1-Amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol

Base Information

• Chemical Name: 1-Amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
• CAS No.: 74027-60-4
• Molecular Formula: C12H19NO3
• Molecular Weight: 225.28400
• European Community (EC) Number: 826-168-2
• DSSTox Substance ID: DTXSID30435689
• Nikkaji Number: J437.460F
• Mol file: 74027-60-4.mol

Synonyms:74027-60-4;1-amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol;1-Amino-3-[4-(2-methoxyethyl)phenoxy]-2-propanol;N-Desisopropylmetoprolol (1-Amino-3-[4-(2-methoxyethyl)phenoxy]-2-propanol);SCHEMBL11093561;DTXSID30435689;CS-0243896;FT-0666046;EN300-269684;2-Propanol, 1-amino-3-[4-(2-methoxyethyl)phenoxy]-;N-Desisopropylmetoprolol

Chemical Property of 1-Amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol

Chemical Property:

• Melting Point: 63-66°C
• PSA: 64.71000
• LogP: 1.27420
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 225.13649347
• Heavy Atom Count: 16
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

N-DesisopropylMetoprolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCC1=CC=C(C=C1)OCC(CN)O
• Uses: An oxidation product and potential metabolite of Metoprolol (M338790).

Technology Process of 1-Amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol

There total 4 articles about 1-Amino-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol 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:

(RS)-metoprolol (51384-51-1,37350-58-6) → 1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol (74027-60-4)

Guidance literature:

With oxygen; In acetonitrile; at 60 ℃; for 2h; Solvent;

Reference yield:

1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol (2:1) dextro-tartrate salt → 1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol (74027-60-4) + 4-(3-Amino-2-hydroxy-propoxy)-phenol (16757-32-7)

Guidance literature:

With dihydrogen peroxide; at 25 ℃; for 0.05h; pH=Ca. 5.6; Reagent/catalyst; UV-irradiation;

DOI:10.1016/j.cattod.2021.06.014

Reference yield:

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane (56718-70-8) → 1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol (74027-60-4)

Guidance literature:

With ammonia; In water;

upstream raw materials:

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

(RS)-metoprolol

Downstream raw materials:

1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol

C₂₄H₃₃NO₁₀

Refernces

• 1、 -. "MEANS AND METHODS FOR THE N-DEALKYLATION OF AMINES". Page/Page column 19; 20. . Retrieved 2017/11/10.
• 2、 -. "MERGED ION CHANNEL MODULATING COMPOUNDS AND USES THEREOF". Page/Page column 77, 78. . Retrieved 2008/06/13.