159803-11-9

Basic information

• Product Name: 6-Fluoro-1,2-benzoisothiazol-3(2H)-one
• Synonyms: 6-Fluoro-1,2-benzoisothiazol-3(2H)-one;6-fluorobenzo[d]isothiazol-3(2H)-one;6-Fluoro-benzo[d]isothiazol-3-one;6-fluoro-1,2-Benzisothiazol-3(2H)-one;6-Fluorobenzo[d]isothiazol-3(2H)
• CAS NO: 159803-11-9
• Molecular Formula: C7H4FNOS
• Molecular Weight: 169.1761632
• Mol File: 159803-11-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.474 g/cm³
• Refractive Index: 1.63
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.97±0.20(Predicted)
• CAS DataBase Reference: 6-Fluoro-1,2-benzoisothiazol-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoro-1,2-benzoisothiazol-3(2H)-one(159803-11-9)
• EPA Substance Registry System: 6-Fluoro-1,2-benzoisothiazol-3(2H)-one(159803-11-9)

Safety Data

• Hazardous Substances Data: 159803-11-9(Hazardous Substances Data)

Usage

General Description

6-Fluoro-1,2-benzoisothiazol-3(2H)-one is a chemical compound with the molecular formula C7H4FNO2S. It belongs to the class of benzoisothiazolone derivatives, which have been studied for their potential pharmacological activities. 6-Fluoro-1,2-benzoisothiazol-3(2H)-one contains a fluoro substituent on the benzene ring and an isothiazolone functional group, which are known to impart specific biological properties. It may have potential applications in medicinal chemistry and drug development due to its structural features. Further research is needed to explore its potential uses and properties.

InChI:InChI=1/C7H4FNOS/c8-4-1-2-5-6(3-4)11-9-7(5)10/h1-3H,(H,9,10)

Upstream product

• 1006-40-2 2-bromo-4-fluorobenzamide 
• 1006-41-3 2-bromo-4-fluorobenzoic acid 
• 333-20-0 potassium thioacyanate 
• 147027-74-5 2,2'-dithiobis[4-fluorobenzoyl chloride] 
• 81223-41-8 2,2’-disulfanediylbis(4-fluorobenzoic acid) 
• 1027196-81-1 C₇H₃Cl₂FOS 

Relevant articles and documents

Discovery of highly potent SARS-CoV-2 Mpro inhibitors based on benzoisothiazolone scaffold

The COVID-19 pandemic has drastically impacted global economies and public health. Although vaccine development has been successful, it was not sufficient against more infectious mutant strains including the Delta variant indicating a need for alternative treatment strategies such as small molecular compound development. In this work, a series of SARS-CoV-2 main protease (Mpro) inhibitors were designed and tested based on the active compound from high-throughput diverse compound library screens. The most efficacious compound (16b-3) displayed potent SARS-CoV-2 Mpro inhibition with an IC50 value of 116 nM and selectivity against SARS-CoV-2 Mpro when compared to PLpro and RdRp. This new class of compounds could be used as potential leads for further optimization in anti COVID-19 drug discovery.

Antimicrobial activity of fluorinated 1,2-benzisothiazol-3(2H)-ones and 2,2'-dithiobis(benzamides)

Fluoro and trifluoromethyl derivatives of 1,2-benzisothiazol-3(2H)-ones and the 2,2'-dithiobis(benzamides) have been prepared and their antifungal and antibacterial activity evaluated. Several compounds were found highly active against fungi and Gram-positive microorganisms and a few derivatives displayed some activity against Gram-negative strains. Structure-activity relationships are proposed.