1739-00-0

Usage

Uses

Used in Pharmaceutical Industry:
Phenethyl-phenyl-amine is used as a precursor for the synthesis of various compounds with pharmacological activities. Its ability to influence mood, energy levels, and attention makes it a potential candidate for the development of medications targeting depression and other mood disorders.
Used in Research Applications:
Phenethyl-phenyl-amine is used as a research compound to study its psychoactive and stimulant effects on the human body. This research helps in understanding the compound's mechanism of action and its potential therapeutic applications.
Used in Recreational Drug Industry:
Although not recommended due to its potential health risks, phenethyl-phenyl-amine has been used as a recreational drug for its mood-enhancing and stimulant effects.

InChI:InChI=1/C14H15N/c1-3-7-13(8-4-1)11-12-15-14-9-5-2-6-10-14/h1-10,15H,11-12H2

Upstream product

• 622-24-2 2-phenylethyl chloride 
• 62-53-3 aniline 
• 103-63-9 1-phenyl-2-bromoethane 
• 40395-41-3 phenyl-acetic acid-(N,N'-diphenyl-hydrazide) 
• 621-06-7 2,N-diphenylacetamide 
• 38253-22-4 2-(N-phenylethylanilino)cyclohexanone 
• 100-42-5 styrene 
• 24760-80-3 2-phenylethyl p-nitrobenzenesulphonate 
• 4455-09-8 2-phenylethyl tosylate 
• 32376-95-7 2-phenylethyl benzenesulphonate 
• 115419-45-9 β-phenylethyldiphenylbismuth 
• 115419-46-0 tris-β-phenylethylbismuth 
• 39072-51-0 1,3-diphenyl-2,2-dibromoaziridine 
• 142-04-1 aniline hydrochloride 

Downstream Products

• 76605-81-7 chloro-acetic acid-(N-phenethyl-anilide) 
• 96718-77-3 N-Phenethyl-N-phenyl-benzamide 
• 115419-49-3 N-phenyl-N-(2-phenylethyl)aniline 
• 103798-18-1 (2-cyclohex-1-enyl-ethyl)-cyclohexyl-amine 
• 101113-58-0 N-(2-(cyclohex-1-en-1-yl)ethyl)aniline 
• 38253-22-4 2-(N-phenylethylanilino)cyclohexanone 
• 7001-94-7 N-Phenyl-phenaethylcarbaminsaeure-chlorid 
• 439908-02-8 3-(R)-(benzyl(phenyl)carbamoyloxy)-1(3-(thiophen-2-yl)propyl)-1-azoniabicyclo[2.2.2]octane bromide 
• 439909-11-2 phenethyl(phenyl)carbamic acid 1-azabicyclo[2.2.2]oct-3(R)-yl ester 
• 1186227-87-1 1,2,4-triphenyl-4,5-dihydro-1H-imidazole 
• 1416437-77-8 N¹-Benzyl-N²,1-diphenylethane-1,2-diamine 
• 1416437-41-6 2-methyl-N-phenethyl-N-phenylbenzimidamide 
• 1416437-53-0 1,4-diphenyl-2-(o-tolyl)-4,5-dihydro-1H-imidazole 
• 1416437-42-7 N-phenethyl-N-phenyl-2-naphthimidamide 

Relevant academic research and scientific papers

β-phenylethylamines, indolines and isoquinolones via hydroamination of styrenes by microwave irradiation

Microwave irradiation promotes hydroamination of styrenes. This method can be used as a direct way of producing different kinds of bioactive compounds: open chain compounds like β-phenylethylamines or cyclized products like indolines or isoquinolones.

Rhodium-mediated 100% regioselective oxidative hydroamination of α-olefins

The system generated from lithium anilide and [(Et3P)2RhCl]2 caralyzes (turnover 21) the regioselective condensation of aniline with styrene to give a mixture of PhNH-CH(CH3)Ph (hydroamination product) and PhN=C(CH3)Ph (oxidative hydroamination product) in c.a. 1/2 ratio. This 100% regioselective oxidative hydroamination has been confirmed in the case of 1-hexene.

