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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

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
Acute effects of intravenous prifuroline and amiodarone on canine cardiac automaticity, conduction, and refractoriness.
1982 May-Jun
Antiarrhythmic and hemodynamic effects of prifuroline.
1986 Dec
Patents

Patents

Sample Use Guides

Dog 2.5-20 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:02:43 GMT 2023
Edited
by admin
on Fri Dec 15 16:02:43 GMT 2023
Record UNII
OP2V3XRV2Y
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
ACTIVE MOIETY