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Bethoxazin Sale

(Synonyms: 3-苯并[b]噻吩-2-基-5,6-二氢-1,4,2-噻嗪4-氧化物) 目录号 : GC35507

Bethoxazin(Bethoguard)是一种新型的广谱杀菌剂,应用于工业材料和涂层保护。

Bethoxazin Chemical Structure

Cas No.:163269-30-5

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10mg
¥405.00
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50mg
¥1,530.00
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产品描述

Bethoxazin(Bethoguard) is a new broad spectrum industrial microbicide with applications in material and coating preservation.IC50 value:Target: MicrobicideBethoxazin potently inhibited the catalytic activity of yeast DNA topoisomerase II and the growth of yeast BY4742 cells at low micromolar concentrations. bethoxazin may exert its microbicidal action by reacting with sensitive endogenous sulfhydryl biomolecules of microbial cells.

[1]. Chee GL, et al. Chemical reactivity and microbicidal action of bethoxazin. Bioorg Med Chem. 2012 Feb 15;20(4):1494-501.

Chemical Properties

Cas No. 163269-30-5 SDF
别名 3-苯并[b]噻吩-2-基-5,6-二氢-1,4,2-噻嗪4-氧化物
Canonical SMILES O=S1C(C2=CC3=CC=CC=C3S2)=NOCC1
分子式 C11H9NO2S2 分子量 251.32
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.979 mL 19.895 mL 39.7899 mL
5 mM 0.7958 mL 3.979 mL 7.958 mL
10 mM 0.3979 mL 1.9895 mL 3.979 mL
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Research Update

Chemical reactivity and microbicidal action of Bethoxazin

Bioorg Med Chem 2012 Feb 15;20(4):1494-501.PMID:22264763DOI:10.1016/j.bmc.2011.12.051

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.