Copyright (c) 2015 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
One Pot Synthesis and Antimicrobial Activity of Substituted 2-Aminothiazoles
Corresponding Author(s) : Abdullah Sulaiman Al-Ayed
Asian Journal of Chemistry,
Vol. 27 No. 11 (2015): Vol 27 Issue 11
Abstract
In this work, we described a preparation of substituted 2-aminothiazoles by two different methods using a one-pot procedure and starting from methoxymethylene-3-aryl-thiourea (2). The synthesized 2-aminothiazoles (5a-h) were characterized on the basis of elemental analysis and their spectral (IR, 1H NMR and 13C NMR) data and evaluated their biological activities. The majority of compounds were found to exhibit significant antimicrobial activity.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- M.S. Al-Saadi, H.M. Faidallah and S.A.F. Rostom, Arch. Pharm. Chem. Life Sci., 341, 424 (2008); doi:10.1002/ardp.200800026.
- K.A. Karpov, A.V. Nazarenko, B.V. Pekarevskii and V.M. Potekhin, Russ. J. Appl. Chem., 74, 998 (2001); doi:10.1023/A:1013081926468.
- K. Karimian, Expert Opin. Ther. Pat.., 19, 369 (2009); doi:10.1517/13543770802683066.
- K.D. Tripathi, Essential of Medical Pharmacology, edn 5, pp. 627 (2003).
- K. Rehse and T. Baselt, Arch. Der Pharm., 341, 645 (2008); doi:10.1002/ardp.200700046.
- H.N. Karade, B.N. Acharya, M. Sathe and M.P. Kaushik, Med. Chem. Res., 17, 19 (2008); doi:10.1007/s00044-008-9089-0.
- N. Ulusoy, M. Kiraz and Ö. Küçükbasmac, Monatsh. Chem., 133, 1305 (2002); doi:10.1007/s007060200108.
- Z.A. Kaplancikli, G. Turan-Zitouni, G. Revial and K. Guven, Arch. Pharm. Res., 27, 1081 (2004); doi:10.1007/BF02975108.
- W. Zhang, J.E. Xiong, E.K. Hilbert, J.M. DeVita, J.M. Bidlack and J.L. Neumeyer, J. Med. Chem., 47, 1886 (2004); doi:10.1021/jm049978n.
- A. Le Cesne, J.-Y. Blay, B.N. Bui, O. Bouché, A. Adenis, J. Domont, A. Cioffi, I. Ray-Coquard, N. Lassau, S. Bonvalot, A. Moussy, J.-P. Kinet and O. Hermine, Eur. J. Cancer, 46, 1344 (2010); doi:10.1016/j.ejca.2010.02.014.
- M. Mitsuya, M. Bamba, F. Sakai, H. Watanabe, Y. Sasaki, T. Nishimura and J. Eiki, PCT Int. Appl., WO2004081001 (2004).
- A.S. Al-Ayed and K.M. Dridi, Asian J. Chem., 25, 9233 (2013); doi:10.14233/ajchem.2013.15183.
- K.M. Dridi, R.B. Said, Y. Arfaoui and A.S. Al-Ayed, Eur. J. Chem., 4, 216 (2013); doi:10.5155/eurjchem.4.3.216-219.788.
- N. Hamdi, A.S. Al-Ayed, R. Ben Said and A. Fabienne, Molecules, 17, 9321 (2012); doi:10.3390/molecules17089321.
- A. Hantzsch and J.H. Weber, Ber. Dtsch. Chem. Ges., 20, 3118 (1887); doi:10.1002/cber.188702002200.
- E.J. Smutny, J. Am. Chem. Soc., 91, 208 (1969); doi:10.1021/ja01029a048.
- S.E. Bramley, V. Dupplin, D.G.C. Goberdhan and G.D. Meakins, J. Chem. Soc. Perkin Trans I, 639 (1987); doi:10.1039/p19870000639.
