16766-83-9

Basic information

• Product Name: 2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• Synonyms: 2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• CAS NO: 16766-83-9
• Molecular Weight: 287.339
• Mol File: 16766-83-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(16766-83-9)
• EPA Substance Registry System: 2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(16766-83-9)

Safety Data

• Hazardous Substances Data: 16766-83-9(Hazardous Substances Data)

Upstream product

• 128-44-9 saccharin sodium salt 
• 103-63-9 1-phenyl-2-bromoethane 
• 60-12-8 2-phenylethanol 
• 81-07-2 saccharin 
• 64-04-0 phenethylamine 
• 63956-30-9 N,N'-bis(2-phenylethyl)-2,2'-dithiodibenzamide 
• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 
• 2514-37-6 4,5-dibenzo-N-(1-ethylphenyl)-3-isothiazolone 

Downstream Products

• 589-08-2 N-Methyl-N-phenethylamine 

Relevant articles and documents

A scaffold replacement approach towards new sirtuin 2 inhibitors

Sirtuins (SIRT1–SIRT7) are an evolutionary conserved family of NAD+-dependent protein deacylases regulating the acylation state of ε-N-lysine residues of proteins thereby controlling key biological processes. Numerous studies have found association of the aberrant enzymatic activity of SIRTs with various diseases like diabetes, cancer and neurodegenerative disorders. Previously, we have shown that substituted 2-alkyl-chroman-4-one/chromone derivatives can serve as selective inhibitors of SIRT2 possessing an antiproliferative effect in two human cancer cell lines. In this study, we have explored the bioisosteric replacement of the chroman-4-one/chromone core structure with different less lipophilic bicyclic scaffolds to overcome problems associated to poor physiochemical properties due to a highly lipophilic substitution pattern required for achieve a good inhibitory effect. Various new derivatives based on the quinolin-4(1H)-one scaffold, bicyclic secondary sulfonamides or saccharins were synthesized and evaluated for their SIRT inhibitory effect. Among the evaluated scaffolds, the benzothiadiazine-1,1-dioxide-based compounds showed the highest SIRT2 inhibitory activity. Molecular modeling studies gave insight into the binding mode of the new scaffold-replacement analogues.