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This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Antimicrobial Properties of New Derivatives of Morpholine and Piperidine Based on 1-Chloro-3-methoxy-propylbenzene
Corresponding Author(s) : G.Sh. Duruskari
Asian Journal of Chemistry,
Vol. 30 No. 2 (2018): Vol 30 Issue 2
Abstract
The compounds 1-(3-methoxy-1-phenyl-propyl)morpholine and 1-(3-methoxy-1-phenyl-propyl) piperidine have been synthesized using (3-methoxy-propenyl)benzene and 1-chloro-3-methoxy-propylbenzene. The structures of the synthesized compounds were analyzed by NMR and IR spectroscopic methods. Biological activities of obtained products were investigated against Gram-negative and Gram-positive microorganisms. It has been showed that all the synthesized compounds possess pronounced antimicrobial activity against pathogenic bacteria Acinetobacter baumannii BDU32, Escherichia coli BDU12, Klebsiella pneumoniae BDU44, Pseudomonas aeruginosa BDU49 and Staphylococcus aureus BDU23.
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S. Schnatterer, M. Maier, F. Petry, W. Knauf and K. Seeger, Pesticidal Substituted Piperidines, US Patent 20090082389 A1 (2009).
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M.G. Kelly, S. Xu, N. Xi, P. Miller, J.F. Kincaid, C. Ghiron and T. Coulter, PCT Int. Appl. WO 2003099776 A1 (2003).
S. He, J. Xiao, A.E. Dulcey, B. Lin, A. Rolt, Z. Hu, X. Hu, A.Q. Wang, X. Xu, N. Southall, M. Ferrer, W. Zheng, T.J. Liang and J.J. Marugan, J. Med. Chem., 59, 841 (2016); https://doi.org/10.1021/acs.jmedchem.5b00752.
K. Li, W. Zhang, J. Lu, Y. Zhou, J. Yang and W. Wan, Yao Xue Xue Bao, 31, 925 (1996).
J. Xu, L. Xia, P. Ni and J. Fu, Zhongguo Yaoke Daxue Xuebao, 28, 317 (1997).
K. Tasken, B. Lygren, E. Oestensen and J. Klaveness, PCT Int. Appl, WO 2013171332 A2 (2013).
P.A. Carter, S.J. Tapp and N.J. Daniels, Eur. Pat. Appl. EP 494717 A1 (1992).
Y. Kawazu, T. Suzuki, M. Yuasa, Y. Yokomizo, T. Majima, T. Ito, T. Nakashima and A. Nozawa, Antifungal Agents, US Patent 6015925 A (2000).
T.H. Krane Thvedt, K. Kaasa, E. Sundby, C. Charnock and B.H. Hoff, Eur. J. Med. Chem., 68, 482 (2013); https://doi.org/10.1016/j.ejmech.2013.07.043.
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C.A. Lipinski, Drug Discov. Technol., 1, 337 (2004); https://doi.org/10.1016/j.ddtec.2004.11.007.
M.J. Macielaq, eds.: T.J. Dougherty and M.J. Pucci, Chemical Properties of Antibacterials and their Uniqueness, In: Antibiotic Discovery and Development, pp. 801-802 (2012).
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A.U. Rahman, M.I. Choudhary and W.J. Thomson, Bioassay Techniques for Drug Development, Harwood Academic Publishers, Netherland (2001).
V. Tirkey, S. Mishra, H.R. Dash, S. Das, B.P. Nayak, S.M. Mobin and S. Chatterjee, J. Organomet. Chem., 732, 122 (2013); https://doi.org/10.1016/j.jorganchem.2013.02.020.
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