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Bepridil hydrochloride

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Bepridil hydrochloride Basic information

Product Name:
Bepridil hydrochloride
Synonyms:
  • Bepridil hydrochloride hydrate
  • 3-isobutoxy-2-pyrrolidino-n-phenyl-n-benzylpropylaminehydrochloridehydrate
  • angopril
  • l)-,monohydrochloride,monohydrate
  • Bepridil hydrochloride
  • 1-Isobutoxy-2-pyrrolidino-3-(N-benzylanilino)propane hydrochloride
  • 1-Pyrrolideneethanamine, beta-((2-methylpropoxy)methyl)-N-phenyl-N-(phenylmethyl)-, monohydrochloride, monohydrate
  • Unii-4W2p15D93m
CAS:
74764-40-2
MF:
C24H37ClN2O2
MW:
421.01578
Product Categories:
  • GLIADEL
  • API
Mol File:
74764-40-2.mol
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Bepridil hydrochloride Chemical Properties

Melting point:
91 ±2°
storage temp. 
Desiccate at RT
solubility 
Soluble in DMSO (up to 25 mg/ml) or ethanol (up to 25 mg/ml)
form 
powder
color 
white
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety Information

WGK Germany 
2
RTECS 
UY1162000
Toxicity
LD50 in mice (mg/kg): 1955 orally, 23.5 i.v. (Mauvernay, 1978)
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Bepridil hydrochloride Usage And Synthesis

Description

Bepridil (74764-40-2) is a clinically useful calcium channel blocker with antianginal activity.1 It has recently been shown to possess potent activity against SARS-CoV-2 in vitro.2 Bepridil was also able to provide protection from Ebola virus3 and other filoviruses in a mouse model4.

Uses

Bepridil Hydrochloride is a calcium channel blocker. It also activates mitochondrial ATP-sensitive KATP channelsBepridil Hydrochloride is an antiarrhythmic and antihypertensive agent and used for treating atrial fibrillation.

Uses

antineoplastic, alkylating agent

Definition

ChEBI: The hydrochloride monohydrate of bepridril.

brand name

Bepadin (Medpointe); Vascor (Johnson & Johnson).

General Description

Bepridil hydrochloride,β-[(2-methylpropoxy)methyl]-N-phenyl-N-(phenylmethyl)-1-pyrrolidineethylamine hydrochloride (Vascor), is a secondgenerationalkylamine-type channel blocker, structurallyunrelated to the dihydropyridines. Its actions are less specificthan those of the three prototypical channel blockers,verapamil, diltiazem, and nifedipine. In addition to being aCa2+ channel blocker, it inhibits sodium flow into the hearttissue and lengthens cardiac repolarization, causing bradycardia.Caution should be used if it is given to a patient withhypokalemia. Bepridil hydrochloride is used for stableangina. The drug has a half-life of 33 hours and is highlybound to protein (99%).

Hazard

Moderately toxic by ingestion.

Biochem/physiol Actions

Non-selective calcium channel blocker and class IV antiarrhythmic agent; inhibits Na+-Ca2+ exchange; inhibits growth of brain tumor cells in vitro.

Mechanism of action

In addition to class IV effects, bepridil also shows class I effects. The substance is active against both supraventricular and ventricular arrhythmias , .

References

[1] L M HOLLINGSHEAD  A F  D Faulds. Bepridil. A review of its pharmacological properties and therapeutic use in stable angina pectoris.[J]. Drugs, 1992, 44 5: 835-857. DOI:10.2165/00003495-199244050-00009
[2] EROL C VATANSEVER. Bepridil is potent against SARS-CoV-2 in vitro.[J]. ACS Catalysis , 2021. DOI:10.1073/pnas.2012201118
[3] LISA M. JOHANSEN. A screen of approved drugs and molecular probes identifies therapeutics with anti–Ebola virus activity[J]. Science Translational Medicine, 2015, 7 290. DOI:10.1126/scitranslmed.aaa5597
[4] LISA EVANS DEWALD. The Calcium Channel Blocker Bepridil Demonstrates Efficacy in the Murine Model of Marburg Virus Disease.[J]. Journal of Infectious Diseases, 2018, 218 suppl_5: S588-S591. DOI:10.1093/infdis/jiy332

Bepridil hydrochloride Preparation Products And Raw materials

Preparation Products

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