(<i>S</i>)-3-(3-((7-Ethynyl-9<i>H</i>-pyrimido[4,5-<i>b</i>]indol-4-yl)amino)piperidin-1-yl)propanenitrile

Abstract

The title compound (S)-3-(3-((7-ethynyl-9H-pyrimido[4,5-b]indol-4-yl)amino)piperidin-1-yl)propanenitrile (2) was synthesized in five steps, starting from 4-chloro-7-iodo-9H-pyrimido[4,5-b]indole (3), and was characterized by 1H-NMR, 13C-NMR, MS and HPLC. Moreover, its structure was confirmed by single crystal X-ray diffraction. Pyrimido[4,5-b]indole 2 demonstrated an IC50 value of 2.24 µM in a NanoBRETTM TE intracellular glycogen synthase kinase-3β assay.

Keywords

• kinase inhibitor
• glycogen synthase kinase 3β
• tricyclic heterocycle
• pyrimido[4,5-<i>b</i>]indole
• single crystal diffraction