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Synthesis, isomerism, and hypotensive activity of thiethane-containing hydrazones of uracilylacetic acid

Abstract

By the reaction of 2-[6-methyl-1-(thiethane-3-yl)uracil-3-yl]acetic acid hydrazide with aryl aldehydes and acetophenone derivatives, acylhydrazones have been obtained, which exist in DMSO solutions as a mixture of two stereoisomers of an E C=N-isomer, due to the hindered internal rotation around the hydrazide bond. It has been found that the compounds synthesized exhibit a hypotensive activity.

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Abbreviations

AH:

arterial hypertension

AP:

arterial pressure

SAP:

systolic arterial pressure

HR:

heart rate

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Correspondence to V. N. Perfilova.

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Original Russian Text © S.A. Meshcheryakova, V.A. Kataev, K.V. Nikolaeva, V.N. Perfilova, D.D. Borodin, I.N. Tyurenkov, 2014, published in Bioorganicheskaya Khimiya, 2014, Vol. 40, No. 3, pp. 327–334.

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Meshcheryakova, S.A., Kataev, V.A., Nikolaeva, K.V. et al. Synthesis, isomerism, and hypotensive activity of thiethane-containing hydrazones of uracilylacetic acid. Russ J Bioorg Chem 40, 300–307 (2014). https://doi.org/10.1134/S1068162014030108

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  • DOI: https://doi.org/10.1134/S1068162014030108

Keywords

  • uracil
  • thiethane
  • acylhydrazones
  • E,Z-isomers
  • hypotensive activity