3449. Dronedarone

Nomenclature

CAS number: 141626-36-0
N-[2-Butyl-3-[4-[3-(dibutylamino)propoxy]benzoyl]-5-benzofuranyl]methanesulfonamide; N,N-dibutyl-3-[4-[(2-butyl-5-methylsulfonamido)benzofuran-3-ylcarbonyl]phenoxy]propylamine; SR-33589.
C31H44N2O5S; mol wt 556.76.
C 66.87%, H 7.97%, N 5.03%, O 14.37%, S 5.76%.

Description and references

Multi-channel blocker for atrial fibrillation. Noniodinated analog of amiodarone, q.v. Prepn: J. Gubin et al., EP 471609; eidem, US 5223510 (1992, 1993 both to Sanofi). Electrophysiological effects in canine heart: A. Varró et al., Br. J. Pharmacol. 133, 625 (2001) DOI PubMed. Comparison of cardiovascular pharmacology and electrophysiology with amiodarone: S. Kathofer et al., Cardiovasc. Drug Rev. 23, 217 (2005) PubMed. Clinical trial in atrial fibrillation: S. H. Hohnloser et al., N. Engl. J. Med. 360, 668 (2009) DOI PubMed.

Chemical structure

Properties

Crystals from hexane, mp 65.3°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 141625-93-6
SR-33589B; Multaq (Sanofi-Aventis).
C31H45ClN2O5S; mol wt 593.22.
C 62.76%, H 7.65%, Cl 5.98%, N 4.72%, O 13.49%, S 5.41%.

Properties

Colorless solid from acetone, mp 143°.

Therapeutic Category

Antiarrhythmic.

Keywords

Antiarrhythmic