Previously unreported N,6-Diaryl-4-methyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-5-carboxamides were synthesized by reacting acetoacetanilides with a mixture of an aromatic aldehyde and thiourea. The anti-inflammatory activity of the series of synthesized compounds was assessed. The anti-inflammatory activities of 4-methyl-N,6-diphenyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-5-carboxamide and 4-methyl-N-phenyl-6-(2-chlorophenyl)-2-thioxo-1,2,3,6-tetrahydropyrimidine-5-carboxamide, which inhibited the inflammation reaction in a rat-paw edema model by 79.54 and 79.84%, respectively, were statistically significantly greater than that of nimesulide (55.74%).
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References
H. Nagarajaiah, A. Mukhopadhyay, and J. N. Moorthy, Tetrahedron Lett., 57, 5135 – 5149 (2016).
A. N. Geisman and K. N. Lysenko, Fundam. Issled., No. 2, 4225 – 4230 (2015).
C. M. Bhalgat and B. Ramesh, Bull. Fac. Pharm. (Cairo Univ.), 52(2), 259 – 267 (2014).
N. Sangaraiah, S. Murugan, S. Poovan, et al., Eur. J. Med. Chem., 58, 464 – 469 (2012).
D. Russowsky, R. F. S. Canto, S. A. A. Sanches, et al., Bioorg. Chem., 34(4), 173 – 182 (2006).
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).
J. V. dos Anjos, R. M. Srivastava, J. H. Costa-Silva, et al., Molecules, 17(1), 809 – 819 (2012).
V. L. Gein, T. M. Zamaraeva, N. A. Buzmakova, et al., Khim.-farm. Zh., 50(4), 19 – 21 (2016); Pharm. Chem. J., 50(4), 226 – 228 (2016).
E. R. Kudoyarov, D. D. Karimov, T. G. Kutlina, et al., Toksikol. Vestn., 4, 38 – 42 (2019).
V. L. Gein, T. M. Zamaraeva, A. A. Zorina, and M. I. Vakhrin, Zh. Org. Khim., 45(10), 1591 (2009).
Good Laboratory Practice Rules, Ministry of Health of the Russian Federation Order No. 199n dated Apr. 1, 2016, Moscow (2016).
A. N. Mironov (ed.), Handbook for Preclinical Drug Trials [in Russian], Grif i K, Moscow (2012).
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 55, No. 8, pp. 21 – 24, August, 2021.
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Buzmakova, N.A., Rudakova, I.P. & Zamaraeva, T.M. Synthesis and Anti-Inflammatory Activity of N,6-Diaryl-4-Methyl-2-Thioxo-1,2,3,6-Tetrahydropyrimidine-5-Carboxamides. Pharm Chem J 55, 775–777 (2021). https://doi.org/10.1007/s11094-021-02492-z
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DOI: https://doi.org/10.1007/s11094-021-02492-z