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Metoprolol

Metoprolol
Metoprolol structure
CAS No.
37350-58-6
Chemical Name:
Metoprolol
Synonyms
H-23/96;cgp2175;CGP 2175;Metoprorol;Metoprolol;Methoprorol;Metroprolol;Lopresoretic;(±)-Metoprorol;Metoprolol Base
CBNumber:
CB4165974
Molecular Formula:
C15H25NO3
Formula Weight:
267.36
MOL File:
37350-58-6.mol

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)
NIST Chemistry Reference
Metoprolol(37350-58-6)

Metoprolol Chemical Properties,Uses,Production

Originator

Betaloc,Astra,UK,1975

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

Antiadrenergic (β-receptor).

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.

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.

Chemical 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].

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


Metoprolol Suppliers

Global( 107)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
HENAN BON INDUSTRIAL CO.,LTD
0371-55170695
info@hnbon.com CHINA 26742 58
career henan chemical co
13203830695 0086-371-86658258
0086-371-86658258 factory@coreychem.com CHINA 29864 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671
0551-65418697 sales@tnjchem.com CHINA 37441 58
ShenZhen Ipure Biology import and export company co.,ltd
18071025641 18071025641
eric@ipurechemical.com CHINA 11336 58
Shaanxi Dideu Medichem Co. Ltd
18192503167 +86-29-89586680
+86-29-88380327 1005@dideu.com CHINA 9938 58
Hebei Lingding Biological Technology Co., Ltd
19933155420
sales1@hbldbiotech.com CHINA 945 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 30013 58
AFINE CHEMICALS LIMITED
008657185134551
008657185134895 info@afinechem.com CHINA 15559 58
sgtlifesciences pvt ltd
+918790379245
dj@sgtlifesciences.com China 12386 58
Amadis Chemical Company Limited
0086-571-89925085
0086-571-89925065 sales@amadischem.com China 132148 58

View Lastest Price from Metoprolol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-20 Metoprolol
37350-58-6
US $30.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
2021-08-12 Metoprolol USP/EP/BP
37350-58-6
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
2020-01-10 Metoprolol
37350-58-6
US $7.00 / KG 1KG 99% 100KG Career Henan Chemical Co

37350-58-6(Metoprolol)Related Search:


  • 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
  • cgp2175
  • H-23/96
  • Lopresoretic
  • Metoprolol (base and/or unspecified salts)
  • 1-[4-(2-methoxyethyl)phenoxy]-3-propan-2-ylamino-propan-2-ol
  • Metoprolol Base
  • (±)-Metoprorol
  • Methoprorol
  • Metoprorol
  • Metoprolol (free base)
  • Metoprolol
  • Metroprolol
  • Metoprolol API (free base)
  • 37350-58-6
  • C15H25NO3
  • Cardiovascular
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