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
- Authors: Butov G.M.1, Burmistrov V.V.1, Danilov D.V.1
-
Affiliations:
- Volzhsky Polytechnical Institute (branch) of the Volgograd State Technical University
- Issue: Vol 66, No 10 (2017)
- Pages: 1876-1880
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/241447
- DOI: https://doi.org/10.1007/s11172-017-1961-y
- ID: 241447
Cite item
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.
Keywords
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