Methidathion
(Synonyms: 杀扑磷) 目录号 : GC47645
An organophosphate insecticide
Cas No.:950-37-8
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
Methidathion is an organophosphate insecticide that inhibits insect cholinesterase.1 It reduces cattle lice (L. vituli, D. bovis, and H. eurysternus) infestation by 99.1% when administered topically at a dose of 3.5 mg/kg.2 Methidathion is selectively toxic to lice over cattle, only inhibiting cattle plasma acetylcholinesterase activity by 20% with no effect on survival when administered topically at a dose of 24 mg/kg. It increases sister chromatid exchange (SCE) in a concentration-dependent manner and induces cell cycle arrest at the M1 phase in V79 cells when used at a concentration of 40 μg/ml.3 Dietary administration of methidathion (1.4-4.7 mg/kg) increases alanine aminotransferase, aspartate aminotransferase, sorbitol dehydrogenase, and alkaline phosphatase activity, inhibits cholinesterase, and induces chronic liver inflammation in male beagle dogs.4 It also induces loss of striation and myocytolysis of cardiomyocytes and reduces serum cholinesterase activity in rats when administered orally at a dose of 5 mg/kg.5
1.SÁnchez-Bayo, F.Insecticides mode of action in relation to their toxicity to non-target organismsJ. Environ. Anal. Toxicol.S4:002(2012) 2.Hart, R.J., Cavey, W.A., Moore, B., et al.Efficiency and safety of methidathion applied as a pour-on systemic insecticide for control of cattle liceAust. Vet. J.55(12)575-579(1979) 3.Chen, H.H., Hsueh, J.L., Sirianni, S.R., et al.Induction of sister-chromatid exchanges and cell cycle delay in cultured mammalian cells treated with eight organophosphorus pesticidesMutat. Res.88(3)307-316(1981) 4.Chang, J.C., Walberg, J.A., and Campbell, W.R.One-year dietary toxicity study with methidathion in beagle dogsFundam. Appl. Toxicol.19(2)307-314(1992) 5.Yavuz, T., Altuntas, I., Delibas, N., et al.Cardiotoxicity in rats induced by methidathion and ameliorating effect of vitamins E and CHum. Exp. Toxicol.23(7)323-329(2004)
| Cas No. | 950-37-8 | SDF | |
| 别名 | 杀扑磷 | ||
| Canonical SMILES | COC(S1)=NN(CSP(OC)(OC)=S)C1=O | ||
| 分子式 | C6H11N2O4PS3 | 分子量 | 302.3 |
| 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 | 3.308 mL | 16.5399 mL | 33.0797 mL |
| 5 mM | 0.6616 mL | 3.308 mL | 6.6159 mL |
| 10 mM | 0.3308 mL | 1.654 mL | 3.308 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。
Methidathion Poisoning
Korean J Crit Care Med 2017 Nov;32(4):363-369.PMID:31723659DOI:10.4266/kjccm.2016.00073.
Although Methidathion is an organophosphate insecticide, it is different from the other organophosphates in terms of toxicity. Because of its relatively high fat solubility, the apparent volume of Methidathion distribution throughout the body is very high, indicating that hemoperfusion is not effective in removing this organophosphate from the body. Redistribution of Methidathion from fat to blood can also occur when plasma levels diminish. Additionally, acetylcholinesterase aging, which is the loss of an alkyl side chain that prevents reactivation by oximes, is very rapid so that the effective reactivation by oximes is thwarted. Thus, Methidathion's effect on acetylcholinesterase inhibition is long lasting, particularly with a high dose. In addition to its parasympatholytic effect and ability to induce muscle paralysis, Methidathion poisoning is associated with a profound and long-lasting circulatory collapse due to sympathetic ganglion blockade. This report presents the case of a 55-year-old man who accidentally ingested a high dose of Methidathion. He later developed enteroinvasive aspergillosis infection-induced multiple bowel perforations on two separate occasions while on mechanical ventilator support, resulting in a fatal outcome. The renin-angiotensin axis activated by sympathetic ganglion blockade may have reduced the patient's splanchnic blood flow, contributing to translocation of endotoxin. Also, the effect of excessive acetylcholine on non-neuronal acetylcholine receptors may have contributed to the development of fatal enteroinvasive aspergillosis in this patient.
Post-mortem interaction between Methidathion and human serum albumin in blood
J Toxicol Sci 2022;47(4):139-146.PMID:35370241DOI:10.2131/jts.47.139.
Methidathion [3-(dimethoxyphosphinothioylsulfanylmethyl)-5-methoxy-1,3,4-thiadiazol-2-one; hereinafter DMTP], one of the most widely used organophosphorus pesticides, has been detected in some clinical cases of accidental exposure and suicide in Japan. It has been reported that DMTP concentration is decreased in blood. In this study, it is difficult to recover DMTP in the free form because DMTP is bound to human serum albumin (HSA). We detected DMTP adducts in HSA by liquid chromatography quadrupole time-of-flight mass spectrometry (LC-Q/TOF-MS). The mass spectra showed that DMTP was preferably bound to the lysine (K), tyrosine (Y), and cysteinylproline (CP) residues of HSA. The concentrations of K-adduct, DMTP-Y-adduct and DMTP-CP-adduct were increased in vitro in a dose-dependent fashion when DMTP concentration was lower than the lethal dose. Furthermore, the DMTP-Y-adduct and DMTP-CP-adduct were also detected in post-mortem blood of an autopsied subject who died by intentional DMTP ingestion. The results suggested that the DMTP-Y-adduct and DMTP-CP-adduct could be used as a biomarker of DMTP poisoning, and the decrease concentration of DMTP in blood after death could be determined on the basis of the concentration of the DMTP-CP-adduct in blood.
