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

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H36N2O5
Molecular Weight 468.5851
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IVABRADINE

SMILES

COC1=C(OC)C=C2[C@@H](CN(C)CCCN3CCC4=CC(OC)=C(OC)C=C4CC3=O)CC2=C1

InChI

InChIKey=ACRHBAYQBXXRTO-OAQYLSRUSA-N
InChI=1S/C27H36N2O5/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30/h12-14,16,21H,6-11,15,17H2,1-5H3/t21-/m1/s1

HIDE SMILES / InChI
Molecular Formula C27H36N2O5
Molecular Weight 468.5851
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/16451297

Ivabradine (CORLANOR®) is a hyperpolarization-activated cyclic nucleotide-gated channel blocker that reduces the spontaneous pacemaker activity of the cardiac sinus node by selectively inhibiting the If-current, resulting in heart rate reduction at concentrations that do not affect other cardiac ionic currents. Specific heart-rate lowering with ivabradine (CORLANOR®) reduces myocardial oxygen demand, simultaneously improving oxygen supply. It has no negative inotropic or lusitropic effects, preserving ventricular contractility, and does not change any major electrophysiological parameters unrelated to heart rate.

CNS Activity

CNS Active
3913
Curator's Comment: Ivabradine (CORLANOR®) can also inhibit the retinal current Ih. Ih is involved in curtailing retinal responses to bright light stimuli. Under triggering circumstances (e.g., rapid changes in luminosity), partial inhibition of Ih by ivabradine (CORLANOR®) may underlie the luminous phenomena experienced by patients. Luminous phenomena (phosphenes) are described as a transient enhanced brightness in a limited area of the visual field.

Originator

Approval Year

2015
471
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
537
 2.05 µM [IC50]
Blocker
537
 2.29 µM [IC50]
Blocker
537
 2.51 µM [IC50]
Blocker
537
 2.15 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8429
CORLANOR

Approved Use

Corlanor is indicated to reduce the risk of hospitalization for worsening heart failure in patients with stable, symptomatic chronic heart failure with left ventricular ejection fraction ≤ 35%, who are in sinus rhythm with resting heart rate ≥ 70 beats per minute and either are on maximally tolerated doses of beta-blockers or have a contraindication to beta-blocker use. Corlanor (ivabradine) is a hyperpolarization-activated cyclic nucleotide-gated channel blocker indicated to reduce the risk of hospitalization for worsening heart failure in patients with stable, symptomatic chronic heart failure with left ventricular ejection fraction ≤ 35%, who are in sinus rhythm with resting heart rate ≥ 70 beats per minute and either are on maximally tolerated doses of beta-blockers or have a contraindication to beta-blocker use.

Launch Date

2015
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
35.98 ng/mL
EXPERIMENT
https://doi.org/10.1016/j.apsb.2012.01.004
5 mg single, oral
dose: 5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IVABRADINE blood
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
171.19 μg × h/mL
EXPERIMENT
https://doi.org/10.1016/j.apsb.2012.01.004
5 mg single, oral
dose: 5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IVABRADINE blood
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
5.03 h
EXPERIMENT
https://doi.org/10.1016/j.apsb.2012.01.004
5 mg single, oral
dose: 5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
IVABRADINE blood
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Other AEs: Nausea, Vision disorders...
Other AEs:
Nausea (1 patient)
Vision disorders (2 patients)
Abdominal pain (1 patient)
Leg pain (1 patient)
Fatigue (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
150 mg single, oral
Overdose
Dose: 150 mg
Route: oral
Route: single
Dose: 150 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
unhealthy, 19 years
n = 1
Health Status: unhealthy
Age Group: 19 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
Other AEs: Dizziness, Nausea...
Other AEs:
Dizziness (1 patient)
Nausea (1 patient)
Vomiting (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
250 mg single, oral
Overdose
Dose: 250 mg
Route: oral
Route: single
Dose: 250 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/26856350
unknown, 26 years
n = 1
Health Status: unknown
Age Group: 26 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/26856350
Sources:
https://pubmed.ncbi.nlm.nih.gov/26856350
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23755867
healthy, 27.7 years
n = 9
Health Status: healthy
Age Group: 27.7 years
Sex: M
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/23755867
Sources:
https://pubmed.ncbi.nlm.nih.gov/23755867
280 mg single, oral
Overdose
Dose: 280 mg
Route: oral
Route: single
Dose: 280 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/24711296
unhealthy, 47 years
n = 1
Health Status: unhealthy
Age Group: 47 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/24711296
Other AEs: Drowsiness...
Other AEs:
Drowsiness (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/24711296
10 mg 1 times / day multiple, intravenous
Dose: 10 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 10 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
unhealthy, 61 years (range: 59 - 67 years)
n = 14
Health Status: unhealthy
Condition: low cardiac output syndrome
Age Group: 61 years (range: 59 - 67 years)
Sex: M+F
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
Disc. AE: Bradyarrhythmia, Heart rate decreased...
Other AEs: Pulmonary capillary wedge pressure, Sustained ventricular tachycardia...
AEs leading to
discontinuation/dose reduction:
Bradyarrhythmia (1 patient)
Heart rate decreased (3 patients)
Other AEs:
Pulmonary capillary wedge pressure (5 patients)
Sustained ventricular tachycardia (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
5 mg 2 times / day steady, oral
Recommended
Dose: 5 mg, 2 times / day
Route: oral
Route: steady
Dose: 5 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
unhealthy, adult
n = 5477
Health Status: unhealthy
Age Group: adult
Sex: M+F
Population Size: 5477
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
Disc. AE: Atrial fibrillation, Heart rate increased...
AEs leading to
discontinuation/dose reduction:
Atrial fibrillation (2.5%)
Heart rate increased (0.5%)
Bradycardia (0.4%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
AEs

