3840-66-2

Basic information

• Product Name: 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide
• Synonyms: 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide;2-chloro-N-[2-(4-chlorophenyl)ethyl]acetamide(SALTDATA: FREE);2-chloro-N-[2-(4-chlorophenyl)ethyl]ethanamide
• CAS NO: 3840-66-2
• Molecular Formula: C₁₀H₁₁Cl₂NO
• Molecular Weight: 232.11
• Mol File: 3840-66-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 407.9°C at 760 mmHg
• Flash Point: 200.5°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 7.3E-07mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide(3840-66-2)
• EPA Substance Registry System: 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide(3840-66-2)

Safety Data

• Hazardous Substances Data: 3840-66-2(Hazardous Substances Data)

Usage

Description

2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide is a chemical compound with the molecular formula C10H12Cl2NO. It is a derivative of acetamide, characterized by the presence of two chlorine atoms and a phenyl-ethyl group. 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide serves as a versatile intermediate in the synthesis of various pharmaceuticals and agrochemicals, and it holds potential for the development of therapeutic agents and chemical control agents.

Uses

Used in Pharmaceutical Industry:
2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide is used as a chemical intermediate for the synthesis of drugs with potential therapeutic applications. It may contribute to the development of medications with analgesic, anti-inflammatory, or antimicrobial properties, providing a foundation for new treatments in healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide is utilized as a precursor in the production of herbicides and insecticides. Its role in these applications is to help create compounds that can effectively control or eliminate unwanted plant and insect species, thereby supporting agricultural productivity and crop protection.

InChI:InChI=1/C10H11Cl2NO/c11-7-10(14)13-6-5-8-1-3-9(12)4-2-8/h1-4H,5-7H2,(H,13,14)

Upstream product

• 156-41-2 4-chlorophenylethylamine 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 898914-05-1 C₂₂H₁₉ClN₄O₂S 
• 25174-38-3 7-Chlor-2,3,4,5-tetrahydro-1H-3-benzazepin 

Relevant articles and documents

Development of triazolothiadiazine derivatives as highly potent tubulin polymerization inhibitors: Structure-activity relationship, in vitro and in vivo study

Based on our prior work, we reported the design, synthesis, and biological evaluation of fifty-two new triazolothiadiazine-based analogues of CA-4 and their preliminary structure-activity relationship. Among synthesized compounds, Iab was found to be the most potent derivative possessing IC50 values ranging from single-to double-digit nanomolar in vitro, and also exhibited excellent selectivity over the normal human embryonic kidney HEK-293 cells (IC50 > 100 μM). Further mechanistic studies revealed that Iab significantly blocked tubulin polymerization and disrupted the intracellular microtubule network of A549 cells. Moreover, Iab induced G2/M cell cycle arrest by regulation of p-cdc2 and cyclin B1 expressions, and caused cell apoptosis through up-regulating cleaved PARP and cleaved caspase-3 expressions, and down-regulating of Bcl-2. Importantly, in vivo, Iab effectively suppressed tumor growth of A549 lung cancers in a xenograft mouse model without obvious signs of toxicity, confirming its potential as a promising candidate for cancer treatment.

Design, synthesis and biological evaluation of novel 3-alkylsulfanyl-4-amino-1,2,4-triazole derivatives

Based on our previous work, a series of novel 3-alkylsulfanyl-4-amino-1,2,4-triazole derivatives were designed, synthesized and evaluated for their antiproliferative activities. The results indicated that some compounds possessed significant antiproliferative activities against four cancer cell lines, HepG2, HCT116, PC-3, and Hela. Particularly, the most promising compound 8d displayed 184-, 18-, and 17-fold improvement compared to fluorouracil in inhibiting HCT116, Hela and PC-3 cell proliferation with IC50values of 0.37, 2.94, and 31.31 μM, respectively. Most interestingly, the compound did not affect the normal human embryonic kidney cells, HEK-293. Moreover, mechanistic investigation showed that the representative compound 8d induced apoptosis and blocked cell cycle in G2/M phase in Hela cells in a dose-dependent manner. These findings suggest that compound 8d may have potential to be developed as a promising lead for the design of novel anticancer small-molecule drugs.

Discovery and SAR of new benzazepines as potent and selective 5-HT 2C receptor agonists for the treatment of obesity

We report on the synthesis, biological evaluation and structure-activity relationships for a series of 3-benzazepine derivatives as 5-HT2C receptor agonists. The compounds were evaluated in functional assays measuring [3H] phosphoinositol turnover in HEK-293 cells transiently transfected with h5-HT2C, h5-HT2A or h5-HT2B receptors. Several compounds are shown to be potent and selective 5-HT 2C receptor agonists, which decrease food intake in a rat feeding model.