N-Acetylpropranolol

Base Information

• Chemical Name: N-Acetylpropranolol
• CAS No.: 2007-11-6
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.386
• UNII: AW44QKZ2SH
• DSSTox Substance ID: DTXSID40942091
• Nikkaji Number: J2.190.807J
• Mol file: 2007-11-6.mol

Synonyms:N-Acetylpropranolol;2007-11-6;Propranolol N-Acetyl Impurity;AW44QKZ2SH;N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-n-isopropylacetamide;N-(2-hydroxy-3-naphthalen-1-yloxypropyl)-N-propan-2-ylacetamide;Acetamide, N-(2-hydroxy-3-(1-naphthalenyloxy)propyl)-N-(1-methylethyl)-;UNII-AW44QKZ2SH;SCHEMBL9330158;DTXSID40942091;F19345;N-{2-Hydroxy-3-[(naphthalen-1-yl)oxy]propyl}-N-(propan-2-yl)acetamide

Chemical Property of N-Acetylpropranolol

Chemical Property:

• PSA: 49.77000
• LogP: 2.83640
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 301.16779360
• Heavy Atom Count: 22
• Complexity: 358

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(CC(COC1=CC=CC2=CC=CC=C21)O)C(=O)C
• Uses: N-Acetylpropranolol is an impurity of propranolol (CAS: 525-66-6). β?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).

Technology Process of N-Acetylpropranolol

There total 10 articles about N-Acetylpropranolol 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: 78.0%

N-[2-acetyloxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (70153-33-2) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.lfs.2005.04.033

Reference yield: 46.0%

acetic anhydride (108-24-7) + propranolol (525-66-6) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6)

Guidance literature:

In tetrahydrofuran; for 15h;

DOI:10.1002/jps.2600710721

Reference yield:

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate (129459-75-2) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6) + propranolol (525-66-6)

Guidance literature:

With potassium hydroxide; In water; acetone; at 25 ℃; Rate constant;

upstream raw materials:

O-acetylpropranolol hydrochloride

acetic anhydride

propranolol

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate