16937-01-2

Basic information

• Product Name: N-(4-BroMophenyl)-4-nitrobenzenesulfonaMide, 97%
• Synonyms: N-(4-BroMophenyl)-4-nitrobenzenesulfonaMide, 97%;MFCD00426422
• CAS NO: 16937-01-2
• Molecular Formula: C₁₂H₉BrN₂O₄S
• Molecular Weight: 357.17986
• Mol File: 16937-01-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-BroMophenyl)-4-nitrobenzenesulfonaMide, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-BroMophenyl)-4-nitrobenzenesulfonaMide, 97%(16937-01-2)
• EPA Substance Registry System: N-(4-BroMophenyl)-4-nitrobenzenesulfonaMide, 97%(16937-01-2)

Safety Data

• Hazardous Substances Data: 16937-01-2(Hazardous Substances Data)

Upstream product

• 106-40-1 4-bromo-aniline 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Downstream Products

• 875-51-4 4-Bromo-2-nitroaniline 
• 69751-91-3 4'-bromo-N-methyl-4-nitrobenzenesulfonanilide 
• 19837-76-4 4-amino-N-(4-bromophenyl)benzenesulfonamide 

Relevant articles and documents

A Cascade Reaction of Michael Addition and Truce-Smiles Rearrangement to Synthesize Trisubstituted 4-Quinolone Derivatives

A novel transition-metal-free cascade reaction to synthesize 4-quinolone derivatives has been demonstrated. Michael addition and Truce-Smiles rearrangement are included in this protocol, providing a broad scope of 4-quinolones in moderate-to-excellent yields. This work serves as an example of the use of sulfonamides through Truce-Smiles rearrangement to build heterocyclic compounds under mild conditions.

An Organic Intermolecular Dehydrogenative Annulation Reaction

The discovery of a direct method for the synthesis of three-ring heterocyclic carbazoles from unactivated arenes and anilides by a metal-free (organic) intermolecular dehydrogenative annulation reaction under ambient laboratory conditions is reported. Iodine(III) was used as the sole reagent either stoichiometrically from inexpensive phenyliodine diacetate or organocatalytically by in situ generation from PhI-mCPBA. In a single step, three C(sp2)-H bonds and one N(sp3)-H bond are functionalized from two different arenes for tandem C-C and C-N bond formation reactions.

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.