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

• 141-78-6 ethyl acetate 
• 60-15-1 2-amino-1-phenylpropane 
• 300-57-2 allylbenzene 
• 75-05-8 acetonitrile 
• 18793-46-9 (Z)-N-(1-Methyl-2phenylethenyl)ethanamide 
• 64-19-7 acetic acid 
• 1132-26-9 2-methyl-3-phenylalanine 
• 93860-66-3 O,N-diacetylnorephedrine 
• 18793-46-9 (E)-N-(1-Methyl-2-phenylethenyl)ethanamide 
• 156-34-3 l-amphetamine 
• 108-24-7 acetic anhydride 
• 103-79-7 1-phenyl-acetone 
• 1517-68-6 (S)-1-phenylpropan-2-ol 
• 873-66-5 1-propenylbenzene 

Downstream Products

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

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

Stereoselective Synthesis of 1-Arylpropan-2-amines from Allylbenzenes through a Wacker-Tsuji Oxidation-Biotransamination Sequential Process

Herein, a sequential and selective chemoenzymatic approach is described involving the metal-catalysed Wacker-Tsuji oxidation of allylbenzenes followed by the amine transaminase-catalysed biotransamination of the resulting 1-arylpropan-2-ones. Thus, a series of nine optically active 1-arylpropan-2-amines were obtained with good to very high conversions (74–92%) and excellent selectivities (>99% enantiomeric excess) in aqueous medium. The Wacker-Tsuji reaction has been exhaustively optimised searching for compatible conditions with the biotransamination experiments, using palladium(II) complexes as catalysts and iron(III) salts as terminal oxidants in aqueous media. The compatibility of palladium/iron systems for the chemical oxidation with commercially available and made in house amine transaminases was analysed, finding ideal conditions for the development of a general and stereoselective cascade sequence. Depending on the selectivity displayed by selected amine transaminase, it was possible to produce both 1-arylpropan-2-amines enantiomers under mild reaction conditions, compounds that present therapeutic properties or can be employed as synthetic intermediates of chiral drugs from the amphetamine family. (Figure presented.).

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.