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Determination of tautomeric preference of fenobam in solution by high-resolution NMR spectroscopy
Xuming Sha1, Shaodong Chen2, Xiaojing Zheng1
1Institute of Drug Discovery Technology, Ningbo University, Ningbo, China.
Abstract:
In this work, tautomeric preference of fenobam in solution was investigated by homonuclear and heteronuclear solution nuclear magnetic resonance (NMR) spectroscopy. 1 H-1 H nuclear Overhauser effect spectroscopy (NOESY) spectrum revealed that fenobam in liquid state exists exclusively in one of the two possible tautomeric structures, which was confirmed by 1 H-13 C HSQC and heteronuclear multiple bond correlation (HMBC) spectra. Moreover, difference between the two tautomeric structures was studied by theoretical calculations, which further proved the result obtained by the NMR experiments.
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