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Metoprolol tartrate

CAS No.
56392-17-7
Chemical Name:
Metoprolol tartrate
Synonyms
beloc;h93/26;Prelis;Niflam;betaloc;seloken;Metapro;Sipseron;lopresor;Selopral
CBNumber:
CB7436617
Molecular Formula:
2C15H25NO3.C4H6O6
Molecular Weight:
684.82
MDL Number:
MFCD00056257
MOL File:
56392-17-7.mol
Last updated:2023-06-30 15:45:59

Metoprolol tartrate Properties

Melting point 120℃
Boiling point 695.37°C (rough estimate)
Density 1.1946 (rough estimate)
refractive index 1.5300 (estimate)
Flash point 9℃
storage temp. 2-8°C
solubility H2O: soluble50mg/mL
form powder
color white to off-white
Water Solubility Soluble in water (>1000 mg/ml), methanol (>500 mg/ml), chloroform (496 mg/ml), ethanol (31 mg/ml at 25°C), and DMSO (100 mg/ml at 25°C).
λmax 223nm(H2O)(lit.)
Merck 14,6151
BCS Class 1
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 56392-17-7(CAS DataBase Reference)
FDA UNII W5S57Y3A5L

Pharmacokinetic data

Protein binding 10-12%
Excreted unchanged in urine 5-10%
Volume of distribution 5.6(L/kg)
Biological half-life 1-9 (av: 3.5) / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS09
Signal word  Warning
Hazard statements  H361d-H411
Precautionary statements  P201-P202-P273-P280-P308+P313-P391
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  7-16-36/37-45-24/25
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS  UB7450100
HS Code  29225090
Toxicity LD50 in female mice, male rats (mg/kg): 118, ~90 i.v.; 2090, 3090 orally (Bodin)
NFPA 704
0
2 0

Metoprolol tartrate price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M-123 Metoprolol tartrate solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 56392-17-7 1mL $36.6 2024-03-01 Buy
Sigma-Aldrich BP540 Metoprolol tartrate British Pharmacopoeia (BP) Reference Standard 56392-17-7 100MG $233 2024-03-01 Buy
Sigma-Aldrich 1441301 Metoprolol tartrate United States Pharmacopeia (USP) Reference Standard 56392-17-7 200mg $436 2024-03-01 Buy
Sigma-Aldrich 80337 (±)-Metoprolol (+)-tartrate salt analytical standard 56392-17-7 100mg $58.6 2022-05-15 Buy
Alfa Aesar J61920 Metoprolol tartrate, 98+% 56392-17-7 5g $78.5 2024-03-01 Buy
Product number Packaging Price Buy
M-123 1mL $36.6 Buy
BP540 100MG $233 Buy
1441301 200mg $436 Buy
80337 100mg $58.6 Buy
J61920 5g $78.5 Buy

Metoprolol tartrate Chemical Properties,Uses,Production

β1 receptor blocker

Metoprolol tartrate is a selective β1-adrenergic receptor blocker,oral absorption is rapid  and complete,it is used for the treatment of hypertension, angina pectoris, myocardial infarction, hypertrophic cardiomyopathy, aortic dissection, cardiac arrhythmia, hyperthyroidism, cardiac neurosis and other diseases. In recent years, it is also used for ther treatment of heart failure, which can reduce mortality. In unstable/non-ST-segment elevation myocardial infarction and acute myocardial infarction  control guiding principles developed by American Heart Association , effect of metoprolol tartrateare is clearly recognized. In the past, concerns about β-blocker therapy caused hypotension is too large, and for the consideration that there may be racial differences between Asians in β-blocker use and the West, patients with treatment of β-blockers in China is  fewer  , the use of β-blockers is in lower dose.
Metoprolol tartrate has a weaker membrane stability and it has no intrinsic sympathomimetic activity, and in comparison with similar drugs commonly used in clinical propranolol ,in addition to the advantages of β1-blocker on its pharmacodynamic,it also has its pharmacokinetic kinetics  advantages, such as relatively weak first-pass effect compared with propranolol, simple metabolic pathways, most pharmacologically inactive metabolites and the like.