Efficiency and safety of Methidathion applied as a pour-on systemic insecticide for control of cattle lice
Aust Vet J 1979 Dec;55(12):575-9.PMID:94259DOI:10.1111/j.1751-0813.1979.tb07050.x.
Methidathion applied to cattle as a pour-on insecticide for control of lice (predominantly Linognathus vituli, but also Haematopinus eurysternus and Damalinia bovis) caused a reduction in the lice population of approximately 98% to 99% in laboratory trials at the minimum recommended dose of 4 mg/kg and a 98.8% to 100% efficiency was achieved in field trials. In a comparative efficiency trial in the laboratory Methidathion at 3.5 to 5 mg/kg reduced the lice population by 98.8% to 99%, fenthion by 98.5% at 4.5 mg/kg and famphur by 99.7% at 16.5 mg/kg. Methidathion was tolerated by calves aged 15 to 20 weeks at dose rates up to 40 mg/kg indicating an approximate 7 fold safety margin, but 1 of 4 calves treated at 50 mg/kg died following treatment. Treatment with fenthion at 50 mg/kg, 7.4 times the average recommended rate, famphur at 75 mg/kg, 3 times the average rate and chlorpyrifos at 85 mg/kg, 5 times average rate, caused reductions in whole blood cholinesterase activity of 52%, 27% and 47% respectively which were similar to the reductions in cholinesterase activity found in calves treated with Methidathion at similar levels above the recommended commercial dose rates. It was found that 2 day old calves were more sensitive to treatment with Methidathion than calves 9 or 16 days old. A further 11,900 cattle of varying age, breed and sex were treated with Methidathion under field conditions at the recommended rate of 4 to 8 mg/kg, and 534 cattle were treated at 24 mg/kg without any signs of toxicity.
Monooxygenase activity in Methidathion resistant and susceptible populations of Amblyseius womersleyi (Acari: Phytoseiidae)
Exp Appl Acarol 2006;39(1):13-24.PMID:16680563DOI:10.1007/s10493-006-0021-3.
The purpose of this study was to evaluate the cytochrome P450-dependent monooxygenase activities in Methidathion resistant and susceptible strains of Amblyseius womersleyi Schicha. Artificial laboratory selections for resistance and susceptibility to Methidathion were performed in an organophosphate resistant strain of A. womersleyi (Kanaya strain). Selections for susceptibility were also performed in a susceptible strain of this predaceous mite (Ishigaki Strain). After the selection process, the LC(50) of Methidathion for the selected strains of A. womersleyi were 816 mg/l (Kanaya R), 4.61 mg/l (Kanaya S) and 1.59 mg/l (Ishigaki S). The monooxygenase activities were determined biochemically by the O-deethylation of 7-ethoxycoumarin (7-EC). The monooxygenase activity in adult females of Kanaya R strain (51.1 pmol/30 min/mg protein) was 3.60- and 5.42-fold higher than the activity observed for Kanaya S and Ishigaki S strains, respectively. Significant correlation between monooxygenase activity and LC(50) (mg/l) of Methidathion was observed analyzing 16 populations of A. womersleyi with different susceptibilities to Methidathion. Monooxygenase activity was also evaluated in different life stages (egg, larva, protonymph, deutonymph and adult) of A. womersleyi. The lowest activity was observed for the larval stage, which presented the highest susceptibility to Methidathion. Protonymph, deutonymph and adult presented the highest monooxygenase activities. These stages were the most tolerant to Methidathion. Monooxygenase activities of the Kanaya R strain were higher than of the Kanaya S strain in all developmental stages. The present study can be helpful for the implementation of a program involving release of insecticide-resistant populations of A. womersleyi in the field. The monooxygenase activity determination is easier and quicker than the estimation of LC(50), requiring fewer mites.
High concentration of Methidathion detected in a fatal case of organophosphate-poisoning
Leg Med (Tokyo) 2012 Sep;14(5):263-6.PMID:22704879DOI:10.1016/j.legalmed.2012.04.007.
We report a case of fatal intoxication caused by the ingestion of an organophosphate pesticide, Methidathion (DMTP). An 80-year-old male was found dead in his bed. Forensic autopsy revealed no remarkable morphological changes. However, in a toxicological screening test, Methidathion was qualitatively detected in extracts of stomach contents. Concentrations of Methidathion (μg/g) in body fluids and organ tissues, determined by gas chromatography-mass spectrometry, were as follows; 66.2 in heart blood, 8.33 in peripheral blood, 8.80 in urine, 2000 in the brain (frontal lobe), 4800 in the left lung, 810 in the liver, 150 in the left kidney, and 64,000 in the stomach contents (total 1.9 g). These results strongly suggested that the victim orally ingested Methidathion. Additionally, xylene was determined in body fluids and organ tissues. From the toxicological data together with autopsy findings, the cause of his death was diagnosed as acute poisoning by an emulsion of Methidathion.