19837-84-4

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE is used as an intermediate in the production of drugs for the treatment of various conditions, including glaucoma, epilepsy, and other neurological disorders. Its ability to inhibit carbonic anhydrase makes it a potential candidate for the development of medications targeting these conditions.
Used in Agrochemical Industry:
4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE is also used as an intermediate in the synthesis of agrochemicals, contributing to the development of products that can enhance crop yield and protect plants from diseases and pests.
Used in Anticancer Research:
4-AMINO-N-(2-METHOXY-PHENYL)-BENZENESULFONAMIDE is used as a subject of research for its potential anti-tumor properties. Its ability to inhibit certain enzymes and biological pathways may offer new avenues for the development of cancer treatments.
Used in Anti-microbial Research:
This chemical compound is also being studied for its potential anti-microbial properties. Its capacity to inhibit the growth of certain microorganisms could lead to the development of new antimicrobial agents to combat drug-resistant infections.

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Experimental and theoretical investigation of conformational states and noncovalent interactions in crystalline sulfonamides with a methoxyphenyl moiety

Four sulfonamide derivatives with a methoxyphenyl moiety, namelyN-{4-[(2-methoxyphenyl)sulfamoyl]phenyl}acetamide (1a),N-{4-[(3-methoxyphenyl)sulfamoyl]phenyl}acetamide (1b), 4-amino-N-(2-methoxyphenyl)benzenesulfonamide (2a) and 4-amino-N-(3-methoxypheny

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.

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.

INHIBITORS OF RAC1 AND USES THEREOF FOR INDUCING BRONCHODILATATION

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 pathologies characterized by bronchoconstriction, such as asthma.

Synthesis and biological evaluation of naphthoquinone analogs as a novel class of proteasome inhibitors

Screening of the NCI Diversity Set-1 identified PI-083 (NSC-45382) a proteasome inhibitor selective for cancer over normal cells. Focused libraries of novel compounds based on PI-083 chloronaphthoquinone and sulfonamide moieties were synthesized to gain a better understanding of the structure-activity relationship responsible for chymotrypsin-like proteasome inhibitory activity. This led to the demonstration that the chloronaphthoquinone and the sulfonamide moieties are critical for inhibitory activity. The pyridyl group in PI-083 can be replaced with other heterocyclic groups without significant loss of activity. Molecular modeling studies were also performed to explore the detailed interactions of PI-083 and its derivatives with the β5 and β6 subunits of the 20S proteasome. The refined model showed an H-bond interaction between the Asp-114 and the sulfonamide moiety of the PI-083 in the β6 subunit.