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19774-82-4

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19774-82-4 Usage

Description

Amiodarone HCl (19774-82-4) is a nonselective ion channel blocker. Class III antiarrhythmic.1 Induces cytochrome c release and induces apoptosis.2 An alkalizing agent which stimulates progranulin (GRN) production and prevents GRN-dependent neurodegeneration.3 Induces autophagy and suppresses hepatocellular carcinoma tumorigenesis via autophagy-mediated MIR224 degradation in vitro and in vivo.4

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 19774-82-4 differently. You can refer to the following data:
1. Amiodarone induces an immediate influx of Ca2+ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death.
2. Antiarrhythmic;Na+ channel blocker
3. A non-selective ion channel blocker. Antiarrhythmic (class III)
4. Amiodarone hydrochloride is a non-selective ion channel blocker with broad fungicidal activity. 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.

Therapeutic Function

Coronary vasodilator

General Description

Amiodarone, marketed as Pacerone?, Cordarone?, Aratac, and Atlansil, is an antiarrhythmic agent monitored by clinical labs using HPLC or LCMS to ensure patients remain within the drugs therapeutic range.

Biochem/physiol Actions

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

Clinical Use

Cardiac arrhythmias

Veterinary Drugs and Treatments

Because of its potential toxicity and lack of experience with use in canine and equine patients, amiodarone is usually used when other less toxic or commonly used drugs are ineffective. It may be useful in dogs and horses to convert atrial fib into sinus rhythm and in dogs for arrhythmias associated with left ventricular dysfunction. In horses, one horse with Ventricular tachycardia was converted into sinus rhythm using amiodarone. As the risk of sudden death is high in Doberman pinschers exhibiting rapid, wide-complex ventricular tachycardia or syncope with recurrent VPC’s, amiodarone may be useful when other drug therapies are ineffective.

Drug interactions

Potentially hazardous interactions with other drugs Anti-arrhythmics: additive effect and increased risk of myocardial depression; increased risk of ventricular arrhythmias with disopyramide or dronedarone - avoid; increased flecainide concentration - halve flecainide dose; increased procainamide concentration - avoid. Antibacterials: increased risk of ventricular arrhythmias with parenteral erythromycin, cotrimoxazole levofloxacin and moxifloxacin - avoid; increased risk of ventricular arrhythmias with delamanid; avoid with fidaxomicin; possibly increased risk of ventricular arrhythmias with telithromycin. Anticoagulants: metabolism inhibited (increased anti-coagulant effect); increased dabigatran concentration (reduce dabigatran dose). Antidepressants: increased risk of ventricular arrhythmias with citalopram and escitalopram, tricyclic antidepressants and venlafaxine - avoid. Antiepileptics: phenytoin and fosphenytoin metabolism inhibited (increased concentration). Antifungals: avoid with fluconazole due to risk of QT prolongation. Antihistamines: increased risk of ventricular arrhythmias with mizolastine - avoid. Antimalarials: increased risk of ventricular arrhythmias with chloroquine, hydroxychloroquine, mefloquine and quinine and possibly with piperaquine with artenimol and artemether/ lumefantrine - avoid. Antimuscarinics: increased risk of ventricular arrhythmias with tolterodine. Antipsychotics: increased risk of ventricular arrhythmias with antipsychotics that prolong the QT interval; increased risk of ventricular arrhythmias with amisulpride, benperidol, droperidol, haloperidol, phenothiazines, pimozide or zuclopenthixol - avoid; increased risk of ventricular arrhythmias with sulpiride. Antivirals: increased risk of ventricular arrhythmias with fosamprenavir ritonavir, saquinavir and telaprevir - avoid; concentration possibly increased by atazanavir; possible increased risk of bradycardia with daclatasvir, ledipasvir, sofosbuvir and simeprevir; avoid with indinavir, reduce the dose of the others. Atomoxetine: increased risk of ventricular arrhythmias. Beta-blockers, diltiazem, and verapamil: increased risk of bradycardia, AV block and myocardial depression; increased risk of ventricular arrhythmias with sotalol - avoid. Ciclosporin: increased levels of ciclosporin possible. Cobicistat: concentration possibly increased by cobicistat - avoid. Colchicine: possibly increased colchicine toxicity. Cytotoxics: possibly increased afatinib concentration (separate administration by 6-12 hours); possibly increased risk of ventricular arrhythmias with panobinostat and vandetanib - avoid; concentration of ibrutinib possibly increased - reduce dose of ibrutinib; avoid with idelalisib; increased risk of ventricular arrhythmias with arsenic trioxide, bosutinib and ceritinib. Digoxin: increased concentration (halve digoxin maintenance dose). Fingolimod: possible increased risk of bradycardia. Grapefruit juice: may increase concentration of amiodarone - avoid. Ivabradine: increased risk of ventricular arrhythmias - avoid. Lipid-lowering drugs: give lomitapide 12 hours after amiodarone; increased risk of myopathy with simvastatin - do not exceed 20 mg of simvastatin.1 Lithium: increased risk of ventricular arrhythmias - avoid. Pentamidine: increased risk of ventricular arrhythmias - avoid.

