Synthesis of Bicyclic Isocyanates and Bioisosteric 1,3-Disubstituted Ureas as Soluble Epoxide Hydrolase Inhibitors


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Abstract

(1S)-1-Isocyanato-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one and 2-isocyanatobicyclo[2.2.1]-hept-5-ene were prepared by the Curtius rearragement reaction from the corresponding carboxylic acids. The synthesized isocyanates were used to synthesize, in high yields of 74–93%, bioisosteric 1,3-disubstituted ureas as potential human soluble epoxide hydrolase inhibitors.

About the authors

V. V. Burmistrov

Volzhsky Polytechnic Institute (Branch)

Email: butov@volpi.ru
Russian Federation, ul. Engel’sa 42a, Volzhskii, 404121

V. S. D’yachenko

Volzhsky Polytechnic Institute (Branch); Volgograd State Technical University

Email: butov@volpi.ru
Russian Federation, ul. Engel’sa 42a, Volzhskii, 404121; pr. Lenina 28, Volgograd, 400005

E. V. Rasskazova

Volgograd State Technical University

Email: butov@volpi.ru
Russian Federation, pr. Lenina 28, Volgograd, 400005

G. M. Butov

Volzhsky Polytechnic Institute (Branch)

Author for correspondence.
Email: butov@volpi.ru
Russian Federation, ul. Engel’sa 42a, Volzhskii, 404121

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