Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent
A simple and selective method for introducing stable 13 C and 15 N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1- c ][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3- 13 C 2 ]-malonic ester (99% 1...
Gespeichert in:
| Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2019, Vol.55 (9), p.856-860 |
|---|---|
| Hauptverfasser: | , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 860 |
|---|---|
| container_issue | 9 |
| container_start_page | 856 |
| container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
| container_volume | 55 |
| creator | Shestakova, Tatyana S. Eltsov, Oleg S. Yakovleva, Yuliya А. Deev, Sergey L. Shevyrin, Vadim А. Rusinov, Vladimir L. Charushin, Valery N. Chupakhin, Oleg N. |
| description | A simple and selective method for introducing stable
13
C and
15
N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1-
c
][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3-
13
C
2
]-malonic ester (99%
13
C) was used as the
13
C isotope donor. The introduction of the
15
N atom was carried out using enriched sodium nitrite (98%
15
N). The obtained
13
C
2
and
15
N isotope-labeled analog of a promising antidiabetic compound of the pyrazolo- [5,1-
c
][1,2,4]triazine series was characterized by NMR spectroscopy and high-resolution mass spectrometry. |
| doi_str_mv | 10.1007/s10593-019-02549-8 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2313713156</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2313713156</sourcerecordid><originalsourceid>FETCH-LOGICAL-c1648-e0513b75d8d1a3efd1b253c8afdbacbd1fc405fb9f30f1f355f188c3727fcdf3</originalsourceid><addsrcrecordid>eNp9kU1OHDEQha0IpAw_F8jKUrZj4upq0-7liJ8EaQRIzA4hy-0fMOq0B7tBGla5Q9ZZ5EY5Q04SD4PCjtVTld73qqRHyCfgB8B58yUDFy0yDi3jlahbJj-QCYgGmUSBW2TCOW8ZQlV9JDs535exAVlPyK-rUXe9o2c5jnHp2Fx3rneWzp5jH_VzGFw-oFerYbxzOWQaPdUU8M9vqgdLQZz_B0-GFMxdIY9dCk96DE9u7b5cJb2OuhZTYObmGqbVtL5ZpPCSTf_--HkZRzeMQfd0VsSG8sAYDJ3dlu0e2fa6z27_VXfJ4vRkcfSNzS--nh3N5szAYS2Z4wKwa4SVFjQ6b6GrBBqpve206Sx4U3Phu9Yj9-BRCA9SGmyqxhvrcZd83sQuU3x4dHlU9_ExDeWiqhCwAQRxWFzVxmVSzDk5r5YpfNdppYCrdQtq04IqLaiXFpQsEG6gXMzDrUtv0e9Q_wBx9o0e</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2313713156</pqid></control><display><type>article</type><title>Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent</title><source>SpringerLink Journals</source><creator>Shestakova, Tatyana S. ; Eltsov, Oleg S. ; Yakovleva, Yuliya А. ; Deev, Sergey L. ; Shevyrin, Vadim А. ; Rusinov, Vladimir L. ; Charushin, Valery N. ; Chupakhin, Oleg N.</creator><creatorcontrib>Shestakova, Tatyana S. ; Eltsov, Oleg S. ; Yakovleva, Yuliya А. ; Deev, Sergey L. ; Shevyrin, Vadim А. ; Rusinov, Vladimir L. ; Charushin, Valery N. ; Chupakhin, Oleg N.</creatorcontrib><description>A simple and selective method for introducing stable
13
C and
15
N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1-
c
][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3-
13
C
2
]-malonic ester (99%
13
C) was used as the
13
C isotope donor. The introduction of the
15
N atom was carried out using enriched sodium nitrite (98%
15
N). The obtained
13
C
2
and
15
N isotope-labeled analog of a promising antidiabetic compound of the pyrazolo- [5,1-
c
][1,2,4]triazine series was characterized by NMR spectroscopy and high-resolution mass spectrometry.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-019-02549-8</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Chemistry ; Chemistry and Materials Science ; Dicarboxylic acids ; Mass spectrometry ; Nitrogen isotopes ; NMR spectroscopy ; Organic Chemistry ; Pharmacy ; Sodium nitrite ; Sodium salts</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2019, Vol.55 (9), p.856-860</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2019</rights><rights>Copyright Springer Nature B.V. 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c1648-e0513b75d8d1a3efd1b253c8afdbacbd1fc405fb9f30f1f355f188c3727fcdf3</citedby><cites>FETCH-LOGICAL-c1648-e0513b75d8d1a3efd1b253c8afdbacbd1fc405fb9f30f1f355f188c3727fcdf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10593-019-02549-8$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10593-019-02549-8$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Shestakova, Tatyana S.</creatorcontrib><creatorcontrib>Eltsov, Oleg S.</creatorcontrib><creatorcontrib>Yakovleva, Yuliya А.</creatorcontrib><creatorcontrib>Deev, Sergey L.</creatorcontrib><creatorcontrib>Shevyrin, Vadim А.</creatorcontrib><creatorcontrib>Rusinov, Vladimir L.</creatorcontrib><creatorcontrib>Charushin, Valery N.</creatorcontrib><creatorcontrib>Chupakhin, Oleg N.</creatorcontrib><title>Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>A simple and selective method for introducing stable
13
C and
15
N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1-
c
][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3-
13
C
2
]-malonic ester (99%
13
C) was used as the
13
C isotope donor. The introduction of the
15
N atom was carried out using enriched sodium nitrite (98%
