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A8423
Amiodarone hydrochloride
≥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:
Molecular Weight:
681.77
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
Amiodarone hydrochloride, ≥98%
Quality Level
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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Application
Amiodarone hydrochloride has been used to study its interaction with cysteamine to stimulate autophagy in cultured biosensor cell lines.[1] It has also been used in larval and adult organ toxicogenomic screening to analyze the transcriptional effects of pharmaceuticals.[2]
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.
Substrates
CYP2C8/9 and CYP3A family (minor pathway) inhibitor and substrate; CYP2D6, CYP3A family, CYP2D6, CYP2A6, CYP2B6 desethyl-form inhibitor
Signal Word
Warning
Hazard Statements
Precautionary Statements
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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Poon K, et al.
Toxicological Sciences, 156(1), 133-148 (2017)
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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What is the solubility of Product A8423, Amiodarone hydrochloride, and in which solvents may it be reconstituted?
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Sigma-Aldrich tests the solubility of Product A8423, Amiodarone hydrochloride in water at a concentration of 50 mg/ml. This requires heating at 105 °C for 10 minutes. This concentration is above the solubility maximum at room temperature. As per the chemicals encyclopedia published by the Royal Society of Chemistry 13th Ed., Entry #482, solubility at 25 °C, (g/100mL): Water (0.07), Ethanol (1.28), Methanol (9.98), Chloroform (44.51), Methylene Chloride (19.2), and Hexane (0.03).Reportedly, the solubility of the product is 10 mg/ml each in DMSO and in dimethylformamide.
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