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Modification of biologically active amides and amines with fluoro-containing heterocycles 11. Tetrahydrocarbazoles modified with 2-(5-fluoropyridin-3-yl)ethyl fragment

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Abstract

A method for the modification of tetrahydrocarbazoles with the 2-(5-fluoropyridin-3-yl)ethyl fragment was suggest, which consists in the reaction of 5-fluoro-3-vinylpyridine with tetrahydrocarbazoles under conditions of fluoride ion catalysis and leads to the earlier unknown 9-[2-(5-fluoropyridin-3-yl)ethyl]-2,3,4,9-tetrahydro-1H-carbazoles. Method of radioligand binding was used to study the influence of compounds synthesized on neuronal NMDA-receptors.

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References

  1. S. O. Bachurin, V. B. Sokolov, A. Yu. Aksinenko, T. A. Epishina, T. V. Goreva, V. V. Grigor’ev, V. L. Zamoiskii, A. V. Gabrel’yan, Russ. Chem. Bull. (Int. Ed.), 2013, 62, 2438 [Izv. Akad. Nauk, Ser. Khim., 2013, 2438].

    Article  CAS  Google Scholar 

  2. S. O. Bachurin. Vopr. med. khimii [Topics Med. Khim.], 2001, 47, 155 (in Russian).

    CAS  Google Scholar 

  3. V. V. Grigor’ev, A. N. Proshin, A. S. Kinzirskii, S. O. Bachurin, Russ. Chem. Rev. (Engl. Transl.), 2009, 78. 485.

    Article  Google Scholar 

  4. A. V. Ivashchenko, O. D. Mit’kin, M. G. Kadieva, S. E. Tkachenko, Russ. Chem. Rev. (Engl. Transl.), 2010, 79, 285.

    Article  Google Scholar 

  5. R. S. Doody, S. I. Gavrilova, M. Sano, R. G. Thomas, P. S. Aisen, S. O. Bachurin, L. Seely, D. Hung, Lancet, 2008, 372, 207.

    Article  CAS  Google Scholar 

  6. S. Sablin, S. Bachurin, B. Beznosko, V. Sokolov, A. Aksinenko, US Pat., WO 2009/038764 A1.

  7. S. O. Bachurin, A. A. Ustyugov, N. N. Ninkina, V. B. Sokolov, A. Yu. Aksinenko, T. A. Shelkovnikova, A. V. Bolkunov, Pat. RF 2490268; http://www.google.com/patents/WO2013070117A2?cl=ru.

  8. V. B. Sokolov, A. Yu. Aksinenko, T. A. Epishina, T. V. Goreva, V. V. Grigor’ev, V. L. Zamoiskii, A. V. Gabrel’yan, S. O. Bachurin, Russ. Chem. Bull. (Int. Ed.), 2013, 62, 568 [Izv. Akad. Nauk, Ser. Khim., 2013, 566].

    Article  CAS  Google Scholar 

  9. O. M. Peters, N. Connor-Robson, V. B. Sokolov, A. Yu. Aksinenko, M. S. Kukharsky, S. O. Bachurin, N. N. Ninkina, V. L. Buchman, J. Alzheimer’s Disease, 2013, 33, 1041.

    CAS  Google Scholar 

  10. V. B. Sokolov, A. Yu. Aksinenko, V. V. Grigor’ev, S. O. Bachurin, Russ. Chem. Bull. (Int. Ed.), 2013, 62, 199 [Izv. Akad. Nauk, Ser. Khim., 2013, 200].

    Article  CAS  Google Scholar 

  11. J. Chang-Fong, J. B. Rangisetty, M. Dukat, V. Setola, T. Raffay, B. Roth, R. F. Glennon, Bioorganic & Medicinal Chem. Lett., 2004, 14, 1961.

    Article  CAS  Google Scholar 

  12. R. Czerwonka, K. R. Reddy, E. Baum, H.-J. Knolker, Chem. Commun., 2006, 711.

    Google Scholar 

  13. C. Dana, J. Benavides, H. Schoemaker, B. Scatton, Neurosci. Lett., 1991, 125, 45.

    Article  CAS  Google Scholar 

  14. G. Nowak, R. Trullas, R. T. Layer, P. Skolnick, I. A. Paul, J. Pharmacol. Exp. Ther., 1993, 265, 1380.

    CAS  Google Scholar 

  15. C. E. Cuevas, H. Takaaki, T. Masayuki, J. Heterocycl. Chem., 2011, 48, 1095.

    Article  Google Scholar 

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Authors and Affiliations

  1. Institute of Physiologically Active Compounds, Russian Academy of Sciences, 1 Severnyi pr-d, 142432, Chernogolovka, Moscow Region, Russian Federation

    V. B. Sokolov, A. Yu. Aksinenko, N. S. Nikolaeva, V. V. Grigor’ev, A. S. Kinzirsky & S. O. Bachurin

Authors
  1. V. B. Sokolov
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  2. A. Yu. Aksinenko
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  3. N. S. Nikolaeva
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  4. V. V. Grigor’ev
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  5. A. S. Kinzirsky
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  6. S. O. Bachurin
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Additional information

For Part 10, see Ref. 1.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1137–1141, May, 2014.

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Sokolov, V.B., Aksinenko, A.Y., Nikolaeva, N.S. et al. Modification of biologically active amides and amines with fluoro-containing heterocycles 11. Tetrahydrocarbazoles modified with 2-(5-fluoropyridin-3-yl)ethyl fragment. Russ Chem Bull 63, 1137–1141 (2014). https://doi.org/10.1007/s11172-014-0561-3

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  • DOI: https://doi.org/10.1007/s11172-014-0561-3

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