Thiophanate-Methyl
Based on 3 publication(s) in Google Scholar
Thiophanate-Methyl is a pesticide residue and fungicide. Thiophanate-Methyl induces hepatotoxicity via caspase-3-mediated apoptosis and oxidative stress, thereby causing metabolic imbalance in the liver of zebrafish. Thiophanate-Methyl impairs the rhizobacteria-mediated defense response of cucumber against fusarium wilt.
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- Pureté: 99.86%
- CAS No.: 23564-05-8
- Formule: C12H14N4O4S2
- Masse moléculaire:342.39
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Stockage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Pureté et documentation
- Références
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) Thiophanate-Methyl
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Activité biologique
Description
In Vivo
Thiophanate-methyl (2-6 mg/L; water exposure; daily 75% solution changes; 28 days) induces severe, concentration-dependent hepatotoxicity in adult Danio rerio, leading to disrupted glucose and lipid metabolism, with dose-specific alterations to liver glycogen content[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Tg(fabp10a: DsRed) transgenic; Tg(Fli: EGFP) transgenic; wild-type (AB) larvae[1]
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Dosage:6.25 mg/L; 12.5 mg/L; 25 mg/L
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Administration:water exposure; daily solution changes; 72 hours
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Result:Determined 24 h median lethal concentration (LC50) as 57.45 mg/L; 48 h and 72 h LC50 values as 50.45 mg/L.
Significantly reduced liver proportion (area) and caused absent swim bladders at 12.5 and 25 mg/L; showed no effect on liver proportion at 6.25 mg/L.
Induced impaired liver morphology, loss of cell-to-cell contact, and vacuolization with increasing severity at 12.5 and 25 mg/L.
Significantly increased caspase-3 protein and mRNA expression at 12.5 and 25 mg/L; significantly elevated mRNA levels of Bax/Bcl2, p53, and TNF-α in a concentration-dependent manner.
Significantly increased reactive oxygen species (ROS), malondialdehyde (MDA) content, catalase (CAT) activity, and superoxide dismutase (SOD) activity at 12.5 and 25 mg/L; increased CAT activity only at 6.25 mg/L.
Significantly reduced liver glycogen content (with uneven distribution) and reduced liver lipid content in a concentration-dependent manner at 12.5 and 25 mg/L.
Showed no significant effects on liver cell proliferation (measured via PCNA staining) or bile duct system.
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Animal Model:wild-type (AB) adults (3 months old)[1]
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Dosage:2 mg/L; 4 mg/L; 6 mg/L
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Administration:water exposure; daily 75% solution changes; 28 days
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Result:Induced impaired liver morphology, loss of cell-to-cell contact, vacuolization, and (at 6 mg/L) nuclear malformation or pyknosis, with severity increasing with dose.
Reduced and clustered liver glycogen content at 2 and 4 mg/L; increased glycogen content in some areas with other regions showing no glycogen at 6 mg/L.
Significantly increased liver lipid content in a concentration-dependent manner, with distinct lipid deposits visible at 6 mg/L.
Significantly increased lactate dehydrogenase (LDH), glucose-6-phosphate dehydrogenase (G6PDH), and cytoplasmic isocitrate dehydrogenase (ICDHC) activities in a concentration-dependent manner.
Significantly reduced triglyceride (TG) content and significantly increased total cholesterol (TC) content in a concentration-dependent manner.
Significantly reduced total bilirubin (TBil) content and glutamic-pyruvic transaminase (GPT) activity at 2, 4, and 6 mg/L.
Chemical Information
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CAS No. 23564-05-8
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Appearance Solid
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Masse moléculaire 342.39
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Formule C12H14N4O4S2
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Color White to off-white
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SMILES
COC(NC(NC1=C(NC(NC(OC)=O)=S)C=CC=C1)=S)=O
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Publications (3)
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Journal Impact Factor
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Most Recent
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ACS Environ Au
Machine Learning-Assisted Recognition of Environmental Sulfur-Containing Chemicals in Nontargeted Mass Spectrometry Analysis of Inadequate Mass Resolution. [Abstract]2025 Aug 5;5(6):573-582. PMID: 41277996 -
Anal Chem
Exposome-Scale Investigation of Cl-/Br-Containing Chemicals Using High-Resolution Mass Spectrometry, Multistage Machine Learning, and Cloud Computing. [Abstract]2025 Jun 3;97(21):11099-11109. PMID: 40401576 -
Solvant et solubilité
In Vitro:
DMSO : 200 mg/mL (584.13 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 5 mg/mL (14.60 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Pureté et documentation
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Fiche technique (277 KB)
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SDS (643 KB)
- English - EN (643 KB)
- Français - FR (643 KB)
- Deutsch - DE (643 KB)
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- Swedish - SV (643 KB)
- Italian - IT (643 KB)
- Korean - KR (643 KB)
- Portuguese - PT (643 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Jia K, et al. Thiophanate-methyl induces severe hepatotoxicity in zebrafish. Chemosphere. 2020;248:125941. [Content Brief]
[2]. Sharma G, et al. Guar gum-crosslinked-Soya lecithin nanohydrogel sheets as effective adsorbent for the removal of thiophanate methyl fungicide. Int J Biol Macromol. 2018;114:295-305. [Content Brief]
[3]. Cui K, et al. Thiophanate-methyl and its major metabolite carbendazim weaken rhizobacteria-mediated defense responses in cucumbers against Fusarium wilt. aBIOTECH. 2024;5(4):417-430. Published 2024 Oct 16. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO | 1 mM | 2.9206 mL | 14.6032 mL | 29.2065 mL | 73.0161 mL |
| 5 mM | 0.5841 mL | 2.9206 mL | 5.8413 mL | 14.6032 mL | |
| 10 mM | 0.2921 mL | 1.4603 mL | 2.9206 mL | 7.3016 mL | |
| 15 mM | 0.1947 mL | 0.9735 mL | 1.9471 mL | 4.8677 mL | |
| 20 mM | 0.1460 mL | 0.7302 mL | 1.4603 mL | 3.6508 mL | |
| 25 mM | 0.1168 mL | 0.5841 mL | 1.1683 mL | 2.9206 mL | |
| 30 mM | 0.0974 mL | 0.4868 mL | 0.9735 mL | 2.4339 mL | |
| 40 mM | 0.0730 mL | 0.3651 mL | 0.7302 mL | 1.8254 mL | |
| 50 mM | 0.0584 mL | 0.2921 mL | 0.5841 mL | 1.4603 mL | |
| 60 mM | 0.0487 mL | 0.2434 mL | 0.4868 mL | 1.2169 mL | |
| 80 mM | 0.0365 mL | 0.1825 mL | 0.3651 mL | 0.9127 mL | |
| 100 mM | 0.0292 mL | 0.1460 mL | 0.2921 mL | 0.7302 mL |
Thiophanate-Methyl Related Classifications
HY-B0842 Related Classifications
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