Synthesis and Fungicidal Activities of 1-[(Un)substituted phenyl]-4-(pyrazol-5-ylcarbony)semicarbazide

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (10): 1836-1840. Previous Articles Next Articles

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1-芳基-4-吡唑-5-酰基氨基脲类化合物的合成及杀菌活性

谭成侠^*,a ; 潘丽艳^a; 丁成荣^a ; 来虎钦^a;
翁建全^a; 周瑛^a; 欧晓^明b

(a浙江工业大学化学工程与材料学院杭州 310032)
(b国家南方农药创制中心湖南基地生测部长沙 410007)

收稿日期:2007-12-31 修回日期:2008-04-03 发布日期:2008-10-20
通讯作者: 谭成侠*,

Synthesis and Fungicidal Activities of 1-[(Un)substituted phenyl]-4-(pyrazol-5-ylcarbony)semicarbazide

TAN, Cheng-Xia^*,a ; PAN, Li-Yan^a; DING, Cheng-Rong ^a; LAI, Hu-Qin ^a;
WENG, Jian-Quan^a ; ZHOU, Ying^a; OU, Xiao-Ming^b

(a College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014)
(b Bioassay Department, Hunan Branch of National Southern Pesticide Research Centre, Changsha 410007)

Received:2007-12-31 Revised:2008-04-03 Published:2008-10-20
Contact: TAN, Cheng-Xia

Abstract

In order to find new pyrazole leading compounds, 14 1-[(un)substituted phenyl]-4-(pyrazol- 5-ylcarbony)semicarbazide devivatives were synthesized from 4-chloro-3-ethyl-1-methyl-5-pyrazole car-bonydrazide and substituted phenylisocyanate. The structures of all the new compounds were confirmed by 1H NMR, IR, MS and elemental analysis. The preliminary bioassays indicated that, at 500 (g/mL, 1-(o-tolyl)-4-(4-chloro-3-ethyl-1-methylpyrazol-5-ylcarbonyl)semicarbazide (4g) and 1-(2,4-dimethyl- phenyl)-4-(4-chloro-3-ethyl-1-methylpyrazol-5-ylcarbonyl)semicarbazide (4k) showed inhibitory activities 90% and 80% against Blumeria graminis, respectively; and at 25 (g/mL, 4-phenyl-4-(4-chloro-3-ethyl-1- methylpyrazol-5-ylcarbonyl)semicarbazide (4c) showed inhibitory activity 70.1% against Botrytis cinerea and 1-(2-nitro-phenyl-4-(4-chloro-3-ethyl-1-methylpyrazol-5-ylcarbonyl)semicarbazide (4d) showed inhibi-tory activitiy 51.3% against Pyricularia oryzae.

Key words: semicarbazide, pyrazole, fungicidal activity

Cite this article

TAN, Cheng-Xia^*,a ; PAN, Li-Yan^a; DING, Cheng-Rong ^a; LAI, Hu-Qin ^a;
WENG, Jian-Quan^a ; ZHOU, Ying^a; OU, Xiao-Ming^b
. Synthesis and Fungicidal Activities of 1-[(Un)substituted phenyl]-4-(pyrazol-5-ylcarbony)semicarbazide[J]. Chin. J. Org. Chem., 2008, 28(10): 1836-1840.

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1-芳基-4-吡唑-5-酰基氨基脲类化合物的合成及杀菌活性

Synthesis and Fungicidal Activities of 1-[(Un)substituted phenyl]-4-(pyrazol-5-ylcarbony)semicarbazide

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