Anti-Markovnikov hydroaminations of styrene catalyzed by palladium(II) N-heterocyclic carbene complexes under conventional and microwave heating

Six palladium(II) complexes with benzimidazole-based N-heterocyclic carbene ligands were synthesized by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and PdCl2(PhCN)2. The complexes were characterized by physicochemical and spectroscopic methods. The palladium complexes were tested as catalysts for intermolecular hydroamination reactions of styrene with various anilines in ionic liquids under both conventional and microwave heating. All of these complexes proved to be catalytically active in these reactions. The anti-Markovnikov addition products were selectively obtained by using 1?mol% of the palladium complex.

Markownikoff and anti-Markownikoff hydroamination with palladium catalysts immobilized in thin films of silica supported ionic liquids

The concept of immobilising organometallic complexes in a thin film of supported ionic liquids was utilised to synthesise novel bi-functional catalysts combining soft Lewis acidic and strong Bronsted acidic functions; the materials showed exceptional catalytic activity for the addition of aniline to styrene, providing the Markownikoff product under kinetically controlled conditions and mainly the anti-Markownikoff product in the thermodynamic regime. The Royal Society of Chemistry 2006.

Titanium amido- and imido-complexes supported by a tridentate pyrrolyl ligand: Syntheses, characterisation and catalytic activities

The complexes [Ti(NMe2)2(pmpmi)] [H2pmpmi = (2-pyrrolylmethene)-(2-pyrrolylmethyl)imine], [Ti(NtBu)(pmpmi)(py) 2], [Ti(NtBu)(pmpmi)(dpy)] and [Ti(NPh)(pmpmi)(py) 2] have been prepared, characterised and shown to be pre-catalysts for the hydroamination of phenylacetylene with aniline and p-chloroaniline. The X-ray structures of [Ti(NMe2)2(pmpmi)], [Ti(N tBu)(pmpmi)(dpy)] and [Ti(NPh)(pmpmi)(py)2] have been determined.

Dibutyltin chloride hydride complex as a novel reductant for chemoselective reductive amination

Imine-selective reducing agent Bu2SnClH-HMPA (I) performed effective reductive amination of carbonyl compounds. Various functionalized amines could be prepared in a one-pot procedure. Noteworthy is that highly chemoselective reactions were achieved with the co-existence of other functionalities such as halogen, carbon-carbon double bond and hydroxyl groups.

Rhodium(I) N-heterocyclic carbene complexes as catalysts for the anti-markovnikov hydroaminations of styrene

A series of new rhodium(I) complexes with benzimidazole based N-heterocyclic carbene (NHC) ligand were synthesized by reactions of benzimidazolium salts with [Rh(OMe)COD]2. The characterization of rhodium(I) complexes with the general formula [RhCl(NHC)(4-1,5-cyclooctadiene)] was done by physicochemical and spectroscopic methods. All the synthesized complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here are catalytically active for the intermolecular hydroamination of styrene with aromatic amines in ionic liquid. The anti-Markovnikov addition products were obtained selectively by using 1 mol% of the rhodium complex.

Ruthenium(II) complexes with chelating n-heterocyclic carbenes and a ruthenate(II) complex as catalysts for the anti-Markovnikov hydroaminations of styrene

New ruthenium chelate and ruthenate complexes were synthesized through the reaction of benzimidazolium salts and [RuCl2(p-cymene)]2 in toluene and characterized by elemental analysis, 1H NMR and 13C NMR spectroscopy. These ruthenium complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here showed good catalytic activity in these reactions. The hydroamination reactions regioselectively produced anti-Markovnikov addition products in moderate to good yields by using 1 mol% of the ruthenium complex.

Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols

We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.

Deglycase-activity oriented screening to identify DJ-1 inhibitors

The oncoprotein and Parkinson's disease-associated enzyme DJ-1/PARK7 has emerged as a promiscuous deglycase that can remove methylglyoxal-induced glycation adducts from both proteins and nucleotides. However, dissecting its structural and enzymatic functions remains a challenge due to the lack of potent, specific, and pharmacokinetically stable inhibitors targeting its catalytic site (including Cys106). To evaluate potential drug-like leads against DJ-1, we leveraged its deglycase activity in an enzyme-coupled, fluorescence lactate-detection assay based on the recent understanding of its deglycation mechanism. In addition, we developed assays to directly evaluate DJ-1's esterase activity using both colorimetric and fluorescent substrates. The resulting optimized assay was used to evaluate a library of potential reversible and irreversible DJ-1 inhibitors. The deglycase activity-oriented screening strategy described herein establishes a new platform for the discovery of potential anti-cancer drugs.