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Usage

Uses

Used in Pharmaceutical Research:
l-p-Hydroxyamphetamine is used as a reagent for the investigation of biotransformation products and metabolism of various drugs. It plays a crucial role in the multivariate optimization of zebrafish water tank models, which are essential for understanding the effects of different substances on aquatic organisms and their potential use in doping control analysis.
Used in Doping Control Analysis:
In the field of sports and anti-doping, l-p-Hydroxyamphetamine is employed for the analysis of biotransformation products and metabolism of specific drugs such as sibutramine, selegiline, JWH-073, and hexareline. This application helps in detecting the presence of these substances in athletes and ensuring fair competition by preventing the use of performance-enhancing drugs.
Used in Drug Metabolism Studies:
l-p-Hydroxyamphetamine is also utilized in the study of drug metabolism, which is vital for understanding how drugs are broken down and processed within the body. This knowledge can be applied to improve drug design, efficacy, and safety, ultimately leading to better pharmaceutical treatments for various medical conditions.

Upstream product

• 64-13-1 2-amino-1-(4-methyoxyphenyl)propane 
• 770-39-8 4-methoxyphenylacetone 
• 735231-40-0 C₁₇H₂₁NO 
• 123-11-5 4-methoxy-benzaldehyde 
• 103-86-6 p-hydroxyamphetamine 
• 17354-63-1 4-(2-nitro-propenyl)-anisole 
• 3938-96-3 ethyl 2-methoxyacetate 
• 1351781-81-1 C₁₂H₁₇NO₃ 
• 144556-91-2 N-[(R)-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-toluene-4-sulfonamide 

Relevant academic research and scientific papers

Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases

Direct reductive amination of prochiral ketones catalyzed by amine dehydrogenases is attractive in the synthesis of active pharmaceutical ingredients. Here, we report the protein engineering of L-Bacillus cereus amine dehydrogenase to allow reactivity on synthetically useful aromatic ketone substrates using an iterative, multiple-site alanine scanning mutagenesis approach. Mutagenesis libraries based on molecular docking, iterative alanine scanning, and double-proximity filter approach significantly expand the scope of active pharmaceutical ingredients relevant building blocks. The eventual quintuple mutant (A115G/T136A/L42A/V296A/V293A) showed reactivity toward aromatic ketones 12 a (5-phenyl-pentan-2-one) and 13 a (6-phenyl-hexan-2-one), which have not been reported to serve as targets of reductive amination by currently available amine dehydrogenases. Docking simulation and tunnel analysis provided valuable insights into the source of the acquired specificity and activity.

Improved synthetic method of (R)-1-aryl-2-propylamine

The invention provides an improved synthetic method of (R)-1-aryl-2-propylamine. The improved synthetic method comprises the following steps of: adopting 1-arylacetone as a raw material, adding (R)-1-phenylethylamine, carrying out reductive amination reaction with hydrogen under a common action of a Lewis acid additive and a transitional metal hydrogenation catalyst; carrying out Pd/C catalytic hydrogenation on an obtained intermediate to remove phenethyl on nitrogen and thus obtaining (R)-1-aryl-2-propylamine. The improved synthetic method provided by the invention has the beneficial effectsthat the operation is simple, the adopted Lewis acid additive is low in cost and easy in obtaining, the yield and the enantioselectivity of a product are high, and the application value for industrialsynthesis of (R)-1-aryl-2-propylamine is very high.

Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine

Both enantiomers of several phenylethylamines, structurally related to amphetamine, have been prepared in good yields and excellent enantiomeric purity by enzymatic kinetic resolution using CAL-B and ethyl methoxyacetate as the acyl donor. In the case of the 4-hydroxyderivative of amphetamine (compound 4i), the S enantiomer racemized possibly in a dynamic kinetic resolution (DKR) under the enzymatic conditions used. The Royal Society of Chemistry 2011.

Microbial Hydrogenation of Nitroolefins

Micriorganisms which hydrogenate 2-nitro-1-phenyl-1-propene were screend in type cultures and soil samples.Some actinomycetes belonging to Rhodococcus, Nocardia and Mycobacterium asymmetrically reduced the substrate and gave optically active 2-nitro-1-phenylpropane.Among them, Rhodococcus rhodochrous IFO 3338 gave the best results.The satureted compound was obtained quantitatively, when cultivation was carried out for 3 days at 30 oC with a substrate concentration of 0.4percent.The optical purity of the product was seriously affected by the pH of the medium.The more acidic the medium, the higher the enantiomeric excess.The results suggested that non-enzymatic racemization of the product take place even under neutral conditions.Other substrates, such as 2-nitro-1-propene were also converted to optically active 2-nitro-1-substituted propane.