Carbendazim
(Synonyms: 多菌灵) 目录号 : GC32147A degradation product and active ingredient of benomyl
Cas No.:10605-21-7
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >99.50%
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Carbendazim is the degradation product and active ingredient of the carbamate fungicide benomyl.1,2 Carbendazim (100 ?M) disrupts the growth of S. cerevisiae by inhibiting microtubule polymerization.1 It impairs meiosis and steroidogenesis in an ex vivo rat model of seminiferous tubules and increases prostate weight in rats when administered at a dose of 100 mg/kg but does not affect other testosterone-dependent or estrogen-dependent tissues.3,4
1.Quinlan, R.A., Pogson, C.I., and Gull, K.The influence of the microtubule inhibitor, methyl benzimidazol-2-yl-carbamate (MBC) on nuclear division and the cell cycle in Saccharomyces cerevisiaeJ. Cell. Sci.46341-352(1980) 2.Chiba, M., and Veres, D.F.Fate of benomyl and its degradation compound methyl 2-benzimidazolecarbamate on apple foliageJ. Agric. Food Chem.29(3)588-590(1981) 3.Pisani, C., Voisin, S., Arafah, K., et al.Ex vivo assessment of testicular toxicity induced by carbendazim and iprodione, alone or in a mixtureALTEX33(4)393-413(2016) 4.Rama, E.M., Bortolan, S., Vieira, M.L., et al.Reproductive and possible hormonal effects of carbendazimRegul. Toxicol. Pharmacol.69(3)476-486(2014)
Cas No. | 10605-21-7 | SDF | |
别名 | 多菌灵 | ||
Canonical SMILES | O=C(OC)NC1=NC2=CC=CC=C2N1 | ||
分子式 | C9H9N3O2 | 分子量 | 191.19 |
溶解度 | DMSO : 6.8 mg/mL (35.57 mM) | 储存条件 | Store at -20°C |
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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。 |
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1 mg | 5 mg | 10 mg | |
1 mM | 5.2304 mL | 26.152 mL | 52.304 mL |
5 mM | 1.0461 mL | 5.2304 mL | 10.4608 mL |
10 mM | 0.523 mL | 2.6152 mL | 5.2304 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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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。
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Carbendazim toxicity in different cell lines and mammalian tissues
J Biochem Mol Toxicol 2022 Dec;36(12):e23194.PMID:35929398DOI:10.1002/jbt.23194.
The extensive production and use of harmful pesticides in agriculture to improve crop yield has raised concerns about their potential threat to living components of the environment. Pesticides cause serious environmental and health problems both to humans and animals. Carbendazim (CBZ) is a broad spectrum fungicide that is used to control or effectively kill pathogenic microorganisms. CBZ is a significant contaminant found in food, soil and water. It exerts immediate and delayed harmful effects on humans, invertebrates, aquatic animals and soil microbes when used extensively and repeatedly. CBZ is a teratogenic, mutagenic and aneugenic agent that imparts its toxicity by enhancing generation of reactive oxygen species generation. It elevates the oxidation of thiols, proteins and lipids and decreases the activities of antioxidant enzymes. CBZ is cytotoxic causing hematological abnormalities, mitotic spindle deformity, inhibits mitosis and alters cell cycle events which lead to apoptosis. CBZ is known to cause endocrine-disruption, embryo toxicity, infertility, hepatic dysfunction and has been reported to be one of the leading causes of neurodegenerative disorders. CBZ is dangerous to human health, the most common side effects upon chronic exposure are thyroid gland dysfunction and oxidative hepato-nephrotoxicity. In mammals, CBZ has been shown to disrupt the antioxidant defense system. In this review, CBZ-induced toxicity in different cells, tissues and organisms, under in vitro and in vivo conditions, has been systematically discussed.
Carbendazim: Ecological risks, toxicities, degradation pathways and potential risks to human health
Chemosphere 2023 Feb;314:137723.PMID:36592835DOI:10.1016/j.chemosphere.2022.137723.
Carbendazim is a highly effective benzimidazole fungicide and is widely used throughout the world. The effects of Carbendazim contamination on the biology and environment should be paid more attention. We reviewed the published papers to evaluate the biological and environmental risks of Carbendazim residues. The Carbendazim has been frequently detected in the soil, water, air, and food samples and disrupted the soil and water ecosystem balances and functions. The Carbendazim could induce embryonic, reproductive, developmental and hematological toxicities to different model animals. The Carbendazim contamination can be remediated by photodegradation and chemical and microbial degradation. The Carbendazim could enter into human body through food, drinking water and skin contact. Most of the existing studies were completed in the laboratory, and further studies should be conducted to reveal the effects of successive Carbendazim applications in the field.