AEs

AESignificanceDosePopulation
Abdominal pain 1 patient
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Fatigue 1 patient
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Leg pain 1 patient
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Nausea 1 patient
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Vision disorders 2 patients
10 mg 2 times / day steady, oral
Highest studied dose
Dose: 10 mg, 2 times / day
Route: oral
Route: steady
Dose: 10 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
unhealthy, 18–70 years
n = 9
Health Status: unhealthy
Condition: asthma
Age Group: 18–70 years
Sex: M+F
Population Size: 9
Sources:
https://pubmed.ncbi.nlm.nih.gov/18341671
Dizziness 1 patient
150 mg single, oral
Overdose
Dose: 150 mg
Route: oral
Route: single
Dose: 150 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
unhealthy, 19 years
n = 1
Health Status: unhealthy
Age Group: 19 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
Nausea 1 patient
150 mg single, oral
Overdose
Dose: 150 mg
Route: oral
Route: single
Dose: 150 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
unhealthy, 19 years
n = 1
Health Status: unhealthy
Age Group: 19 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
Vomiting 1 patient
150 mg single, oral
Overdose
Dose: 150 mg
Route: oral
Route: single
Dose: 150 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
unhealthy, 19 years
n = 1
Health Status: unhealthy
Age Group: 19 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/32322492
Drowsiness 1 patient
280 mg single, oral
Overdose
Dose: 280 mg
Route: oral
Route: single
Dose: 280 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/24711296
unhealthy, 47 years
n = 1
Health Status: unhealthy
Age Group: 47 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/24711296
Sustained ventricular tachycardia 1 patient
10 mg 1 times / day multiple, intravenous
Dose: 10 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 10 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
unhealthy, 61 years (range: 59 - 67 years)
n = 14
Health Status: unhealthy
Condition: low cardiac output syndrome
Age Group: 61 years (range: 59 - 67 years)
Sex: M+F
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
Bradyarrhythmia 1 patient
Disc. AE
10 mg 1 times / day multiple, intravenous
Dose: 10 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 10 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
unhealthy, 61 years (range: 59 - 67 years)
n = 14
Health Status: unhealthy
Condition: low cardiac output syndrome
Age Group: 61 years (range: 59 - 67 years)
Sex: M+F
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
Heart rate decreased 3 patients
Disc. AE
10 mg 1 times / day multiple, intravenous
Dose: 10 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 10 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
unhealthy, 61 years (range: 59 - 67 years)
n = 14
Health Status: unhealthy
Condition: low cardiac output syndrome
Age Group: 61 years (range: 59 - 67 years)
Sex: M+F
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
Pulmonary capillary wedge pressure 5 patients
10 mg 1 times / day multiple, intravenous
Dose: 10 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 10 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
unhealthy, 61 years (range: 59 - 67 years)
n = 14
Health Status: unhealthy
Condition: low cardiac output syndrome
Age Group: 61 years (range: 59 - 67 years)
Sex: M+F
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/30115103
Bradycardia 0.4%
Disc. AE
5 mg 2 times / day steady, oral
Recommended
Dose: 5 mg, 2 times / day
Route: oral
Route: steady
Dose: 5 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
unhealthy, adult
n = 5477
Health Status: unhealthy
Age Group: adult
Sex: M+F
Population Size: 5477
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
Heart rate increased 0.5%
Disc. AE
5 mg 2 times / day steady, oral
Recommended
Dose: 5 mg, 2 times / day
Route: oral
Route: steady
Dose: 5 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
unhealthy, adult
n = 5477
Health Status: unhealthy
Age Group: adult
Sex: M+F
Population Size: 5477
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
Atrial fibrillation 2.5%
Disc. AE
5 mg 2 times / day steady, oral
Recommended
Dose: 5 mg, 2 times / day
Route: oral
Route: steady
Dose: 5 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
unhealthy, adult
n = 5477
Health Status: unhealthy
Age Group: adult
Sex: M+F
Population Size: 5477
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000MedR.pdf
Page: p. 171
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1737

