BethoxazinCAS# 163269-30-5 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 163269-30-5 | SDF | Download SDF |
| PubChem ID | 12040175 | Appearance | Powder |
| Formula | C11H9NO2S2 | M.Wt | 251.32 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 3-(1-benzothiophen-2-yl)-5,6-dihydro-1,4,2-oxathiazine 4-oxide | ||
| SMILES | C1CS(=O)C(=NO1)C2=CC3=CC=CC=C3S2 | ||
| Standard InChIKey | NRAYWXLNSHEHQO-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C11H9NO2S2/c13-16-6-5-14-12-11(16)10-7-8-3-1-2-4-9(8)15-10/h1-4,7H,5-6H2 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Bethoxazin Dilution Calculator
Bethoxazin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.979 mL | 19.895 mL | 39.7899 mL | 79.5798 mL | 99.4748 mL |
| 5 mM | 0.7958 mL | 3.979 mL | 7.958 mL | 15.916 mL | 19.895 mL |
| 10 mM | 0.3979 mL | 1.9895 mL | 3.979 mL | 7.958 mL | 9.9475 mL |
| 50 mM | 0.0796 mL | 0.3979 mL | 0.7958 mL | 1.5916 mL | 1.9895 mL |
| 100 mM | 0.0398 mL | 0.1989 mL | 0.3979 mL | 0.7958 mL | 0.9947 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Bethoxazin(Bethoguard) is a new broad spectrum industrial microbicide with applications in material and coating preservation.
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Chemical reactivity and microbicidal action of bethoxazin.[Pubmed:22264763]
Bioorg Med Chem. 2012 Feb 15;20(4):1494-501.
Bethoxazin is a new broad spectrum industrial microbicide with applications in material and coating preservation. However, little is known of its reactivity profile and mechanism of action. In this study, we examined the reactivity of Bethoxazin toward biologically important nucleophilic groups using UV-vis spectroscopy and LC-MS/MS techniques and found the molecule to be highly electrophilic. Bethoxazin reacted with molecules containing free sulfhydryl groups such as GSH and human serum albumin to form covalent adducts that were detectable by MS, but did not react with amino, carboxylic, phenolic, amino oxo, alcoholic, and phosphate functional groups. Bethoxazin potently inhibited the catalytic activity of yeast DNA topoisomerase II and the growth of yeast BY4742 cells at low micromolar concentrations. However, the reduced form of Bethoxazin and GSH-treated Bethoxazin were both inactive in these assays. The experimentally determined relative reactivity of Bethoxazin and its reduced form analog correlated with their biological activities as well as their quantum-mechanically calculated electrophilicity properties. Taken together, the results suggest that Bethoxazin may exert its microbicidal action by reacting with sensitive endogenous sulfhydryl biomolecules of microbial cells. Consistent with this view, the inhibitory activity of Bethoxazin on topoisomerase II may be due to its ability to react with critical free cysteine sulfhydryl groups on the enzyme. Our studies have provided for the first time a better understanding of the reactivity of Bethoxazin, as well as some insights into the mechanism by which the compound exerts its microbicidal action.
