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D9696

Sigma-Aldrich

Dronedarone hydrochloride

≥98% (HPLC)

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Synonym(s):
N-{2-Butyl-3-[4-(3-dibutylaminopropoxy)benzoyl]benzofuran-5-yl}methanesulfonamide hydrochloride, Multaq, SR-33589B
Empirical Formula (Hill Notation):
C31H44N2O5S · HCl
CAS Number:
141625-93-6
Molecular Weight:
593.22
MDL number:
MFCD00914940
PubChem Substance ID:
329798909

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: 15 mg/mL, clear

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

Cl.CCCCN(CCCC)CCCOc1ccc(cc1)C(=O)c2c(CCCC)oc3ccc(NS(C)(=O)=O)cc23

InChI

1S/C31H44N2O5S.ClH/c1-5-8-12-29-30(27-23-25(32-39(4,35)36)15-18-28(27)38-29)31(34)24-13-16-26(17-14-24)37-22-11-21-33(19-9-6-2)20-10-7-3;/h13-18,23,32H,5-12,19-22H2,1-4H3;1H

InChI key

DWKVCQXJYURSIQ-UHFFFAOYSA-N

Gene Information

human ... CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779) , HCN4(10021) , KCNJ2(3759) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Application

Dronedarone hydrochloride has been used as an anti-arrhythmic drug to assess its impact in P19C5 embryoid bodies (EBs). It has also been used to determine its antiviral potency.

Biochem/physiol Actions

Dronedarone is a Class III antiarrhythmic and a multi-channel blocker for atrial fibrillation. It blocks potassium, sodium, and calcium channels and also exhibits antiadrenergic properties.
Dronedarone is a synthetic derivative of amiodarone, which belongs to the class of benzofurane anti-arrhythmic compounds. It might moderately block cytochrome P450 3A4 (CYP3A4) activity. Dronedarone is used to treat atrial flutter.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Jeremy A Schafer et al.
Cardiovascular therapeutics, 28(1), 38-47 (2010-01-16)
Atrial fibrillation (AF) is the most common sustained arrhythmia, affecting more than 2.2 million Americans. ACC/AHA/ESC guidelines for the management of patients with AF recommend amiodarone for maintaining sinus rhythm. Dronedarone is a derivative of amiodarone indicated for the treatment
Use of in vitro morphogenesis of mouse embryoid bodies to assess developmental toxicity of therapeutic drugs contraindicated in pregnancy
Warkus ELL, et al.
Toxicological Sciences, 149(1), 15-30 (2016)
Stress degradation studies of dronedarone in pharmaceutical dosage form by a validated stability-indicating LC method
Ahirrao VK, et al.
Journal of the Chilean Chemical Society, 57(3), 1272-1276 (2012)
Dronedarone: current evidence and future questions
Schafer JA, et al.
Cardiovascular Therapeutics, 28(1), 38-47 (2010)
Filovirus antiviral activity of cationic amphiphilic drugs is associated with lipophilicity and ability to induce phospholipidosis
Gunesch AP, et al.
Antimicrobial Agents and Chemotherapy (2020)
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