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. 2014 Mar 4;57(6):2755–2772. doi: 10.1021/jm500065f

Table 4. N-Benzothiazolyl-2-phenyl-acetamides Derivatives Synthesized and Evaluated as CK-1δ Inhibitors.

graphic file with name jm-2014-00065f_0014.jpg

compd R R1 R2 R3 R4 R5 %inh @10 μM (%) CK-1δ IC50 (μM)
MR-3.15 H H H Cl H H >60 0.85 ± 0.10
17 H Me H Cl H H >60 0.083 ± 0.003
18 Me H H Cl H H 20  
19 Cl H H Cl H H 20  
20 H CF3 H Cl H H >60 0.023 ± 0.002
21 H OMe H Cl H H >60 0.53 ± 0.07
22 H OCF3 H Cl H H >60 0.54 ± 0.02
23 H OEt H Cl H H >60 1.21 ± 0.09
24 H CF3 Cl H H H >60 0.068 ± 0.007
25 H OMe Cl H H H >60 9.71 ± 0.99
26 H OEt Cl H H H >60 17.43 ± 1.21
27 H CF3 H H Cl H >60 0.065 ± 0.003
28 H OMe H H Cl H >60 0.75 ± 0.09
29 H OEt H H Cl H >60 1.11 ± 0.29
30 H Br OMe H H H >60 0.26 ± 0.02
31 H Cl OMe H H H >60 0.32 ± 0.03
32 H F OMe H H H >60 1.17 ± 0.51
33 H Me OMe H H H >60 0.29 ± 0.03
34 H CF3 OMe H H H >60 0.010 ± 0.001
35 H OMe OMe H H H >60 2.22 ± 0.30
36 H OCF3 OMe H H H >60 0.62 ± 0.06
37 H OEt OMe H H H >60 5.76 ± 0.61
38 H CF3 H OMe H H >60 0.042 ± 0.050
39 H OMe H OMe H H >60 0.42 ± 0.06
40 H OEt H OMe H H >60 0.99 ± 0.07
41 H CF3 H CF3 H H >60 0.087 ± 0.033
42 H CF3 H H OMe H >60 0.033 ± 0.002
43 H OMe H H OMe H >60 0.57 ± 0.08
44 H OEt H H OMe H >60 1.09 ± 0.12
45 H H H H H H >60 0.33 ± 0.03
46 H CF3 H H H H >60 0.047 ± 0.005
47 H CF3 H Cl Cl H >60 0.056 ± 0.002
48 H OMe H Cl Cl H >60 1.24 ± 0.17
49 H OEt H Cl Cl H >60 3.43 ± 0.69
50 H OCF3 H Cl Cl H >60 0.59 ± 0.04
51 H CF3 OMe H H OMe >60 0.19 ± 0.05
52 H OCF3 H OMe OMe OMe >60 0.079 ± 0.007
53 H OMe H OMe OMe OMe >60 1.12 ± 0.41
54 H OEt H OMe OMe OMe >60 1.43 ± 0.35
55 H CF3 H OMe OMe OMe >60 0.015 ± 0.007