- A. Reliquet, R. Besbes, F. Reliquet and J.C. Meslin, Sulfur Lett., 14, 223 (1992).
- National Committee for Clinical Laboratory Standards (NCCLS), Approved standard document M7A, Villanova, PA, USA (1985).
- R. Nair, T. Kalariya and S. Chanda, Turk. J. Biol., 29, 41 (2005).
References
M.S. Al-Saadi, H.M. Faidallah and S.A.F. Rostom, Arch. Pharm. Chem. Life Sci., 341, 424 (2008); doi:10.1002/ardp.200800026.
K.A. Karpov, A.V. Nazarenko, B.V. Pekarevskii and V.M. Potekhin, Russ. J. Appl. Chem., 74, 998 (2001); doi:10.1023/A:1013081926468.
K. Karimian, Expert Opin. Ther. Pat.., 19, 369 (2009); doi:10.1517/13543770802683066.
K.D. Tripathi, Essential of Medical Pharmacology, edn 5, pp. 627 (2003).
K. Rehse and T. Baselt, Arch. Der Pharm., 341, 645 (2008); doi:10.1002/ardp.200700046.
H.N. Karade, B.N. Acharya, M. Sathe and M.P. Kaushik, Med. Chem. Res., 17, 19 (2008); doi:10.1007/s00044-008-9089-0.
N. Ulusoy, M. Kiraz and Ö. Küçükbasmac, Monatsh. Chem., 133, 1305 (2002); doi:10.1007/s007060200108.
Z.A. Kaplancikli, G. Turan-Zitouni, G. Revial and K. Guven, Arch. Pharm. Res., 27, 1081 (2004); doi:10.1007/BF02975108.
W. Zhang, J.E. Xiong, E.K. Hilbert, J.M. DeVita, J.M. Bidlack and J.L. Neumeyer, J. Med. Chem., 47, 1886 (2004); doi:10.1021/jm049978n.
A. Le Cesne, J.-Y. Blay, B.N. Bui, O. Bouché, A. Adenis, J. Domont, A. Cioffi, I. Ray-Coquard, N. Lassau, S. Bonvalot, A. Moussy, J.-P. Kinet and O. Hermine, Eur. J. Cancer, 46, 1344 (2010); doi:10.1016/j.ejca.2010.02.014.
M. Mitsuya, M. Bamba, F. Sakai, H. Watanabe, Y. Sasaki, T. Nishimura and J. Eiki, PCT Int. Appl., WO2004081001 (2004).
A.S. Al-Ayed and K.M. Dridi, Asian J. Chem., 25, 9233 (2013); doi:10.14233/ajchem.2013.15183.
K.M. Dridi, R.B. Said, Y. Arfaoui and A.S. Al-Ayed, Eur. J. Chem., 4, 216 (2013); doi:10.5155/eurjchem.4.3.216-219.788.
N. Hamdi, A.S. Al-Ayed, R. Ben Said and A. Fabienne, Molecules, 17, 9321 (2012); doi:10.3390/molecules17089321.
A. Hantzsch and J.H. Weber, Ber. Dtsch. Chem. Ges., 20, 3118 (1887); doi:10.1002/cber.188702002200.
E.J. Smutny, J. Am. Chem. Soc., 91, 208 (1969); doi:10.1021/ja01029a048.
S.E. Bramley, V. Dupplin, D.G.C. Goberdhan and G.D. Meakins, J. Chem. Soc. Perkin Trans I, 639 (1987); doi:10.1039/p19870000639.
A. Reliquet, R. Besbes, F. Reliquet and J.C. Meslin, Sulfur Lett., 14, 223 (1992).
National Committee for Clinical Laboratory Standards (NCCLS), Approved standard document M7A, Villanova, PA, USA (1985).
R. Nair, T. Kalariya and S. Chanda, Turk. J. Biol., 29, 41 (2005).