55536-65-7

Usage

Uses

Used in Organic Synthesis:
2-(3,4-bis(benzyloxy)phenyl)ethanamine is used as a precursor in the synthesis of various organic molecules for [application reason] its versatile reactivity and functional groups.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(3,4-bis(benzyloxy)phenyl)ethanamine is used as a precursor in the synthesis of drug candidates for [application reason] its unique structure and properties, which make it a valuable building block in drug discovery.
(Note: The specific "application reason" was not provided in the materials, so it has been left as a placeholder to be filled in with the actual reason based on the context of the application.)

Upstream product

• 1699-54-3 3,4-bis(benzyloxy)-β-nitrostyrene 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 51-61-6 dopamine 
• 100-39-0 benzyl bromide 
• 42600-74-8 N-(3,4-dihydroxyphenethyl)pivalamide 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 37034-31-4 N-(tert-butoxycarbonyl)dopamine 
• 1699-54-3 (E)-3,4-dibenzyloxy-β-nitrostyrene 
• 854882-14-7 (3,4-bis-benzyloxy-phenethyl)-carbamic acid methyl ester 
• 62-31-7 dopamine hydrochloride 

Downstream Products

• 78131-03-0 N-<3,4-bis(benzyloxy)phenethyl>-2-(3,4,5-trimethoxyphenyl)propionamide 
• 1699-57-6 3-Benzyloxy-N-(3,4-dibenzyloxy-phenaethyl)-phenylacetamid 
• 1699-62-3 N-(3,4-bis(benzyloxy)phenethyl)-2-(3,4-bis(benzyloxy)phenyl)acetamide 
• 185104-78-3 N-[2-[3,4-Bis(phenylmethoxy)phenyl]ethyl]-4-nitrophenyl-acetamide 
• 185104-75-0 N-[2-(3,4-Bis-benzyloxy-phenyl)-ethyl]-2-(4-hydroxy-3-nitro-phenyl)-acetamide 
• 566905-69-9 2,3,4,6-tetra-O-benzyl-1-O-[N-(3,4-dibenzyloxyphenylethyl)aminocarbonyl]-α-D-glucopyranose 
• 566905-68-8 benzyl 2,4,6-tri-O-benzyl-3-O-[N-(3,4-dibenzyloxyphenylethyl)aminocarbonyl]-β-D-glucopyranoside 
• 566905-64-4 benzyl 2,3,4-tri-O-benzyl-6-O-[N-(3,4-dibenzyloxyphenylethyl)aminocarbonyl]-β-D-glucopyranoside 
• 300362-70-3 3-(3,4-bis(benzyloxy)phenethylcarbamoyl) propanoic acid 
• 1025825-68-6 6,7-Bis-benzyloxy-1-(4-nitro-benzyl)-3,4-dihydro-isoquinoline 
• 180623-52-3 6,7-Bis-benzyloxy-1-(4-nitro-benzyl)-1,2,3,4-tetrahydro-isoquinoline 
• 1026417-80-0 4-(6,7-Bis-benzyloxy-3,4-dihydro-isoquinolin-1-ylmethyl)-2-nitro-phenol 
• 131946-66-2 Acetic acid 6-acetoxy-1-[2-(4-acetoxy-phenyl)-ethyl]-1,2,3,4-tetrahydro-isoquinolin-7-yl ester 
• 131946-64-0 1-<2-(4-benzyloxyphenyl)ethyl>-6,7-dibenzyloxy-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Hybrid hydrogels derived from renewable resources as a smart stimuli responsive soft material for drug delivery applications

The design and synthesis of amphiphilic molecules play a crucial role in fabricating smart functional materials via self-assembly. Especially, biologically significant natural molecules and their structural analogues have inspired chemists and made a majo

Synthesis and SARs of dopamine derivatives as potential inhibitors of influenza virus PAN endonuclease

Currently, influenza PAN endonuclease has become an attractive target for development of new drugs to treat influenza infections. Herein we report the discovery of new PAN endonuclease inhibitors derived from a chelating agent dopamine moiety. A series of dopamine amide derivatives and their conformationally constrained 1,2,3,4-tetrahydroisoquinoline-6,7-diol-based analogs were elaborated and assayed against influenza virus A/WSN/33 (H1N1). Most compounds exhibited moderate to excellent antiviral activities, generating a preliminary SARs. Among them, compounds 14 and 19 showed stronger anti-IAV activity compared with the reference Peramivir. Moreover, 14 and 19 demonstrated a concentration-dependent inhibition of PAN endonuclease based on both FRET assay and SPR assay. Docking studies were also performed to elucidate the binding mode of 14 and 19 with the PAN protein and to identify amino acids involved in their mechanism of action, which were well consistent with the biological data. This finding was beneficial to laying the foundation for the rational development of more effective PAN endonuclease inhibitors.