Uses

Hypertensive medication.

Hazards & Safety Information

Category: toxic substances
Toxicity grading: Middle  poisoning
Acute toxicity: oral -rat LD50: 5500 mg/kg; Oral-Mouse LD50: 1500 mg/kg
Flammability and hazard characteristics: It is combustible; fire decomposition produces toxic nitrogen oxide gases
Storage Characteristics: Ventilated, low-temperature ,dry storeroom.
Extinguishing agent: Water, carbon dioxide, dry powder, sandy soil.

Description

Metoprolol (tartrate) (Item No. 21165) is an analytical reference standard categorized as a β1-adrenergic receptor blocker. This product is intended for use in analytical forensic applications. Metoprolol (succinate) is available as a general research tool .

Chemical Properties

White or almost white, crystalline powder or colourless crystals.

Originator

Betaloc,Astra,UK,1975

Uses

A b1-Adrenergic blocker

Uses

alpha(1)-adrenergic blocker

Uses

A ? selective aryloxypropanolamine andrenergic antagonist. Used in the treatment of a variety of cardiovascular disorder. Antihypertensive; antianginal; antiarrhythmic (class II)

Uses

A β1 selective aryloxypropanolamine andrenergic antagonist. Used in the treatment of a variety of cardiovascular disorder. Antihypertensive; antianginal; antiarrhythmic (class II).

Uses

Metoprolol tartrate is an antagonist of the β1-AR (β1-adrenoceptor). It inhibits spontaneous endothelin-1 production in vitro and displays antihypertensive and antianginal activity in vivo.

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

General Description

A certified solution standard applicable for use in clinical toxicology or forensic analysis by LC-MS/MS or GC/MS. Metoprolol is used for the treatment of multiple heart conditions including hypertension, angina, and tachycardia. This beta blocker is sold under the trade names Lepressor and Toprol XL?.

Biological Activity

Selective β 1 -adrenoceptor antagonist (K i values are 47, 2960 and 10100 nM for β 1 , β 2 and β 3 adrenoceptors respectively). Inhibits spontaneous endothelin-1 production in vitro and displays antihypertensive and antianginal activity in vivo .

Clinical Use

Beta-adrenoceptor blocker:
Hypertension
Angina
Cardiac arrhythmias
Migraine prophylaxis
Hyperthyroidism

Veterinary Drugs and Treatments

Because metoprolol is relatively safe to use in animals with bronchospastic disease, it is often chosen over propranolol. It may be effective in supraventricular tachyarrhythmias, premature ventricular contractions (PVC’s, VPC’s), systemic hypertension, and treating cats with hypertrophic cardiomyopathy. There is increasing interest in using beta blockers in heart failure in dogs; one retrospective study showed increased survival times when dogs were given metoprolol, but definitive prospective, double-blinded studies have not been reported documenting the benefit (increased survival) of beta-blockers in dogs with heart failure.

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: NSAIDs antagonise hypotensive effect.
Anti-arrhythmics: increased risk of myocardial depression and bradycardia; increased risk of bradycardia, myocardial depression and AV block with amiodarone; increased risk of myocardial depression and bradycardia with flecainide; concentration increased by propafenone and dronedarone.
Antibacterials: concentration reduced by rifampicin.
Antidepressants: enhanced hypotensive effect with MAOIs; concentration increased by citalopram and escitalopram and possibly by paroxetine - avoid.
Antihypertensives; enhanced hypotensive effect; increased risk of withdrawal hypertension with clonidine; increased risk of first dose hypotensive effect with post-synaptic alpha-blockers such as prazosin.
Antimalarials: increased risk of bradycardia with mefloquine; avoid with artemether/lumefantrine.
Antipsychotics enhanced hypotensive effect with phenothiazines.
Antivirals: avoid concomitant use with tipranavir in heart failure.
Calcium-channel blockers: increased risk of bradycardia and AV block with diltiazem; hypotension and heart failure possible with nifedipine and nisoldipine; asystole, severe hypotension and heart failure with verapamil.
Cytotoxics: possible increased risk of bradycardia with crizotinib.
Diuretics: enhanced hypotensive effect.
Fingolimod: possibly increased risk of bradycardia.
Moxisylyte: possible severe postural hypotension.

