U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C28H38N2O5
Molecular Weight 482.6117
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CILOBRADINE

SMILES

COC1=CC=C(CCN2CCC[C@H](CN3CCC4=CC(OC)=C(OC)C=C4CC3=O)C2)C=C1OC

InChI

InChIKey=OBUFMJDDZTXJPY-NRFANRHFSA-N
InChI=1S/C28H38N2O5/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/t21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C28H38N2O5
Molecular Weight 482.6117
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Cilobradine is an Hyperpolarization-activated cyclic nucleotide-gated (HCN) channel blocker patented by a pharmaceutical company Boehringer Ingelheim G.m.b.H. for sinus tachycardia treatment. In clinical trials Cilobradine decrease Heart rate. Chronically increased heart rate (HR) is a risk factor for mortality and morbidity with adverse consequences on vascular function, atherogenesis, myocardial ischemia, myocardial energetics and left the ventricular function. Heart rate response was found to be concentration-dependent and appeared with a significant delay with respect to the time course of cilobradine in plasma.

Originator

Approval Year

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
orally once daily over 2 weeks at 0.25–5 mg
Route of Administration: Oral
Substance Class Chemical
Record UNII
5O1LL04GJ3
Record Status Validated (UNII)
Record Version