15
N). The obtained
13
C
2
and
15
N isotope-labeled analog of a promising antidiabetic compound of the pyrazolo- [5,1-
c
][1,2,4]triazine series was characterized by NMR spectroscopy and high-resolution mass spectrometry.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Dicarboxylic acids</subject><subject>Mass spectrometry</subject><subject>Nitrogen isotopes</subject><subject>NMR spectroscopy</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Sodium nitrite</subject><subject>Sodium salts</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kU1OHDEQha0IpAw_F8jKUrZj4upq0-7liJ8EaQRIzA4hy-0fMOq0B7tBGla5Q9ZZ5EY5Q04SD4PCjtVTld73qqRHyCfgB8B58yUDFy0yDi3jlahbJj-QCYgGmUSBW2TCOW8ZQlV9JDs535exAVlPyK-rUXe9o2c5jnHp2Fx3rneWzp5jH_VzGFw-oFerYbxzOWQaPdUU8M9vqgdLQZz_B0-GFMxdIY9dCk96DE9u7b5cJb2OuhZTYObmGqbVtL5ZpPCSTf_--HkZRzeMQfd0VsSG8sAYDJ3dlu0e2fa6z27_VXfJ4vRkcfSNzS--nh3N5szAYS2Z4wKwa4SVFjQ6b6GrBBqpve206Sx4U3Phu9Yj9-BRCA9SGmyqxhvrcZd83sQuU3x4dHlU9_ExDeWiqhCwAQRxWFzVxmVSzDk5r5YpfNdppYCrdQtq04IqLaiXFpQsEG6gXMzDrUtv0e9Q_wBx9o0e</recordid><startdate>2019</startdate><enddate>2019</enddate><creator>Shestakova, Tatyana S.</creator><creator>Eltsov, Oleg S.</creator><creator>Yakovleva, Yuliya А.</creator><creator>Deev, Sergey L.</creator><creator>Shevyrin, Vadim А.</creator><creator>Rusinov, Vladimir L.</creator><creator>Charushin, Valery N.</creator><creator>Chupakhin, Oleg N.</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2019</creationdate><title>Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent</title><author>Shestakova, Tatyana S. ; Eltsov, Oleg S. ; Yakovleva, Yuliya А. ; Deev, Sergey L. ; Shevyrin, Vadim А. ; Rusinov, Vladimir L. ; Charushin, Valery N. ; Chupakhin, Oleg N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1648-e0513b75d8d1a3efd1b253c8afdbacbd1fc405fb9f30f1f355f188c3727fcdf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Dicarboxylic acids</topic><topic>Mass spectrometry</topic><topic>Nitrogen isotopes</topic><topic>NMR spectroscopy</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Sodium nitrite</topic><topic>Sodium salts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shestakova, Tatyana S.</creatorcontrib><creatorcontrib>Eltsov, Oleg S.</creatorcontrib><creatorcontrib>Yakovleva, Yuliya А.</creatorcontrib><creatorcontrib>Deev, Sergey L.</creatorcontrib><creatorcontrib>Shevyrin, Vadim А.</creatorcontrib><creatorcontrib>Rusinov, Vladimir L.</creatorcontrib><creatorcontrib>Charushin, Valery N.</creatorcontrib><creatorcontrib>Chupakhin, Oleg N.</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shestakova, Tatyana S.</au><au>Eltsov, Oleg S.</au><au>Yakovleva, Yuliya А.</au><au>Deev, Sergey L.</au><au>Shevyrin, Vadim А.</au><au>Rusinov, Vladimir L.</au><au>Charushin, Valery N.</au><au>Chupakhin, Oleg N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2019</date><risdate>2019</risdate><volume>55</volume><issue>9</issue><spage>856</spage><epage>860</epage><pages>856-860</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>A simple and selective method for introducing stable
13
C and
15
N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1-
c
][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3-
13
C
2
]-malonic ester (99%
13
C) was used as the
13
C isotope donor. The introduction of the
15
N atom was carried out using enriched sodium nitrite (98%
15
N). The obtained
13
C
2
and
15
N isotope-labeled analog of a promising antidiabetic compound of the pyrazolo- [5,1-
c
][1,2,4]triazine series was characterized by NMR spectroscopy and high-resolution mass spectrometry.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10593-019-02549-8</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-3122 |
| ispartof | Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2019, Vol.55 (9), p.856-860 |
| issn | 0009-3122 1573-8353 |
| language | eng |
| recordid | cdi_proquest_journals_2313713156 |
| source | SpringerLink Journals |
| subjects | Chemistry Chemistry and Materials Science Dicarboxylic acids Mass spectrometry Nitrogen isotopes NMR spectroscopy Organic Chemistry Pharmacy Sodium nitrite Sodium salts |
| title | Stable Isotope-Labeled Azoloazines. Synthesis of a 13С and 15N Isotope-Enriched Derivative of Pyrazolo[5,1-c][1,2,4]Triazine –Potential Antidiabetic Agent |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-04T14%3A20%3A42IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Stable%20Isotope-Labeled%20Azoloazines.%20Synthesis%20of%20a%2013%D0%A1%20and%2015N%20Isotope-Enriched%20Derivative%20of%20Pyrazolo%5B5,1-c%5D%5B1,2,4%5DTriazine%20%E2%80%93Potential%20Antidiabetic%20Agent&rft.jtitle=Chemistry%20of%20heterocyclic%20compounds%20(New%20York,%20N.Y.%201965)&rft.au=Shestakova,%20Tatyana%20S.&rft.date=2019&rft.volume=55&rft.issue=9&rft.spage=856&rft.epage=860&rft.pages=856-860&rft.issn=0009-3122&rft.eissn=1573-8353&rft_id=info:doi/10.1007/s10593-019-02549-8&rft_dat=%3Cproquest_cross%3E2313713156%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2313713156&rft_id=info:pmid/&rfr_iscdi=true |