1-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione

HCID 60939
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Basic information

CAS
149908-53-2
Standard SMILES
CN1CCN(CCCCN2C(=O)CN(N=Cc3ccc(-c4ccc(Cl)cc4)o3)C2=O)CC1
InChIKey
MREBEPTUUMTTIA-UHFFFAOYSA-N
Molecular formula
C23H28ClN5O3
Average molar mass
458 g/mol
Monoisotopic mass
457.18806744

Names & identifiers

Preferred name
1-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione
IUPAC
1-[[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione
English name
AZIMILIDE
Molecular formula
C23H28ClN5O3
Molecular weight
457.95

Names & synonyms

1-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dioneAzimilide [INN:BAN]SCHEMBL26355orb1704668UNII-74QU6P2934MREBEPTUUMTTIA-UHFFFAOYSA-NSB16843DB-0430231-[[[5-(4-chlorophenyl)-2-furanyl]methylene]amino]-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4-imidazolidinedioneNE-10064AZIMILIDEAzi(base)
Show more names
AZIMILIDE USP/EP/BPAzimilide (NE-10064)1-(((5-(4-Chlorophenyl)furan-2-yl)methylene)amino)-3-(4-(4-methylpiperazin-1-yl)butyl)imidazolidine-2,4-dione1-[[[5-(4-Chlorophenyl)-2-furanyl]methylene]amino]-3-[4-(4-methyl-1-piperazinyl)butyl]-2，4-imidazolidinedione2,4-Imidazolidinedione, 1-(((5-(4-chlorophenyl)-2-furanyl)methylene)amino)-3-(4-(4-methyl-1-piperazinyl)butyl)-

Database identifiers

CAS
149908-53-2
PubChem CID
60939
DTXSID
DTXSID10869988

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
72.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
6
Rotatable bonds
8
Heavy atoms
32

Physicochemical properties

Boiling point
594.9 · 594.9±60.0 °C(Predicted)
Density
1.32 · 1.32
storage temp.
2 · 2-8°C
solubility
4.58 mg/mL · <4.58mg/mL in DMSO
form
Powder
pka
7.72 · 7.72±0.10(Predicted)

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesCardiac depressant (anti-arrhythmic).

General DescriptionAzimilide, E-1-[[[5-(4-chlorophenyl)-2-furanyl]methylene]amino]-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4-imidazolidinedione, is a class III agent that significantlyblocks the delayed rectifier potassium current,Iks, including the Ikr component. Its ability to block multichannelsmay be caused by a lack of the methane sulfonamidegroup that is common to other class III agents, whichselectively block the Ikr potassium current. It is believedthat blocking both Ikr and Iks potassium currents yields consistentclass III antiarrhythmic effects at any heart rate.

Upstream & downstream products

Suppliers43 total

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
United Life Science020-82099279 18988941402 · [email protected]

Additional notes

DefinitionChEBI: Azimilide is an imidazolidine-2,4-dione.

Related reactions

2 records
New reaction record

Compound notes

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