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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=C(OC)C=C(CCN2CCC[C@H](CN3CCC4=CC(OC)=C(OC)C=C4CC3=O)C2)C=C1

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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Bradycardic and proarrhythmic properties of sinus node inhibitors.
2006-04
Patents

Patents

Sample Use Guides

orally once daily over 2 weeks at 0.25–5 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Wed Apr 02 09:42:23 GMT 2025
Edited
by admin
on Wed Apr 02 09:42:23 GMT 2025
Record UNII
5O1LL04GJ3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CILOBRADINE
INN  
INN  
Official Name English
2H-3-BENZAZEPIN-2-ONE, 3-((1-(2-(3,4-DIMETHOXYPHENYL)ETHYL)-3-PIPERIDINYL)METHYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-, (S)-
Preferred Name English
(+)-(S)-3-((1-(3,4-DIMETHOXYPHENETHYL)-3-PIPERIDYL)METHYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-2H-3-BENZAZEPIN-2-ONE
Systematic Name English
2H-3-BENZAZEPIN-2-ONE, 3-(((3S)-1-(2-(3,4-DIMETHOXYPHENYL)ETHYL)-3-PIPERIDINYL)METHYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-
Systematic Name English
cilobradine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
Code System Code Type Description
INN
6641
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
FDA UNII
5O1LL04GJ3
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
CAS
147541-45-5
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105984
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
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EVMPD
SUB06270MIG
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
MESH
C490484
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
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NCI_THESAURUS
C81347
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
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EPA CompTox
DTXSID80933145
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
SMS_ID
100000081032
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
PUBCHEM
9869877
Created by admin on Wed Apr 02 09:42:23 GMT 2025 , Edited by admin on Wed Apr 02 09:42:23 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY