2653-10-3

Basic information

• Product Name: N-(4-(ACETYLAMINO)PHENYL)-2-CHLOROACETAMIDE
• Synonyms: AKOS BBS-00003875;TIMTEC-BB SBB000672;N-(4-(ACETYLAMINO)PHENYL)-2-CHLOROACETAMIDE;N-(4-acetamidophenyl)-2-chloroacetamide;N-(4-acetamidophenyl)-2-chloro-acetamide;N-(4-acetamidophenyl)-2-chloro-ethanamide;SBB000672;ZINC00043841
• CAS NO: 2653-10-3
• Molecular Formula: C₁₀H₁₁ClN₂O₂
• Molecular Weight: 226.66
• Mol File: 2653-10-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 265-270 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 511.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.357±0.06 g/cm3(Predicted)
• PKA: 12.36±0.70(Predicted)
• CAS DataBase Reference: N-(4-(ACETYLAMINO)PHENYL)-2-CHLOROACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-(ACETYLAMINO)PHENYL)-2-CHLOROACETAMIDE(2653-10-3)
• EPA Substance Registry System: N-(4-(ACETYLAMINO)PHENYL)-2-CHLOROACETAMIDE(2653-10-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 2653-10-3(Hazardous Substances Data)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 4015-58-1 monochloroacetic acid anhydride 
• 106-50-3 1,4-phenylenediamine 

Downstream Products

• 125983-13-3 (4-Acetylamino-phenylamino)-oxo-dithioacetic acid methyl ester 
• 926116-93-0 C₁₈H₁₈N₆O₂ 
• 1382132-05-9 2-(5-((1H-benzo[d]imidazol-1-yl)methyl)-1,3,4-oxadiazol-2-ylthio)-N-(4-acetamidophenyl)acetamide 
• 1372894-69-3 N-(4-acetylamino-phenyl)-2-[(5-(2-oxo-2H-chromen-3-yl)-[1,3,4]oxadiazol-2-yl)sulfanyl]-acetamide 
• 1373946-33-8 etamidophenyl)-2-((4-(4,6-bis(3,5-dimethylpiperidin-1-yl)-1,3,5-triazin-2-yl)phenyl)amino)acetamideN-(4- 

Relevant articles and documents

Synthesis, Characterization, and Anticancer Activity (MCF-7) of Some Acetanilide-based Heterocycles

A series of some novel 4-(N-substituted amino)-acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N-(4-acetamidophenyl)-2-chloroacetamide (3) with various types of nucleophilic reagents such as be

Novel vanillin derivatives containing a 1,3,4-thiadiazole moiety as potential antibacterial agents

In this study, thirty-four novel vanillin derivatives containing a 1,3,4-thiadiazole structure were obtained and their antibacterial activities were evaluated. The results indicate that most of the title compounds displayed inhibitory effects on Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas oryzae pv. oryzicola (Xoc). Among them, compound 29 exhibited excellent antibacterial activities against Xoo and Xoc in vitro, with the EC50 values of 3.14 and 8.83 μg/mL, respectively, much superior to thiodiazole copper (87.03 and 108.99 μg/mL) and bismerthiazol (67.64 and 79.26 μg/mL). Under greenhouse condition, the protective efficiency of compound 29 against rice bacterial leaf blight was 49.34%, and curative efficiency was 40.96%. In addition, compound 29 can reduce the exopolysaccharides production of Xoo, increase the permeability of cell membrane and damage cell membrane.

Synthesis of coumarin-based 1,3,4-oxadiazol-2ylthio-N-phenyl/benzothiazolyl acetamides as antimicrobial and antituberculosis agents

In an attempt to find new agents to fight against microbial infections, a series of coumarin-based 1,3,4-oxadiazol-2ylthio-N-phenyl/benzothiazolyl acetamides was synthesized starting from coumarin-3-carboxylic acid ethyl ester obtained through Knoevenagel and Pinner reaction. In vitro antimicrobial activity against several bacteria (S. aureus, B. cereus, E. coli, P. aeruginosa, K. pneumoniae, S. typhi, P. vulgaris, S. flexneri), fungi (A. niger, A. fumigatus, A. clavatus, C. albicans) and antimycobacterial activity against Mycobacterium tuberculosis H37Rv strain was assessed. This study shows to what extent the presence of various electron withdrawing/donating substituents on the phenyl or benzothiazole ring affects the activity profiles of the newer molecules. The relationship between activity profiles (MICs, 3.12-25 μg/mL) and the lipophilic character (LogP) of the prepared products is also discussed and the MIC values of the active conjugates seem to correlate to some extent with the lipophilicity profiles. Two (5e and 6c) of the final analogues displayed promising antimycobacterial activity at 12.5 μg/mL of MIC, half fold potent to the standard drug pyrazinamide (6.25 μg/mL). Compounds were characterized by IR, 1H NMR, 13C NMR spectroscopy and elemental analysis.