473690-53-8

Basic information

• Product Name: 1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine
• Synonyms: 1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine
• CAS NO: 473690-53-8
• Molecular Weight: 289.358
• Mol File: 473690-53-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine(473690-53-8)
• EPA Substance Registry System: 1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine(473690-53-8)

Safety Data

• Hazardous Substances Data: 473690-53-8(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 17852-52-7 4-hydrazinobenzene-1-sulfonamide hydrochloride 
• 4392-54-5 4-aminosulfonylphenylhydrazine 

Downstream Products

• 1415669-41-8 2-(4-methylphenyl)-3-(4-aminosulfonylphenylamino)-4-thiazolidinone 

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.