Dimethomorph
(Synonyms: 烯酰吗啉) 目录号 : GC47231
A morpholine fungicide
Cas No.:110488-70-5
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
Dimethomorph is a morpholine fungicide that inhibits fungal cell wall formation.1 It inhibits mycelial growth of the oomycete fungi P. citrophthora, P. parasitica, P. capsici, and P. infestans (EC50s = 0.14, 0.38, <0.1, and 0.16-0.3 µg/ml, respectively) but is less active against the green algae species C. vulgaris or S. obliquus in vitro (EC50s = 47.46 and 44.87 µg/ml, respectively).2,3,4 It inhibits androgen receptor (AR) activity in a reporter assay in MDA-kb2 human breast cancer cells but not in a yeast antiandrogen screen (IC20s = 0.263 and 38.5 µM, respectively).5 It is not toxic to rats (LD50 = 3,900 mg/kg) or goldfish (C. auratus; LC50 = >32 µg/ml).4,1
1.Authority, E.F.S.Conclusion regarding the peer review of the pesticide risk assessment of the active substance dimethoateEFSA J.4(7)(2006) 2.Matheron, M.E., and Porchas, M.Impact of azoxystrobin, dimethomorph, fluazinam, fosetyl-al, and metalaxyl on growth, sporulation, and zoospore cyst germination of Three phytophthora sppPlant Dis.84(4)454-458(2000) 3.Rekanovi?, E., Poto?nik, I., Milijaševi?-Mar?i?, S., et al.Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from SerbiaJ. Environ. Sci. Health B.47(5)403-409(2012) 4.Yu, X.-B., Hao, K., Ling, F., et al.Aquatic environmental safety assessment and inhibition mechanism of chemicals for targeting Microcystis aeruginosaEcotoxicology23(9)1638-1647(2014) 5.Orton, F., Rosivatz, E., Scholze, M., et al.Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogensEnviron. Health Perspect.119(6)794-800(2011)
| Cas No. | 110488-70-5 | SDF | |
| 别名 | 烯酰吗啉 | ||
| Canonical SMILES | COC1=CC=C(/C(C2=CC=C(Cl)C=C2)=C/C(N3CCOCC3)=O)C=C1OC | ||
| 分子式 | C21H22ClNO4 | 分子量 | 387.9 |
| 溶解度 | Chloroform: Soluble,Methanol: 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 | 2.578 mL | 12.8899 mL | 25.7798 mL |
| 5 mM | 0.5156 mL | 2.578 mL | 5.156 mL |
| 10 mM | 0.2578 mL | 1.289 mL | 2.578 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。
Rapid degradation of Dimethomorph in polluted water and soil by Bacillus cereus WL08 immobilized on bamboo charcoal-sodium alginate
J Hazard Mater 2020 Nov 5;398:122806.PMID:32497856DOI:10.1016/j.jhazmat.2020.122806.
The presence of hazardous Dimethomorph residues in the environment poses a threat to birds, aquatic organisms and mammals. The novel pure strain Bacillus cereus WL08 responsible for detoxifying Dimethomorph was isolated from dimethomorph-polluted soils. The immobilized system of WL08 was developed using bamboo charcoal (BC) and sodium alginate (SA). Immobilization significantly improved tolerance and stability of strain WL08. Under optimal conditions of pH 7.0 and 30 ℃, free and immobilized WL08 degraded 66.95% and 96.88% of 50 mg/L Dimethomorph within 72 h, respectively. Moreover, strain WL08 effectively degraded Dimethomorph to simple products which were lower toxic than Dimethomorph. In a continuous reactor system, immobilized WL08 removed 85.61% of Dimethomorph for 30 d at an influent concentration of 50-100 mg/L. In the field soil sprayed with 4.20 kg a.i./ha 80% Dimethomorph water dispersible granule (WDG) was treated by immobilized WL08, the lower half-life (1.93 d) was observed, as compared with free WL08 (4.28 d) and natural dissipation (23.82 d). Immobilized WL08 can be considered as a tool for the removal of Dimethomorph in water-soil systems. This study provides a feasible microbe-based strategy for bioremediation of dimethomorph-polluted environments.
Dimethomorph degradation in vineyards examined by isomeric and isotopic fractionation
Chemosphere 2023 Feb;313:137341.PMID:36423721DOI:10.1016/j.chemosphere.2022.137341.
