Propranolol acetate

Base Information

• Chemical Name: Propranolol acetate
• CAS No.: 129459-75-2
• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.386
• DSSTox Substance ID: DTXSID90875067
• Nikkaji Number: J546.530C
• Mol file: 129459-75-2.mol

Synonyms:Propranolol acetate;(RS)-O-Acetylpropranolol;DTXSID90875067;1-(Isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate;2-(Isopropylamino)-1-[(1-naphthyloxy)methyl]ethyl acetate #;2-PROPANOL, 1-[(1-METHYLETHYL)AMINO]-3-(1-NAPHTH;1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-yl acetate;129459-75-2;4290-62-4

Chemical Property of Propranolol acetate

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 301.16779360
• Heavy Atom Count: 22
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC2=CC=CC=C21)OC(=O)C

Technology Process of Propranolol acetate

There total 4 articles about Propranolol acetate 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:

acetic anhydride (108-24-7) + propranolol (525-66-6) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6) + 1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate (129459-75-2) + N-[2-acetyloxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (70153-33-2)

Guidance literature:

With sodium hydrogencarbonate; In chloroform; at 45 ℃; for 24h;

DOI:10.1155/2020/9597426

Reference yield:

Inderal (318-98-9) + acetyl chloride (75-36-5) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6) + 1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate (129459-75-2)

Guidance literature:

In dichloromethane; for 2h; Overall yield = 85 %Chromat.; chemoselective reaction; Reflux;

DOI:10.1016/j.molcatb.2013.09.019

Reference yield:

α-naphthol (90-15-3) → N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (2007-11-6) + 1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate (129459-75-2) + N-[2-acetyloxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide (70153-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / ethanol; water / 0.5 h

1.2: 0.5 h

2.1: methanol / 48 h / 45 °C

3.1: sodium hydrogencarbonate / chloroform / 24 h / 45 °C

With sodium hydrogencarbonate; potassium hydroxide; In methanol; ethanol; chloroform; water;

DOI:10.1155/2020/9597426

upstream raw materials:

Inderal

acetyl chloride

α-naphthol

3-(1-naphthyloxy)-1,2-epoxypropane

Downstream raw materials:

propranolol

N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

(R)-propranolol