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Merck
CN

D6942

DK-AH 269

≥98% (HPLC), solid

Synonym(s):

(S)-(+)-7,8-Dimethoxy-3-[[1-(2-(3,4-dimethoxyphenyl)ethyl)-3-piperidinyl]methyl]-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one hydrochloride, Cilobradine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C28H38N2O5 · HCl
CAS Number:
Molecular Weight:
519.07
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
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Quality Segment

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

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






Global Trade Item Number

SKUGTIN
D6942-5MG04061832574332
D6942-25MG04061832574325