2527-02-8

Basic information

• Product Name: 1,2-Benzisothiazol-3(2H)-one, 2-cyclohexyl-
• CAS NO: 2527-02-8
• Molecular Formula: C13H15NOS
• Molecular Weight: 233.334
• Mol File: 2527-02-8.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 1,2-Benzisothiazol-3(2H)-one, 2-cyclohexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzisothiazol-3(2H)-one, 2-cyclohexyl-(2527-02-8)
• EPA Substance Registry System: 1,2-Benzisothiazol-3(2H)-one, 2-cyclohexyl-(2527-02-8)

Safety Data

• Hazardous Substances Data: 2527-02-8(Hazardous Substances Data)

Usage

Chemical class

Belongs to the class of benzisothiazolone and cyclohexyl.

Common use

Used as a biocide and preservative in various industrial and household products.

Application areas

Commonly found in paints, coatings, adhesives, and personal care products.

Antimicrobial properties

Exhibits broad-spectrum antimicrobial properties.

Effectiveness

Effective against a wide range of bacteria, fungi, and algae.

Purpose

Added to products to prolong their shelf life and inhibit the growth of potentially harmful microorganisms.

Safety

Should be handled with care and follow recommended safety protocols to avoid potential health hazards.

Upstream product

• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 
• 108-91-8 cyclohexylamine 
• 3950-02-5 2-chlorosulfenylbenzoyl chloride 
• 3724-10-5 2-(methylthio)benzoic acid 
• 4892-02-8 Methyl thiosalicylate 
• 77586-90-4 2-Mercapto-benzoesaeure-cyclohexylamid 
• 119-80-2 2,2'-dithiobenzoic acid 
• 1236311-86-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide 
• 38057-98-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 
• 62142-03-4 2-iodo-N-cyclohexylbenzamide 
• 79054-72-1 N-cyclohexyl-o-(methylthio)benzamide 
• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 66304-00-5 1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one 
• 79054-66-3 N-Cyclohexyl-2-methanesulfinyl-benzamide 

Relevant articles and documents

Electrochemical synthesis for benzisothiazol-3(2H)-ones by dehydrogenative N[sbnd]S bond formation

Herein, we report an electrochemical method for the synthesis of benzisothiazol-3(2H)-ones from 2-mercaptobenzamides. The electrochemical reaction proceeds through intramolecular N[sbnd]H/S[sbnd]H coupling cyclization reaction by generating H2 as the nonhazardous side product. Moreover, the developed procedure is highly advantageous due to its short reaction time, mild conditions and wide substrate scope without the employment of metal catalyst and exogenous-oxidant.2009 Elsevier Ltd. All rights reserved.

Synthetic method 1-2 - benzisothiazol -3 -one compound (by machine translation)

The invention discloses a synthetic method of 1-2 - benzisothiazol -3 -one compound, and belongs to the field of chemical synthesis. 2 - 1-benzisothiazol 2 -one compounds are synthesized through acid chlorination, amidation and cyclization reaction by using the sulfenyl-substituted benzoic acid extracted from BIT process -3 - waste water as a starting raw material. The method disclosed by the invention has the advantages of mild reaction conditions, simple and convenient operation, strong practicability, less waste water, high product purity and the like, and is suitable for large-scale industrial production. The technical scheme provided by the invention is resource utilization and preparation 1 of wastewater extract produced in BIT production, and a feasible method is provided for the 2 -benzisothiazol -3 -one compound. (by machine translation)

Benzisothiazolinone Derivatives as Potent Allosteric Monoacylglycerol Lipase Inhibitors That Functionally Mimic Sulfenylation of Regulatory Cysteines

We describe a set of benzisothiazolinone (BTZ) derivatives that are potent inhibitors of monoacylglycerol lipase (MGL), the primary degrading enzyme for the endocannabinoid 2-arachidonoyl-sn-glycerol (2-AG). Structure-activity relationship studies evaluated various substitutions on the nitrogen atom and the benzene ring of the BTZ nucleus. Optimized derivatives with nanomolar potency allowed us to investigate the mechanism of MGL inhibition. Site-directed mutagenesis and mass spectrometry experiments showed that BTZs interact in a covalent reversible manner with regulatory cysteines, Cys201 and Cys208, causing a reversible sulfenylation known to modulate MGL activity. Metadynamics simulations revealed that BTZ adducts favor a closed conformation of MGL that occludes substrate recruitment. The BTZ derivative 13 protected neuronal cells from oxidative stimuli and increased 2-AG levels in the mouse brain. The results identify Cys201 and Cys208 as key regulators of MGL function and point to the BTZ scaffold as a useful starting point for the discovery of allosteric MGL inhibitors.