21305-93-1

Basic information

• Product Name: (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide
• Synonyms: (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide
• CAS NO: 21305-93-1
• Molecular Formula: C₁₃H₁₃N₃O₂S
• Molecular Weight: 275.32622
• Mol File: 21305-93-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide(21305-93-1)
• EPA Substance Registry System: (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide(21305-93-1)

Safety Data

• Hazardous Substances Data: 21305-93-1(Hazardous Substances Data)

Usage

General Description

(E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide is a chemical compound that consists of a benzene ring with a benzylidenehydrazine group attached to it. It also contains a sulfonamide group, which is a functional group commonly found in pharmaceuticals and dyes. The compound has potential applications in the field of medicinal chemistry, as sulfonamides have been used in the development of antimicrobial drugs. The presence of the benzylidenehydrazine group may also provide the compound with unique biological activities, making it a potentially interesting target for further research and drug development.

Upstream product

• 100-52-7 benzaldehyde 
• 4392-54-5 4-aminosulfonylphenylhydrazine 
• 17852-52-7 4-hydrazinobenzene-1-sulfonamide hydrochloride 
• 63-74-1 sulfanilamide 

Downstream Products

• 1415669-38-3 C₁₅H₁₅N₃O₃S₂ 
• 74121-51-0 4-(3,N'''-diphenyl-formazano)-benzenesulfonic acid amide 

Relevant articles and documents

Synthesis of sulfonamides bearing 1,3,5-triarylpyrazoline and 4-thiazolidinone moieties as novel antimicrobial agents

Two series of sulfonamides were synthesized from 4-hydrazinylben-zenesulfonamide as the key starting material. 1,3,5-Triarylpyrazoline sulfonamides (2a-i) were obtained by cyclocondensation of various chalcones in 53-64 % yields, while 4-thiazolidinone derivatives (4a-e) were synthesized by cyclocondensation between mercaptoacetic acid and different phenylhydrazones in 43-62 % yields. The synthesized compounds were characterized based on FTIR, 1H-NMR, 13C-NMR and HRMS data. The sulfonamides were evaluated for their in vitro antimicrobial activities against four bacterial strains (E. coli, P. aeruginosa, B. subtillis and S aureus), two filamentous fungal strains (A. Niger and F. oxysporum) and two yeast strains (C. albicans and S. cerevisiae). Seven pyrazolines, 2a-c and 2e-h, exhibited significant inhibition of different microbial strains. Among them, compound 2b displayed good antifungal activity against A. Niger (MIC value at 12.5 μg mL-1) over the reference drug.

Molecular modeling, synthesis and screening of some new 4-thiazolidinone derivatives with promising selective COX-2 inhibitory activity

In order to develop new selective cyclooxygenase-2 inhibitors, a series of novel 2-aryl-3-(4-sulfamoyl/methylsulfonylphenylamino)-4-thiazolidinones were designed. Molecular modeling studies with COX-2 enzyme were performed by using MOE program. The designed compounds with reasonable binding modes and high docking scores were synthesized. Their COX-1/COX-2 inhibitory activities were evaluated in vitro, using NS-398 and indomethacine as reference compounds. Compounds possessing methyl group (3d and 4d) on the phenyl ring exhibited highly COX-2 inhibitory selectivity and potency.