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A8423

Amiodarone hydrochloride

Name: Amiodarone hydrochloride
Brand: SIGMA

≥98% (TLC), powder, ion channel blocker

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₂₉I₂NO₃ · HCl

CAS Number:

19774-82-4

Molecular Weight:

681.77

NACRES:

NA.77

PubChem Substance ID:

24277818

UNSPSC Code:

12352200

EC Number:

243-293-2

MDL number:

MFCD00069204

Assay:

≥98%

Form:

powder

Quality level:

200

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Product Name

Amiodarone hydrochloride, ≥98%

Quality Level

200

assay

≥98%

form

powder

originator

Wyeth

storage temp.

2-8°C

SMILES string

C(=O)(C=1C=2C(OC1CCCC)=CC=CC2)C3=CC(I)=C(OCCN(CC)CC)C(I)=C3.Cl

InChI

1S/C25H29I2NO3.ClH/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;1H

InChI key

ITPDYQOUSLNIHG-UHFFFAOYSA-N

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

General description

CYP2C8/9 and CYP3A family (minor pathway) inhibitor and substrate; CYP2D6, CYP3A family, CYP2D6, CYP2A6, CYP2B6 desethyl-form inhibitor

Application

Amiodarone hydrochloride has been used to study its interaction with cysteamine to stimulate autophagy in cultured biosensor cell lines. It has also been used in larval and adult organ toxicogenomic screening to analyze the transcriptional effects of pharmaceuticals.

Amiodarone hydrochloride is a non-selective ion channel blocker. Amiodarone induces an immediate influx of Ca²⁺ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death. Amiodarone hydrochloride has also been used in a study to determine concentrations of thyroid disrupting substances in effluents from wastewater treatment plants.

Biochem/physiol Actions

Non-selective ion channel blocker. Amiodarone induces an immediate influx of Ca²⁺ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death.

Features and Benefits

This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

GHS08,GHS07,GHS09

signalword

Warning

hcodes

H315,H319,H335,H351,H361fd,H362,H410

pcodes

P260 - P263 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Irrit. 2 - Lact. - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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In vitro thyroid disrupting effects of organic extracts from WWTPs in Beijing.

Na Li et al.

Journal of environmental sciences (China), 23(4), 671-675 (2011-07-29)

It is generally known that there are many endocrine disrupting compounds (EDCs) in the effluents from wastewater treatment plants (WWTPs). Most research has focused on the occurrence of estrogenic or androgenic activities, while ignoring that there are environmental chemicals disrupting

Editor?s Highlight: Transgenic Zebrafish Reporter Lines as Alternative In Vivo Organ Toxicity Models

Poon K, et al.

Toxicological Sciences, 156(1), 133-148 (2017)

Imaging drugs, metabolites and biomarkers in rodent lung: a DESI MS strategy for the evaluation of drug-induced lipidosis.

Alex Dexter et al.

Analytical and bioanalytical chemistry, 411(30), 8023-8032 (2019-11-30)

Within drug development and pre-clinical trials, a common, significant and poorly understood event is the development of drug-induced lipidosis in tissues and cells. In this manuscript, we describe a mass spectrometry imaging strategy, involving repeated analysis of tissue sections by

Comparison of Oral, Intranasal and Aerosol Administration of Amiodarone in Rats as a Model of Pulmonary Phospholipidosis.

Aateka Patel et al.

Pharmaceutics, 11(7) (2019-07-20)

'Foamy' alveolar macrophages (FAM) observed in nonclinical toxicology studies during inhaled drug development may indicate drug-induced phospholipidosis, but can also derive from adaptive non-adverse mechanisms. Orally administered amiodarone is currently used as a model of pulmonary phospholipidosis and it was

Hydrophilic interaction chromatography with a focus on the drug-phosphate interaction in drug screening to determine the phospholipidosis induction risk.

Haruka Okamoto et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1051, 33-40 (2017-03-13)

Cationic amphiphilic drugs (CADs) can induce the hyperaccumulation of phospholipids in cells and tissues. This side effect, which is known as drug-induced phospholipidosis, is sometimes problematic in the development and clinical use of CADs. It is known that CADs generally

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Global Trade Item Number

SKU	GTIN
A8423-10G	04061833391594
A8423-5G	04061833391617
A8423-1G	04061833391600

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