14383-60-9

Basic information

• Product Name: N-acetylamphetamine
• Synonyms: N-acetylamphetamine
• CAS NO: 14383-60-9
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 14383-60-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 67 °C
• Boiling Point: 349.6 °C at 760 mmHg
• Flash Point: 207.3 °C
• Appearance: /
• Density: 0.995 g/cm³
• Vapor Pressure: 4.65E-05mmHg at 25°C
• Refractive Index: 1.51
• PKA: 16.15±0.46(Predicted)
• CAS DataBase Reference: N-acetylamphetamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetylamphetamine(14383-60-9)
• EPA Substance Registry System: N-acetylamphetamine(14383-60-9)

Safety Data

• Hazardous Substances Data: 14383-60-9(Hazardous Substances Data)

Usage

General Description

N-acetylamphetamine, also known as N-acetylamphetamine, is a chemical compound that is an N-acetylated derivative of amphetamine. It is a synthetic psychoactive substance that acts as a central nervous system stimulant. While the exact pharmacological effects of N-acetylamphetamine are not well-studied, it is thought to have similar effects to amphetamine, including increased alertness, improved concentration, and mood enhancement. N-acetylamphetamine is not approved for medical use and is considered a controlled substance in many countries due to its potential for misuse and addiction. Its long-term and short-term effects are not well understood, and its use can be associated with significant health risks.

InChI:InChI=1/C11H15NO/c1-9(12-10(2)13)8-11-6-4-3-5-7-11/h3-7,9H,8H2,1-2H3,(H,12,13)

Upstream product

• 21869-55-6 3-methyl-4-phenylbutan-2-one 
• 108-24-7 acetic anhydride 
• 60-15-1 2-amino-1-phenylpropane 
• 141-78-6 ethyl acetate 
• 300-57-2 allylbenzene 
• 75-05-8 acetonitrile 
• 60-35-5 acetamide 
• 18793-46-9 (Z)-N-(1-Methyl-2phenylethenyl)ethanamide 
• 100835-72-1 N-benzyl-N-(1-methyl-2-phenylethyl)acetamide 
• 97305-91-4 (Z)-N-benzyl-N-(1-methyl-2-phenylvinyl)acetamide 
• 64-19-7 acetic acid 
• 1132-26-9 2-methyl-3-phenylalanine 
• 154-41-6 norephedrine hydrochloride 
• 18793-46-9 (E)-N-(1-Methyl-2-phenylethenyl)ethanamide 

Downstream Products

• 61630-03-3 N-[2-(4-acetyl-phenyl)-1-methyl-ethyl]-acetamide 
• 60-15-1 2-amino-1-phenylpropane 
• 42180-63-2 2-Amino-1-<4-sulfamoyl-phenyl>-propan 
• 1462-73-3 (S)-(+)-amphetamine hydrochloride 
• 41820-21-7 (-)-Amphetamine hydrochloride 
• 156-34-3 l-amphetamine 
• 6309-84-8 4-(2-acetylamino-propyl)-benzoic acid 
• 76465-11-7 S-p-iodoamphetamine 
• 76471-50-6 [(1R)-2-(4-iodophenyl)-1-methylethyl]amine 

Relevant articles and documents

Transaminase-mediated synthesis of enantiopure drug-like 1-(3′,4′-disubstituted phenyl)propan-2-amines

Transaminases (TAs) offer an environmentally and economically attractive method for the direct synthesis of pharmaceutically relevant disubstituted 1-phenylpropan-2-amine derivatives starting from prochiral ketones. In this work, we report the application of immobilised whole-cell biocatalysts with (R)-transaminase activity for the synthesis of novel disubstituted 1-phenylpropan-2-amines. After optimisation of the asymmetric synthesis, the (R)-enantiomers could be produced with 88-89% conversion and >99% ee, while the (S)-enantiomers could be selectively obtained as the unreacted fraction of the corresponding racemic amines in kinetic resolution with >48% conversion and >95% ee. This journal is

Efficient synthesis of enantiopure amines from alcohols using resting: E. coli cells and ammonia

α-Chiral amines are pivotal building blocks for chemical manufacturing. Stereoselective amination of alcohols is receiving increased interest due to its higher atom-efficiency and overall improved environmental footprint compared with other chemocatalytic and biocatalytic methods. We previously developed a hydrogen-borrowing amination by combining an alcohol dehydrogenase (ADH) with an amine dehydrogenase (AmDH) in vitro. Herein, we implemented the ADH-AmDH bioamination in resting Escherichia coli cells for the first time. Different genetic constructs were created and tested in order to obtain balanced expression levels of the dehydrogenase enzymes in E. coli. Using the optimized constructs, the influence of several parameters towards the productivity of the system were investigated such as the intracellular NAD+/NADH redox balance, the cell loading, the survival rate of recombinant E. coli cells, the possible toxicity of the components of the reaction at different concentrations and the influence of different substrates and cosolvents. In particular, the cofactor redox-balance for the bioamination was maintained by the addition of moderate and precise amounts of glucose. Higher concentrations of certain amine products resulted in toxicity and cell death, which could be alleviated by the addition of a co-solvent. Notably, amine formation was consistent using several independently grown E. coli batches. The optimized E. coli/ADH-AmDH strains produced enantiopure amines from the alcohols with up to 80% conversion and a molar productivity up to 15 mM. Practical applicability was demonstrated in a gram-scale biotransformation. In summary, the present E. coli-ADH-AmDH system represents an important advancement towards the development of 'green', efficient and selective biocatalytic processes for the amination of alcohols.

Direct Intermolecular Anti-Markovnikov Hydroazidation of Unactivated Olefins

We herein report a direct intermolecular anti-Markovnikov hydroazidation method for unactivated olefins, which is promoted by a catalytic amount of bench-stable benziodoxole at ambient temperature. This method facilitates previously difficult, direct addition of hydrazoic acid across a wide variety of unactivated olefins in both complex molecules and unfunctionalized commodity chemicals. It conveniently fills a synthetic chemistry gap of existing olefin hydroazidation procedures, and thereby provides a valuable tool for azido-group labeling in organic synthesis and chemical biology studies.