ivabradine

Also known as 3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one, Ivabradin, Ivabradinum, Ivabradina

Ivabradine, sold under the brand name Procoralan among others, is a medication, which is a pacemaker current (If) inhibitor, used for the symptomatic management of heart-related chest pain and heart failure. Patients who qualify for use of ivabradine for congestive heart failure are patients who have symptomatic heart failure, with reduced ejection fraction, and heart rate at least 70 bpm, and the condition not able to be fully managed by beta blockers.

Key facts

Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 477495852
Drug.image: Ivabradine Structural Formula V.1.svg
Drug.image_class: skin-invert-image
Drug.width: 200
Drug.image2: Ivabradine-based-on-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.width2: 200
Drug.tradename: Corlanor, Procoralan, others
Drug.MedlinePlus: a615027
Drug.DailyMedID: Ivabradine
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: C01
Drug.ATC_suffix: EB17
Drug.ATC_supplemental: ,
Drug.legal_CA: Rx-only
Drug.legal_UK: POM

via Wikipedia infobox

Chemical data

Formula: C27H36N2O5
Molecular weight: 468.6 g/mol
IUPAC name: 3-[3-[[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
SMILES: CN(CCCN1CCC2=CC(=C(C=C2CC1=O)OC)OC)C[C@H]3CC4=CC(=C(C=C34)OC)OC
InChIKey: ACRHBAYQBXXRTO-OAQYLSRUSA-N
XLogP: 2.4
Polar surface area: 60.5 Å²
H-bond donors: 0
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2005
Admin. routes: oral
Indications: cardiovascular disease, orthostatic hypotension, heart failure, diastolic heart failure

via ChEMBL · EBI

Research

2,063 papers

Ivabradine for treatment of heart failure.Expert opinion on drug safety · 2019
Ivabradine in Cardiovascular Disease Management Revisited: a Review.Cardiovascular drugs and therapy · 2021
Ivabradine as adjuvant treatment for chronic heart failure.The Cochrane database of systematic reviews · 2020
Randomized Trial of Ivabradine in Patients With Hyperadrenergic Postural Orthostatic Tachycardia Syndrome.Journal of the American College of Cardiology · 2021
Ivabradine for the Treatment of Cardiovascular Diseases.Circulation journal : official journal of the Japanese Circulation Society · 2019

via PubMed

Wikidata facts

Mass: 468.262422
Official website: www.corlanorhcp.com
Has use: medication

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route of administration: oral administration
chemical formula: C₂₇H₃₆N₂O₅
canonical SMILES: CN(CCCN1CCC2=CC(=C(C=C2CC1=O)OC)OC)CC3CC4=CC(=C(C=C34)OC)OC
isomeric SMILES: CN(CCCN1CCC2=CC(=C(C=C2CC1=O)OC)OC)C[C@H]3CC4=CC(=C(C=C34)OC)OC
defined daily dose: 10
medical condition treated: cardiomyopathy
Commons category: Ivabradine
significant drug interaction: fosphenytoin

Sources (5)

via Wikidata · CC0

~13 min read

Encyclopedic overview

16 sections

Contents

Medical uses
Chest pain
Heart failure
Tachycardia
Contraindications
Adverse effects
Mechanism of action
Clinical trials
Coronary artery disease
Chronic heart failure
Society and culture
Approval
Alleged conflict of interest
Names
References
External links

{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477495852 | image = Ivabradine Structural Formula V.1.svg | image_class = skin-invert-image | width = 200 | alt = | image2 = Ivabradine-based-on-xtal-3D-bs-17.png | image_class2 = bg-transparent | width2 = 200 | alt2 =

Excerpted from Wikipedia’s “ivabradine” article, available under the CC BY-SA 4.0 licence.

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فارسی

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