Synthesis and properties of 1-(R-adamant-1-yl)-3-(1-propionylpiperidin-4-yl)ureas and 4-({4-[3-(R-adamant-1-yl)ureido]cyclohexyl}oxy)benzoic acids, efficient target-oriented human soluble epoxide hydrolase inhibitors


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Abstract

A reaction of R-adamant-1-yl isocyanates with 4-[(4-aminocyclohexyl)oxy]benzoic acid and 1-(4-aminopiperidin-1-yl)propan-1-one in DMF afforded corresponding ureas in 90—95% yield, the target-oriented inhibitors of epoxide hydrolase sEH. The ureas are characterized by reduced melting points and increased solubility in water, as well as by inhibitory activity in the range of 0.5—4.0 nmol L–1.

About the authors

G. M. Butov

Volzhsky Polytechnical Institute (branch) of the Volgograd State Technical University

Author for correspondence.
Email: butov@volpi.ru
Russian Federation, 42a ul. Engelsa, Volzhsky, 404121

V. V. Burmistrov

Volzhsky Polytechnical Institute (branch) of the Volgograd State Technical University

Email: butov@volpi.ru
Russian Federation, 42a ul. Engelsa, Volzhsky, 404121

D. V. Danilov

Volzhsky Polytechnical Institute (branch) of the Volgograd State Technical University

Email: butov@volpi.ru
Russian Federation, 42a ul. Engelsa, Volzhsky, 404121


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