58734-57-9

Basic information

• Product Name: Benzenesulfonamide, 3-methoxy- (9CI)
• Synonyms: Benzenesulfonamide, 3-methoxy- (9CI);3-Methoxybenzenesulphonamide;3-Sulphamoylanisole;3-Methoxybenzene-1-sulfonaMide;3-Sulphamoylanisole, 3-(Aminosulphonyl)anisole
• CAS NO: 58734-57-9
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.21626
• Product Categories: SULFONAMIDE
• Mol File: 58734-57-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 131-133°C
• Boiling Point: 363.9 °Cat760mmHg
• Flash Point: 173.9 °C
• Appearance: /
• Density: 1.314 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.553
• PKA: 10.12±0.60(Predicted)
• CAS DataBase Reference: Benzenesulfonamide, 3-methoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 3-methoxy- (9CI)(58734-57-9)
• EPA Substance Registry System: Benzenesulfonamide, 3-methoxy- (9CI)(58734-57-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 58734-57-9(Hazardous Substances Data)

Usage

General Description

Benzenesulfonamide, 3-methoxy- (9CI) is a chemical compound represented by the molecular formula C7H9NO3S. Benzenesulfonamide, 3-methoxy- (9CI) falls under categories such as amides and sulfonamides. Sulfonamides are known for their antibacterial properties, hence, they are widely used in the manufacturing of antibiotics. This chemical has several aliases, including Benzenesulfonamide, m-methoxy-; 3-Methoxybenzenesulfonamide; and m-Anisylsulfonamide. Despite its potential applications, it may pose risks due to its reactivity and handling. Hence, it is crucial to employ proper safety measures when working with this chemical. It's useful in medical, pharmacological, and industrial applications.

InChI:InChI=1/C7H9NO3S/c1-11-6-3-2-4-7(5-6)12(8,9)10/h2-5H,1H3,(H2,8,9,10)

Upstream product

• 10130-74-2 m-Methoxybenzenesulfonyl chloride 
• 766-85-8 3-methoxy-1-iodobenzene 
• 1392407-90-7 C₁₀H₁₄N₂O₃S 
• 536-90-3 m-Anisidine 

Downstream Products

• 102607-90-9 N-([(4-chlorophenyl)amino]carbonyl)-3-methoxybenzenesulfonamide 
• 1187953-16-7 N-benzyl-3-methoxybenzenesulfonamide 
• 1254305-94-6 C₁₆H₁₁ClF₃N₃O₄S 
• 1425038-92-1 3-methoxybenzenesulfonyl azide 
• 1410782-64-7 3-methoxy-N-(3-methyl-2-oxo-1,2,3,4-tetrahydro-quinazolin-6-yl)benzenesulfonamide 
• 1219741-35-1 N-[(3-methoxyphenyl)sulfonyl]acetamide 
• 93139-28-7 1-(3-Methoxy-benzolsulfonyl)-3-butyl-harnstoff 

Relevant articles and documents

SELECTIVE NON-CYCLIC NUCLEOTIDE ACTIVATORS FOR THE CAMP SENSOR EPAC1

The invention relates generally to novel EPAC1 activators, such as Formula (I) and (II) and the preparation thereof as well as the use of EPAC1 activators disclosed herein as to selectively activate EPAC1 in cells.

Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators

Exchange proteins directly activated by cAMP (EPAC) play a central role in various biological functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, we report the synthesis and biochemical evaluation of a series of noncyclic nucleotide EPAC1 activators. Several potent EPAC1 binders were identified including 25g, 25q, 25n, 25u, 25e, and 25f, which promote EPAC1 guanine nucleotide exchange factor activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity toward EPAC over protein kinase A and G protein-coupled receptors. Moreover, 25e, 25f, 25n, and 25u exhibited improved selectivity toward activation of EPAC1 over EPAC2 in cells. Of these, 25u was found to robustly inhibit IL-6-activated signal transducer and activator of transcription 3 (STAT3) and subsequent induction of the pro-inflammatory vascular cell adhesion molecule 1 (VCAM1) cell-adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacological tools for elucidation of EPAC function and promising drug leads for the treatment of relevant human diseases.

Metal-free construction of primary sulfonamides through three diverse salts

In this report, the first metal-free construction of primary sulfonamides through a direct three-component reaction of sodium metabisulfite, sodium azide and aryldiazonium has been established. Readily available inorganic Na2S2O5 and NaN3 were applied as the sulfur dioxide surrogate and nitrogen source respectively. The widely used sulfonamide drugs Celecoxib and Sulpiride, which possess multiple heteroatoms and active hydrogen containing functional groups, are efficiently installed with -SO2NH2 groups at a late stage. Control experiments and kinetic studies demonstrated that aryl radicals, sulfonyl radicals and conjugated phosphine imine radicals are involved in this transformation.