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Details

Stereochemistry RACEMIC
Molecular Formula C14H16N2O.ClH
Molecular Weight 264.751
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIFUROLINE HYDROCHLORIDE

SMILES

Cl.CN(C)C1=NCC(C1)C2=CC3=C(O2)C=CC=C3

InChI

InChIKey=MXIMKMFUUFCRQZ-UHFFFAOYSA-N
InChI=1S/C14H16N2O.ClH/c1-16(2)14-8-11(9-15-14)13-7-10-5-3-4-6-12(10)17-13;/h3-7,11H,8-9H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C14H16N2O
Molecular Weight 228.2896
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Prifuroline is a benzofuran derivative patented by French pharmaceutical company Laboratoires Jacques Logeais S. A. As an antiarrhythmic agent. After intravenous administration to pentobarbital-anesthetized dogs, Prifuroline produced a significant dose-related decrease in heart rate and in sinus node recovery time. Prifuroline dose-dependently antagonizes the arrhythmogenic action of aconitine in rats when administered either intravenously or intraduodenally. Prifuroline also diminishes ventricular susceptibility to electrical stimulation in open-chest rats; its effect is comparable to that of disopyramide and amiodarone at the same dose levels. Prifuroline was also able to restore sinus rhythm in guinea-pigs after intracardiac conduction blockade with acetylcholine, although being devoid of anticholinergic activity.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiarrhythmic and hemodynamic effects of prifuroline.
1986-12
Acute effects of intravenous prifuroline and amiodarone on canine cardiac automaticity, conduction, and refractoriness.
1982-05-01
Patents

Patents

Sample Use Guides

Dog 2.5-20 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Wed Apr 02 13:36:53 GMT 2025
Edited
by admin
on Wed Apr 02 13:36:53 GMT 2025
Record UNII
LF643UTE5J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRIFUROLINE HYDROCHLORIDE
Common Name English
2H-PYRROL-5-AMINE, 3-(2-BENZOFURANYL)-3,4-DIHYDRO-N,N-DIMETHYL-, HYDROCHLORIDE (1:1)
Preferred Name English
2H-PYRROL-5-AMINE, 3-(2-BENZOFURANYL)-3,4-DIHYDRO-N,N-DIMETHYL-, MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAS
75292-92-1
Created by admin on Wed Apr 02 13:36:53 GMT 2025 , Edited by admin on Wed Apr 02 13:36:53 GMT 2025
PRIMARY
FDA UNII
LF643UTE5J
Created by admin on Wed Apr 02 13:36:53 GMT 2025 , Edited by admin on Wed Apr 02 13:36:53 GMT 2025
PRIMARY
PUBCHEM
3031529
Created by admin on Wed Apr 02 13:36:53 GMT 2025 , Edited by admin on Wed Apr 02 13:36:53 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY