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Bethoxazin

CAS# 163269-30-5

Bethoxazin

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Chemical structure

Bethoxazin

3D structure

Chemical Properties of Bethoxazin

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.
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.
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

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Bethoxazin Molarity Calculator

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Preparing Stock Solutions of Bethoxazin

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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Background on Bethoxazin

Bethoxazin(Bethoguard) is a new broad spectrum industrial microbicide with applications in material and coating preservation.

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References on Bethoxazin

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.

Description

Bethoxazin(Bethoguard) is a new broad spectrum industrial microbicide with applications in material and coating preservation.

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