Background: Blockade of kainate receptors is an emerging strategy to treat neurodegenerative
diseases, including Parkinson's disease as well as to treat epilepsy. In particular, non-competitive
antagonists of kainate receptors are promising due to the expected good safety profile. We present here
synthesis, experimental and computational studies of N-(4-amino-6-oxo-1,6-dihydropyrimidin-5-
yl)benzamide which is an intermediate in the synthesis of hypoxanthine derivatives which were designed
as non-competitive antagonists of kainate GluK1/GluK2 receptors.
Method: The title compound was obtained in a five-step synthesis protocol and characterized used
X-ray crystallography and experimental and computed spectra.
Results: The presented detailed X-ray studies of the title compound confirm the reaction course. The
title compound crystallizes in triclinic P-1 space group. The asymmetric unit comprises two independent
molecules of the compound (A and B) and a DMF solvent molecule. The interpretation of IR spectra
was facilitated by Potential Energy Distribution (PED) analysis. The low value of HOMO-LUMO
gap indicates that the studied compound is relatively reactive.
Conclusion: The title compound is a well-characterized intermediate which will be subjected to cyclization
to hypoxanthine derivative designed as non-competitive antagonist of kainate GluK1 and GluK2