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Russian Journal of Organic Chemistry

, Volume 54, Issue 10, pp 1469–1474 | Cite as

Synthesis and Properties of N-(R-Adamantan-1-ylalkyl)-N′-[3(4)-fluorophenyl]thioureas—Target-Oriented Human Soluble Epoxide Hydrolase (hsEH) Inhibitors

  • D. A. Pitushkin
  • V. V. Burmistrov
  • G. M. ButovEmail author
Article
  • 17 Downloads

Abstract

Reactions of 3(4)-fluorophenyl isothiocyanates with amines of the adamantane series in DMF afforded 86–93% of the corresponding N,N′-disubstituted thioureas that are target-oriented inhibitors of human soluble epoxide hydrolase (hsEH). The effect of isosteric replacement of hydrogen in the aromatic fragment by fluorine and of oxygen in the urea fragment by sulfur on the IC50 value was estimated. The inhibitory activity increases twofold for the 3-fluorophenyl derivatives and ninefold for 4-fluorophenyl analogs.

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • D. A. Pitushkin
    • 1
  • V. V. Burmistrov
    • 1
  • G. M. Butov
    • 1
    • 2
    Email author
  1. 1.Volzhsky Polytechnic Institute (Branch)Volgograd State Technical UniversityVolzhsky, Volgograd oblastRussia
  2. 2.Volgograd State Technical UniversityVolgogradRussia

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