17643-24-2

Usage

Uses

Used in Pharmaceutical Industry:
1-AMINO-2-PHENYL-PROPAN-2-OL is used as a therapeutic agent for the treatment of attention deficit hyperactivity disorder (ADHD) due to its capacity to enhance cognitive function and reduce hyperactivity. It is also utilized for the management of narcolepsy, a sleep disorder characterized by excessive daytime sleepiness and sudden sleep attacks, as it helps to increase wakefulness.
Additionally, 1-AMINO-2-PHENYL-PROPAN-2-OL is used as an adjunct in weight loss programs for certain individuals, given its ability to suppress appetite and increase metabolic rate, although its use in this context is more limited due to its potential for abuse.
Used in Research:
In scientific research, 1-AMINO-2-PHENYL-PROPAN-2-OL serves as a valuable tool for studying the effects of central nervous system stimulants on neurotransmitter levels and their influence on cognitive and behavioral functions.
However, due to its high potential for abuse and addiction, as well as the adverse effects associated with its use, such as insomnia, anxiety, and cardiovascular issues, 1-AMINO-2-PHENYL-PROPAN-2-OL is classified as a controlled substance in many countries. Its prescription and distribution are strictly regulated to prevent misuse and ensure that its benefits are realized within a safe and medically supervised context.

InChI:InChI=1/C9H13NO/c1-9(11,7-10)8-5-3-2-4-6-8/h2-6,11H,7,10H2,1H3

Upstream product

• 75-16-1 methylmagnesium bromide 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 127462-20-8 2-phenyl-2-trimethylsilyloxypropanenitrile 
• 26067-95-8 1-(Diphenylmethylenamino)-phenyl-2-propanol 
• 57402-97-8 N-<(trimethylsilyl)methyl>benzaldimine 
• 98-86-2 acetophenone 
• 98-83-9 isopropenylbenzene 
• 2085-88-3 2-methyl-2-phenyloxirane 
• 17643-24-2 (+/-)-1-amino-2-phenylpropan-2-ol 
• 2406-22-6 (R)-1-phenyl-1,2-ethanediol 
• 627076-70-4 (R)-2-hydroxy-2-phenylpropyl 4-methylbenzenesulfonate 
• 88626-82-8 C₂₈H₂₇N₃O₃Si 
• 7737-17-9 1-aminopropan-2-one hydrochloride 
• 15561-33-8 1-chloro-2-phenylpropan-2-ol 

Downstream Products

• 103-79-7 1-phenyl-acetone 
• 1383925-60-7 (S)-(-)-5-methyl-5-phenyl-2-(pyrid-2-yl)-1,3-oxazoline 
• 17643-24-2 (S)-1-amino-2-phenylpropan-2-ol 
• 17643-24-2 (R)-1-amino-2-phenylpropan-2-ol 
• 1401003-93-7 tert-butyl (2-hydroxy-2-phenylpropyl)carbamate 
• 124580-25-2 (2R,3R,4S,5R)-2-[6-Amino-2-((S)-2-hydroxy-2-phenyl-propylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol 
• 124580-22-9 (2R,3R,4S,5R)-2-[6-Amino-2-((R)-2-hydroxy-2-phenyl-propylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol 
• 1414772-11-4 1-{[3-(1-benzofuran-2-yl)imidazo[1,2-b]pyridazin-6-yl]amino}-2-phenylpropan-2-ol 
• 52553-03-4 5-methyl-5-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

Absolute stereochemical determination of 1,2-diols via complexation with dinaphthyl borinic acid

Rapid derivatization of chiral 1,2-diols with dinaphthyl borinic acid (DBA) leads to a cyclic boronate, enabling the absolute stereochemical prediction via exciton-coupled circular dichroic (ECCD) of the naphthyl groups. Aryl- and alkyl-substituted 1,2-diols derivatized with DBA yield a predictable ECCD, which is also in agreement with theoretical predictions derived from computationally minimized structures.

Nitration-Peroxidation of Alkenes: A Selective Approach to β-Peroxyl Nitroalkanes

Nitration-peroxidation of alkenes for the synthesis of β-peroxyl nitroalkanes has been developed by using tert-butyl nitrite and tert-butyl hydroperoxide. The method presents a new and selective difunctionalization of alkenes to introduce a nitro group and a peroxyl group across the double bonds of alkenes under mild conditions. A radical reaction pathway is proposed by experimental and theoretical studies.

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.

Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines

A new family of Lewis basic 2-pyridyl oxazolines have been developed, which can act as efficient organocatalysts for the enantioselective reduction of prochiral aromatic ketones and ketimines with trichlorosilane, a readily available and inexpensive reagent. 1-Isoquinolyl oxazoline, derived from mandelic acid, was identified as the most efficient catalyst of the series, capable of delivering high enantioselectivities in the reduction of both ketones (up to 94% ee) and ketimines (up to 89% ee).

GSK-3BETA INHIBITOR

For the purpose of providing a GSK-3β inhibitor containing a 2-aminopyridine compound or a salt thereof or a prodrug thereof useful as an agent for the prophylaxis or treatment of a GSK-3β-related pathology or disease, the present invention provides a GSK-3β inhibitor containing a compound represented by the formula (IA): wherein each symbol is as defined in the specification. or a salt thereof or a prodrug thereof.

Fluorescence-based screening of asymmetric acylation catalysts through parallel enantiomer analysis. Identification of a catalyst for tertiary alcohol resolution

A technique for high-throughput screening of kinetic resolution catalysts is reported. The method relies on carrying simultaneous kinetic resolutions in a multiwell plate format wherein each well contains a unique catalyst and a small amount of a pH-activated fluorescent sensor (3). By conducting experiments such that each catalyst is evaluated in parallel in the presence of each isolated enantiomer, an indication of catalyst activity is obtained on a per enantiomer basis. Catalysts that are highly active for one enantiomer but modestly active for another are then reevaluated in conventional kinetic resolutions. From these screens, a highly selective krel = 46) pentapeptide (4) was obtained for a model secondary alcohol (1). In addition, peptide 10 was found to afford excellent selectivities (krel > 20) for a number of alcohol substrates (9a-9f) in the traditionally challenging tertiary class.

Regio- and diastereoselective formation of 1,2-azidohydroperoxides by photooxygenation of alkenes in the presence of azide anions

1,2-Azidohydroperoxides are accessible from alkenes when irradiated in the presence of azide anions, oxygen and an appropriate sensitizer. The results of substrate/sensitizer variations indicate a reaction initiated by electron transfer to give the sensitizer radical anion and azidyl radicals. The latter efficiently add to alkenes producing carbon radicals which are trapped by molecular oxygen.

Synthetic Versatility of N(Silylmethyl)imines: Water-Induced Generation of N-Protonated Azomethine Ylides of Nonstabilized Type and Fluoride-Induced Generation of 2-Azallyl Anions

N-(Silylmethyl)imines generate N-protonated azomethine ylides of nonstabilized type when treated with water in HMPA, which undergo stereospecific and regioselective cycloadditions with electron-poor olefins affording N-unsubstituted pyrrolidines.On the other hand, fluoride-induced desilylation of the imines leads to 2-azallyl anions which are found to be synthetic equivalents of aminomethyl anion in the Michael additions with electron-poor olefins and nucleophilic additions with carbonyl compounds.

UTILISATION EN SYNTHESE ORGANIQUE DE MeSi(CN)3 PREPARE IN SITU

We report the first synthesis of tricyanohydrines by using MeSi(CN)3 prepared "in situ" as reagent, and their potential use as acyl anion or as intermediates in the preparation of β-aminoethyl alcohols.