4926-58-3

Basic information

• Product Name: 2-[(2-AMINOPHENYL)AMINO]ETHANOL HYDROCHLORIDE
• Synonyms: 2-(2-Amino-phenylamino)-ethanol HCl;A80244;2-(2-Aminoanilino)ethan-1-ol, 2-[(2-Hydroxyethyl)amino]aniline, N1-(2-Hydroxyethyl)benzene-1,2-diamine
• CAS NO: 4926-58-3
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.1937
• Mol File: 4926-58-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 107 °C
• Boiling Point: 350.2°Cat760mmHg
• Flash Point: 165.6°C
• Appearance: /
• Density: 1.215g/cm³
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Refractive Index: 1.66
• PKA: 14.66±0.10(Predicted)
• CAS DataBase Reference: 2-[(2-AMINOPHENYL)AMINO]ETHANOL HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2-AMINOPHENYL)AMINO]ETHANOL HYDROCHLORIDE(4926-58-3)
• EPA Substance Registry System: 2-[(2-AMINOPHENYL)AMINO]ETHANOL HYDROCHLORIDE(4926-58-3)

Safety Data

• Hazardous Substances Data: 4926-58-3(Hazardous Substances Data)

Usage

General Description

2-[(2-Aminophenyl)amino]ethanol hydrochloride, also known as Aminophenylethanolamine, is a chemical compound with the molecular formula C8H12ClNO. It is a synthetic compound that contains an amino group and a hydroxyl group, making it a useful building block for the synthesis of various pharmaceuticals and biologically active compounds. It is commonly used in the production of antihistamines, sympathomimetic drugs, and antiarrhythmic agents. In addition, it has been studied for its potential applications in the treatment of cardiovascular diseases and as an antioxidant. Aminophenylethanolamine hydrochloride is typically used in research and pharmaceutical manufacturing, and it should be handled and used in accordance with appropriate safety protocols and regulations.

InChI:InChI=1/C8H12N2O/c9-7-3-1-2-4-8(7)10-5-6-11/h1-4,10-11H,5-6,9H2

Upstream product

• 4926-55-0 2-[(2-nitrophenyl)amino]ethanol 
• 1493-27-2 ortho-nitrofluorobenzene 
• 88-73-3 2-Chloronitrobenzene 
• 75-21-8 oxirane 
• 95-54-5 1,2-diamino-benzene 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 100254-08-8 1-acetoxy-2-(2-acetylamino-anilino)-ethane 
• 108717-77-7 2-[2-(3-nitro-phenyl)-benzoimidazol-1-yl]-ethanol 
• 4946-06-9 2-(2-phenyl-1H-benzo[d]imidazol-1-yl)ethanol 
• 51215-27-1 2-(2-ethyl-benzimidazol-1-yl)-ethanol 
• 106883-05-0 2-[2-(2-nitro-benzylidenamino)-anilino]-ethanol 
• 60078-53-7 1-(2-hydroxyethyl)-2-(methylamino)-1H-benzimidazole 
• 24134-25-6 2-(2-amino-1H-benzo[d]imidazole-1-yl)ethan-1-ol 
• 15800-90-5 10-(2-hydroxyethyl)isoalloxazine 
• 1204501-28-9 C₂₄H₂₆N₄O₄ 
• 109569-51-9 2-benzyl-2-methyl-1,2,3,4-tetrahydro-benz[4,5]imidazo[1,2-a]pyrazinium; chloride 
• 115213-55-3 2-methyl-1,2,3,4-tetrahydro-benz[4,5]imidazo[1,2-a]pyrazine 
• 101288-63-5 2-(3-phenyl-3,4-dihydro-2H-quinoxalin-1-yl)-ethanol 
• 91-19-0 2,3-diethynylquinoxaline 
• 147362-14-9 <1-<2-<(p-tolylsulfonyl)oxy>ethyl>-2-benzimidazolidinylidene>propanedinitrile 

Relevant articles and documents

Discovery and development of 2-aminobenzimidazoles as potent antimalarials

The emergence of Plasmodium falciparum resistance to frontline antimalarials, including artemisinin combination therapies, highlights the need for new molecules that act via novel mechanisms of action. Herein, we report the design, synthesis and antimalarial activity of a series of 2-aminobenzimidazoles, featuring a phenol moiety that is crucial to the pharmacophore. Two potent molecules exhibited IC50 values against P. falciparum 3D7 strain of 42 ± 4 (3c) and 43 ± 2 nM (3g), and high potency against strains resistant to chloroquine (Dd2), artemisinin (Cam3.IIC580Y) and PfATP4 inhibitors (SJ557733), while demonstrating no cytotoxicity against human cells (HEK293, IC50 > 50 μM). The most potent molecule, possessing a 4,5-dimethyl substituted phenol (3r) displayed an IC50 value of 6.4 ± 0.5 nM against P. falciparum 3D7, representing a 12-fold increase in activity from the parent molecule. The 2-aminobenzimidazoles containing a N1-substituted phenol represent a new class of molecules that have high potency in vitro against P. falciparum malaria and low cytotoxicity. They possessed attractive pharmaceutical properties, including low molecular weight, high ligand efficiency, high solubility, synthetic tractability and low in vitro clearance in human liver microsomes.

A green and practical reduction of N-(4-chlorophenyl)-2-nitroaniline and its derivatives to corresponding N-substituted-benzene-1,2-diamines using thiourea dioxide

A new effective approach for synthesizing diverse N-substituted-benzene-1,2-diamines is reported. The treatment of N-substituted-2-nitroanilines with thiourea dioxide in the presence of sodium hydroxide efficiently formed the corresponding N-substituted-benzene-1,2-diamines, including N-(4-chlorophenyl)benzene-1,2-diamine with a good yield of 94%. The by-product is environmentally-friendly urea and is easy to separate from the product by filtration procedure that enhances the convenience of the approach.

CHEMICAL REGENERATION METHOD OF OXIDIZED COENZYME NAD (P)+

It discloses a chemical regeneration method of oxidized coenzyme NAD(P)+ which is under an oxygen or air atmosphere condition, adding a catalytic amount of bridged flavin, and oxidizing NAD(P)H to obtain NAD(P)+. The catalyst for regeneration of cofactor is cheap and easily available small organic molecule having no noble metal; this regeneration system can regenerate NADH and NADPH; this regeneration system has a wide pH range and temperature range, being applicable to various oxidation reactions catalyzed by nicotinamide-dependent oxidoreductase.