165190-62-5

Basic information

• Product Name: 4-Benzyloxy-2-bromonitrobenzene
• Synonyms: 2-Bromo-1-nitro-4-(phenylmethoxy)-benzen;4-Benzyloxy-2-bromonitrobenzene;2-Bromo-1-nitro-4-(phenylmethoxy)-benzene
• CAS NO: 165190-62-5
• Molecular Formula: C₁₃H₁₀BrNO₃
• Molecular Weight: 308.13
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 165190-62-5.mol

Chemical Properties

• Appearance: /
• Refractive Index: 1.626
• CAS DataBase Reference: 4-Benzyloxy-2-bromonitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxy-2-bromonitrobenzene(165190-62-5)
• EPA Substance Registry System: 4-Benzyloxy-2-bromonitrobenzene(165190-62-5)

Safety Data

• Hazardous Substances Data: 165190-62-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Benzyloxy-2-bromonitrobenzene is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures. Its presence in these molecules can contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Benzyloxy-2-bromonitrobenzene is employed as a precursor in the production of various agrochemicals. Its chemical structure allows for the creation of compounds that can be used in pest control and crop protection, enhancing agricultural productivity.
Safety Precautions:
Given its potential hazards, 4-Benzyloxy-2-bromonitrobenzene should be handled with care to avoid harm through ingestion, inhalation, or skin contact. It is crucial to store this chemical in a cool, dry, and well-ventilated environment, away from ignition sources and incompatible materials, to ensure safety and stability.

InChI:InChI=1/C13H10BrNO3/c14-12-8-11(6-7-13(12)15(16)17)18-9-10-4-2-1-3-5-10/h1-8H,9H2

Upstream product

• 591-20-8 3-Bromophenol 
• 5470-65-5 3-bromo-4-nitrophenol 
• 100-39-0 benzyl bromide 

Downstream Products

• 625119-87-1 (5-benzyloxy-2-nitrophenyl)ethene 
• 215712-11-1 4-(benzyloxy)-2-bromoaniline 
• 1440546-93-9 2-((4-(benzyloxy)-2-((6-((2-((tert-butoxycarbonyl)amino)ethyl)carbamoyl)-2,3-diisobutoxyphenyl)ethynyl)phenyl)amino)-2-oxoacetic acid 
• 1440546-91-7 2-((2-amino-5-(benzyloxy)phenyl)ethynyl)-3,4-diisobutoxybenzoic acid 
• 1440546-81-5 2-((2-((6-((2-aminoethyl)carbamoyl)-2,3-diisobutoxyphenyl)ethynyl)-4-(benzyloxy)phenyl)amino)-2-oxoaceticacid 
• 1440546-88-2 ethyl2-((4-(benzyloxy)-2-((6-((2-((tert-butoxycarbonyl)amino)ethyl)carbamoyl)-2,3diisobutoxyphenyl)ethynyl)phenyl)amino)-2-oxoacetate 
• 1440546-87-1 tert-Butyl (2-(2-((2-amino-5-(benzyloxy)phenyl)ethynyl)-3,4-diisobutoxybenzamido) ethyl)carbamate 
• 1440546-86-0 methyl 2-((2-amino-5-(benzyloxy)phenyl)ethynyl)-3,4-diisobutoxybenzoate 
• 1440546-83-7 4-(benzyloxy)-2-ethynylaniline 
• 1440546-82-6 4-(benzyloxy)-2-((trimethylsilyl)ethynyl)aniline 
• 487047-55-2 2-trimethylsilanyl-ethanesulfonic acid (2-bromo-4-triethylsilanyloxy-phenyl)-amide 
• 487047-52-9 2-trimethylsilanyl-ethanesulfonic acid (4-benzyloxy-2-bromo-phenyl)-amide 
• 487047-53-0 2-trimethylsilanyl-ethanesulfonic acid (2-bromo-4-hydroxy-phenyl)-amide 
• 3704-28-7 methyl 2-(methylthio)benzoate 

Relevant articles and documents

AMPHIPATHIC AND OTHER DOUBLE-SIDED ALPHA-HELIX MIMETICS BASED ON A 1,2-DIPHENYLACETYLENE SCAFFOLD

Small-molecule scaffolds based on 1,2-diphenylacetylene that accurately replicate the spatial and angular projections of several side chains on both faces of an α-helix, specifically the i and i+7 side chains on one face, and the i and i+2 side chains on the other. The amphipathic α-helix mimetic can be used to disrupt disease-promoting protein-protein interactions that are mediated by α-helices.

Amphipathic α-helix mimetics based on a 1,2-diphenylacetylene scaffold

In order to mimic amphipathic α-helices, a novel scaffold based on a 1,2-diphenylacetylene was designed. NMR and computational modeling confirmed that an intramolecular hydrogen bond favors conformations of the 1,2-diphenylacetylene that allow for accurat

Heterocycle annulation of enolizable vinyl quinone imides. Dihydroquinolines and quinolines from thermal 6π-electrocyclizations and indoles from photochemical cyclizations

(equation presented) Enolizable vinyl quinone mono-and diimide substrates yield protected 6-hydroxy and 6-amino dihydroquinolines by thermal electrocyclization. Aromatization provides the corresponding quinolines in quantitative yields. The quinone monoimide substrates undergo clean photochemical conversion to 5-hydroxy indoles.

Behavioral approach to nondyskinetic dopamine antagonists: Identification of Seroquel

A great need exists for antipsychotic drugs which will not induce extrapyramidal symptoms (EPS) and tardive dyskinesias (TDs). These side effects are deemed to be a consequence of nonselective blockade of nigrostriatal and mesolimbic dopamine D2 receptors. Nondyskinetic clozapine (1) is a low-Potency D2 dopamine receptor antagonist which appears to act selectively in the mesolimbic area. In this work dopamine antagonism was assessed in two mouse behavioral assays: antagonism of apomorphine-Induced climbing and antagonism of apomorphine-Induced disruption of swimming. The potential for the liability of dyskinesias was determined in haloperidol-Sensitized Cebus monkeys. Initial examination of a few close cogeners of I enhanced confidence in the Cebus model as a predictor of dyskinetic potential. Considering dibenzazepines, 2 was not dyskinetic whereas 2a was dyskinetic. Among dibenzodiazepines, 1 did not induce dyskinesias whereas its N-2-(2-Hydroxyethoxy)ethyl analogue 3 was dyskinetic. The emergence of such distinctions presented an opportunity. Thus, aromatic and N-Substituted analogues of 6-(piperazin-1-yl)-11H-Dibenz[b,e]azepines and 11-(piperazin-1-yl)dibenzo[b,f][1,4]-thiazepines and -Oxazepines were prepared and evaluated. 11-(4-[2-(2-Hydroxyethoxy)ethyl]-piperazin-1-yl)dibenzo[b,f][1,4]thiazepine (23) was found to be an apomorphine antagonist comparable to clozapine. It was essentially nondyskinetic in the Cebus model. With 23 as a platform, a number of N-Substituted analogues were found to be good apomorphine antagonists but all were dyskinetic.