5409-62-1

Usage

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

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

Downstream Products

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

Relevant academic research and scientific papers

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 preparing optically active 3-amino-1-phenylpropanol derivatives as an intermediate and a method for preparing optically active pharmaceutical products using the same

The present invention relates to a method for preparing a 3-amino-1-phenylpropanol derivative having (R) or (S) optical activity with 80% or more of an enantiomeric excess (ee), which includes a step of performing an asymmetric reduction reaction in the presence of a spiroborate ester catalyst and a hydrogen donor. The invention also relates to a method for preparing an optically active pharmaceutical product, which includes a step of preparing a (R)- or (S)-3-amino-1-phenylpropanol derivative, that is an intermediate, by using the catalyst.(AA) 3-amino-1-phenylpropanol(BB) Tomoxetine(CC) Nisoxetine(DD) FluoxetineCOPYRIGHT KIPO 2016

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.

Process for manufacturing of enantiomerically pure 3-hydroxy-3-phenyl-propylamin

The present invention relates to an improved process for preparing enantiomerically pure 3-hydroxy-3-phenyl-propylamines on an industrial scale using asymmetrical hydrogenation as a key step and optionally a special sequence of subsequent steps, using a catalyst system consisting of rhodium and chiral 4-(dicyclohexylphosphino)-2-(diphenyl-phosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine.

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.

Dutch Resolution: Separation of enantiomers with families of resolving agents. A status report

Dutch Resolution is the term given to the use of mixtures (families) of resolving agents in classical resolutions. In this status report an overview is given of the latest results and new (possible) families of resolving agents are introduced. The concept of families is discussed as well as the factors that come into play on use of families. Practical aspects of Dutch Resolution in particular and resolutions in general are discussed.

Efficient asymmetric hydrogenation of β- and γ-amino ketone derivatives leading to practical synthesis of fluoxetine and eprozinol

N-(Methylcarbamoyl)-4-(dicyclohexylphosphino)-2-[(diphenylphosphino)me thyl]pyrrolidine (MCCPM)- and N-(tert-butoxycarbonyl)-4-(dicyclohexylphosphino)-2-[(diphenylphosphin o)methyl]pyrrolidine (BCPM)-rhodium(I) complexes were efficient catalysts for asymmetric hydrogenations of β- and γ-amino ketone hydrochloride derivatives. Utilizing this methodology, we have developed efficient syntheses of fluoxetine and eprozinol from intermediate optically active amino alcohols.