Drug

D0005 | Amiodarone

Molecular Formula C25H29I2NO3
Molecular Weight 645.3
Structure
State solid
Clearance * 90-158 mL/h/kg [Healthy with a single dose IV (5 mg/kg over 15 min)] * 100 mL/h/kg [Normal subjects > 65 yrs] * 150 mL/h/kg [younger subjects] * 220 and 440 mL/h/kg [patients with VT and VF]
Route of elimination Amiodarone is eliminated primarily by hepatic metabolism and biliary excretion and there is negligible excretion of amiodarone or DEA in urine.
Protein binding >96%
Half life 58 days (range 15-142 days)
Absorption Slow and variable (about 20 to 55% of an oral dose is absorbed).
Trade names Cordarone, Nexterone
Description anti-arrhythmic drug

C

C01BD01 Amiodarone


[C01BD] Antiarrhythmics, class III


[C01B] ANTIARRHYTHMICS, CLASS I AND III


[C01] CARDIAC THERAPY


[C] Cardiovascular system


Toxicity Dose Time Species Model Method Action Positive criterion Reference
OPENING OF PERMEABILITY TRANSITION PORE (PTP) 10 µM 1 hour Human HepG2 High-content screening assay Increase MEC 306
UNCOUPLING 1 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 10 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 20 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 50 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 80 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 100 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake affect p < 0.01 4
ELECTROPHORETIC UNCOUPLING 278
MEMBRANE POTENTIAL 0.5 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 1 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 4 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 8 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential decrease p < 0.05 4
MEMBRANE POTENTIAL 20 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential decrease p < 0.01 4
MEMBRANE POTENTIAL 2.6 µM 30 mins mouse liver mitochondria Rh123 fluorescence (excitation 485 nm, emission 535 nm) are recorded using a fluorescence multi-well plate reader (mCICCP (20 µM) treatments was considered as the 100% baseline for ΔΨm loss) decrease EC20 36
MEMBRANE POTENTIAL 50 µM 1 hour Human HepG2 High-content screening assay Decrease MEC 306
MEMBRANE POTENTIAL 5 µM 1 hour Human HepG2 High-content screening assay Increase MEC 306
RESPIRATION 45.92 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. decrease EC20 36
RESPIRATION ND 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. Negative EC20 36
STATE 3 RESPIRATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
STATE 3 RESPIRATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
RESPIRATORY CONTROL RATIO (RCR) 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex I activity decrease p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex II + III activity decrease p < 0.001 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex II + III activity decrease p < 0.001 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex IV activity decrease p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex V activity decrease p < 0.001 3
ELECTRON TRANSPORT CHAIN decrease 36
GLUCOSE GALACTOSE IC50 RATIO 75.2 ± 12.9, 92.0 ± 5.5, 0.8, 95.1 ± 10.1 ,69.1 ± 24.1, 1.3 4hr H9c2 cells high-glucose–galactose cell viability assay with JC-1 mitochondrial membrane potential and ATP-depletion assays (CellTiter-Glo reagent ). glucose/galactose IC50 ratio (JC-1 IC50 in glucose, JC-1 IC50 in galactose, JC-1 glu/gla, ATP IC50 in glucose, ATP IC50 in galactose, ATP glu/gla ) 50
FATTY ACID METABOLISM 20µM 24hr isolated rat liver mitochondria, and the human hepatoma cell line HepG2 inhibit 271
MITOCHONDRIAL FATTY ACID BETA OXIDATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation Negative p < 0.05 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 80 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of acyl‐CoA dehydrogenase activity decrease 28% inhibition 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of β‐ketothiolase activity Negative no inhibition 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION affect 227
MITOCHONDRIAL FATTY ACID BETA OXIDATION 228 μmol/L rat cardiac and hepatic mitochondria CPT-1 activity was measured by the formation of palmitoyl-[3H]-carnitine from palmitoyl-CoA and [3H]-I- carnitine, affect IC50 240
MITOCHONDRIAL FATTY ACID BETA OXIDATION 28.5/>100 human/rat hepatocytes Fatty acid oxidation (FAO) was determined by measuring 14CO2 release from 14C-labeled palmitate inhibition IC50 (μM) 333
SYNTHESIS OF KETONE BODY 34 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease IC50 4
SYNTHESIS OF KETONE BODY 16.6 Wistar rat hepatocytes ketone bodies (KB = β-hydroxybutyrate + acetoacetate) were determined with a commercially available kit (Autokit 3-HB from Wako) inhibition IC50 (μM) 333
SWELLING 1 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling Negative p < 0.05 4
SWELLING 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling Negative p < 0.05 4
SWELLING 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling increase p < 0.05 4
SWELLING ND 30 mins mouse liver mitochondria swelling assay: Absorbance at 545 nm using a fluorescence multi-well plate reader (CaCl2 (50 µM) was considered as the 100% baseline for the swelling ) Negative EC20 36
OXIDATIVE STRESS 0.1 μmol/L 1 hour human HepG2 Measurement of ROS Negative p < 0.05 4
OXIDATIVE STRESS 1 μmol/L 1 hour human HepG2 Measurement of ROS increase p < 0.05 4
OXIDATIVE STRESS 100 μmol/L 1 hour human HepG2 Measurement of ROS increase p < 0.05 4
OXIDATIVE STRESS 185
ROS PRODUCTION 10 µM 1 hour Human HepG2 High-content screening assay Increase MEC 306
APOPTOSIS 100 μmol/L 8 hours human HepG2 Assessment of cytochrome c release increase observable 4
LATE APOPTOSIS 100 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement increase p < 0.01 4
LATE APOPTOSIS 1 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement Negative p < 0.05 4
LATE APOPTOSIS 100 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement increase p < 0.05 4

