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Synthesis of imidazo[4,5-e][1,3]thiazolo-[3,2-b][1,2,4]triazines

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Chemistry of Heterocyclic Compounds Aims and scope

Perhydroimidazo[4,5-e][1,2,4]triazine-3-thiones are alkylated with bromoacetic acid to give previously unreported imidazo[4,5-e][1,3]thiazolo[3,2-b][1,2,4]triazines whose structure has been confirmed by X-ray structural analysis.

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References

  1. R. W. Sidwell, G. J. Dixon, S. M. Sellers, and F. M. Schabel, Jr., Appl. Microbiol., 16, 370 (1968).

    CAS  Google Scholar 

  2. I. Alexeeva, L. Palchikovskaya, A. Shalamay, L. Nosach, V. Zhovnovataya, O. Povnitsa, and N. Dyachenko, Acta Biochim. Pol., 47, 95 (2000).

    CAS  Google Scholar 

  3. W. A. Creasey, M. E. Fink, R. E. Handschumacher, and P. Calabresi, Cancer Res., 23, 444 (1963).

    CAS  Google Scholar 

  4. T. R. Walters, R. J. A. Aur, K. Hernandez, T. Vietti, and D. Pinkel, Cancer, 29, 1057 (1972).

    Article  CAS  Google Scholar 

  5. M. Negwer in: Organic Сhemical Drugs and Their Synonyms (an International Survey), Vol. 2, Akademie, Berlin (1987).

  6. J. T. Hunt, T. Mitt, R. Borzilleri, J. Gullo-Brown, J. Fargnoli, B. Fink, W.-C. Han, S. Mortillo, G. Vite, B. Wautlet, T. Wong, C. Yu, X. Zheng, and R. Bhide, J. Med. Chem., 47, 4054 (2004).

    Article  CAS  Google Scholar 

  7. P. Diana, P. Barraja, A. Lauria, A. Montalbano, A. M. Almerico, G. Dattolo, and G. Cirrincione, Eur. J. Med. Chem., 37, 267 (2002).

    Article  CAS  Google Scholar 

  8. S. A. Patil, B. A. Otter, and R. S. Klein, Tetrahedron Lett., 35, 5339 (1994).

    Article  CAS  Google Scholar 

  9. S. Singh, K. Husain, F. Athar, and A. Azam, Eur. J. Pharm. Sci., 25, 255 (2005).

    Article  CAS  Google Scholar 

  10. Y. Kurasawa, M. Kanoh, Y. Kamigaki, M. Okiyama, A. Takada, and Y. Okamoto, J. Heterocycl. Chem., 25, 1015 (1988).

    Article  CAS  Google Scholar 

  11. K. Sztanke, S. Fidecka, E. Kedzierska, Z. Karczmarzyk, K. Pihlaja, and D. Matosiuk, Eur. J. Med. Chem., 40, 127 (2005).

    Article  CAS  Google Scholar 

  12. W. A. El-Sayed, I. F. Nassar, and A. A.-H. Abdel-Rahman, J. Heterocycl. Chem., 48, 135 (2011).

    Article  CAS  Google Scholar 

  13. D. L. Trepanier and P. E. Krieger, US Pat. Appl. 3641019; Chem. Abstr., 76, 127024 (1972).

    Google Scholar 

  14. R. M. Abdel-Rahman, M. Seada, M. Fawzy, and I. El-Baz, Pharmazie, 49, 729 (1994).

    CAS  Google Scholar 

  15. K. S. Dhaka, H. S. Chaudhary, K. S. Sharma, and H. K. Pujari, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 14B, 541 (1976).

    CAS  Google Scholar 

  16. S. Bala, M. L. Sachdeva, R. N. Handa, and H. K. Pujari, Heterocycles, 14, 149 (1980).

    Article  CAS  Google Scholar 

  17. S. V. Vasilevskii, P. A. Belyakov, G. A. Gazieva, Yu. V. Nelyubina, N. G. Kolotyrkina, and A. N. Kravchenko, Mendeleev Commun., 20, 47 (2010).

    Article  CAS  Google Scholar 

  18. H. Petersen, Synthesis, 273 (1973).

  19. A. S. Sigachev, A. N. Kravchenko, G. A. Gazieva, P. A. Belyakov, N. G. Kolotyrkina, O. V. Lebedev, and N. N.Makhova, J. Heterocycl. Chem., 43, 1295 (2006).

    CAS  Google Scholar 

  20. P. J. Steel and J. A. M. Guard, Acta Crystallogr., Sect. C: Cryst. Struct. Commun., 50, 1721 (1994).

  21. A. N. Kravchenko, P. A. Poluboyarov, S. V. Vasilevskii, G. A. Gazieva, and Yu. V. Nelyubina, Mendeleev Commun., 22, 90 (2012).

    Article  CAS  Google Scholar 

  22. A. S. Sigachev, A. N. Kravchenko. P. A. Belyakov, O. V. Lebedev, and N. N. Makhova, Izv. Akad. Nauk, Ser. Khim., 836 (2006).

  23. G. A. Gazieva, S. V. Vasilevskii, P. A. Belyakov, Yu. V. Nelyubina, E. D. Lubuzh, and A. N. Kravchenko, Mendeleev Commun., 20, 285 (2010).

    Article  CAS  Google Scholar 

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Correspondence to G. A. Gazieva.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1483-1490, September, 2012.

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Gazieva, G.A., Poluboyarov, P.A., Nelyubina, Y.V. et al. Synthesis of imidazo[4,5-e][1,3]thiazolo-[3,2-b][1,2,4]triazines. Chem Heterocycl Comp 48, 1382–1389 (2012). https://doi.org/10.1007/s10593-012-1147-3

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  • DOI: https://doi.org/10.1007/s10593-012-1147-3

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