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Metoprolol

CAS No.
37350-58-6
Chemical Name:
Metoprolol
Synonyms
cgp2175;Metroprolol;Metoprolol Base;H-23/96;CGP 2175;metoprol;Metoprorol;Metoprolol;Methoprorol;Lopresoretic
CBNumber:
CB4165974
Molecular Formula:
C15H25NO3
Molecular Weight:
267.36
MDL Number:
MFCD00599534
MOL File:
37350-58-6.mol
Last updated:2023-11-24 18:23:39

Metoprolol Properties

Boiling point 410.55°C (rough estimate)
Density 1.0281 (rough estimate)
refractive index 1.5000 (estimate)
CAS DataBase Reference 37350-58-6(CAS DataBase Reference)
FDA UNII GEB06NHM23
NIST Chemistry Reference Metoprolol(37350-58-6)

Metoprolol price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0003353 METOPROLOL TARTARIC ACID 95.00% 37350-58-6 50MG $1042.97 2021-12-16 Buy
American Custom Chemicals Corporation API0003353 METOPROLOL TARTARIC ACID 95.00% 37350-58-6 100MG $1680 2021-12-16 Buy
Product number Packaging Price Buy
API0003353 50MG $1042.97 Buy
API0003353 100MG $1680 Buy

Metoprolol Chemical Properties,Uses,Production

Originator

Betaloc,Astra,UK,1975

Uses

Antiadrenergic (β-receptor).

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.

Uses

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.

Definition

ChEBI: Metoprolol is a propanolamine that is 1-(propan-2-ylamino)propan-2-ol substituted by a 4-(2-methoxyethyl)phenoxy group at position 1. It has a role as a beta-adrenergic antagonist, an antihypertensive agent, a xenobiotic, an environmental contaminant and a geroprotector. It is a propanolamine, an aromatic ether, a secondary alcohol and a secondary amino compound.

Manufacturing Process

The starting material 1,2-epoxy-3-[p-(β-methoxyethyl)phenoxy]-propane was obtained from p-(β-methoxyethyl)-phenol which was reacted with epichlorohydrin whereafter the reaction product was distilled at 118°C to 128°C at a pressure of 0.35mm Hg.
1,2-Epoxy-3-[p-(β-methoxyethyl)-phenoxy]-propane (16.7g) was dissolved in 50 ml isopropanol and mixed with 20 ml isopropylamine. The mixture was heated in an autoclave on boiling water-bath overnight, whereafter it was evaporated and the remainder dissolved in 2 N HCI. The solution was extracted first with ether and thereafter with methylene chloride. After evaporating the methylene chloride phase, the hydrochloride of 1- isopropylamino-3-[p(β-methoxyethyl)-phenoxy] -propanol-2 was obtained which, after recrystallization from ethyl acetate, weighed 10.4 g. Melting point 83°C. Equivalent weight: found 304.0, calculated 303.8.
The hydrochloride is then converted to the tartrate.

brand name

Lopressor (Novartis).

Therapeutic Function

Beta-adrenergic blocker

Mechanism of action

Unlike propranolol, which blocks both β1 and β2-adrenoreceptors, metroprolol exhibits cardioselective action, i.e. in therapeutic doses, it blocks β1-adrenoreceptors with insignificant effects on β2-adrenoreceptors.

Synthesis

Metoprolol, 1-(iso-propylamino)-3-[4??(2-methoxyethyl)phenoxy]-2- propanol (12.1.5), is synthesized by reacting 4-(2-methoxyethyl)phenol with epichlorhydride in the presence of a base, isolating 1,2-epoxy-3-[4??(2-methoxyethyl)phenoxy] propane (12.1.4), the subsequent reaction of which, analogous to that described before, with iso-propylamine, gives an opening of the epoxide ring and leads to the formation of metoprolol (12.1.5) [7,8].

Synthesis_37350-58-6

Metabolism

The pharmacokinetic profile of metoprolol (Lopressor) is similar to that of propranolol. Metoprolol is readily and rapidly absorbed after oral administration and is subject to a significant amount of first-pass metabolism by the liver. Curiously, the duration of metoprolol’s action is longer than one would predict from its plasma half-life, which ranges from 0.5 to 2.5 hours. The degree of binding of metoprolol to plasma proteins is modest (10%). The extensive distribution of metoprolol to the lungs and kidney is typical of a moderately lipophilic drug. Metoprolol undergoes considerable metabolism;only 3 to 10% of an administered dose is recovered as unchanged drug.The metabolites are essentially inactive as -receptor blocking agents and are eliminated primarily by renal excretion. Small amounts of the drug are present in the feces.

Metoprolol Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 131)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Quanjinci New Material Co.,Ltd.
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+86-89586680 +86-13289823923 1026@dideu.com China 9116 58

View Lastest Price from Metoprolol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Metoprolol pictures 2023-11-29 Metoprolol
37350-58-6
US $12.00 / kg 1kg 0.99 1000000tons Wuhan Quanjinci New Material Co.,Ltd.
Metoprolol pictures 2021-10-20 Metoprolol
37350-58-6
US $30.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biotechnology Co., Ltd.
Metoprolol pictures 2020-01-10 Metoprolol
37350-58-6
US $7.00 / KG 1KG 99% 100KG Career Henan Chemical Co
  • Metoprolol pictures
  • Metoprolol
    37350-58-6
  • US $12.00 / kg
  • 0.99
  • Wuhan Quanjinci New Material Co.,Ltd.
  • Metoprolol pictures
  • Metoprolol
    37350-58-6
  • US $30.00 / KG
  • 99%
  • Hebei Lingding Biotechnology Co., Ltd.
  • Metoprolol pictures
  • Metoprolol
    37350-58-6
  • US $7.00 / KG
  • 99%
  • Career Henan Chemical Co
1-(Isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]-2-propanol 1-(Isopropylamino)-3-[p-(2-methoxyethyl)phenoxy]-2-propanol 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]- 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (± 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (.+/-.)- CGP 2175 H-23/96 Lopresoretic Metoprolol (base and/or unspecified salts) 1-[4-(2-methoxyethyl)phenoxy]-3-propan-2-ylamino-propan-2-ol (±)-Metoprorol Methoprorol Metoprorol Metoprolol (free base) Metoprolol Metoprolol API (free base) cgp2175 Metroprolol Metoprolol Base metoprol Metoprolol Impurity K 1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy) propan-2-ol or Metoprolol Base 37350-58-6 C15H25NO3 Cardiovascular