2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Names and Identifiers
Name | Amiodarone HCL
|
Synonyms | Amiodarone 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
|
CAS | 19774-82-4
|
EINECS | 243-293-2 |
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 |
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Physico-chemical Properties
Molecular Formula | C25H29I2NO3.ClH
|
Molar Mass | 681.77 |
Melting Point | 154-158°C |
Boling Point | 635.1℃ at 760 mmHg |
Flash Point | 9℃ |
Solubility | Soluble in water , chloroform ,dichloromethane,methanol ,DMSO (50 mM), ethanol , benzene |
Appearance | Solid |
Color | White |
Maximum wavelength(λmax) | ['242nm(MeOH)(lit.)'] |
Merck | 14,482 |
pKa | pKa (25°C) 6.56 ±0.06 |
Storage Condition | 2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months. |
Sensitive | Sensitive to heat and light |
Use | Used as anti-arrhythmia, angina pectoris drug |
In vitro study | Amiodarone 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 study | In 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. |
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Risk and Safety
Risk Codes | R20/21/22 - 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 Description | S36 - 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 IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
WGK Germany | 3 |
RTECS | OB1361000 |
HS Code | 29322090 |
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Standard
Authoritative Data Verified Data
This product is (2-butyl-3-benzofuranyl)[4-[2-(diethylamino) ethoxy]-3, 5-diiodophenyl] methanone hydrochloride. Based on the dry product, containing C25H2912N03 • HCl shall not be less than 98.5%.
Last Update:2024-01-02 23:10:35
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Trait
Authoritative Data Verified Data
- This product is white to yellowish crystalline powder; Odorless.
- This product is soluble in chloroform, soluble in ethanol, slightly soluble in acetone, almost insoluble in water.
melting point
The melting point of this product (General rule 0612) is 158~162°C, and it is decomposed at the same time during melting.
Last Update:2022-01-01 15:33:35
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Introduction
Amiodarone HCl is an antiarrhythmic drug that inhibits ATP-sensitive potassium channels with an IC50 of 19.1 μM.
Last Update:2022-10-16 17:14:46
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Differential diagnosis
Authoritative Data Verified Data
- take this product, dissolve and dilute with ethanol to make a solution containing about 10ug per lml, and measure by UV-Vis spectrophotometry (General 0401), there is a maximum absorption at a wavelength of 242nm and a minimum absorption at a wavelength of 223nm, and the ratio of the absorbance at a wavelength of 242nm to the absorbance at a wavelength of 223nm should be 1.47 to 1.61.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 382).
- this product of ethanol solution chloride identification (1) of the reaction (General 0301).
Last Update:2022-01-01 15:33:35
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Exam
Authoritative Data Verified Data
acidity
take 0.50g of this product, Add 10ml of water, heat and dissolve in 80°C water bath, let it cool, and measure according to law (General rule 0631). The pH value should be 3.4~3.9.
clarity and color of methanol solution
take this product l.Og, add methanol 0901, shake to dissolve, the solution should be clear and colorless; If the color is colored, it should not be deeper compared with the yellow No. 3 Standard Colorimetric solution (General rule first method).
free iodine
take 0.50g of this product, add 10ml of water, shake for 30 seconds, place for 5 minutes, filter, add dilute sulfuric acid lml and chloroform 2ml, shake, chloroform layer shall not color.
2-chloro-n, N-diethylamine (impurity I )
take this product, precision weighing, adding dichloromethane to dissolve and quantitatively dilute to make a solution containing about lOOmg per lml, as a test solution; Take impurity I, precision weighing, dichloromethane was added to dissolve and quantitatively dilute to prepare a solution containing about 0.02mg per 1 ml as a reference solution; 2 ml each of the test solution and the reference solution was accurately measured, and mixed well to serve as a control solution. According to the thin layer chromatography (General 0502) test, draw 50ul of the test solution and the reference solution, and the control solution is lOOul, respectively, on the same silica gel G F 254 thin layer plate, with dichloromethane-methanol-anhydrous formic acid (85:10:5) as the developing solvent, it was developed, dried, sprayed with dilute bismuth potassium iodide solution, then sprayed with dilute hydrogen peroxide solution, and immediately inspected. Test solution such as showing the impurity in the control solution in the same spot, compared with the control solution of the main spot, not deeper (0.02%).