Metabolism

Amiodarone is metabolised in the liver; the major metabolite, desethylamiodarone, also has antiarrhythmic properties. There is very little urinary excretion of amiodarone or its metabolites, the major route of excretion being in faeces via the bile; some enterohepatic recycling may occur.

References

1) Yamase et al. (2012), Effectiveness of amiodarone versus bepridil in achieving conversion to sinus rhythm in patients with persistent atrial fibrillation: a randomized trial; Heart, 98 1067 2) Di Matola et al. (2000), Amiodarone induces cytochrome c release and apoptosis through an iodine-independent mechanism; J. Clin. Endocrinol. Metab., 85 4323 3) Capell et al. (2011), Rescue of progranulin deficiency associated with frontotemporal lobar degeneration by alkalizing reagents and inhibition of vacuolar ATPase; J. Neurosci., 31 1885 4) Lan et al. (2014), Autophagy-preferential degradation of MIR224 participates in hepatocellular carcinoma tumorigenesis; Autophagy, 10 1687

Check Digit Verification of cas no

The CAS Registry Mumber 19774-82-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,7,7 and 4 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 19774-82:
(7*1)+(6*9)+(5*7)+(4*7)+(3*4)+(2*8)+(1*2)=154
154 % 10 = 4
So 19774-82-4 is a valid CAS Registry Number.
InChI:InChI=1/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

19774-82-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (A2530)  Amiodarone Hydrochloride  >98.0%(HPLC)(T)

  • 19774-82-4

  • 1g

  • 440.00CNY

  • Detail
  • TCI America

  • (A2530)  Amiodarone Hydrochloride  >98.0%(HPLC)(T)

  • 19774-82-4

  • 5g

  • 1,390.00CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1164)  Amiodarone hydrochloride  pharmaceutical secondary standard; traceable to USP, PhEur and BP

  • 19774-82-4

  • PHR1164-1G

  • 804.73CNY

  • Detail
  • Sigma-Aldrich

  • (A0575000)  Amiodarone hydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 19774-82-4

  • A0575000

  • 1,880.19CNY

  • Detail
  • USP

  • (1027302)  Amiodarone hydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 19774-82-4

  • 1027302-200MG

  • 4,662.45CNY

  • Detail
  • Sigma

  • (A8423)  Amiodarone hydrochloride  ≥98%

  • 19774-82-4

  • A8423-1G

  • 638.82CNY

  • Detail
  • Sigma

  • (A8423)  Amiodarone hydrochloride  ≥98%

  • 19774-82-4

  • A8423-5G

  • 2,439.45CNY

  • Detail
  • Sigma

  • (A8423)  Amiodarone hydrochloride  ≥98%

  • 19774-82-4

  • A8423-10G

  • 3,839.94CNY

  • Detail
  • Cerilliant

  • (A-060)  Amiodarone hydrochloride solution  1.0 mg/mL in methanol (as free base), ampule of 1 mL, certified reference material

  • 19774-82-4

  • A-060-1ML

  • 1,374.75CNY

  • Detail

19774-82-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Amiodarone Hydrochloride

1.2 Other means of identification

Product number -
Other names (2-Butylbenzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)methanone hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19774-82-4 SDS

19774-82-4Related news

Short communicationQuality by design (QbD) based development and validation of an HPLC method for Amiodarone hydrochloride (cas 19774-82-4) and its impurities in the drug substance09/08/2019

