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Synthesis and Biological Activities of Novel 1,3,4-Thiadiazole Amide Derivatives Containing Piperazine |
ZHANG Xian,ZHU Xue-song,LIU Min, XIE Yan,WANG Zhong-bo,XUE Wei |
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Bioengineering of Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, China |
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Abstract Fifteen novel 1,3,4-thiadiazole amide compounds containing piperazine were synthesized using aminothiourea and carbon disulfide as the starting materials. The structures were characterized by 1H NMR,13C NMR,IR, ESI-MS and elemental analysis. The bioassay results indicated that N-{5-[(2,4-dichlorobenzyl)thio]-1,3,4thiadiazol-2-yl}-2-(4-methylpiperazin-1-yl)acetamide(6b) and N-【5-{[4-(trifluoromethoxy)benzyl]thio}-1,3,4-thiadiazol-2-yl】-2-(4-methylpiperazin-1-yl)acetamide(6e) demonstrated inhibitory effects on Xan-thomonas campestris pv.oryzae with EC50of 17.5 μg·mL-1 and 19.8 μg·mL-1, respectively. N-{5-[(3-methylbenzyl)thio]-1,3,4-thiadiazol-2-yl}-2-(piperazin-1-yl)acetamide(6k) showed certain antiviral activity against tobacco mosaic virus at 500 μg·mL-1.
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Received: 04 December 2014
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[1] |
. [J]. Chinese Journal of Synthetic Chemistry, 2015, 23(12): 0-0. |
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