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Frontiers of Chemistry in China

ISSN 1673-3495

ISSN 1673-3614(Online)

CN 11-5726/O6

Front. Chem. China    2008, Vol. 3 Issue (4) : 418-421    https://doi.org/10.1007/s11458-008-0075-3
Synthesis and fungicidal activity of novel 3,5-diarylpyrazole derivatives
LIU Xinhua1, ZHU Jing1, PAN Chunxiu1, LI Bo1, SONG Bao‘an2
1.School of Chemistry and Chemical Engineering, Anhui University of Technology; 2.Key Laboratory of Green Pesticide and Agriculture Bioengineering, Ministry of Education
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Abstract (E)-3-(2-chlorophenyl)-1-(2,4-dichlorophenyl)prop-2-en-1-one was prepared from 2-chlorobenzaldehyde followed by cyclization with hydrazine monohydrate. Eight new 3-(2,4-Di-chlorophenyl)-5-(2-chlorophenyl)-4,5- dihydro-N-acylpyrazole derivatives were synthesized and characterized by elemental analysis, IR and 1H NMR spectroscopy. The experimental results show that the inhibition ratio of compounds 3f towards H. Oryzae and P. oryzae at 50 mg·L-1 is 55.2% and 57.1%, respectively. The inhibition ratio of compounds 3g towards H. Oryzae, P. oryza, S. Sclerotiorum at 50 mg·L-1 is 53.3%, 60.0%, 50.4% respectively.
Issue Date: 05 December 2008
 Cite this article:   
ZHU Jing,LIU Xinhua,SONG Bao‘, et al. Synthesis and fungicidal activity of novel 3,5-diarylpyrazole derivatives[J]. Front. Chem. China, 2008, 3(4): 418-421.
 URL:  
https://academic.hep.com.cn/fcc/EN/10.1007/s11458-008-0075-3
https://academic.hep.com.cn/fcc/EN/Y2008/V3/I4/418
1 Tanitame A, Oyamada Y, Ofuji K, Kyoya Y, Suzuki K, Ito H, Kawasaki M, Nagai K, Wachid M, Yamagishi J I . Design, synthesis and structure–activityrelationship studies of novel indazole analogues as DNA gyrase inhibitorswith Gram-positive antibacterial activity. Bioorg Med Chem Lett, 2004, 14: 2857–2862.
doi:10.1016/j.bmcl.2004.03.044
2 Bekhita A A, Abdel-Aziem T . Design, synthesis and biologicalevaluation of some pyrazole derivatives as anti-inflammatory-antimicrobialagentsBioorg Med Chem, 2004, 12: 1935–1945
3 Lee C S, Allwine D A, Barbachyn M R, Grega K C, Dolak L A, Ford C W, Jensen R M, Seest E P, Hamel J C, Schaadt R D, Stapert D, Yagi B H, Zurenkoc G E, Genina M J, Carbon–carbon-linked(pyrazolylphenyl) oxazolidinones with antibacterial activity againstmultiple drug resistant gram-positive and fastidious gram-negativebacteria. Bioorg Med Chem, 2001, 9: 3243–3252.
doi:10.1016/S0968-0896(01)00233-4
4 Tanitame A, Oyamada Y, Ofuji K, Fujimoto M, Suzuki K, Ueda T, Terauchi H, Kawasaki M, Nagai K, Wachie M, Yamagishib J I . Synthesis and antibacterialactivity of novel and potent DNA gyrase inhibitors with azole ring. Bioorg Med Chem, 2004, 12: 5515–5524.
doi:10.1016/j.bmc.2004.08.010
5 Boyer F E, Vara Prasad J V N, Choy A L, Chupak L, Dermyer M R, Synthesis and SAR of novel conformationally-restrictedoxazolidinones possessing Gram-positive and fastidious Gram-negativeantibacterial activity. Part 1: Substituted pyrazoles. Bioorg Med Chem Lett, 2007, 17: 4694–4701.
doi:10.1016/j.bmcl.2007.05.056
6 Tanitame A, Oyamada Y, Ofuji K, Terauchi H, Kawasaki M, Wachic M Yamagishi J, Synthesis and antibacterial activity of a novel seriesof DNA gyrase inhibitors: 5-[(E)-2-arylvinyl]pyrazoles. Bioorg Med Chem Lett, 2005, 15: 4299–4306
7 Liu X H, Pin C, Song B A, Pinaki S B, Zhu H L, wang S F, Novel 1-(5-substituted-3-substituted-4,5-dihydropyrazol-1-yl)ethanoneoxime ester derivatives:synthesis, structure and antibacterial activity. Bioorg Med Chem Lett, 2008, 16: 4075–4082
8 Liu X H, Li B, ZhuH L, Song B A . Novel 5-arylpyrazole derivatives: synthesis, structure, and antibacterial activity. Austra J Chem, 2008, 61: 223–230.
doi:10.1071/CH07253
9 Liu X H, Song B A, Zhu H L, Zuo R B, Synthesis,characterization andantibacterial activity of new 3, 5-diaryl pyrazoleoxime ester derivatives. Chin J Chem, 2008, 26: 505–509.
doi:10.1002/cjoc.200890095
10 Liu X H, Zhi L P, Song B A . Novel 5-aryl pyrazole oxime ester derivatives: synthesis,structure and antibacterial activity. ChemRes Chinese U, 2008, 24(4): .
doi: 1005-9040(2008)-03-001-07
11 Liu X H, Wang S F, Song B A . Synthesis and bactericidal activities of novel pyrazole-1-carbothioamidederivatives. Front Chem China, 2007, 2(3): 311–314.
doi:10.1007/s11458-007-0057-x
12 Liu X H, Bai L S, Wang S F . Synthesis and antibacterial activity of 5-(2-hydroxyphenyl)-3-methylaminopyrazole. Chin J Synth Chem, 2006, 14(2): 147–149 (in Chinese)
13 Liu X H, Bau L S, Wang S F . Synthesis of 5-(2- hydroxy-6-methoxylphenyl)-3-methyl-4,5-dihydropyrazole-1-carbothioamide derivatives. Chin J Synth Chem, 2006, 14(3): 272–274 (in Chinese)
14 Liu X H . Synthesis and fungicide activity of novel arylpyrazole derivatives. Chin J Synth Chem, 2007, 15(2)212–215 (in Chinese)
15 Liu X H, Zhu J, Pan C X, Song B A . Synthesisand fungicide activity of novel 5-arylpyrazole derivatives. Chin J Appl Chem, 2007, 24(10): 1162–1166 (inChinese)
16 Liu X H . Synthesis and characterize of 5-(2-hydroxy-6-methoxylphenyl)-3-methylaminopyrazole. J Anhui Univ Technol, 2006, 23(3): 275–277 (in Chinese).
doi: 10.1007/s11771-006-0123-4
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