Details
Stereochemistry | RACEMIC |
Molecular Formula | C23H31NO3 |
Molecular Weight | 369.4971 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(C)(C)NCC(O)COC1=C(C=CC=C1)C(=O)CCC2=CC=CC=C2
InChI
InChIKey=VDKMYSMWQCFYBQ-UHFFFAOYSA-N
InChI=1S/C23H31NO3/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
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2570700 |
PubMed
Title | Date | PubMed |
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[Comment on the contribution by C. Hief, K. Frohner, A. Podczeck, W. Kaltenbrunner, M. Nürnberg and K. Steinbach: Value of a provocation test with diprafenone in patients with bifascicular block]. | 1992 Dec |
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Electrophysiological effects of diprafenone, a dimethyl congener of propafenone on guinea-pig ventricular cells. | 1992 Nov |
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Supraventricular tachycardia and pre-excitation syndromes: pharmacological therapy. | 1993 Sep |
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Chemically modified cardiac Na+ channels and their sensitivity to antiarrhythmics: is there a hidden drug receptor? | 1994 May |
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Single-dose interaction study of diprafenone HCl and propranolol HCl in healthy volunteers. | 1995 Jul |
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Influence of food on the bioavailability and some pharmacokinetic parameters of diprafenone--a novel antiarrhythmic agent. | 1996 |
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Effect of diprafenone on the pharmacokinetics of digoxin. | 1996 |
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Enantioselective determination of diprafenone in human plasma. | 1997 Feb |
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Diprafenone. | 1999 Apr |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10566049
380 mg/day for at least 4 days
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:04:38 GMT 2023
by
admin
on
Fri Dec 15 16:04:38 GMT 2023
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Record UNII |
1P35MD5C1F
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C47793
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CHEMBL441809
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100000082331
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5257
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923
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Diprafenone
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C047546
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81447-80-5
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C65429
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71249
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1P35MD5C1F
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DTXSID10868613
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SUB07219MIG
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Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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SALT/SOLVATE -> PARENT | |||
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ENANTIOMER -> RACEMATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |