105893-07-0

Basic information

• Product Name: 2,2’-diselanediyldibenzoyl chloride
• Synonyms: 2,2’-diselanediyldibenzoyl chloride
• CAS NO: 105893-07-0
• Molecular Weight: 437.042
• Mol File: 105893-07-0.mol

Chemical Properties

• CAS DataBase Reference: 2,2’-diselanediyldibenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2’-diselanediyldibenzoyl chloride(105893-07-0)
• EPA Substance Registry System: 2,2’-diselanediyldibenzoyl chloride(105893-07-0)

Safety Data

• Hazardous Substances Data: 105893-07-0(Hazardous Substances Data)

Upstream product

• 87-25-2 2-ethoxycarbonylaniline 
• 17333-86-7 o-Carboxybenzenediazonium 
• 104101-90-8 2-selenocyanato-benzoic acid 
• 1441-84-5 2-selenocyanato-benzoyl chloride 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 
• 118-92-3 anthranilic acid 
• 10026-13-8 phosphorus pentachloride 
• 6512-83-0 2,2'-diselanediyl-di-benzoic acid 
• 7719-09-7 thionyl chloride 

Downstream Products

• 106663-85-8 bis[2-(3,4-dimethoxyphenylcarbamoyl)]phenyl diselenide 
• 106663-62-1 bis[2-(4-hydroxyphenylcarbamoyl)]phenyl diselenide 
• 106663-61-0 bis[2-(3-hydroxyphenylcarbamoyl)]phenyl diselenide 
• 106663-71-2 bis[2-(4-methoxyphenylcarbamoyl)phenyl] diselenide 

Relevant articles and documents

Reaction of bis[(2-chlorocarbonyl)phenyl] diselenide with phenols, aminophenols, and other amines towards diphenyl diselenides with antimicrobial and antiviral properties ?

A reaction of bis[(2-chlorocarbonyl)phenyl] diselenide with various mono and bisnucleophiles such as aminophenols, phenols, and amines have been studied as a convenient general route to a series of new antimicrobial and antiviral diphenyl diselenides. The compounds, particularly bis[2-(hydroxyphenylcarbamoyl)]phenyl diselenides and reference benzisoselenazol-3(2H)-ones, exhibited high antimicrobial activity against Gram-positive bacterial species (Enterococcus spp., Staphylococcus spp.), and some compounds were also active against Gram-negative E. coli and fungi (Candida spp., A. Niger). The majority of compounds demonstrated high activity against human herpes virus type 1 (HHV-1) and moderate activity against encephalomyocarditis virus (EMCV), while they were generally inactive against vesicular stomatitis virus (VSV).

Probing the Formation of a Seleninic Acid in Living Cells by the Fluorescence Switching of a Glutathione Peroxidase Mimetic

Glutathione peroxidase (GPx) is a selenoenzyme that protects cells against oxidative damage. Although the formation of a seleninic acid (-SeO2H) by this enzyme during oxidative stress has been proposed, a selenic acid has not been identified in cells. Herein, we report that the formation of a seleninic acid can be monitored in living cells by using a redox-active ebselen analogue with a naphthalimide fluorophore. The probe reacts with H2O2 to generate the highly fluorescent seleninic acid. The electron withdrawing nature of the -SeO2H moiety and strong Se???O interactions, which prevent the photoinduced electron transfer, are responsible for the fluorescence.

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.

Design and Synthesis of DiselenoBisBenzamides (DISeBAs) as Nucleocapsid Protein 7 (NCp7) Inhibitors with anti-HIV Activity

The interest in the synthesis of Se-containing compounds is growing with the discovery of derivatives exhibiting various biological activities. In this manuscript, we have identified a series of 2,2′-diselenobisbenzamides (DISeBAs) as novel HIV retroviral

Synthesis and properties of 2-carboxyalkyl-1,2-benzisoselenazol-3(2H)-ones and related organoselenium compounds as nitric oxide synthase inhibitors and cytokine inducers

A convenient synthesis of the 2-carboxyalkyl-1,2-benzisoselenazol-3(2H)-ones 4a-k and their esters 41-p from 2-(chloroseleno)benzoyl chloride (2) and amino acids or their carboxy esters is reported. In similar way other 2-substituted 1,2-benzisoselenazol-3(2H)-ones 4q-u were synthesized. The related bis[2-(carbamoyl)phenyl] diselenides 5 were obtained by reductive conversion of 1,2-benzisoselenazol-3(2H)-ones 4 or directly by the reaction of bis[2-(chlorocarbonyl)phenyl] diselenide (3) with compounds having a primary amino group. It was found that some of compounds 4 and 5 are modest cytokine (TNF, IFN) inducers in human peripheral blood leucocyte cultures and block the constitutive endothelial nitric oxide synthase (ce NOS). VCH Verlagsgesellschaft mbH, 1996.

Xerogel-sequestered silanated organochalcogenide catalysts for bromination with hydrogen peroxide and sodium bromide

While H2O22 is a powerful oxidant, decomposing into environmentally benign H2O and O2, a catalyst is often required for reactions with H2O2 to proceed at synthetically useful rates. Organotellurium and organoselenium compounds catalyze the oxidation of ha

Diselenides and benzisoselenazolones as antiproliferative agents and glutathione-S-transferase inhibitors

A series of variously functionalized selenium-containing compounds were purposely synthesized and evaluated against a panel of cancer cell lines. Most of the compounds showed an interesting cytotoxicity profile with compound 5 showing a potent activity on MCF7 cells. The ethyl amino derivative 5 acts synergistically with cis-platin and inhibits the GST enzyme with a potency that well correlates with the cytotoxicity observed in MCF7 cells. A computational analysis suggests a possible binding mode on the GST enzyme. As the main outcome of the present study, the ethyl amino derivative 5 emerged as a valid lead compound for further, future developments.

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).

Identification of methionine aminopeptidase 2 as a molecular target of the organoselenium drug ebselen and its derivatives/analogues: Synthesis, inhibitory activity and molecular modeling study

A collection of twenty-six organoselenium compounds, ebselen and its structural analogues, provided a novel approach for inhibiting the activity of human methionine aminopeptidase 2 (MetAP2). This metalloprotease, being responsible for the removal of the amino-terminal methionine from newly synthesized proteins, plays a key role in angiogenesis, which is essential for the progression of diseases, including solid tumor cancers. In this work, we discovered that ebselen, a synthetic organoselenium drug molecule with anti-inflammatory, anti-oxidant and cytoprotective activity, inhibits one of the main enzymes in the tumor progression pathway. Using three-step synthesis, we obtained twenty-five ebselen derivatives/analogues, ten of which are new, and tested their inhibitory activity toward three neutral aminopeptidases (MetAP2, alanine and leucine aminopeptidases). All of the tested compounds proved to be selective, slow-binding inhibitors of MetAP2. Similarly to ebselen, most of its analogues exhibited a moderate potency (IC50= 1–12 μM). Moreover, we identified three strong inhibitors that bind favorably to the enzyme with the half maximal inhibitory concentration in the submicromolar range.

A fluorescent probe for rapid detection of thiols and imaging of thiols reducing repair and H2O2 oxidative stress cycles in living cells

A diselenide containing fluorescent probe based on a fluorescein scaffold for thiols was developed. The fluorescent probe exhibited rapid response, high selectivity and reversibility. Confocal fluorescence microscopy was used to visualize the redox change