Propiconazole (Synonyms: CGA 64250) |
رقم الكتالوجGC47977 |
بروبيكونازول هو مبيد فطري ثلاثي الطيف واسع الطيف يمنع تحويل اللانوستيرول إلى إرغوستيرول ، مما يؤدي إلى اضطراب غشاء الخلية الفطرية
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Cas No.: 60207-90-1
Sample solution is provided at 25 µL, 10mM.
Propiconazole is an orally active N-substituted triazole Propiconazole with antifungal activity. Propiconazole is a hepatocarcinogen and has certain reproductive and developmental toxicity in experimental animals[1][2].
Propiconazole (0.25-100μM; 48h) induced glutathione-S-transferase (GSTα) protein levels and increased the levels of thiobarbituric acid reactive substances (TBARS) in AML12 cells[1]. After Propiconazole (0-160μM; 3-72h) treatment of HepG2 cells, the cells induced morphological changes through oxidative stress and TGF-β/Smad pathways, with a decrease in E-cadherin and an increase in vimentin and Snail[2]. Propiconazole (1-20μM; 24h) treatment of AML12 hepatocytes mediated alterations in the mevalonate/cholesterol pathway and caused increased cell proliferation through dysregulation of the cholesterol pathway. Propiconazole increased Ras farnesylation, altered Ras membrane localization, and activated downstream signaling effects, increasing Erk1/2 phosphorylation[3].
Propiconazole (10, 75, and 150mg/kg; po; 14 days) fed to healthy mice induced an increase in cytochrome P450 gene expression and related enzyme activities in the liver of mice[4]. In a diet-induced obese mouse model, Propiconazole (0.04-100mg/kg; 10 weeks) dose-dependently increased liver weight and triglyceride levels in mice, and high doses induced signs of liver inflammation[5]. Propiconazole (5.0mg/kg; 96h) induced oxidative damage in zebrafish embryos, manifested by increased ROS and MDA levels and altered antioxidant enzyme activities[6].
References:
[1]. Nesnow S, Grindstaff R D, Lambert G, et al. Propiconazole increases reactive oxygen species levels in mouse hepatic cells in culture and in mouse liver by a cytochrome P450 enzyme mediated process[J]. Chemico-biological interactions, 2011, 194(1): 79-89.
[2]. Kwon H C, Sohn H, Kim D H, et al. In vitro and in vivo study on the toxic effects of Propiconazole fungicide in the pathogenesis of liver fibrosis[J]. Journal of Agricultural and Food Chemistry, 2021, 69(26): 7399-7408.
[3]. Murphy L A, Moore T, Nesnow S. Propiconazole-enhanced hepatic cell proliferation is associated with dysregulation of the cholesterol biosynthesis pathway leading to activation of Erk1/2 through Ras farnesylation[J]. Toxicology and applied pharmacology, 2012, 260(2): 146-154.
[4]. Sun G, Thai S F, Tully D B, et al. Propiconazole-induced cytochrome P450 gene expression and enzymatic activities in rat and mouse liver[J]. Toxicology letters, 2005, 155(2): 277-287.
[5]. Attema B, Kummu O, Krutáková M, et al. The fungicide propiconazole induces hepatic steatosis and activates PXR in a mouse model of diet-induced obesity[J]. Archives of Toxicology, 2024: 1-19.
[6]. Zhao F, Cao F, Li H, et al. The effects of a short-term exposure to propiconazole in zebrafish (Danio rerio) embryos[J]. Environmental Science and Pollution Research, 2020, 27: 38212-38220.
Cell experiment [1]: | |
Cell lines | AML12 cells |
Preparation Method | AML12 cells were treated with 0,25 and 100μM Propiconazole for 48h. |
Reaction Conditions | 0.25–100μM; 48h |
Applications | Propiconazole induced glutathione-S-transferase (GSTα) protein levels and increased the levels of thiobarbituric acid reactive substances (TBARS) in AML12 cells. |
Animal experiment [2]: | |
Animal models | Propiconazole-induced model |
Preparation Method | Male CD-1 mice were administered Propiconazole by gavage daily for 14 days at doses of 10, 75, and 150mg/kg body weight/day. |
Dosage form | 10, 75, and 150mg/kg; po; 14d |
Applications | Propiconazole induces increased cytochrome P450 gene expression and related enzyme activities in mouse liver. |
References: |
Cas No. | 60207-90-1 | SDF | |
المرادفات | CGA 64250 | ||
Canonical SMILES | ClC(C=C1)=CC(Cl)=C1C2(CN3C=NC=N3)OCC(CCC)O2 | ||
Formula | C15H17Cl2N3O2 | M.Wt | 342.2 |
الذوبان | DMF: 33 mg/ml,DMF:PBS (pH 7.2)(1:3): 0.16 mg/ml,DMSO: 20 mg/ml,Ethanol: 10 mg/ml | Storage | Store at -20°C |
General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. |
Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
1 mM | 2.9223 mL | 14.6113 mL | 29.2227 mL |
5 mM | 0.5845 mL | 2.9223 mL | 5.8445 mL |
10 mM | 0.2922 mL | 1.4611 mL | 2.9223 mL |
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- Purity: >96.00%
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