Synthesis and fungicidal activity of tubulin polymerisation promoters. Part 2: Pyridazines

被引：34

作者：

Lamberth, Clemens ^{[1
]}

Trah, Stephan ^{[1
]}

Wendeborn, Sebastian ^{[1
]}

Dumeunier, Raphael ^{[1
]}

Courbot, Mikael ^{[1
]}

Godwin, Jeremy ^{[1
]}

Schneiter, Peter ^{[1
]}

机构：

[1] Syngenta Crop Protect AG, Crop Protect Res, CH-4332 Stein, Switzerland

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2012年 / 20卷 / 09期

关键词：

Tubulin; Pyridazine; Heterocycle; Fungicide; Crop protection; HETEROCYCLIC STEROIDS; ETHABOXAM;

D O I：

10.1016/j.bmc.2012.03.035

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Special tetrasubstituted pyridazines are potent fungicides by promoting the tubulin polymerisation, hereby disrupting the microtubule dynamics in the fungus. They are monocyclic analogs of similar substituted triazolopyrimidines and pyridopyrazines with the same mode of action. The fungicidal activity of these pyridazines was evaluated against the plant pathogens Botrytis cinerea (grey mould), Mycosphaerella graminicola (wheat leaf blotch) and Alternaria solani (potato and tomato early blight). Structure-activity relationship studies revealed the importance of a methyl and a chlorine substituent next to both ring nitrogen atoms and two aryl or heteroaryl groups in the other two pyridazine positions. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：2803 / 2810

页数：8

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