• The Korean Journal of Pesticide Science
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• v.8 no.3
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• pp.175-183
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• 2004

The characteristics of the experimental compound EK-5439 [3-Chloro-2-[4-chloro-2-fluoro-5-(5-methyl-3-phenyl-4,5-dihydroisoxazol-5-yl-methoxy)-phenyl]-4,5,6,7-tetrahydro-2H-indazole] was investigated to characterize as a new herbicide to use in rice field. The selectivity between rice and barnyardgrass was very good when treated from 0 to 4 days after seeding under soil application. In the overflowing experiment, herbicidal efficacy of EK-5439 was stabilized 12 hrs after application. Vertical migrations in submerged paddy soil of EK-5439 and oxadiazon were equally observed below a soil depth of 1 cm under 5 cm/day leaching condition. Half-lives for herbicidal efficacy of EK-5439 and oxadiazon were 6.1, and 9.6 days, respectively, under submerged paddy condition. EK-5439 showed rapid adsorption to the soil clay, such as bentonite.

• The Korean Journal of Pesticide Science
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• v.8 no.2
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• pp.79-87
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• 2004

3-Chloro-2-[4-chloro-2-fluoro-5-(5-methyl-3-phenyl-4,5-dihydroisoxazol-5-ylmethoxy)-phenyl]-4,5,6,7-tetrahy dro-2H-indazole(EK-5439) demonstrated rice selectivity and herbicidal activity on annual weeds, such as Echinochloa oryzicola, Monochoria vaginalis, Lindernia pyxidaria, Rotala indica, Aneilema keisak, Cyperus difformis, and Ludwigia prostrata at doses of 16-63 g a.i./ha. However, the application window was limited from pre-emergence to 5 days after transplanting. The control efficacy of EK-5439 on barnyardgrass was 4 times higher than that of oxadiazon. EK-5439 was excellently safe to the 16 different transplanted rice cultivars treated 2 days after transplanting. These compounds have the mechanism of action on the chlorophyll biosynthesis like protoporphyrinogen IX oxidase inhibitors.

• The Korean Journal of Pesticide Science
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• v.9 no.1
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• pp.23-25
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• 2005

3-Chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydro-2H-indazole, which is the key intermediate of cyclic imide type compounds such as EK 5439 and S-275 series, were practically synthesized by the procedure of hydrolysis of by-products and were produced in the reaction of 2-(2-fluoro-4-chloro-5-hydroxyphenyl)-2,3a,4,5,6,7-hexahydroindazol-3-one with phosgene.