Related substances
take about 25m g of this product, put it in a 50ml measuring flask, add acetonitrile-water (1:1) to dissolve and dilute to the scale, shake, filter, the filtrate was taken as a test solution; 1ml was accurately measured, placed in a 100ml measuring flask, diluted to a scale with acetonitrile-water (1:1), and shaken to obtain a control solution. According to the high performance liquid chromatography (General rule 0512) test, silica gel bonded with eighteen alkyl silane was used as filler; Buffer solution (3.0 of glacial acetic acid, 4.9 of water was added, and the pH value was adjusted to with ammonia test solution, then water was added to dilute to 1000ml)-methanol-acetonitrile (30:30:40) as mobile phase; The detection wavelength was 240nm, and the number of theoretical plate was not less than 7000 based on the amiodarone peak. LOLs of the test solution and the control solution were respectively injected with human liquid chromatography, and the chromatogram was recorded to 2.5 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the sum of each impurity peak area shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution.
iodine content
take about 20mg of this product, precision weighing, according to the oxygen flask combustion method (General 0703) for organic destruction, with sodium hydroxide test solution 2ml and water 10ml as absorption liquid, once the absorption is complete, add Bromo acetic acid solution (10g of potassium acetate, add appropriate amount of glacial acetic acid to dissolve, add 0.4ml of bromine, add glacial acetic acid to make lOOmlUOml, pack, shake, place for several minutes, add about 1ml of formic acid, wash the bottle mouth with water and open the air flow for about 3~5 minutes to remove the remaining bromine vapor, add potassium iodide 2G, plug, shake, titrate with sodium thiosulfate titration solution (0.02mol/L), at the end point, add 1ml of starch indicator solution, continue titration until the blue color disappears, and correct the titration result with blank test. Each 1ml of sodium thiosulfate titration solution (0.02mol/L) is equivalent to 0.423mg of iodine (I), and the iodine content should be 36.0% to 38.0%.
loss on drying
take this product and dry under reduced pressure at 50°C for 4 hours, and the weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
Last Update:2022-01-01 15:33:36
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Content determination
Authoritative Data Verified Data
take this product about 0.50g, precision weighing, plus O.Olmol/L hydrochloric acid solution 5.0 ML and ethanol 75ml dissolved, according to the potentiometric titration method (General 0701), with sodium hydroxide titration solution (0.lmol/L) titration, the difference between the two burst point volumes is the titration volume. Each 1 ml of sodium hydroxide titration solution (0.1 mol/L) corresponds to 68.18mg of C25H29I2N03. HCl.
Last Update:2022-01-01 15:33:37
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Category
Authoritative Data Verified Data
Last Update:2022-01-01 15:33:37
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update:2022-01-01 15:33:37
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Amiodarone Hydrochloride Tablets
Authoritative Data Verified Data
This product contains Amiodarone Hydrochloride (C25H29I2N03 • HCl) should be 95.0% to 105.0% of the label.
trait
This product is white-like tablets.
identification
- take an appropriate amount of fine powder of this product (about 0.lg equivalent to Amiodarone Hydrochloride), add an appropriate amount of ethanol to dissolve, filter, filtrate under Amiodarone Hydrochloride identification (1), (3) test, the same results are shown.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- Related substances take an appropriate amount of this product's fine powder (about 25mg equivalent to Amiodarone Hydrochloride), weigh it accurately, put it in a 50ml measuring flask, and add an appropriate amount of acetonitrile-water (1:1), shake the Amiodarone Hydrochloride to dissolve and dilute to the scale, shake well, filter, and take the filtrate as the test solution. Take 1ml of precision measurement and put it in a 200ml measuring flask, as a control solution, it was diluted to the scale with acetonitrile-water (1:1) and shaken. If there are impurity peaks in the chromatogram of the test solution, the sum of each impurity peak area shall not be greater than the main peak area (0.5) of the control solution.
