Synthesis and SAR of conformationally restricted inhibitors of soluble epoxide hydrolase.

Bioorg Med Chem Lett

Department of Entomology and Cancer Research Center, One Shields Avenue, University of California, Davis, 95616, USA.

Published: October 2006

AI Article Synopsis

  • A new series of inhibitors for human soluble epoxide hydrolase (sEH) has been created, showing varying effectiveness.
  • The compounds demonstrate inhibition potency between 4.2 microM to 1.1 nM against the enzyme.
  • One specific inhibitor, N-(1-Acetylpiperidin-4-yl)-N'-(adamant-1-yl) urea (5a), was notably potent (IC(50) = 7.0 nM) and can be taken orally in dogs.

Article Abstract

A series of conformationally restricted inhibitors of human soluble epoxide hydrolase (sEH) has been developed. Inhibition potency of the described compounds ranges from 4.2 microM to 1.1 nM against recombinant sEH. N-(1-Acetylpiperidin-4-yl)-N'-(adamant-1-yl) urea (5a) was found to be a potent inhibitor (IC(50) = 7.0 nM) that was also orally bioavailable in canines.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1904344PMC
http://dx.doi.org/10.1016/j.bmcl.2006.07.009DOI Listing

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