Kresoxim-methyl
(Synonyms: 醚菌酯,BAS 490 F) 目录号 : GC47531
A fungicide
Cas No.:143390-89-0
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Kresoxim-methyl is a strobilurin fungicide.1 It inhibits conidial germination of V. inaequalis isolates from apple orchards (EC50s = 0.00033-0.0078 mg/L). Kresoxim-methyl also inhibits mycelial growth (EC50 = 0.240 mg/L) and is fungicidal against Saprolegnia (MIC = 1 mg/L).2 It increases intracellular calcium levels and disrupts the mitochondrial membrane potential in mouse cortical cultures in a concentration-dependent manner.3 Kresoxim-methyl is toxic to goldfish (C. auratus; LC50 = 0.807 mg/L).2
1.Fiaccadori, R., Cicognani, E., Alberoni, G., et al.Sensitivity to strobilurin fungicides of Italian Venturia inaequalis populations with different origin and scab controlPest Manag. Sci.67(5)535-540(2011) 2.Hu, X.-G., Liu, L., Hu, K., et al.In vitro screening of fungicidal chemicals for antifungal activity against SaprolegniaJ. World Aquac. Soc.44(4)528-535(2013) 3.Regueiro, J., OlguÍn, N., Simal-GÁndara, J., et al.Toxicity evaluation of new agricultural fungicides in primary cultured cortical neuronsEnviron. Res.14037-44(2015)
| Cas No. | 143390-89-0 | SDF | |
| 别名 | 醚菌酯,BAS 490 F | ||
| Canonical SMILES | CO/N=C(C(OC)=O)\C1=CC=CC=C1COC2=CC=CC=C2C | ||
| 分子式 | C18H19NO4 | 分子量 | 313.4 |
| 溶解度 | Chloroform: Slightly Soluble,Methanol: Slightly Soluble | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.1908 mL | 15.9541 mL | 31.9081 mL |
| 5 mM | 0.6382 mL | 3.1908 mL | 6.3816 mL |
| 10 mM | 0.3191 mL | 1.5954 mL | 3.1908 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Mitochondrion-Targeted Triphenylphosphonium-Based Kresoxim-methyl Analogues: Synthesis, Fungicidal Activity, and Action Mechanism Approach
J Agric Food Chem 2022 Oct 26;70(42):13563-13573.PMID:36223487DOI:10.1021/acs.jafc.2c05071.
β-Methoxyacrylate fungicides as complex III Qo site inhibitors play a crucial role in the control of crop diseases. In this study, the triphenylphosphonium (TPP)-driven mitochondrion-targeting strategy was used to modify the Kresoxim-methyl scaffold at the toxicophore or side chain to develop novel mitochondrion-targeted QoI fungicides. These Kresoxim-methyl analogues exhibited different fungicidal activities, depending on the position of TPP conjugation and the linker length. Among them, 2A-5 and 2C-4 showed excellent characteristics superior to Kresoxim-methyl as candidate fungicides, in which the activity enhancement against Phytophthora capsici was the most remarkable, with an EC50 value of about 5 μM. Notably, both hyphal and zoospore structures of the pathogens were severely damaged after treatment with them. The action mechanism approach revealed that they might cause a significant decrease in ATP synthesis and ROS outbreak in different ways. The results also provided a new insight into the contribution of targeting group TPP to the fungicidal activity in TPP-driven fungicides.
Kresoxim-methyl and famoxadone as activators of toxigenic potential of Aspergillus carbonarius
Food Addit Contam Part A Chem Anal Control Expo Risk Assess 2019 Dec;36(12):1860-1870.PMID:31599694DOI:10.1080/19440049.2019.1670869.
Ochratoxin A (OTA) is a secondary metabolite produced by filamentous fungi species belonging to the genera Penicillium and Aspergillus. The contamination of grapes by ochratoxigenic species occurs worldwide in regions of tropical and temperate climates. Better control of fungal growth is achieved through good cultural practice and proper selection of fungicides. Kresoxim-methyl and famoxadone are the most common fungicides used in vineyards. This study aimed at analysing the OTA production and toxigenic potential of Aspergillus carbonarius under fungicide treatment with famoxadone and Kresoxim-methyl. The growth rate of A. carbonarius was evaluated by measuring the glucosamine content and the diameter of the fungal colonies. OTA production was quantified by HPLC analysis. The treatment with fungicides, Kresoxim-methyl and famoxadone, significantly reduced the fungal growth, by 76% and 60%, respectively. However, the mycotoxin production was greater in the fungicide-treated groups than the control group, showing that even though the fungicides were effective in controlling fungal growth, they were ineffective against mycotoxin production.
Dissipation Dynamics and Dietary Risk Assessment of Kresoxim-methyl Residue in Rice
Molecules 2019 Feb 15;24(4):692.PMID:30769935DOI:10.3390/molecules24040692.
Kresoxim-methyl is a high-efficiency and broad-spectrum fungicide used for the control of rice fungal diseases; however, its residues after application potentially threaten human health. Investigations on the dissipation of Kresoxim-methyl residue in rice field systems and dietary risk assessment of Kresoxim-methyl in humans are limited. The present study employed the QuEChERS-GC-MS/MS method for residue analysis of Kresoxim-methyl in rice plants, brown rice, and rice husks. The samples were extracted with acetonitrile and purified by PSA, C18 column, and GCB. The average recovery of the spiked target compounds in the three matrices was between 80.5% and 99.3%, and the RSD was between 2.1% and 7.1%. The accuracy and precision of the method is in accordance with the requirements of residue analysis methods. Dissipation dynamic testing of Kresoxim-methyl in rice plants indicated a half-life within the range of 1.8⁻6.0 days, and a rapid dissipation rate was detected. Dietary intake risk assessment showed that the national estimated daily intake (NEDI) of Kresoxim-methyl in various Chinese subpopulations was 0.022⁻0.054 μg/(kg bw·days), and the risk quotient (RQ) was 0.0000055⁻0.00014%. These findings indicate that the risk for chronic dietary intake of Kresoxim-methyl in brown rice is relatively low. The present study provides information and theoretical basis for guiding the scientific use of Kresoxim-methyl in rice fields and evaluating its dietary risk in brown rice.
Degradation of Kresoxim-methyl in Different Soils: Kinetics, Identification of Transformation Products, and Pathways Using High-Resolution-Mass-Spectrometry-Based Suspect and Non-Target Screening Approaches
J Agric Food Chem 2022 Dec 28;70(51):16146-16155.PMID:36515273DOI:10.1021/acs.jafc.2c07488.
This study investigated the degradation of strobilurin fungicide Kresoxim-methyl (KM) in three typical agricultural soils from China by aerobic and anaerobic degradation experiments, focusing on degradation kinetics of KM, identification of transformation products (TPs), and prediction of toxicity end points via in silico approaches. KM showed a pronounced biphasic degradation in different soils and could rapidly degrade, with DT50 of <3 days. Four TPs were identified by high-resolution mass spectrometry (HRMS), and three of them have never been reported before. Possible degradation pathways of KM in soil were proposed, including hydrolysis, oxidation, and reduction, and the main mechanism involved in the biodegradation of KM was the hydrolysis of methyl ester regardless of aerobic or anaerobic conditions. The results of toxicity evaluation indicated that some TPs are more toxic than KM and may have a developmental toxicity and mutagenicity, and further risk assessment should be carried out.
Developmental toxicity of Kresoxim-methyl during zebrafish (Danio rerio) larval development
Chemosphere 2019 Mar;219:517-525.PMID:30553212DOI:10.1016/j.chemosphere.2018.12.061.
Kresoxim-methyl (KM) is a broad spectrum strobilurin fungicide that has been used widely on crops around the world. In the present study, we aimed to investigate the toxic effects of KM using various sublethal endpoints during zebrafish (Danio rerio) larval development. Results showed that the LC50 values of KM to zebrafish at multiple life stages (embryo, larvae, juvenile and adult) were 0.340, 0.224, 0.328 and 0.436 mg/L, respectively. The transcription patterns of 45 genes involved in hypothalamic-pituitary-thyroid/gonadal (HPT/HPG) axis, oxidative stress and apoptosis revealed KM could affect zebrafish larval development at multiple pathways. The activities of aromatase, superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPX), caspase 3 (Cas3) and caspase 9 (Cas9), and the levels of estradiol (E2), vitellogenin (VTG), thyroid hormones (T3 and T4), reactive oxygen species (ROS) and ATP after embryos exposed to KM for 3 d, 6 d and 10 d were correlated well with the transcription of the corresponding molecules involved in these pathways. In addition to providing the first description of the toxic effects induced by KM during larval development, the results of present study also provided the potential mechanisms of KM on multi-level biomarker responses in larval zebrafish.