159803-11-9

Usage

Uses

Used in Medicinal Chemistry:
6-Fluoro-1,2-benzoisothiazol-3(2H)-one is used as a chemical intermediate for the synthesis of various pharmaceutical compounds due to its unique structural features and potential pharmacological activities.
Used in Drug Development:
In the pharmaceutical industry, 6-Fluoro-1,2-benzoisothiazol-3(2H)-one is utilized as a lead compound for the development of new drugs, given its potential biological properties and the possibility of further chemical modifications to enhance its therapeutic effects.
Used in Research and Development:
6-Fluoro-1,2-benzoisothiazol-3(2H)-one serves as a valuable research tool in the scientific community for studying the structure-activity relationships of benzoisothiazolone derivatives and exploring their potential applications in various therapeutic areas.

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

Upstream product

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

Relevant academic research and scientific papers

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.

Concise approach to benzisothiazol-3(2 H)-one via copper-catalyzed tandem reaction of o -bromobenzamide and potassium thiocyanate in water

A concise approach to various benzisothiazol-3(2H)-one derivatives has been developed by copper-catalyzed the reaction of o-bromobenzamide derivatives with potassium thiocyanate (KSCN) in water. The reaction proceeds via a tandem reaction with S-C bond and S-N bond formation.

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.