3416-59-9

Basic information

• Product Name: 2-benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide
• Synonyms: 1,2-Benzisothiazol-3(2H)-one, 2-(phenylmethyl)-, 1,1-dioxide; 2-Benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide
• CAS NO: 3416-59-9
• Molecular Formula: C₁₄H₁₁NO₃S
• Molecular Weight: 273.307
• Mol File: 3416-59-9.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 474.9°C at 760 mmHg
• Flash Point: 241°C
• Density: 1.431g/cm³
• Vapor Pressure: 3.48E-09mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 2-benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide(3416-59-9)
• EPA Substance Registry System: 2-benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide(3416-59-9)

Safety Data

• Hazardous Substances Data: 3416-59-9(Hazardous Substances Data)

Usage

General Description

2-Benzyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide, also known as DBD, is a chemical compound with a molecular formula C15H11NO3S. It is a fluorescent yellow dye that is used in a variety of applications, including as a colorant in plastic, rubber, textiles, and printing inks. It is also used as a fluorescent probe in biochemical and medical research. DBD has been studied for its potential as a photosensitizer in photodynamic therapy, a treatment for cancer and other diseases. Additionally, it has been investigated for its antimicrobial and antioxidant properties. However, further research is needed to fully understand the potential uses and risks associated with this compound.

Upstream product

• 128-44-9 saccharin sodium salt 
• 100-44-7 benzyl chloride 
• 81-07-2 saccharin 
• 110-05-4 di-tert-butyl peroxide 
• 108-88-3 toluene 
• 110-83-8 cyclohexene 
• 100-39-0 benzyl bromide 
• 1864-94-4 phenyl formate 
• 100-51-6 benzyl alcohol 
• 103-50-4 dibenzyl ether 
• 59777-72-9 ethyl 2-(aminosulfonyl)benzoate 
• 13947-20-1 N-(hydroxymethyl)saccharin 
• 100-46-9 benzylamine 
• 2527-62-0 bis[2-(N-benzylcarbamoyl)phenyl] disulfide 

Downstream Products

• 131771-41-0 2-(benzylsulfamoyl)benzoic acid 
• 245451-64-3 N-benzyl o-hydroxymethylbenzenesulfonamide 
• 874569-40-1 2-benzylsulfamoyl-benzamide 
• 1027201-59-7 (2-Benzyl-3-cyano-1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[d]isothiazol-3-yl)-cyano-acetic acid ethyl ester 
• 1026471-43-1 C₁₉H₁₆N₂O₆S 
• 127511-55-1 [2-Benzyl-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-(3Z)-ylidene]-cyano-acetic acid ethyl ester 
• 916653-83-3 N-[(1S)-1-benzyl-2-chloroethyl]-2-[(benzylamino)sulfonyl]benzamide 
• 916653-77-5 2-[(benzylamino)sulfonyl]-N-[(1S)-1-(chloromethyl)-2-methylpropyl]benzamide 
• 916653-76-4 N-[(1S)-2-chloro-1-methylethyl]-2-[(benzylamino)sulfonyl]benzamide 
• 916653-74-2 2-[(benzylamino)sulfonyl]-N-(2-chloroethyl)benzamide 
• 916653-60-6 2-[(benzylamino)sulfonyl]-N-(2-hydroxyethyl)benzamide 
• 916653-68-4 2-[(benzylamino)sulfonyl]-N-[(1S)-1-benzyl-2-hydroxyethyl]benzamide 
• 916653-63-9 2-[(benzylamino)sulfonyl]-N-[(1S)-2-hydroxy-1-methylethyl]benzamide 
• 916653-64-0 2-[(benzylamino)sulfonyl]-N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]benzamide 

Relevant articles and documents

Novel benzenesulfonamide and 1,2-benzisothiazol-3(2H)-one-1,1-dioxide derivatives as potential selective COX-2 inhibitors

Two new series of 1,2-benzisothiazol-3(2H)-one-1,1-dioxide derivatives containing either five membered heterocyclic rings or aryl hydrazones were synthesized and evaluated for their in vitro COX-1/COX-2 inhibitory activity. In vivo anti-inflammatory evalu

In situ Generation and Utilization of CO: An Efficient Route towards N-Substituted Saccharin via Carbonylative Cyclization of 2-Iodosulfonamides

The present protocol demonstrates the synthesis of N-substituted saccharines via carbonylative cyclization of 2-iodosulfonamides using a Pd(OAc) 2 /Xantphos catalyst system and phenyl formate as a CO source. A variety of saccharin derivatives is synthesized under milder reaction conditions.

Metal-free C-N cross-coupling of electrophilic compounds and N-haloimides

When DBU is added, the cross-coupling reaction between alkyl halides (halogen = Cl, Br and I) and N-haloimides (halogen = Cl, Br) occurs, resulting in the formation of aminated products. A halogen bond activated nucleophilic substitution mechanism was proposed. The methodology represents an elegant example of applying the halogen bond activation strategy in an organic transformation.