24683-20-3

Basic information

• Product Name: Ethyl2,3-dihydro-3-oxo-1,2-benzisothiazole-2-acetate-1,1-dioxide
• Synonyms: Ethyl2,3-dihydro-3-oxo-1,2-benzisothiazole-2-acetate-1,1-dioxide;Saccharin N-(2-Acetic Acid Ethyl Ester) (Piroxicam Impurity E);3-Oxo-1,2-benzisothiazoline-2-acetic acid ethyl ester 1,1-dioxide;2-(1,2-Benzoisotiazolin-3-ona-1,1-dioxido)acetico
• CAS NO: 24683-20-3
• Molecular Formula: C₁₁H₁₁NO₅S
• Molecular Weight: 269.27
• Product Categories: Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 24683-20-3.mol
• Article Data: 19

Chemical Properties

• Melting Point: 106℃
• Boiling Point: 441.4°C at 760 mmHg
• Flash Point: 220.8°C
• Appearance: /
• Density: 1.442g/cm³
• Vapor Pressure: 5.45E-08mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: -16.17±0.20(Predicted)
• CAS DataBase Reference: Ethyl2,3-dihydro-3-oxo-1,2-benzisothiazole-2-acetate-1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl2,3-dihydro-3-oxo-1,2-benzisothiazole-2-acetate-1,1-dioxide(24683-20-3)
• EPA Substance Registry System: Ethyl2,3-dihydro-3-oxo-1,2-benzisothiazole-2-acetate-1,1-dioxide(24683-20-3)

Safety Data

• Hazardous Substances Data: 24683-20-3(Hazardous Substances Data)

Usage

Uses

Piroxicam impurity E.

InChI:InChI=1/C11H11NO5S/c1-2-17-10(13)7-12-11(14)8-5-3-4-6-9(8)18(12,15)16/h3-6H,2,7H2,1H3

Upstream product

• 4299-16-5 (1,2-Benzisothiazolin-3-on-2-yl)essigsaeureethylester 
• 141-78-6 ethyl acetate 
• 105-36-2 ethyl bromoacetate 
• 81-07-2 saccharin 
• 128-44-9 saccharin sodium salt 
• 685-87-0 Diethyl 2-bromomalonate 
• 105-39-5 chloroacetic acid ethyl ester 
• 118463-46-0 [3-(Isopropylidene-hydrazono)-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl]-acetic acid ethyl ester 
• 118463-44-8 2-ethoxycarbonylmethyl-3-hydrazino-1,2-benzisothiazole-1,1-dioxide 

Downstream Products

• 1147127-22-7 (E)-N'-benzylidene-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1421592-17-7 4-hydroxy-2-methyl-N'-[(E)-phenylmethylidene]-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide 
• 1147127-36-3 (E)-4-hydroxy-N'-(4-nitrobenzylidene)-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1147127-35-2 (E)-4-hydroxy-N'-(2-nitrobenzylidene)-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1147127-27-2 (E)-4-hydroxy-N'-(4-methoxybenzylidene)-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1147127-33-0 (E)-N'-(4-chlorobenzylidene)-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1147127-32-9 (E)-N'-(3-chlorobenzylidene)-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1147127-31-8 (E)-N'-(2-chlorobenzylidene)-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxide 
• 1421621-72-8 4-hydroxy-N'-[(4-nitrophenyl)carbonyl]-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide 
• 1421621-71-7 4-hydroxy-N'-[(3-nitrophenyl)carbonyl]-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide 
• 1421621-70-6 4-hydroxy-N'-[(2-nitrophenyl)carbonyl]-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide 

Relevant articles and documents

Site-specific acid-base properties of tenoxicam

The Hammett approach, as a new deductive tool, was introduced to characterize the otherwise inaccessible minor protonation pathway of tenoxicam (1), the non-steroidal anti-inflammatory drug. A total of eight compounds, constituting a systematic series of side chain-substituted analogues of tenoxicam and piroxicam (2), were synthesized and studied in terms of acid-base properties and Hammett constants to identify the ideal replacement of the unprotonated pyridin-2-yl group, a key moiety in both molecules. Hammett constants of the phenyl substituents have been found to be in a linear correlation with the experimental log K values of the enolate sites, the basic moiety of the extended conjugated system in this family of piroxicam derivatives. Then, a similar correlation was observed for the analogous tenoxicam derivatives. After identifying the 2-aza Hammett constant of the pyridin-2-yl group and the corresponding log K value, the site-specific acid-base properties of tenoxicam could be quantitated. This novel method is assessed to be a fine-tuning tool to find the ideal substituent by using analogue-based deductive method to obtain site-specific constants of the minor protonation/deprotonation pathway in drugs and biomolecules. The tenoxicam microconstant values indicate that the enolate moiety is of extremely low basicity (reflected by the log kO = 3.70 and log kO N = 1.09 values), which can, however, be interpreted in terms of the peculiar ring system and the overwhelming electron-withdrawing effects of the adjacent heteroatoms. A diagram depicting the pH-dependent distribution of 1 microspecies is also presented.

Piroxicam Analogs: Design, Synthesis, Docking Study and Biological Evaluation as Promising Anti-HIV-1 Agents

Objective: In this study, we describe the synthesis, docking study and biological evaluation of 1,2-benzothiazines 1,1-dioxide derivatives. Methods: Taking the well-known drug, Piroxicam as a lead compound, we designed and synthesized two series of 1,2-be

Piroxicam hapten and preparation method and application thereof

The invention aims to provide a piroxicam hapten and a synthesis method and application thereof, belonging to the field of drug safety detection. The preparation method comprises the following steps:1) mixing saccharin and ethyl bromoacetate for reacting to prepare an intermediate product 1; 2) mixing and extracting the intermediate product 1 with DMSO and MeONa to obtain an intermediate product2; 3) mixing the intermediate product 2 and CH3I for reacting to obtain an intermediate product 3; 4) mixing the intermediate product 3 and 6-aminonicotinic acid methyl ester for reacting to obtain anintermediate product 4; 5) after adding of the intermediate product 4 into a reagent for miscibility reaction, purifying to obtain the final product, namely the piroxicam hapten. Immunological detection method has the advantages of high sensitivity, strong specificity, simple sample pretreatment, short detection time, strong stability, no need of special equipment and reagents, intuitive judgmentof results and the like, thus being particularly suitable for rapid detection of illegal addition of piroxicam chemical drugs in vast basic inspection personnel and large quantities of anti-rheumatism Chinese patent medicines.