90389-91-6

Basic information

• Product Name: N-Ethyl-3-bromobenzylamine
• Synonyms: N-Ethyl-3-bromobenzylamine;N-[(3-bromophenyl)methyl]ethanamine;(3-bromobenzyl)-ethyl-amine;(3-bromobenzyl)ethylamine(SALTDATA: HCl);N-(3-Bromobenzyl)ethanamine;3-Bromo-N-ethylbenzenemethanamine;3-Bromo-N-ethylbenzylamine
• CAS NO: 90389-91-6
• Molecular Formula: C₉H₁₂BrN
• Molecular Weight: 214.1
• Product Categories: Amines and Anilines
• Mol File: 90389-91-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 254.3°Cat760mmHg
• Flash Point: 107.6°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.35±0.10(Predicted)
• CAS DataBase Reference: N-Ethyl-3-bromobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethyl-3-bromobenzylamine(90389-91-6)
• EPA Substance Registry System: N-Ethyl-3-bromobenzylamine(90389-91-6)

Safety Data

• Hazardous Substances Data: 90389-91-6(Hazardous Substances Data)

Usage

General Description

N-Ethyl-3-bromobenzylamine is an organic compound that belongs to the class of benzylamines. It is a derivative of benzylamine with a bromine atom attached to the third position of the benzyl group and an ethyl group attached to the nitrogen atom. N-Ethyl-3-bromobenzylamine is used as a building block in the synthesis of various pharmaceuticals and organic compounds. It can also act as a reagent in organic chemical reactions, particularly in the formation of carbon-carbon and carbon-nitrogen bonds. N-Ethyl-3-bromobenzylamine is an important intermediate in the production of various drugs, agrochemicals, and other fine chemicals.

InChI:InChI=1/C9H12BrN/c1-2-11-7-8-4-3-5-9(10)6-8/h3-6,11H,2,7H2,1H3

Upstream product

• 110079-37-3 [1-(3-Bromo-phenyl)-meth-(E)-ylidene]-ethyl-amine 
• 3132-99-8 m-bromobenzoic aldehyde 
• 823-78-9 meta-bromobenzyl bromide 
• 75-04-7 ethylamine 

Downstream Products

• 134865-57-9 (E)-N-(3-Chloro-2-propenyl)-N-ethyl-3-bromobenzylamine 

Relevant articles and documents

N-(Biphenyl-3-ylmethyl)ethanamines as G protein-biased agonists of 5-HT7R

There has been much attention to biased ligands of G protein-coupled receptors (GPCRs) for potential pharmacological benefits. Recently, we reported N-((6-chloro-2'-methoxy-[1,1'-biphenyl]-3-yl)methyl)ethanamine 1 as G protein-biased agonist of 5-HT7R, which could be used as a chemical probe for the study on treatment discovery of autism spectrum disorder. Herein, we describe the synthesis of derivatives of the compound 1 and their biological evaluations in both G protein and β-arrestin signaling pathway. Total 16 compounds were synthesized and evaluated, and the compounds 3c, 3f, 3i, and 3p could be called as G protein-biased agonists like the compound 1. Among the four compounds, the compound 3c was the best in efficacy with an Emax value of 73% and the compound 3f was the most potent agonist with an EC50 value of 0.094 μM.

Reactions of N-Chlorobenzylalkylamines with Sodium Methoxide in Methanol. Steric Effects in Elimination Reactions

Reactions of N-chlorobenzylalkylamines in which the alkyl group is Me, Et, i-Pr, t-Bu, and sec-Bu with MeONa-MeOH have been investigated kinetically.The eliminations are quantitative and regiospecific, producing only benzylidenealkylamines.The reactions are first order in base and first order in substrate, and an E2 mechanism is evident.The relative rates of elimination at 25 deg C are 1/0.5/0.3/0.2/0.01 for Me/Et/i-Pr/sec-Bu/t-Bu alkyl substituents, respectively.The results are attributed to repulsive interaction between the alkyl group and the base in the transition state.Hammett ρ and kH/kD values decreased, but the ΔH(excit.) and ΔS(excit.) values increased with bulkier alkyl substituents.Changes in the transition-state parameters with the substrate steric effect are interpreted with variation in structure of the imine-forming transition states.