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...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2019, Vol.55 (9), p.856-860
Hauptverfasser: Shestakova, Tatyana S., Eltsov, Oleg S., Yakovleva, Yuliya А., Deev, Sergey L., Shevyrin, Vadim А., Rusinov, Vladimir L., Charushin, Valery N., Chupakhin, Oleg N.
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Sprache:eng
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Zusammenfassung: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02549-8