21970-65-0

Usage

Uses

Used in Pharmaceutical Industry:
3-[benzyl(methyl)amino]-1-phenylpropan-1-one is used as a reagent for asymmetric hydrogenation of amino ketones, which is a crucial step in the synthesis of various pharmaceutical compounds. The compound's ability to facilitate selective hydrogenation reactions contributes to the production of enantiomerically pure drugs, which are essential for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Chemical Research:
In the field of chemical research, 3-[benzyl(methyl)amino]-1-phenylpropan-1-one serves as a valuable intermediate for the synthesis of complex organic molecules. Its unique structure allows for further functionalization and modification, making it a versatile building block for the development of new compounds with potential applications in various industries, including materials science, agrochemicals, and specialty chemicals.
Used in Asymmetric Catalysis:
3-[benzyl(methyl)amino]-1-phenylpropan-1-one is also used as a ligand in asymmetric catalysis, a field that focuses on the development of catalysts that can selectively produce one enantiomer of a chiral compound over the other. 3-[benzyl(methyl)amino]-1-phenylpropan-1-one's ability to enhance the selectivity of catalytic reactions is of great importance in the synthesis of enantiomerically pure compounds, which are often required for biological activity and pharmaceutical applications.

Upstream product

• 50-00-0 formaldehyd 
• 13426-94-3 N-methylbenzylamine hydrochloride 
• 98-86-2 acetophenone 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 100-52-7 benzaldehyde 
• 3623-15-2 phenyl propargyl ketone 
• 103-67-3 benzyl-methyl-amine 
• 93-55-0 1-phenyl-propan-1-one 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 936-59-4 3-chloropropiophenone 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 1826-67-1 vinyl magnesium bromide 
• 18636-32-3 3-methyllumiflavin 

Downstream Products

• 27152-62-1 3-(N-methylamino)propiophenone 
• 873436-52-3 (S)-3-(benzyl(methyl)amino)-1-phenylpropan-1-ol 
• 21912-89-0 3-methylamino-1,1-diphenyl-propan-1-ol 
• 58215-93-3 3-methyl-6,6-diphenyl-tetrahydro-[1,3]oxazine 
• 651321-24-3 3,3-difluoro-4-hydroxy-1-methyl-4-phenylpiperidin-2-one 
• 159216-80-5 N-benzyl-N-methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropyl-amine 
• 54910-89-3 FLUOXETINE 
• 74681-55-3 3-(N-benzyl-N-methylamino)-1-phenyl-propan-1-ol 
• 651321-23-2 5-(benzyl-methyl-amino)-2,2-difluoro-3-hydroxy-3-phenylpentanoic acid ethyl ester 
• 42142-52-9 3-methylamino-1-phenylpropan-1-ol 
• 25772-95-6 3-(benzyl-methyl-amino)-1,1-diphenyl-propan-1-ol 

Relevant academic research and scientific papers

Novel carbon-carbon bond formation between N-methyl-3-phenyl-3- hydroxypropylamine and cresols catalyzed by p-toluenesulphonic acid

The p-toluenesulphonic acid-catalyzed reaction between appropriate cresols and N-methyl-3-phenyl-3-hydroxypropylamine in refluxing toluene resulted in the formation of o -substituted phenol derivatives by an aromatic nucleophilic substitution reaction. Copyright Taylor & Francis Group, LLC.

Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones

This study describes a cascade method for the synthesis of β-aminoketones through the reductive hydroamination of alkynes under very mild metal-free conditions. It allows for the rapid conversion of ynones and amines into corresponding β-aminoketones with a broad substrate scope and diverse functionalities. This straightforward and easy-to-handle reaction process can be successfully applied for the synthesis of Proroxan and Propipocaine, offering a potential option for the synthesis of drug molecules with the β-aminoketone skeleton.

PEG 400/cerium ammonium nitrate combined with microwave-assisted synthesis for rapid access to beta-amino ketones. an easy-to-use protocol for discovering new hit compounds

Compound libraries are important requirement in target-based drug discovery. In the present work, a small focused compound library based on β-aminoketone scaffold has been prepared combining microwave-assisted organic synthesis (MAOS) with polymer-assiste

Cu-catalyzed sequential dehydrogenation-conjugate addition for β-functionalization of saturated ketones: Scope and mechanism

The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse ketones to couple with a wide range of nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. The detailed mechanistic studies including kinetic studies, KIE measurements, identification of reaction intermediates, EPR and UV-visible experiments were conducted, which reveal that this reaction proceeds via a novel radical-based dehydrogenation to enone and subsequent conjugate addition sequence.

