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Disopyramid phosphate

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CAS:22059-60-5
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  • Disopyramid phosphate
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  • $1.00 / 1KG
  • 2019-09-02
  • CAS:22059-60-5
  • Min. Order: 1KG
  • Purity: ≥98%
  • Supply Ability: 200KG
Disopyramid phosphate Basic information
Product Name:Disopyramid phosphate
Synonyms: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
CAS:22059-60-5
MF:C21H32N3O5P
MW:437.47
EINECS:244-756-1
Product Categories:
Mol File:22059-60-5.mol
Disopyramid phosphate Structure
Disopyramid phosphate Chemical 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
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS UR8440000
HS Code 2933399090
MSDS Information
ProviderLanguage
SigmaAldrich English
Disopyramid phosphate Usage And Synthesis
OriginatorRythmodan,Cassenne,France,1969
UsesDisopyramide Phosphate is an antiarrhythmic (class IA). Sodium channel blocker.
UsesCardiac depressant (anti-arrhythmic).
UsesDisopyramide 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.
DefinitionChEBI: Disopyramide phosphate is an organoammonium phosphate. It is functionally related to a disopyramide.
Manufacturing ProcessTo 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 nameNorpace (Searle).
Therapeutic FunctionAntiarrhythmic
General DescriptionDisopyramide 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 ActionsClass IA antiarrhythmic; sodium channel blocker
Disopyramid phosphate Preparation Products And Raw materials
Raw materialsSulfuric acid-->Sodium amide-->Sodium hydroxide-->Benzeneacetonitrile-->Phosphoric acid-->2-Bromopyridine
Tag:Disopyramid phosphate(22059-60-5) Related Product Information
DISOPYRAMIDE 4'-CHLOROACETANILIDE Triethyl phosphate Sodium polyphosphate Zinc phosphate N,N-Dimethylacetamide AMPHISOL A DICALCIUM PHOSPHATE DIHYDRATE Acetaminophen Pyridinium chlorochromate Acetamide Pentasodium triphosphate hexhydrate Tylosin phosphate Thioacetamide Ammonium phosphate dibasic ADENOSINE 5'-TRIPHOSPHATASE Alkaline Phosphatase Trisodium phosphate