CAS 141625-93-6 Dronedarone Hydrochloride (HCID 219025)

Overview

Dronedarone Hydrochloride is the hydrochloride salt form of dronedarone, an orally bioavailable benzofuran derivative, with anti-arrhythmic activity. Upon oral administration, and although the exact mechanism of action through which dronedarone exerts its anti-arrhythmic effect has not been fully elucidated, it inhibits multiple voltage-gated ion channels, including sodium, potassium, and calcium ion channels, and restores the normal sinus rhythm and reduces heart rate in atrial fibrillation. It also non-competitively antagonizes adrenergic receptors.

Names & identifiers

Preferred name: Dronedarone Hydrochloride
IUPAC: N-[2-butyl-3-[4-[3-(dibutylamino)propoxy]benzoyl]-1-benzofuran-5-yl]methanesulfonamide;hydrochloride
English name: Dronedarone hydrochloride
Molecular formula: C31H44N2O5S.ClH
Molecular weight: 593.22

Names & synonyms

Dronedarone hydrochloride141625-93-6Dronedarone HClSR33598BUNII-FA36DV299QFA36DV299QN-(2-Butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)-5-benzofuranyl)methanesulfonamide monohydrochlorideDTXSID30161779DRONEDARONE HYDROCHLORIDE [EP MONOGRAPH]N-(2-Butyl-3-(4-(3-(dibutylamino)proproxy)benzoyl)benzofuran-5-yl) methanesulfonamide-, monohydrochlorideDRONEDARONE HYDROCHLORIDE (MART.)DRONEDARONE HYDROCHLORIDE [MART.]

Show more names

Dronedarone hydrochloride, ≥98% (HPLC)MultaqCS-132SR33589SR-33589BCAS:141625-93-6DRONEDARONE HCl CAS:Multaq Hydrochloride.SR33589 Hydrochloride

DRONEDARONE HYDROCHLORIDE (USP-RS)DRONEDARONE HYDROCHLORIDE [USP-RS]Methanesulfonamide, N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)-5-benzofuranyl)-, monohydrochlorideDRONEDARONE HYDROCHLORIDE (EP MONOGRAPH)DRONEDARONE HYDROCHLORIDE (USP MONOGRAPH)DRONEDARONE HYDROCHLORIDE [USP MONOGRAPH]Methanesulfonamide, N-[2-butyl-3-[4-[3-(dibutylamino)propoxy]benzoyl]-5-benzofuranyl]-, monohydrochlorideRefChem:55074

Database identifiers

CAS: 141625-93-6
PubChem CID: 219025
DTXSID: DTXSID30161779
ChEMBL: CHEMBL1201729
UNII: FA36DV299Q
EC Number: 630-355-2

Properties

Computed structural properties

Topological polar surface area: 97.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 7
Rotatable bonds: 18
Heavy atoms: 40
Formal charge: 0
Complexity: 800

Experimental & physicochemical properties

Human Drugs · 2 items

FDA approved drugs -> Active ingredient

Physicochemical properties

Melting point: NA (low-melting)
storage temp.: 2 · 2-8°C
solubility: 15 mg/mL, · DMSO: soluble15mg/mL, clear
form: powder
color: white to off-white
Merck: 14 · 14,3449
Stability: Hygroscopic
InChIKey: DWKVCQXJYURSIQ-UHFFFAOYSA-N
SMILES: Cl.CCCCN(CCCC)CCCOc1ccc(cc1)C(=O)c2c(CCCC)oc3ccc(NS(C)(=O)=O)cc23
FDA UNII: 36 DV299Q · FA36DV299Q
UNSPSC Code: 41116107 · 41116107
NACRES: 77 · NA.77
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 361 · H361
Precautionary statements: 501 · P501-P202-P201-P280-P308+P313-P405
RIDADR: 3077 · UN 3077 9 / PGIII
WGK Germany: 3 · 3
HS Code: 2935904000 · 2935904000
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 8.3% (1 of 12) of reports.

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P263, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 12 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Dronedarone hydrochloride

vMost-DILI-concern

7

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

Safety data

wgk: 3
ridadr: UN 3077 9 / PGIII
hs_code: 2935904000
Signal word: Warning
Symbol(GHS): GHS08
Storage Class: 11 - Combustible Solids
Hazard statements: H361
Precautionary statements: P501-P202-P201-P280-P308+P313-P405

Chemistry & industry

Applications · 4 items

HistoryDRONEDARONE HYDROCHLORIDE (brand name: Multaq) is an antiarrhythmic drug developed by Sanofi-Aventis. It was approved by the FDA in July 2009 for the treatment of atrial fibrillation and atrial flutter, reducing the risk of cardiovascular hospitalization in patients with paroxysmal or persistent atrial fibrillation (AF) or atrial flutter (AFL). The drug was developed to create a treatment that maintains the therapeutic benefits of amiodarone while reducing associated serious side effects such as pulmonary toxicity and thyroid dysfunction. DRONEDARONE HYDROCHLORIDE is usually administered orally in tablet form. The recommended dose is 400 mg twice daily, one tablet in the morning and one in the evening.

UsesCardiovascular Drugs

UsesDronedarone Hydrochloride can be used for the treatment of atrial fibrillation and atrial flutter in patients who have suffered cardiac arrhythmias.

UsesDronedarone Hydrochloride is a therapy for the treatment of patients with paroxysmal and persistent atrial fibrillation or atrial flutter.