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Disopyramid phosphate

CAS No.
22059-60-5
Chemical Name:
Disopyramid phosphate
Synonyms
norpace;sc13957;RYTHMODAN;norpace cr;disopyramid phosphate;DISOPYRAMIDE PHOSPHATE;Disopyramide phosphate CRS;DISOPYRAMIDE PHOSPHATE SALT;Disopyramid phosphate USP/EP/BP;Disopyramide Phosphate (200 mg)
CBNumber:
CB7263617
Molecular Formula:
C21H32N3O5P
Molecular Weight:
437.47
MDL Number:
MFCD00069254
MOL File:
22059-60-5.mol
Last updated:2023-05-04 17:34:35

Disopyramid phosphate Properties

Melting point 202-204°C
storage temp. 2-8°C
solubility DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly)
color White to Off-White
FDA UNII N6BOM1935W

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  UR8440000
HS Code  2933399090

Disopyramid phosphate price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D6035 Disopyramide phosphate salt 22059-60-5 1g $55.4 2024-03-01 Buy
Sigma-Aldrich 1222501 Disopyramide phosphate United States Pharmacopeia (USP) Reference Standard 22059-60-5 200mg $261.6 2024-03-01 Buy
Sigma-Aldrich D6035 Disopyramide phosphate salt 22059-60-5 10g $107.4 2024-03-01 Buy
Sigma-Aldrich D2922000 Disopyramide phosphate European Pharmacopoeia (EP) Reference Standard 22059-60-5 d2922000 $150 2024-03-01 Buy
TRC D493455 Disopyramide phosphate 22059-60-5 100mg $50 2021-12-16 Buy
Product number Packaging Price Buy
D6035 1g $55.4 Buy
1222501 200mg $261.6 Buy
D6035 10g $107.4 Buy
D2922000 d2922000 $150 Buy
D493455 100mg $50 Buy

Disopyramid phosphate Chemical Properties,Uses,Production

Originator

Rythmodan,Cassenne,France,1969

Uses

Disopyramide Phosphate is an antiarrhythmic (class IA). Sodium channel blocker.

Uses

Cardiac depressant (anti-arrhythmic).

Uses

Disopyramide phosphate salt has been used as an internal standard for plasma sample analysis by mass spectrometry. It might be used as a test compound in a teratogenicity study.

Definition

ChEBI: Disopyramide phosphate is an organoammonium phosphate. It is functionally related to a disopyramide.

Manufacturing Process

To a solution of 35.3 parts of phenylacetonitrile and 47.6 parts of 2- bromopyridine in 175 parts of dry toluene is added 53.4 parts of sodamide slowly with stirring over a period of 45 minutes. The resultant mixture is stirred at 100°C for 2 hours before it is cooled and the excess sodamide is decomposed by the addition of water. The toluene layer is separated and washed with water to remove excess alkali. The toluene solution is extracted with 6 N hydrochloric acid and the acid extract is made alkaline and then extracted with toluene. The toluene solution is dried over sodium sulfate and the solvent is evaporated. Recrystallization of the residue from alcohol-hexane gives α-phenyl-2-pyridineacetonitrile melting at about 87-88°C.
To a solution of 41 parts of α-phenyl-2-pyridineacetonitrile in 350 parts of dry toluene is added 9.2 parts of sodamide and the mixture is stirred and heated at 90°C for 30 minutes. Heating is stopped and a solution of 38.5 parts of 2- diisopropylaminoethyl chloride in 110 parts of dry toluene is added slowly over a period of 30 minutes. The mixture is stirred and refluxed for 6 hours before it is cooled and decomposed by the addition of water. The toluene layer is separated and washed with water and extracted with 6 N hydrochloric acid. The acid extract is made alkaline and extracted with toluene. The toluene solution is washed with water and dried and the solvent is evaporated. Distillation of the residue gives 4-diisopropylamino-2-phenyl-2-(2-pyridyl)- butyronitrile boiling at about 145°-160°C at 0.3 mm pressure.
A solution of 27.2 parts of 4-diisopropylamino-2-phenyl-2-(2- pyridyl)butyronitrile in 200 parts of concentrated sulfuric acid is heated on a steam bath for 4 hours and then poured onto ice. The resultant mixture is alkalized with 10 N sodium hydroxide, and the pH is adjusted to 6 by the addition of acetic acid. The solution is washed once with benzene before it is alkalized again with 10 N sodium hydroxide solution. The resultant mixture is extracted with benzene, and the solvent is evaporated from the benzene extract. The resultant residue is dissolved in ethanol and the alcohol solution is treated with charcoal and filtered. Evaporation of the solvent leaves a residue which is recrystallized from hexane to give 4-diisopropylamino-2- phenyl-2-(2-pyridyl)butyramide melting at about 94.5-95°C. It may be converted to the phosphate with phosphoric acid.

