52188-12-2

Basic information

• Product Name: (1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE
• Synonyms: (1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE;2-(1,1,3-TRIOXO-2,3-DIHYDRO-1H-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)ACETONITRILE;2-Cyanomethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• CAS NO: 52188-12-2
• Molecular Formula: C₉H₆N₂O₃S
• Molecular Weight: 222.22
• Mol File: 52188-12-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 462.2°C at 760 mmHg
• Flash Point: 233.3°C
• Appearance: /
• Density: 1.547g/cm³
• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: (1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE(52188-12-2)
• EPA Substance Registry System: (1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE(52188-12-2)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 52188-12-2(Hazardous Substances Data)

Usage

General Description

(1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA6-BENZO[D]ISOTHIAZOL-2-YL)-ACETONITRILE is a chemical compound with the molecular formula C10H5N3OS. It belongs to the class of benzo[d]isothiazole derivatives and contains a unique isothiazole ring structure. The compound is used in various chemical and pharmaceutical applications due to its versatile reactivity and potential biological activities. Its specific properties and functions may vary depending on the context in which it is used, and further research and testing may be necessary to fully understand its potential uses and implications in different fields.

InChI:InChI=1/C9H6N2O3S/c10-5-6-11-9(12)7-3-1-2-4-8(7)15(11,13)14/h1-4H,6H2

Upstream product

• 128-44-9 saccharin sodium salt 
• 590-17-0 cyanomethyl bromide 
• 107-14-2 chloroacetonitrile 
• 81-07-2 saccharin 
• 77697-00-8 3-oxo-1,2-benzoisothiazoline-2-(N,N-diethyl)acetamide 1,1-dioxide 

Downstream Products

• 99943-09-6 o-carbomethoxy-N-cyanomethylbenzenesulfonamide 

Relevant articles and documents

Synthesis, antifungal evaluation and molecular docking studies of some tetrazole derivatives

A facile and simple protocol for the [3+2] cycloaddition of alkyl nitriles (RCN) with sodium azide (NaN3) in the presence of copper bis(diacetylcurcumin) 1,2-diamin-obenzene Schiff base complex, SiO2-[Cu-BDACDABSBC] as a heterogeneous catalyst in the presence of ascorbic acid and a solution of water/i-PrOH (50:50, V/V) media at reflux condition is described. The supported catalyst was prepared by immobilization of a copper bis(diacetylcurcumin) 1,2-diaminobenzene Schiff base complex [Cu-BDACDABSBC] on silica gel. The complex has high selectivity, catalytic activity, and recyclability. The significant features of this procedure are high yields, broad substrate scope and simple and efficient work-up procedure. According to this synthetic methodology, excellent yields of 5-substituted 1H-tetrazoles having bioactive N-heterocyclic cores were synthesized. The in vitro antifungal activities of title compounds were screened against various pathogenic fungal strains, such as Candida species involving C. albicans, C. glabrata, C. krusei, C. parapsilosis as well as filamentous fungi like Aspergillus species consisting of A. fumigatus and A. flavus. The molecular docking analysis is discussed for one most potent compound against fungi. The docking study determined a remarkable interaction between the most potent compounds and the active site of Mycobacterium P450DM.

Cu/Graphene/Clay Nanohybrid: A Highly Efficient Heterogeneous Nanocatalyst for Synthesis of New 5-Substituted-1H-Tetrazole Derivatives Tethered to Bioactive N-Heterocyclic Cores

A series of new 5-substituted 1H-tetrazoles bearing bioactive N-heterocyclic cores were synthesized through [3 + 2] cycloaddition reactions between alkyl nitriles (RCN) and NaN3in the presence of Cu/aminoclay/reduced graphene oxide nanohybrid (Cu/AC/r-GO nanohybrid) as a heterogeneous nanocatalyst in water/i-PrOH (50:50, V/V) media at reflux condition. The influence of factors on a sample reaction including solvent type, temperature, and catalyst amount was discussed. This current protocol has many advantages including inexpensiveness, environmentally benign, broad substrate scope, excellent yields, and easy work-up procedure. The Cu/AC/r-GO used in this protocol is a low-cost catalyst that proved to have considerable chemical and thermal stabilities. This non-hygroscopic catalyst can be easily recycled, reused, and stored for many consecutive reaction runs without significant loss in its reactivity.

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.