41335-56-2

Basic information

• Product Name: 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• Synonyms: 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide;2-(2-Propenyl)-3-oxo-2,3-dihydro-1,2-benzoisothiazole 1,1-dioxide;2,3-Dihydro-2-allyl-3-oxo-1,2-benzisothiazole 1,1-dioxide;2-Allyl-2,3-dihydro-1,2-benzoisothiazole-3-one-1,1-dioxide;1,2-Benzisothiazol-3(2H)-one, 2-(2-propenyl)-, 1,1-dioxide;Ai3-04135;Einecs 255-322-6
• CAS NO: 41335-56-2
• Molecular Formula: C₁₀H₉NO₃S
• Molecular Weight: 223.24836
• EINECS: 255-322-6
• Mol File: 41335-56-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 386.5°Cat760mmHg
• Flash Point: 187.5°C
• Appearance: /
• Density: 1.379g/cm³
• Vapor Pressure: 3.54E-06mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(41335-56-2)
• EPA Substance Registry System: 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide(41335-56-2)

Safety Data

• Hazardous Substances Data: 41335-56-2(Hazardous Substances Data)

Usage

General Description

2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide is a chemical compound with a molecular formula C11H9NOS2. It is a white solid that is sparingly soluble in water, but soluble in organic solvents. 2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide is often used as a preservative and fungicide in various industrial and agricultural applications. It is known for its antifungal properties and is commonly used in products such as paints, adhesives, and coatings to inhibit the growth of mold and fungi. Additionally, it is sometimes used as a biocide in the treatment of industrial water systems and is effective against a wide range of microorganisms. However, it is important to handle this chemical with care, as it can be harmful if ingested or inhaled, and can irritate the skin and eyes upon contact.

InChI:InChI=1/C10H9NO3S/c1-2-7-11-10(12)8-5-3-4-6-9(8)15(11,13)14/h2-6H,1,7H2

Upstream product

• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 107-11-9 1-amino-2-propene 
• 128-44-9 saccharin sodium salt 
• 106-95-6 allyl bromide 
• 591-87-7 Allyl acetate 
• 81-07-2 saccharin 
• 107-18-6 allyl alcohol 

Downstream Products

• 187740-70-1 2-Allylsulfamoyl-N,N-dimethyl-benzamide 
• 459145-98-3 2-hydrazinocarbonyl-N-allylbenzenesulfonmide 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 
• 1124221-13-1 2-acetyl-N-allylbenzenesulfonamide 
• 1124221-14-2 2-(1-hydroxy-1-methylethyl)-N-allylbenzenesulfonamide 

Relevant articles and documents

An efficient one-step regiospecific synthesis of novel isoxazolines and isoxazoles of N-substituted saccharin derivatives through solvent-free microwave-assisted [3+2] cycloaddition

Novel isoxazolines and isoxazoles of N-substituted saccharin derivatives are synthesized in good yields by 1,3-dipolar cycloaddition of N-allyl or propargyl N-substituted saccharin with arylnitrile oxide under solvent-free microwave irradiation. In this process, the yields were significantly improved over conventional heating, without alteration of the selectivity. The regioselectivity as well as the nonthermal specific microwave effect are discussed.

1,3-Dipolar Cycloaddition, HPLC Enantioseparation, and Docking Studies of Saccharin/Isoxazole and Saccharin/Isoxazoline Derivatives as Selective Carbonic Anhydrase IX and XII Inhibitors

Two series of saccharin/isoxazole and saccharin/isoxazoline hybrids were synthesized by 1,3-dipolar cycloaddition. The new compounds showed to be endowed with potent and selective inhibitory activity against the cancer-related human carbonic anhydrase (hCA) IX and XII isoforms in the nanomolar range, while no affinity was encountered for off-targets, such as hCA I and II. Successive enantioseparation on a milligram scale of the most representative compounds led to the discovery that (S)-isomers were more potent than their corresponding (R)-enantiomers. Lastly, molecular modeling studies were conducted to define those structural requirements that were responsible for the discrimination among selected human isoforms of carbonic anhydrases. Two nanomolar hCA IX and XII inhibitors were also screened for their selective toxicity against non tumoral primary cells (fibroblasts) and against a breast adenocarcinoma cell line (MCF7) in hypoxic environment. The efficacious combination of these compounds with doxorubicin on MCF7 cells was demonstrated after 72 h of treatment.

Regioselective alkylation of saccharin with alcohols under Mitsunobu conditions

The regioselective Mitsunobu alkylation of saccharin with various alcohols has been examined. The N/O-alkylation is dependent on the steric hindrance of the alcohols, that is, less sterically hindered alcohol preferentially afford N-alkylated saccharin an