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. 2012 Aug 22;3(10):823–827. doi: 10.1021/ml300186g

Table 1. SAR of the Pendant Benzyl Group.

graphic file with name ml-2012-00186g_0007.jpg

    IC50 (nM)a
entry R hFAAH rFAAH
3 H >10000 >10000
4 2-Cl 4670 ± 1100 >10000
5 3-Cl 840 ± 150 5600 ± 860
6 4-Cl 128 ± 60 2670 ± 2000
7 3-F 2470 ± 650 >10000
8 4-F 2770 ± 780 >10000
9 3-CN 6670 ± 2300 10000 ± 0
10 4-CN 4670 ± 1800 7670 ± 1800
11 3-CF3 350 ± 90 830 ± 200
12 4-CF3 50 ± 19 260 ± 70
13 3-OMe 1530 ± 220 >10000
14 4-OMe 490 ± 200 >10000
15 3-OPh 74 ± 14 6670 ± 800
16 4-OPh 2830 ± 1400 >10000
17 3-(4-chlorophenoxy) 6 ± 4 300 ± 90
18 4-(4-chlorophenoxy) 62 ± 28 4000 ± 1000
19 3-(4-methylphenoxy) 11 ± 2.4 640 ± 120
20 3-(4-methoxy-phenoxy) 12 ± 0.7 133 ± 11
21 3-(4-t-butyl-phenoxy) 46 ± 12 75 ± 16
a

These are apparent IC50 values with values obtained after a 60 min preincubation with the enzyme; n ≥ 3 ± standard error.