Knowledge of the degradation extent and pathways of fungicides in the environment is scarce. Fungicides may have isomers with distinct fungal-control efficiency, toxicity and fate in the environment, requiring specific approaches to follow up the degradation of individual isomers. Here we examined the degradation of the widely used fungicide Dimethomorph (DIM) in a vineyard catchment using ratios of carbon stable isotopes (δ13C) and E/Z isomer fractionation (IF(Z)). In a microcosm laboratory experiment, DIM degradation half-life in soil was 20 ± 3 days, and was associated with significant isomeric (ΔIF(Z) = +30%) and isotopic (Δδ13C up to 7‰) fractionation. This corresponds to an isomer enrichment factor of εIR = -54 ± 6%, suggesting isomer selectivity and similar carbon stable isotopic fractionation values of εDIM-(Z) = -1.6 ± 0.2‰ and εDIM-(E) = -1.5 ± 0.2‰. Isomeric and isotopic fractionation values were used to estimate DIM degradation in topsoil and transport in a vineyard catchment over two wine-growing seasons. DIM concentrations following DIM application were up to 3 μg g-1 in topsoil and 29 μg L-1 in runoff water at the catchment outlet. Accordingly, the IF(Z) and δ13C values of DIM in soil were similar to those observed in DIM commercial formulations. The gradual enrichments in DIM-(Z) and 13C of the residual DIM in soil indicated DIM biodegradation over time. DIM biodegradation estimated based on E/Z isomer and carbon stable isotope ratios in topsoil and runoff water ranged from 0% after DIM application up to 100% at the end of the wine-growing season. DIM biodegradation was overestimated compared to conventional approaches relying on DIM mass balance, field concentrations and half-lives. Altogether, our study highlights the usefulness of combining carbon stable isotopes, E/Z isomers and classical approaches to estimate fungicide degradation at the catchment scale, and uncovers difficulties in using laboratory-derived values in field studies.
Crystal structure of Dimethomorph
Acta Crystallogr E Crystallogr Commun 2015 Aug 12;71(Pt 9):o654.PMID:26396887DOI:10.1107/S2056989015014735.
In the title compound, C21H22ClNO4 [systematic name: (E)-3-(4-chloro-phen-yl)-3-(3,4-di-meth-oxy-phen-yl)-1-(morpholin-4-yl)prop-2-en-1-one], which is the morpholine fungicide Dimethomorph, the dihedral angles between the mean planes of the central chloro-phenyl and the terminal benzene and morpholine (r.m.s. deviation = 0.2233 Å) rings are 71.74 (6) and 63.65 (7)°, respectively. In the crystal, molecules are linked via C-H⋯O hydrogen bonds and weak Cl⋯π interactions [3.8539 (11) Å], forming a three-dimensional structure.
Catalytic degradation of Dimethomorph by nitrogen-doped rice husk biochar
Ecotoxicol Environ Saf 2023 Jun 1;257:114908.PMID:37080128DOI:10.1016/j.ecoenv.2023.114908.
N-doped biochar is widely used for activating persulfate to degrade organic pollutants. Which type of N atom is the key factor for activation is still unclear and needs to be further explored and analyzed. In this study, four kinds of biochar were prepared using urea and rice husk as precursors, and tested for the catalytic degradation of Dimethomorph. Increasing the nitrogen doping level caused the catalytic removal efficiency of Dimethomorph in the presence of peroxymonosulfate increased from 16.6% to 86.8%. A correlation analysis showed that the ability of N-doped biochar to activate PMS is mainly related to the content of pyrrole N, graphite N and carbonyl and the degree of defects. In experiments on electron paramagnetic resonance and free radical suppression, the reactive species of SO4•-, 1O2,·OH and O2.- were detected, among which 1O2 was found to be the main agent in the nonradical pathway. The degradation pathways for Dimethomorph were analyzed based on a total of 8 degradation products identified by high-performance liquid chromatography-time of flight mass spectrometry (HPLC-Q-TOFMS). The results of this study provide a fundamental basis for using agricultural waste to produce inexpensive and efficient nonmetal catalysts that are highly effective in reducing Dimethomorph levels in agricultural lands.
Toxicological effects of Dimethomorph on soil enzymatic activity and soil earthworm (Eisenia fetida)
Chemosphere 2017 Feb;169:316-323.PMID:27886533DOI:10.1016/j.chemosphere.2016.11.090.
The objective of this study was to evaluate the toxicity of the fungicide Dimethomorph to soil microbial activity and the earthworm Eisenia fetida. Multiple biomarkers, namely, four soil enzymes (urease, dehydrogenase, invertase, and acid phosphatase), four earthworm biochemical indices (dismutase, catalase, cellulase, and malondialdehyde), and the transcriptional levels of both target genes (dismutase and catalase) were measured at 1, 10, and 100 mg kg-1 after 1, 7, 21, and 28 days. The degradation rate of Dimethomorph in soil was also determined, and the results indicated that most parameters did not differ from the controls at 1 and 10 mg kg-1 Dimethomorph by the last exposure time (28 d). However, high concentrations (100 mg kg-1) of Dimethomorph had varying effects on soil enzymatic activity and earthworms. These effects gradually decreased with prolonged exposure times. Positive correlations (R2 > 0.57) between the target gene expression levels and antioxidant enzyme activities were observed in this study. We also found that earthworms have improved soil microbial activity and accelerated the degradation of Dimethomorph. Overall, higher concentrations of Dimethomorph might pose an ecological hazard to soil environments in the short term.