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 50 μM bovine heart mitochondria Measurement of complex I activity inhibitor p < 0.05 3
NADH:ubiquinone reductase inhibitor 36
NADH:ubiquinone reductase 45.92 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. inhibit EC20 36
Succinate dehydrogenase 50 μM bovine heart mitochondria Measurement of complex II + III activity inhibitor p < 0.001 3
Succinate dehydrogenase ND 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. Negative EC20 36
Quinol--cytochrome-c reductase 50 μM bovine heart mitochondria Measurement of complex II + III activity inhibitor p < 0.001 3
Cytochrome c oxidase 50 μM bovine heart mitochondria Measurement of complex IV activity inhibitor p < 0.05 3
ATP synthase 50 μM bovine heart mitochondria Measurement of complex V activity inhibitor p < 0.001 3
carnitine palmitoyltransferases I inhibit 227
carnitine palmitoyltransferases I 228 μmol/L rat cardiac and hepatic mitochondria CPT-1 activity was measured by the formation of palmitoyl-[3H]-carnitine from palmitoyl-CoA and [3H]-I- carnitine, inhibit IC50 240
Carnitine O-palmitoyltransferase 1, liver isoform, CPT1-L, EC 2.3.1.21 >100/− human/rat recombinant Pichia pastoris Membrane Preparations spectrophotometric assay with DTNB Negative IC50 (μM) 333
Carnitine O-palmitoyltransferase 1, muscle isoform >100 human/rat recombinant Pichia pastoris Membrane Preparations spectrophotometric assay with DTNB Negative IC50 (μM) 333
Carnitine O-palmitoyltransferase 2, mitochondrial, EC 2.3.1.21 >100/− human/rat recombinant Pichia pastoris Membrane Preparations spectrophotometric assay with DTNB Negative IC50 (μM) 333
3-ketoacyl-CoA thiolase, mitochondrial 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of β‐ketothiolase activity Negative no inhibition 4
Short/branched chain specific acyl-CoA dehydrogenase, mitochondrial 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of acyl‐CoA dehydrogenase activity inhibitor 28% inhibition 4
Reactive oxygen species 10 µM 1 hour Human HepG2 High-content screening assay increase MEC 306
Cytochrome c 100 μmol/L 8 hours human HepG2 Assessment of cytochrome c release release observable 4
Cytochrome c < 50 µM 30 mins mouse liver mitochondria Cytochrome c release was evaluated using ELISA kit ( 20 µg/ml Alamethicin was used as 100% baseline) release EC20 36

