Synthesis and Fungicidal Activities of New 1,2,4‐Triazolo[1,5‐a]pyrimidines |
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| Authors: | Qiong Chen Zu‐Ming Liu Chao‐Nan Chen Li‐Li Jiang Guang‐Fu Yang |
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| Institution: | 1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P.?R. China, (phone: +86‐27‐67867800;2. fax: +86‐27‐67867141) |
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| Abstract: | A series of new acetohydrazone‐containing 1,2,4‐triazolo1,5‐a]pyrimidine derivatives were designed and synthesized for the purpose of searching for novel agrochemicals with higher fungicidal activity. Their in vitro fungicidal activities against Rhizoctonia solani were evaluated, and the most promising compound, 2‐(5,7‐dimethyl1,2,4]triazolo1,5‐a]pyrimidin‐2‐yl)sulfanyl]‐2′‐(2‐hydroxyphenyl)methylidene]acetohydrazide ( 2‐17 ), showed a lower EC50 value (5.34 μg ml?1) than that of commercial carbendazim (EC50=7.62 μg ml?1). Additionally, compound 2‐17 was also found to display broad‐spectrum fungicidal activities, and its EC50 value (4.56 μg ml?1) against Botrytis cinereapers was very similar to that of carbendazim. Qualitative structure–activity relationships (QSARs) of the synthesized compounds were also discussed. |
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| Keywords: | 1 2 4‐Triazolo[1 5‐a]pyrimidines Acetohydrazides Fungicidal activity Agrochemicals Qualitative structure– activity relationship (QSAR) X‐Ray crystallography |
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