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Merck

B2185

Sigma-Aldrich

Bisoprolol hemifumarate salt

≥98% (HPLC), solid

Sinónimos:

1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol hemifumarate salt

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About This Item

Fórmula empírica (notación de Hill):
C18H31NO4 · .5C4H4O4
Número de CAS:
Peso molecular:
383.48
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL

originator

Teva

SMILES string

OC(=O)\C=C\C(O)=O.CC(C)NCC(O)COc1ccc(COCCOC(C)C)cc1.CC(C)NCC(O)COc2ccc(COCCOC(C)C)cc2

InChI

1S/2C18H31NO4.C4H4O4/c2*1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4;5-3(6)1-2-4(7)8/h2*5-8,14-15,17,19-20H,9-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+

InChI key

VMDFASMUILANOL-WXXKFALUSA-N

Gene Information

human ... ADRB1(153)

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Application

Bisoprolol hemifumarate salt has been used as a β-adrenergic receptor (β-AR) antagonist in cardiac fibrosis mice model.

Biochem/physiol Actions

Bisoprolol hemifumarate is useful in oral formulations due to its high bioavailability. It also shows long elimination half-life.
Cardioselective 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 Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2 - STOT RE 2

target_organs

Heart

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

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A E Tattersfield et al.
British journal of clinical pharmacology, 18(3), 343-347 (1984-09-01)
Bisoprolol is a new beta-adrenoceptor antagonist which has shown beta-adrenoceptor selectivity in studies in isolated tissues. Bronchial and cardiac beta-adrenoceptor blockade were assessed in eight normal subjects before and after oral ingestion of placebo, bisoprolol 20 and 40 mg, metoprolol
Cardiac beta-adrenergic receptor activation mediates distinct and cell type-dependent changes in the expression and distribution of connexin 43
Zhang Y, et al.
Journal of Cellular and Molecular Medicine (2020)
Pharmacokinetics and metabolism of bisoprolol enantiomers in humans
Horikiri Y, et al.
Journal of Pharmaceutical Sciences, 87(3), 289-294 (1998)
Viktor Nagy
Orvosi hetilap, 154(44), 1731-1734 (2013-10-29)
The prevalence of chronic heart failure in Hungary is 1.6% in the adult population, but it occurs in 15-20% of subjects over 80 years of age. The base of treatment of heart failure is the blockade of the neuro-hormonal system
Benjamin J Hirsh et al.
Circulation. Heart failure, 5(5), 560-565 (2012-08-03)
Chronotropic incompetence is defined as the inability to reach 80% of heart rate (HR) reserve or 80% of the maximally predicted HR during exercise. The presence of chronotropic incompetence is associated with reduced peak oxygen consumption, and rate-responsive pacing therapy

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