Organism Test type Route Dose (normalized dose) Effect Source
mouse LD50 oral > 3gm/kg (3000mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 intraperitoneal 450mg/kg (450mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
man TDLo unreported 57mg/kg/5D-I (57mg/kg) cardiac: pulse rate increase without fall in bp Annals of Internal Medicine. Vol. 97, Pg. 561, 1982.
women TDLo multiple routes 1475mg/kg/7W- (1475mg/kg) cardiac: other changes American Journal of Cardiology. Vol. 58, Pg. 1110, 1986.
women TDLo intravenous 3mg/kg (3mg/kg) brain and coverings: increased intracranial pressure Critical Care Medicine. Vol. 13, Pg. 688, 1985.
man TDLo unreported 51mg/kg/6D-C (51mg/kg) skin and appendages (skin): "dermatitis, other: after systemic exposure" British Medical Journal. Vol. 296, Pg. 1322, 1988.
child LDLo oral 568mg/kg/9W-I (568mg/kg) Journal of Pediatrics. Vol. 107, Pg. 967, 1985.
women TDLo oral 2480mg/kg/43W (2480mg/kg) endocrine: thyroid weight (goiter) Acta Medica Scandinavica. Vol. 221, Pg. 219, 1987.
rat LD50 intraperitoneal 610mg/kg (610mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
man LDLo oral 2086mg/kg/2Y- (2086mg/kg) Netherlands Journal of Medicine. Vol. 29, Pg. 303, 1986.
dog LD50 oral > 5gm/kg (5000mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
man TDLo intravenous 26mg/kg/1D-C (26mg/kg) American Heart Journal. Vol. 131, Pg. 1214, 1996.
women TDLo oral 1128mg/kg/56W (1128mg/kg) American Journal of Medicine. Vol. 86, Pg. 134, 1989.
women TDLo oral 64mg/kg/4D-I (64mg/kg) Lancet. Vol. 350, Pg. 1300, 1997.
women TDLo unreported 48mg/kg/3D-I (48mg/kg) cardiac: pulse rate increase without fall in bp American Heart Journal. Vol. 130, Pg. 399, 1995.
dog LD50 intravenous 5gm/kg (5000mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
women TDLo oral 416mg/kg/30D- (416mg/kg) lungs, thorax, or respiration: other changes Archives of Internal Medicine. Vol. 147, Pg. 50, 1987.
man TDLo oral 133mg/kg/23D- (133mg/kg) skin and appendages (skin): photosensitivity: after systemic exposure Lancet. Vol. 1, Pg. 51, 1984.
rat LD50 oral > 3gm/kg (3000mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 oral > 4gm/kg (4000mg/kg) European Patent Application. Vol. #0076973,
man TDLo oral 171mg/kg/30D- (171mg/kg) American Heart Journal. Vol. 100, Pg. 412, 1980.
man LDLo unreported 3650mg/kg/3.5 (3650mg/kg) Clinical Endocrinology Vol. 45, Pg. 365, 1996.
man LDLo oral 3129mg/kg/3Y- (3129mg/kg) Southern Medical Journal. Vol. 89, Pg. 85, 1996.
man TDLo oral 1714mg/kg/21W (1714mg/kg) New England Journal of Medicine. Vol. 308, Pg. 779, 1983.
rat LD50 intraperitoneal 885mg/kg (885mg/kg) European Patent Application. Vol. #0076973,
women TDLo oral 120mg/kg/10D- (120mg/kg) cardiac: arrhythmias (including changes in conduction) Human Toxicology. Vol. 4, Pg. 169, 1985.
man LDLo oral 1869mg/kg/22W (1869mg/kg) American Journal of Medicine. Vol. 77, Pg. 751, 1984.
women TDLo oral 5200mg/kg/5Y- (5200mg/kg) Respiration. Vol. 49, Pg. 157, 1986.
women TDLo oral 5796mg/kg/69W (5796mg/kg) Italian Journal of Neurological Sciences. Vol. 8, Pg. 605, 1987.
man TDLo oral 240mg/kg/6W-I (240mg/kg) skin and appendages (skin): hair: other Archives of Internal Medicine. Vol. 155, Pg. 1106, 1995.
rat LD50 intravenous 170mg/kg (170mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
man TDLo oral 3651mg/kg/2.3 (3651mg/kg) American Journal of Gastroenterology. Vol. 83, Pg. 161, 1988.
man TDLo oral 60mg/kg/2W-I (60mg/kg) Chest. Vol. 88, Pg. 630, 1985.
man TDLo oral 390mg/kg/39W- (390mg/kg) Netherlands Journal of Medicine. Vol. 42, Pg. 21, 1993.
mouse LD50 intraperitoneal 254mg/kg (254mg/kg) European Journal of Toxicology and Environmental Hygiene. Vol. 8, Pg. 122, 1975.
mouse LD50 intravenous 178mg/kg (178mg/kg) European Journal of Toxicology and Environmental Hygiene. Vol. 8, Pg. 188, 1975.
women TDLo intravenous 36mg/kg/1D-I (36mg/kg) endocrine: evidence of thyroid hyperfunction Israel Journal of Medical Sciences. Vol. 21, Pg. 165, 1985.
man TDLo intravenous 4286ug/kg (4.286mg/kg) brain and coverings: increased intracranial pressure Critical Care Medicine. Vol. 13, Pg. 688, 1985.

  • Agitation

  • Arrhythmia

  • Asthma

  • Atrial fibrillation

  • Drug interaction

  • Hyperkinesia

  • Pulmonary fibrosis

  • Respiratory failure

  • Sinus arrhythmia

  • Sudden death

  • Tachyarrhythmia

  • Ventricular arrhythmia

  • Ventricular tachycardia

  • Wolff-Parkinson-White syndrome

  • Cardiogenic shock (0.01)

  • Alanine aminotransferase increased

  • Aspartate aminotransferase increased

  • Atrial fibrillation

  • Atrioventricular block

  • Body temperature increased

  • Bradycardia

  • Cardiac arrest

  • Cardiac failure congestive

  • Diarrhoea

  • Electrocardiogram QT prolonged

  • Hypotension

  • Liver function test abnormal

  • Nausea

  • Nodal arrhythmia

  • Pulmonary oedema

  • Renal impairment

  • Shock

  • Thrombocytopenia

  • Ventricular fibrillation

  • Ventricular tachycardia

  • Vomiting

  • (2-Butyl-3-benzofuranyl)(4-(2-(diethylamino)ethoxy)-3,5-diidophenyl)methanone (2-Butyl-benzofuran-3-yl)(4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl)methanone # (2-Butylbenzofuran-3-yl)(4-(2-(diethylamino)-ethoxy)-3,5-diiodophenyl)methanone
    (2-Butylbenzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)methanone (2-butyl-1-benzofuran-3-yl)(4-{[2-(diethylamino)ethyl]oxy}-3,5-diiodophenyl)methanone (2-butyl-1-benzofuran-3-yl)-[4-(2-diethylaminoethoxy)-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-butylbenzofuran-3-yl)-[4-(2-diethylaminoethyloxy)-3,5-diiodo-phenyl]methanone
    (2-n-butyl-3-benzofuranyl) [4-[2-(diethylamino)ethoxyl]-3,5-diiodophenyl] methanone (2-n-butyl-3-benzofuranyl)[4-[2-(diethylamino)ethoxyl]-3,5-diiodophenyl]methanone (2-{4-[(2-butyl-1-benzofuran-3-yl)carbonyl]-2,6-diiodophenoxy}ethyl)diethylamine
    1951-25-3 2-Butyl-3-(3,5-diiodo-4-(.beta.-diethylaminoethoxy)benzoyl)benzofuran 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-(4'-beta-N-diethylaminoethoxy-3',5'-diiodobenzoyl)benzofuran
    2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone 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-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone 2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran 20514-EP2272832A1
    20514-EP2305668A1 20514-EP2314585A1 4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl 2-butylbenzo[b]furan-3-yl ketone
    5-18-02-00353 (Beilstein Handbook Reference) 951A253 AB00053422
    AB00053422-17 AB00053422_18 AB00053422_19
    AKOS005462717 API0001453 AX8114028
    Amidorone Amiodarona Amiodarona [INN-Spanish]
    Amiodarone (USAN/INN) Amiodarone Base Amiodarone [USAN:BAN:INN]
    Amiodarone [USAN:INN:BAN] AmiodaroneHCl Amiodaronum
    Amiodaronum [INN-Latin] Amjodaronum Atlansil
    BBI BDBM18957 BIDD:GT0425
    BIDD:PXR0146 BPBio1_000372 BRD-K17561142-003-16-8
    BRN 1271711 BSPBio_000338 BSPBio_001574
    BSPBio_002580 Bio1_000026 Bio1_000515
    Bio1_001004 Bio2_000294 Bio2_000774
    C-23400 C06823 C25H29I2NO3
    CAS-1951-25-3 CAS-19774-82-4 CBiol_001740
    CC-24083 CCG-204217 CCRIS 9360
    CHEBI:2663 CHEMBL633 CS-2834
    CTK4G7797 Cordarone Cordarone (Salt/Mix)
    Cyto8E2 D02910 DB01118
    DSSTox_CID_2592 DSSTox_GSID_22592 DSSTox_RID_76649
    DTXSID7022592 DivK1c_000079 EINECS 217-772-1
    F2173-1018 FT-0601533 GTPL2566
    HMS1791O16 HMS1989O16 HMS2089C07
    HY-14187 IDI1_000079 IDI1_034044
    IYIKLHRQXLHMJQ-UHFFFAOYSA-N KBio1_000079 KBio2_000294
    KBio2_000741 KBio2_002862 KBio2_003309
    KBio2_005430 KBio2_005877 KBio3_000587
    KBio3_000588 KBio3_001800 KBioGR_000294
    KBioGR_001859 KBioSS_000294 KBioSS_000741
    Ketone, 2-butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl Kordaron L 3428
    L-3428 L001174 LS-87088
    Labaz (Salt/Mix) Lopac-A-8423 Lopac0_000122
    MCULE-4156227717 Methanone, (2-butyl-3-benzofuranyl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)- Methanone, (2-butyl-3-benzofuranyl)[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]-
    Methanone,(2-butyl-3-benzofuranyl)[4-[2-(diethyloxidoamino)ethoxy]-3,5-diiodophenyl]- N3RQ532IUT NCGC00015096-01
    NCGC00015096-02 NCGC00015096-03 NCGC00015096-04
    NCGC00015096-05 NCGC00015096-06 NCGC00015096-07
    NCGC00015096-08 NCGC00015096-09 NCGC00015096-10
    NCGC00015096-11 NCGC00015096-12 NCGC00015096-13
    NCGC00015096-14 NCGC00015096-17 NCGC00024242-03
    NCGC00024242-04 NCGC00024242-05 NCGC00024242-06
    NCI60_041885 NINDS_000079 Pacerone
    Prestwick0_000409 Prestwick1_000409 Prestwick2_000409
    Prestwick3_000409 Q410061 QTL1_000008
    SBI-0050110.P003 SC-18813 SCHEMBL16284
    SKF 33134-A SKF-33134-A (Salt/Mix) SKF-33134A
    SPBio_001825 SPBio_002277 ST51014902
    STK529812 Spectrum2_001813 Spectrum3_001050
    Spectrum4_001190 Spectrum5_001533 Spectrum_000261
    Tox21_110083 Tox21_110083_1 Tranquerone
    UNII-N3RQ532IUT UNM000001215003 W-107695
    ZINC3830212 amiodarone cid_441325

    DrugBank Name Amiodarone
    DrugBank DB01118
    CAS Number 1951-25-3, 19774-82-4, 318267-30-0
    PubChem Compound 2157
    KEGG Compound ID C06823
    KEGG Drug D02910
    PubChem.Substance 46507387
    ChEBI 2663
    PharmGKB PA448383
    ChemSpider 2072
    BindingDB 18957.0
    TTD DAP000496
    Wikipedia Amiodarone
    HET BBI
    DPD 1400

    1. Chan et al. (2005)
    2. Dykens et al. (2007)