3-Hydroxy Carvedilol

Base Information

• Chemical Name: 3-Hydroxy Carvedilol
• CAS No.: 146574-43-8
• Molecular Formula: C₂₄H₂₆N₂O₅
• Molecular Weight: 422.481
• DSSTox Substance ID: DTXSID20932859
• Nikkaji Number: J524.739J
• ChEMBL ID: CHEMBL3741650
• Mol file: 146574-43-8.mol

Synonyms:(4-(2-hydroxy-3-((2-(2-methoxy-phenoxy)ethyl)amino)propoxyl)-9H-carbazol-3-ol);SB 211475;SB-211475

Chemical Property of 3-Hydroxy Carvedilol

Chemical Property:

• Vapor Pressure: 1.1E-20mmHg at 25°C
• Boiling Point: 702°C at 760 mmHg
• Flash Point: 378.3°C
• PSA: 95.97000
• Density: 1.305g/cm³
• LogP: 3.83450
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 422.18417193
• Heavy Atom Count: 31
• Complexity: 538

Purity/Quality:

99.90% ^*data from raw suppliers

3-HydroxyCarvedilol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCCNCC(COC2=C(C=CC3=C2C4=CC=CC=C4N3)O)O
• Uses: A vascularly inactive metabolite of Carvedilol (C184625). A novel antihypertensive agent, is a potent antioxidant.

Technology Process of 3-Hydroxy Carvedilol

There total 3 articles about 3-Hydroxy Carvedilol 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: 53.0%

2-(2-methoxy-phenoxy)-ethylamine (1836-62-0) + C15H13NO3 → 1-[3-hydroxycarbazolyl-(4)-oxy]-3-[2-(2-methoxyphenoxy)ethylamino]propanol-(2) (146574-43-8)

Guidance literature:

In isopropyl alcohol; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2015.11.008

Reference yield:

9H-carbazol-4-ol (52602-39-8) → 1-[3-hydroxycarbazolyl-(4)-oxy]-3-[2-(2-methoxyphenoxy)ethylamino]propanol-(2) (146574-43-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h

3: isopropyl alcohol / 18 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.bmcl.2015.11.008

Reference yield:

4-(2,3-epoxypropoxy)carbazole (51997-51-4,95093-96-2) → 1-[3-hydroxycarbazolyl-(4)-oxy]-3-[2-(2-methoxyphenoxy)ethylamino]propanol-(2) (146574-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h

2: isopropyl alcohol / 18 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.bmcl.2015.11.008

upstream raw materials:

9H-carbazol-4-ol

4-(2,3-epoxypropoxy)carbazole

2-(2-methoxy-phenoxy)-ethylamine

Refernces