5409-62-1

Basic information

• Product Name: 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride
• Synonyms: 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride
• CAS NO: 5409-62-1
• Molecular Formula: C₁₇H₁₉NO*ClH
• Molecular Weight: 289.7998
• Mol File: 5409-62-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 374.2°C at 760 mmHg
• Flash Point: 134.1°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 8.5E-06mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride(5409-62-1)
• EPA Substance Registry System: 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride(5409-62-1)

Safety Data

• Hazardous Substances Data: 5409-62-1(Hazardous Substances Data)

Usage

Description

3-(N-Benzyl-N-methylamino)propiophenone hydrochloride is a chemical compound belonging to the class of propiophenones, which are organic compounds with a propionyl group attached to a phenyl group. This specific compound is a hydrochloride salt, a derivative of propiophenone that has been reacted with hydrochloric acid. It is known for its ability to undergo various chemical reactions and has been found to exhibit biological activity, making it a promising intermediate in the synthesis of pharmaceuticals and other organic compounds.

Uses

Used in Pharmaceutical Synthesis:
3-(N-Benzyl-N-methylamino)propiophenone hydrochloride is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and organic compounds. Its versatile chemical reactivity allows for the creation of a wide range of products with potential therapeutic applications.
Used in Organic Chemistry Research:
In the field of organic chemistry, 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride serves as a valuable compound for research purposes. Its unique structure and reactivity make it an interesting subject for studying various chemical reactions and mechanisms, contributing to the advancement of organic chemistry knowledge.
Used in Drug Development:
Due to its biological activity, 3-(N-Benzyl-N-methylamino)propiophenone hydrochloride is used in the development of new drugs. Researchers explore its potential as a lead compound or as a building block for the creation of novel therapeutic agents, aiming to address unmet medical needs and improve patient outcomes.

InChI:InChI=1/C17H19NO/c1-18(14-15-8-4-2-5-9-15)13-12-17(19)16-10-6-3-7-11-16/h2-11H,12-14H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 13426-94-3 N-methylbenzylamine hydrochloride 
• 98-86-2 acetophenone 
• 103-67-3 benzyl-methyl-amine 
• 100-52-7 benzaldehyde 

Downstream Products

• 873436-52-3 (S)-3-(benzyl(methyl)amino)-1-phenylpropan-1-ol 
• 114247-09-5 (R)-fluoxetine hydrochloride 
• 115290-81-8 (R)-N-methyl-3-phenyl-3-hydroxypropylamine 
• 42142-52-9 3-methylamino-1-phenylpropan-1-ol 
• 6781-06-2 3-N-carbethoxy-1-phenylpropan-1-one 

Relevant articles and documents

Enantioselective Synthesis of (S)-Γ-Amino Alcohols by Ru/Rh/Ir Catalyzed Asymmetric Transfer Hydrogenation (ATH) with Tunable Chiral Tetraaza Ligands in Water

Abstract: (R/S)-γ-Amino alcohols are the key intermediates for the preparation of Fluoxetine, Atomoxetine, Nisoxetine and Duloxetine. In this paper, we describe an effective method to obtain (S)-γ-amino alcohols by Ru/Rh/Ir catalyzed asymmetric transfer h

A METHOD FOR THE PREPARATION OF (R)-N-METHYL-3-(2-METHYLPHENOXY)-3-PHENYLPROPYLAMINE HYDROCHLORIDE (ATOMOXETINE)

Racemic N-benzyl-N-methyl-3-(2-methylphenoxy)-3-phenylproρylamine (VIII) is an intermediate for obtaining atomoxetine. Racemic N-benzyl-N-methyl-3-(2-methylphenoxy)-3- phenylpropylamine (VIII) further reacts in a solution of an organic solvent with an optically active acid producing a mixture of diastereoisomers, which are subsequently resolved by crystallization and converted to the respective (R) and (S) enantiomers of N-benzyl-N-methyl- 3-(2-methylphenoxy)-3-phenylpropylamine by treatment with an organic or inorganic base. The (R)-enantiomer of N-methyl-3-(2-methylphenoxy)-3-phenylpropylamine ((R)-VIII) is further subjected to debenzylation by means of an alkyl or aryl chloro formate yielding an alkyl/aryl (R)-3-(2-methylphenoxy)-3-phenylpropylmethylcarbamate ((R)-IX), which is then hydrolyzed in the basic environment yielding the base of (R)-N-methyl-3-(2-methylphenoxy)- 3-phenylpropaneamine, which is finally converted to (R)-N-methyl-3-(2-methylphenoxy)-3- phenylpropanamine hydrochloride ((R)-I) by treatment with hydrochloric acid.

Synthesis, CNS and chloroquin resistance reversal activity of benzenepropanamines

Several benzenepropanamines with a benzyl group attached to the 3-amino function are synthesized and evaluated for their CNS and chloroquin resistant reversal activity. The compounds are fully characterized by spectral and elemental analyses. These compounds are tested for their effect on gross behaviour and for antidepressant, anticonvulsant and anorexigenic activity. No effect is observed on gross behaviour where as most of them show fluoxetine like antireserpine and anorexigenic activity. Since this class of compounds have been reported to modulate the chloroquin resistance in P. falciparum, therefore these compounds are tested for chloroquin resistance reversal activity in vitro. Five compounds selectively inhibit P. falciparum heme oxygenase like fluoxetine.