A three-component reaction of acetoacetanilides with a mixture of an aromatic aldehyde and thiourea was used to synthesize previously unknown N,6-diaryl-4-methyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-5-carboxamides, which had high analgesic activity and low acute toxicity.
Similar content being viewed by others
References
S. V. Vdovina and V. A. Mamedov, Usp. Khim., 77, 1091 – 1128 (2008); Rus. Chem. Rev., 77, 1017 (2008).
J.-P. Wan and Y. Liu, Synthesis, 3943 (2010).
C. O. Kappe, Multicomponent Reaction, 95 – 120 (2005).
H. Y. K. Kaan, V. Ulaganathan, O. Rath, et al., J. Med. Chem., 53, 5676 (2010).
5. B. R. Prashantha Kumar, Gopu Sankar, R. B. Nasir Baig, Srinivasan Chandrashekaran, Eur. J. Med. Chem., 44, 4192 (2009).
S. N. Mokale, S. S. Shinde, R. D. Elgire, et al., Bioorg. Med. Chem. Lett., 20, 4424 (2010).
R. K. Yadlapalli, O. P. Chourasia, K. Vemuri, et al., Bioorg. Med. Chem. Let., 22, 2708 (2012).
P. D. Zalavadiya, R. M. Ghetiya, B. L. Dodiya, et al., J. Heterocyclic Chem., 50, 973 (2013).
O. V. Kushnir, O. N. Voloshchuk, R. I. Eften’eva, et al., Khim.-Farm. Zh., 48(4), 25 – 27 (2014); Pharm.-Chem. J., 48(4), 246 – 248 (2014).
V. L. Gein, T. M. Zamaraeva, A. A. Zorina, and M. I. Vakhrin, Zh. Organ. Khim., 45(10), 1591 (2009).
V. V. Prozorovskii, M. P. Prozorovskaya, and V. M. Demchenko, Farmakol. Toksikol., 41(4), 497 (1978).
S.Winstein, T. L. Jakobs, and E. F. Levi, J. Am. Chem. Soc., 68, 2714 (1946).
Handbook for Preclinical Studies of Drugs [in Russian], Grif i K, Moscow (2012), Part 1.
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 50, No. 4, pp. 19 – 21, April, 2016.
Rights and permissions
About this article
Cite this article
Gein, V.L., Zamaraeva, T.M., Buzmakova, N.A. et al. Synthesis and Analgesic Activity of N,6-diaryl-4-methyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-5-carboxamides. Pharm Chem J 50, 226–228 (2016). https://doi.org/10.1007/s11094-016-1427-9
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-016-1427-9