Abstract
A one-pot synthesis of 3-amino-2-aryl-1,2,5,6,7,8-hexahydroisoquinolin-1-ones by the nucleophilic substitution at position 1 of the pyridine ring was developed. The synthesized compounds were used to prepare 1-amino-7,8,9,10-tetrahydropyrimido[4,5-c]isoquinoline derivatives. The biological properties of the products were studied.
Similar content being viewed by others
REFERENCES
Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2010.
Shimazaki, T. and Kondo, H., JP Patent no. 7916096, 1980; Chem. Abstr., 1980, vol. 93, no. 46709m.
Reddy, M.V.R., Akula, B., Cosenza, S.C., Athuluridivakar, S., Mallireddigari, M.R., Pallela, V.R., Billa, V.K., Subbaiah, D.R.C.V., Bharathi, E.V., Carpio, R.V., Padgaonkar, A., Baker, S.J., and Reddy, E.P., J. Med. Chem., 2014, vol. 57, p. 578. https://doi.org/10.1021/jm401073p
Vásquez, D., Rodríguez, J.A., Theoduloz, C., Verrax, J., Calderon, P.B., and Valderrama, J.A., Bioorg. Med. Chem. Lett., 2009, vol. 19, p. 5060. https://doi.org/10.1016/j.bmcl.2009.07.041
Paronikyan, E.G., Dashyan, Sh.Sh., Noravyan, A.S., Tamazyan, R.A., Ayvazyan, A.G., and Panosyan, H.A., Tetrahedron, 2015, vol. 71, p. 2686. https://doi.org/10.1016/j.tet.2015.03.040
Rukovodstvo po provedeniyu doklinicheskikh issledovanii lekarstvennykh sredstv (A Guide to Preclinical Trials of Medicines), Mironov, A.N., Ed., Moscow: Meditsina, 2012, vol. 1.
Sof’ina, Z.P., Syrkin, A.V., Goldin, A., and Klyain, A., Eksperimental’naya otsenka protivoopukholevykh preparatov v SSSR i SShA (Experimental Assessment of Antitumor Drugs in the USSR and USA), Moscow: Meditsina, 1980.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare no conflict of interest.
Rights and permissions
About this article
Cite this article
Paronikyan, E.G., Dashyan, S.S. & Stepanyan, H.M. Synthesis and Biological Activity of Partially Hydrogenated 1-Aminopyrimido[4,5-c]isoquinoline Derivatives. Russ J Org Chem 56, 1963–1968 (2020). https://doi.org/10.1134/S1070428020110111
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428020110111