Development of The New Turf Herbicide Methiozolin

Abstract

-5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydro-isoxazole) is a new turf herbicide in isoxazoline chemistry. The herbicide controls grass weeds and has a high safety to various cool and warm season turfgrasses. This paper describes basic chemical, biological, and regulatory information of methiozolin.

Methiozolin sorption and mobility in sand-based root zones

“…Methiozolin has a water solubility of 3.4 mg L −1 and a log K ow value of 3.9, indicating that it is hydrophobic. 5,14 Methiozolin does not have an ionizable functional group ( Fig. 1) and therefore is not readily affected by pH or electrostatic interactions with soil colloids.…”

“…) is a herbicide of the isoxazoline class . Methiozolin selectively controls annual bluegrass ( Poa annua L.) in creeping bentgrass ( Agrostis stolonifera L.) and hybrid bermudagrass ( Cynodon dactylon × C. transvaalensis Burtt‐Davy) . Currently, there are few options for selective annual bluegrass control in these turfgrasses, especially in golf course putting greens.…”

“…Herbicide water solubility and octanol–water partitioning coefficient ( K ow ) are predictive of soil sorption and mobility. Methiozolin has a water solubility of 3.4 mg L −1 and a log K ow value of 3.9, indicating that it is hydrophobic . Methiozolin does not have an ionizable functional group (Fig.…”

Anaerobic Degradation of [14C]Methiozolin under Aquatic Sediment Conditions

“…8 Some reports have been published on the toxicity of methiozolin in animals, and the results revealed a high acute oral toxicity (LD 50 > 2000 mg/kg); a no-observed-adverseeffect-level of 5000 mg/kg was determined with a repeated dietary intake of methiozolin. 5,9 Hwang et al 10 performed an adsorption, distribution, excretion, and metabolism study using radioactive compounds labeled at two different positions, revealing the fast absorption in the gastrointestinal tract, rapid distribution through tissues, and excretion from the urine and feces within 48 h. In the environmental studies, including the aerobic soil metabolism analysis, 8 the compound rapidly degraded under aerobic conditions within ∼49 days of the half-life, and some metabolites were identified using a reversed-phase C18 column but accounted for <10% of the total applied radioactivity (AR). In this study, the low concentrations prevented the metabolites from being identified.…”

“…Methiozolin, developed by the Moghu Research Center (Daejeon, Korea), is a novel herbicide that has been used to control annual bluegrass, a major problematic weed on golf courses, since 2010. − Methiozolin is an isoxazoline compound and has been reported to be effective for controlling weeds . In addition, Hwang et al reported that methiozolin shows good selectivity with minimal turf injury and can effectively control perennial weeds by completely inhibiting biosynthesis and limiting plant growth. , However, its mode of action in target weeds remains poorly understood …”