Skip to Content
MilliporeSigma
All Photos(1)

Documents

M5391

Sigma-Aldrich

(±)-Metoprolol (+)-tartrate salt

≥98% (titration), powder

Synonym(s):

(±)1-(Isopropylamino)-3-[p-(β-methoxyethyl)phenoxy]-2-propanol (+)-tartrate salt, Lopressor

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C15H25NO3)2 · C4H6O6
CAS Number:
56392-17-7
Molecular Weight:
684.81
EC Number:
260-148-9
MDL number:
MFCD00056257
UNSPSC Code:
12352200
PubChem Substance ID:
24278556
NACRES:
NA.77

assay

≥98% (titration)

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL

originator

Novartis

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.COCCc1ccc(OCC(O)CNC(C)C)cc1.COCCc2ccc(OCC(O)CNC(C)C)cc2

InChI

1S/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1

InChI key

YGULWPYYGQCFMP-CEAXSRTFSA-N

Gene Information

human ... ADRB1(153)

Looking for similar products? Visit Product Comparison Guide

General description

Metoprolol has antihypertensive and anti-ischemic properties. It is used to treat arrhythmias.

Application

(±)-Metoprolol (+)-tartrate salt has been used:
  • to modulate the immunological parameters in various studies
  • to study its effects onCa2+-calmodulin-dependent protein kinase II (CaMKII) activity in human and experimental heart failure (HF)
  • to examine the contribution of the adrenergic receptors to the production of norepinephrine (NE)-mediated O2-

Biochem/physiol Actions

β1-adrenoceptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

Shelf-life of the powder is at least 4 years.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tyramine's modulation of immune resistance functions in Litopenaeus vannamei and its signal pathway
Kuo HW, et al.
Developmental and Comparative Immunology (2019)
Current Cardiovascular Drugs (2005)
L Brynne et al.
The Journal of pharmacology and experimental therapeutics, 286(3), 1152-1158 (1998-09-11)
The concentration-effect relationship of l-propranolol and dl-metoprolol were investigated in spontaneous hypertensive rats using reduction in exercise-induced tachycardia as a pharmacodynamic endpoint. The influence of protein binding on the effect relationship was also assessed. The rats were assigned to treatment
Metoprolol
Koch-Weser J
The New England Journal of Medicine, 301(13), 698-703 (1979)
CaMKII Activity Persists During Chronic beta-Adrenoceptor Blockade in Experimental and Human Heart Failure
Dewenter M, et al.
Circulation. Heart Failure, 10(5), e003840-e003840 (2017)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service