brand name

Norpace (Searle).

Therapeutic Function

Antiarrhythmic

General Description

Disopyramide phosphate, -[2(diisopropylamino)ethyl]- -phenyl-2-pyridineacetamidephosphate (Norpace), is an oral and intravenousclass IA antiarrhythmic agent. It is quite similar to quinidineand procainamide in its electrophysiological properties, inthat it decreases phase 4 diastolic depolarization, decreasesconduction velocity, and has vagolytic properties.31 It is usedclinically in the treatment of refractory, life-threatening ventriculartachyarrhythmias. Oral administration of the drugproduces peak plasma levels within 2 hours. The drug isbound approximately 50% to plasma protein and has a halflifeof 6.7 hours in humans. More than 50% is excretedunchanged in the urine. Therefore, patients with renal insufficiencyshould be monitored carefully for evidence ofoverdose. Disopyramide phosphate commonly exhibits sideeffects of dry mouth, constipation, urinary retention, andother cholinergic blocking actions because of its structuralsimilarity to anticholinergic drugs.

Biochem/physiol Actions

Class IA antiarrhythmic; sodium channel blocker

Disopyramid phosphate Preparation Products And Raw materials

Disopyramid phosphate Suppliers

Global( 69)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
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View Lastest Price from Disopyramid phosphate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Disopyramid phosphate USP/EP/BP pictures 2021-08-12 Disopyramid phosphate USP/EP/BP
22059-60-5
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Disopyramid phosphate pictures 2019-09-02 Disopyramid phosphate
22059-60-5
US $1.00 / KG 1KG ≥98% 200KG Career Henan Chemical Co
DISOPYRAMIDE PHOSPHATE DISOPYRAMIDE PHOSPHATE SALT disopyramid phosphate ALPHA-DIISOPROPYLAMINOETHYL-ALPHA-PHENYLPYRIDINE-2-ACET-AMIDE PHOSPHATE SALT RYTHMODAN norpace cr 2-[1-(ammoniocarbonyl)-3-(diisopropylammonio)-1-phenylpropyl)]pyridinium phosphate 4-(diisopropylaMino)-2-phenyl-2-(pyridin-2-yl)butanaMide phosphate alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-2-pyridineacetamid alpha-(2-(diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamidphosphate alpha-(2-diisopropylaminoethyl)-alpha-phenyl-2-pyridineacetamidephosphate norpace sc13957 2-Pyridineacetamide, .alpha.-2-bis(1-methylethyl)aminoethyl-.alpha.-phenyl-, phosphate (1:1) Disopyramide phosphate salt,α-Diisopropylaminoethyl-α-phenylpyridine-2-acetamide Disopyramide Phosphate (200 mg) Disopyramide phosphate CRS Disopyramid phosphate USP/EP/BP Disopyramide Phosphate (1222501) 22059-60-5 C21H32N3O5P C21H29N3OH3PO4 C21H29N3OH3O4PC21H32N3O5P C21H29N3OH3O4PC21H32N C21H29N3OH3O4P Other Sodium Channel Modulators Sodium Channel Modulators Voltage-gated Ion Channels Ion Channels Monovalent Ion Channels BioChemical Cell Signaling and Neuroscience Cell Biology