Metoprolol

Base Information

• Chemical Name: Metoprolol
• CAS No.: 37350-58-6
• Molecular Formula: C15H25NO3
• Molecular Weight: 267.37
• Mol file: 37350-58-6.mol

Synonyms:2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-;1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol;Corvitol;Minax;Presolol;Seroken;Toprol;UNII-GEB06NHM23;

Chemical Property of Metoprolol

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 1.02E-17mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 398.6 °C at 760 mmHg
• Flash Point: 194.9 °C
• PSA: 50.72000
• Density: 1.033 g/cm³
• LogP: 2.00410

Purity/Quality:

99%min. ^*data from raw suppliers

METOPROLOL TARTARIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Metoprolol is used in moderate hypertension, serious conditions of myocardial infarction, for preventing death of cardiovascular tissue, in angina, tachycardia, extrasystole, and for secondary prophylaxis after a heart attack. Antiadrenergic (β-receptor). Metoprolol is a β-adrenergic blocking antihypertensive and antianginal agent; to treat raised blood pressure; to prevent attacks of angina (pain from an inadequate oxygen supply to the heart); after a heart attack to prevent further damage to the heart muscle; treatment of some disturbances of heart rhythm; used to help prevent attacks of migraine; in ophthalmic preparations; treatment of myocardial infarcts.
• Therapeutic Function: Beta-adrenergic blocker

Technology Process of Metoprolol

There total 39 articles about Metoprolol 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: 99.58%

isopropylamine (75-31-0) + 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane (56718-70-8) → (RS)-metoprolol (51384-51-1,37350-58-6)

Guidance literature:

In ethanol; at 50 - 92 ℃; Temperature; Flow reactor;

Reference yield: 93.0%

2,2'-methylenedioxybis<(S)-N-isopropyl-3-p-(2-methoxyethyl)phenoxypropylamine> (104450-91-1) → S-(-)-metoprolol (81024-42-2,37350-58-6)

Guidance literature:

With sulfuric acid; In methanol; Heating;

Reference yield: 90.0%

→ (RS)-metoprolol (51384-51-1,37350-58-6)

Guidance literature:

upstream raw materials:

3-[4-(2-methoxyethyl)phenoxy]propylene

isopropylamine

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

4-(2-methoxyethyl)phenol

Downstream raw materials:

(1'S,2R)-3-<4-(1-hydroxy-2-methyloxyethyl)phenoxy>-1-(isopropylamino)-2-propanol

(1'R,2R)-3-<4-(1-hydroxy-2-methyloxyethyl)phenoxy>-1-(isopropylamino)-2-propanol

(1'S,2S)-3-<4-(1-hydroxy-2-methyloxyethyl)phenoxy>-1-(isopropylamino)-2-propanol

(1'R,2S)-3-<4-(1-hydroxy-2-methyloxyethyl)phenoxy>-1-(isopropylamino)-2-propanol

Refernces

• 1、 Svensson, Olof,Josefson, Mats,Langkilde, Frans W.. "The synthesis of metoprolol monitored using Raman spectroscopy and chemometrics". . p. 141 - 155. Retrieved 2000.
• 2、 Shuang, Yazhou,Liao, Yuqin,Wang, Hui,Wang, Yuanxing,Li, Laisheng. "Preparation and evaluation of a triazole-bridged bis(β-cyclodextrin)–bonded chiral stationary phase for HPLC". . p. 168 - 184. Retrieved 2019/11/25.