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. Author manuscript; available in PMC: 2010 Jul 8.
Published in final edited form as: Bioorg Med Chem Lett. 2009 Jan 27;19(6):1784–1789. doi: 10.1016/j.bmcl.2009.01.069

Table 4.

In vitro stability of the urea compounds containing an ester group on a phenyl ring with human liver S9 incubation

Compound graphic file with name nihms103935u4.jpg NADPH Residual parent compound (%)
R1 (para) R2 (meta) − +
12 H COOCH3 3.5 6.9
26 OH COOCH3 46 51
13 COOCH3 H 97 95
28 COOCH3 OH 93 89
10 OC(O)CH3 H <0.1 <0.1
11 OC(O)Ph H 32 31
29a H O(CH2CH2O)2C2H5 N.D.b 56
30a O(CH2CH2O)2C2H5 H N.D.b 88
a

IC50s on the human sEH are 1.8 and 1.1 nM for 29 and 30, respectively.

b

Not determined. Since the polyethoxylates are ethers not esters, incubation in the absence of NADPH were not performed.