81743-90-0

Basic information

• Product Name: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-
• Synonyms: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-
• CAS NO: 81743-90-0
• Molecular Formula: C₁₃H₈ClNOSe
• Molecular Weight: 308.6217
• Mol File: 81743-90-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 447.2°Cat760mmHg
• Flash Point: 224.3°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 3.42E-08mmHg at 25°C
• CAS DataBase Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-(81743-90-0)
• EPA Substance Registry System: 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-(81743-90-0)

Safety Data

• Hazardous Substances Data: 81743-90-0(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound consists of 13 carbon (C), 8 hydrogen (H), 1 chlorine (Cl), 1 nitrogen (N), 1 oxygen (O), and 1 selenium (Se) atoms.

Explanation

The compound is a derivative of selenazole, which is a five-membered heterocyclic ring containing selenium.

Explanation

The compound has a benzene ring, which is a six-membered aromatic ring consisting of alternating single and double bonds between carbon atoms.

Explanation

The compound contains a selenazole ring, which is a five-membered heterocyclic ring with one selenium atom and two nitrogen atoms.

Explanation

The compound has a chlorine atom as a substituent on the benzene ring, which can influence its chemical and biological properties.

Explanation

The compound has been studied for its potential biological and pharmacological properties, which means it may have effects on living organisms or be used as a drug.

Explanation

The compound has been investigated for its potential to act as an anticancer agent, which means it may have the ability to inhibit or prevent the growth of cancer cells.

Seleneazole derivative

Yes

Benzene ring

Present

Selenazole ring

Present

Chlorine atom substituent

Yes, on the benzene ring

Potential biological and pharmacological properties

Yes

Potential use as an anticancer agent

Yes

InChI:InChI=1/C13H8ClNOSe/c14-9-5-7-10(8-6-9)15-13(16)11-3-1-2-4-12(11)17-15/h1-8H

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 106-47-8 4-chloro-aniline 
• 313268-48-3 2-iodo-N-(4-chlorophenyl)benzamide 
• 6512-83-0 2,2'-diselanediyl-di-benzoic acid 
• 118-92-3 anthranilic acid 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 

Relevant articles and documents

The Mpro structure-based modifications of ebselen derivatives for improved antiviral activity against SARS-CoV-2 virus

The main protease (Mpro or 3CLpro) of SARS-CoV-2 virus is a cysteine enzyme critical for viral replication and transcription, thus indicating a potential target for antiviral therapy. A recent repurposing effort has identified ebselen, a multifunctional drug candidate as an inhibitor of Mpro. Our docking of ebselen to the binding pocket of Mpro crystal structure suggests a noncovalent interaction for improvement of potency, antiviral activity and selectivity. To test this hypothesis, we designed and synthesized ebselen derivatives aimed at enhancing their non-covalent bonds within Mpro. The inhibition of Mpro by ebselen derivatives (0.3 μM) was screened in both HPLC and FRET assays. Nine ebselen derivatives (EBs) exhibited stronger inhibitory effect on Mpro with IC50 of 0.07–0.38 μM. Further evaluation of three derivatives showed that EB2-7 exhibited the most potent inhibition of SARS-CoV-2 viral replication with an IC50 value of 4.08 μM in HPAepiC cells, as compared to the prototype ebselen at 24.61 μM. Mechanistically, EB2-7 functions as a noncovalent Mpro inhibitor in LC-MS/MS assay. Taken together, our identification of ebselen derivatives with improved antiviral activity may lead to developmental potential for treatment of COVID-19 and SARS-CoV-2 infection.

1,2-BENZISOSELENAZOL-3(2H)-ONE AND 1,2-BENZISOTHIAZOL-3(2H)-ONE DERIVATIVES AS BETA-LACTAM ANTIBIOTIC ADJUVANTS

Provided herein are compositions and methods useful in the treatment of beta-lactam antibiotic resistant bacteria.

Water-dependent synthesis of biologically active diaryl diselenides

A new one-step method for the synthesis of diaryl diselenides has been developed. The reaction of o-iodobenzamides with dilithium diselenide can be controlled by the presence of water providing a simple and efficient protocol to obtain benzisoselenazolones or diaryl diselenides. A series of N-Aryl ebselen derivatives and the corresponding diselenides was obtained. All synthesized compounds were tested in vitro as antioxidants and cytotoxic agents. N-(2,3,4-Trimethoxyphenyl)benzisoselenazol-3(2H)-one was the best in vitro antioxidant and the corresponding diselenide the most potent cytotoxic agent against prostate cancer cell line DU145, being inactive towards healthy prostate cell line PNT1A. Formula parented.