Abstract
A series of novel phenyl methoxyacrylate derivatives containing a 2-alkenylthiopyrimidine substructure were designed, synthesized, and evaluated in terms of acaricidal activity. The structures of the title compounds were identified by 1H NMR, 13C NMR and high-resolution mass spectra (HRMS). Compound (E)-methyl 2-(2-((2-(3,3-dichloroallylthio)-6-(trifluoromethyl)pyrimidin-4-yloxy)methyl)phenyl)-3-methoxyacr-ylate (4j) exhibited significant acaricidal activity against Tetranychus cinnabarinus (T. cinnabarinus) in greenhouse tests possessing nearly twice the larvicidal and ovicidal activity compared to fluacrypyrim. Furthermore, the results of the field trials demonstrated that compound 4j could effectively control Panonychuscitri with long-lasting persistence and rapid action. The toxicology data in terms of LD50 value confirmed that compound 4j has a relatively low acute toxicity to mammals, birds, and honeybees.
Highlights
Around 300,000 to 500,000 species of mites are distributed all over the world
Compound 4j has shown the best acaricidal activity, so we examined the field-trial potential of a new acaricide candidate, compound 4j ((E)-methyl
The reaction progress was monitored by thin-layer chromatography (TLC) on silica gel GF254 (Tianzhe, Qingdao, China), and the spots were visualized with ultraviolet (UV) light (Gonyi, Zhengzhou, China)
Summary
Around 300,000 to 500,000 species of mites are distributed all over the world. Due to the improper and frequent use of pesticides and a series of characteristics of mites themselves, such as the short generation cycle, rapid reproduction, high inbreeding rate, and high mutation rate, mites have already developed more and more serious resistance to the existing acaricides [9,10,11]. It is reported that 53 species of resistant ticks exist in the world [6]. There is an urgent need for continually discovering and developing new acaricides with improved activity to safeguard crops against mites. Fluacrypyrim, the first strobilurin acaricide, was discovered by
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