17279-41-3

Usage

Uses

Used in Pharmaceutical Industry:
Methamphetamine is used as a central nervous system stimulant for the treatment of attention deficit hyperactivity disorder (ADHD) and obesity, under strict medical supervision and with a valid prescription. It helps to increase focus and attention in individuals with ADHD, and it can also suppress appetite, leading to weight loss in cases of obesity.
However, it is crucial to note that the use of methamphetamine for medical purposes is highly regulated and limited due to its high potential for abuse and severe negative effects on the body, including rapid heart rate, increased blood pressure, and damage to the brain and other organs.

InChI:InChI=1/C11H17NO2/c1-8(12)6-9-4-5-10(13-2)11(7-9)14-3/h4-5,7-8H,6,12H2,1-3H3/t8-/m0/s1

Upstream product

• 186581-53-3 diazomethane 
• 2410-01-7 (+)(L)-2-<3,4-Dihydroxy-phenyl>-1-methyl-aethylamin 
• 120-26-3 2-(3,4-dimethoxyphenyl)-1-methylethylamine 
• 97-53-0 4-allylguaiacol 
• 776-99-8 3,4-dimethoxyphenylacetone 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 121-33-5 vanillin 
• 91-16-7 1,2-dimethoxybenzene 
• 97589-57-6 (S)-2--1-(3,4-dimethoxyphenyl)propane 
• 97590-48-2 (S)-N-(trifluoroacetyl)-α-amino-3',4'-dimethoxypropiophenone 

Downstream Products

• 94564-14-4 (S)-1-<2-(3,4-Dimethoxyphenyl)-1-methylethyl>pyrimidin-2,4,6(1H,3H,5H)-trion 

Relevant academic research and scientific papers

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.).

Enantiomeric separation of Novel Psychoactive Substances by capillary electrophoresis using (+)-18-crown-6-tetracarboxylic acid as chiral selector

In the recent years, hundreds of Novel Psychoactive Substances (NPS) have entered both the European and the global drug market. These drugs, which are mainly used for recreational matters, have caused serious social problems. Every year, the spectrum of these misused drugs is enlarged by new derivatives, which are produced by modifications of basic structures of already well-known substances. Additionally, a lot of them possess a stereogenic center which leads to 2 enantiomeric forms. The fact that the pharmacological effects and potencies of the enantiomers of these chiral NPS may differ can be assumed from a broad spectrum of active pharmaceutical ingredients. For this reason, analytical method development regarding enantiomeric separation for these classes of substances is of great pharmaceutical and medical interest. The aim of this work was to create an easy-to-prepare chiral capillary electrophoresis method for the enantioseparation of NPS which contains a primary amino group by means of (+)-18-crown-6-tetracarboxylic acid as chiral selector. Novel Psychoactive Substances were purchased at various Internet stores or represent samples seized by Austrian police. The effects of selector concentration, the electrolyte composition, and the addition of organic modifiers to the background electrolyte on enantioseparation were investigated. Under optimized conditions, the use of 20-mM (+)-18-crown-6-tetracarboxylic acid, 10-mM Tris, and 30-mM citric acid buffer at pH 2.10 turned out to be effective. Fifteen of 24 tested NPS were resolved in their enantiomers within 15?minutes. It was found that all NPS were traded as racemic mixtures.

N-(Trifluoroacetyl)-α-amino Acid Chlorides as Chiral Reagents for Friedel-Crafts Synthesis

Chiral N-(trifluoroacetyl)-α-amino acid chlorides unergo Friedel-Crafts reaction with benzene and 1,2-dimethoxybenzene under mild conditions commonly with complete (>99percent) preservation of configurational identity.The resultant (trifluoroacetyl)amino ketones may be deoxygenated with Et3SiH or H2/Pd-C in acidic media to the corresponding N-(trifluoroacetyl)-β-arylalkylamines likewise without loss of configurational purity.

Asymmetric synthesis of phenylisopropylamines

The synthesis of enantiomers of a series of methoxy- and alkyl- substituted phenylisopropylamines is described. The synthesis comprises reducing the imines, formed by the reaction of appropriate phenylacetones with either (+)- or (-)-α-methylbenzylamine, by low-pressure reduction techniques, and subsequently subjecting the optically active N-(α-phenethyl)phenylisopropylamine derivative to hydrogenolysis. The hydrogenolysis products are characterized by enantiomeric purities in the range of 96 - 99%. Yields of products are approximately 60%.