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

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Abstract

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.

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Authors and Affiliations

  1. Volzhskii Polytechnic Institute (Branch), Volgograd State Technical University, ul. Engel’sa 42a, Volzhskii, Volgograd oblast, 404121, Russia

    G. M. Butov, V. V. Burmistrov & V. S. D’yachenko

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  1. G. M. Butov
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  2. V. V. Burmistrov
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  3. V. S. D’yachenko
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Correspondence to G. M. Butov.

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Original Russian Text © G.M. Butov, V.V. Burmistrov, V.S. D’yachenko, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 7, pp. 965–968.

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Butov, G.M., Burmistrov, V.V. & D’yachenko, V.S. Synthesis and properties of symmetrical N,N'-Bis(R-adamantan-1-yl)ureas as target-oriented soluble epoxide hydrolase (sEH) inhibitors. Russ J Org Chem 53, 977–980 (2017). https://doi.org/10.1134/S107042801707003X

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  • DOI: https://doi.org/10.1134/S107042801707003X

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