153435-79-1

Basic information

• Product Name: 3-BROMO-N-METHYLBENZENESULPHONAMIDE
• Synonyms: 3-broMo-N-MethylbenzenesulfonaMide;3-Bromo-N-methylbenzenesulphonamide98%;3-BROMO-N-METHYLBENZENESULPHONAMIDE;N-METHYL 3-BROMOBENZENESULFONAMIDE;3-Bromo-N-methylbenzenesulphonamide 98%
• CAS NO: 153435-79-1
• Molecular Formula: C₇H₈BrNO₂S
• Molecular Weight: 250.11
• Product Categories: blocks;Bromides;Sulfonamides
• Mol File: 153435-79-1.mol
• Article Data: 22

Chemical Properties

• Melting Point: 62-66
• Boiling Point: 343 °C at 760 mmHg
• Flash Point: 161.2 °C
• Appearance: /
• Density: 1.601 g/cm³
• Vapor Pressure: 7.25E-05mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Keep Cold
• PKA: 10.87±0.30(Predicted)
• CAS DataBase Reference: 3-BROMO-N-METHYLBENZENESULPHONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-N-METHYLBENZENESULPHONAMIDE(153435-79-1)
• EPA Substance Registry System: 3-BROMO-N-METHYLBENZENESULPHONAMIDE(153435-79-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 153435-79-1(Hazardous Substances Data)

Usage

General Description

3-Bromo-N-methylbenzenesulphonamide is a chemical compound that is formed by the reaction of N-methylbenzenesulphonamide with bromine. It is an organobromine compound that is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. This chemical has a wide range of applications including its use as a building block in the production of various drugs and agrochemicals. It is also used as a reagent in organic synthesis and as a precursor in the production of other chemicals. Additionally, 3-Bromo-N-methylbenzenesulphonamide is utilized in research and development in the pharmaceutical and agricultural industries.

InChI:InChI=1/C7H8BrNO2S/c1-9-12(10,11)7-4-2-3-6(8)5-7/h2-5,9H,1H3

Upstream product

• 86674-12-6 C₇H₇BrN₂O₄S 
• 2905-24-0 3-Bromobenzenesulfonyl chloride 
• 593-51-1 methylamine hydrochloride 
• 74-89-5 methylamine 
• 67-56-1 methanol 
• 89599-01-9 3-bromobenzenesulfonamide 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 

Downstream Products

• 86674-12-6 C₇H₇BrN₂O₄S 
• 1293987-69-5 N-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide 
• 459434-40-3 3-amino-N-methylbenzenesulfonamide 
• 153435-80-4 3-bromo-N,N-dimethyl-benzenesulfonamide 
• 1166183-95-4 tert-butyl (3-bromophenyl)sulfonyl(methyl)carbamate 
• 1293981-29-9 4'-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-propyl]-N-methyl[1,1'-biphenyl]-3-sulfonamide 

Relevant articles and documents

Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide

A novel and facile copper-catalyzed methylation of sulfonamides was herein demonstrated. The practical transformation took place readily under the oxidative conditions, and N-methyl amides (23 examples) were successfully furnished in high efficiency (up to 90% yields). Dicumyl peroxide was considered to act not only as the oxidant in the system, but also methyl donor for the methylation protocol.

Structure-activity relationship studies for the development of inhibitors of murine adipose triglyceride lipase (ATGL)

High serum fatty acid (FA) levels are causally linked to the development of insulin resistance, which eventually progresses to type 2 diabetes and non-alcoholic fatty liver disease (NAFLD) generalized in the term metabolic syndrome. Adipose triglyceride lipase (ATGL) is the initial enzyme in the hydrolysis of intracellular triacylglycerol (TG) stores, liberating fatty acids that are released from adipocytes into the circulation. Hence, ATGL-specific inhibitors have the potential to lower circulating FA concentrations, and counteract the development of insulin resistance and NAFLD. In this article, we report about structure–activity relationship (SAR) studies of small molecule inhibitors of murine ATGL which led to the development of Atglistatin. Atglistatin is a specific inhibitor of murine ATGL, which has proven useful for the validation of ATGL as a potential drug target.

Synthetic TNNI3K inhibitors (by machine translation)

The invention discloses a method for synthesizing TNNI3K inhibitors, proceeding from interval tetrabromobensoate sulfonamides, containing double-imidazole ligand iridium complex and under the action of the weak catalytic activation methanol instead of high toxicity halogenated methane get methylation product, further with the ammonia generating uhlmann coupling reaction, the final with 4 - chloro-pyrrolo pyrimidine nucleophilic substitution reaction to obtain TNNI3K inhibitors. The present invention through the use of iridium metal complex as the methylation reaction catalyst, the reaction conditions are more moderate and high yield, without the need of high temperature and high pressure, nitrogen protection, severe conditions such as the reaction for a long time, the last step nucleophilic substitution reaction we adopt a microwave reactor greatly shorten the reaction time. (by machine translation)