• The Korean Journal of Pesticide Science
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• v.9 no.1
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• pp.81-87
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• 2005

Ethaboxam[(RS)-N-(a-cyano-2-thenyl)-4-ethyl-2-(ethylamino)-1,3-thiazole-5-carboximide] is a novel fungicide with high level of activity against Oomycetes fungi. The control effects of ethaboxam technical and various ethaboxam formulations were investigated against P. brassicae, the causal agent of clubroot disease in Chinese cabbage. When ethaboxam was applied to infested soil, club formation caused by P. brassicae was strongly inhibited at 8.33 mg/L soil and $EC_{50}$ of ethaboxam was 2.65 mg/L soil. Five ethaboxam formulations [10% suspension concentrate (SC), 15% SC, 2% granule (GR), 5% GR, 25% wettable powder] and mixture formulation of ethaboxam and metalaxyl (3%+1% GR) exhibited good efficacy against the pathogen. 10% SC, 15% SC, and 2% GR formulations of ethaboxam showed better disease controlling efficacy on Chinese cabbage clubroot than the other formulations. The $EC_{50}$ values of 10% SC, 15% SC, and 2% GR formulations of ethaboxam were 3.72 mg AI/L soil, 1.1 mg AI/L soil, and 4.95 mg AI/L soil, respectively. Among them, soil drenching application by 15% SC formulation of ethaboxam exhibited the most in vivo antifungal activity on P. brassicae. These results indicate that ethaboxam has a high potential for the control of clubroot disease.

• The Plant Pathology Journal
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• v.22 no.3
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• pp.303-308
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• 2006

Ethaboxam is a fungicide controlling plant diseases caused by Oomycetes. Efforts were made to improve its fungicidal activity applying formulation technology. Fungicidal activity of ethaboxam against cucumber downy mildew caused by Pseudoperonospora cubensis was improved by incorporating polyoxyethylene cetyl ether (PCE) in a wettable powder formulation. It was found that the optimum combination ratio of PCE and ethaboxam was 3:1, and a tank-mix of $150{\mu}g/ml$ of ethaboxam and $450{\mu}g/ml$ of PCE would be as good as the standard 25 % WP formulation diluted to $250{\mu}g/ml$ ethaboxam without PCE in controlling cucumber downy mildew. Based on this results, a wettable powder (WP) co-formulation containing 15% of ethaboxam and 45% of PCE was developed in this study, and tested for its performance in the fields. This co-formulation showed significant improvement in persistence of fungicidal activity and curative efficacy of ethaboxam against cucumber downy mildew. The improved control efficacy was also confirmed for control of grape downy mildew caused by Plasmopara viticola and potato late blight caused by Phytophthora infestans in the field tests.

• Journal of Microbiology and Biotechnology
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• v.13 no.1
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• pp.43-49
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• 2003

Metabolism of a new fungicide ethaboxam by soil fungi was studied. Among the fungi tested, Cunninghamelia elegans produced metabolites from ethaboxam, which were not found in the control experiments. M5, a major metabolite from ethaboxam was firmly identified as N-deethylated ethaboxam by LC/MS/MS and NMR. N-Deethylated ethaboxam has been found as a single metabolite in in vitro metabolism with rat liver microsomes. Ml was proved to be 4-ethyl-2-(ethylamino)-1,3-thiazole-5-carboxamide (ETC) by comparing with the authentic compound. In addition, M2, M3, and M4, and M6 were tentatively Identified by LC/MS/MS as hydroxylated and methoxylated ethaboxams, respectively. Production of the major metabolite, N-deethylated ethaboxam, by the fungus suggested that C. elegans would be an efficient eukaryotic microbial candidate for evaluating xenobiotic-driven mammalian risk assessment.

