jf6b05580_si_001.pdf (63.5 kB)
Design, Synthesis, and Structure–Activity Relationship of New Pyrimidinamine Derivatives Containing an Aryloxy Pyridine Moiety
journal contribution
posted on 2017-01-25, 00:00 authored by Aiying Guan, Changling Liu, Wei Chen, Fan Yang, Yong Xie, Jinbo Zhang, Zhinian Li, Mingan WangThe
pyrimidinamine diflumetorim is an ideal template for the discovery
of agrochemical lead compounds due to its unique mode of action, novel
chemical structure, and lack of reported resistance. To develop a
new pyrimidinamine fungicide effective against cucumber downy mildew
(CDM), a series of new pyrimidinamine derivatives containing an aryloxy
pyridine moiety were designed and synthesized by employing the recently
reported intermediate derivatization method (IDM). The structures
of all compounds were identified by 1H NMR, elemental analyses,
HRMS, and X-ray diffraction. Bioassays demonstrated that some of the
title compounds exhibited excellent fungicidal activities against
CDM. Compound 9 gave the best activity (EC50 = 0.19 mg/L), which is significantly better than the commercial
fungicides diflumetorim, flumorph, and cyazofamid. The relationship
between structure and fungicidal activity of the synthesized pyrimidinamines
was explored. The study showed that compound 9 is a promising
fungicide candidate for further development.
History
Usage metrics
Categories
Keywords
compound 9fungicide candidatefungicides diflumetorimtitle compoundspyrimidinamine diflumetorimX-ray diffractionaryloxy pyridine moiety1 H NMRfungicidal activitiesCompound 9IDMNew Pyrimidinamine Derivatives ContainingEC 50fungicidal activityderivatization methodpyrimidinamine derivativesnovel chemical structureCDMAryloxy Pyridine Moietypyrimidinamine fungicidecucumber downy mildewHRMS
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC