Methiocarb
(Synonyms: 甲硫威) 目录号 : GC47646
A carbamate pesticide
Cas No.:2032-65-7
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
Methiocarb is a carbamate pesticide with insecticidal, molluscicidal, acaricidal, and bird repellant properties.1,2,3,4,5 It inhibits acetylcholinesterase (AChE) activity and is toxic to the western flower thrip (F. occidentalis; IC50 = 2.1 μM; LC50 = 3.26 ppm).2 Methiocarb is also toxic to the land snail M. obstructa (LD50 = 27.4 μg/snail) and the citrus mite A. pelekassi, inducing 94% mortality when used at a concentration of 0.5 ppm.1,3 It reduces the seasonal percentages of cotton bolls infested with pink bollworm (P. gossypiella) to 4%, compared with 65% infestation in untreated controls, when applied to cotton fields at a concentration of 1.86 lb/acre.5 Methiocarb reduces damage to grapes by song birds when applied to vineyards at a concentration of 2.5 lbs AI per 100 gal water per acre.4 It is an estrogen receptor α (ERα) and ERβ agonist (EC20s = 19.87 and 20.24 μM, respectively) and an androgen receptor antagonist (IC50 = 13.89 μM) in cell-based reporter assays.6 It is toxic to juvenile rainbow trout (O. mykiss) and guppies (P. reticulata) with LC50 values of 0.8 and 1.48 mg/L, respectively, at 48 hours of exposure.7 Formulations containing methiocarb have been used in the agricultural control of pests.
1.Hussein, H.I., Al-Rajhy, D., El-Shahawi, F.I., et al.Molluscicidal activity of Pergularia tomentosa (L.), methomyl and methiocarb, against land snailsInt. J. Pest Mgt.45(3)211-213(2010) 2.Jensen, S.E.Acetylcholinesterase activity associated with methiocarb resistance in a strain of western flower thrips, Frankliniella occidentalis (Pergande)Pesicide Biochem. Physiol.61(3)191-200(1998) 3.Reed, D.K., Crittenden, C.R., and Lyon, D.J.Acaricides screened against two rust mites of citrusJ. Econ. Entomol.60(3)668-671(1967) 4.Kassa, H., and Jackson, W.B.Mesurol as a bird repellent on grapes in OhioBird Control Seminars Proceedings(1979) 5.McGarr, R.L., Chapman, A.J., and Martin, D.F.Field tests with several insecticides for control of the pink bollworm, boll weevil, and bollwormJ. Econ. Entomol58(4)693-694(1965) 6.Tange, S., Fujimoto, N., Uramaru, N., et al.In vitro metabolism of methiocarb and carbaryl in rats, and its effect on their estrogenic and antiandrogenic activitiesEnviron. Toxicol. Pharmacol.41289-297(2016) 7.Boran, M., Altinok, I., and Capkin, E.Acute toxicity of carbaryl, methiocarb, and carbosulfan to the rainbow trout (Oncorhynchus mykiss) and guppy (Poecilia reticulata)Turk. J. Vet. Animal Sci.31(1)39-45(2007)
| Cas No. | 2032-65-7 | SDF | |
| 别名 | 甲硫威 | ||
| Canonical SMILES | O=C(NC)OC1=CC(C)=C(SC)C(C)=C1 | ||
| 分子式 | C11H15NO2S | 分子量 | 225.3 |
| 溶解度 | DMF: 20 mg/ml,DMSO: 20 mg/ml,DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml,Ethanol: 10 mg/ml | 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 | 4.4385 mL | 22.1926 mL | 44.3853 mL |
| 5 mM | 0.8877 mL | 4.4385 mL | 8.8771 mL |
| 10 mM | 0.4439 mL | 2.2193 mL | 4.4385 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。
Methiocarb Degradation by Electro-Fenton: Ecotoxicological Evaluation
Molecules 2020 Dec 12;25(24):5893.PMID:33322793DOI:10.3390/molecules25245893.
This paper studies the degradation of Methiocarb, a highly hazardous pesticide found in waters and wastewaters, through an electro-Fenton process, using a boron-doped diamond anode and a carbon felt cathode; and evaluates its potential to reduce toxicity towards the model organism Daphnia magna. The influence of applied current density and type and concentration of added iron source, Fe2(SO4)3·5H2O or FeCl3·6H2O, is assessed in the degradation experiments of Methiocarb aqueous solutions. The experimental results show that electro-Fenton can be successfully used to degrade Methiocarb and to reduce its high toxicity towards D. magna. Total Methiocarb removal is achieved at the applied electric charge of 90 C, and a 450× reduction in the acute toxicity towards D. magna, on average, from approximately 900 toxic units to 2 toxic units, is observed at the end of the experiments. No significant differences are found between the two iron sources studied. At the lowest applied anodic current density, 12.5 A m-2, an increase in iron concentration led to lower Methiocarb removal rates, but the opposite is found at the highest applied current densities. The highest organic carbon removal is obtained at the lowest applied current density and added iron concentration.
Peer review of the pesticide risk assessment of the active substance Methiocarb
EFSA J 2018 Oct 30;16(10):e05429.PMID:32625712DOI:10.2903/j.efsa.2018.5429.
The conclusions of EFSA following the peer review of the initial risk assessments carried out by the competent authorities of the rapporteur Member State the United Kingdom and co-rapporteur Member State Germany for the pesticide active substance Methiocarb 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 use of Methiocarb as an insecticide and a bird repellent on maize. 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.
