Bifenthrin
(Synonyms: 联苯菊酯) 目录号 : GC60642
A synthetic pyrethroid insecticide
Cas No.:82657-04-3
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
Bifenthrin is a synthetic pyrethroid insecticide that prolongs opening of sodium channels resulting in membrane depolarization and conductance block in the insect nervous system.1 It is effective against A. gambiae and C. quinquefasciatus mosquitos (LD50s = 0.15 and 0.16 ng/mg, respectively) and increases O. insidiosus mortality in treated corn and sorghum plants.2,3 Bifenthrin exhibits aquatic toxicity, inducing reproductive defects and lethality in D. magna (LC50 = 12.4 ?g/L).4 Acute oral administration of bifenthrin induces fine tremor, decreases motor activity and grip strength, and increases pawing and head shaking behaviors in rats, indicating typical Type I pyrethroid neurotoxicity.5 Bifenthrin (8 mg/kg) also decreases locomotor activity, induces anemia, elevates white blood cell counts, alanine transaminase (ALT), and superoxide dismutase (SOD), as well as decreases glutathione peroxidase (Gpx) activity in mice.6
1.Choi, J.S., and Soderlund, D.M.Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Nav1.8 sodium channels expressed in Xenopus oocytesToxicol. Appl. Pharmacol.211(3)233-244(2006) 2.Al-Deeb, M.A., Wilde, G.E., and Zhu, K.Y.Effect of insecticides used in corn, sorghum, and alfalfa on the predator Orius insidiosus (Hemiptera: Anthocoridae)J. Econ. Entomol.94(6)1353-1360(2001) 3.Hougard, J.-M., Duchon, S., Zaim, M., et al.Bifenthrin: A useful pyrethroid insecticide for treatment of mosquito netsJ. Med. Entomol.39(3)526-533(2002) 4.Ye, W.H., Wen, Y.Z., Liu, W.P., et al.Effects of bifenthrin on Daphnia magna during chronic toxicity test and the recovery testJ. Environ. Sci. (China)16(5)843-846(2004) 5.Wolansky, M.J., McDaniel, K.L., Moser, V.C., et al.Influence of dosing volume on the neurotoxicity of bifenthrinNeurotoxicol. Teratol.29(3)377-384(2007) 6.Nieradko-Iwanicka, B., Borzecki, A., and Jodlowska-Jedrych, B.Effect of subacute poisoning with bifenthrin on locomotor activity, memory retention, haematological, biochemical and histopathological parameters in miceJ. Physiol. Pharmacol.66(1)129-137(2015)
| Cas No. | 82657-04-3 | SDF | |
| 别名 | 联苯菊酯 | ||
| Canonical SMILES | O=C([C@H]1C(C)(C)[C@H]1/C=C(Cl)/C(F)(F)F)OCC2=C(C)C(C3=CC=CC=C3)=CC=C2 | ||
| 分子式 | C23H22ClF3O2 | 分子量 | 422.87 |
| 溶解度 | DMSO: 100 mg/mL (236.48 mM) | 储存条件 | 4°C, protect from light |
| 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 | 2.3648 mL | 11.824 mL | 23.6479 mL |
| 5 mM | 0.473 mL | 2.3648 mL | 4.7296 mL |
| 10 mM | 0.2365 mL | 1.1824 mL | 2.3648 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。
Bifenthrin in the tropical sugarcane ecosystem: persistence and environmental risk assessment
Environ Sci Pollut Res Int 2021 Jan;28(3):3524-3532.PMID:32918694DOI:10.1007/s11356-020-10757-5.
Termites are one of the major pests of sugarcane. Bifenthrin has label claim for use against sugarcane termites and is applied at the time of planting over the cane setts in the furrows. A thorough knowledge on the dissipation kinetics of Bifenthrin in the soil and cane setts provides an insight into its dynamic behavior in the soil-plant-environment continuum, and hence, was studied in detail. The recoveries of the method adopted to determine the residues of Bifenthrin in the soil, sugarcane setts, stem, and leaf were in the range of 92.78-98.19% at three levels of fortification ranged between 0.01 and 0.1 μg/g of matrix. At the recommended dose (100 g a.i./ha), Bifenthrin was found to persist in the soil and cane setts up to 60 and 75 days after treatment (DAT) with the half-lives of 16.4 and 25.0 days, respectively. The dissipation kinetics of Bifenthrin followed the biphasic model. At double the recommended dose, the residues persisted up to 75 DAT and reached below the detectable limit (< 0.01 μg/g) on 90 DAT both in the soil and setts. The half-life of Bifenthrin was 22.0 days in the sandy clay loam soil and 17.6 days in/on the sugarcane setts. In the present study, dissipation by photolysis has been ruled out, as the treated setts were not exposed to sunlight. This could be one of the reasons for longer persistence of Bifenthrin in the sugarcane setts up to 75 DAT with the half-life of more than 2 weeks. The Bifenthrin residues were not detected in the leaf and stem of sugarcane plant throughout the experimental period. There could be harmful effects to earthworms (risk quotient > 1.0) due to the presence of Bifenthrin residues in the soil of tropical sugarcane ecosystem.
Bifenthrin induces developmental immunotoxicity and vascular malformation during zebrafish embryogenesis
Comp Biochem Physiol C Toxicol Pharmacol 2020 Feb;228:108671.PMID:31734314DOI:10.1016/j.cbpc.2019.108671.
