Design, Synthesis and Biological Activities of N-(Substitutedbenzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) Ureas

doi:10.6023/cjoc201404043

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2296-2303.DOI: 10.6023/cjoc201404043 Previous Articles Next Articles

ARTICLE

N-取代苯甲酰-N'-(5-甲氧基-2-甲硫基嘧啶-4-胺基)(硫)脲的设计、合成及生物活性研究

李成坤^a, 姜林^a, 王悦^a, 万福贤^a, 张沛之^a, 李映^a, 崔紫宁^b

a 山东农业大学化学与材料科学学院泰安 271018;
b 华南农业大学资源环境学院广州 510642

收稿日期:2014-04-24 修回日期:2014-05-20 发布日期:2014-07-02
通讯作者: 李映,ly8049@sdau.edu.cn;崔紫宁,ziningcui@scau.edu.cn E-mail:ly8049@sdau.edu.cn;ziningcui@scau.edu.cn
基金资助:
山东省中青年科学家科研奖励基金(No.BS2011NY013)、山东农业大学青年创新基金(No.23682)、国家自然科学基金(No.21102173)、山东省科技发展计划(No.2013GZX20109)和华南农业大学校长科学基金(No.4200-K13014)资助项目.

Design, Synthesis and Biological Activities of N-(Substitutedbenzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) Ureas

Li Chengkun^a, Jiang Lin^a, Wang Yue^a, Wan Fuxian^a, Zhang Peizhi^a, Li Ying^a, Cui Zining^b

a College of Chemistry and Material Science, Shandong Agricultural University, Taian 271018;
b South China Agricultural University, Guangzhou 510642

Received:2014-04-24 Revised:2014-05-20 Published:2014-07-02
Supported by:
Project supported by the Promotive Research Fund for Excellent Young and Middle-aged Scientists of Shandong Province (No.BS2011NY013), the Innovation Fund for the Youth of Shandong Agricultural University (No.23682), the National Natural Science Foundation of China (No.21102173), the Project of Development of Science and Technology of Shandong Province (No.2013GZX20109) and the President Science Foundation of South China Agricultural University (No.4200-K13014).

1. Design, Synthesis and Biological Activities of N-(Substitutedbenzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) Ureas.PDF(1109KB)

Abstract

In order to find new lead compounds with high effciency, low toxicity and environmental-friendly contribution, a series of novel N-(substituted benzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) ureas were designed and synthesized from substituted benzoic acids, α-methoxyl methyl acetate and ethyl formate. Their structures were confirmed by ¹H NMR, IR and elemental analysis. The preliminary bioassay results indicated that some compounds exhibited considerate fungicidal activity. Among them compounds 10m and 10p showed more than 70% inhibitory rate to Botrytis cinerea and Sclerotinia sclerotiorum at 50 mg/mL, and the inhibitory rate against Sclerotinia sclerotiorum was higher than the control fungicide 95% chlorothalonil. Some compounds showed obvious insect growth regulation activity against 2~3 instar Culex larvae, compounds 10o and 10r showed 97.8% revised uneclosion rate, and compound 10t exhibited 100% insecticidal activity.

Key words: benzoylurea, pyrimidine, chitin, fungicidal activity, insect growth regulation activity

Cite this article

Li Chengkun, Jiang Lin, Wang Yue, Wan Fuxian, Zhang Peizhi, Li Ying, Cui Zining. Design, Synthesis and Biological Activities of N-(Substitutedbenzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) Ureas[J]. Chin. J. Org. Chem., 2014, 34(11): 2296-2303.

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N-取代苯甲酰-N'-(5-甲氧基-2-甲硫基嘧啶-4-胺基)(硫)脲的设计、合成及生物活性研究

Design, Synthesis and Biological Activities of N-(Substitutedbenzoyl)-N'-(5-methoxyl-2-methylsulfanylpyrimidin-4-amino)(thio) Ureas

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