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Russian Chemical Bulletin

, Volume 65, Issue 2, pp 550–560 | Cite as

Synthesis, properties, and application of 4-nitrosemicarbazones

  • V. S. Glukhacheva
  • S. G. Il’yasov
  • G. V. Sakovich
  • T. G. Tolstikova
  • A. O. Bryzgalov
  • N. V. Pleshkova
Full Articles

Abstract

The studies of the condensation of 4-nitrosemicarbazide (4-NSC) with various aldehydes and ketones resulted in the development of an approach to the synthesis of N-nitrosemicarbazones, promising high-energy and biologically active compounds. Subsequent treatment with amines and alkalis led to the synthesis of water-soluble salts of nitrosemicarbazones, as well as the corresponding semicarbazones. The reaction of N,N′-diisopropyl- or N,N′-di-tert-butyl-1,2-ethanediimine with 4-nitrosemicarbazide led to the synthesis of glyoxal bis(nitrosemicarbazone) derivatives. A computer-aided screening using the PASS software showed a probability of high biological activity for the compounds obtained, whereas antiarrhythmic properties of camphor nitrosemicarbazone potassium salt were confirmed in experiments in rats.

Key words

nitrosemicarbazones nitrosemicarbazide condensation 

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • V. S. Glukhacheva
    • 1
  • S. G. Il’yasov
    • 1
  • G. V. Sakovich
    • 1
  • T. G. Tolstikova
    • 2
  • A. O. Bryzgalov
    • 2
  • N. V. Pleshkova
    • 2
  1. 1.Institute for Problems of Chemical and Energetic TechnologiesSiberian Branch of the Russian Academy of SciencesBiisk Altaiskogo KrayaRussian Federation
  2. 2.N. N. Vorozhtsov Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation

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