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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

Татьяна С. Шестакова, Олег С. Ельцов, Юлия А. Яковлева, Сергей C. Деев, Вадим А. Шевырин, Владимир Л. Русинов, Валерий Н. Чарушин, Олег Н. Чупахин
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Abstract


A simple and selective method for introducing stable 13C and 15N 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 [1,3-13C2]-malonic ester (99% 13C) was used as the 13C isotope donor. The introduction of the 15N atom was carried out using enriched sodium nitrite (98% 15N). The obtained 13C2 and 15N 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.

Keywords


azoloazines; pyrazolo[5,1-c][1,2,4]triazines; 13С and 15N isotopic labels; CID mass spectrum; compounds with antidiabetic activity; MS/MS experiments; NMR spectra; spin-spin coupling constants (SSCC); stable isotopes.

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