Heteroaryl-Substituted 4-(1H-pyrazol-1-yl)-5,6-dihydro-1H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent and Selective Corticotropin-Releasing Factor Receptor-1 Antagonists
Potent and selective CRF1 receptor antagonists based on the 5,6‐dihydro‐1H‐pyrrolo[2,3‐d]pyrimidines 2 were discovered and characterized. Identification of two complementary synthetic pathways allowed an efficient SAR exploration, which was facilitated by computational methods that allowed the ratio...
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| Veröffentlicht in: | ChemMedChem 2008-02, Vol.3 (2), p.226-229 |
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| creator | Sabbatini, Fabio Maria Di Fabio, Romano St-Denis, Yves Capelli, Anna-Maria Castiglioni, Emiliano Contini, Stefania Donati, Daniele Fazzolari, Elettra Gentile, Gabriella Micheli, Fabrizio Pavone, Francesca Rinaldi, Marilisa Pasquarello, Alessandra Zampori, Maria Grazia Di Felice, Pina Zarantonello, Paola Arban, Roberto Perini, Benedetta Vitulli, Giovanni Benedetti, Roberto Oliosi, Beatrice Worby, Angela |
| description | Potent and selective CRF1 receptor antagonists based on the 5,6‐dihydro‐1H‐pyrrolo[2,3‐d]pyrimidines 2 were discovered and characterized. Identification of two complementary synthetic pathways allowed an efficient SAR exploration, which was facilitated by computational methods that allowed the rational design of target compounds within a defined drug‐like physicochemical space. |
| doi_str_mv | 10.1002/cmdc.200700230 |
| format | Article |
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Identification of two complementary synthetic pathways allowed an efficient SAR exploration, which was facilitated by computational methods that allowed the rational design of target compounds within a defined drug‐like physicochemical space.</description><identifier>ISSN: 1860-7179</identifier><identifier>EISSN: 1860-7187</identifier><identifier>DOI: 10.1002/cmdc.200700230</identifier><identifier>PMID: 18000940</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Animals ; anxiety ; Anxiety - drug therapy ; Anxiety - pathology ; corticotropin releasing factor ; Corticotropin-Releasing Hormone - metabolism ; CRF1 antagonists ; depression ; Depression - drug therapy ; Depression - pathology ; Drug Design ; Models, Chemical ; Pyrazoles - chemical synthesis ; Pyrazoles - pharmacokinetics ; Pyrazoles - therapeutic use ; Pyrimidines - chemical synthesis ; Pyrimidines - pharmacokinetics ; Pyrimidines - therapeutic use ; Rats ; Rats, Wistar ; Receptors, Corticotropin-Releasing Hormone - antagonists & inhibitors ; Structure-Activity Relationship</subject><ispartof>ChemMedChem, 2008-02, Vol.3 (2), p.226-229</ispartof><rights>Copyright © 2008 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcmdc.200700230$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcmdc.200700230$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18000940$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sabbatini, Fabio Maria</creatorcontrib><creatorcontrib>Di Fabio, Romano</creatorcontrib><creatorcontrib>St-Denis, Yves</creatorcontrib><creatorcontrib>Capelli, Anna-Maria</creatorcontrib><creatorcontrib>Castiglioni, Emiliano</creatorcontrib><creatorcontrib>Contini, Stefania</creatorcontrib><creatorcontrib>Donati, Daniele</creatorcontrib><creatorcontrib>Fazzolari, Elettra</creatorcontrib><creatorcontrib>Gentile, Gabriella</creatorcontrib><creatorcontrib>Micheli, Fabrizio</creatorcontrib><creatorcontrib>Pavone, Francesca</creatorcontrib><creatorcontrib>Rinaldi, Marilisa</creatorcontrib><creatorcontrib>Pasquarello, Alessandra</creatorcontrib><creatorcontrib>Zampori, Maria Grazia</creatorcontrib><creatorcontrib>Di Felice, Pina</creatorcontrib><creatorcontrib>Zarantonello, Paola</creatorcontrib><creatorcontrib>Arban, Roberto</creatorcontrib><creatorcontrib>Perini, Benedetta</creatorcontrib><creatorcontrib>Vitulli, Giovanni</creatorcontrib><creatorcontrib>Benedetti, Roberto</creatorcontrib><creatorcontrib>Oliosi, Beatrice</creatorcontrib><creatorcontrib>Worby, Angela</creatorcontrib><title>Heteroaryl-Substituted 4-(1H-pyrazol-1-yl)-5,6-dihydro-1H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent and Selective Corticotropin-Releasing Factor Receptor-1 Antagonists</title><title>ChemMedChem</title><addtitle>ChemMedChem</addtitle><description>Potent and selective CRF1 receptor antagonists based on the 5,6‐dihydro‐1H‐pyrrolo[2,3‐d]pyrimidines 2 were discovered and characterized. Identification of two complementary synthetic pathways allowed an efficient SAR exploration, which was facilitated by computational methods that allowed the rational design of target compounds within a defined drug‐like physicochemical space.