Diafenthiuron
(Synonyms: 丁醚脲) 目录号 : GC60765
Diafenthiuron是硫脲类化合物，一种常用的农药。Diafenthiuron可以抑制害虫的线粒体功能。
Cas No.:80060-09-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Diafenthiuron is a thiourea compound commonly used pesticide. Diafenthiuron inhibits mitochondrial functioning in insect pests[1].
[1]. Muhammad Riaz-Ul-Haq, et al. Effect of Diafenthiuron exposure under short and long term experimental conditions on hematology, serum biochemical profile and elemental composition of a non-target organism, Labeo rohita. Environ Toxicol Pharmacol. 2018 Sep;62:40-45.
| Cas No. | 80060-09-9 | SDF | |
| 别名 | 丁醚脲 | ||
| Canonical SMILES | S=C(NC(C)(C)C)NC1=C(C(C)C)C=C(OC2=CC=CC=C2)C=C1C(C)C | ||
| 分子式 | C23H32N2OS | 分子量 | 384.58 |
| 溶解度 | DMSO: 100 mg/mL (260.02 mM); Water: < 0.1 mg/mL (insoluble) | 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 | 2.6002 mL | 13.0012 mL | 26.0024 mL |
| 5 mM | 0.52 mL | 2.6002 mL | 5.2005 mL |
| 10 mM | 0.26 mL | 1.3001 mL | 2.6002 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。
Diafenthiuron: 1-tert-butyl-3-(2,6-diisopropyl-4-phen-oxy-phen-yl)thio-urea
Acta Crystallogr Sect E Struct Rep Online 2014 Jun 25;70(Pt 7):o807.PMID:25161588DOI:10.1107/S1600536814014214.
The title compound, C23H32N2OS, is a thio-urea-based insecticide. The dihedral angle between the phenyl ring and the diisopropyl benzene ring plane is 73.18 (6)°, while that between the plane of the thio-urea group and the diisopropyl benzene ring is 86.00 (5)°. Disorder was modelled for the S atom and the two methyl C atoms of the isopropyl group over two sets of sites with an occupancy ratio of 0.742 (4):0.258 (4). In the crystal, N-H⋯S hydrogen bonds link adjacent mol-ecules, forming R 2 (2)(8) inversion dimers that pack into chains along the b-axis direction.
Diafenthiuron causes developmental toxicity in zebrafish (Danio rerio)
Chemosphere 2023 May;323:138253.PMID:36849025DOI:10.1016/j.chemosphere.2023.138253.
Diafenthiuron, a broad-spectrum insecticide and acaricide used for agricultural crop protection, is highly toxic to nontarget organisms. However, the developmental toxicity of Diafenthiuron and its underlying mechanisms are not fully understood. Thus, the purpose of this study was to investigate the developmental toxicity of Diafenthiuron in zebrafish. Zebrafish embryos were exposed to Diafenthiuron at different concentrations (0.01, 0.1, and 1 μM) from 3 to 120 h post fertilization (hpf). Diafenthiuron exposure significantly shortened the body lengths of zebrafish larvae and significantly decreased superoxide dismutase activity. It also downregulated the spatiotemporal expression of pomc and prl, marker genes involved in pituitary development. Moreover, Diafenthiuron exposure downregulated the spatiotemporal expression of liver-specific marker, fabp10a, and inhibited the development of the liver, a detoxification organ. In conclusion, our data provide evidence of the developmental toxicity and hepatotoxicity of Diafenthiuron in aquatic organisms, and they are instrumental for further environmental risk assessment of Diafenthiuron in aquatic ecosystems.
Diafenthiuron residue and decline in pakchoi and soil under field application
Ecotoxicol Environ Saf 2012 May;79:75-79.PMID:22195761DOI:10.1016/j.ecoenv.2011.12.002.
A simple analytical method based on QuEChERs was established for Diafenthiuron residues in packhoi and soil. The residue levels and diaaipation rates of Diafenthiuron in packhoi and soil were detected by HPLC-MS. And ultrasonic extraction was employed in the study to improve extraction effectiveness. At three fortification levels of 0.02, 0.1 and 1 mg/kg in packhoi and soil, recoveries were in the range 74.0 percent-100 percent, with relative standard deviations (RSD) of 6.1-14.8 percent. The limit of quantification (LOQ) of method was 0.02 mg/kg for packhoi and soil. In the supervised field trials, the half-lives of Diafenthiuron in packhoi and soil were 1.27 and 5.94 day, respectively. The final residue levels of Diafenthiuron could not be detected in soil, while only trace amount of Diafenthiuron residues were detected in pakchoi.
Intercalation of Diafenthiuron insecticide with calf thymus DNA: spectroscopic and molecular dynamics analysis
J Biomol Struct Dyn 2022 Jul 18;1-9.PMID:35848349DOI:10.1080/07391102.2022.2098824.
A series of biophysical experiments like UV-Vis, fluorescence, circular dichroism (CD), competitive displacement assays, voltammetric studies, viscosity measurements and denaturation effect and metadynamics simulation studies were performed to establish the mode of binding of Diafenthiuron (DF) insecticide with calf thymus DNA (CT-DNA). Analysis of absorption and fluorescence spectra in Tris-HCl buffer of pH 7.4 indicates the formation of a complex between DF and CT-DNA and the binding constant of which is in the order of 104 M-1. Competitive displacement assay with ethidium bromide (EB) and Hoechst 33258 suggests that the most probable mode of binding of DF with CT-DNA may be via intercalation mode. The results of other experiments such as CD spectral studies, viscosity measurements and the effect of denaturation agent urea support the intercalation of DF with CT-DNA. Thermodynamic parameters (ΔHo, ΔSo and ΔGo) reveal that hydrogen bonds (H-bonds) or van der Waals (vdW) force is the main binding force in the spontaneous interaction between DF and CT-DNA. Molecular dynamics (MD) simulation studies confirmed the intercalation of DF into the base pairs of CT-DNA.Communicated by Ramaswamy H. Sarma.
Metabolism of Diafenthiuron by microsomal oxidation: procide activation and inactivation as mechanisms contributing to selectivity
Pest Manag Sci 2001 Oct;57(10):975-80.PMID:11695192DOI:10.1002/ps.360.
The thiourea insecticide/acaricide Diafenthiuron represents a biologically inactive propesticide that requires transformation into the active carbodiimide derivative. The carbodiimide inhibits mitochondrial respiration by selective and covalent binding to the proteolipid (8 kDa) of Fo-ATPase in the inner membrane and to porin (30 kDa) in the outer membrane. The thiourea can be activated by light as well as by cytochrome P450 in the insect. To get insight into the enzymatic mechanisms of activation, model in vitro studies were performed using [14C]Diafenthiuron and microsomes from various vertebrate livers and from locust Malpighian tubules. Though there was a common set of metabolites, their quantities varies significantly with the species and assay conditions. As a typical product, p-hydroxydiafenthiuron was identified in assay with rat and mouse microsomes. The sulfomonoxide predominated in hen and fish assays, whereas pig and bovine microsomes almost exclusively produced the carbodiimide. The sulfoxide was shown to be a precursor of the carbodiimide. Formation of all metabolites was dependent on the presence of NADPH and active microsomes. The effects of inhibitors and the requirement for NAPDH suggested a role of cytochrome P450-dependent monooxygenase(s) in the formation of both the hydroxylated product and the carbodiimide. FAD-dependent monooxygenases (FMOs) may also be involved in a step following sulfoxidation. These in vitro studies revealed potential mechanisms contributing to biological selectivity of the effects of a pesticide that acts in a non-selective mode at a conserved mitochondrial site.