CHEBI:2663 - amiodarone

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ChEBI Name amiodarone
ChEBI ID CHEBI:2663
Definition A member of the class of 1-benzofurans that is 1-benzofuran substituted by a butyl group at position 2 and a 4-[2-(diethylamino)ethoxy]-3,5-diiodobenzoyl group at position 3. It is a cardiovascular drug used for the treatment of cardiac dysrhythmias.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:4336356, ZINC000001532613
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2-Oxoadipic acid, also known as α-ketoadipic acid, is an intermediate in the metabolism of lysine and tryptophan. The conjugate base and carboxylate is 2-oxoadipate or α-ketoadipate, which is the biochemically relevant form.
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Formula C25H29I2NO3
Net Charge 0
Average Mass 645.31160
Monoisotopic Mass 645.02368
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
SMILES CCCCc1oc2ccccc2c1C(=O)c1cc(I)c(OCCN(CC)CC)c(I)c1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
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ChEBI Ontology
Outgoing amiodarone (CHEBI:2663) has role cardiovascular drug (CHEBI:35554)
amiodarone (CHEBI:2663) is a 1-benzofurans (CHEBI:38830)
amiodarone (CHEBI:2663) is a aromatic ketone (CHEBI:76224)
amiodarone (CHEBI:2663) is a organoiodine compound (CHEBI:37142)
amiodarone (CHEBI:2663) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(2-butyl-1-benzofuran-3-yl){4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone
INNs Sources
amiodarona ChemIDplus
amiodaronum ChemIDplus
Synonyms Sources
2-Butyl-3-(3,5-diiodo-4-(2-diethylaminoethoxy)benzoyl)benzofuran ChemIDplus
2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone ChemIDplus
2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran ChemIDplus
Amiodarone KEGG COMPOUND
Manual Xrefs Databases
176 DrugCentral
Amiodarone Wikipedia
C06823 KEGG COMPOUND
CA2826272 Patent
D02910 KEGG DRUG
DB01118 DrugBank
HMDB0015250 HMDB
LSM-2379 LINCS
TW201400111 Patent
View more database links
Registry Numbers Types Sources
1271711 Beilstein Registry Number Beilstein
1951-25-3 CAS Registry Number KEGG COMPOUND
1951-25-3 CAS Registry Number ChemIDplus
Citations Types Sources
10188629 PubMed citation Europe PMC
16479044 PubMed citation Europe PMC
18368867 PubMed citation Europe PMC
Last Modified
22 February 2017