Copyright (c) 2024 Balakrishna Kalluraya, Sharatha Kumar, Priya
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and SAR Studies of Some Novel Series of Pyrimidine Analogues
Corresponding Author(s) : Balakrishna Kalluraya
Asian Journal of Chemistry,
Vol. 36 No. 10 (2024): Vol 36 Issue 10, 2024
Abstract
A series of novel ethyl-4-methyl-6-phenyl-2-(substituted thio)pyrimidine-5-carboxylate (4a-m), ethyl-4-methyl-phenyl-2-(substituted sulfinyl)pyrimidine-5-carboxylate (5a-m) and ethyl-4-methyl-phenyl-2-(substituted sulfonyl)pyrimidine-5-carboxylate (6a-m) were synthesized by multi-step organic synthesis. The synthesized compounds were characterized by 1H NMR, 13C NMR, LCMS and elemental analysis. Most of the compounds showed significant antibacterial and anticancer activity comparable to or higher than the standard employed.
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- X.A.F. Cook, A. de Gombert, J. McKnight, L.R.E. Pantaine and M.C. Willis, Angew. Chem. Int. Ed., 60, 11068 (2021); https://doi.org/10.1002/anie.202010631
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References
X.A.F. Cook, A. de Gombert, J. McKnight, L.R.E. Pantaine and M.C. Willis, Angew. Chem. Int. Ed., 60, 11068 (2021); https://doi.org/10.1002/anie.202010631
Y.-J. Cherng, Tetrahedron, 58, 4931 (2002); https://doi.org/10.1016/S0040-4020(02)00424-6
M.S. Masoud, A.A. Ibrahim, E.A. Khalil and A. El-Marghany, Spectrochim. Acta A Mol. Biomol. Spectrosc., 67, 662 (2007); https://doi.org/10.1016/j.saa.2006.07.046
A. Odani, H. Kozlowski, J. Swiatek-Kozlowska, J. Brasuñ, B.P. Operschall and H. Sigel, J. Inorg. Biochem., 101, 727 (2007); https://doi.org/10.1016/j.jinorgbio.2006.12.014
L.D. Markley, K.E. Arndt, T.W. Balko, T.M. Bargar, F.R. Green and J.L. Jackson, 222nd ACS National Meeting, Chicao, IL, USA (2001).
K. Steinbeck and S. Dutzmann, Chem. Abstr., 112, 55905 (1989).
E. Tanaka, S. Hayashi, N. Okuma and T. Nakagawa, Chem. Abstr., 111, 153832 (1989).
N. Zenker, Thyroid Function and Thyroid Drugs. Principles of Medicinal Chemistry, Lea and Febiger, Philadelphia, London, edn. 3, pp. 603-621 (1990).
P.F. Lamie and J.N. Philoppes, J. Enzym. Inhib. Med. Chem., 35, 864 (2020); https://doi.org/10.1080/14756366.2020.1740922
C. Vetter, C. Wagner, G.N. Kaluderovic, R. Paschke and D. Steinborn, Inorg. Chim. Acta, 362, 189 (2009); https://doi.org/10.1016/j.ica.2008.03.085
A. Mai, M. Artico, G. Sbardella, S. Massa, A.G. Loi, E. Tramontano, P. Scano and P. La Colla, J. Med. Chem., 38, 3258 (1995); https://doi.org/10.1021/jm00017a010
L. Ji, F.-E. Chen, E. De Clercq, J. Balzarini and C. Pannecouque, J. Med. Chem., 50, 1778 (1995); https://doi.org/10.1021/jm061167r
P.C. Shyma, B. Kalluraya, S.K. Peethambar, S. Telkar and T. Arulmoli, Eur. J. Med. Chem., 68, 394 (2013); https://doi.org/10.1016/j.ejmech.2013.07.019
B. Lingappa, B. Kalluraya, S.N. Rai and N.S. Kumar, Organ. Chem. Indian J., 2, 5 (2006).
A.K. Kadambar, B. Kalluraya and S.M. Kumar, J. Heterocycl. Chem., 57, 3845 (2020); https://doi.org/10.1002/jhet.4067
H.A.N. Banu, B. Kalluraya, N. Manju, R. Ramu, S.M. Patil, K.M. Lokanatha Rai and N. Kumar, Chemistry Select, 8, e202203578 (2023); https://doi.org/10.1002/slct.202203578
D.V. Geetha, C.L. Sharath, N. Shivakumar, B.N. Lakshminarayana, K.M. Chandini and K. Balakrishna, J. Mol. Struct., 1317, 139016 (2024); https://doi.org/10.1016/j.molstruc.2024.139016