1992-90-1

Basic information

• Product Name: Benzenesulfonamide, 2-amino-5-fluoro- (7CI,8CI,9CI)
• Synonyms: Benzenesulfonamide, 2-amino-5-fluoro- (7CI,8CI,9CI);4-Fluoro-2-sulphamoylaniline
• CAS NO: 1992-90-1
• Molecular Formula: C₆H₇FN₂O₂S
• Molecular Weight: 190.1953832
• Product Categories: SULFONAMIDE
• Mol File: 1992-90-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenesulfonamide, 2-amino-5-fluoro- (7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 2-amino-5-fluoro- (7CI,8CI,9CI)(1992-90-1)
• EPA Substance Registry System: Benzenesulfonamide, 2-amino-5-fluoro- (7CI,8CI,9CI)(1992-90-1)

Safety Data

• Hazardous Substances Data: 1992-90-1(Hazardous Substances Data)

Upstream product

• 1247431-23-7 5-fluoro-2-nitrobenzenesulfonamide 
• 1025910-16-0 4-fluorophenylcarbamoylsulfamoyl chloride 
• 371-40-4 4-fluoroaniline 
• 152721-97-6 7-fluoro-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide 

Downstream Products

• 1292302-72-7 5-fluoro-2-(3-methylbutyrylamino)benzenesulfonamide 
• 1161943-95-8 2,3-Difluoro-N-(4-fluoro-2-sulfamoyl-phenyl)benzenesulfonamide 

Relevant articles and documents

Benzothiadiazine methoxy acrylate derivatives and preparation method and application thereof

The invention provides benzothiadiazine methoxy acrylate derivatives and a preparation method and application thereof, and the benzothiadiazine methoxy acrylate derivatives have the following chemicalstructural general formula VII as shown in the description, wherein R1 is hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, methoxy or nitro; and R2 is hydrogen, methyl or benzyl. According to the invention, an active group 3, 4-dihydro-2H-1, 2, 4-benzothiadiazine-1, 1-dioxo substitutes the side chain part of the methoxy acrylate bactericide and then is reasonably spliced with the pharmacophore of the methoxy acrylate bactericide, so that the bactericide with novel structure, broad spectrum, high efficiency and low toxicity is synthesized, the bactericide can be alternately used with the existing bactericide, the generation of resistance is avoided or delayed, the preparation conditions are conventional, the subsequent treatment is simple and convenient, and the industrialization is easy to realize.

Acetic acid derivatives of 3,4-dihydro-2 H-1,2,4-benzothiadiazine 1,1-dioxide as a novel class of potent aldose reductase inhibitors

A series of novel benzothiadiazine 1,1-dioxide derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Of these derivatives, 17 compounds, having a substituted N2-benzyl group and a N4-acetic acid group on the benzothiadiazine, were found to be potent and selective aldose reductase inhibitors in vitro with IC50 values ranging from 0.032 to 0.975 μM. 9m proved to be the most active in vitro. The eight top-scoring compounds coming from the in vitro test for ALR2 inhibition activity were then tested in vivo, whereby three derivatives, 9i, 9j, and 9m, demonstrated a significantly preventive effect on sorbitol accumulation in the sciatic nerve in the 5-day streptozotocin-induced diabetic rats in vivo. Structure-activity relationship and molecular docking studies highlighted the importance of substitution features of N4-acetic acid group and halogen-substituted N2-benzyl group in the benzothiadiazine scaffold and indicated that substitution with hallogen at C-7 had a remarkably strong effect on ALR2 inhibition potency.

Benzothiadiazine derivatives, preparation method and pharmaceutical compositions containing same

Compound selected from those of formula (I): wherein: X represents flourine, bromine, iodine or methyl,each of R1 and R2, which may be identical or different, represents hydrogen or alkyl, its isomers when they exist, and addition sa