Drug Information

General Information
Drug ID
DR00642
Drug Name
Amiodarone
Synonyms
(2-Butyl-3-benzofuranyl)(4-(2-(diethylamino)ethoxy)-3,5-diidophenyl)methanone; (2-butyl-1-benzofuran-3-yl)(4-{[2-(diethylamino)ethyl]oxy}-3,5-diiodophenyl)methanone; (2-butyl-1-benzofuran-3-yl)-[4-(2-diethylaminoethyloxy)-3,5-diiodophenyl]methanone; (2-butyl-1-benzofuran-3-yl){4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone; (2-butylbenzofuran-3-yl)-[4-(2-diethylaminoethoxy)-3,5-diiodo-phenyl]-methanone; (2-{4-[(2-butyl-1-benzofuran-3-yl)carbonyl]-2,6-diiodophenoxy}ethyl)diethylamine; 2-Butyl-3-(3,5-diiodo-4-(2-diethylaminoethoxy)benzoyl)benzofuran; 2-Butyl-3-(3,5-diiodo-4-(beta-diethylaminoethoxy)benzoyl)benzofuran; 2-Butyl-3-(4'-beta-N-diethylaminoethoxy-3',5'-diiodobenzoyl)benzofuran; 2-Butyl-3-[3,5-diiodo-4-(2-di; 2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone; 2-Butyl-3-benzofuranyl p-((2-diethylamino)ethoxy)-m,m-diiodophenyl ketone; 2-Butyl-3-benzofuranyl p-[(2-diethylamino)ethoxy]-m,m-diiodophenyl ketone; 2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran; ASTA Medica Brand of Amiodarone Hydrochloride; Alphapharm Brand of Amiodarone Hydrochloride; Amidorone; Aminodarone; Amio-Aqueous IV; Amiobeta; Amiodarex; Amiodarona; Amiodarona [INN-Spanish]; Amiodarone (USAN/INN); Amiodarone Base; Amiodarone [USAN:BAN:INN]; Amiodarons; Amiodaronum; Amiodaronum [INN-Latin]; Amiohexal; Amjodaronum; Ancar; Aratac (TN); Aratac;Arycor; Armstrong Brand of Amiodarone Hydrochloride; Arycor (TN); Atlansil (TN); Berenguer Infale Brand of Amiodarone Hydrochloride; Betapharm Brand of Amiodarone Hydrochloride; Braxan; Corbionax; Cordarex; Cordarone; Cordarone (TN); Cordarone Intravenous; Ethylaminoethoxy)benzoyl]benzofuran; G Gam Brand of Amiodarone Hydrochloride; Hexal Brand of Amiodarone Hydrochloride; Ketone, 2-butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl; Ketone, 2-butyl-3-benzofuranyl 4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl (7CI,8CI); Kordaron; L 3428; L-3428; L3428; Labaz; Leurquin Brand of Amiodarone Hydrochloride; Ortacrone; Pacerone; Pacerone (TN); Pharma Investi Brand of Amiodarone Hydrochloride; Pms-Amiodarone; Rytmarone; SKF 33134-A; SKF 33134A; Sanofi Winthrop Brand of Amiodarone Hydrochloride; Sedacoron; Sedacorone; Tachydaron; Wyeth Brand of Amiodarone Hydrochloride
Drug Type
Small molecular drug
Indication Tachyarrhythmias [ICD11:BC71, BC81] Approved [1]
Therapeutic Class
Antiarrhythmic Agents
Structure
3D MOL 2D MOL
Formula
C25H29I2NO3
Canonical SMILES
CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)I)OCCN(CC)CC)I
InChI
InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3
InChIKey
IYIKLHRQXLHMJQ-UHFFFAOYSA-N
CAS Number
CAS 1951-25-3
Pharmaceutical Properties Molecular Weight 645.3 Topological Polar Surface Area 42.7
Heavy Atom Count 31 Rotatable Bond Count 11
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
XLogP
7.6
PubChem CID
2157
PubChem SID
11110784 ,11110785 ,11119907 ,11120395 ,11120883 ,11121639 ,11122119 ,11146990 ,11335254 ,11360493 ,11362708 ,11363155 ,11365270 ,11365717 ,11367832 ,11368279 ,11370687 ,11370688 ,11371900 ,11373433 ,11374997 ,11375994 ,11376441 ,11446237 ,11461465 ,11466437 ,11467557 ,11485561 ,11486013 ,11489629 ,11490865 ,11493004 ,11494075 ,14765719 ,17397067 ,24424556 ,26751596 ,26751597 ,29221336 ,4266412 ,46507387 ,46519007 ,47216511 ,47364902 ,5487933 ,650805 ,7978689 ,8145887 ,8151466 ,9041
ChEBI ID
ChEBI:2663
TTD Drug ID
D0L5WM
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Amiodarone was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Mammalian drug efflux transporters of the ATP binding cassette (ABC) family in multidrug resistance: A review of the past decade. Cancer Lett. 2016 Jan 1;370(1):153-64.

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