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Merck

D6942

Sigma-Aldrich

DK-AH 269

≥98% (HPLC), solid

Sinónimos:

cilobradine hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C28H38N2O5 · HCl
Número de CAS:
Peso molecular:
519.07
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: ~20 mg/mL

storage temp.

2-8°C

SMILES string

O=C1CC2=CC(OC)=C(OC)C=C2CCN1C[C@@H](CCC3)CN3CCC4=CC(OC)=C(OC)C=C4.[H]Cl

InChI

1S/C28H38N2O5.ClH/c1-32-24-8-7-20(14-25(24)33-2)9-12-29-11-5-6-21(18-29)19-30-13-10-22-15-26(34-3)27(35-4)16-23(22)17-28(30)31;/h7-8,14-16,21H,5-6,9-13,17-19H2,1-4H3;1H/t21-;/m0./s1

InChI key

MTAKUIYCCYKGJJ-BOXHHOBZSA-N

Application

DK-AH 269 has been used as a hyperpolarization-activated and cyclic nucleotide-gated channel (HCN) antagonist to study its effects on the inhibition of Ih in HCN-deficient hair cells of mice. It has also been used as an HCN blocker to study its effects on action potential firing in the suprachiasmatic nucleus (SCN) neurons.

Biochem/physiol Actions

DK-AH 269 is a bradycardiac agent.
DK-AH 269 (Cilobradine) is an HCN Channel blocker; an open channel blocker of neuronal Ih and related cardiac If 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 is featured on the Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, 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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H C Pape
Neuroscience, 59(2), 363-373 (1994-03-01)
A class of pharmacologically active substances, known as "specific bradycardic agents", exerts a negative chronotropic influence on cardiac activity, which heavily relies upon a potent blockade of the hyperpolarization-activated cation current in Purkinje fibers. Since the cation conductance activated by
Vivien Chevaleyre et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(14), 9538-9543 (2002-07-03)
Hyperpolarization-activated nonselective cation channels (Ih channels) play an important role in the control of membrane excitability and rhythmic neuronal activity. The functional relevance of presynaptic Ih channels in regulating synaptic function, however, is not well established. Recently, it has been
Effects of a bradycardic agent (DK-AH 269) on haemodynamics and oxygen consumption of isolated blood-perfused rabbit hearts
Granetzny A, et al.
Journal of Clinical and Basic Cardiology, 3(3), 191-196 (2000)
Cyclic AMP signaling control of action potential firing rate and molecular circadian pacemaking in the suprachiasmatic nucleus
Atkinson S E, et al.
Journal of biological rhythms, 26(3), 210-220 (2011)
HCN channels expressed in the inner ear are necessary for normal balance function
Horwitz G C, et al.
The Journal of Neuroscience, 31(46), 16814-16825 (2011)

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