126790-88-3

Upstream product

• 3731-53-1 4-(aminomethyl)pyridine 
• 98-59-9 p-toluenesulfonyl chloride 
• 586-95-8 pyridine-4-methanol 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 126791-01-3 N-(2,5-Dichlorophenylsulfonyl)-N'-(4-methylphenylsulfonyl)-1,2-bis(4-pyridyl)ethylenediamine 

Relevant academic research and scientific papers

Electron-withdrawing substituted benzenesulfonamides against the predominant community-associated methicillin-resistant Staphylococcus aureus strain USA300

A small focused chemical library constituted of sulfonamides was synthesized. These compounds were designed to lack the p-aminobenzene moiety typically found in sulfonamide antibiotics. Antimicrobial activities of these synthetic compounds were investigated against global predominant methicillin-resistant Staphylococcus aureus (MRSA) strain USA300 (SF8300) and control strains of Staphylococcus aureus (S. aureus) ATCC 25923 and ATCC 29213 using disk diffusion and microdilution assays. Based on susceptibility results, potent S. aureus and MRSA USA300 growth inhibitors such as N-[3,5- bis(trifluoromethyl)phenyl]-4-bromobenzenesulfonamide with minimum inhibitory concentration (MIC) as low as 5.6 μg/cm3 along with other effective sulfonamides were discovered. Structure-activity correlations revealed that these desamino-benzenesulfonamides required electron-withdrawing substituents to be effective inhibitors of bacterial pathogen growth. In addition, their ability to inhibit growth of S. aureus strains was retained even when bacterial folate synthetic intermediate, p-aminobenzoic acid (PABA), was supplemented, whereas PABA supplementation completely diminished the antibacterial activity of the known sulfa drug tested, sulfamethoxazole. The sulfa-resistant MRSA strain COL also showed great susceptibility to these desamino-benzenesulfonamides. These results imply a unique mechanism of growth inhibition by these potent desamino-benzenesulfonamides, different from the well-known folate pathway target of sulfonamide antibiotics.

Simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols

"Chemical Equation Presented" A simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols based on a catalytic hydrogen transfer reaction has been developed under a low catalyst loading of [Cp*lrCl2]2 (0.050-1.5 mol %) in the presence of t-BuOK. A variety of N-alkylated sulfonamides were prepared In good to excellent yields. Mechanistic investigations revealed that the key catalytic species in the present system is a sulfonylimido-bridged unsaturated diirldium complex [(Cp*lr)2(μ-NTs)2].

Solid phase synthesis of sulfonamides using a carbamate linker

A method for the synthesis of sulfonamides on a solid support by immobilizing amines through the nitrogen atom using a carbamate linkage is described.

Synthesis of N,N'-Bis(phenylsulfonyl)-1,2-bis(4-pyridyl)ethylenediamines

Reaction of (4-pyridylmethyl)amine (3) with benzenesulfonyl chlorides 2a-i affords the corresponding N-(4-pyridylmethyl)benzenesulfonamides 4a-i which are converted into the N-oxides 5 by treatment with hydrogen peroxide and acetic acid.Treatment of compounds 4 with their N-oxides 5 in acetic anhydride results in dimerization to give the corresponding N,N'-bis(phenylsulfonyl)-1,2-bis(4-pyridyl)ethylenediamines 6a-d,f.The mixed ethylenediamines 6e,g are similarly synthesized from differently substituted sulfonamides and N-oxides.