18226-25-0

Basic information

• Product Name: 2-(4-Nitrophenoxy)aniline
• Synonyms: 2-(4-Nitrophenoxy)aniline
• CAS NO: 18226-25-0
• Molecular Formula: C₁₂H₁₀N₂O₃
• Molecular Weight: 230.22
• Mol File: 18226-25-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Nitrophenoxy)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitrophenoxy)aniline(18226-25-0)
• EPA Substance Registry System: 2-(4-Nitrophenoxy)aniline(18226-25-0)

Safety Data

• Hazardous Substances Data: 18226-25-0(Hazardous Substances Data)

Usage

Structure

An aniline derivative consisting of a nitrophenyl group attached to an aniline group via an oxy linkage

Usage

Commonly used in the manufacturing of dyes, pigments, and other industrial chemicals

Physical properties

Yellow crystalline solid, insoluble in water, soluble in organic solvents

Health hazards

Toxic and harmful if ingested, inhaled, or in contact with the skin. Proper safety measures and handling procedures should be followed.

Upstream product

• 100-02-7 4-nitro-phenol 
• 1493-27-2 ortho-nitrofluorobenzene 
• 5950-83-4 2,4'-dinitrodiphenyl ether 
• 95-55-6 2-amino-phenol 
• 350-46-9 4-Fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 636-98-6 p-nitrobenzene iodide 
• 18226-26-1 N-(2-hydroxyphenyl)-4-nitrobenzenesulfonamide 
• 7783-06-4 hydrogen sulfide 
• 7664-41-7 ammonia 

Downstream Products

• 30202-85-8 2,4'-diaminodiphenyl ether 

Relevant articles and documents

Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors

Selective Mcl-1 inhibitors may overcome the drug resistance caused by current anti-apoptotic Bcl-2 protein inhibitors in tumors with Mcl-1 overexpression. Based on previously discovered compounds with a 3-phenylthiophene-2-sulfonamide core moiety, in this work, we have obtained new compounds with improved binding affinity and/or selectivity under the guidance of structure-based design. The most potent compounds achieved sub-micromolar binding affinities to Mcl-1 (Ki～ 0.4 μM) and good cytotoxicity (IC5015N-heteronuclear single-quantum coherence NMR spectra suggested that these compounds bound to the BH3-binding groove on Mcl-1. Several cellular assays revealed that FWJ-D4 as well as its precursor FWJ-D5 effectively induced caspase-dependent apoptosis, and their target engagement at Mcl-1 was confirmed by co-immunoprecipitation experiments. Treatment with FWJ-D5 at 50 mg/kg every 2 days on an RS4;11 xenograft mouse model for 22 days led to 75% reduction in tumor volume without body weight loss.

Copper-catalyzed direct synthesis of di- and triphenylamines: A dramatic accelerating effect of 2-aminophenols

Utilizing the dramatic accelerating effect of 2-aminophenols, we developed a copper-catalyzed system for the selective synthesis of di- and triphenylamines. In addition, N- and O-arylation could be achieved in coupling reactions between 2-aminophenol and nitroaryl halides. A copper-catalyzed system for the selective synthesis of di- and triphenylamines has been developed. This new protocol provides a direct and efficient way to synthesize o-hydroxy-substituted di- and triphenylamines. Copyright