(S)-(-)-O-DESMETHYLCARVEDILOL

Base Information

• Chemical Name: (S)-(-)-O-DESMETHYLCARVEDILOL
• CAS No.: 123372-13-4
• Molecular Formula: C₂₃H₂₄N₂O₄
• Molecular Weight: 392.455
• Mol file: 123372-13-4.mol

Synonyms:(S)-(-)-O-Desmethylcarvedilol

Chemical Property of (S)-(-)-O-DESMETHYLCARVEDILOL

Chemical Property:

• Melting Point: 155-156°C
• Refractive Index: 1.692
• PSA: 86.74000
• LogP: 3.82590
• Storage Temp.: -20°C Freezer

Purity/Quality:

90% ^*data from raw suppliers

(S)-(-)-O-DesmethylCarvedilol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An optically active metabolite of the nonselective -adrenergic blocker with a1-blocking activity. [a]D= -18.7 (c= 0.1 methanol An optically active metabolite of Carvedilol (C184625), a nonselective ?-adrenergic blocker with α1-blocking activity. [α]D= -18.7 (c= 0.1 methanol)

Technology Process of (S)-(-)-O-DESMETHYLCARVEDILOL

There total 6 articles about (S)-(-)-O-DESMETHYLCARVEDILOL 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%

5-[(9H-carbazol-4-yloxy)methyl]-3-[2-(2-hydroxyphenoxy)ethyl]-2-oxazolidinone (1479049-26-7) → Desmethylcarvedilol (72956-44-6,123372-13-4,123372-14-5)

Guidance literature:

With sodium hydroxide; In ethanol; Reflux;

DOI:10.1021/jm401090a

Reference yield:

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one (180987-80-8) → Desmethylcarvedilol (72956-44-6,123372-13-4,123372-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / 20 °C

2: sodium hydroxide / ethanol / Reflux

With boron tribromide; sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1021/jm401090a

Reference yield:

4-(2,3-epoxypropoxy)carbazole (51997-51-4,95093-96-2) → Desmethylcarvedilol (72956-44-6,123372-13-4,123372-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: isopropyl alcohol / 2 h / Reflux

2: triethylamine / dichloromethane / 5 h / 20 °C

3: boron tribromide / dichloromethane / 20 °C

4: sodium hydroxide / ethanol / Reflux

With boron tribromide; triethylamine; sodium hydroxide; In ethanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm401090a

upstream raw materials:

4-(2,3-epoxypropoxy)carbazole

2-(2-methoxy-phenoxy)-ethylamine

carvedilol

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one

Refernces

• 1、 Smith, Chris D.,Wang, Aixia,Vembaiyan, Kannan,Zhang, Jingqun,Xie, Cuihong,Zhou, Qiang,Wu, Guogen,Chen, S. R. Wayne,Back, Thomas G.. "Novel carvedilol analogues that suppress store-overload-induced Ca 2+ release". . p. 8626 - 8655. Retrieved 2013/12/04.