4-Hydroxypropranolol HCl

Base Information

• Chemical Name: 4-Hydroxypropranolol HCl
• CAS No.: 14133-90-5
• Deprecated CAS: 69233-16-5
• Molecular Formula: C₁₆H₂₁NO₃*ClH
• Molecular Weight: 311.809
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID40388470,DTXSID70931074
• Mol file: 14133-90-5.mol

Synonyms:1-(4-hydroxynaphth-1-yloxy)-3-isopropylamino-2- propanol;4-hydroxypropranolol;4-hydroxypropranolol hydrochloride;4-hydroxypropranolol hydrochloride, (+-)-isomer;4-hydroxypropranolol, (+-)-isomer;4-hydroxypropranolol, (R)-isomer;4-hydroxypropranolol, (S)-isomer

Chemical Property of 4-Hydroxypropranolol HCl

Chemical Property:

• Melting Point: 156-158°C
• Boiling Point: 487.5°Cat760mmHg
• Flash Point: 248.6°C
• PSA: 61.72000
• Density: 1.168g/cm³
• LogP: 3.47600
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 311.1288213
• Heavy Atom Count: 21
• Complexity: 285

Purity/Quality:

99%min ^*data from raw suppliers

rac-4-HydroxyPropranololHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=C(C2=CC=CC=C21)O)O.Cl
• Uses: The main metabolite of (R)-Propranolol The main metabolite of (S)-Propranolol A metabolite of Propranolol.

Technology Process of 4-Hydroxypropranolol HCl

There total 2 articles about 4-Hydroxypropranolol HCl 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: 61.0%

(+/-)-1-(4-benzyloxy-2-naphthyloxy)-3-(isopropylamino)propan-2-ol hydrochloride → 4-Hydroxypropranolol hydrochloride (14133-90-5,135201-50-2,135201-49-9)

Guidance literature:

With hydrogen; 20 percent palladium hydroxide /C; In ethanol; at 20 ℃; for 1.5h; under 760 Torr;

DOI:10.1016/S0957-4166(01)00122-7

Reference yield:

1-(4-Isopropoxy-naphthalen-1-yloxy)-3-isopropylamino-propan-2-ol (107396-85-0) → 4-Hydroxypropranolol hydrochloride (14133-90-5,135201-50-2,135201-49-9)

Guidance literature:

With hydrogenchloride; boron trifluoride; Yield given. Multistep reaction; 1.) ether, 20-25 deg C, 2.) methylene chloride, -10 deg C, 20 min;

upstream raw materials:

1-(4-Isopropoxy-naphthalen-1-yloxy)-3-isopropylamino-propan-2-ol

Refernces

• 1、 Padmapriya, Abeysinghe A.,Wang, Zhi-Yuan,Just, George. "AN IMPROVED SYNTHESIS OF 4-HYDROXYPROPRANOLOL". . p. 571 - 574. Retrieved 2007/10/02.