333434-62-1

Basic information

• Product Name: N-benzyl-4-bromo-N-methylbenzenesulfonamide
• Synonyms: N-benzyl-4-bromo-N-methylbenzenesulfonamide
• CAS NO: 333434-62-1
• Molecular Weight: 340.241
• Mol File: 333434-62-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-benzyl-4-bromo-N-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-4-bromo-N-methylbenzenesulfonamide(333434-62-1)
• EPA Substance Registry System: N-benzyl-4-bromo-N-methylbenzenesulfonamide(333434-62-1)

Safety Data

• Hazardous Substances Data: 333434-62-1(Hazardous Substances Data)

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 703-12-8 4-bromo-N-methylbenzenesulphonamide 
• 108-88-3 toluene 

Relevant articles and documents

Conformational Aspects in the Design of Inhibitors for Serine Hydroxymethyltransferase (SHMT): Biphenyl, Aryl Sulfonamide, and Aryl Sulfone Motifs

Malaria remains a major threat to mankind due to the perpetual emergence of resistance against marketed drugs. Twenty-one pyrazolopyran-based inhibitors bearing terminal biphenyl, aryl sulfonamide, or aryl sulfone motifs were synthesized and tested towards serine hydroxymethyltransferase (SHMT), a key enzyme of the folate cycle. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target, as well as PfNF54 strains in cell-based assays in the low nanomolar range (18–56 nm). Seven co-crystal structures with P. vivax (Pv) SHMT were solved at 2.2–2.6 ? resolution. We observed an unprecedented influence of the torsion angle of ortho-substituted biphenyl moieties on cell-based efficacy. The peculiar lipophilic character of the sulfonyl moiety was highlighted in the complexes with aryl sulfonamide analogues, which bind in their preferred staggered orientation. The results are discussed within the context of conformational preferences in the ligands.

Copper-catalyzed amination of primary benzylic C?H bonds with primary and secondary sulfonamides

A room-temperature, copper-catalyzed amination of primary benzylic C?H bonds with primary and secondary sulfonamides is described. The reaction is applicable to the coupling of a range of primary and secondary benzylic hydrocarbons with a diverse set of sulfonamides and is tolerant of substitution on both coupling partners. Factors which influence the selectivity of C?H functionalization between primary and secondary sites are examined.