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. Author manuscript; available in PMC: 2022 Nov 14.
Published in final edited form as: Expert Opin Ther Pat. 2019 Jun 16;29(7):555–578. doi: 10.1080/13543776.2019.1630379

Table 7.

Examples of 4-(4-cyano-2-thionyl)dihydropyrimidones developed by Bayer HealthCare AG.

graphic file with name nihms-1847152-t0059.jpg
Compoundb R4 R3 IC50 (nM)a Reference
62 SO2CH3 H 0.5 [157]
63 SO2CH3 graphic file with name nihms-1847152-t0060.jpg < 0.3 [157]
64 SO2CH3 SO2CH3 < 0.3 [157]
BAY 858501 SO2CH3 CH3 < 0.3 [129,130,157]
65 SO2CH3 graphic file with name nihms-1847152-t0061.jpg < 0.3 [157]
66 SO2CH3 CH2CN < 0.3 [157]
67 SO2Ph H < 0.3 [157]
a

The results are means of two independent experiments, each performed in duplicate (HNE enzyme assay).

b

The absolute configuration (S) has been unambiguously assigned by X-ray structure analysis.