81743-88-6

Basic information

• Product Name: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)-
• Synonyms: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)-
• CAS NO: 81743-88-6
• Molecular Formula: C₁₄H₁₁NOSe
• Molecular Weight: 288.2032
• Mol File: 81743-88-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 431.5°Cat760mmHg
• Flash Point: 214.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.19E-07mmHg at 25°C
• CAS DataBase Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)-(81743-88-6)
• EPA Substance Registry System: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)-(81743-88-6)

Safety Data

• Hazardous Substances Data: 81743-88-6(Hazardous Substances Data)

Usage

Chemical Structure

Contains a benzene ring fused to an isoselenazol ring, with a carbonyl group at position 3 and a 4-methylphenyl group at position 2.

Antioxidative Properties

Ebselen has been shown to have antioxidant properties, which can help protect cells from damage caused by reactive oxygen species (ROS).

Anti-Inflammatory Properties

Ebselen has demonstrated anti-inflammatory effects, which can be beneficial in reducing inflammation associated with various diseases and conditions.

Potential Applications

Ebselen has been studied for its potential use in treating a range of diseases and conditions, including cancer, stroke, dementia, and psychiatric disorders.

Neuroprotective Effects

Ebselen has shown neuroprotective effects, which can be useful in protecting the brain and nervous system from damage.

Antiviral Activity

Ebselen has been investigated for its potential antiviral activity, which could be useful in the development of new treatments for viral infections.

Protection Against Oxidative Stress

Ebselen has been studied for its potential use in protecting against oxidative stress, which can contribute to the development of various diseases and conditions.

Inflammation Reduction

Ebselen has been investigated for its potential to reduce inflammation, which can be beneficial in the treatment of various inflammatory diseases.

Research and Development

Ebselen is a promising candidate for further research and development in the fields of medicine and pharmacology due to its various potential therapeutic applications.

InChI:InChI=1/C14H11NOSe/c1-10-6-8-11(9-7-10)15-14(16)12-4-2-3-5-13(12)17-15/h2-9H,1H3

Upstream product

• 582-78-5 N-(4-methylphenyl)benzamide 
• 134-20-3 2-carbomethoxyaniline 
• 88-67-5 2-Iodobenzoic acid 
• 106-49-0 p-toluidine 
• 2099-63-0 anthranilic acid hydrochloride 
• 118-92-3 anthranilic acid 
• 6512-83-0 2,2'-diselanediyl-di-benzoic acid 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 
• 609-67-6 2-Iodobenzoyl chloride 
• 62303-05-3 2-iodo-N-(p-tolyl)benzamide 

Downstream Products

• 110109-58-5 C₂₀H₁₆ClNOSSe 
• 110109-56-3 C₂₁H₁₉NOSSe 
• 110109-57-4 C₂₀H₁₇NOSSe 

Relevant articles and documents

Structure-Guided Discovery of the Novel Covalent Allosteric Site and Covalent Inhibitors of Fructose-1,6-Bisphosphate Aldolase to Overcome the Azole Resistance of Candidiasis

Fructose-1,6-bisphosphate aldolase (FBA) represents an attractive new antifungal target. Here, we employed a structure-based optimization strategy to discover a novel covalent binding site (C292 site) and the first-in-class covalent allosteric inhibitors

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(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).