4299-09-6

Basic information

• Product Name: 2-(2-hydroxyethyl)-1,2-benzothiazol-3(2H)-one
• CAS NO: 4299-09-6
• Molecular Formula: C₉H₉NO₂S
• Molecular Weight: 195.2383
• Mol File: 4299-09-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 386.1°C at 760 mmHg
• Flash Point: 187.3°C
• Density: 1.388g/cm³
• Vapor Pressure: 1.18E-06mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 2-(2-hydroxyethyl)-1,2-benzothiazol-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-hydroxyethyl)-1,2-benzothiazol-3(2H)-one(4299-09-6)
• EPA Substance Registry System: 2-(2-hydroxyethyl)-1,2-benzothiazol-3(2H)-one(4299-09-6)

Safety Data

• Hazardous Substances Data: 4299-09-6(Hazardous Substances Data)

Usage

General Description

The chemical 2-(2-hydroxyethyl)-1,2-benzothiazol-3(2H)-one, also known as HEBO, is a synthetic organic compound with a molecular formula C9H9NO2S. It is a heterocyclic compound containing a benzothiazole ring and a hydroxyethyl group. HEBO is commonly used as a photoinitiator in the polymer industry, particularly in UV-curable coatings, inks, and adhesives. It acts as a catalyst to initiate polymerization when exposed to ultraviolet light, leading to the crosslinking of polymer chains. HEBO is known for its high efficiency in initiating photopolymerization reactions and is favored for its low odor and low migration properties. However, it is important to handle HEBO with care as it may cause skin and eye irritation, and it should be stored in a cool, dry place away from heat and light.

Upstream product

• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 
• 141-43-5 ethanolamine 
• 3950-02-5 2-chlorosulfenylbenzoyl chloride 
• 7765-80-2 2,2'-dithiobis 
• 119-80-2 2,2'-dithiobenzoic acid 
• 4892-02-8 Methyl thiosalicylate 
• 609-67-6 2-Iodobenzoyl chloride 
• 82891-94-9 N-(β-hydroxyethyl)-o-bromobenzamide 
• 7154-66-7 2-bromobenzoic acid chloride 
• 5459-63-2 bis[2-(methoxycarbonyl)phenyl]disulfide 
• 147-93-3 Thiosalicylic acid 
• 55255-09-9 methyl 2-{[(2-hydroxyethyl)amino]thio}benzoate 
• 1236311-86-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide 
• 38057-98-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 

Downstream Products

• 49549-96-4 2-[2-(toluene-4-sulfonyloxy)-ethyl]-benzo[d]isothiazol-3-one 
• 67388-03-8 2-[2-(N-methyl-anilino)-ethyl]-benzo[d]isothiazol-3-one 

Relevant articles and documents

Antimicrobial activity of N-hydroxyalkyl 1,2-benzisothiazol-3(2H)-ones and their thiono analogues

N-Hydroxyalkyl derivatives of 1,2-benzisothiazol-3(2H)-one and 1,2-benzisothiazol-3(2H)-thione have been prepared and their antifungal and antibacterial activity evaluated. Several compounds were active against selected fungi and Gram-positive microorganisms. Interesting activity was observed against the anaerobic strain Clostridium perfringens. Generally the more active compounds belong to the class of 1,2-benzisothiazol-3(2H)-ones. The retardation matches R(M) of the compounds was also evaluated but the results obtained show that lipophilicity has only a minor effect on the antimicrobial activity.

Bioisosteric investigation of ebselen: Synthesis and in vitro characterization of 1,2-benzisothiazol-3(2H)-one derivatives as potent New Delhi metallo-β-lactamase inhibitors

Carbapenem-resistant Enterobacteriaceae (CRE) producing New Delhi metallo-β-lactamase (NDM-1) cause untreatable bacterial infections, posing a significant threat to human health. In the present study, by employing the concept of bioisosteric replacement of the selenium moiety of ebselen, we have designed, synthesized and characterized a small compound library of 2-substituted 1,2-benzisothiazol-3(2H)-one derivatives and related compounds for evaluating their cytotoxicity and synergistic activity in combination with meropenem against the E. coli Tg1 (NDM-1) strain. The most promising compound 3a demonstrated potent synergistic activity against a panel of clinically isolated NDM-1 positive CRE strains with FICI as low as 0.09. Moreover, its IC50 value and inhibition mechanism were also confirmed by using the enzyme inhibition assay and the ESI-MS analysis respectively. Importantly, compound 3a has acceptable toxicity and is not a PAINS. Because of its structural simplicity and potent synergistic activity in combination with meropenem, we propose that compound 3a may be a promising meropenem adjuvant and a new series of such compounds may worth further investigations.

1,2-BENZISOSELENAZOL-3(2H)-ONE AND 1,2-BENZISOTHIAZOL-3(2H)-ONE DERIVATIVES AS BETA-LACTAM ANTIBIOTIC ADJUVANTS

Provided herein are compositions and methods useful in the treatment of beta-lactam antibiotic resistant bacteria.