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Details

Stereochemistry ACHIRAL
Molecular Formula C34H47NO4
Molecular Weight 533.7413
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CELIVARONE

SMILES

CCCCN(CCCC)CCCC1=CC=C(C=C1)C(=O)C2=C(CCCC)OC3=C2C=C(C=C3)C(=O)OC(C)C

InChI

InChIKey=ZCENNVQCOZQSGH-UHFFFAOYSA-N
InChI=1S/C34H47NO4/c1-6-9-14-31-32(29-24-28(19-20-30(29)39-31)34(37)38-25(4)5)33(36)27-17-15-26(16-18-27)13-12-23-35(21-10-7-2)22-11-8-3/h15-20,24-25H,6-14,21-23H2,1-5H3

HIDE SMILES / InChI

Molecular Formula C34H47NO4
Molecular Weight 533.7413
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Celivarone is a benzofuran derivative with a multifactorial mode of action including class IV Vaughan Williams’ electrophysiological as well as anti-adrenergic properties. It has no iodine and has a limited tissue accumulation compared with amiodarone. Celivarone exhibits effective anti-arrhythmic properties in several ventricular ischemia- or reperfusioninduced arrhythmia models as well as in in vitro and in vivo atrial fibrillation (AF) models. Its electrophysiological properties are similar to amiodarone (multifactorial mode of action) but with different relative effects on the ion channels. At the ventricular level, celivarone shows anti-arrhythmic activities by suppressing reperfusion-induced arrhythmias (i.v. and oral routes) and reducing the early mortality due to myocardial infarction (oral route) in rats models. At the atrial level, celivarone is effective in atrial fibrillation models with restoration of sinus rhythm or prevention of AF induction and AF recurrence.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vivo and in vitro characterization of the novel antiarrhythmic agent SSR149744C: electrophysiological, anti-adrenergic, and anti-angiotensin II effects.
2004 Aug
Patents

Patents

Sample Use Guides

100 or 300 mg once daily for 6 months
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:40:24 UTC 2023
Edited
by admin
on Fri Dec 15 17:40:24 UTC 2023
Record UNII
K45001587E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CELIVARONE
INN  
INN  
Official Name English
ISOPROPYL 2-BUTYL-3-(4-(3-(DIBUTYLAMINO)PROPYL)BENZOYL)-1-BENZOFURAN-5-CARBOXYLATE
Systematic Name English
celivarone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
Code System Code Type Description
INN
8637
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
MESH
C499879
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
FDA UNII
K45001587E
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
PUBCHEM
9807128
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
SMS_ID
100000127434
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
EVMPD
SUB33454
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
EPA CompTox
DTXSID50960620
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
CAS
401925-43-7
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
NCI_THESAURUS
C81431
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
ChEMBL
CHEMBL3707403
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
WIKIPEDIA
CELIVARONE
Created by admin on Fri Dec 15 17:40:24 UTC 2023 , Edited by admin on Fri Dec 15 17:40:24 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY