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Cymoxanil Sale

(Synonyms: 霜脲氰) 目录号 : GC60736

A cyanoacetamide fungicide

Cymoxanil Chemical Structure

Cas No.:57966-95-7

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500mg
¥450.00
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产品描述

Cymoxanil is a cyanoacetamide fungicide.1,2 It inhibits the mycelial growth of 12 isolates of P. infestans with EC50 values of 0.27-0.57 μg/ml.3 Cymoxanil (5-100 mg/l) inhibits the growth of several strains of S. cerevisiae (IC50s = 8-25 mg/l) but not S. pombe, K. marxianus, P. anomala, or C. utilis.4 A spray application of cymoxanil (1 mg/mL) one day after inoculation of potato leaves with P. infestans and cucumber leaves with P. cubensis reduces blighted leaves by 79 and 60%, respectively.1 It is toxic to rats with an acute LD50 value of 3.8 mmol/kg.5 Formulations containing cymoxanil have been used to prevent fungal growth on crops and treat late potato blight in agriculture.

1.Cohen, Y., and Grinberger, M.Control of metalaxyl-resistant causal agents of late blight in potato and tomato and downy mildew in cucumber by cymoxanilPhytopathology77(9)1283-1288(1987) 2.Baude, F.J., and Cupery, W.E.2-Alkoxyimino-N-carbamoyl-2-cyanoacetamide-containing fungicide compositions(1975) 3.Rekanovi?, E., Poto?nik, I., Milija?evi?-Mar?i?, S., et al.Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from SerbiaJ. Environ. Sci. Health B47(5)403-409(2012) 4.Ribeiro, I.C., Veríssimo, I., Moniz, L., et al.Yeasts as a model for assessing the toxicity of the fungicides Penconazol, Cymoxanil and DichlofluanidChemosphere41(10)1637-1642(2000) 5.Hamadache, M., Benkortbi, O., Hanini, S., et al.A quantitative structure activity relationship for acute oral toxicity of pesticides on rats: Validation, domain of application and predictionJ. Hazard. Mater.30328-40(2016)

Chemical Properties

Cas No. 57966-95-7 SDF
别名 霜脲氰
Canonical SMILES O=C(NC(NCC)=O)/C(C#N)=N/OC
分子式 C7H10N4O3 分子量 198.18
溶解度 DMSO: 100 mg/mL (504.59 mM) 储存条件 4°C, protect from light
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Research Update

Dissipation and residue of metalaxyl and Cymoxanil in pepper and soil

Environ Monit Assess 2014 Aug;186(8):5307-13.PMID:24791955DOI:10.1007/s10661-014-3779-5.

A simple and accurate method of determining metalaxyl and Cymoxanil in pepper and soil was developed by ultra-performance liquid chromatography-photodiode array detection. The limits of detection were 0.015 mg/kg for metalaxyl and 0.003 mg/kg for Cymoxanil. The limits of quantification were 0.05 mg/kg for metalaxyl in pepper and soil as well as 0.01 mg/kg for Cymoxanil in pepper and soil. Recoveries of pepper and soil were investigated at three spiking levels and ranged within 77.52 to 102.05 % for metalaxyl and 87.15 to 103.21 % for Cymoxanil, with relative standard deviations below 9.30 %. For field experiments, the half-lives of metalaxyl were 3.2 to 3.9 days in pepper and 4.4 to 9.5 days in soil at the three experimental locations in China. At harvest, pepper samples were found to contain metalaxyl and Cymoxanil well below the maximum residue limit MRLs of the European Union (EU) following the recommended dosage and the interval of 21 days after last application.

Metabolism of fungicidal cyanooximes, Cymoxanil and analogues in various strains of Botrytis cinerea

Pest Manag Sci 2009 Feb;65(2):129-36.PMID:18951412DOI:10.1002/ps.1656.

Background: The metabolism of Cymoxanil [1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea] and fungicidal cyanooxime analogues was monitored on three phenotypes of Botrytis cinerea Pers. ex Fr. differing in their sensitivity towards Cymoxanil. For this purpose, labelled [2-(14)C]Cymoxanil was added either to the culture medium of these strains or to its cell-free extract. Results: In the culture medium of the most sensitive strain, four main metabolites were detected. Three were isolated and identified. Cymoxanil was quickly metabolised by at least three concurrent enzymatic pathways: (i) cyclisation leading, after hydrolysis, to ethylparabanic acid, (ii) reduction giving demethoxylated Cymoxanil, (iii) hydrolysis followed by reduction and then acetylation leading to N-acetylcyanoglycine. In the cell-free extract of the same strain, only the first and the second of these enzymatic reactions occurred. By comparing the metabolic profile of the most sensitive strain with that of the less sensitive ones, it was shown that the decrease in sensitivity to Cymoxanil correlates with a reduced acetylcyanoglycine formation. Among all metabolites, only N-acetylcyanoglycine is active against the most sensitive strain. Moreover, in a culture of this strain, two other fungicidal cyanooximes were also metabolised into this metabolite. Conclusion: The formation of N-acetylcyanoglycine may play an important role in the fungitoxicity of Cymoxanil and cyanooxime derivatives.

Zero-Background Surface-Enhanced Raman Scattering Detection of Cymoxanil Based on the Change of the Cyano Group after Ultraviolet Irradiation

J Agric Food Chem 2021 Jan 13;69(1):520-527.PMID:33356226DOI:10.1021/acs.jafc.0c06231.

A zero-background method based on surface-enhanced Raman scattering (SERS) was developed for the rapid determination of Cymoxanil residue in food. Because of the influence of complex matrices, conventional Raman spectroscopy has multiple peaks that overlap with those of target molecules, which makes qualitative and quantitative detection difficult. However, the cyano group (C≡N) of Cymoxanil after ultraviolet irradiation has a special characteristic peak in the Raman-silent region (1800-2800 cm-1), which eliminates the possible background interference. The intensity of the characteristic peak at 2130 cm-1 exhibited a good linear relationship (R2 = 0.9907) with the concentration of Cymoxanil in the range of 1.0-50.0 mg/L, whose limit of detection was 0.5 mg/L. The novel method was also applied to the detection of Cymoxanil residue in real samples such as cucumber and grape, and the results were in good agreement with those from high-performance liquid chromatography analysis. This revealed that the SERS method has great potential in the detection of Cymoxanil in fruits and vegetables. Moreover, ultraperformance liquid chromatography-quadrupole-time-of-flight-mass spectrometry (UPLC-QTOF/MS) was adopted to identify the photoproducts of Cymoxanil. The photolysis mechanism was explored by SERS and the UPLC-QTOF/MS technique, which provided basic information on photodegradation of Cymoxanil.

Residue behavior and risk assessment of Cymoxanil in grape under field conditions and survey of market samples in Guangzhou

Environ Sci Pollut Res Int 2019 Feb;26(4):3465-3472.PMID:30515692DOI:10.1007/s11356-018-3890-1.

A simple and fast method based on liquid chromatography-tandem mass spectrometry (LC-MS/MS) was developed for Cymoxanil residue analysis in grape. Sample preparation based on solid-liquid extraction was optimized without using adsorbent for purification. Recoveries were 79.8-109.5% with relative standard deviations (RSDs) of 2.5-9.4% at fortified levels from 0.001 to 0.50 mg/kg. The limit of detection (LOD) was 0.3 μg/kg. Field trials were conducted to explore the dissipation and terminal residue behavior of Cymoxanil in grape. Results showed that the half-lives of Cymoxanil were from 0.5 to 0.7 days. Terminal residues were from below the limit of quantification (LOQ) to 0.363 mg/kg. Dietary exposure risk assessment revealed that the risk quotients (RQs) were much less than 1. It was concluded that Cymoxanil in grape raised negligible concerns to human health under field conditions. Sixty grape samples from Guangzhou market were found to be free of Cymoxanil. The proposed study would provide reference for appropriate use of Cymoxanil in grape planting in China.

Fabrication of Non-phospholipid Liposomal Nanocarrier for Sustained-Release of the Fungicide Cymoxanil

Front Mol Biosci 2021 Mar 30;8:627817.PMID:33859996DOI:10.3389/fmolb.2021.627817.

Liposome nanocarriers can be used to solve problems of pesticide instability, rapid degradation and a short period of efficacy. Cymoxanil with antifungal activity requires an ideal drug loading system due to its degradation issues. In this paper, cholesterol and stearylamine were used to prepare non-phospholipid liposomes (sterosomes) as a pesticide nanocarrier, and were characterized with field emission scanning electron microscopy (FE-SEM), X-ray powder diffraction (XRD), Fourier-transform infrared (FT-IR) spectrometer, size distribution, and ζ-potential. The results showed sterosomes were successfully loaded with Cymoxanil. The loading efficiency and the drug-to-lipid ratio were 92.6% and 0.0761, respectively. Prolonged drug release was obtained for 3 days, improving the short duration of the drug itself. The addition of cymoxanil-loaded sterosomes in culture medium effectively inhibited the growth of yeast cells, which serve as model fungal targets. Sterosomes as nanocarriers significantly improved the stability and efficacy of Cymoxanil, thus introducing practical and economically desirable strategies for the preparation of novel pesticide formulations.