Design, Synthesis, and Structure–Activity Relationship
of New Pyrimidinamine Derivatives Containing an Aryloxy Pyridine Moiety
Aiying Guan
Changling Liu
Wei Chen
Fan Yang
Yong Xie
Jinbo Zhang
Zhinian Li
Mingan Wang
10.1021/acs.jafc.6b05580.s001
https://acs.figshare.com/articles/journal_contribution/Design_Synthesis_and_Structure_Activity_Relationship_of_New_Pyrimidinamine_Derivatives_Containing_an_Aryloxy_Pyridine_Moiety/4622290
The
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 <sup>1</sup>H NMR, elemental analyses,
HRMS, and X-ray diffraction. Bioassays demonstrated that some of the
title compounds exhibited excellent fungicidal activities against
CDM. Compound <b>9</b> gave the best activity (EC<sub>50</sub> = 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 <b>9</b> is a promising
fungicide candidate for further development.
2017-01-25 00:00:00
compound 9
fungicide candidate
fungicides diflumetorim
title compounds
pyrimidinamine diflumetorim
X-ray diffraction
aryloxy pyridine moiety
1 H NMR
fungicidal activities
Compound 9
IDM
New Pyrimidinamine Derivatives Containing
EC 50
fungicidal activity
derivatization method
pyrimidinamine derivatives
novel chemical structure
CDM
Aryloxy Pyridine Moiety
pyrimidinamine fungicide
cucumber downy mildew
HRMS