AMIODARONE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H29I2NO3
Molecular Weight	645.3116
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of AMIODARONE

Structure Search

SMILES

CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)CC)C(I)=C2)C3=C(O1)C=CC=C3

InChI

InChIKey=IYIKLHRQXLHMJQ-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C25H29I2NO3
Molecular Weight	645.3116
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:25:00 UTC 2023` Edited by `admin` on `Fri Dec 15 15:25:00 UTC 2023`
Record UNII	N3RQ532IUT
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

AMIODARONE

Official Name

English

AMIODARONE [MI]

Common Name

English

AMIODARONE [VANDF]

Common Name

English

AMIODARONE [USAN]

Common Name

English

AMIODARONE [MART.]

Common Name

English

2-Butyl-3-benzofuranyl 4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone

Systematic Name

English

Amiodarone [WHO-DD]

Common Name

English

amiodarone [INN]

Common Name

English

METHANONE, (2-BUTYL-3-BENZOFURANYL)(4-(2-(DIETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

UCSF-FDA TRANSPORTAL

AMIODARONE

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

WHO-VATC

QC01BD01

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

FDA ORPHAN DRUG

70292

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

NDF-RT

N0000175426

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

12.2

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

NCI_THESAURUS

C93038

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

LIVERTOX

NBK548109

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

WHO-ATC

C01BD01

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

Code System Code Type Description

SMS_ID

100000089825

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

EPA CompTox

DTXSID7022592

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

IUPHAR

2566

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

NDF-RT

N0000182141

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Cytochrome P450 3A4 Inhibitors [MoA]

MESH

D000638

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

DRUG BANK

DB01118

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

FDA UNII

N3RQ532IUT

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

RXCUI

703

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

RxNorm

ECHA (EC/EINECS)

217-772-1

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

WIKIPEDIA

AMIODARONE

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

DRUG CENTRAL

176

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

NDF-RT

N0000182138

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Cytochrome P450 1A2 Inhibitors [MoA]

CAS

1951-25-3

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

EVMPD

SUB05451MIG

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

PUBCHEM

2157

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

NCI_THESAURUS

C62002

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

NDF-RT

N0000185503

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

P-Glycoprotein Inhibitors [MoA]

DAILYMED

N3RQ532IUT

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

CHEBI

2663

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

ChEMBL

CHEMBL633

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

NDF-RT

N0000185504

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Cytochrome P450 2C9 Inhibitors [MoA]

MERCK INDEX

m1748

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Merck Index

NDF-RT

N0000182137

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Cytochrome P450 2D6 Inhibitors [MoA]

LACTMED

Amiodarone

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

INN

2012

Created by admin on Fri Dec 15 15:25:00 UTC 2023 , Edited by admin on Fri Dec 15 15:25:00 UTC 2023

PRIMARY

Related Record Type Details


					976728SY6Z

AMIODARONE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					SEV29N8JND

POTASSIUM VOLTAGE-GATED CHANNEL SUBFAMILY H MEMBER 2

TARGET -> INHIBITOR

Interaction Type:

BINDING

Qualification:

IC50

Amount:


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

POTENT


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR


					VK4SQL11C0

CYTOCHROME P450 1A2

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

POTENT


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> SUBSTRATE

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

ACTIVE AT HIGH CONCENTRATIONS; AMIODARONE CONCENTRATES IN THE LIVER

Interaction Type:

MAJOR

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

POTENT


					Z2CHJ67SHZ

VOLTAGE-DEPENDENT CALCIUM CHANNEL SUBUNIT ALPHA-2/DELTA-1

TARGET -> INHIBITOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					5LHV8RAE8X

2-BENZOFURANBUTANOIC ACID, 3-(4-(2-(DIETHYLAMINO)ETHOXY)-3-IODOBENZOYL)-

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					M31FU99E3Y

DESETHYLAMIODARONE

METABOLITE ACTIVE -> PARENT

Interaction Type:

MAJOR

Amount:


					D8YC83C05N

S-1086

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					AH8D3SX7ZA

(2-BUTYL-6-HYDROXY-3-BENZOFURANYL)(4-(2-(DIETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)METHANONE

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					6Q7NUJ7XFM

(4-(2-(DIETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)(2-(4-HYDROXYBUTYL)-3-BENZOFURANYL)METHANONE

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					AF5VA8NZA3

2-BENZOFURANBUTANOIC ACID, 3-(4-(2-(ETHYLAMINO)ETHOXY)-3,5-DIIODOBENZOYL)-

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					M31FU99E3Y

DESETHYLAMIODARONE

METABOLITE ACTIVE -> PARENT

Interaction Type:

MAJOR

Amount:


					A5JF3R27N3

(4-(2-(DIETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)(2-(3-HYDROXYBUTYL)-3-BENZOFURANYL)METHANONE

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					AGV45U82VT

(2-BUTYL-3-BENZOFURANYL)(4-(2-HYDROXYETHOXY)-3,5-DIIODOPHENYL)METHANONE

METABOLITE -> PARENT

Qualification:

BILE

Amount:


					9BZ3NV67ZG

2-BENZOFURANBUTANOIC ACID, 3-(4-(2-(DIETHYLAMINO)ETHOXY)-3,5-DIIODOBENZOYL)-

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

BILE

Amount:


					EL6KZ5H96P

(2-BUTYL-3-BENZOFURANYL)(4-(2-(ETHYLAMINO)ETHOXY)-3-IODOPHENYL)METHANONE

METABOLITE -> PARENT

Qualification:

BILE

Amount:

Related Record Type Details


					N3RQ532IUT

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC