14861-17-7

Basic information

• Product Name: 2,4-DICHLORO-4'-AMINODIPHENYL ETHER
• Synonyms: p-(2,4-Dichlorophenoxy)aniline;Aminofen(2,4-Dichlorophenyl-4'-aminophenylether);2’,4’-dichloro-4-aminobiphenylether;4-(2,4-dichlorophenoxy)-benzenamin;4-(2,4-dichlorophenoxy)benzenamine;p-(2,4-dichlorophenoxy)-anilin;2,4-DICHLORO-4'-AMINODIPHENYL ETHER;2,4-DICHLORO-4'-AMINODIPHENYL ESTER
• CAS NO: 14861-17-7
• Molecular Formula: C₁₂H₉Cl₂NO
• Molecular Weight: 254.11
• EINECS: 238-932-7
• Mol File: 14861-17-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 359.8 °C at 760 mmHg
• Flash Point: 171.4 °C
• Appearance: /
• Density: 1.364 g/cm³
• Vapor Pressure: 2.32E-05mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: 2-8°C
• PKA: 4.54±0.10(Predicted)
• CAS DataBase Reference: 2,4-DICHLORO-4'-AMINODIPHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLORO-4'-AMINODIPHENYL ETHER(14861-17-7)
• EPA Substance Registry System: 2,4-DICHLORO-4'-AMINODIPHENYL ETHER(14861-17-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 14861-17-7(Hazardous Substances Data)

Usage

General Description

2,4-Dichloro-4'-aminodiphenyl ether is a chemical compound with the molecular formula C12H8Cl2N2O. It is commonly used as an intermediate in the synthesis of dyes and pigments, as well as in the production of pharmaceuticals and agrochemicals. 2,4-DICHLORO-4'-AMINODIPHENYL ETHER is a crystalline solid that is insoluble in water but soluble in organic solvents. It is known to have potential toxic and harmful effects on human health and the environment, and therefore, proper handling and disposal procedures should be followed when working with this chemical. Additionally, its use is regulated in many countries due to its potential hazards.

InChI:InChI=1/C12H9Cl2NO/c13-8-1-6-12(11(14)7-8)16-10-4-2-9(15)3-5-10/h1-7H,15H2

Upstream product

• 120-83-2 2,4-dichlorophenol 
• 350-46-9 4-Fluoronitrobenzene 
• 1836-75-5 nitrofen 
• 7439-89-6 iron 
• 100-00-5 4-chlorobenzonitrile 
• 98911-24-1 N-acetyl-4-(2,4-dichlorophenoxy)anilino β-D-glucopyranoside 

Downstream Products

• 432500-68-0 N-(4-(2,4-dichlorophenoxy)phenyl)-2-methylbenzamide 
• 432519-76-1 N-(4-(2,4-dichlorophenoxy)phenyl)-4-methylbenzamide 
• 433236-62-5 N-(4-(2,4-dichlorophenoxy)phenyl)-3-methoxybenzamide 
• 59039-21-3 2,4,4'-Trichlorobiphenyl ether 

Relevant articles and documents

AGRICULTURAL CHEMICALS

The present invention relates to picolinic acid derivatives that are useful in treating fungal diseases ofplants.

Structure-based design of N-substituted 1-hydroxy-4-sulfamoyl-2-naphthoates as selective inhibitors of the Mcl-1 oncoprotein

Structure-based drug design was utilized to develop novel, 1-hydroxy-2-naphthoate-based small-molecule inhibitors of Mcl-1. Ligand design was driven by exploiting a salt bridge with R263 and interactions with the p2 pocket of the protein. Significantly, target molecules were accessed in just two synthetic steps, suggesting further optimization will require minimal synthetic effort. Molecular modeling using the Site-Identification by Ligand Competitive Saturation (SILCS) approach was used to qualitatively direct ligand design as well as develop quantitative models for inhibitor binding affinity to Mcl-1 and the Bcl-2 relative Bcl-xL as well as for the specificity of binding to the two proteins. Results indicated hydrophobic interactions in the p2 pocket dominated affinity of the most favourable binding ligand (3bl: Ki = 31 nM). Compounds were up to 19-fold selective for Mcl-1 over Bcl-xL. Selectivity of the inhibitors was driven by interactions with the deeper p2 pocket in Mcl-1 versus Bcl-xL. The SILCS-based SAR of the present compounds represents the foundation for the development of Mcl-1 specific inhibitors with the potential to treat a wide range of solid tumours and hematological cancers, including acute myeloid leukemia.

Metabolism of nitrodiphenyl ether herbicides by dioxin-degrading bacterium Sphingomonas wittichii RW1

Nitrodiphenyl ether herbicides, including chlomethoxyfen, nitrofen, and oxyfluorfen are potent herbicides. Some metabolites and parent compounds are considered as possible mutagens and endocrine disruptors. Both properties pose serious hygienic and environmental risks. Sphingomonas wittichii RW1 is a well-known degrader of polychlorinated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers. However, no detailed research of its metabolic activity has been performed against pesticides with a diphenyl ether scaffold. In this study, we report S. wittichii RW1 as a very potent diphenyl ether herbicide- metabolizing bacterium with broad substrate specificity. The structures of metabolites were determined by instrumental analysis and synthetic standards. Most pesticides were rapidly removed from the culture medium in the order of nitrofen > oxyfluorfen > chlomethoxyfen. In general, herbicides were degraded through the initial reduction and N-acetylation of nitro groups, followed by ether bond cleavage. Relatively low concentrations of phenolic and catecholic metabolites throughout the study suggested that these metabolites were rapidly metabolized and incorporated into primary metabolism. These results indicate that strain RW1 has very versatile metabolic activities over a wide range of environmental contaminants.