52188-11-1

Usage

Uses

Used in Water Treatment Systems:
(1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)ACETIC ACID is used as a biocide for controlling the growth of bacteria, fungi, and algae in water treatment systems. Its effectiveness in preventing microbial contamination helps maintain the integrity and efficiency of these systems.
Used in Cooling Towers:
In cooling towers, (1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)ACETIC ACID is used as a preservative to inhibit microbial growth. This helps to prevent the formation of biofilms and the associated issues of corrosion, fouling, and reduced heat transfer efficiency.
Used in Metalworking Fluids:
(1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)ACETIC ACID is used as a biocide in metalworking fluids to prevent the growth of bacteria and fungi, ensuring the longevity and performance of these fluids in industrial processes.
Used in Personal Care Products:
In the personal care industry, (1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)ACETIC ACID is used as a preservative in products such as shampoos and lotions. It helps to inhibit the growth of bacteria and fungi, contributing to the product's shelf life and safety for consumers.
It is crucial to handle and use (1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)ACETIC ACID with care, as it may cause skin and eye irritation and can be harmful if ingested or inhaled. Proper safety measures should be taken during its application in various industries.

InChI:InChI=1/C9H7NO5S/c11-8(12)5-10-9(13)6-3-1-2-4-7(6)16(10,14)15/h1-4H,5H2,(H,11,12)

Upstream product

• 220223-03-0 N-(2-carboxyphenylsulfonyl)glycine 
• 128-44-9 saccharin sodium salt 
• 79-11-8 chloroacetic acid 
• 79-08-3 bromoacetic acid 
• 81-07-2 saccharin 
• 10332-51-1 potassium saccharate 
• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 56-40-6 glycine 
• 6639-62-9 methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide 
• 24683-20-3 ethyl 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl) acetate 

Downstream Products

• 182502-68-7 SCP-1 
• 1431565-73-9 (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)acetoxy)ethyl)pyridine 1-oxide 
• 663168-19-2 C₁₇H₁₆N₂O₅S 
• 1446318-13-3 C₁₇H₁₈N₂O₆S 
• 182925-93-5 4-nitro-benzoic acid N'-[(1,1,3-trioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-acetyl]-hydrazide 

Relevant academic research and scientific papers

Structural investigation on thiazolo[5,4-d]pyrimidines to obtain dual-acting blockers of CD73 and adenosine A2A receptor as potential antitumor agents

Adenosine pathway, including its generating enzyme (CD73) and its receptors represents a key target for cancer immunotherapy. Here we aimed to search for novel compounds able to co-target the CD73 and the A2A adenosine receptor (A2A

Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-β-lactams

Large, diverse compound libraries are an essential requisite in target-based drug development. In this work, a robust microwave-assisted synthesis for the diastereoselective generation of 3-saccharinyl-trans-β-lactams is reported. The method is optimised

Design, synthesis and evaluation of N-substituted saccharin derivatives as selective inhibitors of tumor-associated carbonic anhydrase XII

A series of N-alkylated saccharin derivatives were synthesized and tested for the inhibition of four different isoforms of human carbonic anhydrase (CA, EC 4. 2.1.1): the transmembrane tumor-associated CA IX and XII, and the cytosolic CA I and II. Most of the reported derivatives inhibited CA XII in the nanomolar/low micromolar range, hCA IX with KIs ranging between 11 and 390 nM, whereas they were inactive against both CA I (KIs >50 μM) and II (KIs ranging between 39.1 nM and 50 μM). Since CA I and II are off-targets of antitumor carbonic anhydrase inhibitors (CAIs), the obtained results represent an encouraging achievement for the development of new anticancer candidates without the common side effects of non-selective CAIs. Moreover, the lack of an explicit zinc binding function on these inhibitors opens the way towards the exploration of novel mechanisms of inhibition that could explain the high selectivity of these compounds for the inhibition of the transmembrane, tumor-associated isoforms over the cytosolic ones.

