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Z0127

Sigma-Aldrich

Zatebradine hydrochloride

≥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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10 MG
US$ 336,00
50 MG
US$ 1.270,00

US$ 336,00

Fecha estimada de envío24 de mayo de 2025

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10 MG
US$ 336,00
50 MG
US$ 1.270,00

About This Item

Fórmula empírica (notación de Hill):
C26H37ClN2O5
Número de CAS:
91940-87-3
Peso molecular:
493.04
Número MDL:
MFCD06798356
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24724672
NACRES:
NA.77

US$ 336,00

Fecha estimada de envío24 de mayo de 2025

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Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

condiciones de almacenamiento

desiccated

color

white

solubilidad

H2O: >10 mg/mL

emisor

Boehringer Ingelheim

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

ZRNKXJHEQKMWCH-UHFFFAOYSA-N

Aplicación

Zatebradine hydrochloride has been used:
  • as an If blocker to study its effects on cardiomyocyte clusters (CMCs) [1]
  • 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 [2]
  • as a bradycardiac agent to study its effects on tachycardia and elevated temperature in fish [3]

Acciones bioquímicas o fisiológicas

HCN channel blocker: blocker of neuronal Ih, related cardiac If channels and ATP-sensitive Kir channels.
Zatebradine is a bradycardiac agent.[4]

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000223498
0000223496
081M4613V
099K46031

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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
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)
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.
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
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