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Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XIX. exo-Isomers of N-(1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl)-N′-R-ureas and -thioureas

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Abstract

N,N′-Disubstituted ureas and thioureas containing a 1,1,7-trimethylbicyclo[2.2.1]heptan-2-yl sub­stit­uent were synthesized in up to 99% yields by the reaction of exo-(R or S)-1,1,7-trimethylbicyclo[2.2.1]­heptan-2-amine with aromatic isocyanates and isothiocyanates with the goal of comprehensive estimation of enantiomeric stereospecificity of human soluble epoxide hydrolase (hsEH). The synthesized compounds are promising hsEH inhibitors.

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Fig. 1.
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Funding

This study was performed under financial support by the Russian Science Foundation (project no. 19-73-10002).

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Authors and Affiliations

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

    V. V. Burmistrov, Ya. P. Kuznetsov, V. V. Novikov, M. H. Saeef Abbas, A. V. Davidenko, A. A. Vernigora & G. M. Butov

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

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

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  1. V. V. Burmistrov
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  2. Ya. P. Kuznetsov
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  3. V. V. Novikov
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  4. M. H. Saeef Abbas
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  5. A. V. Davidenko
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  6. A. A. Vernigora
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  7. G. M. Butov
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Correspondence to G. M. Butov.

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For communication XVIII, see [1].

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Burmistrov, V.V., Kuznetsov, Y.P., Novikov, V.V. et al. Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XIX. exo-Isomers of N-(1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl)-N′-R-ureas and -thioureas. Russ J Org Chem 60, 403–409 (2024). https://doi.org/10.1134/S1070428024030059

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