Anti-coxsackievirus B3 activity of 2-amino-3-nitropyrazolo[1,5- a]pyrimidines and their analogs
The synthesis of the 2-amino-3-nitropyrazolo[1,5- a]pyrimidines with anti-coxsackievirus B3 activity is described. A novel class of 2-amino-4-nitropyrazolo[1,5- a]pyrimidines has been identified as potent inhibitors of coxsackievirus B3 replication. The synthesis of these compounds is based on the r...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2005-01, Vol.15 (1), p.37-39 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Makarov, Vadim A. Riabova, Olga B. Granik, Vladimir G. Dahse, Hans-Martin Stelzner, Axel Wutzler, Peter Schmidtke, Michaela |
| description | The synthesis of the 2-amino-3-nitropyrazolo[1,5-
a]pyrimidines with anti-coxsackievirus B3 activity is described.
A novel class of 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines has been identified as potent inhibitors of coxsackievirus B3 replication. The synthesis of these compounds is based on the regioselective reaction of 3,5-diamino-5-nitropyrazole with unsymmetrical β-diketones at catalysis by hydrochloric acid leading to 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines as key steps. |
| doi_str_mv | 10.1016/j.bmcl.2004.10.043 |
| format | Article |
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a]pyrimidines with anti-coxsackievirus B3 activity is described.
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a]pyrimidines has been identified as potent inhibitors of coxsackievirus B3 replication. The synthesis of these compounds is based on the regioselective reaction of 3,5-diamino-5-nitropyrazole with unsymmetrical β-diketones at catalysis by hydrochloric acid leading to 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines as key steps.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2004.10.043</identifier><identifier>PMID: 15582406</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Animals ; Antiviral ; Antiviral Agents - chemistry ; Antiviral Agents - pharmacology ; Catalysis ; Cell Line ; Coxsackievirus ; Enterovirus B, Human - drug effects ; Humans ; Mice ; Nitropyrazolo[1,5- a]pyrimidines ; Pyrazoles - chemistry ; Pyrimidines - pharmacology ; Structure-Activity Relationship</subject><ispartof>Bioorganic & medicinal chemistry letters, 2005-01, Vol.15 (1), p.37-39</ispartof><rights>2004 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c352t-fc9d040634c22371764189a9a3c87b15f24f7e55190900fd728566601d8b9d3b3</citedby><cites>FETCH-LOGICAL-c352t-fc9d040634c22371764189a9a3c87b15f24f7e55190900fd728566601d8b9d3b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2004.10.043$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15582406$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Makarov, Vadim A.</creatorcontrib><creatorcontrib>Riabova, Olga B.</creatorcontrib><creatorcontrib>Granik, Vladimir G.</creatorcontrib><creatorcontrib>Dahse, Hans-Martin</creatorcontrib><creatorcontrib>Stelzner, Axel</creatorcontrib><creatorcontrib>Wutzler, Peter</creatorcontrib><creatorcontrib>Schmidtke, Michaela</creatorcontrib><title>Anti-coxsackievirus B3 activity of 2-amino-3-nitropyrazolo[1,5- a]pyrimidines and their analogs</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The synthesis of the 2-amino-3-nitropyrazolo[1,5-
a]pyrimidines with anti-coxsackievirus B3 activity is described.
