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
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) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS02,GHS07,GHS08 |
---|---|
Signal word | Danger |
Hazard statements | H335-H315-H302-H228-H361-H319-H332 |
Precautionary statements | P264-P270-P301+P312-P330-P501-P210-P240-P241-P280-P370+P378-P261-P271-P304+P340-P312-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P201-P202-P281-P308+P313-P405-P501 |
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 |
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].
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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Wuhan Quanjinci New Material Co.,Ltd. | +8615271838296 | kyra@quanjinci.com | China | 1534 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29822 | 58 |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34571 | 58 |
Dorne Chemical Technology co. LTD | +86-86-13583358881 +8618560316533 | Ethan@dornechem.com | China | 3129 | 58 |
AFINE CHEMICALS LIMITED | +86-008657185134551 +86-18958018566 | sales@afinechem.com | China | 15394 | 58 |
Sinoway Industrial co., ltd. | 0592-5800732; +8613806035118 | xie@china-sinoway.com | China | 988 | 58 |
sgtlifesciences pvt ltd | +8617013299288 | dj@sgtlifesciences.com | China | 12382 | 58 |
Shandong Zhishang New Material Co., Ltd. | +8617653113209 | sales002@sdzschem.com | China | 3050 | 58 |
Huadong Medicine (Xi'an)Bodyguard Pharmaceutical Co.,Ltd. | +86-029-86185165 +8618629664246 | guoyuan@eastchinapharm.com | China | 1615 | 58 |
Shaanxi Didu New Materials Co. Ltd | +86-89586680 +86-13289823923 | 1026@dideu.com | China | 8672 | 58 |
View Lastest Price from Metoprolol manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-09-23 | Metoprolol
37350-58-6
|
US $12.00 / kg | 1kg | 0.99 | 1000000tons | Wuhan Quanjinci New Material Co.,Ltd. | ||
2020-01-10 | Metoprolol
37350-58-6
|
US $7.00 / KG | 1KG | 99% | 100KG | Career Henan Chemical Co |
- Metoprolol
37350-58-6
- US $12.00 / kg
- 0.99
- Wuhan Quanjinci New Material Co.,Ltd.
- Metoprolol
37350-58-6
- US $7.00 / KG
- 99%
- Career Henan Chemical Co