Masatsugu Oda

N-(1,1,3-トリメチルインダン-4-イル) カルボン酸アミド系殺菌剤の構造活性相関

pyrazine-3-carboxamides, furan-3-carboxamides, pyrazole-4-carboxamides and thiazole-5carboxamides gave as high activity against both diseases in pot tests and SDC of Botrytis cinerea in an enzyme test as the 2-substituted pyridine-3-carboxamides. 2, 5-Dimethylfuran-3carboxamide gave activity against both diseases and SDC as high as 2-methylfuran-3-carboxamide, whereas the activities of 2, 4-dimethyl and 2, 4, 5-trimethylfuran derivatives were extremely low against grey mold in a pot test. Pyrazole-4-carboxamides and thiazole-5carboxamides showed the same substituent effects as the furan derivatives. Among the compounds of this series, 4-methylthiazole-5-carboxamide (BC340) and 2-chloropyridine-3carboxamide (BC723) were most potent against both diseases.

Synthesis and biological activity of a novel fungicide, pyraziflumid

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.