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

Description

(E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide is a chemical compound characterized by a benzene ring with a benzylidenehydrazine group and a sulfonamide group attached to it. (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide, which features a combination of aromatic and functional groups, holds promise in the field of medicinal chemistry and pharmaceuticals due to the presence of the sulfonamide group, which is commonly found in various drugs and dyes.

Uses

Used in Pharmaceutical Industry:
(E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide is used as a potential candidate for drug development due to the presence of the sulfonamide group, which has been utilized in the creation of antimicrobial agents. (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide's unique structure may offer novel biological activities, making it an interesting target for further research and development in the pharmaceutical sector.
Used in Dye Industry:
In the dye industry, (E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide may be employed as a component in the synthesis of various dyes, taking advantage of its aromatic and functional groups to create new colorants with specific properties.
Used in Medicinal Chemistry Research:
(E)-4-(2-benzylidenehydrazinyl)benzenesulfonamide is used as a subject of study in medicinal chemistry research to explore its potential biological activities and applications. The benzylidenehydrazine group may provide the compound with unique characteristics that could be harnessed for the development of new therapeutic agents or the enhancement of existing ones.

Upstream product

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

Downstream Products

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

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.