93898-52-3

Basic information

• Product Name: 4-({(E)-[4-(dimethylamino)phenyl]methylidene}amino)benzenesulfonamide
• Synonyms: 4-({(E)-[4-(Dimethylamino)phenyl]methylene}amino)benzenesulfonamide; Benzenesulfonamide, 4-[[(1E)-[4-(dimethylamino)phenyl]methylene]amino]-
• CAS NO: 93898-52-3
• Molecular Formula: C₁₅H₁₇N₃O₂S
• Molecular Weight: 303.3794
• Mol File: 93898-52-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 518.6°C at 760 mmHg
• Flash Point: 267.4°C
• Density: 1.22g/cm³
• Vapor Pressure: 7.37E-11mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 4-({(E)-[4-(dimethylamino)phenyl]methylidene}amino)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-({(E)-[4-(dimethylamino)phenyl]methylidene}amino)benzenesulfonamide(93898-52-3)
• EPA Substance Registry System: 4-({(E)-[4-(dimethylamino)phenyl]methylidene}amino)benzenesulfonamide(93898-52-3)

Safety Data

• Hazardous Substances Data: 93898-52-3(Hazardous Substances Data)

Upstream product

• 63-74-1 sulfanilamide 
• 100-10-7 4-dimethylamino-benzaldehyde 

Downstream Products

• 1219620-40-2 4-[2-(4-dimethylaminophenyl)imidazo[4,5-b]indol-3(4H)-yl]benzenesulfonamide 
• 1172126-54-3 4-(2-(4-(dimethylamino)phenyl)-4,5-diphenyl-1H-imidazol-1-yl)benzenesulfonamide 

Relevant articles and documents

Synthesis of 4-sulfamoylphenyl-benzylamine derivatives with inhibitory activity against human carbonic anhydrase isoforms I, II, IX and XII

Imine derivatives were obtained by condensation of sulfanilamide with substituted aromatic aldehydes. The Schiff bases were thereafter reduced with sodium borohydride, leading to the corresponding amines, derivatives of 4-sulfamoylphenyl-benzylamine. These sulfonamides were investigated as inhibitors of the human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms hCA I and II (cytosolic isozymes), as well as hCA IX and XII (transmembrane, tumor-associated enzymes). We noted that the compounds incorporating secondary amine moieties showed a better inhibitory activity against all CA isozymes compared to the corresponding Schiff bases. Low nanomolar CA II, IX and XII inhibitors were detected, whereas the activity against hCA I was less potent. The secondary amines incorporating sulfonamide or similar zinc-binding groups, poorly investigated chemotypes for designing metalloenzyme inhibitors, may offer interesting opportunities in the field due to the facile preparation and possibility to explore a vast chemical space.

Microwave-assisted, solvent-free and parallel synthesis of some novel substituted imidazoles of biological interest

Solvent free microwave assisted synthesis of some novel substituted imidazoles of biological interest is reported. First, primary aromatic or heteryl amine was condensed with aryl or heteryl aldehydes to afford corresponding Schiff's base. The Schiff's base further on treatment with ammonium acetate (NH4OAC) and isatin using silica gel as the solid support, yielded the corresponding aryl imidazoles. In this paper a comparative study between the developed microwave method and conventional method is described. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, anthelmintic, short-term anticancer and antitubercular activity. All the synthesized substituted imidazoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli and moderate to good anthelmintic activity. The synthesized imidazole derivative possessed signifi-cant cytotoxic activity against Ehrlich's ascites carcinoma (EAC) cell lines. None of the compounds exhibited prominent antitubercular activity.

Carbonic anhydrase inhibitors. Part 35. Synthesis of Schiff bases derived from sulfanilamide and aromatic aldehydes: The first inhibitors with equally high affinity towards cytosolic and membrane-bound isozymes

A series of Schiff bases was prepared by reaction of sulfanilamide with substituted benzene- and heterocyclic aldehydes. The compounds were characterized by standard procedures, and were assayed as inhibitors of the zinc enzyme carbonic anhydrase (CA). Th