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Interaction of 16-hydroxymethylidene derivatives of androstane and estrone with thiohydrazides of oxamic acids

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Abstract

Reaction of thiohydrazides of oxamic acids with 16-hydroxymethylidene derivatives of androstane and estrone involves the hydroxymethylidene group and leads to thiohydrazones, which undergo heterocyclization to give 16-(1,3,4-thiadiazol-2-yl)-substituted steroids.

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References

  1. D. G. Rivera, K. Peseke, I. Jomarrón, A. Montero, R. Molina, F. Coll, Molecules, 2003, 8, 444.

    Article  CAS  Google Scholar 

  2. H. S. Liu, H. L. Zheng, M. Ge, P. Xia, Y. Chen, Chinese Chem. Lett., 2011, 22, 757.

    Article  CAS  Google Scholar 

  3. I. V. Zavarzin, V. V. Chertkova, I. S. Levina, E. I. Chernoburova, Russ. Chem. Rev., 2011, 80, 661 [Usp. Khim., 2011, 80, 693].

    Article  CAS  Google Scholar 

  4. I. V. Zavarzin, V. V. Chertkova, E. I. Chernoburova, N. E. Kolotirkina, V. N. Yarovenko, M. M. Krayushkin, Abstrs 24th Int. Symp. on the Org. Chem. of Sulfur, Florence, Italy, 2010, 136.

    Google Scholar 

  5. I. V. Zavarzin, V. V. Chertkova, E. I. Chernoburova, V. V. Kachala, V. N. Yarovenko, M. M. Krayushkin, Abstrs 24th Int. Symp. on the Org. Chem. of Sulfur, Florence, Italy, 2010, 137.

    Google Scholar 

  6. A. V. Kamernitskii, E. I. Chernoburova, V. V. Chertkova, V. N. Yarovenko, I. V. Zavarzin, M. M. Krayushkin, Russ. Chem. Bull., 2006, 55, 2117 [Izv. Akad. Nauk, Ser. Khim., 2006, 2038].

    Article  CAS  Google Scholar 

  7. A. V. Kamernitskii, E. I. Chernoburova, V. V. Chertkova, V. N. Yarovenko, I. V. Zavarzin, M. M. Krayushkin, Bioorgan. Khim., 2007, 337 [Russ. J. Bioorg. Chem., (Engl. Transl.), 2007].

    Google Scholar 

  8. I. V. Zavarzin, A. V. Kamernitsky, V. V. Chertkova, E. I. Chernoburova, V. N. Yarovenko, M. M. Krayushkin, V. V. Kachala, ARKIVOC, 2008, IV, 62.

    Article  Google Scholar 

  9. A. Szajli, J. Woelfling, Monatsh. Chem., 2006, 137, 1431.

    Article  CAS  Google Scholar 

  10. D. S. Fischer, G. M. Allan, C. Bubert, N. Vicker, A. Smith, H. J. Tutill, A. Purohit, L. Wood, G. Packham, M. F. Mahon, M. J. Reed, B. V. L. Potter, J. Med. Chem., 2005, 48, 5749.

    Article  CAS  Google Scholar 

  11. G. M. Allan, H. R. Lawrence, J. Cornet, C. Bubert, D. S. Fischer, N. Vicker, A. Smith, H. J. Tutill, A. Purohit, J. M. Day, M. F. Mahon, M. J. Reed, B. V. L. Potter, J. Med. Chem., 2006, 49, 1325.

    Article  CAS  Google Scholar 

  12. N. Vicker, H. R. Lawrence, G. M. Allan, C. Bubert, A. Smith, H. J. Tutill, A. Purohit, J. M. Day, M. F. Mahon, M. J. Reed, B. V. L. Potter, Chem. Med. Chem., 2006, 1, 464.

    Article  CAS  Google Scholar 

  13. V. N. Yarovenko, A. V. Shirokov, I. V. Zavarzin, O. N. Krupinova, A. V. Ignatenko, M. M. Krayushkin, Khim. Geterotsikl. Soedin., 2003, 39, 1855 [Chem. Heterocycl. Compd. (Engl. Transl.), 2003, 39].

    Google Scholar 

  14. B. G. Milevsky, N. P. Solov’eva, T. A. Chibisova, V. N. Yarovenko, E. S. Zayakin, V. V. Chernyshev, M. M. Krayushkin, V. F. Traven, Russ. Chem. Bull., 2012, 61, 2311 [Izv. Akad. Nauk, Ser. Khim., 2012, 2290].

    Article  CAS  Google Scholar 

  15. P. A. Belyakov, V. I. Kadentsev, A. O. Chizhov, N. G. Kolotyrkina, A. S. Shashkov, V. P. Ananikov, Mendeleev Commun., 2010, 20, 125.

    Article  CAS  Google Scholar 

  16. M. M. Krayushkin, V. N. Yarovenko, I. V. Zavarzin, Russ. Chem. Bull., 2004, 53, 517 [Izv. Akad. Nauk, Ser. Khim., 2004, 491].

    Article  CAS  Google Scholar 

  17. C. Asche, W. Frank, A. Albert, U. Kucklaender, Bioorg. Med. Chem., 2005, 13, 81.

    Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    I. V. Zavarzin, Ya. S. Antonov, E. I. Chernoburova, M. A. Shchetinina, N. G. Kolotyrkina & A. S. Shashkov

Authors
  1. I. V. Zavarzin
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  2. Ya. S. Antonov
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  3. E. I. Chernoburova
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  4. M. A. Shchetinina
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  5. N. G. Kolotyrkina
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  6. A. S. Shashkov
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Corresponding author

Correspondence to I. V. Zavarzin.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2603–2608, December, 2013.

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Zavarzin, I.V., Antonov, Y.S., Chernoburova, E.I. et al. Interaction of 16-hydroxymethylidene derivatives of androstane and estrone with thiohydrazides of oxamic acids. Russ Chem Bull 62, 2603–2608 (2013). https://doi.org/10.1007/s11172-013-0379-4

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  • DOI: https://doi.org/10.1007/s11172-013-0379-4

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