80357-08-0

Basic information

• Product Name: (1,1-dioxo-1H-1l6-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile
• Synonyms: (1,1-dioxo-1H-1l6-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile;2-((1,1-Dioxidobenzo[d]isothiazol-3-yl)thio)acetonitrile
• CAS NO: 80357-08-0
• Molecular Formula: C₉H₆N₂O₂S₂
• Molecular Weight: 238.28614
• Mol File: 80357-08-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (1,1-dioxo-1H-1l6-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (1,1-dioxo-1H-1l6-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile(80357-08-0)
• EPA Substance Registry System: (1,1-dioxo-1H-1l6-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile(80357-08-0)

Safety Data

• Hazardous Substances Data: 80357-08-0(Hazardous Substances Data)

Usage

General Description

(1,1-dioxo-1H-benzo[d]isothiazol-3-ylsulfanyl)-acetonitrile is a chemical compound with a complex molecular structure that contains a benzene ring fused with an isothiazole ring and a nitrile group attached to a sulfur atom. This chemical is known for its potential applications in organic synthesis and medicinal chemistry, particularly in the development of pharmaceutical drugs. The presence of the sulfur and nitrile groups in its structure indicates that it may exhibit reactive and functional properties, making it valuable for various chemical transformations and biological activities. However, due to its complex and potentially reactive nature, careful handling and appropriate safety measures are necessary when working with this chemical.

Upstream product

• 107-14-2 chloroacetonitrile 
• 80357-05-7 1,2-benzisothiazol-3-(2H)-thione-1,1-dioxide nitranion sodium salt 
• 27148-03-4 thiosaccharine 
• 81-07-2 saccharin 

Downstream Products

• 59463-55-7 S-cyanomethyl thiobenzoate 

Relevant articles and documents

Pseudosaccharin amine derivatives: Synthesis and elastase inhibitory activity

Pseudosaccharin amines were synthesized from saccharin either by the reaction of pseudosaccharin chloride with amines, or via thiosaccharin which was treated with amines yielding thiosaccharinates, and their reaction with glacial acetic acid. This route gave lower yields than the first way. The synthesis of alkyl [(1,1-dioxo-benzo[d]isothiazol-3-yl)amino]alkanoates as possible Human Leukocyte Elastase (HLE) inhibitors was realized by the reaction between amino acid esters and pseudosaccharin chloride. Hydrolysis of the esters was possible under aqueous basic conditions. Selected compounds were screened for elastase inhibitory activity. Compounds 4k and 4m were found to be reversible inhibitors of HLE with Ki values of 45 μM and 60 μM.

SYNTHESIS AND REACTION OF 3-(ALKYLTHIO)-1,2-BENZISOTHIAZOLE 1,1-DIOXIDES AS AN ODORLESS CRYSTALLINE EQUIVALENT OF THIOLS

It was found that sodium salt of 1,2-benzisothiazol-3(2H)-thione 1,1-dioxide (thiosaccharin) readily reacted with alkyl halide affording 3-(alkylthio)-1,2-benzisothiazole 1,1-dioxide, which very smoothly produced the corresponding alkanethiol by the reaction with piperidine in almost quantitative yield.