63720-38-7

Basic information

• Product Name: 3-(1-aminoethyl)phenol
• Synonyms: 3-(1-aminoethyl)phenol;AKOS BBV-011037;UKRORGSYN-BB BBV-011037;3-(1-Aminoethyl)-phenol HBr
• CAS NO: 63720-38-7
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Mol File: 63720-38-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 177-180 °C(Solv: ethanol (64-17-5))
• Boiling Point: 266.3±15.0 °C(Predicted)
• Appearance: /
• Density: 1.096±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.86±0.10(Predicted)
• CAS DataBase Reference: 3-(1-aminoethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-aminoethyl)phenol(63720-38-7)
• EPA Substance Registry System: 3-(1-aminoethyl)phenol(63720-38-7)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• Hazardous Substances Data: 63720-38-7(Hazardous Substances Data)

Usage

Uses

3-(1-Aminoethyl)phenol is a useful reactant for the synthesis roxadustat, a drug that is used to stimulate the production of hemoglobin and red blood cells.

Upstream product

• 218900-56-2 (S)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester 
• 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 
• 2454-35-5 3-acetylphenyl acetate 

Downstream Products

• 53389-75-6 N-Chloracetyl-1-(3-hydroxy-phenyl)-aethylamin 
• 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 
• 105601-04-5 (+/-)-3-<1-(Dimethylamino)ethyl>phenol 

Relevant articles and documents

Method for separating chiral amine compound and intermediate thereof

The present invention discloses a method for separating a chiral amine compound and an intermediate thereof. The method comprises the following steps: salt forming reaction of the chiral amine compounds and a resolving agent in a solvent; the chiral amine compound is 3-(1-aminoethyl) phenol, (2R, 3S) 4-amino-1, 2, 3-cyclopentyl triol or trans-cyclohexanediamine; the resolving agent is L-alpha-amino acid, an L-alpha-amino acid derivative, D-alpha amino acid or a D-alpha amino acid derivative; the method can be used for better separation of the chiral amine compound, the method has high yield and low cost, and is suitable for industrialized production.

Stereoselective Metal-Free Reduction of Chiral Imines in Batch and Flow Mode: A Convenient Strategy for the Synthesis of Chiral Active Pharmaceutical Ingredients

The convenient, metal-free reduction of imines that contain an inexpensive and removable chiral auxiliary allowed for the synthesis of the immediate precursors of chiral active pharmaceutical ingredients (APIs). This protocol was carried out under batch and flow conditions to give the correspoding products in high yields with almost complete stereocontrol. In the presence of trichlorosilane, an inexpensive and nontoxic reducing agent, and an achiral Lewis base such as N,N-dimethylformamide, the formal syntheses of Rivastgmine, calcimimetic NPS R-568, and a Rho kinases inhibitor were successfully accomplished. For the first time, both the diastereoselective imine reduction and the auxiliary removal were efficiently performed in a micro- or mesoreactor under continuous-flow conditions, which paved the way towards the development of a practical process for the syntheses of industrially relevant, biologically active, enantiopure N-alkylamines.

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.