Abstract
An approach to the modification of biologically active γ-carbolines by the 2-trifluoromethylimidazo[1,2-a]pyridin-3-ylpropionamide fragments was suggested, which consisted of the reaction of N-methyl-N-(2-trifluoromethylimidazo[1,2-a]pyridin-3-yl)prop-2-enamides with γ-carbolines in the presence of catalytic amounts of cesium fluoride. Method of radioligand binding was used to study effects of the synthesized 3-(1,2,3,4-tetrahydro-5H-pyrido[4,3-b]-indol-5-yl)-N-methyl-N-[2-(trifluoromethyl)imidazo-[1,2-a]pyridin-3-yl]propanamides on the neuronal NMDA-receptors.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
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. Acad. Nauk, Ser. Khim., 2013, 566].
S. O. Bachurin, N. S. Zefirov, Vestn. RAN [Trans. Russ. Acad. Sci.], 2010, 80, 497 (in Russian).
V. V. Grigor’ev, A. N. Proshin, A. S. Kinzirskii, S. O. Bachurin, Russ. Chem. Rev. (Int. Ed.), 2009, 78, 485.
S. O. Bachurin, in Neiro-degenerativnye bolezni i starenie [Neuro-Degenerative Diseases and Aging], Moscow, 2001, 399 (in Russian).
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.
S. O. Bachurin, A. A. Ustyugov, O. Peters, T. A. Shelkovnikova, V. L. Bukhman, N. N. Ninkina, Dokl. Akad. Nauk, 2009, 428, 262 [Dokl. Chem. (Engl. Transl.), 2009, 428, 235].
S. Sablin, S. Bachurin, B. Beznosko, V. Sokolov, A. Aksinenko, US Pat., WO 2009/038764 A1.
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
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.
V. B. Sokolov, A. Yu. Aksinenko, V. V. Grigor’ev, S. O. Bachurin, Russ. Chem. Bull. (Int. Ed.), 2013, 62, 199 [Izv. Acad. Nauk, Ser. Khim., 2013, 200].
S. O. Bachurin, D. V. Vinogradova, E. F. Shevtsova, T. V. Goreva, T. A. Epishina, A. Yu. Aksinenko, V. B. Sokolov, Russ. Chem. Bull. (Int. Ed.), 2013, 62, 816 [Izv. Acad. Nauk, Ser. Khim., 2013, 815].
C. Dana, J. Benavides, H. Schoemaker, B. Scatton, Neurosci. Lett., 1991, 125, 45.
G. Nowak, R. Trullas, R. T. Layer, P. Skolnick, I. A. Paul, J. Pharmacol. Exp. Ther. 1993, 265, 1380.
L. Mony, J. N. C. Kew, M. J. Gunthorpe, P. Paoletti, Br. J. Pharmacol., 2009, 157, 1301.
N. K. Kochetkov, N. F. Kucherova, I. G. Zhukova, Zh. Obshch. Khim., 1961, 31, 924 [J. Gen. Chem. USSR, 1961, 31].
V. B. Sokolov, A. Yu. Aksinenko, T. A. Epishina, T. V. Goreva, Russ. Chem. Bull. (Int. Ed.), 2009, 58, 631 [Izv. Acad. Nauk, Ser. Khim., 2009, 614].
Author information
Authors and Affiliations
Corresponding author
Additional information
Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 60th birthday.
For Part 9, see Ref. 1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2438–2441, Novemer, 2013.
Rights and permissions
About this article
Cite this article
Bachurin, S.O., Sokolov, V.B., Aksinenko, A.Y. et al. Modification of biologically active amides and amines by fluoro-containing heterocycles 10. γ-Carbolines modified by 2-trifluoromethylimidazo-[1,2-a]pyridin-3-ylpropionamide fragments. Russ Chem Bull 62, 2438–2441 (2013). https://doi.org/10.1007/s11172-013-0352-2
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-013-0352-2