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Details

Stereochemistry RACEMIC
Molecular Formula C23H31NO3.ClH
Molecular Weight 405.958
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIPRAFENONE HYDROCHLORIDE

SMILES

Cl.CCC(C)(C)NCC(O)COC1=C(C=CC=C1)C(=O)CCC2=CC=CC=C2

InChI

InChIKey=UMNNDKJVNNYLDU-UHFFFAOYSA-N
InChI=1S/C23H31NO3.ClH/c1-4-23(2,3)24-16-19(25)17-27-22-13-9-8-12-20(22)21(26)15-14-18-10-6-5-7-11-18;/h5-13,19,24-25H,4,14-17H2,1-3H3;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 C23H31NO3
Molecular Weight 369.4971
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Diprafenone closely resembles propafenone in both structure and function. It is beta adrenoceptor antagonists and sodium channel antagonists. Diprafenone is highly protein bound in plasma. It has demonstrated efficacy against supraventricular and ventricular arrhythmias in clinical trials. Diprafenone produced first-degree atrioventricular block in 6/20 patients tested with coronary artery disease and sustained ventricular tachycardia. Intravenous application of diprafenone significantly increased atrioventricular nodal conduction time as well as the effective refractory periods of the right ventricle and the accessory pathway in both the antegrade and retrograde directions in 15 patients with the Wolff-Parkinson-White syndrome and symptomatic supraventricular tachycardia.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Electrophysiological effects of diprafenone, a dimethyl congener of propafenone on guinea-pig ventricular cells.
1992 Nov
[HPLC determination of diprafenone and its active metabolite 5-hydroxydiprafenone in human plasma].
1994 Jan
Chemically modified cardiac Na+ channels and their sensitivity to antiarrhythmics: is there a hidden drug receptor?
1994 May
Single-dose interaction study of diprafenone HCl and propranolol HCl in healthy volunteers.
1995 Jul
Influence of food on the bioavailability and some pharmacokinetic parameters of diprafenone--a novel antiarrhythmic agent.
1996
Effect of diprafenone on the pharmacokinetics of digoxin.
1996
Enantioselective determination of diprafenone in human plasma.
1997 Feb
Diprafenone.
1999 Apr

Sample Use Guides

380 mg/day for at least 4 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:19:48 GMT 2023
Edited
by admin
on Fri Dec 15 18:19:48 GMT 2023
Record UNII
OQB4Q6GB1H
Record Status Validated (UNII)
Record Version
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Name Type Language
DIPRAFENONE HYDROCHLORIDE
MART.  
Common Name English
(±)-2'-(2-HYDROXY-3-(TERT-PENTYLAMINO)PROPOXY)-3-PHENYLPROPIOPHENONE HYDROCHLORIDE
Systematic Name English
DIPRAFENONE HYDROCHLORIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 18:19:48 GMT 2023 , Edited by admin on Fri Dec 15 18:19:48 GMT 2023
Code System Code Type Description
PUBCHEM
21480295
Created by admin on Fri Dec 15 18:19:48 GMT 2023 , Edited by admin on Fri Dec 15 18:19:48 GMT 2023
PRIMARY
CAS
86342-43-0
Created by admin on Fri Dec 15 18:19:48 GMT 2023 , Edited by admin on Fri Dec 15 18:19:48 GMT 2023
PRIMARY
FDA UNII
OQB4Q6GB1H
Created by admin on Fri Dec 15 18:19:48 GMT 2023 , Edited by admin on Fri Dec 15 18:19:48 GMT 2023
PRIMARY
NCI_THESAURUS
C95919
Created by admin on Fri Dec 15 18:19:48 GMT 2023 , Edited by admin on Fri Dec 15 18:19:48 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY