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A8423

Sigma-Aldrich

Amiodaron -hydrochlorid

≥98%

Synonym(e):

(2-Butyl-3-benzofuranyl)-[4-(2-diethylamino-ethoxy)-3,5-diiodphenyl]-keton -hydrochlorid, (2-Butyl-3-benzofuranyl)[4-[2-(diethylamino)-ethoxy]-3,5-diiod-phenyl]-methanon -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C25H29I2NO3 · HCl
CAS-Nummer:
19774-82-4
Molekulargewicht:
681.77
EG-Nummer:
243-293-2
MDL-Nummer:
MFCD00069204
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24277818
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥98%

Form

powder

Ersteller

Wyeth

Lagertemp.

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

InChIKey

ITPDYQOUSLNIHG-UHFFFAOYSA-N

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Anwendung

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. Wirkung

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

Leistungsmerkmale und Vorteile

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

Substrate

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

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
Involvement of CYP3A4/5 and CYP2D6 in the metabolism of aconitine using human liver microsomes and recombinant CYP450 enzymes
Tang, L., et al.
Toxicology Letters, 2022, 47-54 (2011)
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)
Evaluation of autophagy inducers in epithelial cells carrying the DeltaF508 mutation of the cystic fibrosis transmembrane conductance regulator CFTR
Zhang S, et al.
Cell Death & Disease, 9(2), 191-191 (2018)
P Simonen et al.
Journal of internal medicine, 288(5), 560-569 (2020-05-18)
We have earlier reported that amiodarone, a potent and commonly used antiarrhythmic drug increases serum desmosterol, the last precursor of cholesterol, in 20 cardiac patients by an unknown mechanism. Here, we extended our study to a large number of cardiac
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