Bifenazate
(Synonyms: 联苯肼酯) 目录号 : GC34494
An acaricide
Cas No.:149877-41-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Bifenazate is a carbazate acaricide that provides 100% control of mites when used at a concentration of 25 ppm.1 It acts as a positive allosteric modulator of GABA receptors containing the resistance to dieldrin (Rdl) subunit homolog TuGABAR in T. urticae (spider mites), shifting the GABA-induced response from an EC50 value of 24.8 to 4.83 ?M when used at a concentration of 30 ?M.2 Formulations containing bifenazate have been used for the control of mites and for pesticide detection.
1.Dekeyser, M.A., McDonald, P.T., and Angle, G.W., Jr.The discovery of bifenazate, a novel carbazate acaricideChimia57(11)702-704(2003) 2.Hiragaki, S., Kobayashi, T., Ochiai, N., et al.A novel action of highly specific acaricide; bifenazate as a synergist for a GABA-gated chloride channel of Tetranychus urticae [Acari: Tetranychidae]Neurotoxicology33(3)307-313(2012)
| Cas No. | 149877-41-8 | SDF | |
| 别名 | 联苯肼酯 | ||
| Canonical SMILES | COC1=CC=C(C2=CC=CC=C2)C=C1NNC(OC(C)C)=O | ||
| 分子式 | C17H20N2O3 | 分子量 | 300.35 |
| 溶解度 | DMSO : ≥ 250 mg/mL (832.36 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 | 3.3294 mL | 16.6472 mL | 33.2945 mL |
| 5 mM | 0.6659 mL | 3.3294 mL | 6.6589 mL |
| 10 mM | 0.3329 mL | 1.6647 mL | 3.3294 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。
Bifenazate induces developmental and immunotoxicity in zebrafish
Chemosphere 2021 May;271:129457.PMID:33445023DOI:10.1016/j.chemosphere.2020.129457.
Bifenazate is a widely used acaricide, but its biological safety remains unknown. In the present study, the immunotoxic effects of exposure to Bifenazate on zebrafish larvae were evaluated for the first time. Firstly, after exposure to Bifenazate, the body length of the zebrafish larvae became shorter and the yolk sac swelled. Secondly, the number of innate immune cells and adaptive immune cells was greatly reduced. Following exposure to Bifenazate, oxidative stress levels in the zebrafish increased significantly, antioxidant activity was inhibited, and the expression of genes related to antioxidants, such as those of the glutathione metabolism pathway, changed, including gclm, prdx1, serpine1, and gss. In addition, inflammatory factors such as CXCL-c1c, IFN-γ, iL-8, iL-6, and MYD88 were abnormally expressed. The use of astaxanthin was effective in rescuing the developmental toxicity caused by Bifenazate exposure. In summary, Bifenazate exposure is immunotoxic and can cause oxidative stress in zebrafish larvae.
Bifenazate exposure induces cardiotoxicity in zebrafish embryos
Environ Pollut 2021 Apr 1;274:116539.PMID:33549839DOI:10.1016/j.envpol.2021.116539.
Bifenazate is a novel acaricide for selective foliar spraying and is widely used to control mites in agricultural production. However, its toxicity to aquatic organisms is unknown. Here, a zebrafish model was used to study Bifenazate toxicity to aquatic organisms. Exposure to Bifenazate was found to cause severe cardiotoxicity in zebrafish embryos, along with disorders in the gene expression related to heart development. Bifenazate also caused oxidative stress. Cardiotoxicity caused by Bifenazate was partially rescued by astaxanthin (an antioxidant), accompanied by cardiac genes and oxidative stress-related indicators becoming normalized. Our results showed that exposure to Bifenazate can significantly change the ATPase activity and gene expression levels of the calcium signaling pathway. These led to heart failure, in which the blood accumulated outside the heart without entering it, eventually leading to death. The results indicated that Bifenazate exposure caused cardiotoxicity in zebrafish embryos through the induction of oxidative stress and inhibition of the calcium signaling pathway.
