2-Mercaptobenzothiazole
(Synonyms: 2-巯基苯并噻唑) 目录号 : GC39761
2-Mercaptobenzothiazole (Benzothiazole-2-thiol, 2-MBT, Mercapto-2-benzothiazole) is an exceptionally potent inhibitor of banana polyphenoloxidase and can significantly delay the onset of substrate oxidation at concentrations as low as 100 nM.
Cas No.:149-30-4
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
2-Mercaptobenzothiazole (Benzothiazole-2-thiol, 2-MBT, Mercapto-2-benzothiazole) is an exceptionally potent inhibitor of banana polyphenoloxidase and can significantly delay the onset of substrate oxidation at concentrations as low as 100 nM.
[1] J K Palmer, et al. Science. 1967 Jul 14;157(3785):200-1.
| Cas No. | 149-30-4 | SDF | |
| 别名 | 2-巯基苯并噻唑 | ||
| Canonical SMILES | S=C1SC2=CC=CC=C2N1 | ||
| 分子式 | C7H5NS2 | 分子量 | 167.25 |
| 溶解度 | Soluble in DMSO | 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 | 5.9791 mL | 29.8954 mL | 59.7907 mL |
| 5 mM | 1.1958 mL | 5.9791 mL | 11.9581 mL |
| 10 mM | 0.5979 mL | 2.9895 mL | 5.9791 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。
2-Mercaptobenzothiazole generates γ-H2AX via CYP2E1-dependent production of reactive oxygen species in urothelial cells
J Biochem Mol Toxicol 2022 Jun;36(6):e23043.PMID:35279910DOI:10.1002/jbt.23043.
Ortho (o)-toluidine is a widely known carcinogenic substance associated with cancers of the human bladder. A study on British chemical factory workers exposed to 2-Mercaptobenzothiazole, phenyl-β-naphthylamine, aniline, and o-toluidine demonstrated the crucial roles of o-toluidine, 2-Mercaptobenzothiazole, and phenyl-β-naphthylamine in the development of bladder cancer. As genotoxic events are crucial steps in the initiation of cancer, in the present study, we aimed to examine the genotoxic potential of the four chemicals using phosphorylated histone H2AX (γ-H2AX), which is a sensitive and reliable marker of DNA damage, in cultured human urothelial cells. Of the four chemicals, 2-Mercaptobenzothiazole was a particularly potent DNA-damaging agent. Moreover, mechanistic studies revealed that γ-H2AX generation by 2-Mercaptobenzothiazole was mainly associated with the generation of reactive oxygen species via cytochrome P450 2E1-mediated metabolism. The findings of this study may provide information that is important for the assessment of risks associated with chemicals as well as the interpretation of epidemiological studies investigating occupational bladder cancer.
Mathematical Modeling for the Industrial 2-Mercaptobenzothiazole Batch Production Process
ACS Omega 2022 Feb 21;7(8):6963-6977.PMID:35252688DOI:10.1021/acsomega.1c06646.
As an important chemical intermediate, 2-Mercaptobenzothiazole (MBT) is widely used in various processes, especially in the rubber industry. However, there is no first-principles model that describes the synthetic process of MBT. This paper focuses on the formulation of a reliable mathematical model represented by a series of differential and algebraic equations for the industrial batch MBT production process. It is difficult to estimate all of the unknown parameters in the model because of the lack of sufficient industrial/experimental data. Thus, a reduced estimable parameter set is derived by performing estimability analysis on the original estimation problem. A multiple-starting-point strategy is then applied to numerically solve the non-convex parameter estimation problem with the weighted least-squares approach. Subsequently, a cross-validation technique is employed to evaluate the generalizability of the proposed model. Finally, it is confirmed that the proposed model produces encouraging prediction performance with regard to independent test data.
Halogen, chalcogen, and hydrogen bonding in organoiodine cocrystals of heterocyclic thiones: imidazolidine-2-thione, 2-mercaptobenzimidazole, 2-mercapto-5-methylbenzimidazole, 2-mercaptobenzoxazole, and 2-Mercaptobenzothiazole
Acta Crystallogr C Struct Chem 2022 Dec 1;78(Pt 12):702-715.PMID:36468553DOI:10.1107/S2053229622009548.
