138457-18-8

Basic information

• Product Name: (S)-m-Methyl-a-phenylethylamine
• Synonyms: (S)-m-Methyl-a-phenylethylamine;Benzenemethanamine, α,3-dimethyl-, (αS)-;(S)-1-M-TOLYLETHANAMINE-HCl;(S)-1-M-TolylethanaMine hydrochloride;(1S)-1-(3-METHYLPHENYL)ETHYLAMINE;(S)-1-(3-methylphenyl)ethanamine,hydrochloride;(S)-1-(m-tolyl)ethan-1-amine
• CAS NO: 138457-18-8
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 0
• Product Categories: API intermediates
• Mol File: 138457-18-8.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (S)-m-Methyl-a-phenylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-m-Methyl-a-phenylethylamine(138457-18-8)
• EPA Substance Registry System: (S)-m-Methyl-a-phenylethylamine(138457-18-8)

Safety Data

• Hazardous Substances Data: 138457-18-8(Hazardous Substances Data)

Usage

General Description

(S)-m-Methyl-a-phenylethylamine, also known as ephedrine, is a chemical compound that belongs to the class of organic compounds known as phenylethylamines. It is a stimulant and appetite suppressant that acts on the central nervous system, similar to amphetamines. Ephedrine is used in the treatment of asthma, as well as for weight loss and performance enhancement in sports. It works by increasing the release of the neurotransmitter norepinephrine, which stimulates the body's fight or flight response, leading to increased heart rate, blood pressure, and metabolic rate. However, its use has been associated with serious side effects and health risks, prompting its regulation and restriction in many countries.

InChI:InChI=1/C9H13N.ClH/c1-7-4-3-5-9(6-7)8(2)10;/h3-6,8H,10H2,1-2H3;1H/t8-;/m0./s1

Upstream product

• 585-74-0 3-Methylacetophenone 
• 70138-19-1 1-(m-tolyl)ethylamine 
• 816431-99-9 C₉H₁₃N*C₁₂H₁₅NO₃ 
• 1630984-18-7 (S)-1-(m-tolyl)ethan-1-amine hydrochloride 
• 815-57-6 3-Methyl-2,4-pentanedione 

Downstream Products

• 355151-82-5 N-[(1S)-1-(3-methylphenyl)ethyl]-4-methylbenzenesulfonamide 
• 1227845-03-5 C₂₆H₃₁F₃N₂O₃ 

Relevant articles and documents

Deracemization of Racemic Amines to Enantiopure (R)- and (S)-amines by Biocatalytic Cascade Employing ω-Transaminase and Amine Dehydrogenase

A one-pot deracemization strategy for α-chiral amines is reported involving an enantioselective deamination to the corresponding ketone followed by a stereoselective amination by enantiocomplementary biocatalysts. Notably, this cascade employing a ω-transaminase and amine dehydrogenase enabled the access to both (R)-and (S)-amine products, just by controlling the directions of the reactions catalyzed by them. A wide range of (R)-and (S)-amines was obtained with excellent conversions (>80 %) and enantiomeric excess (>99 % ee). Finally, preparative scale syntheses led to obtain enantiopure (R)- and (S)-13 with the isolated yields of 53 and 75 %, respectively.

PYRIMIDINEDIONE COMPOUNDS AGAINST CARDIAC CONDITIONS

Provided are novel pyrimidine dione compounds and pharmaceutically acceptable salts thereof, that are useful for the treatment of hypertrophic cardiomyopathy (HCM) and conditions associated with left ventricular hypertrophy or diastolic dysfunction. The synthesis and characterization of the compounds and pharmaceutically acceptable salts thereof, are described, as well as methods for treating HCM and other forms of heart disease.

Organocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine

An asymmetric biomimetic transamination of aromatic ketones to optically active amines with o-HOPhCH2NH2 as amine source catalyzed by hydroquinine-derived chiral base is described. Up to 85% ee was obtained.