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. Author manuscript; available in PMC: 2014 Dec 12.
Published in final edited form as: J Med Chem. 2013 Dec 2;56(23):9709–9724. doi: 10.1021/jm4014136

Table 3.

Binding Data for N-substituted analogues of 1a

graphic file with name nihms542609t21.jpg
Compd R SERT
Ki ± SEM
(nM)
NET
Ki ± SEM
(nM)
Ki(NET)/Ki
(SERT)
38b H 5.04±0.176 880±12.4 174.6
39 graphic file with name nihms542609t22.jpg 93.4±7.83 69.8%c >100
40 graphic file with name nihms542609t23.jpg 118±8.46 60.4% c >100
41 graphic file with name nihms542609t24.jpg 61.6±6.19 276±41.1 4.5
42 graphic file with name nihms542609t25.jpg 40.9±3.51 179±17.7 4.4
43 graphic file with name nihms542609t26.jpg 25.1±2.03 448±24.8 17.8
44 graphic file with name nihms542609t27.jpg 57.9±8.44 265±37.0 4.5
45 graphic file with name nihms542609t28.jpg 22.8±2.29 62.9% c >100
46 graphic file with name nihms542609t29.jpg 97.2±1.54 1380±162 14.2
47 graphic file with name nihms542609t30.jpg 152±9.25 28.1% c >100
48 graphic file with name nihms542609t31.jpg 404±26.3 31.2% c >100
49 graphic file with name nihms542609t32.jpg 98.8±13.3 272±48.5 2.7
50 graphic file with name nihms542609t33.jpg 19.0±2.65 60.3% c >100
51 graphic file with name nihms542609t34.jpg 30.2±4.29 65.1% c >100
53 graphic file with name nihms542609t35.jpg 53.1±3.0 1300±152 24.5
55 graphic file with name nihms542609t36.jpg 48.5±5.24 5090±749 105
57 graphic file with name nihms542609t37.jpg 114±11.1 20.2% c >100
60 graphic file with name nihms542609t38.jpg 47.2±5.54 1020±67.4 21.6
a

These novel analogues were assessed by radioligand binding displacement of [3H]S-1 (for SERT) and [3H]nisoxetine (for NET) in rat brain stem and frontal cortex, respectively;35

b

Published compound.4,7,30

c

% Displacement at 10 µM.