- dissolution: according to the dissolution and release determination method (General rule 0931 second method), 0.25% sodium dodecyl sulfate solution is used as the dissolution medium, and the rotation speed is 75 rpm, after 45 minutes, the solution was filtered, and the filtrate was 5ml, and 50ml(0.lg specification) or 100ml(0.2g specification) measuring flask, dilute to scale with dissolution medium, shake, as a test solution; Another 10mg Amiodarone Hydrochloride reference, precision weighing, put it in a 100ml measuring flask, add ethanol to dissolve and dilute to the scale, shake well, take 5ml accurately, put it in a 50ml measuring flask, dilute it to the scale with dissolution medium, shake well, and use it as a reference solution. The absorbance of each of the above two Solutions was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (general), and the elution amount of each tablet was calculated. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Buffer solution (3.0 of glacial acetic acid, 4.9 of water, ammonia solution to adjust the pH value, then water was added to dilute to 1000ml)-methanol-acetonitrile (30:30 :40) as mobile phase; The detection wavelength was 240nm. The number of theoretical plates shall not be less than 3000 calculated by amiodarone peak, and the separation degree between amiodarone peak and adjacent impurity peak shall meet the requirements.
- determination of this product 20 tablets, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to 20mg Amiodarone Hydrochloride), 200ml flask, add acetonitrile-water (1:1) shake the right amount of Amiodarone Hydrochloride to dissolve and dilute to the scale, shake, filter, take the filtrate as a test solution, take 10ul of precision, and inject the human liquid chromatograph, record the chromatogram; Take another 10mg of Amiodarone Hydrochloride reference substance, weigh it accurately, put it in a 100ml measuring flask, add acetonitrile-water (1:1) to dissolve and dilute to the scale, shake it well, and measure with the same method. According to the external standard method to calculate the peak area, that is.
category
Same as Amiodarone Hydrochloride.
specification
(1)0.lg (2)0.2g
storage
light shielding, sealed storage.
Last Update:2022-01-01 15:33:38
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Amine Iodo hydrochloride injection
Authoritative Data Verified Data
This product is a sterile aqueous solution of Amiodarone Hydrochloride. Amiodarone Hydrochloride (C25H29I2N03 • HCl) shall be present in an amount of 90.0% to 110.0% of the label amount.
trait
This product is a light yellow clear liquid.
identification
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- This product is diluted with ethanol to make a solution containing about 10ug per lml, which is determined by UV-Vis spectrophotometry (General 0401) and has the maximum absorption at the wavelength of 242mn, there is a minimum absorption at a wavelength of 223nm, and the ratio of the absorbance at a wavelength of 242nm to the absorbance at a wavelength of 223mn should be 1.47 to 1.61.
- This product chloride identification (1) of the reaction (General 0301).
examination
- the pH value should be 2.5 to 4.0 (General 0631).
- the appropriate amount of related substances of this product is accurately weighed and diluted quantitatively with acetonitrile-water (1:1) to make a solution containing 0.5mg of Amiodarone Hydrochloride per 1 ml, as a test solution; Precision take the appropriate amount, with acetonitrile-water (1:1) quantitative dilution to prepare 1ug of Amiodarone Hydrochloride solution per 1 ml, as a control solution; precision weighing (2-butylbenzofuran-3-yl) (4-hydroxy-3, 5-diiodophenyl)-methanone (impurity II) about 16mg, acetonitrile-water (1:1) was added to dissolve and quantitatively dilute to prepare a solution containing 8ug per 1 ml as a control solution. According to the chromatographic conditions of related substances of Amiodarone Hydrochloride, the sample solution, the control solution and the reference solution were respectively 10 u1, and the human liquid chromatograph was injected respectively, the chromatogram was recorded to 3 times of the retention time of the main component peak. If there is a chromatographic peak in the chromatogram of the test solution that is consistent with the retention time of the impurity n peak, the peak area shall be calculated according to the external standard method, and 1.6% of the labeled amount of Amiodarone Hydrochloride shall not be exceeded; the Peak area of other individual impurities shall not be greater than the main peak area of the control solution (0.2% ) ; The sum of the peak areas of other impurities shall not be greater than 2.5 times (0.5%) of the main peak area of the control solution. The chromatogram of the test solution is 0.25 times smaller than the main peak area of the control solution.
