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ChemicalBook--->CAS DataBase List--->74764-40-2

74764-40-2

74764-40-2 Structure

74764-40-2 Structure
IdentificationBack Directory
[Name]

Bepridil hydrochloride
[CAS]

74764-40-2
[Synonyms]

angopril
Unii-4W2p15D93m
Bepridil hydrochloride
UEECHQPWQHYEDE-UHFFFAOYSA-N
Bepridil hydrochloride salt
Bepridil hydrochloride hydrate
Bepridil hydrochloride USP/EP/BP
l)-,monohydrochloride,monohydrate
1-Isobutoxy-2-pyrrolidino-3-(N-benzylanilino)propane hydrochloride
N-Benzyl-N-(3-isobutoxy-2-pyrrolidin-1-yl-propyl)anilinehydrochloride
3-isobutoxy-2-pyrrolidino-n-phenyl-n-benzylpropylaminehydrochloridehydrate
1-Pyrrolidineethanamine, β-[(2-methylpropoxy)methyl]-N-phenyl-N-(phenylmethyl)-, hydrochloride, hydrate (1:1:1)
1-Pyrrolideneethanamine, beta-((2-methylpropoxy)methyl)-N-phenyl-N-(phenylmethyl)-, monohydrochloride, monohydrate
[Molecular Formula]

C24H37ClN2O2
[MDL Number]

MFCD00065498
[MOL File]

74764-40-2.mol
[Molecular Weight]

421.016
Chemical PropertiesBack Directory
[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.
Hazard InformationBack Directory
[Uses]

antineoplastic, alkylating agent
[Definition]

ChEBI: The hydrochloride monohydrate of bepridril.
[Brand name]

Bepadin (Medpointe); Vascor (Johnson & Johnson).
[Hazard]

Moderately toxic by ingestion.
[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.
[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%).
[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]

Hollingshead et al. (1992), A review of its pharmacological properties and therapeutic use in stable angina pectoris; Drugs, 44 835 Vatansever et al. (2021), Bepridil is potent against SARS-CoV-2 in vitro; Proc. Natl. Acad. Sci USA, 118 e2012201118 Johansen et al. (2015), A screen of approved drugs and molecular probes identifies therapeutics with anti-Ebola virus activity; Sci. Transl. Med., 7 290ra89 DeWald et al. (2018), The calcium channel blocker bepridil demonstrates efficacy in the murine model of marburg virus disease; J. Infect. Dis., 218(suppl 5) S588
Safety DataBack Directory
[Symbol(GHS) ]


GHS08,GHS07
[Signal word ]

Danger
[Hazard statements ]

H317-H332-H334
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P271-P304+P340-P312-P261-P285-P304+P341-P342+P311-P501
[WGK Germany ]

2
[RTECS ]

UY1162000
[Toxicity]

LD50 in mice (mg/kg): 1955 orally, 23.5 i.v. (Mauvernay, 1978)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

BEPRIDIL
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