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. Author manuscript; available in PMC: 2017 Feb 15.
Published in final edited form as: Eur J Med Chem. 2015 Dec 23;109:216–237. doi: 10.1016/j.ejmech.2015.12.036

Table 2.

SAR exploration on the nature of the R group: linear alkanes

graphic file with name nihms-751453-f0010.jpg
Compound R FAAHa,b IC50(μM)±SD COX-1a,b IC50 (μM)±SD COX-2a,b IC50 (μM)±SD
10n ethyl >100 2.1±0.9 >100
10o n-propyl >100 1.65±0.06 >100
10p n-butyl 7.0±1.8 0.26±0.07 >100
10q n-pentyl 0.57±0.15 0.020±0.009 0.16±0.02
10r, ARN2508 n-hexyl 0.031±0.002 0.012±0.002 0.43±0.02
10s n-heptyl 0.011±0.003 0.37±0.10 0.32±0.005
10t n-octyl 0.003±0.002 0.99±0.07 28.8±8.4
a

Values are reported as mean values of ≥3 experiments performed

b

IC50 values were not determined for compounds showing less than 50% inhibition at concentrations of 100 μM for FAAH and COXs.