123982-81-0

Basic information

• Product Name: (S)-3-(1-AMINO-ETHYL)-PHENOL
• Synonyms: 3-[(1S)-1-AMINOETHYL]PHENOL;(S)-3-(1-AMINO-ETHYL)-PHENOL;Phenol, 3-[(1S)-1-aminoethyl]-;S-3-Hydroxy-α-methylbenzylamine
• CAS NO: 123982-81-0
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Product Categories: pharmacetical
• Mol File: 123982-81-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 266.3 °C at 760 mmHg
• Flash Point: 114.9 °C
• Appearance: white like or light brown crystalline powder
• Density: 1.096 g/cm³
• Vapor Pressure: 0.0053mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: (S)-3-(1-AMINO-ETHYL)-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-(1-AMINO-ETHYL)-PHENOL(123982-81-0)
• EPA Substance Registry System: (S)-3-(1-AMINO-ETHYL)-PHENOL(123982-81-0)

Safety Data

• Hazardous Substances Data: 123982-81-0(Hazardous Substances Data)

Usage

Description

(S)-3-(1-AMINO-ETHYL)-PHENOL, also known as (S)-3-(1-Aminoethyl)phenol, is an organic compound with a phenol core and an aminoethyl side chain. It is a chiral molecule, meaning it has a specific spatial arrangement of atoms, which is crucial for its reactivity and applications. (S)-3-(1-AMINO-ETHYL)-PHENOL is characterized by its unique chemical structure, which allows it to participate in various chemical reactions and be used in the synthesis of other compounds.

Uses

Used in Pharmaceutical Industry:
(S)-3-(1-AMINO-ETHYL)-PHENOL is used as a reagent for the synthesis of optically active α-arylethylamines. These α-arylethylamines are important intermediates in the development of various pharmaceutical compounds, including those with potential applications in the treatment of neurological disorders, cardiovascular diseases, and other medical conditions. The optical activity of (S)-3-(1-AMINO-ETHYL)-PHENOL ensures that the synthesized compounds have the desired stereochemistry, which is essential for their biological activity and efficacy.
Used in Chemical Synthesis:
In the field of chemical synthesis, (S)-3-(1-AMINO-ETHYL)-PHENOL serves as a versatile building block for the creation of a wide range of organic compounds. Its unique structure allows it to be used in various reactions, such as condensation, substitution, and rearrangement reactions, to produce a diverse array of products. These synthesized compounds can be further utilized in various applications, including the development of new materials, catalysts, and other specialty chemicals.
Used in Research and Development:
(S)-3-(1-AMINO-ETHYL)-PHENOL is also valuable in research and development, particularly in the field of asymmetric synthesis and chiral chemistry. Its unique stereochemistry makes it an ideal candidate for studying the effects of chirality on chemical reactivity and the development of novel synthetic methods. Additionally, it can be used as a reference compound for the development and optimization of analytical techniques, such as chiral chromatography and spectroscopy, which are essential for the characterization and analysis of chiral compounds.

InChI:InChI=1/C8H11NO/c1-6(9)7-3-2-4-8(10)5-7/h2-6,10H,9H2,1H3/t6-/m0/s1

Upstream product

• 63720-38-7 3-hydroxy-α-methylbenzylamine 
• 34068-01-4 1-[3-(phenylmethoxy)phenyl]ethan-1-one 
• 50919-07-8 1-(3-methoxy-phenyl)-ethylamine 
• 121-71-1 3-Hydroxyacetophenone 
• 50919-07-8 (S)-1-(3-methoxyphenyl)ethylamine 
• 218900-56-2 (S)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester 
• 2454-35-5 3-acetylphenyl acetate 

Downstream Products

• 477312-35-9 (S)-[1-(3-morpholin-4-yl-phenyl)ethyl]-carbamic acid tert-butyl ester 
• 477312-33-7 (S)-trifluoromethanesulfonic acid 3-(1-tert-butoxycarbonylamino-ethyl)-phenyl ester 

Relevant articles and documents

Discovery of (S,E)-3-(2-fluorophenyl)-N-(1-(3-(pyridin-3-yloxy)phenyl) ethyl)-acrylamide as a potent and efficacious KCNQ2 (Kv7.2) opener for the treatment of neuropathic pain

Acrylamide (S)-6, a potent and efficacious KCNQ2 (Kv7.2) opener, demonstrated significant activity in two models of neuropathic pain and in the formalin test, suggesting that KCNQ2 openers may be useful in the treatment of neuropathic pain including diabetic neuropathy.

Method for Preparing an Optically Active 1-(3-hydroxyphenyl)ethylamine

PURPOSE: A producing method of optically active 1-(3-hydroxyphenyl)ethylamine with the optical activity is provided to economically mass produce the 1-(3-hydroxyphenyl)ethylamine. CONSTITUTION: A producing method of optically active 1-(3-hydroxyphenyl)ethylamine comprises a step of reacting racemic 1-(3-hydroxyphenyl)ethylamine, with D-tartaric acid or L-tartaric acid to obtain semi tartarate, and a step of hydrolyzing the semi tartarate to form (S)- or (R)-1-(3-hydroxyphenyl)ethylamine.

Biocatalysts and methods for the synthesis of (S)-3-(1-aminoethyl)-phenol

The present disclosure provides engineered transaminase polypeptides having improved properties as compared to naturally occurring transaminases including the ability of converting the substrate, 3′-hydroxyacetophenone to (S)-3-(1-aminoethyl)-phenol in enantiomeric excess and high percentage conversion. Also provided are polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to synthesize (S)-3-(1-aminoethyl)-phenol and related compounds useful in the production of active pharmaceutical ingredients.