Synthesis and fungicidal activity of fluorine-containing chlorothalonil derivatives

被引：20

作者：

Guan, Aiying ^{[1
]}

Liu, Changling ^{[1
]}

Huang, Guang ^{[1
]}

Li, Huichao ^{[1
]}

Hao, Shulin ^{[1
]}

Xu, Ying ^{[1
]}

Xie, Yong ^{[1
]}

机构：

[1] Shenyang Res Inst Chem Ind Co Ltd, State Key Lab Discovery & Dev Novel Pesticide, Shenyang 110021, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2014年 / 160卷

关键词：

Fluorine-containing chlorothalonil derivatives; IDM; Synthesis; Fungicidal activity; DRUGS;

D O I：

10.1016/j.jfluchem.2014.01.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Fourteen new fluorine-containing chlorothalonil derivatives were synthesized by using intermediate derivatization method (IDM) in order to discover novel antifungal compounds for controlling corn rust. The structures of synthesized compounds were confirmed by H-1 NMR, C-13 NMR, F-19 NMR, elemental analysis, HRMS and X-ray. The bioassay results indicated that compound 2,4,5-trichloro-6-(2,6-dichloro-4-[trifluoromethyl]phenylamino)isophthalonitrile (3j, R-n is 2,6-Cl2-4-CF3) had the optimal structure with best fungicidal activity against corn rust (98%, 70% controls) at 25 and 6.25 mg/L concentration, respectively, much better than chlorothalonil and fluazinam, highlighting the importance of trifluoromethyl group on 4-position of benzene ring. The structure-activity relationship of the synthesized compounds was discussed as well. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：82 / 87

页数：6

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