81744-10-7

Usage

Chemical class

Selenazolone derivative

Structural features

Selenazolone ring fused to a benzene ring
Methoxy group at the 7th position
Phenyl group at the 2nd position

Potential applications

Pharmacological and medicinal properties

Specific area of interest

Anticancer agent

Ongoing research

Mechanism of action
Therapeutic applications

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

Upstream product

• 33234-36-5 2-chloro-3-methoxybenzoic acid 
• 853332-80-6 2-chloro-3-methoxy-N-phenylbenzamide 
• 81744-28-7 3-Methoxy-2-methylselanyl-N-phenyl-benzamide 
• 6833-23-4 3-methoxy-N-phenylbenzamide 

Downstream Products

• 104030-78-6 S-(2-phenylcarbamoyl-6-methoxy-phenylselenyl)-DL-2-mercaptopropionylglycine 

Relevant academic research and scientific papers

Copper catalyzed/mediated synthetic methodology for ebselen and related isoselenazolones

Scope of the copper catalyzed/mediated selenium-nitrogen coupling reaction has been studied for the synthesis of isoselenazolones. It is noticed that the 2-chloro, 2-bromo-, and 2-iodo-aryl amides substrates can be exploited in the selenium-nitrogen coupling reaction by employing 25-100 mol % of CuI/1,10-phenanthroline (L) and potassium carbonate as a base in DMF. Furthermore, electron rich 2-chloro-arylamides also underwent selenium-nitrogen coupling reaction to give biologically important selenium-nitrogen heterocycles. Also, copper-catalyzed selenium-nitrogen coupling reaction has been meticulously applied for the synthesis of diaryl diselenides having methoxy, amine, and amide functionality from respective aryl iodides in the presence of stoichiometric amount of succinimide as an external Se-N coupling partner.

Ortholithiation as a tool for the synthesis of Ebselen analogues

Ortholithiation reactions are shown to be effective tools for the synthesis of Ebselen (N-phenyl-benzisoselenazolin-3-one) derivatives.