Basic information
- CAS
19774-82-4- Standard SMILES
CCCCc1oc2ccccc2c1C(=O)c1cc(I)c(OCCN(CC)CC)c(I)c1.[Cl-].[H+]- InChIKey
ITPDYQOUSLNIHG-UHFFFAOYSA-N- Molecular formula
- C25H30ClI2NO3
- Average molar mass
- 681.8 g/mol
- Monoisotopic mass
- 681.00037
Overview
See also: Amiodarone Hydrochloride (preferred); Amiodarone (has active moiety); Dronedarone (related).
Names & identifiers
- Preferred name
- CID 657191
- IUPAC
- (2-butyl-1-benzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone;hydron;chloride
- English name
- Amiodarone hydrochloride
- Molecular formula
- C25H29I2NO3.ClH
- Molecular weight
- 681.77
Names & synonyms
SCHEMBL1648547AKOS026750123AMIODARONE HCLcordaroneAmiodarNexteroneAMIODARONE-D4 HCLAmiodaron HydrochlorideCordal3428Ancoronskf33134a
Database identifiers
- CAS
19774-82-4- PubChem CID
- 657191
Properties
Computed structural properties
- Topological polar surface area
- 42.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 11
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 547
Physicochemical properties
- Melting point
- 154 · 154-158°C
- Flash point
- 9 ℃ · 9℃
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in chloroform, methanol.
- pka
- pKa (25°C) 6.56 ±0.06
- form
- Solid
- color
- White
- λmax
- 242 nm · 242nm(MeOH)(lit.)
- Merck
- 14 · 14,482
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
- InChI
- InChI=1S/C25H29I2NO3.ClH/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3;/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3;1H
- InChIKey
- ITPDYQOUSLNIHG-UHFFFAOYSA-N
- SMILES
- C1(C(=O)C2C=C(C(OCCN(CC)CC)=C(I)C=2)I)=C(CCCC)OC2C=CC=CC1=2.Cl
- CAS DataBase Reference
- 19774 · 19774-82-4(CAS DataBase Reference)
- NCI Dictionary of Cancer Terms
- amiodarone hydrochloride
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- OB1361000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- hs_code
- 29322090
- Toxicity
- dog,LD50,intravenous,5gm/kg (5000mg/kg),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
- risk_code
- 20/21/22-39/23/24/25-23/24/25-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08,GHS09
- hazard_code
- Xn,T,F
- safety_code
- 36-45-36/37-16-7
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H312+H332-H315-H319-H361d-H373-H410
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Carc. 2Eye Irrit. 2Lact.Repr. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P260-P280-P305+P351+P338
- Hazardous Substances Data
- 19774-82-4(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionAmiodarone HCl (19774-82-4) is a nonselective ion channel blocker. Class III antiarrhythmic.1 Induces cytochrome c release and induces apoptosis.2 An alkalizing agent which stimulates progranulin (GRN) production and prevents GRN-dependent neurodegeneration.3 Induces autophagy and suppresses hepatocellular carcinoma tumorigenesis via autophagy-mediated MIR224 degradation in vitro and in vivo.4
UsesAntiarrhythmic;Na+ channel blocker
UsesA non-selective ion channel blocker. Antiarrhythmic (class III)
UsesAmiodarone induces an immediate influx of Ca2+ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death.
UsesAmiodarone hydrochloride is a non-selective ion channel blocker with broad fungicidal activity. Amiodarone induces an immediate influx of Ca2+ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death. Amiodarone hydrochloride has also been used in a study to determine concentrations of thyroid disrupting substances in effluents from wastewater treatment plants.
General DescriptionAmiodarone, marketed as Pacerone, Cordarone, Aratac, and Atlansil, is an antiarrhythmic agent monitored by clinical labs using HPLC or LCMS to ensure patients remain within the drugs therapeutic range.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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