Symmetric adamantyl-diureas as soluble epoxide hydrolase inhibitors.

Abstract:

:A series of inhibitors of the soluble epoxide hydrolase (sEH) containing two urea groups has been developed. Inhibition potency of the described compounds ranges from 2.0 μM to 0.4 nM. 1,6-(Hexamethylene)bis[(adamant-1-yl)urea] (3b) was found to be a potent slow tight binding inhibitor (IC50=0.5 nM) with a strong binding to sEH (Ki=3.1 nM) and a moderately long residence time on the enzyme (koff=1.05 × 10(-3) s(-1); t1/2=11 min).

journal_name

Bioorg Med Chem Lett

authors

Burmistrov V,Morisseau C,Lee KS,Shihadih DS,Harris TR,Butov GM,Hammock BD

doi

10.1016/j.bmcl.2014.03.016

subject

Has Abstract

pub_date

2014-05-01 00:00:00

pages

2193-7

issue

9

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(14)00232-7

journal_volume

24

pub_type

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