53360-85-3

Usage

Uses

Used in Pharmaceutical Industry:
2-amino-1-(4-methylphenyl)ethanol is used as a pharmaceutical compound for its interaction with the octopaminergic receptor. This interaction is crucial for the development of potential treatments targeting conditions related to the octopaminergic system, such as certain neurological and psychiatric disorders.
Used in Chemical Research:
As a light yellow solid with specific binding properties, 2-amino-1-(4-methylphenyl)ethanol is used as a research chemical. It serves as a valuable tool for scientists to study the structure, function, and mechanisms of the octopaminergic receptor, which can lead to a better understanding of its role in various biological processes and the development of new therapeutic strategies.
Used in Drug Development:
2-amino-1-(4-methylphenyl)ethanol is used as a lead compound in drug development. Its reversible binding to the octopaminergic receptor makes it a promising candidate for the creation of new drugs that can modulate the activity of this receptor, potentially leading to treatments for a range of conditions.
Used in Material Science:
The unique chemical properties of 2-amino-1-(4-methylphenyl)ethanol, such as its light yellow solid state, may also find applications in material science. It could be utilized in the development of novel materials with specific properties, such as those with tailored optical, electronic, or mechanical characteristics.

Upstream product

• 4815-10-5 2-hydroxy-2-(4-methylphenyl)acetonitrile 
• 104-87-0 4-methyl-benzaldehyde 
• 28691-43-2 1-(4-methylphenyl)-2-nitroethanol 
• 15642-89-4 1-(4-methylphenyl)-2-chloroethanol 
• 619-41-0 4-(bromoacetyl)toluene 
• 100422-99-9 2-(2-hydroxy-2-p-tolyl-ethyl)-isoindole-1,3-dione 
• 6595-30-8 2-azido-1-(4-methylphenyl)ethan-1-one 
• 144924-03-8 2-azido-1-(4-methylphenyl)ethanol 
• 66985-49-7 2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 69872-37-3 4-(α-aminoacetyl)toluene 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 5467-70-9 2-amino-4'-methylacetophenone hydrochloride 
• 75599-81-4 α-acetoxy-2-(4-methylphenyl)acetonitrile 

Downstream Products

• 1223271-54-2 1-(2,5-dimethyl-2H-pyrazol-3-yl)-3-(2-hydroxy-2-p-tolylethyl)urea 
• 1407597-47-0 C₂₃H₃₇NO₂ 
• 1407597-15-2 C₂₃H₃₉NO₂ 
• 1407597-45-8 C₂₁H₃₇NO₃S 
• 98157-04-1 N-dichloroacetyl-5-(p-methylphenyl)-2,2-dimethyl-1,3-oxazolidine 
• 98157-00-7 rac-2,2-dimethyl-5-(4-tolyl)oxazolidine 
• 73475-24-8 2-(p-methylphenyl)aziridine 

Relevant academic research and scientific papers

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

Chiral-Organotin-Catalyzed Kinetic Resolution of Vicinal Amino Alcohols

A highly efficient kinetic resolution of racemic amino alcohols has been achieved for the first time with a chiral tin catalyst. A chiral organotin compound with 3,4,5-trifluorophenyl groups at the 3,3′-positions of the binaphthyl framework enabled this transformation with excellent yield and high enantioselectivity. The process tolerates aryl- and alkyl-substituted amino alcohols and a variety of other substrates, affording the corresponding products in high enantioselectivity and with s factors up to >500.

A Simple Setup for Transfer Hydrogenations in Flow Chemistry

By using a packed-bed reactor with a palladium/charcoal catalyst and ammonium formate or triethylsilane as hydrogen/hydride source, various functional groups including nitro groups, azides and alkenes can be efficiently reduced by a transfer hydrogenation process under mild conditions in a simple flow system.

