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Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XV. N,N′-(Alkane-α,ω-diyl)bis[N′-(adamantan-1-yl)]selenoureas

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Abstract

A series of N,N′-(alkane-α,ω-diyl)bis[N′-(adamantan-1-yl)selenoureas] have been synthesized in 27–84% yields by the reaction of adamantan-1-yl isoselenocyanate with alkane-α,ω-diamines. The synthesized compounds melted in the range 105–164°C, which is lower by ~80°C than the melting point range of their isosteric analogs containing urea fragments. N,N′-(Alkane-α,ω-diyl)bis[N′-(adamantan-1-yl)selenoureas] are promising as inhibitors of human soluble epoxide hydrolase.

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Funding

This study was performed under financial support by the Russian Foundation for Basic Research (project no. 20-03-00298).

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Authors and Affiliations

  1. Volgograd State Technical University, 400005, Volgograd, Russia

    Ya. P. Kuznetsov, V. V. Burmistrov & G. M. Butov

  2. Volzhsky Polytechnic Institute (Branch), Volgograd State Technical University, 404121, Volzhsky, Russia

    D. A. Pitushkin & G. M. Butov

Authors
  1. Ya. P. Kuznetsov
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  2. D. A. Pitushkin
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  3. V. V. Burmistrov
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  4. G. M. Butov
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Correspondence to G. M. Butov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 10, pp. 1056–1062 https://doi.org/10.31857/S0514749222100020.

For communication XIV, see [1].

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Kuznetsov, Y.P., Pitushkin, D.A., Burmistrov, V.V. et al. Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XV. N,N′-(Alkane-α,ω-diyl)bis[N′-(adamantan-1-yl)]selenoureas. Russ J Org Chem 58, 1398–1402 (2022). https://doi.org/10.1134/S1070428022100025

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