53971-22-5

Basic information

• Product Name: 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide
• Synonyms: 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide;ETHYL1,1-DIOXO1-4H-BENZO[1,2,4]-THIADIAZIN-3-YL-ACETATE;(1,1-dioxo-1,4-dihydrobenzo-[1,2,4]-thiadiazin-3-yl)-acetic acid ethyl ester;3-(Carbethoxy)methyl-1,2,4-benzothiadiazine-1,1-dioxide;Ethyl 2-(1,1-dioxido-2H-benzo[e][1,2,4]thiadiazin-3-yl)acetate
• CAS NO: 53971-22-5
• Molecular Formula: C₁₁H₁₂N₂O₄S
• Molecular Weight: 268.29
• Mol File: 53971-22-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 447.1°C at 760 mmHg
• Flash Point: 224.2°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 3.45E-08mmHg at 25°C
• Refractive Index: 1.631
• PKA: 8.44±0.10(Predicted)
• CAS DataBase Reference: 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide(53971-22-5)
• EPA Substance Registry System: 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide(53971-22-5)

Safety Data

• Hazardous Substances Data: 53971-22-5(Hazardous Substances Data)

Usage

General Description

2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide is a chemical compound with the molecular formula C10H11N2O5S. It is a derivative of benzothiadiazine, a heterocyclic compound containing a benzene ring fused to a thiadiazine ring. The ethyl ester 1,1-dioxide form of the compound is commonly used in the pharmaceutical industry as a precursor for the synthesis of various drugs, particularly those with potential antihypertensive and diuretic properties. 2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide is also known for its potential to act as a vasodilator and anti-inflammatory agent. Additionally, it has been studied for its potential applications in treating retinal degenerative diseases and cardiovascular conditions.

InChI:InChI=1/C11H12N2O4S/c1-2-17-11(14)7-10-12-8-5-3-4-6-9(8)18(15,16)13-10/h3-6H,2,7H2,1H3,(H,12,13)

Upstream product

• 222420-33-9 ethyl ester 2-aminosulfonylanilide of 2-sulfonylmalonic acid 
• 13338-00-6 2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide 
• 3306-62-5 2-AMINOBENZENESULFONAMIDE 
• 50881-48-6 N-chlorosulfonyl-N'-phenyl-urea 
• 62-53-3 aniline 

Downstream Products

• 303776-89-8 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-2(1H)-quinolinone 
• 686268-65-5 1-benzyl-4-hydroxy-3-(8-methyl-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-1,8-naphthyridin-2(1H)-one 
• 686262-92-0 1-butyl-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1,8-naphthyridin-2(1H)-one 
• 686268-60-0 N-[3-(1-benzyl-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-6-yl]acetamide 
• 686268-27-9 4-benzyl-7-hydroxy-6-(7-methoxy-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)thieno[3,2-b]pyridin-5(4H)-one 

Relevant articles and documents

PYRIDAZINONE COMPOUNDS

The invention is directed to pyridazinone compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

Inhibitors of HCV NS5B polymerase: Synthesis and structure-activity relationships of N-1-benzyl and N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine analogs containing substituents on the aromatic ring

A series of non-nucleoside HCV NS5B polymerase inhibitors based on the N-1-benzyl or N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine core substituted in the D-ring aromatic moiety have been prepared and evaluated. Aromatic substituents extending from position 7 of the D-ring exhibited excellent potency against both genotypes 1a and 1b.

Anti-infective agents

Compounds having the formula are hepatitis C(HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C(HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.