Unknown

Dataset Information

0

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 ?M 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).

SUBMITTER: Burmistrov V 

PROVIDER: S-EPMC4019751 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Symmetric adamantyl-diureas as soluble epoxide hydrolase inhibitors.

Burmistrov Vladimir V   Morisseau Christophe C   Lee Kin Sing Stephen KS   Shihadih Diyala S DS   Harris Todd R TR   Butov Gennady M GM   Hammock Bruce D BD  

Bioorganic & medicinal chemistry letters 20140320 9

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). ...[more]

Similar Datasets

Unknown Adamantyl thioureas as soluble epoxide hydrolase inhibitors.
| S-EPMC6442743 | biostudies-literature
Unknown 1,3-Disubstituted and 1,3,3-trisubstituted adamantyl-ureas with isoxazole as soluble epoxide hydrolase inhibitors.
| S-EPMC4654407 | biostudies-literature
Unknown In vitro and in vivo metabolism of N-adamantyl substituted urea-based soluble epoxide hydrolase inhibitors.
| S-EPMC4656071 | biostudies-literature
Unknown Orally bioavailable potent soluble epoxide hydrolase inhibitors.
| S-EPMC2596069 | biostudies-literature
Unknown Pharmacokinetic screening of soluble epoxide hydrolase inhibitors in dogs.
| S-EPMC3285443 | biostudies-literature
Unknown Design and Potency of Dual Soluble Epoxide Hydrolase/Fatty Acid Amide Hydrolase Inhibitors.
| S-EPMC6210075 | biostudies-literature
Unknown Identification of potent inhibitors of the chicken soluble epoxide hydrolase.
| S-EPMC4277729 | biostudies-literature
Unknown Discovery of Novel Soluble Epoxide Hydrolase Inhibitors as Potent Vasodilators.
| S-EPMC6168526 | biostudies-literature
Unknown Design of Dual Inhibitors of Soluble Epoxide Hydrolase and LTA<sub>4</sub> Hydrolase.
| S-EPMC7073873 | biostudies-literature
Unknown Analgesia mediated by soluble epoxide hydrolase inhibitors is dependent on cAMP.
| S-EPMC3064364 | biostudies-literature