamed</creatorcontrib><creatorcontrib>Messina-McLaughlin, Patricia</creatorcontrib><creatorcontrib>Reiboldt, Alyssa</creatorcontrib><creatorcontrib>Lin, Yin Guo</creatorcontrib><creatorcontrib>Gruner, John</creatorcontrib><creatorcontrib>Bacon, Edward R.</creatorcontrib><creatorcontrib>Ator, Mark A.</creatorcontrib><creatorcontrib>Chatterjee, Sankar</creatorcontrib><collection>AGRIS</collection><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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dunn, Derek</au><au>Hostetler, Greg</au><au>Iqbal, Mohamed</au><au>Messina-McLaughlin, Patricia</au><au>Reiboldt, Alyssa</au><au>Lin, Yin Guo</au><au>Gruner, John</au><au>Bacon, Edward R.</au><au>Ator, Mark A.</au><au>Chatterjee, Sankar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Wake-promoting agents: Search for next generation modafinil: Part II</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2012-03-15</date><risdate>2012</risdate><volume>22</volume><issue>6</issue><spage>2315</spage><epage>2317</epage><pages>2315-2317</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>In search of a next generation molecule to the novel wake promoting agent modafinil (Provigil®, compound 1), a series of bi-phenyl derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound (±)-2 was disclosed in a previous communication. In this Letter, we disclose the chiral separation and profile of individual enantiomer (−)-2 and (+)-2 from our ongoing studies.
In search of a next generation molecule to modafinil, a novel wake promoting agent, we previously disclosed bi-phenyl derived racemate compound (±)-2 as a new generation of wake-promoting agent. Here we describe the profiles of the individual enantiomers (−)-2 and (+)-2, respectively.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>22341942</pmid><doi>10.1016/j.bmcl.2012.01.064</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Bioorganic & medicinal chemistry letters, 2012-03, Vol.22 (6), p.2315-2317 |
| issn | 0960-894X 1464-3405 |
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| subjects | Animals Area Under Curve Biological and medical sciences biphenyl Biphenyl Compounds - chemical synthesis Biphenyl Compounds - pharmacokinetics Biphenyl Compounds - pharmacology Central Nervous System Stimulants - chemical synthesis Central Nervous System Stimulants - pharmacokinetics Central Nervous System Stimulants - pharmacology chemical derivatives Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Enzyme System - metabolism Electroencephalography enantiomers Injections, Intraperitoneal Medical sciences Modafinil Motor Activity - drug effects Pharmacology. Drug treatments Rats Rats, Sprague-Dawley Retinoic Acid 4-Hydroxylase Sleep - drug effects Stereoisomerism Structure-Activity Relationship Transporters Wake-promoting agent Wakefulness - drug effects Wakefulness - physiology |
| title | Wake-promoting agents: Search for next generation modafinil: Part II |
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