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Russian Chemical Bulletin

, Volume 64, Issue 9, pp 2215–2222 | Cite as

Synthesis and antimycobacterial activity of some benzyl- and methylisocyanurate derivatives

  • M. M. Shulaeva
  • S. G. Fattakhov
  • L. F. Saifina
  • V. S. Reznik
  • R. Sh. Valijev
  • D. N. Mingaleev
Full Articles

Abstract

Alkylation of methyl thioglycolate with ω-(haloalkyl) derivatives of 1-benzyland 1-methylisocyanurates yielded 1,3-bis[ω-(methoxycarbonylmethylthio)alkyl)]-5-benzyl(methyl)isocyanurates. Treatment of these compounds with ammonia or hydrazine hydrate and subsequent oxidation with hydrogen peroxide gives 1-benzylor 1-methylisocyanurates bearing two pharmacophoric substituents (i.e., carbamoyl, or carbazoylmethylsulfinyl, or sulfonyl groups) in the N-alkyl chains. The synthesized compounds exhibited antimycobacterial activity.

Key words

isocyanurate sulfides oxidation sulfones sulfoxides amides hydrazides antimycobacterial activity 

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • M. M. Shulaeva
    • 1
  • S. G. Fattakhov
    • 1
  • L. F. Saifina
    • 1
  • V. S. Reznik
    • 1
  • R. Sh. Valijev
    • 2
  • D. N. Mingaleev
    • 3
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Scientific Center of the Russian Academy of SciencesKazanRussian Federation
  2. 2.Kazan State Medical Academy of the Ministry of Healthcare of the Russian FederationKazanRussian Federation
  3. 3.N. E. Bauman Kazan State Academy of Veterinary MedicineKazanRussian Federation

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