6332-77-0

Basic information

• Product Name: N-(2-AMINOETHYL)-N-(4-NITROPHENYL)AMINE
• Synonyms: N-(2-AMINOETHYL)-N-(4-NITROPHENYL)AMINE;N1-(4-NITRO-PHENYL)-ETHANE-1,2-DIAMINE;N1-(4-Nitro-phenyl)-ethane-1;N-(2-Aminoethyl)-4-nitroaniline;1,2-Ethanediamine,N1-(4-nitrophenyl)-;N-(4-nitrophenyl)ethane-1,2-diamine;N1-(4-Nitrophenyl)-1,2-ethanediamine 2HCl
• CAS NO: 6332-77-0
• Molecular Formula: C₈H₁₁N₃O₂
• Molecular Weight: 181.19
• Mol File: 6332-77-0.mol
• Article Data: 27

Chemical Properties

• Melting Point: 152 °C
• Boiling Point: 371.8 °C at 760 mmHg
• Flash Point: 178.6 °C
• Appearance: /
• Density: 1.285 g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• PKA: 9.23±0.10(Predicted)
• CAS DataBase Reference: N-(2-AMINOETHYL)-N-(4-NITROPHENYL)AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-AMINOETHYL)-N-(4-NITROPHENYL)AMINE(6332-77-0)
• EPA Substance Registry System: N-(2-AMINOETHYL)-N-(4-NITROPHENYL)AMINE(6332-77-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 6332-77-0(Hazardous Substances Data)

Usage

General Description

N-(2-Aminoethyl)-N-(4-nitrophenyl)amine is an organic compound that features both amine and nitro functional groups. It has an aminoethyl group attached to one nitrogen atom, and a 4-nitrophenyl group attached to the other nitrogen. The nitro group is a powerful electron-withdrawing group which can influence the reactivity of the molecule, particularly the behaviour of the amine groups. This chemical structure is often used in chemical research and synthesis as a building block, with the potential for application in the development of various therapeutic agents. It's also used in studying various chemical reactions or the synthesis of complex molecules. Like many nitrogen-containing compounds, it should be handled with care due to its potential reactivity.

InChI:InChI=1/C8H11N3O2/c9-5-6-10-7-1-3-8(4-2-7)11(12)13/h1-4,10H,5-6,9H2/p+1

Upstream product

• 100-02-7 4-nitro-phenol 
• 107-15-3 ethylenediamine 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 100-01-6 4-nitro-aniline 
• 636-98-6 p-nitrobenzene iodide 
• 350-46-9 4-Fluoronitrobenzene 
• 497-25-6 dimethylenecyclourethane 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 6780-13-8 1,2-ethanediamine monohydrate 

Downstream Products

• 863485-89-6 N-(4-amino-phenyl)-N',N'-[di-(2-pyridylmethyl)]-ethylenediamine 
• 863485-90-9 2-{4-[2-(bis{pyridin-2-ylmethyl}amino)ethylamino]phenyl}-6-nitrobenzo[de]isoquinoline-1,3-dione 
• 5431-36-7 NSC 13585 

Relevant articles and documents

Dual channel selective fluorescent detection of Al3+ and PPi in mixed aqueous media: DFT studies and cell imaging applications

A new, easily synthesizable chemosensor, DFC-EN-p-Ph-NO2, derived by the Schiff base condensation between 2,6-diformyl-p-cresol and N-(4-nitrophenyl)ethylenediamine, with potential N4O donor atoms was found to act as a dual channel (colori- and fluorimetric) sensor towards Al3+ and PPi emitting at 486 nm (blue region) and 534 nm (green region), respectively in MeOH-H2O (8 : 2, v/v) at pH 7.2 (10 mM HEPES buffer), μ = 0.05 M (LiCl), temperature 25 °C. The binding stoichiometries and formation constants of the sensor towards both Al3+ and PPi were determined by the combined UV-Vis and fluorescence titrations and Job's method, and confirmed by MS (m/z) studies. The corresponding detection limits as calculated by the 3σ method are: 7.55 μM and 3.34 μM. The most interesting part of this study is that on addition of 230 μM PPi to an ensemble of DFC-EN-p-Ph-NO2-Al3+ (20 μM Ligand and 380 μM Al3+) the fluorescence is totally quenched but on further addition of PPi a new emission peak appears at 534 nm. All biologically relevant metal ions and toxic heavy metals did not interfere with the detection of Al3+ ion. Its bio-compatibility with respect to its good solubility in mixed organo-aqueous media (MeOH-H2O) and cell permeability with no or negligible cytotoxicity provide good opportunities towards in vitro cell imaging studies of these ions. In particular, the fluorescent detection of PPi was not interfered by the presence of 400 μM of ATP or Pi although most reported PPi sensors that work in aqueous solution displayed cross-sensitivities toward ATP or Pi. The obvious excellent sensing capability of DFC-EN-p-Ph-NO2 towards PPi and Al3+ was further scrutinized in HCT116 cell lines without much cytotoxicity. The modes of 1 : 1 binding of DFC-EN-p-Ph-NO2 towards Al3+ and PPi were delineated by DFT calculations.

Synthesis, structural studies and molecular modelling of a novel imidazoline derivative with antifungal activity

Six novel imidazoline derivatives were synthesized and tested in antifungal assays. One of the compounds, N-cyclohexyl-2-imino-3-(4-nitrophenyl)imidazolidine-1-carboxamide showed moderate activity against several clinical strains of Candida albicans. Its structure was solved by X-ray crystallography and its mode of action was deduced using molecular modelling. It was found to be similar to that of fluconazole. The potential for further optimization including SAR of the compound is briefly discussed.

HETEROCYCLIC COMPOUND AS SYK INHIBITOR AND/OR SYK-HDAC DUAL INHIBITOR

A heterocyclic compound as a Syk inhibitor and/or a Syk-HDAC dual inhibitor, or pharmaceutically acceptable salts, prodrugs, deuterated derivatives, hydrates, and solvates thereof. Specifically, the present invention relates to a compound of formula (I), the compound having dual inhibitory activity for Syk and/or Syk-HDAC.

A process for the preparation method of the compound aromatic amines (by machine translation)

The invention discloses a method for preparing aromatic amine compounds, comprising the following steps: under protection of inert gas, with the ratio of the phenolic compound amine according to mole 1:2 - 40 are mixed and dissolved in the solvent, 50 - 140 °C reaction 6 - 15 hours, corresponding to preparing polymerizable aromatic amine compound, and then after treatment to obtain a pure aromatic amine compound. Raw materials of this invention generally are easy, simple operation, substrate and wide range of application, in the absence of catalyst under catalytic conditions of the phenolic compound can be obtained by nucleophilic addition reaction of the corresponding aromatic amine compound, and is suitable for industrial production. The present invention allows the presence of water in the reaction system, can be ammonia or hydrazine hydrate as the substrate, in order to ammonium chloride as a catalyst and a cosolvent, the success of the preparation to obtain a level from phenol hydroxy aromatic primary amino compound. The invention to phenol hydroxy has better selectivity, even if the presence of halogen atoms in the substrate does not affect the occurrence of the reaction. (by machine translation)