155389-76-7

Basic information

• Product Name: Benzeneacetamide, N-(2-aminoethyl)-2-[(2,6-dichlorophenyl)amino]-
• CAS NO: 155389-76-7
• Molecular Formula: C16H17Cl2N3O
• Molecular Weight: 338.236
• Mol File: 155389-76-7.mol

Chemical Properties

• CAS DataBase Reference: Benzeneacetamide, N-(2-aminoethyl)-2-[(2,6-dichlorophenyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetamide, N-(2-aminoethyl)-2-[(2,6-dichlorophenyl)amino]-(155389-76-7)
• EPA Substance Registry System: Benzeneacetamide, N-(2-aminoethyl)-2-[(2,6-dichlorophenyl)amino]-(155389-76-7)

Safety Data

• Hazardous Substances Data: 155389-76-7(Hazardous Substances Data)

Upstream product

• 15307-79-6 diclofenac sodium 
• 107-15-3 ethylenediamine 
• 15307-86-5 [2-(2,6-dichloroanilino)phenyl]acetic acid 
• 15307-78-5 2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester 

Relevant articles and documents

Novel Antitumor Platinum(II) Conjugates Containing the Nonsteroidal Anti-inflammatory Agent Diclofenac: Synthesis and Dual Mechanisms of Antiproliferative Effects

One concept how to improve anticancer effects of conventional metallodrugs consists in conjugation of these compounds with other biologically (antitumor) active agents, acting by a different mechanism. Here, we present synthesis, biological effects, and mechanisms of action of new Pt(II) derivatives containing one or two nonsteroidal anti-inflammatory diclofenac (DCF) ligands also known for their antitumor effects. The antiproliferative properties of these metallic conjugates show that these compounds are potent and cancer cell selective cytotoxic agents exhibiting activity in cisplatin resistant and the COX-2 positive tumor cell lines. One of these compounds, compound 3, in which DCF molecules are coordinated to Pt(II) through their carboxylic group, is more potent than parental conventional Pt(II) drug cisplatin, free DCF and the congeners of 3 in which DCF ligands are conjugated to Pt(II) via a diamine. The potency of 3 is due to several factors including enhanced internalization that correlates with enhanced DNA binding and cytotoxicity. Mechanistic studies show that 3 combines multiple effects. After its accumulation in cells, it releases Pt(II) drug capable of binding/damaging DNA and DCF ligands, which affect distribution of cells in individual phases of the cell cycle, inhibit glycolysis and lactate transport, collapse mitochondrial membrane potential, and suppress the cellular properties characteristic of metastatic progression.

Synthesis and in vitro antitumor effect of diclofenac and fenoprofen thiolated and nonthiolated polyaspartamide-drug conjugates

This paper reports the synthesis and antiproliferative effects of new thiomer-diclofenac and fenoprofen conjugates, hydrophilic, bioadhesive, polymeric prodrugs, as well as antiproliferative effects of diclofenac, fenoprofen and a series of previously described polymer-fenoprofen conjugates on five tumor cell lines. Thiolated and nonthiolated polyaspartamides were the chosen polymeric components. Drug-loading ranged from 5.6 to 22.4%, and the amount of SH groups ranged from 6.9 to 45.6 μmol g-1. Tensile studies demonstrated a clear correlation between the amount of thiol and the mucoadhesive properties of the conjugates. The growth-inhibitory activity of the tested polymer-drug conjugates demonstrates that polyaspartamide-type polymers, especially thiolated polymers, enable inhibition of tumor cell growth with significantly lower doses of the active substance.

A study on the interaction between p60c-Src receptor tyrosine kinase and arylcarboxylic and arylacetic acid derivatives based on docking modes and in vitro activity

The fundamental role that receptor tyrosine kinases play in cancer and other proliferative diseases has provided the impetus for an extensive effort on the part of both academic and pharmaceutical laboratories to develop highly specific inhibitors. In thi