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 |
|---|---|---|---|
Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2570700 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Diprafenone. | 1999-04 |
|
| Enantioselective determination of diprafenone in human plasma. | 1997-02 |
|
| 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 |
|
| Single-dose interaction study of diprafenone HCl and propranolol HCl in healthy volunteers. | 1995-07 |
|
| Chemically modified cardiac Na+ channels and their sensitivity to antiarrhythmics: is there a hidden drug receptor? | 1994-05 |
|
| [HPLC determination of diprafenone and its active metabolite 5-hydroxydiprafenone in human plasma]. | 1994-01 |
|
| Supraventricular tachycardia and pre-excitation syndromes: pharmacological therapy. | 1993-09 |
|
| [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]. | 1992-12 |
|
| Electrophysiological effects of diprafenone, a dimethyl congener of propafenone on guinea-pig ventricular cells. | 1992-11 |
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
Mon Mar 31 18:18:21 GMT 2025
by
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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 |