19837-84-4

Basic information

• Product Name: 4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE
• Synonyms: ART-CHEM-BB B000450;4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE;AKOS B000450;4-Amino-N-(2-methoxy-phenyl)-benzenesulfonmide;Benzenesulfonamide, 4-amino-N-(2-methoxyphenyl)-;p-Sulphanilanisidide
• CAS NO: 19837-84-4
• Molecular Formula: C₁₃H₁₄N₂O₃S
• Molecular Weight: 278.33
• Mol File: 19837-84-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 474.2 °C at 760 mmHg
• Flash Point: 240.6 °C
• Appearance: /
• Density: 1.358 g/cm³
• Vapor Pressure: 3.69E-09mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE(19837-84-4)
• EPA Substance Registry System: 4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE(19837-84-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 19837-84-4(Hazardous Substances Data)

Usage

General Description

4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE is a chemical compound with the molecular formula C13H14N2O3S. It is commonly used as an intermediate in the production of pharmaceuticals and agrochemicals. This chemical is known for its ability to inhibit the activity of the enzyme carbonic anhydrase, which plays a role in the regulation of fluids and electrolytes in the body. 4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE is also used in the development of drugs for the treatment of conditions such as glaucoma, epilepsy, and other neurological disorders. Additionally, it has been studied for its potential anti-tumor and anti-microbial properties.

InChI:InChI=1/C13H14N2O3S/c1-18-13-5-3-2-4-12(13)15-19(16,17)11-8-6-10(14)7-9-11/h2-9,15H,14H2,1H3

Upstream product

• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 103-84-4 Acetanilid 
• 62-53-3 aniline 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 90-04-0 2-methoxy-phenylamine 
• 299968-56-2 N-(2-methoxyphenyl)-4-nitro-benzenesulfonamide 
• 19838-01-8 N-{4-[(2-methoxyphenyl)sulfamoyl]phenyl}acetamide 

Downstream Products

• 1204290-64-1 4-(3-chloro-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino)-N-(2-methoxyphenyl)-benzenesulfonamide 
• 1262334-03-1 2-[(2,6-dichlorophenyl)amino]-N₁-(2-methoxyphenyl)-N₄-phenylacetoxyacetamidobenzenesulfonamide 
• 1258977-93-3 6-hydroxy-1-(2-hydroxyethyl)-4-oxo-1,4-dihydro[1,7]phenanthroline-3-carboxylic acid [4-(2-methoxyphenylsulfamoyl)phenyl]amide 
• 1258977-81-9 6-chloro-1-(2-hydroxyethyl)-4-oxo-1,4-dihydro[1,7]phenanthroline-3-carboxylic acid [4-(2-methoxyphenylsulfamoyl)phenyl]amide 

Relevant articles and documents

Design, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides

A simple cost-effective and green method was presented for the synthesis of coumarin bis sulfonamides. Seventeen novel coumarin sulfonamides were synthesized in good to high yield and purity in six steps starting from 2-amino thiazole, aniline, and 4-methoxy aniline. All of the reactions have been done under green conditions without using any hazardous solvent. The chemical structures of the products were elucidated by IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. Also, the anti-bacterial properties of the synthesized sulfonamides were investigated using two strains of Staphylococcus (gram-positive) and Escherichia coli (gram-negative) bacteria.

INHIBITORS OF RAC1 AND USES THEREOF FOR TREATING CANCERS

The present invention concerns a compound having the following formula (I): wherein: - A is in particular -N(R'a)-C(=O)-R, R'a being H or a (C1-C6)alkyl group, and R being preferably a group having the following formula (II): - X is in particular chosen from the group consisting of: -SO2-N(R'b)-, R'b being H or a (C1-C6)alkyl group, -N(R"b)-SO2-, R"b being H or a (C1-C6)alkyl group, -CO-NH-, and -NH-CO-, for use for the treatment of cancers, such as metastatic cancers.

Effect of photodynamic antibacterial chemotherapy combined with antibiotics on Gram-positive and gram-negative bacteria

The well-known and rapidly growing phenomenon of bacterial resistance to antibiotics is caused by uncontrolled, excessive and inappropriate use of antibiotics. One of alternatives to antibiotics is Photodynamic Antibacterial Chemotherapy (PACT). In the present study, the effect of PACT using a photosensitizer Rose Bengal alone and in combination with antibiotics including methicillin and derivatives of sulfanilamide synthesized by us was tested against antibiotic-sensitive and antibiotic-resistant clinical isolates of Gram-positive S. aureus and Gram-negative P. aeruginosa. Antibiotic-sensitive and resistant strains of P. aeruginosa were eradicated by Rose Bengal under illumination and by sulfanilamide but were not inhibited by new sulfanilamide derivatives. No increase in sensitivity of P. aeruginosa cells to sulfanilamide was observed upon a combination of Rose Bengal and sulfanilamide under illumination. All tested S. aureus strains (MSSA and MRSA) were effectively inhibited by PACT. When treated with sub-MIC concentrations of Rose Bengal under illumination, the minimum inhibitory concentrations (MIC) of methicillin decreased significantly for MSSA and MRSA strains. In some cases, antibiotic sensitivity of resistant strains can be restored by combining antibiotics with PACT.