Synthesis and antimicrobial activity of some new 1,2,4-triazine and benzimidazole derivatives

1-(4-Substituted phenyl)-3-(substituted)propan-1-(1H-benzo[d]imidazol-2-yl) hydrazines and 1-(4-substituted phenyl)- 3-(substituted)propan-1-(5H-[1,2,4] triazino[5,6-b]indol-3-yl) hydrazines have been synthesized by the fusion of triazine and benzimidazole derivatives with Mannich bases. The synthesized compounds have been characterized and screened against ITCC 5226 Sclerotium rolfsii and ITCC 0482 Macrophomina phaseolina and MTCC739 Escherichia coli, ATCC6533 Bacillus subtilis, ATCC9144 Staphylococcus aureus, ATCC25619 Pseudomonas aeruginosa and ATCC24433 Candida albicans.

Asymmetric hydrogenation of β-amino ketones with the bimetallic complex RuPHOX-Ru as the chiral catalyst

Asymmetric hydrogenations of a series of β-amino ketones were carried out with a bimetallic complex (RuPHOX-Ru) as the chiral catalyst. Almost all the reactions (performed in a mixed solvent system of toluene and H2O in the presence of KOH) gave quantitative conversions into their respective products with up to 99.9% ee. The RuPHOX-Ru catalyst is stable to both moisture and air. The procedure has the benefits of being inexpensive, environmentally friendly and highly efficient. Under a relatively low catalyst loading (TON = 2000), key intermediates of fluoxetine, tomoxetine and nisoxetine could be obtained in quantitative yield and in up to 99.9% ee. This methodology represents a promising alternative to the synthesis of the aforementioned drugs and their analogues. This journal is The Royal Society of Chemistry 2013.

A straightforward and efficient method for the synthesis of diversely substituted β-aminoketones and γ-aminoalcohols from 3-(N,N-dimethylamino)propiophenones as starting materials

Bibliotecas de novos β-aminocetonas e γ-aminoa?lcoois que mostram uma grande diversidade estrutural foram facilmente obtidas a partir de uma abordagem simple, utilizando os derivados da 3-(N,N-dimetilamino) propiofenona como material de partida chave. O p

Quinoline derivatives as antibacterial agents

The present invention relates to the use of a compound for the manufacture of a medicament for the treatment of a bacterial infection, said compound being a compound of formula a pharmaceutically acceptable acid or base addition salt thereof, a stereochemically isomeric form thereof or a N-oxide form thereof, wherein R1 is hydrogen, halo, polyhaloC1-6alkyl, C1-6alkyl, Ar or Het; p is an integer equal to 1 or 2; R2 is C1-6alkyloxy, C1-6alkyloxyC1-6alkyloxy or C1-6alkylthio; R3 is Ar, Het or Het1; R4 and R5 each independently are hydrogen, C1-6alkyl or benzyl; or R4 and R5 together and including the N to which they are attached may form a radical selected from the group of pyrrolidinyl, 2-pyrrolinyl, 3-pyrrolinyl, pyrrolyl, imidazolidinyl, pyrazolidinyl, 2-imidazolinyl, 2-pyrazolinyl, imidazolyl, pyrazolyl, triazolyl, piperidinyl, pyridinyl, piperazinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, morpholinyl and thiomorpholinyl, each of said rings may optionally be substituted with C1-6alkyl, halo, polyhaloC1-6alkyl, hydroxy, hydroxyC1-6alkyl, C1-6alkyloxy, amino, mono- or di(C1-6alkyl)amino, C1-6alkylthio, C1-6alkyloxyC1-6alkyl, C1-6alkylthioC1-6alkyl or pyrimidinyl; R6 is hydrogen, halo, polyhaloC1-6alkyl, C1-6alkyl, C1-6alkyloxy, C1-6alkylthio; or two vicinal R6 radicals may be taken together to form a bivalent radical of formula —CH═CH—CH═CH—; r is an integer equal to 1 or 2; R7 is hydrogen, C1-6alkyl, Ar, Het or Het1; provided that the bacterial infection is other than a Mycobacterial infection.

Synthesis and appetite suppressant activity of 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes as conformationally rigid analogues of fluoxetine

Several 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes (7-21) as conformationally rigid analogues of fluoxetine were synthesized and evaluated for their anorexigenic and antidepressant activities. For SAR studies the related acyclic analogues (

Synthesis, anorexigenic activity and QSAR of substituted aryloxypropanolamines

Substituted aryloxypropanolamines (6-20) were synthesized and evaluated for their anorexigenic activity. Among them 4-cyanoaryloxy (7), 2-methylaryloxy (9), 2-methoxyl aryloxy (10), 4-acetamidoaryloxy (15), 4-bromoaryloxy (16) and 4-ethylaminoaryloxy (20) exhibited potent anorexigenic activity. According to QSAR studies, the electronic parameter 'σ' plays an important role in describing the variance in activity. Birkhaeuser Boston 2004.