The USP monograph describes an HPLC method for seven impurities in the amiodarone drug substance using a L1 column, 4.6 mm × 150 mm, 5 μm packing (PF listed ODS2 GL-Science, Inertsil column) at 30 °C with detection at 240 nm. The standard contains 0.01 mg/mL of amiodarone, and USP specified i...detailed

Original articleStability study of Amiodarone hydrochloride (cas 19774-82-4) in capsules for paediatric patients using a high-performance liquid chromatography methodÉtude de stabilité des gélules de chlorhydrate d’amiodarone à usage pédiatrique par chromatographie liquide à haute performance09/06/2019

SummaryAmiodarone hydrochloride, a class III antiarrhythmic agent, shows ß blocker-like and potassium channel blocker-like actions on the sinuatrial and atrioventricular nodes. It is given by mouth in the treatment of all forms of atrial, junctional and ventricular arrhythmias. Capsules for paed...detailed

Original articleOptimized and validated spectrophotometric methods for the determination of Amiodarone hydrochloride (cas 19774-82-4) in commercial dosage forms using N-bromosuccinimide and bromothymol blue09/05/2019

Two optimized and validated spectrophotometric methods have been developed for the determination of amiodarone hydrochloride in commercial dosage forms. Method A is based on the reaction of tertiary amino group of the drug with N-bromosuccinimide in methanol–acetone medium resulting in the form...detailed

Solubility of Amiodarone hydrochloride (cas 19774-82-4) in aqueous co-solvent mixtures revisited: IBKI preferential solvation analysis09/04/2019

The preferential solvation parameters (δx1,3) of amiodarone hydrochloride (AMDH) in three binary solvent mixtures of ethanol (1) + water (2), N-methyl pyrrolidone (NMP) (1) + water (2) and propylene glycol (1) + water (2) were derived from their available solubility data by using the inverse Ki...detailed

Utilization of ultrasonic-assisted RESOLV (US-RESOLV) with polymeric stabilizers for production of Amiodarone hydrochloride (cas 19774-82-4) nanoparticles: Optimization of the process parameters09/03/2019

In this work, for the first time, RESS, RESOLV, and ultrasonic-assisted RESOLV methods were applied to produce amiodarone hydrochloride (AMH) drug nanoparticles. Design of experiments was accomplished by Taguchi method (robust design) to obtain optimized process conditions. Water-soluble polymer...detailed

19774-82-4Relevant articles and documents

Method for preparing amiodarone hydrochloride

-

, (2021/10/27)

The invention discloses a method for preparing amiodarone hydrochloride, which comprises the following steps: by taking 2-butylbenzofuran and p-acetoxybenzaldehyde as raw materials, carrying out aldol reaction under Lewis acid catalysis and heating conditions, simultaneously carrying out hydroxyl oxidation, deacetylation and iodination reaction on the product in the presence of iodine and alkali, and then reacting the product with N, N-diethyl chloroethylamine, and salifying to obtain amiodarone hydrochloride. According to the method, only a catalytic amount of Lewis acid is needed, strong acidic aluminum chloride is not needed, reaction conditions are milder, byproducts are few, post-treatment is easy, and three wastes are greatly reduced; the whole route is simple to operate, the used reagents are cheap, easy to obtain and non-toxic, and the method is very suitable for industrial production.

Preparation method of amiodarone hydrochloride (by machine translation)

-

Paragraph 0097-0099, (2019/08/12)

The invention provides a preparation method, and relates to the technical field of drug synthesis, in particular to a preparation method of amiodarone hydrochloride. The invention uses methyl hydroxybenzoate as a main raw material, and sequentially undergoes a substitution reaction, etherification reaction, hydrolysis reaction, chloro reaction, a reaction, amination reaction and acidification, and the amiodarone hydrochloride. The preparation method provided by the invention does not need the process, reduces the use, reduces the environmental pollution, greatly reduces the environmental pollution and shortens the synthesis route while chlorination of 3, 5 - diiod -4 - (2 -hydroxyethoxy) - benzoic acid by using the thionyl chloride is reduced, and the synthetic route. The preparation method provided by the invention is simple in process, low in cost, small in pollution and high in yield. (by machine translation)

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