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
• 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

Properties

• Quality Segment: 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 I_h 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 I_h and related cardiac I_f 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.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)