Synthesis, Structure, and Antibacterial Activity of Novel 5-Arylpyrazole Derivatives

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Contents Vol 61(3)

doi:10.1071/CH07253

Synthesis, Structure, and Antibacterial Activity of Novel 5-Arylpyrazole Derivatives

Xin-Hua Liu ^A, Peng-Cheng Lv ^B, Bo Li ^A, Hai-Liang Zhu ^A ^B ^D, Bao-An Song ^C

^A Key Laboratory of Anhui Educational Department, Anhui University of Technology, Maanshan, 243002, P. R. China.
^B State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, P. R. China.
^C Key Laboratory of Green Pesticide and Agriculture Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, P. R. China.
^D Corresponding author. Email: zhuhl@nju.edu.cn





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Australian Journal of Chemistry 61(3) 223–230 http://dx.doi.org/10.1071/CH07253
Submitted: 20 July 2007 Accepted: 7 February 2008 Published online: 26 March 2008

Abstract

A series of novel 1-(acetyl,carboxamide,carbothioamide)substituted-5-(substituted-phenyl)-3-methy-4,5-dihydropyrazole derivatives have been synthesized and characterized by ¹H NMR, IR, ESI-MS, and elemental analysis. Compounds 6h and 6q were further characterized by single crystal X-ray structural analysis. All of the compounds have been screened for their antibacterial potential in vitro against Bacillus subtilis ATCC 6633, Escherichia coli ATCC 35218, Pseudomonas fluorescens ATCC 13525, and Staphylococcus aureus ATCC 6538. Among the tested compounds, some of them display significant activity against the tested strains, and compounds 5ac and 6h show potent activity with a minimum inhibitory concentration value of 1.562 μg mL^–1 against B. subtilis ATCC 6633, which is comparable to the positive control penicillin. Structure–effect relationships are also discussed based on the experimental data.