Bifenthrin is a synthesized pyrethroid insecticide which is frequently used in the farmland to eradicate insects. Bifenthrin mainly disrupts sodium ion channel inducing neurotoxicity in the target insects. It also exerts toxic effects such as hormone dysregulation, hepatotoxicity and immunotoxicity in other vertebrates. However, there is no evidence of the acute-toxicity associated embryogenesis and organogenesis of Bifenthrin in zebrafish. Here we first demonstrated that Bifenthrin induced acute-toxicity accompanying inflammatory response and physiological degradations resulting in loss of embryogenesis and vascular development in zebrafish embryos. We found that Bifenthrin increased intestinal ROS accumulation and the inflammatory genes including tnfa, il6, il8 and ptgs2b, thereby increasing embryo mortality. Moreover, Bifenthrin disrupted angiogenesis by down-regulation of VEGF receptors in embryos. Not only in the zebrafish, Bifenthrin also decreased cell viability and hampered vascular formation of HUVECs. Collectively, Bifenthrin induced developmental toxicity, inflammatory cell death and anti-angiogenesis during embryogenesis.
Development of Environment-Friendly Insecticides Based on Enantioselectivity: Bifenthrin as a Case
Curr Protein Pept Sci 2017;18(1):10-14.PMID:27097722DOI:10.2174/1389203717666160421151938.
Background: Chiral insecticides significantly contribute to the environmental pollutions recently. As the development of industry and agriculture, increasing number of chiral insecticides are to be introduced into the market. However, their enantioselective toxicology to ecosystem still remains uncertain. Methods: In this review, we embarked on a structured search of bibliographic databases for peer-reviewed articles regarding the enantioselective effects of Bifenthrin, a typical chiral insecticide, on both target and non-target species. Results: With this enantioselective property of chiral insecticides, they often exhibit adverse effects on non-target species enantioselectively. Specifically, the enantioselective effects of Bifenthrin on target and non-target organisms were discussed. In target species, R-bifenthrin exerts more significant activities in deinsectization, compared with S-bifenthrin. On the other hand, Sbifenthrin is more toxic to non-target species than R-bifenthrin, which suggests that the application of sole enantiomer is more efficient and environment-friendly than that of racemate. Conclusion: This review confirms the choice of environment-friendly insecticides from the perspective of the enantioselectivity of chiral insecticides. To make insecticides more efficient to target species and less toxic to non-target species, further research should be done to investigated the potential effects of targetactive enantiomers on non-target organisms as well as the enantioselective fate of enantiomers in multiple environmental matrix.
Stimulation of Erythrocyte Membrane Blebbing by Bifenthrin Induced Oxidative Stress
Dose Response 2022 Mar 3;20(1):15593258221076710.PMID:35645655DOI:10.1177/15593258221076710.
Background: Bifenthrin is an insecticide and anti-estrogenic compound primarily used to control residential pests by depolarizing sodium gated voltage channels in the nervous system. Eryptosis, the suicidal death of erythrocytes, featured by PS exposure, membrane blebbing and cell shrinkage. Anemia is an outcome of uncontrolled eryptosis. Research design: In this study, erythrocytes were treated with different concentrations (.5-1-1.5 μM) of Bifenthrin over a period of 48 hours. In order to investigate the oxidative stress induced by Bifenthrin, catalase, superoxide dismutase, and glutathione peroxidase activities were investigated. Results: Obtained data indicated the decrease in the enzymes (superoxide dismutase, glutathione peroxidase, and catalase) activities in Bifenthrin treated cells at 1 μM concentration. In addition, measurement of cell size and confirmation of the role of calcium in the stimulation of the eryptotic activity of Bifenthrin were performed. A significant increase in mean cell volume was found in the presence of Bifenthrin and a decrease in mean cell volume in the presence of calcium channel blocker was observed. Similarly, there was also a significant increase in the percentage of hemolysis indicating the necrotic activity of Bifenthrin. Conclusions: It is concluded that the indicated doses of Bifenthrin triggered oxidative stress which may lead to early cell death by eryptosis and hemolysis.
Gold nanoparticle-based immunoassay for the detection of Bifenthrin in vegetables
Food Addit Contam Part A Chem Anal Control Expo Risk Assess 2022 Mar;39(3):531-541.PMID:35104182DOI:10.1080/19440049.2021.2020909.
We have developed a sensitive and rapid gold nanoparticle-based immunochromatographic strip (GNP-ICS) for the detection of Bifenthrin (BF) using an anti-BF monoclonal antibody (mAb). When used in indirect competitive enzyme-linked immunosorbent assay (icELISA), the specific anti-BF mAb (3D1) had a half-maximal inhibitory concentration (IC50) and limit of detection (LOD) of 59 and 15 ng mL-1 respectively. Additionally, its cross-reactivity (CR) with other pyrethroids was negative. The developed GNP-ICS assay based on the GNP-labelled mAb was specific and sensitive for determining BF, with a cut-off value of 1,000 ng mL-1, and a visual LOD (vLOD) value of 50 ng mL-1. Furthermore, the developed icELISA and GNP-ICS were applied with a simple pre-treatment to determine BF-spiked vegetable samples, and the recoveries were validated using gas chromatography-mass spectrometry (GC-MS). The results revealed that the developed GNP-ICS was reliable for the detection of BF in practical samples.