Responsive image

Common name


Amiodarone

IUPAC name


{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}diethylamine

SMILES


CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)CC)C(I)=C2)C2=CC=CC=C2O1

Compound class


Enzyme Inhibitors; Anti-Arrhythmia Agents; Potassium Channel Blockers; Vasodilator Agents; Sodium Channel Blockers; Cardiovascular System; Antiarrhythmics, Class III; Antiarrhythmics, Class I and Iii; Cardiac Therapy; Antiarrythmics, Class I and Iii; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP3A Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2A6 Inhibitors; CYP2A6 Inhibitors (strong); CYP2A6 Inhibitors (moderate); CYP2A6 Inducers; CYP2A6 Inducers (strong); CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


Intravenously, for initiation of treatment and prophylaxis of frequently recurring ventricular fibrillation and hemodynamically unstable ventricular tachycardia in patients refractory to other therapy. Orally, for the treatment of life-threatening recurrent ventricular arrhythmias such as recurrent ventricular fibrillation and recurrent hemodynamically unstable ventricular tachycardia.

Common name


Amiodarone

IUPAC name


{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}diethylamine

SMILES


CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)CC)C(I)=C2)C2=CC=CC=C2O1

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

FORMULA


C25H29I2NO3

Responsive image

Common name


Amiodarone

IUPAC name


{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}diethylamine

Molecular weight


645.312

clogP


8.240

clogS


-9.452

HBond Acceptor


4

HBond Donor


0

Total Polar
Surface Area


42.68

Number of Rings


3

Rotatable Bond


11

Drug ID Common name Structure CAS SMILE Frequency
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00040 ethanamine Responsive image CCN 0.0677
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00068 N-methylethanamine Responsive image N(CC)C 0.0429
FDBF00294 N-ethyl-N-methyl-ethanamine Responsive image C(C)N(CC)C 0.0134
FDBF00729 2-(ethylamino)ethanol Responsive image N(CCO)CC 0.0065
FDBF02535 2-methylbenzofuran Responsive image Cc1oc2c(c1)cccc2 0.0007
FDBF02536 benzofuran-3-carbaldehyde Responsive image o1cc(c2c1cccc2)C=O 0.0007
FDBF02537 benzofuran Responsive image o1ccc2c1cccc2 0.0010
13 , 2