Metabolism of Methiocarb and carbaryl by rat and human livers and plasma, and effect on their PXR, CAR and PPARα activities
J Toxicol Sci 2016;41(5):677-91.PMID:27665777DOI:10.2131/jts.41.677.
The oxidative, reductive, and hydrolytic metabolism of Methiocarb and the hydrolytic metabolism of carbaryl by liver microsomes and plasma of rats or humans were examined. The effects of the metabolism of Methiocarb and carbaryl on their nuclear receptor activities were also examined. When Methiocarb was incubated with rat liver microsomes in the presence of NADPH, Methiocarb sulfoxide, and a novel metabolite, Methiocarb sulfone were detected. Methiocarb sulfoxide was oxidized to the sulfone by liver microsomes and reduced back to Methiocarb by liver cytosol. Thus, the interconversion between Methiocarb and the sulfoxide was found to be a new metabolic pathway for Methiocarb by liver microsomes. The product of Methiocarb hydrolysis, which is methylthio-3,5-xylenol (MX), was also oxidized to sulfoxide form by rat liver microsomes. The oxidations were catalyzed by human flavin-containing monooxygenase isoform (FMO1). CYP2C19, which is a human cytochrome P450 (CYP) isoform, catalyzed the sulfoxidations of Methiocarb and MX, while CYP1A2 also exhibited oxidase activity toward MX. Methiocarb and carbaryl were not enzymatically hydrolyzed by the liver microsomes, but they were mainly hydrolyzed by plasma and albumin to MX and 1-naphthol, respectively. Both Methiocarb and carbaryl exhibited PXR and PPARα agonistic activities; however, Methiocarb sulfoxide and sulfone showed markedly reduced activities. In fact, when Methiocarb was incubated with liver microsomes, the receptor activities were decreased. In contrast, MX and 1-naphthol showed nuclear receptor activities equivalent to those of their parent carbamates. Thus, the hydrolysis of Methiocarb and carbaryl and the oxidation of Methiocarb markedly modified their nuclear receptor activities.
In vitro metabolism of Methiocarb and carbaryl in rats, and its effect on their estrogenic and antiandrogenic activities
Environ Toxicol Pharmacol 2016 Jan;41:289-97.PMID:26774076DOI:10.1016/j.etap.2015.08.014.
In this work, we examined the metabolism of the carbamate insecticides Methiocarb and carbaryl by rat liver microsomes and plasma, and its effect on their endocrine-disrupting activities. Methiocarb and carbaryl were not enzymatically hydrolyzed by rat liver microsomes, but were hydrolyzed by rat plasma, mainly to methylthio-3,5-xylenol (MX) and 1-naphthol, respectively. When Methiocarb was incubated with rat liver microsomes in the presence of NADPH, Methiocarb sulfoxide was formed. The hydrolysis product, MX, was also oxidized to the sulfoxide, 3,5-dimethyl-4-(methylsulfinyl)phenol (SP), by rat liver microsomes in the presence of NADPH. These oxidase activities were catalyzed by cytochrome P450 and flavin-containing monooxygenase. Methiocarb and carbaryl both exhibited estrogen receptor α (ERα) and ERβ agonistic activity. MX and 1-naphthol showed similar activities, but Methiocarb sulfoxide and SP showed markedly decreased activities. On the other hand, Methiocarb and carbaryl exhibited potent antiandrogenic activity in the concentration range of 1×10(-6)-3×10(-5) M. Their hydrolysis products, MX, and 1-naphthol also showed high activity, equivalent to that of flutamide. However, Methiocarb sulfoxide and SP showed relatively low activity. Thus, hydrolysis of Methiocarb and carbaryl and oxidation of Methiocarb to the sulfoxide markedly modified the estrogenic and antiandrogenic activities of Methiocarb and carbaryl.
Methiocarb-induced oxidative damage following subacute exposure and the protective effects of vitamin E and taurine in rats
Food Chem Toxicol 2009 Jul;47(7):1676-84.PMID:19394395DOI:10.1016/j.fct.2009.04.018.
Methiocarb, is used worldwide in agriculture and health programs. Besides its advantages in the agriculture, it causes several toxic effects. In this study, we aimed to investigate subacute effects of Methiocarb on lipid peroxidation, reduced glutathione (GSH), antioxidant enzymes such as superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GSH-Px) and glutathione reductase (GSH-Rd) and histopathological changes in rat tissues. Moreover, we examined the possible protective effects of vitamin E and taurine on methiocarb-induced oxidative damage in rat tissues. Rats were randomly divided into six groups as follows; I-control group; II-methiocarb group; III-vitamin E group; IV-vitamin E+Methiocarb group; V-taurine group and VI-taurine+Methiocarb group. Methiocarb significantly increased lipid peroxidation in liver and kidney when compared to control groups. Levels of GSH and activities of SOD, CAT and GSH-Px were found to be decreased, while GSH-Rd remained unchanged in rat liver and kidney treated with Methiocarb. Pretreatment of vitamin E and taurine resulted in a significant decrease on lipid peroxidation, alleviating effects on GSH and antioxidant enzymes. The degenerative histological changes were less in liver than kidney of rats treated with Methiocarb. Pretreatment of vitamin E and taurine showed a protective effect on the histological changes in kidney comparing to the liver of rats treated with Methiocarb.