Direct catalytic synthesis of unprotected 2-amino-1-phenylethanols from alkenes by using iron(II) phthalocyanine

Aryl-substituted amino alcohols are privileged scaffolds in medicinal chemistry and natural products. Herein, we report that an exceptionally simple and inexpensive FeII complex efficiently catalyzes the direct transformation of simple alkenes into unprotected amino alcohols in good yield and perfect regioselectivity. This new catalytic method was applied in the expedient synthesis of bioactive molecules and could be extended to aminoetherification.

Novel morpholine scaffolds as selective dopamine (DA) D3 receptor antagonists

A new series of morpholine derivatives has been identified as selective DA D3 receptor antagonists; their in vitro profile and pharmacokinetic data are provided.

One-pot combination of enzyme and Pd nanoparticle catalysis for the synthesis of enantiomerically pure 1,2-amino alcohols

One-pot combinations of sequential catalytic reactions can offer practical and ecological advantages over classical multi-step synthesis schemes. In this context, the integration of enzymatic and chemo-catalytic transformations holds particular potential for efficient and selective reaction sequences that would not be possible using either method alone. Here, we report the one-pot combination of alcohol dehydrogenase-catalysed asymmetric reduction of 2-azido ketones and Pd nanoparticle-catalysed hydrogenation of the resulting azido alcohols, which gives access to both enantiomers of aromatic 1,2-amino alcohols in high yields and excellent optical purity (ee >99%). Furthermore, we demonstrate the incorporation of an upstream azidolysis and a downstream acylation step into the one-pot system, thus establishing a highly integrated synthesis of the antiviral natural product (S)-tembamide in 73% yield (ee >99%) over 4 steps. Avoiding the purification and isolation of intermediates in this synthetic sequence leads to an unprecedentedly low ecological footprint, as quantified by the E-factor and solvent demand.

Efficient preparation of biologically important 1,2-amino alcohols

An efficient three-step methodology developed for the preparation of 1,2-amino alcohols. In the first step a rapid coupling between bromoketones and potassium phthalimide in ionic liquid produced-phthalimido ketones in quantitative yields, which is followed by a facile reduction using NaCNBH 3 in acetic acid to give corresponding phthalimido alcohols and finally effecting hydrazinolysis in water at 60C to yield biologically important 1,2-amino alcohols.

Novel amide- and sulfonamide-based aromatic ethanolamines: Effects of various substituents on the inhibition of acid and neutral ceramidases

In the present study we describe the design and synthesis of a series of amide- and sulfonamide-based compounds as inhibitor of recombinant acid and neutral ceramidases. Inhibition of ceramidases has been shown to induce apoptosis and to increase the efficacy of conventional chemotherapy in several cancer models. B-13, lead in vitro inhibitor of acid ceramidase has been recently shown to be virtually inactive towards lysosomal acid ceramidase in living cells at lower concentrations and for a shorter time of treatment, suggesting the development of more potent inhibitors. In this study, a detailed SAR investigation has been performed to understand the effect of different substituents on the phenyl ring of amide- and sulfonamide-based compounds that partially resemble the structure of well-known inhibitors such as B-13, D-e-MAPP as well as NOE. Our results suggest that the electronic effects of the substituents on phenyl ring in B-13 and D-e-MAPP analogues have negligible effects either in enhancing the inhibition potencies or for selectivity towards aCDase over nCDase. However, the hydrophobicity and the steric effects of longer alkyl chains (n-Pr, n-Bu or t-Bu groups) at the phenyl ring were found to be important for an enhanced selectivity towards aCDase over nCDase.

Regio-selective synthesis of 1,2-aminoalcohols from epoxides and chlorohydrins

A simple and efficient procedure for the regio-selective synthesis of 1,2-aminoalcohols from terminal epoxides and chlorohydrins by using NaHMDS as the source of amine is reported. The wider scope and utility of this method is demonstrated.

PYRIMDINE COMPOUNDS USEFUL AS KINASE INHIBITORS

A compound of formula (I) or a salt or solvate thereof: Formula (1) compositions and medicaments containing the same, as well as processes for the preparation and use of such compounds, compositions and medicaments. Such mono-anilino pyrimidine derivative