Residue distribution and risk assessment of Bifenazate and its metabolite in garlic plant
Food Chem 2022 Jun 15;379:132013.PMID:35063852DOI:10.1016/j.foodchem.2021.132013.
The dissipation, conversion and risk assessment of Bifenazate and bifenazate-diazene in garlic plant were studied by a modified QuEChERS method coupled with UHPLC-MS/MS for the first time. Bifenazate dissipated rapidly in garlic chive and serpent garlic with the half-lives of 3.0-3.9 days and 6.1-6.9 days, respectively. Bifenazate residue on garlic (<0.01 mg/kg) was significantly lower than the other two matrices in the whole growing period, which meant residues in the above-ground part were not transferred to the garlic. Furthermore, garlic chive had higher residues than serpent garlic due to the differences in morphological characteristics. Bifenazate-diazene was easier to convert to Bifenazate, with the conversion rates of 93%, 16% and 32% in garlic, serpent garlic and garlic chive extracts, respectively. Additionally, the dietary intake risk for Bifenazate was acceptable with RQchronic < 100% according to the international and national assessments.
Updated peer review of the pesticide risk assessment of the active substance Bifenazate
EFSA J 2021 Aug 30;19(8):e06818.PMID:34484448DOI:10.2903/j.efsa.2021.6818.
The conclusions of the EFSA following the peer review of the initial risk assessments carried out by the competent authorities of the rapporteur Member State, Sweden, and co-rapporteur Member State, Italy, for the pesticide active substance Bifenazate are reported. The context of the peer review was that required by Commission Implementing Regulation (EU) No 844/2012. The conclusions were reached on the basis of the evaluation of the representative uses of Bifenazate as an acaricide on strawberry, fruiting vegetables (tomatoes, peppers, aubergines, cucumbers, courgettes, melons, watermelons), flowering and ornamental plants and nursery ornamentals and updated following the request to peer review the exposure and risk assessments for Bifenazate. The reliable end points, appropriate for use in regulatory risk assessment, are presented. Missing information identified as being required by the regulatory framework is listed. Concerns are identified.
Unravelling the reactivity of Bifenazate in water and on vegetables: Kinetics and byproducts
Sci Total Environ 2018 Sep 15;636:107-114.PMID:29704707DOI:10.1016/j.scitotenv.2018.04.219.
In this study, we aimed to better understand the transformation mechanisms of Bifenazate, a biphenyl hydrazine derivative insecticide poorly studied up to now. For this, we compared its reactivity in the dark and under simulated solar light irradiation in different media (water, non-aqueous polar solvent, surface of apolar wax films, skin of vegetable). In air-saturated pH = 5.7 water, Bifenazate underwent both autoxidation in the dark (t1/2 = 34 h) and photolysis (t1/2 = 17 h). In an aprotic polar solvent such as acetonitrile, Bifenazate was stable in the dark but was quickly photodegraded in the presence of oxygen (t1/2 = 2 h). The phototransformation of Bifenazate was due to the oxidation of excited states by oxygen and to the cleavage of the NN bond, while the autoxidation in water started by the initial oxidation of the molecule by oxygen and involved the superoxide anion as chain carrier. On paraffinic wax film, photodegradation (t1/2 = 365 h) and dark autoxidation (t1/2 = 1600 h) were very slow. On green pepper skin, Bifenazate disappeared both in the dark (t1/2 = 34 h) and through photolysis (t1/2 = 23 h) at rates close to those measured in water. This shows that on green pepper skin, Bifenazate is affected by water contained in the vegetable and possibly released by transpiration. Bifenazate diazene was the major degradation product in all studied conditions. Minor byproducts were detected too. They depended on the experimental conditions showing that degradation pathways are governed by the nature and properties of the medium. In particular, on green pepper one found byproducts generated in acetonitrile and on wax by photolysis and in water by autoxidation. This finding highlights the need for a better model than wax to mimic photolysis on plant surfaces.