- bacterial endotoxin this product, according to the law to check (General 1143), each 1 mg of Amiodarone Hydrochloride containing endotoxin should be less than 1.0 EU.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system applicability test using eighteen alkyl silane bonded silica gel as filler; Buffer solution (take glacial acetic acid 3. OML, add water 4.9, adjust the pH value to with ammonia test solution, then water was added to dilute to 1000ml)-methanol-acetonitrile (30:30 :40) as mobile phase; The detection wavelength was 240nm. The number of theoretical plates shall not be less than 3000 calculated by amiodarone peak, and the separation degree between amiodarone peak and adjacent impurity peak shall meet the requirements.
- determination of precision take appropriate amount of this product, with acetonitrile-water (1:1) quantitative dilution made per 1 ml containing amine fluorenone hydrochloride 0.lmg solution, as a test solution, take 10ul of precision quantity, inject human liquid chromatograph, record chromatogram; Take Amiodarone Hydrochloride reference substance, precision weighing and determination by the same method. According to the external standard method to calculate the peak area, that is.
category
Same as Amiodarone Hydrochloride.
specification
(l)2ml:150 mg (2)3ml:150mg
storage
light shielding, closed storage.
Last Update:2022-01-01 15:33:39
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Amiodarone Hydrochloride capsules
Authoritative Data Verified Data
This product contains Amiodarone Hydrochloride (C25H29I2N03 • HCI) should be 90.0% to 110.0% of the label.
identification
- take an appropriate amount of the content of this product (about 0.lg equivalent to Amiodarone Hydrochloride), add an appropriate amount of ethanol to dissolve, filter, filtrate under Amiodarone Hydrochloride identification (1), (3) test, same results were shown.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- appropriate amount of contents (equivalent to Amiodarone Hydrochloride 25mg) under the item of difference in loading amount of related substances, put it in a 50ml measuring flask, and add appropriate amount of acetonitrile-water (1:1), shake to dissolve Amiodarone Hydrochloride and dilute to the scale, filter, and take the filtrate as the test solution; Take 1ml of precision, put it in a 200ml measuring flask, use acetonitrile-water (1:1) dilute to the scale, shake, as a control solution. If there are impurity peaks in the chromatogram of the test solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (0.5%).
- weight loss on drying the contents of this product are taken and dried under reduced pressure at 50°C for 4 hours, and the weight loss shall not exceed 1.0% (General rule 0831).
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Buffer solution (3.0 of glacial acetic acid, 4.9 of water, ammonia solution to adjust the pH value, then water was added to dilute to 1000ml)-methanol-acetonitrile (30:30 :40) as mobile phase; The detection wavelength was 240nm. The number of theoretical plates shall not be less than 3000 calculated by amiodarone peak, and the separation degree between amiodarone peak and adjacent impurity peak shall meet the requirements.
- determination of content under the item of loading amount difference, mixed evenly, accurately weigh an appropriate amount (equivalent to 20mg of Amiodarone Hydrochloride), put it in a 200ml measuring flask, add acetonitrile-water (1:1) appropriate amount, shake to dissolve Amiodarone Hydrochloride and dilute to the scale, filter, take the filtrate as the test solution, take 10ul precision, inject human liquid chromatography, record the chromatogram; another 10mg Amiodarone Hydrochloride reference, precision weighing, 100ml measuring flask, add acetonitrile-water (1:1) dissolved and diluted to the scale, shake, the same method for determination. According to the external standard method to calculate the peak area, that is.
category
Same as Amiodarone Hydrochloride.
specification
(1)0.lg (2)0.2g
storage
light shielding, sealed storage.
Last Update:2022-01-01 15:33:40
2-BUTYL-3-BENZOFURANYL 4-[2-(DIETHYLAMINO)ETHOXY]-3,5-DIIODOPHENYL KETONE HYDROCHLORIDE - Reference Information
pharmacological action | amiodarone 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). |
application | amiodarone 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 activity | Amiodarone HCl is a sodium/potassium-ATPase inhibitor and also an activator of autophagy, used to treat various arrhythmias. |
Target | Value |
use | used as antiarrhythmic and angina medicine |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update:2024-04-09 15:16:48