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Synthesis and Antimicrobial Activity of 2-(1,3-Benzothiazol-2-ylthio)-N-(6-substituted 1,3-Benzothiazol-2-yl)acetamide
Corresponding Author(s) : Anil B. Chidrawar
Asian Journal of Chemistry,
Vol. 29 No. 9 (2017): Vol 29 Issue 9
Abstract
A mixture of 2-chloroacetylamino-6-substituted benzothiazole and pyridine was mixed properly then added to round-bottom flask containing a solution of 2-mercaptobenzothiazole in pyridine solution and the reaction mixture was refluxed for 5 h. After completion of the reaction, it was cooled to room temperature and the separated solid was filtered and dried. The products were recrystallized from alcohol. The synthesized compounds were characterized by elemental analysis and spectral data.
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- J.J. Wade, C.B. Toso, C.J. Matson and V.L. Stelzer, J. Med. Chem., 26, 608 (1983); https://doi.org/10.1021/jm00358a031.
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- H. Reimlinger, M.A. Peiren and R. Merenyi, Chem. Ber., 108, 3894 (1975); https://doi.org/10.1002/cber.19751081222.
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- P. Ghosh, S. Katare, P. Patkar, J.M. Caruthers, V. Venkatasubramanian, and K.A. Walker, Rubber Chem. Technol., 76, 592 (2003); https://doi.org/10.5254/1.3547762.
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References
J.J. Wade, C.B. Toso, C.J. Matson and V.L. Stelzer, J. Med. Chem., 26, 608 (1983); https://doi.org/10.1021/jm00358a031.
V. Ram, J. Prakt. Chem., 331, 893 (1989); https://doi.org/10.1002/prac.19893310603.
F. Delmas, C.D. Giorgio, M. Robin, N. Azas, M. Gasquet, C. Detang, M. Costa1, P. Timon-David and J.-P. Galy, Antimicrob. Agents Chemother., 46, 2588 (2002); https://doi.org/10.1128/AAC.46.8.2588-2594.2002.
A. Singh and A. Bahl, Indian J. Chem., 7, 302 (1969).
R.J. Alaimo, J. Heterocycl. Chem., 10, 769 (1973); https://doi.org/10.1002/jhet.5570100515.
F. Azam, M. Prasad and N. Thangavel, Med. Chem. Res., 21, 2630 (2012); https://doi.org/10.1007/s00044-011-9786-y.
H. Reimlinger, M.A. Peiren and R. Merenyi, Chem. Ber., 108, 3894 (1975); https://doi.org/10.1002/cber.19751081222.
J. Ai, X. Wang, H. Wahe, Z.T. Fomum, O. Sterner, M. Nielsen and M.-R. Witt, Pharmacology, 60, 175 (2000); https://doi.org/10.1159/000028366.
M. Sakamoto, K. Miyazawa and Y. Tomimatsu, Chem. Pharm. Bull. (Tokyo), 25, 3360 (1977); https://doi.org/10.1248/cpb.25.3360.
R.A. Glennon, J.J. Gaines and M.E. Rogers, J. Med. Chem., 24, 766 (1981); https://doi.org/10.1021/jm00138a027.
C.G. Mortimer, G. Wells, J.-P. Crochard, E.L. Stone, T.D. Bradshaw, M.F.G. Stevens and A.D. Westwell, J. Med. Chem., 49, 179 (2006); https://doi.org/10.1021/jm050942k.
E. Kashiyama, I. Hutchinson, M.S. Chua, S.F. Stinson, L.R. Phillips, G. Kaur, E.A. Sausville, T.D. Bradshaw, A.D. Westwell and M.F.G. Stevens, J. Med. Chem., 42, 4172 (1999); https://doi.org/10.1021/jm990104o.
G. Henriksen, A.I. Hauser, A.D. Westwell, B.H. Yousefi, M. Schwaiger, A. Drzezga and H.-J. Wester, J. Med. Chem., 50, 1087 (2007); https://doi.org/10.1021/jm061466g.
I. Hutchinson, M.S. Chua, H.L. Browne, V. Trapani, T.D. Bradshaw, A.D. Westwell and M.F.G. Stevens, J. Med. Chem., 44, 1446 (2001); https://doi.org/10.1021/jm001104n.
G. Sato, T. Chimoto, T. Aoki, S. Hosokawa, S. Sumigama, K. Tsukidate and F. Sagami, J. Toxicol. Sci., 24, 165 (1999); https://doi.org/10.2131/jts.24.3_165.
C.W. Phoon, P.Y. Ng, A.E. Ting, S.L. Yeo and M.M. Sim, Bioorg. Med. Chem. Lett., 11, 1647 (2001); https://doi.org/10.1016/S0960-894X(01)00263-3.
R. Ali and N. Siddiqui, J. Chem., Article ID 345198 (2013); https://doi.org/10.1155/2013/345198.
P.C. Sharma, A. Sinhmar, A. Sharma, H. Rajak and D.P. Pathak, J. Enzyme Inhib. Med. Chem., 28, 240 (2013); https://doi.org/10.3109/14756366.2012.720572.
M.W. Harman, Vulcanization Accelerator, US Patent 2191656 A (1940).
P. Ghosh, S. Katare, P. Patkar, J.M. Caruthers, V. Venkatasubramanian, and K.A. Walker, Rubber Chem. Technol., 76, 592 (2003); https://doi.org/10.5254/1.3547762.
X.H. Zhang, O.Y. Wong, Z.Q. Gao, C.S. Lee, H.L. Kwong, S.T. Lee and S.K. Wu, Mater. Sci. Eng. B, 85, 182 (2001); https://doi.org/10.1016/S0921-5107(01)00607-9