• The Plant Pathology Journal
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• v.19 no.3
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• pp.143-147
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• 2003

Sensitivity of Phytophthora infestans isolates to fungicides metalaxyl and ethaboxam in Korea was examined with 260 isolates for 3 years (9 isolates in 2000,93 isolates in 2001, and 158 isolates in 2002). Both Al and A2 mating types were found from the isolates collected for 3 years. Al mating type was dominant in the population with 8 isolates (88.9%) in 2000, 84 isolates (89.4%) in 2001, and 138 isolates (87.3%) in 2002. Only some isolates from diseased tomatoes in Buyergun and diseased potatoes in Pyeongchanggun were of the A2 mating type. As for metalaxyl sensitivity, 77.0% of the isolates were moderately resistant with 8 isolates (88.9%) in 2000, 73 isolates (77.7%) in 2001, and 120 isolates (75.9%) in 2002. Meanwhile, those found resistant were 1 isolate (11.1%) in 2000, 16 isolates (17.0%) in 2001, and 33 isolates (20.9%) in 2002. Only 5 isolates (3.2%) were sensitive to metalaxyl in 2002. There was no significant difference in the sensitivity among years. As for ethaboxam, no isolate was able to grow at 5.0 $\mu\textrm{g}$ /ml, and only four isolates (1.5 %) grew at 1.0 $\mu\textrm{g}$ /ml with heavy retardation compared with the untreated control. Based on these 3-year results, the minimum inhibitory concentration (MIC) of ethaboxam to p. infestans was determined to be 0.2-1.0 $\mu\textrm{g}$ /ml. Results indicate that resistance development by p. infestans to ethaboxam is not likely to occur in the natural condition. furthermore, there was no indication of cross resistance between metalaxyl and ethaboxam because all the isolates, regardless of classification for their sensitivity to metalaxyl, were not able to grow at 5.0 $\mu\textrm{g}$ /ml of ethaboxam.

• Proceedings of the Korean Society of Plant Pathology Conference
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• 2004.10a
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• pp.36-38
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• 2004

Ethaboxam is a new fungicidal active ingredient that inhibits growth of plant pathogens specifically belonging to Oomycetes with protective, curative, systemic and translaminar activity in plants. Modes of action studies revealed that ethaboxam simultaneously inhibits cytoskeleton formation and mitochondrial respiration of Phytophthora infestans at low concentrations. There have been no indications of resistance development when tested for baseline resistance monitoring to 261 isolates of P. infestans in Korea and Europe and 150 populations of Plasmopara viticola populations in Europe for 3 years since 2000. In a selective study with vine trees artificially inoculated with P. viticola repeatedly for 10 generations in greenhouse, there have been no changes in sensitivity to ethaboxam among four natural populations of P. viticola. Furthermore, ethamoxam has not shown any cross resistance with azoxystrobin, mefenoxam, dimethomorph and cymoxanil. Based on the study results from modes of action and resistance development, ethaboxam appears to be unlikely to develop resistance in field applications.

• Proceedings of the Korea Society of Environmental Toocicology Conference
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• 1999.05a
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• pp.55-55
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• 1999

• The Korean Journal of Pesticide Science
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• v.18 no.4
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• pp.330-335
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• 2014

This study was conducted to investigate residue levels of chlorantraniliprole and ethaboxam in inner part and outer leaves of a head-type Korean cabbage. Further, reduction of residues was measured after water washing, blanching and heat-cooking of the outer leaves. For chlorantraniliprole, residues in inner part and outer leaves were <0.01 mg/kg and 0.0757 mg/kg, respectively, in case of three-time spraying 30 days before harvest and <0.01 mg/kg and 1.19 mg/kg, respectively, in case of four-time spraying 10 days before harvest; for ethaboxam, <0.05 mg/kg and 0.216 mg/kg, respectively and <0.05 mg/kg and 1.18 mg/kg, respectively. Chlorantraniliprole and ethaboxam were not detected in inner part of the head-type Korean cabbage. Residue levels in outer leaves were very high as 10-100 fold as those in inner part of the cabbage. Therefore, there is no concern for safety of pesticide residues on kimchi prepared with the inner part of a head-type Korean cabbage. In addition, it needs to be noted that outer leaves should be carefully removed at harvest of the cabbage. Outer leaves water washed and blanched are called as Woogeogi, which is consumed after heat-cooking. In Woogeogi, residue concentrations of two compounds reduced to less than 10%, and further less than 5% by heat-cooking. This indicates that considerable amount of the test pesticide residues in outer leaves of a head-type Korean cabbage removed through water washing, blanching and heat-cooking.

• The Plant Pathology Journal
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• v.15 no.1
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• pp.48-52
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• 1999

Ethaboxam is the first proprietary fungicide developed in Korea, registered in 1998 and commercialized in 1999 by LG Chemical Ltd., Korea. It is a derivative of aminothiazole carboxamide and formulated into 25% wettable powder for practical application in fields. Ethaboxam effectively controlled cucumber downy mildew caused by Pseudoperonospora cubensis, potato late blight caused by Phytophthora infestans, and pepper Phytophthora blight caused by P. capsici, and was superior or comparable to the commercial standards, when foliarly sprayed 3∼5 times until dripping off at approximately 7-day intervals during the growing season. Ethaboxam was required at least 125 mg/liter and 250 mg/liter for effective control of cucumber downy mildew, and potato late blight and pepper Phytophthora blight, respectively. There was not phytotoxicity observed o leaves, stems or fruits of cucumber, potato and pepper from any trial.

• The Plant Pathology Journal
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• v.21 no.1
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• pp.33-38
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• 2005

Changes of control efficacy of chemical to potato late blight caused by Phytophthora infestans in potato fields from 2001 to 2004 were examined. Control efficacy of metalaxyl was suddenly decreased from 100% in 2002 to 50% in 2004 and that of dimethomorph also was similar to those of metalaxyl. However, the control efficacy of ethaboxam no great change. Both A1 and A2 mating type isolates were isolated from 2001 to 2004 in several areas in Korea. The majority of the P. infestans isolates were A1 mating type. Total 939 isolates of P. infestans obtained from several areas in Korea from 2001 to 2004 were examined for changes of sensitivity to metalaxyl. Frequencies of metalaxyl resistance isolates were gradually increased from 17% in 2001 to 84.2% in 2004, but isolation frequencies of metalaxyl sensitive and intermediate resistant isolate were decreased. Cause of decreasing control efficacy of metalaxyl was thought by increase of resistance isolates in A1 mating type population according to increasing metalaxyl use. Most isolates were grown at 0.5 ${\mu}g/ml of dimethomorph and isolates grown at 1 ${\mu}g/ml of dimethomorph were approximately 10.2-22.9%. However, no isolate was able to grow at 5.0 ${\mu}g/ml. Based on these results, minimum inhibitory concentrations (MIC) of dimethomorph to P. infestans were determined to be 0.5-1.0 ${\mu}g/ml. Our results indicated that the reason decreasing control efficacy of dimethomorph was not caused by occurrence of resistant isolates. About 5% and 12.1% isolates among the total isolates collected in 2003 and 2004 were grown on V-8 juice rye agar containing 1.0 ${\mu}g/ml ethaboxam. The 2.1 and 25.4% isolates had MICs of 0.2-0.4 ${\mu}g/ml, and MIC values of 87.9% and 74.3% isolates were less than 0.2 ${\mu}g/ml concentrations of ethaboxam. Therefore, resistance development by P. infestans to ethaboxam is not likely to occur in the natural condition.

• Research in Plant Disease
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• v.17 no.2
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• pp.155-160
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• 2011

To develop the efficient screening methods for antifungal compound active to Chinese cabbage clubroot caused by Plasmodiophora brassicae, the control efficacy of three fungicides fluazinam, ethaboxam, and cyazofamid on the disease was tested under several conditions such as soil types, cultivars of Chinese cabbage, growth stages of the host, and inoculum concentrations. The in vivo antifungal activities of the fungicides on clubroot of two Chinese cabbage cultivars were hardly different. At 7- and 14-day-old seedlings, the fungicides were more effective to control of clubroot than at 21-day-old seedlings. In a commercial horticulture media soil (CNS), disease severity of untreated controls was higher and control activity of the fungicides was less than in a mixture of CNS and upland soil (1:1, v/v). Disease development of the seedlings inoculated with P. brassicae at $1.8{\times}10^7$ spores/pot to $1.1{\times}10^9$ spores/pot was almost same, but control efficacy of the fungicides was negatively correlated with inoculum dosages. To effectively select in vivo antifungal compound on Chinese cabbage clubroot, 14-day-old seedlings need to be inoculated with P. brassicae by drenching the spore suspension to give $1{\times}10^8$ spores/pot 1 day after chemical treatment. To develop clubroot, the inoculated plants are incubated in a growth chamber at $20^{\circ}C$ for 2 days, and then cultivated in a greenhouse ($20{\pm}5^{\circ}$) for four weeks.