3644-56-2

Basic information

• Product Name: 2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE
• Synonyms: OTAVA-BB BB7213780098;TIMTEC-BB SBB003228;2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE;AKOS BBS-00004018;N-(2,6-Dichlorophenyl)-2-chloroacetamide;N-(2,6-Dichlorophenyl)chloroacetamide;2-Chloro-N-(2,6-dichlorophenyl)-acetamide,99%;2-chloro-N-(2,6-dichlorophenyl)ethanamide
• CAS NO: 3644-56-2
• Molecular Formula: C₈H₆Cl₃NO
• Molecular Weight: 238.5
• EINECS: 222-874-4
• Mol File: 3644-56-2.mol
• Article Data: 24

Chemical Properties

• Melting Point: 176-179℃
• Boiling Point: 376.2°Cat760mmHg
• Flash Point: 181.3°C
• Appearance: /
• Density: 1.511g/cm³
• Vapor Pressure: 7.36E-06mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: 2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE(3644-56-2)
• EPA Substance Registry System: 2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE(3644-56-2)

Safety Data

• Hazard Codes: Xi
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S28A:After contact wit
• HazardClass: IRRITANT
• Hazardous Substances Data: 3644-56-2(Hazardous Substances Data)

Usage

Chemical Properties

WHITE AMORPHOUS POWDER

InChI:InChI=1/C8H6Cl3NO/c9-4-7(13)12-8-5(10)2-1-3-6(8)11/h1-3H,4H2,(H,12,13)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 608-31-1 2,6-Dichloroaniline 

Downstream Products

• 134200-92-3 N-(2,6-Dichloro-phenyl)-2-(4-oxo-2-phenyl-3,5,7,8-tetrahydro-4H-pyrido[4,3-d]pyrimidin-6-yl)-acetamide 
• 134200-93-4 N-(2,6-Dichloro-phenyl)-2-(4-oxo-2-piperidin-1-yl-3,5,7,8-tetrahydro-4H-pyrido[4,3-d]pyrimidin-6-yl)-acetamide 
• 134744-83-5 N-(2,6-Dichloro-phenyl)-2-[5-((E)-styryl)-4H-[1,2,4]triazol-3-ylsulfanyl]-acetamide 
• 134744-80-2 N-(2,6-Dichloro-phenyl)-2-(5-pyrazin-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 134744-77-7 N-(2,6-Dichloro-phenyl)-2-(5-phenoxymethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 134744-81-3 N-(2,6-Dichloro-phenyl)-2-[5-(3,4-dimethoxy-benzyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-acetamide 
• 15362-40-0 1-(2,6-dichlorophenyl)indolin-2-one 
• 67624-94-6 N-Aminoacetyl-2,6-dichloranilin 
• 134744-76-6 2-(5-Benzyl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-(2,6-dichloro-phenyl)-acetamide 
• 134937-74-9 N-(2,6-Dichloro-phenyl)-2-(2-imino-3-methyl-2,3-dihydro-benzoimidazol-1-yl)-acetamide 
• 78180-11-7 alpha-chloro-N-(methoxymethyl)-N-(2,6-dimethoxyphenyl)acetamide 
• 1018074-60-6 C₁₆H₁₀Cl₄FN₅OS 
• 134937-89-6 N-(2,6-dichlorophenyl)-7H-theophyllin-7-ylacetamide 
• 134937-73-8 N-(2,6-Dichloro-phenyl)-2-(2-imino-2,3-dihydro-benzoimidazol-1-yl)-acetamide 

Relevant articles and documents

Synthesis, Structure, and Conformational Analysis of N-(2,4-Dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidine-1-yl]acetamide

Abstract: The reaction of 6-methyluracil with 2-chloromethyltiiran affords 6-methyl-3-(thietan-3-yl)uracil. Its subsequent reaction with N-(2,6-dichlorophenyl)-2-chloroaceta-mide resulted in N-(2,4-dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidin-1-yl]acetamide, proved by X-ray analysis, NMR and IR spectroscopy. Computer modeling at the PBE/3ζ, PBE/cc-pVDZ and PBE/SV(P) levels showed that its conformational behavior is determined by internal rotation of the thietanyl group both in the gas phase and in chloroform or dimethyl sulfoxide solutions.

α-Glucosidase and α-amylase inhibition, molecular modeling and pharmacokinetic studies of new quinazolinone-1,2,3-triazole-acetamide derivatives

In this study, a new series of quinazolinone-1,2,3-triazole-acetamide hybrids 8a–m, using by molecular hybridization of the potent α-glucosidase inhibitor pharmacophores, was designed and evaluated against carbohydrate-hydrolyzing enzymes α-glucosidase and α-amylase. All the synthesized compounds with IC50 values in the range of 45.3 ± 1.4 μM to 195.5 ± 4.7 μM were significantly more potent than standard inhibitor against α-glucosidase, while these compounds were not active against α-amylase in comparison to standard inhibitor. Representatively, compound 8a with IC50 = 45.3 ± 1.4 μM was around 17 times more potent than standard inhibitor acarbose (IC50 = 750.0 ± 12.5 μM). The inhibition kinetic analysis of the compound 8a indicated that this compound was a competitive α-glucosidase inhibitor. Molecular modeling analysis confirmed that the most potent inhibitors 8a and 8b well accommodated in the modeled α-glucosidase active site and it was also revealed that these compounds formed stable inhibitor–receptor complexes with the α-glucosidase in comparison to acarbose. In silico pharmacokinetic and toxicity of the most potent compounds were evaluated and obtained results were compared with acarbose. Furthermore, the most potent compounds were also evaluated against human normal cells and no cytotoxicity was observed.

Synthesis and antimicrobial evaluations of sulfur inserted fluoro-benzimidazoles

A new series of fluorinated sulfur inserted benzimidazole analogues Za-i were synthesized and characterized. The new compounds were screened for their antimicrobial and antioxidant potential. The synthesized compounds were obtained by multiple step synthesis, initiating from the synthesis of 5-(difluoromethoxy)-1H-benzimidazole-2-thiol X. The compounds Ya-i prepared by reacting differently substituted anilines with chloroacetylchloride and triethylamine in DMF. Finally, the compound X was reacted with different derivatives of 2-chloro-N-phenylacetamide resulting in formation of titled compounds Za-i. The synthesized compounds (Za-Zi) were characterized by spectral analysis viz.1H & 13C NMR, mass spectra, elemental analysis and IR. The in vitro antimicrobial potential against Gram-positive (S. aureus and E. faecalis) and Gram-negative bacterial (E. coli and P.aeruginosa) strains as well as fungi (A. niger and C. albicans) was recorded for the obtained compounds. Some of the compounds exhibited encouraging results (in MIC) against Gram-positive and Gram-negative bacterial strains. These studies thus suggest that the designed sulfur inserted fluoro-benzimidazoles scaffold may serve as new promising template for further amplification as antimicrobial agents.