Abstract
2,4-Disubstituted pyrano[4',3':4,5]pyrido[2,3-b]thieno[3,2-d]pyrimidine derivatives were synthesized. Their pharmacological properties were investigated using subcutaneous metrazol test and the open field test. The rotarod performance test was used to evaluate neurotoxicity. The novel compounds were found to have neurotropic properties. The compounds as well as diazepam prevent clonic twitches and clonic metrazol convulsions in animals. However, the compounds cause sedation that depresses the behavior in the rotarod performance test unlike the tranquilizer diazepam, which shows anxiolytic and activating effects.
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Vogel, H.G. and Vogel, W.H., in Drug Discovery and Evaluation. Pharmacological Assays, Vogel, H.G. and Vogel, W.H, Eds., Berlin: Springer, 1997, pp. 246–350.
Robert, M.A., Hirschfeld: Guideline Watch Practice Guideline for the Treatment of Patients with Bipolar Disorder, 2nd ed., in American Psychiatric Association Practice Guidelines for the Treatment of Psychiatric Disorders, 2004. Copyright 2011 American, p.82.
Shnute, M.E., Brideau, R.J., Collier, S.A., Cudahy, M.M., Hopkins, T.A., Knechtel, M.L., Oien, N.L., Sackett, R.S., Scott, A., Stephan, M.L., Wathen, M.W., and Wriefer, J., J. Bioorg. Med. Chem. Lett., 2008, vol. 18, pp. 3856–3859.
Gineinah, M.M., Nasr, M.N.A., Badr, S.M.I., and El-Husseiny, W.M., Med. Chem. Res., 2013, vol. 22, pp. 3943–3942.
Jiang, N., Deng, X.K., Li, F.N., and Quan, Z.Sh., Iranian J. Pharm. Res., 2012, vol. 11, pp. 799–806.
Baraladi, P.G., Cacciari, B., Moro, S., Spalluto, G., Pastorin, G., Da Ros, T., Klotz, K.N., Varani, K., Gessi, S., and Borea, P.A., J. Med. Chem., 2002, vol. 45, pp. 770–780.
Disch, J.S., Evindar, G., Chiu, C.N., Blum, Ch.A., Dai, H., Jin, L., Schuman, E., Lind, K.E., Belyanskaya, S.L., Deng, et al., J. Med. Chem., 2013, vol. 56, pp. 3666–3679.
Perspicace, E., Jouan-Hureaux, V., Ragno, R., Ballante, F., Sartini, S., La Motta, C., Da Settimo, F., Chem, B., Kirsch, G., Schneider, S., Faivre, B., and Hesse, S., Eur. J. Med. Chem., 2013, vol. 63, pp. 765–781.
Tan, Q., Zhang, Zh., Hui, J., Zhao, Y., and Zhu, L., Bioorg. Med. Chem., 2014, vol. 22, pp. 358–365.
Barthakur, M.G., Gogoi, S., Dutta, M., and Buruah, R.C., Steroids, 2009, vol. 74, pp. 730–734.
Malhota, M., Dhingra, R., Sharma, R., and Bhadway, T.R., Int. J. Pharmacogn. Phytochem. Res., 2013, vol. 5, pp. 134–142.
Kaur, S., Kapoor, V.K., Bhardwa, T.K., and Kaur, M., Int. J. Pharmacogn. Phytochem. Res., 2013, vol. 5, pp. 728–732.
Paronikyan, E.G., Noravyan, A.S., Akopyan, A.Sh., Dzhagatspanyan, I.A., Nazaryan, I.M., and Paronikyan, R.G., Khim.-Farm. Zh., 2007, vol. 41, no. 9, pp. 14–16.
Paronikyan, E.G., Akopyan, A.Sh., Noravyan, A.S., Dzhagatspanyan, I.A., Nazaryan, I.M., and Akopyan, A.G., Khim.-Farm. Zh., 2010, vol. 44, no. 4, pp. 19–21.
Paronikyan, E.G., Akopyan, Sh.F., Noravyan, A.S., Panosyan, G.A., Stepanyan, G.M., Garibdzhanyan, B.T., Dzhagatspanyan, I.A., Nazaryan, I.M., and Akopyan, A.G., Khim.-Farm. Zh., 2009, vol. 43, no. 3, pp. 17–21.
Paronikyan, E.G., Akopyan, Sh.F., and Noravyan, A.S., Khim. Geterotsikl. Soed., 2008, no. 8, pp. 1245–1252.
Belen’kii, M.L., Elementy kolichestvennoi otsenki farmakologicheskogo effekta (Elements of Quantitative Assessment of Pharmacological Effect), Leningrad: Meditsina, 1961.
Dzhagatspanyan, I.A. and Asryan, A.B., Eksp. Klin. Farmakol., 1994, no. 1, pp. 5–8.
File, S.E., Behav. Brain Res., 2001, vol. 125, pp. 151–157.
Crawley, J.N., Pharmacol. Biochem. Behav., 1981, vol. 15, pp. 695–699.
Stanford, S.C., J. Psychopharmac., 2007, vol. 21, pp. 134–135.
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Original Russian Text © E.G. Paronikyan, Sh.Sh. Dashyan, A.S. Noravyan, I.A. Dzhagatspanyan, R.G. Paronikyan, I.M. Nazaryan, A.G. Akopyan, 2015, published in Bioorganicheskaya Khimiya, 2015, Vol. 41, No. 6, pp. 737–743.
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Paronikyan, E.G., Dashyan, S.S., Noravyan, A.S. et al. Synthesis and neurotropic activity of 2,4-disubstituted pyrano[4',3':4,5]pyrido[2,3-b]thieno[3,2-d]pyrimidines. Russ J Bioorg Chem 41, 663–669 (2015). https://doi.org/10.1134/S1068162015060126
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DOI: https://doi.org/10.1134/S1068162015060126