Through the combination of heterocyclic thiones with variation in the identity of the heterocyclic elements, namely, imidazolidine-2-thione, 2-mercaptobenzimidazole, 2-mercapto-5-methylbenzimidazole, 2-mercaptobenzoxazole, and 2-Mercaptobenzothiazole with the common halogen-bond donors 1,2-, 1,3-, and 1,4-diiodotetrafluorobenzene, 1,3,5-trifluorotriiodobenzene, and tetraiodoethylene, a series of 18 new crystalline structures were characterized. In most cases, N-H...S hydrogen bonding was observed, with these interactions in imidazole-containing structures typically resulting in two-dimensional motifs (i.e. ribbons). Lacking the second N-H group, the thiazole and oxazole hydrogen bonding resulted in only dimeric pairs. C-I...S and C-I...I halogen bonding, as well as C=S...I chalcogen bonding, served to consolidate the packing by linking the hydrogen-bonding ribbons or dimeric pairs.
2-Mercaptobenzothiazole in urine of children and adolescents in Germany - Human biomonitoring results of the German Environmental Survey 2014-2017 (GerES V)
Int J Hyg Environ Health 2020 Jul;228:113540.PMID:32353757DOI:10.1016/j.ijheh.2020.113540.
2-Mercaptobenzothiazole (2-MBT) is widely used as a vulcanisation accelerator and is contained in many products made from natural rubber, e.g. car tires. Additionally, it is used as a fungicide in paint or fibre. Systemically human exposure to 2-MBT can occur via dermal and oral uptake or inhalation. Locally, 2-MBT can cause skin sensitisation. The International Agency for Research on Cancer (IARC) classified 2-MBT as probably carcinogenic to humans. 516 urine samples of 3- to 17-year-old children and adolescents living in Germany were analysed for the concentration of 2-MBT in the population representative German Environmental Survey for Children and Adolescents 2014-2017 (GerES V). 2-MBT was quantified above the limit of quantification (LOQ) of 1.0 μg/L in 50% of the 516 samples analysed. The geometric mean of urinary 2-MBT concentration was 1.018 μg/L and 0.892 μg/gcreatinine, the arithmetic mean was 1.576 μg/L (1.351 μg/gcrea). The median concentration was below the LOQ. Analyses of subgroups revealed higher 2-MBT concentrations in children aged 3-5 years compared to 14- to 17-year-old adolescents. All urinary 2-MBT concentrations were well below the health-based guidance value HBM-I for children of 4.5 μg/L. Therefore, current exposure levels are - according to current knowledge - not of concern. For the first time, reference values can be derived for 2-MBT for children and adolescents in Germany. This will facilitate to recognise changing exposure levels in this population group in Germany and identification of unusually high exposures.
Microaerobic degradation of 2-Mercaptobenzothiazole present in industrial wastewater
J Hazard Mater 2017 Jan 5;321:773-781.PMID:27720473DOI:10.1016/j.jhazmat.2016.09.061.
Microaerobic degradation of 2-Mercaptobenzothiazole (2-MBT) was investigated using an isolated bacterial strain CSMB1. It was identified as Alcaligenes sp. MH146 by genomic analysis. The isolate degraded 50mg/L concentration of 2-MBT which was measured in terms of Total organic carbon (TOC) (700mg/L). A maximum degradation of 86% with a residual TOC concentration of 101mg/L was obtained after 72h, with the biomass growth of 290mg/L. The presence of specific activity of catechol 2, 3 oxygenase was observed in all the tested derivatives of benzothiazoles and the benzene ring opening was observed through meta cleavage. By analyzing the 72h incubated culture supernatant, 2-MBT, and all its biotransformed products were degraded into polar compounds. With the analytical results obtained, a possible microaerobic degradative pathway was proposed and illustrated for 2-MBT. It is concluded that microaerophilic isolate CSMB1 was able to degrade 2-MBT and its intermediates by utilizing them as sole carbon and energy.