A novel class of 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines has been identified as potent inhibitors of coxsackievirus B3 replication. The synthesis of these compounds is based on the regioselective reaction of 3,5-diamino-5-nitropyrazole with unsymmetrical β-diketones at catalysis by hydrochloric acid leading to 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines as key steps.</description><subject>Animals</subject><subject>Antiviral</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - pharmacology</subject><subject>Catalysis</subject><subject>Cell Line</subject><subject>Coxsackievirus</subject><subject>Enterovirus B, Human - drug effects</subject><subject>Humans</subject><subject>Mice</subject><subject>Nitropyrazolo[1,5- a]pyrimidines</subject><subject>Pyrazoles - chemistry</subject><subject>Pyrimidines - pharmacology</subject><subject>Structure-Activity Relationship</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kEtrGzEUhUVoiR2nfyCLMquuIvfqOTPQjWOSNmDIJoFAKUIjaVK5MyNXGps4v74yNnSX1X1w7uHcD6ErAnMCRH5dz5vedHMKwPNiDpydoSnhkmPGQXxAU6gl4KrmzxN0kdIagHDg_BxNiBAV5SCnSC2G0WMTXpM2f7zb-bhNxQ0rtBn9zo_7IrQFxbr3Q8AMD36MYbOP-i104Se5FrjQv_Lse2_94FKhB1uMv52PudNdeEmX6GOru-Q-neoMPd3dPi5_4NXD9_vlYoUNE3TErakt5ECMG0pZSUrJSVXrWjNTlQ0RLeVt6YQgNdQArS1pJaSUQGzV1JY1bIa-HH03MfzdujSq3ifjuk4PLmyTkiVjpBQiC-lRaGJIKbpWbXJ8HfeKgDpgVWt1wKoOWA-7jDUffT65b5ve2f8nJ45Z8O0ocPnHnXdRJePdYJz10ZlR2eDf8_8HxfOHxg</recordid><startdate>20050103</startdate><enddate>20050103</enddate><creator>Makarov, Vadim A.</creator><creator>Riabova, Olga B.</creator><creator>Granik, Vladimir G.</creator><creator>Dahse, Hans-Martin</creator><creator>Stelzner, Axel</creator><creator>Wutzler, Peter</creator><creator>Schmidtke, Michaela</creator><general>Elsevier Ltd</general><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>20050103</creationdate><title>Anti-coxsackievirus B3 activity of 2-amino-3-nitropyrazolo[1,5- a]pyrimidines and their analogs</title><author>Makarov, Vadim A. ; Riabova, Olga B. ; Granik, Vladimir G. ; Dahse, Hans-Martin ; Stelzner, Axel ; Wutzler, Peter ; Schmidtke, Michaela</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c352t-fc9d040634c22371764189a9a3c87b15f24f7e55190900fd728566601d8b9d3b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Animals</topic><topic>Antiviral</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - pharmacology</topic><topic>Catalysis</topic><topic>Cell Line</topic><topic>Coxsackievirus</topic><topic>Enterovirus B, Human - drug effects</topic><topic>Humans</topic><topic>Mice</topic><topic>Nitropyrazolo[1,5- a]pyrimidines</topic><topic>Pyrazoles - chemistry</topic><topic>Pyrimidines - pharmacology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Makarov, Vadim A.</creatorcontrib><creatorcontrib>Riabova, Olga B.</creatorcontrib><creatorcontrib>Granik, Vladimir G.</creatorcontrib><creatorcontrib>Dahse, Hans-Martin</creatorcontrib><creatorcontrib>Stelzner, Axel</creatorcontrib><creatorcontrib>Wutzler, Peter</creatorcontrib><creatorcontrib>Schmidtke, Michaela</creatorcontrib><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>Makarov, Vadim A.</au><au>Riabova, Olga B.</au><au>Granik, Vladimir G.</au><au>Dahse, Hans-Martin</au><au>Stelzner, Axel</au><au>Wutzler, Peter</au><au>Schmidtke, Michaela</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-coxsackievirus B3 activity of 2-amino-3-nitropyrazolo[1,5- a]pyrimidines and their analogs</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2005-01-03</date><risdate>2005</risdate><volume>15</volume><issue>1</issue><spage>37</spage><epage>39</epage><pages>37-39</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The synthesis of the 2-amino-3-nitropyrazolo[1,5-
a]pyrimidines with anti-coxsackievirus B3 activity is described.
A novel class of 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines has been identified as potent inhibitors of coxsackievirus B3 replication. The synthesis of these compounds is based on the regioselective reaction of 3,5-diamino-5-nitropyrazole with unsymmetrical β-diketones at catalysis by hydrochloric acid leading to 2-amino-4-nitropyrazolo[1,5-
a]pyrimidines as key steps.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>15582406</pmid><doi>10.1016/j.bmcl.2004.10.043</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Bioorganic & medicinal chemistry letters, 2005-01, Vol.15 (1), p.37-39 |
| issn | 0960-894X 1464-3405 |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Animals Antiviral Antiviral Agents - chemistry Antiviral Agents - pharmacology Catalysis Cell Line Coxsackievirus Enterovirus B, Human - drug effects Humans Mice Nitropyrazolo[1,5- a]pyrimidines Pyrazoles - chemistry Pyrimidines - pharmacology Structure-Activity Relationship |
| title | Anti-coxsackievirus B3 activity of 2-amino-3-nitropyrazolo[1,5- a]pyrimidines and their analogs |
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