inhibitor
1587
substrate
1037
substrate
1217
inhibitor
1612

OverviewOther

Other InhibitorOther SubstrateOther Inducer
P-gp
1461

CYP2C18
10

CYP2C19
1478

CYP2E1
882

CYP2A6
707

CYP2B6
810

CYP2C8
911
P-gp
1537

BCRP
561

OATP1B1
406

OATP1B3
350

OCT1
327

CYP1A2
1054

CYP2A6
543

CYP2C8
693

CYP2C19
991

CYP2E1
667
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP2A6
739
 no
CYP2B6
1001
 no
CYP2C18
13
 no
CYP2C19
1553
 no
CYP2C8
965
 no
CYP2E1
970
 no
CYP3A4
1925
 yes
P-gp
1650
 yes
S 18982
7
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
P-gp
1537
 no [Km 310 uM]
BCRP
561
 no
BCRP
561
 no
S 18982
7
CYP1A2
1054
 no
CYP2A6
543
 no
CYP2C19
991
 no
CYP2C8
693
 no
CYP2C9
1037
 no
CYP2D6
1217
 no
CYP2E1
667
 no
OATP1B1
406
 no
OATP1B1
406
 no
S 18982
7
OATP1B3
350
 no
OATP1B3
350
 no
S 18982
7
OCT1
327
 no
OCT1
327
 no
S 18982
7
CYP3A4
1737
 yes
S 18982
7
P-gp
1537
 yes
S 18982
7
CYP3A4
1737
 yes
yes (co-administration study)
Comment: After coadministration of ivabradine with the CYP3A4 inducer St. John’s Wort (Hypericum perforatum) peak and total systemic exposures were reduced ~2-fold.
Page: 6.0
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
hERG
1647
hERG
1647
S 18982
7
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:85966
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:85966
ChemicalBook
CB41178988
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB41178988
MolPort
MolPort-003-986-484
https://www.molport.com/shop/molecule-link/MolPort-003-986-484
MolPort
MolPort-046-861-860
https://www.molport.com/shop/molecule-link/MolPort-046-861-860
ZINC
ZINC000003805768
http://zinc15.docking.org/substances/ZINC000003805768
PubMed

PubMed

TitleDatePubMed
Clinical trial simulation using therapeutic effect modeling: application to ivabradine efficacy in patients with angina pectoris.
2002 Aug
Contributions of heart rate and contractility to myocardial oxygen balance during exercise.
2003 Feb
Drug insight: If inhibitors as specific heart-rate-reducing agents.
2004 Dec
[Selection and pharmacological characterisation of Procoralan, a selective inhibitor of the pacemaker If current].
2004 Sep-Oct
Future directions: what data do we need?
2006
Heart rate slowing versus other pharmacological antianginal strategies.
2006
Clinical effect of 'pure' heart rate slowing with a prototype If current inhibitor: placebo-controlled experience with ivabradine.
2006
Clinical perspectives of heart rate slowing for coronary event reduction and heart failure.
2006
Comparison of a beta-blocker and an If current inhibitor in rabbits with myocardial infarction.
2006 Dec
[New drugs; ivabradine].
2006 Dec 2
Serious workings of the funny current.
2006 Jan-Apr
Anti-ischaemic effect of ivabradine.
2006 May
Therapeutic effects of I(f) blockade: evidence and perspective.
2006 May
Ivabradine: a selective If current inhibitor in the treatment of stable angina.
2006 Nov
Heart rate lowering by inhibition of the pacemaker current: a new therapeutic perspective in cardiovascular disease.
2006 Oct
Preclinical results with I(f) current inhibition by ivabradine.
2007
Long-term safety and efficacy of ivabradine in patients with chronic stable angina.
2007
Molecular regulation and pharmacology of pacemaker channels.
2007
Conversion of post-systolic wall thickening into ejectional thickening by selective heart rate reduction during myocardial stunning.
2007 Apr
Cellular mechanisms underlying the pharmacological induction of phosphenes.
2007 Feb
Use-dependent inhibition of hHCN4 by ivabradine and relationship with reduction in pacemaker activity.
2007 Jan
Modulation of rate by autonomic agonists in SAN cells involves changes in diastolic depolarization and the pacemaker current.
2007 Jul
[Selective and specific reduction in the heart rate: a promising direction in the creation of new cardiovascular drugs].
2007 Jul-Aug
Ivabradine: a new strategy for management of stable angina.
2007 Jun
[Heart rate as a cardiovascular risk factor: potential clinical benefit with ivabradine].
2007 May 30
I f inhibition with ivabradine : electrophysiological effects and safety.
2008
Ivabradine as an alternative therapeutic trial in the therapy of inappropriate sinus tachycardia: a case report.
2008
Heart rate in the pathophysiology of coronary blood flow and myocardial ischaemia: benefit from selective bradycardic agents.
2008 Apr
Patents

