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Z0127

Zatebradine hydrochloride

Name: Zatebradine hydrochloride
Brand: SIGMA

≥98% (HPLC), powder

Sinónimos:

7,8-Dimethoxy-3-[3-[-N-[2-(3,4 dimethoxyphenyl)ethyl]-N-methylamino]propyl]-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one hydrochloride, UL-FS49

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About This Item

Fórmula empírica (notación de Hill):

C₂₆H₃₇ClN₂O₅

Número de CAS:

91940-87-3

Peso molecular:

493.04

MDL number:

MFCD06798356

UNSPSC Code:

12352200

PubChem Substance ID:

24724672

NACRES:

NA.77

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Slide 1 of 1

1 of 1

Millipore

444278-M

MMP-9 Inhibitor I

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H₂O: >10 mg/mL

originator

Boehringer Ingelheim

storage temp.

2-8°C

SMILES string

Cl[H].COc1ccc(CCN(C)CCCN2CCc3cc(OC)c(OC)cc3CC2=O)cc1OC

InChI

1S/C26H36N2O5.ClH/c1-27(13-9-19-7-8-22(30-2)23(15-19)31-3)11-6-12-28-14-10-20-16-24(32-4)25(33-5)17-21(20)18-26(28)29;/h7-8,15-17H,6,9-14,18H2,1-5H3;1H

InChI key

ZRNKXJHEQKMWCH-UHFFFAOYSA-N

Application

Zatebradine hydrochloride has been used:

as an I_f blocker to study its effects on cardiomyocyte clusters (CMCs)
as a hyperpolarization-activated and cyclic nucleotide-gated (HCN) channel inhibitor to study its effects on viability of degenerating rod or cone photoreceptors in mice
as a bradycardiac agent to study its effects on tachycardia and elevated temperature in fish

Biochem/physiol Actions

Zatebradine is a bradycardiac agent.

HCN channel blocker: blocker of neuronal I_h, related cardiac I_f channels and ATP-sensitive K_ir channels.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Venous pressures and cardiac filling in turtles during apnoea and intermittent ventilation.

William Joyce et al.

Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 188(3), 481-490 (2017-10-27)

The amount of blood pumped by the heart (cardiac output) must be matched to the amount of blood returning to the heart (venous return), but the factors determining cardiac filling are sparsely understood in ectothermic vertebrates. Stroke volume is affected

Heart rate reduction by zatebradine reduces infarct size and mortality but promotes remodeling in rats with experimental myocardial infarction.

Kai Hu et al.

American journal of physiology. Heart and circulatory physiology, 286(4), H1281-H1288 (2004-03-17)

The importance of heart rate for left ventricular remodeling and prognosis after myocardial infarction is not known. We examined the contribution of heart rate reduction by zatebradine, a direct sinus node inhibitor without negative inotropic effects on left ventricular function

Blocking effects of acehytisine on pacemaker currents (I(f)) in sinoatrial node cells and human HCN4 channels expressed in Xenopus laevis oocytes.

Xinrong Fan et al.

Journal of ethnopharmacology, 139(1), 42-51 (2011-11-24)

The root of Aconitum coreanum (Levl.) Raipaics has been extensively used to treat various kinds of disorders including cardiovascular disease in China for a long time. According to recent studies, its antiarrhythmic actions are attributable to the active component, acehytisine.

Development of correction formula for field potential duration of human induced pluripotent stem cell-derived cardiomyocytes sheets.

Hiroko Izumi-Nakaseko et al.

Journal of pharmacological sciences, 135(1), 44-50 (2017-09-21)

Human induced pluripotent stem cell-derived cardiomyocytes (hiPSC-CMs) have been used in many studies to assess proarrhythmic risks of chemical compounds. In those studies, field potential durations (FPD) of hiPSC-CMs have been corrected by clinically used Fridericia's and/or Bazett's formulae, however

Effects of zatebradine and propranolol on canine ischemia and reperfusion-induced arrhythmias

Naito H, et al.

European Journal of Pharmacology, 388(2), 171-176 (2000)

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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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