Synthesis and properties of symmetrical N,N'-Bis(R-adamantan-1-yl)ureas as target-oriented soluble epoxide hydrolase (sEH) inhibitors

Resumo

Self-condensation of substituted adamantan-1-yl isocyanates in THF in the presence of DBU afforded 91–96% of symmetrical ureas as target-oriented soluble epoxide hydrolase (sEH) inhibitors. The described reaction avoids the use of the corresponding amine as counterpart. The obtained ureas are characterized by reduced melting points and improved solubility in water.