Premium
Synthesis and Fungicidal Activities of New 1,2,4‐Triazolo[1,5‐ a ]pyrimidines
Author(s) -
Chen Qiong,
Liu ZuMing,
Chen ChaoNan,
Jiang LiLi,
Yang GuangFu
Publication year - 2009
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200800168
Subject(s) - carbendazim , chemistry , fungicide , botrytis cinerea , rhizoctonia solani , pyrimidine , triazole , botrytis , stereochemistry , medicinal chemistry , organic chemistry , botany , biology
A series of new acetohydrazone‐containing 1,2,4‐triazolo[1,5‐ 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‐dimethyl[1,2,4]triazolo[1,5‐ a ]pyrimidin‐2‐yl)sulfanyl]‐2′‐[(2‐hydroxyphenyl)methylidene]acetohydrazide ( 2‐17 ), showed a lower EC 50 value (5.34 μg ml −1 ) than that of commercial carbendazim ( EC 50 =7.62 μg ml −1 ). Additionally, compound 2‐17 was also found to display broad‐spectrum fungicidal activities, and its EC 50 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.