81743-98-8

Basic information

• Product Name: 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-
• Synonyms: 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-
• CAS NO: 81743-98-8
• Molecular Formula: C₁₄H₁₁NO₂Se
• Molecular Weight: 304.2026
• Mol File: 81743-98-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 453.7°Cat760mmHg
• Flash Point: 228.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.03E-08mmHg at 25°C
• CAS DataBase Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-(81743-98-8)
• EPA Substance Registry System: 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-(81743-98-8)

Safety Data

• Hazardous Substances Data: 81743-98-8(Hazardous Substances Data)

Usage

General Description

1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)-, also known as ebselen, is a synthetic organoselenium compound. It has been studied for its potential antioxidant, anti-inflammatory, and neuroprotective properties. Ebselen has been investigated for its potential use in the treatment of various medical conditions, including Alzheimer's disease, bipolar disorder, and hearing loss. Additionally, it has shown promise in reducing oxidative stress and protecting against damage from ischemia-reperfusion injury. Ebselen has also been studied for its potential as a cancer treatment and in the development of new antibiotics. Overall, research on 1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)- suggests it may have a wide range of potential medical applications.

InChI:InChI=1/C14H11NO2Se/c1-17-11-6-4-5-10(9-11)15-14(16)12-7-2-3-8-13(12)18-15/h2-9H,1H3

Upstream product

• 609-67-6 2-Iodobenzoyl chloride 
• 536-90-3 m-Anisidine 
• 88-67-5 2-Iodobenzoic acid 
• 36684-48-7 2-iodo-N-(3-methoxy-phenyl)-benzamide 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 
• 6512-83-0 2,2'-diselanediyl-di-benzoic acid 
• 118-92-3 anthranilic acid 

Downstream Products

• 99804-20-3 2-(3-methoxyphenyl)-1,2-benzisoselenazole-3(2H)-thione 

Relevant articles and documents

Discovery and Mechanism of SARS-CoV-2 Main Protease Inhibitors

The emergence of a new coronavirus, severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), presents an urgent public health crisis. Without available targeted therapies, treatment options remain limited for COVID-19 patients. Using medicinal chemistry and rational drug design strategies, we identify a 2-phenyl-1,2-benzoselenazol-3-one class of compounds targeting the SARS-CoV-2 main protease (Mpro). FRET-based screening against recombinant SARS-CoV-2 Mpro identified six compounds that inhibit proteolysis with nanomolar IC50 values. Preincubation dilution experiments and molecular docking determined that the inhibition of SARS-CoV-2 Mpro can occur by either covalent or noncovalent mechanisms, and lead E04 was determined to inhibit Mpro competitively. Lead E24 inhibited viral replication with a nanomolar EC50 value (844 nM) in SARS-CoV-2-infected Vero E6 cells and was further confirmed to impair SARS-CoV-2 replication in human lung epithelial cells and human-induced pluripotent stem cell-derived 3D lung organoids. Altogether, these studies provide a structural framework and mechanism of Mpro inhibition that should facilitate the design of future COVID-19 treatments.

Synthesis of new alkylated and methoxylated analogues of ebselen with antiviral and antimicrobial properties

A series of new mono and disubstituted alkylated and methoxylated benzisoselanzol-3(2H)-ones and bis(2carbamoylaryl)diselenides were prepared in yields ranging from 55% to 95% starting from anthranilic acid and were evaluated for antiviral and antimicrobial activity. The compounds exhibited antiviral activity against Human herpes virus 1 and Encephalomyocarditis virus as well as antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Candida albicans. R1 O O R1 COOH N N R2 H Se R2 NH2 Se 2 R1, R2 = Me, OMe, Cl, t-Bu, H.

Synthesis of new alkylated and methoxylated analogues of ebselen with antiviral and antimicrobial properties

A series of new mono and disubstituted alkylated and methoxylated benzisoselanzol-3(2H)-ones and bis(2-carbamoylaryl)diselenides were prepared in yields ranging from 55% to 95% starting from anthranilic acid and were evaluated for antiviral and antimicrobial activity. The compounds exhibited antiviral activity against Human herpes virus 1 and Encephalomyocarditis virus as well as antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Candida albicans. (Chemical Equation Presented).