Designing new analogs for streamlining the structure of cytotoxic lamellarin natural products

Despite the therapeutic potential of marine-derived lamellarin natural products, their preclinical development has been hampered by their lipophilic nature, causing very poor aqueous solubility. In order to develop more drug-like analogs, their structure was streamlined in this study from both the cytotoxic activity and lipophilicity standpoints. First, a modified total synthetic route was successfully devised to construct a library of 59 systematically designed lamellarin analogs, which were then subjected to cytotoxicity and log P determinations. Along with the 25 first-generation lamellarins previously synthesized in our laboratory, the structure-activity and structure-lipophilicity relationships were extensively evaluated. Our results clearly indicated the additional structural requirements around the lamellarin skeleton which, when combined with those reported previously, can provide invaluable guidance for further modifications to increase the aqueous solubility of these compounds.

Hexagonal magnetite nanoprisms: Preparation, characterization and cellular uptake

The capacity of iron oxide nanocrystals to heat tissue when subjected to an alternating magnetic field (AMF hyperthermia) is shape-selective. Although iron oxide nanostructures with numerous shapes have been synthesized to date, hexagonal Fe3O

2,3,9- and 2,3,11-Trisubstituted tetrahydroprotoberberines as D2 dopaminergic ligands

Dopamine-mediated neurotransmission plays an important role in relevant psychiatric and neurological disorders. Nowadays, there is an enormous interest in the development of new dopamine receptors (DR) acting drugs as potential new targets for the treatment of schizophrenia or Parkinson's disease. Previous studies have revealed that isoquinoline compounds such as tetrahydroisoquinolines (THIQs) and tetrahydroprotoberberines (THPBs) can behave as selective D2 dopaminergic alkaloids since they share structural similarities with dopamine. In the present study we have synthesized eleven 2,3,9- and 2,3,11-trisubstituted THPB compounds (six of them are described for the first time) and evaluated their potential dopaminergic activity. Binding studies on rat striatal membranes were used to evaluate their affinity and selectivity towards D1 and D2 DR and establish the structure-activity relationship (SAR) as dopaminergic agents. In general, all the tested THPBs with protected phenolic hydroxyls showed a lower affinity for D1 and D2 DR than their corresponding homologues with free hydroxyl groups. In previous studies in which dopaminergic affinity of 1-benzyl-THIQs (BTHIQs) was evaluated, the presence of a Cl into the A-ring resulted in increased affinity and selectivity towards D2 DR. This is in contrast with the current study since the existence of a chlorine atom into the A-ring of the THPBs caused increased affinity for D1 DR but dramatically reduced the selectivity for D2 DR. An OH group in position 9 of the THPB (9f) resulted in a higher affinity for DR than its homologue with an OH group in position 11 (9e) (250 fold for D2 DR). None of the compounds showed any cytotoxicity in freshly isolated human neutrophils. A molecular modelling study of three representative THPBs was carried out. The combination of MD simulations with DFT calculations provided a clear picture of the ligand binding interactions from a structural and energetic point of view. Therefore, it is likely that compound 9d (2,3,9-trihydroxy-THPB) behave as D2 DR agonist since serine residues cluster are crucial for agonist binding and receptor activation.

Bifunctional catechol based linkers for modification of TiO2 surfaces

Bifunctional linkers for modification of TiO2 nanoparticles were prepared containing a catechol group for TiO2 surface attachment and a maleimide and alkyne group for Michael addition and Cu catalysed Huisgen cycloaddition respectively. Peptide and fluorophore functionalised TiO 2 NPs were prepared, different purification methodologies were explored and conjugates were characterized using a range of methods.

Multifunctional Ag@Fe2O3 yolk-shell nanoparticles for simultaneous capture, kill, and removal of pathogen

We combined silver and iron oxide nanoparticles to make unique Ag@Fe 2O3 yolk-shell multifunctional nanoparticles by the Kirkendall effect. After the surface functionalization using glucose, the Ag@Fe2O3-Glu conjugates exhibited both high capture efficiency of bacteria and potent antibacterial activity. The Ag@Fe 2O3 yolk-shell nanostructures may offer a unique multifunctional platform for simultaneous rapid detection and capture of bacteria and safe detoxification treatment.

A PROCESS FOR THE PREPARATION OF 4-[2-[[3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]AMINO]ETHYL]-1,2-BENZENEDIOL

The present invention relates to a process for the preparation of 4-[2-[[3-(4-hydroxyphenyl)-1- rnethylpropyl]amino]ethyl]-1,2-benzenediol, a compound of formula (I), and its pharmaceutically acceptable salts. The compound of formula (I), commonly known as dobutamine, is used in therapy as a cardiotonic for treating cardiac insufficiency. The process for preparation of a compound of formula (I) or its pharmaceutically acceptable salts comprises subjecting 3,4-bis(arylmethyloxy)-N-[3-(4-arylmethyloxy)-1 -methylpropyl]-β- phenethyl amine, a compound of formula (V), wherein R is independently selected from hydrogen, (C1-C6)alkyl, O-(C1-C6)-alkyl, aryl, O-aryl, aralkyl, halogen and hydroxyl, to catalytic hydrogenolysis.

Dopamine as a robust anchor to immobilize functional molecules on the iron oxide shell of magnetic nanoparticles

We report on the use of dopamine (DA) as a robust molecular anchor to link functional molecules to the iron oxide shell of magnetic nanoparticles. Using nitrilotriacetic acid (NTA) as the functional molecule, we created a system with an M/Fe2O