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4-Alkoxycarbonyl-2-(2-pyridyl)thiazoles and their complexes with CuII and CoII. Molecular and crystal structure of copper 4-ethoxycarbonyl-2-(2-pyridyl)thiazole dichloride

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Abstract

The first synthesis of ethyl 2-(2-pyridyl)thiazole4-carboxylate ( 2) and bis[2-(2-pyridylthiazol-4-ylcarbonyloxy)ethyl] disulfide ( 4) is described. The complexation of compounds 2 and 4 with CuII, CoII, and NiII chlorides and perchlorates has been studied. Electrochemical behavior of the ligands and complexes obtained has been investigated by cyclic voltammetry and using rotating disk electrode, which allowed us to confirm the possibility for the ligand 4 and its complexes to be adsorbed on the surface of a gold electrode.

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References

  1. D.-F. Shi, T. D. Bratshaw, S. Wrigley, C. J. McCall, P. Lelieveld, I. Fichtner, M. F. G. Stevens, J. Med. Chem., 1996, 39, 3375.

    Article  CAS  Google Scholar 

  2. T. D. Bratshaw, S. Wrigley, D.-F. Shi, R. J. Schultz, K. D. Paull, M. F. G. Stevens, Br. J. Cancer, 1998, 77, 745.

    Google Scholar 

  3. M. Lezkano, W. Al-Soufi, M. Novo, E. Rodriguez-Nunez, J. V. Tato, J. Agric. Food Chem., 2002, 50, 108.

    Article  Google Scholar 

  4. Z.-P. Zuang, M.-P. Kung, A. Wilson, C.-W. Lee, K. Plossl, C. Hou, D. M. Holtzmann, H. F. Kung, J. Med. Chem., 2003, 46, 237.

    Article  Google Scholar 

  5. G. Wells, J. M. Berry, T. D. Bratshaw, A. M. Burger, A. Seaton, B. Wang, A. D. Westwell, M. F. G. Stevens, J. Med. Chem., 2003, 46, 532.

    Article  CAS  Google Scholar 

  6. D. J. Skalitzki, J. T. Marakovits, K. A. Maegley, A. Ekker, X.-H. Yu, Z. Hostomsky, S. E. Webber, B. W. Eastman, R. Almassy, J. Li, N. J. Curtin, D. R. Newell, A. H. Calvert, R. J. Griffin, B. T. Golding, J. Med. Chem., 2003, 46, 210.

    Article  Google Scholar 

  7. J. A. Grim, H. G. Petring, Cancer Res., 1967, 27, 1278.

    Google Scholar 

  8. B. Xie, L. J. Wilson, D. M. Stanbury, Inorg. Chem., 2001, 40, 3606.

    Article  CAS  Google Scholar 

  9. E. K. Beloglazkina, I. V. Yudin, A. G. Majouga, A. A. Moiseeva, A. I. Tursina, N. V. Zyk, Izv. Akad. Nauk, Ser. Khim., 2006, 1738 [Russ. Chem. Bull., Int. Ed., 2006, 55, 1803].

    Google Scholar 

  10. B. Baker, G. Lourens, J. Med. Chem., 1969, 12, 95.

    Article  CAS  Google Scholar 

  11. V.-M. Mukkala, P. Liitti, I. Hemmilä, H. Takalo, C. Matachescu, J. Kankare, Helv. Chim. Acta, 1996, 79, 295.

    Article  CAS  Google Scholar 

  12. J. J. P. Stewart, J. Comput. Chem., 1989, 10, 209.

    Article  CAS  Google Scholar 

  13. B. S. Paranjon-Kosta, E. J. Baran, O. E. Piro, Polyhedron, 1997, 16, 3379.

    Article  Google Scholar 

  14. H. Hagenstrom, M. A. Schneeweiss, D. M. Kolb, Langmuir, 1999, 15, 2435.

    Article  Google Scholar 

  15. J. Zhang, Q. Chi, J. U. Nielsen, E. P. Friis, J. E. T. Andersen, J. Ulstrup, Langmuir, 2000, 16, 7229.

    Article  CAS  Google Scholar 

  16. F. Loglio, M. Schweizer, D. M. Kolb, Langmuir, 2003, 19, 830.

    Article  CAS  Google Scholar 

  17. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467.

    Article  Google Scholar 

  18. G. M. Sheldrick, SHELXL-97. Program for the Refinement of Crystal Structures, University of Göttingen, Göttingen, Germany, 1997.

    Google Scholar 

  19. L. Cassar, S. Panossian, C. Giordano, Synthesis, 1978, 917.

  20. T. S. Gardner, E. Wenis, J. W. Lee, J. Org. Chem., 1954, 19, 753.

    Article  CAS  Google Scholar 

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Correspondence to E. K. Beloglazkina.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 826-832, April, 2009.

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Majouga, A.G., Beloglazkina, E.K., Frolov, V.V. et al. 4-Alkoxycarbonyl-2-(2-pyridyl)thiazoles and their complexes with CuII and CoII. Molecular and crystal structure of copper 4-ethoxycarbonyl-2-(2-pyridyl)thiazole dichloride. Russ Chem Bull 58, 844–850 (2009). https://doi.org/10.1007/s11172-009-0104-5

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  • DOI: https://doi.org/10.1007/s11172-009-0104-5

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