Patents

JP2007112797A
7
US7361649
7
US7361650
7
US7384932
7

Sample Use Guides

In Vivo Use Guide
The recommended starting dose of CORLANOR® is 5 mg twice daily with meals.
Route of Administration: Oral
In Vitro Use Guide
The potential subtype-specificity of the sinus node inhibitors cilobradine, ivabradine, and zatebradine using cyclic nucleotide-gated cation (HCN) channels was tested. All three substances blocked the slow inward current through HCN1, HCN2, HCN3, and HCN4 human channels. There was no subtype-specificity for the steady-state block, with mean IC50 values of 0.99, 2.25, and 1.96 microM for cilobradine, ivabradine, and zatebradine, respectively.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:02:01 GMT 2023
Edited
by admin
on Fri Dec 15 16:02:01 GMT 2023
Record UNII
3H48L0LPZQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IVABRADINE
DASH   EMA EPAR   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
S-16257
Code English
Ivabradine [WHO-DD]
Common Name English
IVABRADINE [MI]
Common Name English
IVABRADINE [EMA EPAR]
Common Name English
IVABRADINE [MART.]
Common Name English
IVABRADINE [ORANGE BOOK]
Common Name English
3-(3-((((7S)-3,4-DIMETHOXYBICYCLO(4.2.0)OCTA-1,3,5-TRIEN-7-YL)METHYL)METHYLAMINO)PROPYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-2H-3-BENZAZEPIN-2-ONE
Systematic Name English
IVABRADINE [USAN]
Common Name English
ivabradine [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC C07FX06
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
FDA ORPHAN DRUG 511915
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
WHO-ATC C07FX05
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
WHO-VATC QC01EB17
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
FDA ORPHAN DRUG 631818
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
WHO-ATC C01EB17
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
NDF-RT N0000191544
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
Code System Code Type Description
DAILYMED
3H48L0LPZQ
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
IUPHAR
2357
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
NCI_THESAURUS
C65995
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
CHEBI
85969
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048240
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
ChEMBL
CHEMBL471737
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
SMS_ID
100000085462
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
PUBCHEM
132999
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
NDF-RT
N0000191546
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY Hyperpolarization-activated Cyclic Nucleotide-gated Channel Antagonists [MoA]
CAS
155974-00-8
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
DRUG BANK
DB09083
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
USAN
BC-97
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
CHEBI
85966
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
EVMPD
SUB08357MIG
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
INN
7523
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
MERCK INDEX
m6564
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY Merck Index
FDA UNII
3H48L0LPZQ
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
WIKIPEDIA
IVABRADINE
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
DRUG CENTRAL
3312
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY
RXCUI
1649480
Created by admin on Fri Dec 15 16:02:01 GMT 2023 , Edited by admin on Fri Dec 15 16:02:01 GMT 2023
PRIMARY RxNorm
Related Record Type Details
Structure of IVABRADINE HEMISULFATE
SALT/SOLVATE -> PARENT
Structure of IVABRADINE
EXCRETED UNCHANGED
About 4% of unchanged drug was recovered either in urine or in feces, suggesting hepatic metabolism as the major route of elimination. Radioactivity associated with metabolites was excreted to a similar degree in feces (around 45%) and urine (around 37%).
FECAL; URINE
Structure of IVABRADINE ADIPATE
SALT/SOLVATE -> PARENT
Structure of IVABRADINE HYDROBROMIDE
SALT/SOLVATE -> PARENT
Structure of IVABRADINE SULFATE
SALT/SOLVATE -> PARENT
Structure of IVABRADINE OXALATE
SALT/SOLVATE -> PARENT
POTASSIUM/SODIUM HYPERPOLARIZATION-ACTIVATED CYCLIC NUCLEOTIDE-GATED CHANNEL 4
TARGET -> INHIBITOR
IC50
Structure of IVABRADINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Related Record Type Details
Structure of N-DEMETHYLIVABRADINE
METABOLITE ACTIVE -> PARENT
20 mg repeated oral doses in eighteen healthy male volunteers; IVABRADINE 85 + 46 ng/mL
Cmax
PLASMA
Related Record Type Details
Structure of IVABRADINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC ORAL ADMINISTRATION

Tmax PHARMACOKINETIC ORAL ADMINISTRATION

NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966