7454-58-2

Basic information

• Product Name: 4-BROMO-4'-METHYLBENZENESULFONANILIDE
• Synonyms: 4-BROMO-4'-METHYLBENZENESULFONANILIDE;4-Bromo-N-(4-methylphenyl)benzenesulfonamide;N-(4-Methylphenyl)-4-bromobenzenesulfonamide;N-(p-Methylphenyl)-4-bromobenzenesulfonamide
• CAS NO: 7454-58-2
• Molecular Formula: C₁₃H₁₂BrNO₂S
• Molecular Weight: 326.20888
• Mol File: 7454-58-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 431.5°C at 760 mmHg
• Flash Point: 214.8°C
• Appearance: /
• Density: 1.545g/cm³
• Vapor Pressure: 1.19E-07mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 4-BROMO-4'-METHYLBENZENESULFONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-4'-METHYLBENZENESULFONANILIDE(7454-58-2)
• EPA Substance Registry System: 4-BROMO-4'-METHYLBENZENESULFONANILIDE(7454-58-2)

Safety Data

• Hazardous Substances Data: 7454-58-2(Hazardous Substances Data)

Usage

General Description

4-BROMO-4'-METHYLBENZENESULFONANILIDE is a chemical compound with the molecular formula C13H12BrNO3S. It is a sulfonamide derivative and it is often used in the dye industry as a dye intermediate. 4-BROMO-4'-METHYLBENZENESULFONANILIDE is also utilized in the pharmaceutical industry as an intermediate for the synthesis of various pharmaceuticals. 4-BROMO-4'-METHYLBENZENESULFONANILIDE is known for its ability to act as an inhibitor for the enzyme carbonic anhydrase, making it potentially useful in the treatment of glaucoma and other conditions involving abnormal fluid retention in the eye. In addition to its industrial and pharmaceutical applications, this compound is also used as a chemical intermediate for the synthesis of other organic compounds.

InChI:InChI=1/C13H12BrNO2S/c1-10-2-6-12(7-3-10)15-18(16,17)13-8-4-11(14)5-9-13/h2-9,15H,1H3

Upstream product

• 106-49-0 p-toluidine 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 941-55-9 4-toluenesulfonyl azide 
• 5467-74-3 4-Bromophenylboronic acid 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 624-31-7 4-tolyl iodide 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 680588-88-9 2-[(4-bromo-benzenesulfonyl)-p-tolyl-amino]-N,N-diethyl-acetamide 

Relevant articles and documents

Nitrosoarenes as Nitrogen Source for Generation of Sulfonamides with the Insertion of Sulfur Dioxide under Metal-Free Conditions?

A metal-free reaction of nitrosoarenes, aryldiazonium tetrafluoroborates, and sulfur dioxide under mild conditions is developed, giving rise to sulfonamides in moderate to good yields. This transformation proceeds efficiently at room temperature in the presence of cyclohexa-1,4-diene with a broad reaction scope. Good functional group compatibility is observed, including cyano, halo, and ester. A plausible mechanism involving a radical process with the insertion of sulfur dioxide is proposed, and cyclohexa-1,4-diene serves as the reductant during the transformation.

Copper-catalyzed redox coupling of nitroarenes with sodium sulfinates

A simple copper-catalyzed redox coupling of sodium sulfinates and nitroarenes is described. In this process, abundant and stable nitroarenes serve as both the nitrogen sources and oxidants, and sodium sulfinates act as both reactants and reductants. A variety of aromatic sulfonamides were obtained in moderate to good yields with broad substrate scope. No external additive is employed for this kind of transformation.

N-Glycine-sulfonamides as potent dual orexin 1/orexin 2 receptor antagonists

A series of dual OX1R/OX2R orexin antagonists was prepared based on a N-glycine-sulfonamide core. SAR studies of a screening hit led to compounds with low nanomolar affinity for both receptors and good oral bioavailability. One of these compounds, 47, has demonstrated in vivo activity in rats following oral administration.