Metabolism

Extensively metabolised in the liver, mainly by the cytochrome P450 isoenzyme CYP2D6, and undergoes oxidative deamination, O-dealkylation followed by oxidation, and aliphatic hydroxylation. The metabolites are excreted in the urine with only small amounts of unchanged metoprolol.

storage

Desiccate at RT

Metoprolol tartrate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 486)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

View Lastest Price from Metoprolol tartrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Metoprolol Tartrate pictures 2023-06-26 Metoprolol Tartrate
56392-17-7
US $200.00 / kg 1kg 99% 1000kg/Month Hebei Mingeng Biotechnology Co., Ltd
Metoprolol Tartrate pictures 2023-04-11 Metoprolol Tartrate
56392-17-7
US $100.00 / mg 25mg 99% 1000g Shijiazhuang Gantuo Biotechnology Co., Ltd
Metoprolol tartrate pictures 2023-02-09 Metoprolol tartrate
56392-17-7
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD

Metoprolol tartrate Spectrum

Metoprolol tar 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol, (2R,3R)-2,3-dihydroxybutanedioate (2:1) Metoprolol tartrate solution 2-Propanol, 1-4-(2-methoxyethyl)phenoxy-3-(1-methylethyl)amino-, (2R,3R)-2,3-dihydroxybutanedioate (2:1) (salt) (±)1-(isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol tartrate salt METOPROLOLTARTRATE,USP METOPROLOE TARTRATE (+-)-1-(Isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]-2-propanol tartrate (+-)-Metoprolol bitartrate 1-(Isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]-2-propanol tartrate 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (+-)-, [R-(R*,R*)]-2,3-dihydroxybutanedioate (2:1) (salt) 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (2R,3R)-2,3-dihydroxybutanedioate (2:1) (salt) (9CI) 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, [R-(R*,R*)]-2,3-dihydroxybutanedioate (2:1) (salt) CGP 2175E HCTCGP 2175E Vasocardin Lopressor, (±)1-(Isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol (+)-tartrate salt 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, (2R,3R)-2,3-dihydroxybutanedioate (2:1) Metoproferm (±)1-(Isopropylamino)-3-[p-(beta-methoxyethyl)phenoxy]-2-propanol tartrate (2:1) salt Cerekunart Kokonalin Sipseron Zegumular Metoprolol Tartrate (200 mg) (±)-Metoprolol (+)-tartrate salt,(±)1-(Isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol (+)-tartrate salt, Lopressor (±)-Metoprolol (+)-t (±)1-(Isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol tartrate salt Lopressor Metoprolol tartrate, >=99% 1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol hemi((2R,3R)-2,3-dihydroxysuccinate) Metoprolol Tartrat (±)1-(Isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol tartrate salt Lopressor 1-(Isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol (2:1) Dextro-tartrate salt artrate(2:1) beloc betaloc h93/26 lopresor lopressor metoprololhemitartrate metoprololtartrate(2:1) seloken slowlopresor METOPROLOL TARTARIC ACID METOPROLOL TARTRATE (+/-)-METOPROLOL (+)-TARTRATE SALT (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanolhemi-l-tartr (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanoltartrate(2: 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-2-propano(+-)-2-propanot 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propano(+-)-2-propanotartrate 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol (2:1) dextro-tartrate salt 1-[ISOPROPYLAMINO]-3-[P-(BETA-METHOXY-ETHYL)PHENOXY]-2-PROPANOL(+)-TARTRATE SALT METOPROLOL TARTRATE CRYSTALLINE POWDER 1-[4-(2-Methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol Hemi (+)-Tartrate Lapressor Prelis rac Metoprolol Hemi (+)-Tartrate Selopral 1-(isopropylaMino)-3-(4-(2-Methoxyethyl)phenoxy)propan-2-ol (2R,3R)-2,3-dihydroxysuccinate