2-(2-Aminoethyl)phenol

Base Information

• Chemical Name: 2-(2-Aminoethyl)phenol
• CAS No.: 2039-66-9
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• European Community (EC) Number: 218-016-3
• DSSTox Substance ID: DTXSID50174326
• Nikkaji Number: J124.931B
• Wikidata: Q27216106
• ChEMBL ID: CHEMBL367501
• Mol file: 2039-66-9.mol

Synonyms:2-(2-Aminoethyl)phenol;2039-66-9;o-tyramine;2-(2-Hydroxyphenyl)Ethylamine;2-(2-Amino-ethyl)-phenol;2-tyramine;EINECS 218-016-3;MFCD00192585;PHENOL, 2-(2-AMINOETHYL)-;CHEMBL367501;o-hydroxyphenylethylamine;2-(2-Aminoethyl)phenol #;SCHEMBL1427697;SCHEMBL10426086;AMY4283;DTXSID50174326;CHEBI:125487;2-(2-hydroxy-phenyl)-ethyl-amine;CS-D0421;BDBM50240920;AKOS000155705;DS-3888;MB00877;SY040467;A4439;FT-0650908;EN300-58297;BRD-K10283649-001-01-0;Q27216106

Chemical Property of 2-(2-Aminoethyl)phenol

Chemical Property:

• Vapor Pressure: 0.00871mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 258 °C at 760 mmHg
• Flash Point: 109.9 °C
• PSA: 46.25000
• Density: 1.103g/cm³
• LogP: 1.59370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99.5% ^*data from raw suppliers

o-Tyramine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCN)O
• Description: 2-Hydroxyphenethylamine (also known as phenylethanolamine) is a kind of trace amine found in the brain. It may modulate the sympathetic functions. It has strong cardiovascular activity, and can be used as a drug to produce topical vasoconstriction. Its derivatives are adrenergic agonists and antagonists, and have the potential for the treatment of respiratory diseases.
• Uses: 2-(2-aminoethyl)phenol is a ortho-hydroxylated phenylethylamine present in urine of patients with affective disorder following (MAO-inhibiting) antidepressant drug treatment. It has been used in studies as a substrate of monoa mine oxidase B and was revealed to be a potential inactivator of MAO-B. A ortho-hydroxylated phenylethylamine present in urine of patients with affective disorder following (MAO-inhibiting) antidepressant drug treatment. It has been used in studies as a substrate of monoamine oxidase B and was revealed to be a potential inactivator of MAO-B.

Technology Process of 2-(2-Aminoethyl)phenol

There total 27 articles about 2-(2-Aminoethyl)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-hydroxybenzyl cyanide (14714-50-2) → o-tyramine (2039-66-9)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.9b00595

Reference yield: 92.0%

1-(β-Aminoethyl)benzene Oxide (73971-96-7) → o-tyramine (2039-66-9)

Guidance literature:

With sodium azide; In various solvent(s); for 0.75h;

DOI:10.1021/jo01304a002

Reference yield: 66.0%

2-(2-hydroxyphenyl)acetamide (22446-40-8) → o-tyramine (2039-66-9)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran;

upstream raw materials:

2-(2-nitro-vinyl)-phenol

3-(2-hydroxyphenyl)-propionamide

o-methoxy-2-phenylethylamine

3-(β-Aminoethyl)benzene Oxide

Downstream raw materials:

N-Isopropyl-2-hydroxy-phenyl-ethylamin

2,2,3,3,3-Pentafluoro-propionic acid 2-[2-(2,2,3,3,3-pentafluoro-propionylamino)-ethyl]-phenyl ester

2-<<2-(2-hydroxyphenyl)ethyl>amino>-1,4-naphthoquinone

2,3-dimethyl-6-<<2-(2-hydroxyphenyl)ethyl>amino>quinoxaline-5,8-dione

Refernces

• 1、 Schwartz et al.. "". . p. 2502. Retrieved 1976.
• 2、 Gaiser, Birgit I.,Danielsen, Mia,Marcher-R?rsted, Emil,R?pke J?rgensen, Kira,Wróbel, Tomasz M.,Frykman, Mikael,Johansson, Henrik,Br?uner-Osborne, Hans,Gloriam, David E.,Mathiesen, Jesper Mosolff,Sejer Pedersen, Daniel. "Probing the Existence of a Metastable Binding Site at the β2-Adrenergic Receptor with Homobivalent Bitopic Ligands". . p. 7806 - 7839. Retrieved 2019/09/07.