Synthesis and properties of 1,3-disubstituted ureas bearing adamantyl and pyridin(quinolin)yl moieties

A series of 1,3-disubstituted ureas containing pyridine (quinoline) and lipophilic adamantane moieties was synthesized by the reaction of 1,1-dimethyl-3-(hetaryl)ureas with amine hydrochlorides (13 compounds, 53-94% yields). The synthesized compounds differ from each other in the substitution position of the adamantane fragment, the structure of the alkyl linker between the adamantane fragment and the amide group, and the type of heterocyclic substituent. They are potentially targeted inhibitors of human soluble epoxide hydrolase (sEH).