Chromatographic Methods for Detection and Quantification of Carbendazim in Food
J Agric Food Chem 2020 Oct 28;68(43):11880-11894.PMID:33059442DOI:10.1021/acs.jafc.0c04225.
Carbendazim (CBZ), which is a fungicide widely used for the management of plant diseases, has been detected in a number of food products. The negative effects of CBZ to human health have stimulated the reduction of the maximum residue limits (MRLs), and subsequently the development of reliable and sensitive detection methods. Here, we are reviewing for the first time all reported chromatographic methods for the detection and quantification of CBZ in food. Several techniques, including liquid chromatography (LC), thin layer chromatography (TLC), micellar electrokinetic chromatography (MEKC), and supercritical fluid chromatography (SFC), were used for the separation and detection of CBZ, showing diverse characteristics and sensitivity. Some methods allowed the specific determination of CBZ, whereas other methods were successfully applied for the simultaneous quantification of a huge number of pesticides. Most reported methods showed limits of detection (LOD) and quantification (LOQ) lower than the MRLs. Relevant efforts in the field have been directed toward the simplification and optimization of the extraction steps prior to the chromatographic separation to increase the recovery and reduce the matrix effects. In this Review, the matrices, extraction procedures, and separation and detection parameters are detailed and compared in order to provide new insights on the development of new reliable methods for the detection of CBZ in food.
Double Edge Sword Behavior of Carbendazim: A Potent Fungicide With Anticancer Therapeutic Properties
Anticancer Agents Med Chem 2018;18(1):38-45.PMID:28003000DOI:10.2174/1871520616666161221113623.
Background: A number of benzimidazole derivatives such as benomyl and Carbendazim have been known for their potential role as agricultural fungicides. Simultaneously Carbendazim has also been found to inhibit proliferation of mammalian tumor cells specifically drug and multidrug resistant cell lines. Objective: To understand the dual role of Carbendazim as a fungicide and an anticancer agent, the study has been planned referring to the earlier studies in literature. Results: Studies carried out with fungal and mammalian cells have highlighted the potential role of Carbendazim in inhibiting proliferation of cells, thereby exhibiting therapeutic implications against cancer. Because of its promising preclinical antitumor activity, Carbendazim had undergone phase I clinical trials and is under further clinical investigations for the treatment of cancer. A number of theoretical interactions have been pinpointed. There are many anticancer drugs in the market, but their usefulness is limited because of drug resistance in a significant proportion of patients. The hunger for newer drugs drives anticancer drug discovery research on a global platform and requires innovations to ensure a sustainable pipeline of lead compounds. Conclusion: Current review highlights the dual role of Carbendazim as a fungicide and an anticancer agent. Further, the harmful effects of Carbendazim and emphasis upon the need for more pharmacokinetic studies and pharmacovigilance data to ascertain its clinical significance, have also been discussed.
Carbendazim shapes microbiome and enhances resistome in the earthworm gut
Microbiome 2022 Apr 18;10(1):63.PMID:35436900DOI:10.1186/s40168-022-01261-8.
Background: It is worrisome that several pollutants can enhance the abundance of antibiotic resistance genes (ARGs) in the environment, including agricultural fungicides. As an important bioindicator for environmental risk assessment, earthworm is still a neglected focus that the effects of the fungicide Carbendazim (CBD) residues on the gut microbiome and resistome are largely unknown. In this study, Eisenia fetida was selected to investigate the effects of CBD in the soil-earthworm systems using shotgun metagenomics and qPCR methods. Results: CBD could significantly perturb bacterial community and enrich specific bacteria mainly belonging to the phylum Actinobacteria. More importantly, CBD could serve as a co-selective agent to elevate the abundance and diversity of ARGs, particularly for some specific types (e.g., multidrug, glycopeptide, tetracycline, and rifamycin resistance genes) in the earthworm gut. Additionally, host tracking analysis suggested that ARGs were mainly carried in some genera of the phyla Actinobacteria and Proteobacteria. Meanwhile, the level of ARGs was positively relevant to the abundance of mobile genetic elements (MGEs) and some representative co-occurrence patterns of ARGs and MGEs (e.g., cmx-transposase and sul1-integrase) were further found on the metagenome-assembled contigs in the CBD treatments. Conclusions: It can be concluded that the enhancement effect of CBD on the resistome in the earthworm gut may be attributed to its stress on the gut microbiome and facilitation on the ARGs dissemination mediated by MGEs, which may provide a novel insight into the neglected ecotoxicological risk of the widely used agrochemicals on the gut resistome of earthworm dwelling in soil. Video abstract.