Complex formation of 1-(3-n-butoxypropyl)-4-vinylacetylene-4-benzoyloxypiperidine with β-cyclodextrin was studied by NMR spectroscopy. The structural characteristics and composition (1:2) of the resulting inclusion complex of 1-(3-n-butoxypropyl)-4-vinylacetylene-4-benzoyloxypiperidine with β-cyclodextrin in aqueous solution were identified. The local anesthetic activity of the resulting preparation was assessed; the complex was found to have greater anesthetic activity greater than reference agents.
Similar content being viewed by others
References
Patent RU2232753 C2 “4-Substituted piperidines, pharmaceutical compositions based on them, and methods of treating central nervous system diseases”, (2004).
T. G. Nikolaeva, A. P. Krivenk’ko, V. G. Kharchenko, and P. V. Reshetov, Khim. Geterotsikl. Soedin., No. 10, 1370 – 1372 (1983).
Patent RU226503 C2 “3-Substituted 4(phenyl-N-alkyl)-piperidines, pharmaceutical compositions based on them, and treatment methods”, (2009).
E. O. Batyrbekov, R. M. Iskakov, V. K. Yu, et al., Polymer Formulations of Local Anesthetics [in Russian], Print-s, Almaty (2008).
Yu. A. Ovchinnikov, V. T. Ivanov, and A. M. Shkrob, Membrane-Active Complexones [in Russian], Nauka, Moscow (1974).
S. L. Davydova, Extraordinary Macrocycles [in Russian], Khimiya, Leningrad (1989).
J. V. Steed and J. L. Atwood, Supramolecular Chemistry [Russian translation], Akademkniga, Moscow (2007).
J.-M. Len, Supramolecular Chemistry. Concepts and Perspectives [in Russian], Nauka, Novosibirsk (1998).
Comprehensive Supramolecular Chemistry. Cyclodextrins, J. Szejtli and T. Osa (eds.), Pergamon, Oxford (1996), Vol. 3, 694 – 694 (1996).
L. Ivanova, V Mire Nauki, No. 11, 27 – 41 (2006).
V. A. Abelyan, Cyclodextrins: Preparation and Utilization, Dom “Van-Ar’yan”, Erevan (2001).
K. H. Frömming and J. Szejtli, Cyclodextrins in Pharmacy, Keuwer, Dordrecht, Boston, London (1994).
J. Szejtli, J. Mater. Chem., 7, 575 – 577 (1997).
A. G. Zakharov, Scientific Basis for the Chemical Technology of Carbohydrates [in Russian], Moscow (2008).
G. C. Ceschel, V. Bergamante, P. Maffei, et al., Drug. Del., 12(5), 275 – 280 (2005).
M. Pederson, S. Bjerregaard, J. Jacobsen, et al., Int. J. Pharmaceutics, 176(1), 121 – 131 (1998).
V. G. Belikov, E. V. Kompantseva, M. V. Gavrilin, and L. I. Kranik, Farmatsiya, No. 2, 35 – 36 (1991).
S. V. Klochkov, E. V. Kompantseva, E. N. Berdnik, et al., Khim.-Farm. Zh., 25(11), 67 – 69 (1991).
H. Zhonggui, D. Chen, D. Zhong, et al., Biomed. Chromatogr., 18(8), 532 – 537 (2004).
Ts. Nagai, J. Inclusion Phenomena Macrocyclic Chem., 5(1), 29 – 38 (1987).
L. A. Chaika, Ya. I. Khadzhai, and V. V. Libina, Khim.-Farm. Zh., 24(7), 19 – 23 (1990).
J. Nishijo and M. Tsuchitani, J. Pharm. Sci., 90(2), 134 – 140 (2001).
E. V. Kompantseva, M. V. Gavrilin, and L. S. Ushakova, Khim.-Farm. Zh., 30(4), 43 – 46 (1996).
V. G. Belikov and E. V. Kompantseva, Farmatsiya, No. 3, 54 – 58 (1983).
A. M. L. Denadai, K. I. Teixeira, M. M. Santoro, et al., Carbohydrate Res., 342, 2286 – 2296 (2007).
A. M. L. Denadai, K. I. Teixeira, M. M. Santoro, et al., Mat. Sci. Engin., 30, 417 – 422 (2010).
Author information
Authors and Affiliations
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 48, No. 3, pp. 41 – 45, March, 2014.
Rights and permissions
About this article
Cite this article
Kaldybekova, G.M., Kemel’bekov, U.S., Abdildanova, A.A. et al. Preparation of an Inclusion Complex of 1-(3-n-butoxypropyl)-4-vinylacetylen-4-benzoyloxypiperidine with B-cyclodextrin and its Local Anesthetic Activity. Pharm Chem J 48, 196–200 (2014). https://doi.org/10.1007/s11094-014-1076-9
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-014-1076-9