Studies of the New Herbicide KIH-6127. Part III. Synthesis and Structure-Activity Studies of Analogues of KIH-6127 against Barnyard Grass ( Echinochloa oryzicola )*

✍ Scribed by Tamaru, Masatoshi; Masuyama, Naoshi; Sato, Masahiro; Takabe, Fumiaki; Inoue, Jun; Hanai, Ryo

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 336 KB
• Volume: 49
• Category: Article
• ISSN: 1526-498X
• DOI: 10.1002/(sici)1096-9063(199701)49:1<76::aid-ps491>3.0.co;2-e

✦ Synopsis

The previously evaluated prototype, methyl 6-acetyl-2-[(4,6dimethoxypyrimidin-2-yl)oxy]benzoate, was modiÐed by the introduction of an oximino group. Further extensive synthetic modiÐcations were then made to the 6-alkyl moiety (R1), the ester moiety (R2), the alkoxyimino moiety (R3), the bridge-atom (X) and the 4,6-disubstituted-pyrimidine moiety (A, B, Z). StructureÈ activity relationships of the synthesized compounds were studied by examining their herbicidal activity against Barnyard grass (Echinochloa oryzicola) in paddy rice at various growth stages, including pre-emergence. The novel herbicide methyl 2-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-[1-(methoxyimino)ethyl]benzoate, (KIH-6127) was found to be the most e †ective compound. The commercial development of this compound is currently in progress.