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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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Pack SizeSKUAvailabilityPrice
5 mg
Please contact Customer Service for Availability
€213.00
25 mg
Please contact Customer Service for Availability
€739.00
€628.15

About This Item

Empirical Formula (Hill Notation):
C28H38N2O5 · HCl
CAS Number:
186097-54-1
Molecular Weight:
519.07
NACRES:
NA.77
PubChem Substance ID:
24724467
UNSPSC Code:
12352200
MDL number:
MFCD07776908
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

€213.00

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Quality Level

100

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 (Cilobradine) is an HCN Channel blocker; an open channel blocker of neuronal Ih and related cardiac If channels.
DK-AH 269 is a bradycardiac agent.

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.

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Show Differences

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This Item
D054Z0127S1697
DK-AH 269 ≥98% (HPLC), solid

Sigma-Aldrich

D6942

DK-AH 269

R(+)-SCH-23390 hydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

D054

R(+)-SCH-23390 hydrochloride

Zatebradine hydrochloride ≥98% (HPLC), powder

Sigma-Aldrich

Z0127

Zatebradine hydrochloride

SPD304 ≥98% (HPLC), solid

Sigma-Aldrich

S1697

SPD304

form

solid

form

solid

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

solubility

H2O: ~20 mg/mL

solubility

H2O: >5 mg/mL

solubility

H2O: >10 mg/mL

solubility

H2O: >5 mg/mL

color

white

color

white

color

white

color

white

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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Certificates of Analysis (COA)

Lot/Batch Number
0000153631
0000153631
0000100152
0000106695
025K4609

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Articles

Discover Bioactive Molecules for Nucleotides

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

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)
View All Related Papers

Global Trade Item Number

SKUGTIN
D6942-5MG04061832574332
D6942-25MG04061832574325

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