N-(2-butyl-3-{4-[3-(dibutylamino)propoxy]benzoyl}-1-benzofuran-5-yl)methanesulfonamide hydrochloride

• ChemBase ID: 70496
• Molecular Formular: C31H45ClN2O5S
• Molecular Mass: 593.2174
• Monoisotopic Mass: 592.27377123
• SMILES: CS(=O)(=O)Nc1cc2c(c(oc2cc1)CCCC)C(=O)c1ccc(cc1)OCCCN(CCCC)CCCC.Cl
• Canonical SMILES: CCCCc1oc2c(c1C(=O)c1ccc(cc1)OCCCN(CCCC)CCCC)cc(cc2)NS(=O)(=O)C.Cl
• InChI: 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
• InChIKey: DWKVCQXJYURSIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-butyl-3-{4-[3-(dibutylamino)propoxy]benzoyl}-1-benzofuran-5-yl)methanesulfonamide hydrochloride
• IUPAC Traditional name: multaq hydrochloride
• Synonyms: N-(2-Butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)-benzofuran-5-yl)methanesulfonamide hydrochloride; Multaq; N-[2-butyl-3-[4-(3-dibutyl-aminopropoxy) benzoyl] methanesulfonamide hydrochloride; SR-33589B; Dronedarone hydrochloride; N-(2-butyl-3-{4-[3-(dibutylamino)propoxy]benzoyl}-1-benzofuran-5-yl)methanesulfonamide hydrochloride; N-(2-Butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)methanesulfonamide hydrochloride; Dronedarone HCl (Multaq)

Database IDs

• CAS Number: 141625-93-6
• MDL Number: MFCD00914940
• PubChem SID: 162036211
• PubChem CID: 219025

CALCULATED PROPERTIES

• Acid pKa: 9.08165
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.7408729
• LogD (pH = 7.4): 3.9574606
• Log P: 5.277916
• Molar Refractivity: 158.1284 cm^3
• Polarizability: 63.254486 Å^3
• Polar Surface Area: 88.85 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >50 mg/mL
• Apperance: white to off-white powder
• Hydrophobicity(logP): 8.567

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC); 95%; 95+%; 97%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C31H44N2O5S · HCl

DETAILS

Sigma Aldrich - D9696

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.