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Merck
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Z0127

Sigma-Aldrich

Zatebradine hydrochloride

≥98% (HPLC), powder

Synonyme(s) :

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

Formule empirique (notation de Hill):
C26H37ClN2O5
Numéro CAS:
91940-87-3
Poids moléculaire :
493.04
Numéro MDL:
MFCD06798356
Code UNSPSC :
12352200
ID de substance PubChem :
24724672
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white

Solubilité

H2O: >10 mg/mL

Auteur

Boehringer Ingelheim

Température de stockage

2-8°C

Chaîne 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

Clé InChI

ZRNKXJHEQKMWCH-UHFFFAOYSA-N

Application

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

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
081M4613V
099K46031
099K4603
084K4614

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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
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.
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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