98418-47-4

Basic information

• Product Name: Metroprolol succinate
• Synonyms: METOPROLOL SUCCINATE;metroprolol succinate;Metoprolol Succinate (200 mg);Metoprolol Succinate (200 mg)F0C4150.998mg/mg(ai);2-Propanol, 1-(4-(2-Methoxyethyl)phenoxy)-3-((1-Methylethyl)aMino)-, (+-)-, butanedioate (2:1) (salt);Metoprolol Succinate (ToprolX);rolol succinate;1-[4-(2-Methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol Butanedioate
• CAS NO: 98418-47-4
• Molecular Formula: 2C15H25NO3.C4H6O4
• Molecular Weight: 652.82
• EINECS: 1312995-182-4
• Mol File: 98418-47-4.mol

Chemical Properties

• Boiling Point: 398.6 °C at 760 mmHg
• Flash Point: 194.9 °C
• Appearance: /
• Vapor Pressure: 4.52E-07mmHg at 25°C
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Freely soluble in water, soluble in methanol, slightly soluble in ethanol (96 per cent), very slightly soluble in ethyl acetate.
• Stability: Hygroscopic
• CAS DataBase Reference: Metroprolol succinate(CAS DataBase Reference)
• NIST Chemistry Reference: Metroprolol succinate(98418-47-4)
• EPA Substance Registry System: Metroprolol succinate(98418-47-4)

Safety Data

• Hazardous Substances Data: 98418-47-4(Hazardous Substances Data)

Usage

Uses

Used in Cardiovascular Medicine:
Metroprolol succinate is used as an anti-hypertensive agent for the treatment of patients suffering from mild hypertension. It helps to lower blood pressure by blocking the effects of adrenaline on the heart, leading to a reduction in heart rate and blood pressure.
Used in Chronic Heart Failure Treatment:
Metroprolol succinate is used in the treatment of patients suffering from chronic heart failure. It helps to improve the heart's ability to pump blood and reduce the workload on the heart, thereby improving the symptoms and outcomes for patients with this condition.
Used in Pharmaceutical Industry:
Metroprolol succinate is used as an active pharmaceutical ingredient in the formulation of high blood pressure medications. It is available under the brand name Toprol, manufactured by AstraZeneca, and is widely prescribed by healthcare professionals for the management of hypertension and heart failure.

Antihypertensives

At present, it is a selective β1 receptor blocker which is widely used for high blood pressure, coronary heart disease, chronic heart failure and cardiac arrhythmia treatment,Metroprolol succinate is a conventional tablet of metoprolol , its elimination half-life is shorter than others, about 3 to 4 hours, so the plasma drug concentration fluctuation is great, and2 to 4 times daily medication is necessary. To overcome these disadvantages, AstraZeneca's recently introduced metoprolol succinate sustained-release tablet is a new depot metoprolol , once-daily medication can guarantee 24 hours of constant metoprolol plasma concentration and β1-receptor blocking effect .On clinical pharmacology and therapeutics ,it has many advantages. Clinically it is used for the treatment of hypertension, angina pectoris, chronic heart failure with left ventricular systolic dysfunction and stable symptoms. Oral, once a day, take preferably in the morning, it can be broken apart and taken, but you can not chew or crush,at least half a cup of liquid should be taken for delivery . At the same time food intake does not affect their bioavailability. Dosage should be individualized to avoid bradycardia. The following is an effective medication guide: high blood pressure: 47.5~95mg, once daily. Taking 95mg of metoprolol succinate sustained-release tablets may be ineffective in patients ,combine them with other anti-hypertensive drugs, preferably diuretics and dihydropyridine calcium antagonists, or increase the dose. Angina: 95~190mg, once daily.Combine them with nitrates or increase the dose if it is needed. The above information is edited by the lookchem of Tian Ye.

