17076-69-6

Basic information

• Product Name: 4-(4-aminophenoxy)benzonitrile
• Synonyms: 4-(4-aminophenoxy)benzonitrile
• CAS NO: 17076-69-6
• Molecular Formula: C₁₃H₁₀N₂O
• Molecular Weight: 210.235
• Mol File: 17076-69-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 393.2°C at 760 mmHg
• Flash Point: 191.6°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 2.17E-06mmHg at 25°C
• Refractive Index: 1.642
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 4.32±0.10(Predicted)
• CAS DataBase Reference: 4-(4-aminophenoxy)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-aminophenoxy)benzonitrile(17076-69-6)
• EPA Substance Registry System: 4-(4-aminophenoxy)benzonitrile(17076-69-6)

Safety Data

• Hazardous Substances Data: 17076-69-6(Hazardous Substances Data)

Usage

General Description

4-(4-aminophenoxy)benzonitrile is a compound with the molecular formula C13H10N2O. It is a nitrile derivative of 4-aminophenol and plays a crucial role in the field of organic synthesis. This chemical is commonly used in the pharmaceutical industry for the production of various drugs and medications. It is also utilized in the manufacturing of dyes, pigments, and agrochemicals. 4-(4-aminophenoxy)benzonitrile is known for its high reactivity and is often employed as a building block in the synthesis of more complex organic compounds. Overall, this chemical plays a significant role in both the pharmaceutical and chemical industries due to its versatile applications in synthesis and production processes.

InChI:InChI=1/C13H10N2O/c14-9-10-1-5-12(6-2-10)16-13-7-3-11(15)4-8-13/h1-8H,15H2

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 124-38-9 carbon dioxide 
• 101-79-1 4-amino-4'-chlorodiphenyl ether 
• 123-30-8 4-amino-phenol 
• 619-72-7 4-nitrobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 100-02-7 4-nitro-phenol 
• 767-00-0 4-cyanophenol 
• 106-40-1 4-bromo-aniline 
• 371-40-4 4-fluoroaniline 
• 106-47-8 4-chloro-aniline 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 104704-93-0 C₂₉H₂₀N₄O₂ 
• 1400989-24-3 (R)-1-(4-(4-cyanophenoxy)phenyl)-3-(1-(naphthalen-1-yl)ethyl)urea 
• 1400989-21-0 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(4-(4-cyanophenoxy)benzyl)urea 
• 1400989-20-9 1-(4-(4-cyanophenoxy)phenyl)-3-(3,4-dimethoxybenzyl)urea 
• 1366234-48-1 C₁₇H₁₃N₅O 
• 1366234-37-8 C₁₇H₁₃N₅O 
• 1244975-05-0 C₄₂H₂₆F₆N₄O₈ 
• 862589-45-5 1-[4-(4-cyano-phenoxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid 

Relevant articles and documents

Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species

Cyano-containing compounds constitute important pharmaceuticals, agrochemicals and organic materials. Traditional cyanation methods often rely on the use of toxic metal cyanides which have serious disposal, storage and transportation issues. Therefore, there is an increasing need to develop general and efficient catalytic methods for cyanide-free production of nitriles. Here we report the reductive cyanation of organic chlorides using CO2/NH3 as the electrophilic CN source. The use of tridentate phosphine ligand Triphos allows for the nickel-catalyzed cyanation of a broad array of aryl and aliphatic chlorides to produce the desired nitrile products in good yields, and with excellent functional group tolerance. Cheap and bench-stable urea was also shown as suitable CN source, suggesting promising application potential. Mechanistic studies imply that Triphos-Ni(I) species are responsible for the reductive C-C coupling approach involving isocyanate intermediates. This method expands the application potential of reductive cyanation in the synthesis of functionalized nitrile compounds under cyanide-free conditions, which is valuable for safe synthesis of (isotope-labeled) drugs.

Synthesis and evaluation of aminobenzothiazoles as blockers of N- and T-type calcium channels

Both N- and T-type calcium ion channels have been implicated in pain transmission and the N-type channel is a well-validated target for the treatment of neuropathic pain. An SAR investigation of a series of substituted aminobenzothiazoles identified a subset of five compounds with comparable activity to the positive control Z160 in a FLIPR-based intracellular calcium response assay measuring potency at both CaV2.2 and CaV3.2 channels. These compounds may form the basis for the development of drug leads and tool compounds for assessing in vivo effects of variable modulation of CaV2.2 and CaV3.2 channels.

Synthesis and biological evaluation of pentanedioic acid derivatives as farnesyltransferase inhibitors

Structure-based virtual screening of a commercial library identified pentanedioic acid derivatives (6 and 13b) as a kind of novel scaffold farnesyltransferase inhibitors (FTIs). Chemical modifications of the lead compounds, biological assays and analysis of the structure-activity relationships (SAR) were conducted to discover more potent FTIs. Some of them displayed excellent inhibition against FTase, and among them, the most active compound 13n with an IC50 value of 0.0029 μM and SAR analysis might be helpful to the discovery of more potent FTIs. This journal is