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D6942 Sigma-Aldrich

DK-AH 269

≥98% (HPLC), solid

Synonym: (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

  • CAS Number 186097-54-1

  • Empirical Formula (Hill Notation) C28H38N2O5 · HCl

  • Molecular Weight 519.07

  •  MDL number MFCD07776908

  •  PubChem Substance ID 24724467

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, DIG-DY,
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

Description

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.

Packaging

25 mg in poly bottle

5 mg in glass bottle

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Cyclic Nucleotides

Transmission of an extracellular signal across the cell membrane is initiated by activation of many types of hormone and neurotransmitter receptors, such as G-protein coupled receptors (GPCRs), and c...
Keywords: Antivirals, Cancer, Cardiovascular, Cellular processes, Diabetes, Diseases, Hormones, Neurotransmitters

Peer-Reviewed Papers
15

References

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