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Merck

Z0127

Sigma-Aldrich

Zatebradine hydrochloride

≥98% (HPLC), powder

Synonym(e):

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

Empirische Formel (Hill-System):
C26H37ClN2O5
CAS-Nummer:
Molekulargewicht:
493.04
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white

Löslichkeit

H2O: >10 mg/mL

Ersteller

Boehringer Ingelheim

Lagertemp.

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

InChIKey

ZRNKXJHEQKMWCH-UHFFFAOYSA-N

Anwendung

Zatebradine hydrochloride has been used:
  • as an If 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. Wirkung

Zatebradine is a bradycardiac agent.
HCN channel blocker: blocker of neuronal Ih, related cardiac If channels and ATP-sensitive Kir channels.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Christopher M Wilson et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 164(1), 258-263 (2012-09-27)
Pharmacological ion-channel blockers were used to investigate the spontaneous heart rates in Pacific hagfish, Eptatretus stoutii. Zatebradine, a hyperpolarization-activated cyclic nucleotide-gated (HCN) channel blocker, vastly reduced atrial and ventricular contraction rates in a similar concentration-dependent manner, indicating a major role
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)
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
Jordi Altimiras et al.
The Journal of experimental biology, 207(Pt 2), 195-201 (2003-12-12)
Intrinsic regulation of the heart in teleosts is partly driven by central venous pressure, which exerts a modulatory role on stroke volume according to the well-known Frank-Starling mechanism. Although this mechanism is well understood from heart perfusion studies, less is
Arun Sridhar et al.
American journal of physiology. Heart and circulatory physiology, 291(5), H2192-H2198 (2006-06-13)
Hypertension is a common cause of heart failure, and ventricular arrhythmias are a major cause of death in heart failure. The spontaneous hypertension heart failure (SHHF) rat model was used to study altered ventricular electrophysiology in hypertension and heart failure.

Artikel

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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