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• W3031572128 abstract "Abstract BACKGROUND Pyrisoxazole is a fungicide that has two chiral carbon atoms and four isomers: (3 S ,5 R )‐, (3 R ,5 S )‐, (3 S ,5 S )‐, and (3 R ,5 R )‐pyrisoxazole. RESULTS Pure crystals of four pyrisoxazole isomers were prepared by chiral separation and single‐crystal cultivation. Their absolute configurations were established by X‐ray single crystal diffraction analysis. Bioassays indicated that compound (3 S ,5 R )‐pyrisoxazole showed excellent fungicidal activity with a median effective concentration (EC 50 ) value of 0.14 μg mL −1 and protective activity with an EC 50 value of 13.29 μg mL −1 . These values are superior to the commercial fungicides boscalid and racemic pyrisoxazole. CONCLUSIONS The biological activity of racemic pyrisoxazole is due almost exclusively to the isomer (3 S ,5 R )‐pyrisoxazole; the other three isomers had very low activity. © 2020 Society of Chemical Industry" @default.
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• W3031572128 date "2020-06-22" @default.
• W3031572128 modified "2023-09-26" @default.
• W3031572128 title "Absolute configuration of four chiral isomers of pyrisoxazole and their bioactivity" @default.
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• W3031572128 doi "https://doi.org/10.1002/ps.5928" @default.
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