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Merck
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M5391

美托洛尔 (+)-酒石酸盐

≥98% (titration), β1-adrenoceptor antagonist, powder

别名:

(±)1-(异丙氨基)-3-[p-(β-甲氧基乙基)苯氧基] -2-丙醇 (+)-酒石酸盐, Lopressor

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关于此项目

线性分子式:
(C15H25NO3)2 · C4H6O6
化学文摘社编号:
分子量:
684.81
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
260-148-9
MDL number:
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产品名称

美托洛尔 (+)-酒石酸盐, ≥98% (titration), powder

InChI key

YGULWPYYGQCFMP-CEAXSRTFSA-N

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

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

assay

≥98% (titration)

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL

originator

Novartis

Quality Level

Gene Information

human ... ADRB1(153)

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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.

General description

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

Other Notes

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

pictograms

Health hazardEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of Product M5391, (±)-Metoprolol (+)-tartrate salt?

    The product is soluble in water (>1 g/mL), methanol (> 500 mg/mL), chloroform (496 mg/mL), acetone (1.1 mg/mL), acetonitrile (0.89 mg/mL), and hexane (0.001 mg/mL). This information can be found at in the following reference: The chemicals encyclopedia published by the Royal Society of Chemistry, 12th ed., Entry# 6235.

  6. Has Product M5391, (±)-Metoprolol (+)-tartrate salt, been tested in Cell Culture?

    This product has not been tested for use in Cell Culture applications.

  7. What are the recommended storage conditions for Product M5391, (±)-Metoprolol (+)-tartrate salt?

    This product can be stored at room temperature. It should be stored in a tightly closed light-resistant container.

  8. What is the optical activity of Product M5391, (±)-Metoprolol (+)-tartrate salt?

    This compound has two centers of optical activity. In the metoprolol, both optical isomers (dextrorotatory and levorotatory) are present. In the tartrate portion, only one optically active isomer is present, the (+) form

  9. What is the ratio of metoprolol to tartrate in Product M5391, (±)-Metoprolol (+)-tartrate salt?

    According to the molecular formula (C15H25NO3)2 · C4H6O6, there are two metroprolol molecules to one tartrate.

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Metoprolol
Koch-Weser J
The New England Journal of Medicine, 301(13), 698-703 (1979)
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
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)
The acute modulation of norepinephrine on immune responses and genes expressions via adrenergic receptors in the giant freshwater prawn, Macrobrachium rosenbergii
Chang CC, et al.
Fish & Shellfish Immunology, 46(2), 459-467 (2015)
Tyramine's modulation of immune resistance functions in Litopenaeus vannamei and its signal pathway
Kuo HW, et al.
Developmental and Comparative Immunology (2019)

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