U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C14H16N2O
Molecular Weight 228.2896
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIFUROLINE

SMILES

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

InChI

InChIKey=IYMLHOSZPZHXCR-UHFFFAOYSA-N
InChI=1S/C14H16N2O/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

HIDE SMILES / InChI
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
Patents

Patents

Sample Use Guides

Dog 2.5-20 mg/kg
Route of Administration: Intravenous
Name Type Language
PRIFUROLINE
INN  
INN  
Official Name English
prifuroline [INN]
Common Name English
4-(2-BENZOFURANYL)-2-(DIMETHYLAMINO)-1-PYRROLINE
Systematic Name English
2H-PYRROL-5-AMINE, 3-(2-BENZOFURANYL)-3,4-DIHYDRO-N,N-DIMETHYL-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2106971
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
INN
4773
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
SMS_ID
100000081654
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
NCI_THESAURUS
C73245
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
MESH
C034602
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
CAS
70833-07-7
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
EVMPD
SUB10040MIG
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
PUBCHEM
68899
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID20867950
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY
FDA UNII
OP2V3XRV2Y
Created by admin on Fri Dec 15 16:02:43 GMT 2023 , Edited by admin on Fri Dec 15 16:02:43 GMT 2023
PRIMARY