amiodarone

Also known as amiodarone hydrochloride, Cordarone®, 2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran, 2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone, 2-Butyl-3-(3,5-diiodo-4-(2-diethylaminoethoxy)benzoyl)benzofuran, Amiodaronum, Amiodarona

Amiodarone is an antiarrhythmic medication used to treat and prevent a number of types of cardiac dysrhythmias. This includes ventricular tachycardia, ventricular fibrillation, and wide complex tachycardia, atrial fibrillation, and paroxysmal supraventricular tachycardia. Evidence of benefit for cardiac arrest is poor. It can be given by mouth, intravenously, or intraosseously. When used by mouth, it can take a few weeks for effects to begin.

OverviewAI-generated

Amiodarone is a chemical compound with the formula C₂₅H₂₉I₂NO₃. Its IUPAC name is (2-butyl-1-benzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone. The substance has a mass of 645.024 and a weight of 645.3. It possesses a charge of 0, an xlogp value of 7.6, and a topological polar surface area of 42.7.

The molecule contains zero hydrogen bond donors and four hydrogen bond acceptors. Its canonical SMILES representation is CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)I)OCCN(CC)CC)I. Amiodarone is referenced by 1,096 other encyclopedia articles. A search for the term amiodarone in PubMed yields 12,944 results.

Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 464394155
Drug.image: Amiodarone structure.svg
Drug.image_class: skin-invert-image
Drug.image2: Amiodarone-based-on-hydrochloride-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.pronounce: or
Drug.tradename: Cordarone, Nexterone, Pacerone, others
Drug.MedlinePlus: a687009
Drug.DailyMedID: Amiodarone
Drug.pregnancy_AU: C
Drug.routes_of_administration: By mouth, intravenous, intraosseous
Drug.ATC_prefix: C01
Drug.ATC_suffix: BD01
Drug.legal_AU: S4
Drug.legal_CA: Rx-only
Drug.legal_US: Rx-only
Drug.bioavailability: 20–55%

via Wikipedia infobox

Chemical data

Formula: C25H29I2NO3
Molecular weight: 645.3 g/mol
IUPAC name: (2-butyl-1-benzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone
SMILES: CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)I)OCCN(CC)CC)I
InChIKey: IYIKLHRQXLHMJQ-UHFFFAOYSA-N
XLogP: 7.6
Polar surface area: 42.7 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

12,944 papers

Acute Amiodarone Pulmonary Toxicity.Journal of cardiothoracic and vascular anesthesia · 2021
Amiodarone-induced thyreopaties.Casopis lekaru ceskych · 2025
Amiodarone.The Journal of the Louisiana State Medical Society : official organ of the Louisiana State Medical Society · 1989
Amiodarone and the thyroid.The American journal of medicine · 2005
Amiodarone.The New England journal of medicine · 1987

via PubMed

~32 min read

Encyclopedic overview

21 sections

Contents

Medical uses
Cardiac arrest
Ventricular tachycardia
Atrial fibrillation
Contraindications
Side effects
Lung
Thyroid
Eye
Liver
Skin
Pregnancy and breastfeeding
Other
Drug-drug interactions
Metabolism
Excretion
Pharmacology
History
Name
Dosing
References

{{Infobox drug | Watchedfields = changed | verifiedrevid = 464394155 | image = Amiodarone structure.svg | image_class = skin-invert-image | alt = | image2 = Amiodarone-based-on-hydrochloride-xtal-3D-bs-17.png | image_class2 = bg-transparent | alt2 =

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