55661-34-2

Basic information

• Product Name: 1H-Benzimidazole-1-ethanamine(9CI)
• Synonyms: 1H-Benzimidazole-1-ethanamine(9CI);2-(1H-BENZIMIDAZOL-1-YL)ETHANAMINE;1H-BenziMidazole-1-ethanaMine;[2-(1H-benzimidazol-1-yl)ethyl]amine dihydrochloride;2-(1H-benzo[d]imidazol-1-yl)ethanamine dihydrochloride;1-(2-Aminoethyl)benzimidazole;2-(1-benzimidazolyl)ethanamine;2-(benzimidazol-1-yl)ethanamine
• CAS NO: 55661-34-2
• Molecular Formula: C₉H₁₁N₃
• Molecular Weight: 161.21
• Product Categories: BENZIMIDAZOLE
• Mol File: 55661-34-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 323.8°Cat760mmHg
• Flash Point: 149.6°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.000257mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 1H-Benzimidazole-1-ethanamine(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-1-ethanamine(9CI)(55661-34-2)
• EPA Substance Registry System: 1H-Benzimidazole-1-ethanamine(9CI)(55661-34-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 55661-34-2(Hazardous Substances Data)

Usage

General Description

"1H-Benzimidazole-1-ethanamine(9CI)" is a chemical compound that belongs to the group of organic compounds known as benzoimidazoles, which are polycyclic aromatic compounds containing a benzene ring fused to an imidazole ring. The industries primarily use this compound for research and scientific applications. It features both a benzene and imidazole ring, and an ethylamine group attached to one of the nitrogen atoms of the imidazole ring. The molecule is of interest to chemists due to its aromatic nature and nitrogen-containing ring, which may make it helpful in synthesizing other compounds. The compound's properties, including its reactivity and biological activity, largely depend on its specific structural features, notably the presence of an ethylamine group.

InChI:InChI=1/C9H11N3/c10-5-6-12-7-11-8-3-1-2-4-9(8)12/h1-4,7H,5-6,10H2

Upstream product

• 64-18-6 formic acid 
• 128995-76-6 N-(2-aminophenyl)ethylenediamine 
• 22492-17-7 3-(1H-benzo[d]imidazol-1-yl)propanamide 
• 51-17-2 benzoimidazole 
• 4414-74-8 2-(1H-benzo[d]imidazol-1-yl)acetonitrile 
• 689-98-5 chloroethylamine 
• 4584-46-7 (2-chloroethyl)dimethylamine hydrochloride 
• 101285-09-0 N-[2-(2-amino-anilino)-ethyl]-phthalimide 
• 4414-84-0 3-(1H-benzo[d]imidazol-1-yl)propanenitrile 
• 834881-63-9 tert‐butyl (3‐((2‐nitrophenyl)amino)ethyl)carbamate 
• 1493-27-2 ortho-nitrofluorobenzene 
• 51138-16-0 N-(2-nitrophenyl)ethylenediamine 

Downstream Products

• 99168-05-5 1-(2-methylamino-ethyl)-1H-benzo[d]imidazole 
• 1616961-16-0 N-(2-(1H-benzo[d]imidazol-1-yl)ethyl)-4-(diethylamino)benzamide 
• 99055-78-4 N-(2-benzimidazol-1-yl-ethyl)-formamide 

Relevant articles and documents

Multitarget Biological Profiling of New Naphthoquinone and Anthraquinone-Based Derivatives for the Treatment of Alzheimer's Disease

Two series of naphthoquinone and anthraquinone derivatives decorated with an aromatic/heteroaromatic chain have been synthesized and evaluated as potential promiscuous agents capable of targeting different factors playing a key role in Alzheimer's disease (AD) pathogenesis. On the basis of the in vitro biological profiling, most of them exhibited a significant ability to inhibit amyloid aggregation, PHF6 tau sequence aggregation, acetylcholinesterase (AChE), and monoamine oxidase (MAO) B. In particular, naphthoquinone 2 resulted as one of the best performing multitarget-directed ligand (MTDL) experiencing a high potency profile in inhibiting β-amyloid (Aβ40) aggregation (IC50 = 3.2 μM), PHF6 tau fragment (91% at 10 μM), AChE enzyme (IC50 = 9.2 μM) jointly with a remarkable inhibitory activity against MAO B (IC50 = 7.7 nM). Molecular modeling studies explained the structure-activity relationship (SAR) around the binding modes of representative compound 2 in complex with hMAO B and hAChE enzymes, revealing inhibitor/protein key contacts and the likely molecular rationale for enzyme selectivity. Compound 2 was also demonstrated to be a strong inhibitor of Aβ42 aggregation, with potency comparable to quercetin. Accordingly, atomic force microscopy (AFM) revealed that the most promising naphthoquinones 2 and 5 and anthraquinones 11 and 12 were able to impair Aβ42 fibrillation, deconstructing the morphologies of its fibrillar aggregates. Moreover, the same compounds exerted a moderate neuroprotective effect against Aβ42 toxicity in primary cultures of cerebellar granule cells. Therefore, our findings demonstrate that these molecules may represent valuable chemotypes toward the development of promising candidates for AD therapy.

(2-aminoethyl)-N hydrofluorination compd. manufacturing method

PROBLEM TO BE SOLVED: To provide a method for preparing an N-(2-aminoethyl)azole compound, which is a preparation method offering short reaction time, high purification efficiency of a final product, high production efficiency and high safety because a reaction solution undergoes no heat generation or rise of liquid level caused by bubbling. SOLUTION: The method for preparing the N-(2-aminoethyl)azole compound comprises reacting an azole-based compound (A) and an ethylamine derivative (B) having a leaving group at position 2 in the presence of a base (C) in a solvent (D) so as to prepare the N-(2-aminoethyl)azole compound. Here, the ethylamine derivative (B) having the leaving group at position 2 is fed to the reaction system in portions while the reaction system is maintained at 50-200°C. COPYRIGHT: (C)2010,JPOandINPIT

Studies on the novel anti-staphyloccal compound nematophin

A number of analogues of the recently described compound nematophin were prepared and studied for antibacterial activity. The 2-phenyl derivative was found to exhibit exceptional activity against methicillin resistant Staphylococcus aureus (MRSA) whereas the isosteric benzimidazole analogue was much less active. (C) 2000 Elsevier Science Ltd. All rights reserved.