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Synthesis and biological activity of 3-guanidino-6-R-imidazo[1,2-b]- and 6-guanidino-3-R-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines

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Abstract

The reaction of azoloannulated [1,2,4,5]tetrazines with guanidine was studied. New 3-guanidinoimidazo[1,2-b]- and 6-guanidino[1,2,4]triazolo[4,3-b] [1,2,4,5]tetrazines were synthesized using the nucleophilic substitution methodology. Compounds with high antibacterial and antiglycation activity were revealed.

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. S. Kovalevskoi, 620137, Yekaterinburg, Russian Federation

    R. I. Ishmetova, N. K. Ignatenko, A. V. Korotina, I. N. Ganebnykh, P. A. Slepukhin, G. L. Rusinov & O. N. Chupakhin

  2. Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 ul. Mira, 620002, Yekaterinburg, Russian Federation

    P. A. Slepukhin, G. L. Rusinov & O. N. Chupakhin

  3. Volgograd State Medical University, Ministry of Health of the Russian Federation, 1 pl. Pavshikh Bortsov, 400131, Volgograd, Russian Federation

    V. A. Babkova & A. A. Spasov

  4. Ural Research Institute of Dermatovenereology and Immunopathology, 8 ul. Shcherbakova, 620076, Yekaterinburg, Russian Federation

    N. A. Gerasimova, N. P. Evstigneeva, N. V. Zilberberg & N. V. Kungurov

Authors
  1. R. I. Ishmetova
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  2. N. K. Ignatenko
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  3. A. V. Korotina
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  4. I. N. Ganebnykh
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  5. P. A. Slepukhin
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  6. V. A. Babkova
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  7. N. A. Gerasimova
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  8. N. P. Evstigneeva
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  9. N. V. Zilberberg
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  10. N. V. Kungurov
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  11. G. L. Rusinov
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  12. A. A. Spasov
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  13. O. N. Chupakhin
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Corresponding author

Correspondence to R. I. Ishmetova.

Additional information

Dedicated to Academician of the Russian Academy of Sciences B. A. Trofimov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2079–2087, November, 2018.

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Ishmetova, R.I., Ignatenko, N.K., Korotina, A.V. et al. Synthesis and biological activity of 3-guanidino-6-R-imidazo[1,2-b]- and 6-guanidino-3-R-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines. Russ Chem Bull 67, 2079–2087 (2018). https://doi.org/10.1007/s11172-018-2332-z

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  • DOI: https://doi.org/10.1007/s11172-018-2332-z

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