</description><subject>Animals</subject><subject>anxiety</subject><subject>Anxiety - drug therapy</subject><subject>Anxiety - pathology</subject><subject>corticotropin releasing factor</subject><subject>Corticotropin-Releasing Hormone - metabolism</subject><subject>CRF1 antagonists</subject><subject>depression</subject><subject>Depression - drug therapy</subject><subject>Depression - pathology</subject><subject>Drug Design</subject><subject>Models, Chemical</subject><subject>Pyrazoles - chemical synthesis</subject><subject>Pyrazoles - pharmacokinetics</subject><subject>Pyrazoles - therapeutic use</subject><subject>Pyrimidines - chemical synthesis</subject><subject>Pyrimidines - pharmacokinetics</subject><subject>Pyrimidines - therapeutic use</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Receptors, Corticotropin-Releasing Hormone - antagonists & inhibitors</subject><subject>Structure-Activity Relationship</subject><issn>1860-7179</issn><issn>1860-7187</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kc1u1DAUhSMEoqWwZYm84keqix07drKspnQGqQU0rcQCIcuxb4ohEwfbKYRn4iHxaMqwY-V7fb5zF-cUxVNKTigh5WuzseakJETmhZF7xSGtBcGS1vL-fpbNQfEoxq-EcF7T-mFxQGtCSMPJYfF7BQmC12Hu8dXUxuTSlMAijl_SFR7noH_5HlM8969wdSywdV9mGzzeicH3_lN5zLD9nDe3cdYNgM4guFud3C1EpCP64BMMCenBoivowWwFtPAhOeNT8KMb8Dr_6-iGG3SuTfIBrcHAmAdM0emQ9I0fXEzxcfGg032EJ3fvUXF9_uZ6scIX75dvF6cX2LGyIZjpmgmuZcdLI6pWV6YlloIQpBVWVqWEkrRcm0rKzlJZMdN1YFjXilp2HWFHxYvd2TH47xPEpDYuGuh7PYCfopKcC1pxVmfy-f9JUjaiZDSDz-7Aqd2AVWMOK2eu_haRgWYH_HA9zP90orY1q23Nal-zWlyeLfZb9uKdN2cEP_deHb4pIZms1Md3S7VeNo2sLplasj8skaxn</recordid><startdate>20080215</startdate><enddate>20080215</enddate><creator>Sabbatini, Fabio Maria</creator><creator>Di Fabio, Romano</creator><creator>St-Denis, Yves</creator><creator>Capelli, Anna-Maria</creator><creator>Castiglioni, Emiliano</creator><creator>Contini, Stefania</creator><creator>Donati, Daniele</creator><creator>Fazzolari, Elettra</creator><creator>Gentile, Gabriella</creator><creator>Micheli, Fabrizio</creator><creator>Pavone, Francesca</creator><creator>Rinaldi, Marilisa</creator><creator>Pasquarello, Alessandra</creator><creator>Zampori, Maria Grazia</creator><creator>Di Felice, Pina</creator><creator>Zarantonello, Paola</creator><creator>Arban, Roberto</creator><creator>Perini, Benedetta</creator><creator>Vitulli, Giovanni</creator><creator>Benedetti, Roberto</creator><creator>Oliosi, Beatrice</creator><creator>Worby, Angela</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope><scope>7TM</scope></search><sort><creationdate>20080215</creationdate><title>Heteroaryl-Substituted 4-(1H-pyrazol-1-yl)-5,6-dihydro-1H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent and Selective Corticotropin-Releasing Factor Receptor-1 Antagonists</title><author>Sabbatini, Fabio Maria ; Di Fabio, Romano ; St-Denis, Yves ; Capelli, Anna-Maria ; Castiglioni, Emiliano ; Contini, Stefania ; Donati, Daniele ; Fazzolari, Elettra ; Gentile, Gabriella ; Micheli, Fabrizio ; Pavone, Francesca ; Rinaldi, Marilisa ; Pasquarello, Alessandra ; Zampori, Maria Grazia ; Di Felice, Pina ; Zarantonello, Paola ; Arban, Roberto ; Perini, Benedetta ; Vitulli, Giovanni ; Benedetti, Roberto ; Oliosi, Beatrice ; Worby, Angela</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i3290-3a8364a7f42c65ba5cb0d1e660b6d7527e20b4ac577fd1753cffec3fb687ff03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Animals</topic><topic>anxiety</topic><topic>Anxiety - drug therapy</topic><topic>Anxiety - pathology</topic><topic>corticotropin releasing factor</topic><topic>Corticotropin-Releasing Hormone - metabolism</topic><topic>CRF1 antagonists</topic><topic>depression</topic><topic>Depression - drug therapy</topic><topic>Depression - pathology</topic><topic>Drug Design</topic><topic>Models, Chemical</topic><topic>Pyrazoles - chemical synthesis</topic><topic>Pyrazoles - pharmacokinetics</topic><topic>Pyrazoles - therapeutic use</topic><topic>Pyrimidines - chemical synthesis</topic><topic>Pyrimidines - pharmacokinetics</topic><topic>Pyrimidines - therapeutic use</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Receptors, Corticotropin-Releasing Hormone - antagonists & inhibitors</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sabbatini, Fabio Maria</creatorcontrib><creatorcontrib>Di Fabio, Romano</creatorcontrib><creatorcontrib>St-Denis, Yves</creatorcontrib><creatorcontrib>Capelli, Anna-Maria</creatorcontrib><creatorcontrib>Castiglioni, Emiliano</creatorcontrib><creatorcontrib>Contini, Stefania</creatorcontrib><creatorcontrib>Donati, Daniele</creatorcontrib><creatorcontrib>Fazzolari, Elettra</creatorcontrib><creatorcontrib>Gentile, Gabriella</creatorcontrib><creatorcontrib>Micheli, Fabrizio</creatorcontrib><creatorcontrib>Pavone, Francesca</creatorcontrib><creatorcontrib>Rinaldi, Marilisa</creatorcontrib><creatorcontrib>Pasquarello, Alessandra</creatorcontrib><creatorcontrib>Zampori, Maria Grazia</creatorcontrib><creatorcontrib>Di Felice, Pina</creatorcontrib><creatorcontrib>Zarantonello, Paola</creatorcontrib><creatorcontrib>Arban, Roberto</creatorcontrib><creatorcontrib>Perini, Benedetta</creatorcontrib><creatorcontrib>Vitulli, Giovanni</creatorcontrib><creatorcontrib>Benedetti, Roberto</creatorcontrib><creatorcontrib>Oliosi, Beatrice</creatorcontrib><creatorcontrib>Worby, Angela</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><collection>Nucleic Acids Abstracts</collection><jtitle>ChemMedChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sabbatini, Fabio Maria</au><au>Di Fabio, Romano</au><au>St-Denis, Yves</au><au>Capelli, Anna-Maria</au><au>Castiglioni, Emiliano</au><au>Contini, Stefania</au><au>Donati, Daniele</au><au>Fazzolari, Elettra</au><au>Gentile, Gabriella</au><au>Micheli, Fabrizio</au><au>Pavone, Francesca</au><au>Rinaldi, Marilisa</au><au>Pasquarello, Alessandra</au><au>Zampori, Maria Grazia</au><au>Di Felice, Pina</au><au>Zarantonello, Paola</au><au>Arban, Roberto</au><au>Perini, Benedetta</au><au>Vitulli, Giovanni</au><au>Benedetti, Roberto</au><au>Oliosi, Beatrice</au><au>Worby, Angela</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Heteroaryl-Substituted 4-(1H-pyrazol-1-yl)-5,6-dihydro-1H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent and Selective Corticotropin-Releasing Factor Receptor-1 Antagonists</atitle><jtitle>ChemMedChem</jtitle><addtitle>ChemMedChem</addtitle><date>2008-02-15</date><risdate>2008</risdate><volume>3</volume><issue>2</issue><spage>226</spage><epage>229</epage><pages>226-229</pages><issn>1860-7179</issn><eissn>1860-7187</eissn><abstract>Potent and selective CRF1 receptor antagonists based on the 5,6‐dihydro‐1H‐pyrrolo[2,3‐d]pyrimidines 2 were discovered and characterized. Identification of two complementary synthetic pathways allowed an efficient SAR exploration, which was facilitated by computational methods that allowed the rational design of target compounds within a defined drug‐like physicochemical space.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>18000940</pmid><doi>10.1002/cmdc.200700230</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1860-7179 |
| ispartof | ChemMedChem, 2008-02, Vol.3 (2), p.226-229 |
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| language | eng |
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| source | MEDLINE; Wiley Online Library All Journals |
| subjects | Animals anxiety Anxiety - drug therapy Anxiety - pathology corticotropin releasing factor Corticotropin-Releasing Hormone - metabolism CRF1 antagonists depression Depression - drug therapy Depression - pathology Drug Design Models, Chemical Pyrazoles - chemical synthesis Pyrazoles - pharmacokinetics Pyrazoles - therapeutic use Pyrimidines - chemical synthesis Pyrimidines - pharmacokinetics Pyrimidines - therapeutic use Rats Rats, Wistar Receptors, Corticotropin-Releasing Hormone - antagonists & inhibitors Structure-Activity Relationship |
| title | Heteroaryl-Substituted 4-(1H-pyrazol-1-yl)-5,6-dihydro-1H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent and Selective Corticotropin-Releasing Factor Receptor-1 Antagonists |
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