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Merck
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Principaux documents

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:
Poids moléculaire :
493.04
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77
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Niveau de qualité

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) [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]

Actions biochimiques/physiologiques

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

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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Consulter la Bibliothèque de documents

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.
Elevated temperature, per se, does not limit the ability of rainbow trout to increase stroke volume
Gamperl A K, et al.
Journal of Thermal Biology, 36(1), 7-14 (2011)
Annette Hellbach et al.
Journal of experimental zoology. Part A, Ecological genetics and physiology, 315(8), 476-486 (2011-07-20)
Hyperpolarization-activated, cyclic nucleotide-gated (HCN) channels generate the rhythmic beating of mammalian hearts. We identified an HCN homolog in the colonial ascidian Botryllus schlosseri, a nonvertebrate chordate which possesses a tubular heart that beats bidirectionally. Contractions initiate at one end of
Yoshito Yamamoto et al.
The Tohoku journal of experimental medicine, 203(2), 111-121 (2004-06-24)
Tachycardia accompanies the preload reduction. Our aim is to assess the effect of the heart rate change on wall motion in ischemic heart. In 8 dogs with occlusion of left anterior descending artery, we changed the heart rate (heart rate

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