Synthesis and biological activity of a novel fungicide, pyraziflumid

Masatsugu Oda; Takashi Furuya; Yukio Morishita; Yoshihiro Matsuzaki; Motohiro Hasebe; Nobutaka Kuroki

doi:10.1584/jpestics.D17-041

Original Articles

Synthesis and biological activity of a novel fungicide, pyraziflumid

Masatsugu Oda , Takashi Furuya, Yukio Morishita, Yoshihiro Matsuzaki, Motohiro Hasebe, Nobutaka Kuroki

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Keywords: pyraziflumid, NNF-0721, 3-(trifluoromethyl)pyrazine-2-carboxamide, SDHI, fungicide, structure-activity relationships

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2017 Volume 42 Issue 4 Pages 151-157

DOI https://doi.org/10.1584/jpestics.D17-041

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Abstract

Pyraziflumid was discovered as a novel SDHI fungicide chemically characterized by the 3-(trifluoromethyl)pyrazine-2-carboxamide group. This chemical series showed particularly high fungicidal activities against a broad spectrum of plant diseases in the case of N-(biphenyl-2-yl) as well as N-(1,1,3-trimethylindan-4-yl)carboxamides. Various N-(biphenyl-2-yl)pyrazine-2-carboxamides were synthesized, and their structure–activity relationships were studied. The optimization of the fungicidal performance of the series finally led to the identification of pyraziflumid, which could control a wide range of plant diseases. In this report, details of the structure–activity relationships from the lead compound to pyraziflumid are described.

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