InChI:InChI=1/2C15H25NO3.C4H6O4/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-3(6)1-2-4(7)8/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2H2,(H,5,6)(H,7,8)

Upstream product

• 56718-71-9 4-(2-methoxyethyl)phenol 
• 56718-70-8 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane 
• 110-15-6 succinic acid 
• 75-31-0 isopropylamine 
• 106-89-8 epichlorohydrin 
• 81024-42-2 S-(-)-metoprolol 
• 51384-51-1 (RS)-metoprolol 

Relevant articles and documents

Method for continuously synthesizing metoprolol and salts thereof

The invention discloses a method for continuously synthesizing metoram, which comprises the following steps: (1) carrying out vacuum rectification on a 1-(2, 3-epoxypropoxy)-4-(2-methoxyethyl)benzene raw material to obtain a pure product with the purity of more than 99%, and preparing the pure product into an ethanol solution; (2) uniformly mixing the ethanol solution obtained in the step (1) with isopropylamine, feeding the mixture into a pipeline reactor, and reacting to obtain a metoprolol reaction solution; and (3) depressurizing the reaction liquid, and recovering isopropylamine in a rectifying tower, wherein the tower bottom liquid contains high-purity metoprolol. The purity of the raw materials reaches 99% or above through the rectification step, and colored impurities are also removed; when metoprolol is synthesized, a rapid reaction method of large excess of isopropylamine in the pipeline reactor is adopted, so that secondary condensation side reactions are obviously reduced, and the purity of metoprolol reaches 98% or above; and after metoprolol is salified with succinic acid, a crude drug finished product with the purity larger than 99.5% can be obtained through crystallization. The method is high in yield, low in cost and easy to operate, and is an environment-friendly process route capable of realizing industrial production.

Method for preparing metoprolol succinate

The invention relates to a method for preparing high-purity metoprolol succinate, which adopts a single solvent system to prepare the metoprolol succinate in a reverse dropping mode. The method is simple and convenient to operate, stable in process, high in salifying yield and purity, low in process cost, and has good practical value. A single conventional solvent is adopted, so that post-treatment and solvent recovery are facilitated, and the method is environment-friendly.

Succinic acid δ S-metoprolol of the crystal and its preparation method and application

The invention discloses a crystal form delta of metoprolol succinate. The crystal form comprises the following characteristic peaks shown in an X-ray powder diffraction pattern when the reflection angle is 2theta: 3.98+/-0.1, 7.95+/-0.1, 10.92+/-0.1, 12.28+/-0.1, 14.66+/-0.1, 16.02+/-0.1, 18.39+/-0.1, 19.77+/-0.1 and 20.99+/-0.1. The crystal form is good in stability and slow in dissolving rate. The invention also provides a preparation method and application of the crystal form. The method for preparing the crystal form delta of metoprolol succinate has the characteristics of high repeatability and strong operationality. The crystal form delta of metoprolol succinate is applicable to prepare pharmaceutical compositions and has important application meaning on preparation of medicines for treating hypertension.

Method for preparing metoprolol salt

The invention relates to a method for preparing a metoprolol salt which is simple to operate, high in yield, good in quality, low in cost and good in environmental-friendliness. According to the method provided by the invention, an acetone/water mixed solvent system is adopted, and an adverse dropping mode, that is, a mode that metoprolol is dropped into an organic acid solution, is adopted, so that the organic acid can be sufficiently dissolved, and a reaction can be sufficiently implemented, the reaction time can be greatly shortened, and the reaction conversion rate and the yield can be increased. The operation procedures are simplified, the time is shortened, the cost is lowered, and moreover, the quality of a product is greatly improved.

SYNTHESIS AND PREPARATIONS OF METOPROLOL AND ITS SALTS

The invention relates to an improved process for preparing metoprolol and its salts.

PROCESS FOR MANUFACTURE OF METOPROLOL AND SALTS THEREOF

Metoprolol manufacturing process with optimized reaction temperatures and reactant molar ratios, to avoid the manufacture of excessive epoxide intermediates, thus avoiding the need for purification of epoxide intermediates, thus achieving higher yields and higher-purity product than that seen in the prior art teachings.

Metoprolol manufacturing process

Metoprolol manufacturing process with optimized reaction temperatures and reactant molar ratios, to avoid the manufacture of excessive epoxide intermediates, thus avoiding the need for purification of epoxide intermediates, thus achieving higher yields and higher-purity product than that seen in the prior art teachings.