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Amiodarone Hydrochloride

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Classification Chemicals
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Molecular Formula: C25H29I2NO3

HCL Molecular Weight: 681.8

CAS No.: 19774-82-4

Names and Identifiers

NameAmiodarone HCL
SynonymsAmiodarone HCL
AMIODARONE HCL
AMIODARONE-D4 HCL
AMIODARONE HYDROCHLORIDE
Amiodarone hydrochloride
AMIODARONUM HYDROCHLORIDE
2-butyl-3-benzofuryl 4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE
AMIODARONEHCL(2-BUTYL-3-BENZOFURANYL-4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYLKETONE)
(2-BUTYL-3-BENZOFURANYL)-[4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODO-PHENYL]-METHANONE HYDROCHLORIDE
CAS19774-82-4
EINECS243-293-2
InChIInChI=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 – Physico-chemical Properties

Molecular FormulaC25H29I2NO3.ClH
Molar Mass681.77
Melting Point154-158°C
Boling Point635.1℃ at 760 mmHg
Flash Point9℃
SolubilitySoluble in water , chloroform ,dichloromethane,methanol ,DMSO (50 mM), ethanol , benzene
AppearanceSolid
ColorWhite
Maximum wavelength(λmax)[‘242nm(MeOH)(lit.)’]
Merck14,482
pKapKa (25°C) 6.56 ±0.06
Storage Condition2-8°C
StabilityStable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
SensitiveSensitive to heat and light
UseUsed as anti-arrhythmia, angina pectoris drug
In vitro studyAmiodarone has an inhibitory effect on fast sodium channels as well as on slow calcium channels. Amiodarone also has a non-competitive antisympathetic effect and regulates thyroid function and phospholipid metabolism. The Amiodarone penetrates deeply into the lipid matrix of the membrane and is released very slowly from the heart tissue. Amiodarone(44-88 μm) inhibited the Vmax of guinea pig papillary muscles without affecting the resting membrane potential, whereas this inhibited Vmax increased in frequency or use dependence just like class I antiarrhythmic drugs. In ventricular muscle and Purkinje fibers, Amiodarone(50-88 μm) was also found to inhibit depolarization-induced spontaneous action potentials (autonomic abnormalities).
In vivo studyIn the atrioventricular node and anesthetized dogs, Amiodarone(1.25-25 mg/kg) caused a reduction in sinus rate, prolongation of the effective and functional refractory periods of the atrioventricular node, and frequency-dependent conduction delays. In rabbit ventricular myocytes, Amiodarone(50 mg/kg/day, I. p. 3-4 weeks) caused a significant drop in the current density of iK and ito without affecting the density of ICA and ik1. Amiodarone(AM) inhibits the conversion of thyroxine (T4) to iodothyronine (T3) by 5 ‘-deiodination (5’DI) without affecting the intracellular conversion.

19774-82-4 – Risk and Safety

Risk CodesR20/21/22 – Harmful by inhalation, in contact with skin and if swallowed.
R39/23/24/25 –
R23/24/25 – Toxic by inhalation, in contact with skin and if swallowed.
R11 – Highly Flammable
Safety DescriptionS36 – Wear suitable protective clothing.
S45 – In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37 – Wear suitable protective clothing and gloves.
S16 – Keep away from sources of ignition.
S7 – Keep container tightly closed.
UN IDsUN1230 – class 3 – PG 2 – Methanol, solution
WGK Germany3
RTECSOB1361000
HS Code29322090

Reference Information

pharmacological actionamiodarone hydrochloride is a III antiarrhythmic drug, which can prolong the action potential duration (APD) of muscle fibers in atria and ventricles, which is caused by blocking delayed rectifier outward potassium flow (Ik). Ik can show the characteristics of fast delayed rectifier (Ikr) and slow delayed rectifier (Iks). Amiodarone has a blocking effect on both Ikr and Iks. The 3-phase repolarization current of normal myocardial cells is composed of Ik force Iks mixture, but the repolarization current component of Ikr increases during bradycardia and the repolarization current component of Ikr increases during tachycardia. Therefore, amiodarone is superior to pure III drug (selective Ikr blocker). It shows use dependence, that is, when the heart rate increases, its antiarrhythmic effect increases, and when the heart rate slows down, its effect on QT interval decreases, this shows that it has a large antiarrhythmic effect and a small incidence of torsional ventricular tachycardia (TdP).
applicationamiodarone hydrochloride is the hydrochloride of amiodarone. amiodarone (or its hydrochloride) is a third type of antiarrhythmic drug widely used in the treatment and prevention of ventricular and supraventricular arrhythmias. it has a direct dilation effect on coronary arteries and peripheral blood vessels; it can affect thyroxine metabolism.
biological activityAmiodarone HCl is a sodium/potassium-ATPase inhibitor and also an activator of autophagy, used to treat various arrhythmias.
TargetValue
useused as antiarrhythmic and angina medicine

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