Design, synthesis and preliminary bioactivity studies of 1,2-dihydrobenzo[d]isothiazol-3-one-1,1-dioxide hydroxamic acid derivatives as novel histone deacetylase inhibitors

Histone deacetylase (HDAC) is a clinically validated target for antitumor therapy. In order to increase HDAC inhibition and efficiency, we developed a novel series of saccharin hydroxamic acids as potent HDAC inhibitors. Among them, compounds 11e, 11m, 11

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

Compounds, pyridine N-oxides, and pharmaceutically acceptable salts of formula (I) are useful as inhibitors of the phosphodiesterase 4 (PDE4) enzyme and for preventing and/ or treating diseases of the respiratory tract characterized by airway obstruction, such as asthma or COPD.

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

The invention relates to inhibitors of the phosphodiesterase 4 (PDE4) enzyme. More particularly, the invention relates to compounds that are derivatives of 1-phenyl-2-pyridinyl alkyl alcohols, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

A facile and green synthesis of novel imide and amidic acid derivatives of phenacetin as potential analgesic and anti-pyretic agents

Facile and green syntheses of potential analgesic and antipyretic compounds, N-(4-ethoxy-phenyl)-2-(1,3- dioxo-1,3-dihydroisoindol-2-yl)acetamide derivatives 6a-g and N-[(4-ethoxy-phenylcarbamoyl)methyl]phthalamic acid derivatives 10a-g have been developed. Two synthetic routes (A and B) have been established for the preparation of 6a-g. In the route-A, 4-ethoxyaniline 2 was reacted with chloroacetyl chloride 3 in a solution of potassium acetate and acetic acid to yield N-(4-ethoxyphenyl)-2-chloroacetamide 4. The latter was reacted with imide compounds 5a-g either in triethanolamine as a green solvent or in solid phase in the presence of TEBAC and KI to yield 6a-g. Alternatively, in the route-B, reaction of anhydrides 7a-g with glycine 8 yielded the (1, 3-dioxo-1, 3-dihydroisoindol-2-yl)acetic acid derivatives 9a-g which on reaction with 2 either in triethnolamine and DCC as a dehydrating agent or in solid phase in the presence of DCC gave 6a-g. The latter were hydrolyzed in 0.5N ethanolic KOH to afford 10a-g.

First multigram preparation of SCP-123, a novel water-soluble analgesic

A short multigram process for the preparation of the analgesic compound SCP-123 (4) and its sodium salt has been developed.

Synthesis and properties of N-substituted saccharin derivatives

Four different routes for the synthesis of saccharin containing peptids were studied. While reactions between saccharin sodium and α-halogeno acids were limited to two examples, reactions of sulfobenzoic anhydride (4) or saccharin-N-carboxylate (6) with amino acid esters yielded the ring opened products 5 and 7. Finally, we found, that the reaction between the benzoxathiol derivative 8 and amino acid derivatives represents a versatile route to the peptidic compounds 9 and 11. Hydrolysis and hydrogenolysis were studied, and by combination of the different routes the "saccharin tripeptides" 18 were obtained. Structures and stereochemistry were elucidated by spectroscopic and chromatographic methods. Selected compounds were tested as sweeteners of as inhibitors of elastase, but no exiting results were found.

Synthesis of some saccharin derivatives of expected biological activity based on n-(saccharinyl)-acetic acidazide

Azide 3 was prepared from the corresponding acid chloride 2. The base catalyzed decomposition with aromatic amines, aminobenzoic acids and/or hydrazines afforded the corresponding anilides 4a-f and/or hydrazides 5a-d via azido group displacement. Compounds 5c and 5d were refluxed in Ac2O to give 1,3,4-oxadiazole derivatives 6a and 6b. Lewis acid catalyzed decomposition of azide 3 with anhyd. AlCl3 in dry aromatic substrates gave the corresponding ketones 7a-c. Also, the reaction of azide 3 with glycine gave 9.