I1661
ICA-105574
≥98% (HPLC)
Synonym(s):
3-nitro-N-(4-phenoxyphenyl)-benzamide
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About This Item
Empirical Formula (Hill Notation):
C19H14N2O4
CAS Number:
Molecular Weight:
334.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Assay
≥98% (HPLC)
form
powder
color
off-white to light tan
solubility
DMSO: >20 mg/mL
storage temp.
room temp
SMILES string
[O-][N+](=O)c1cccc(c1)C(=O)Nc2ccc(Oc3ccccc3)cc2
InChI
1S/C19H14N2O4/c22-19(14-5-4-6-16(13-14)21(23)24)20-15-9-11-18(12-10-15)25-17-7-2-1-3-8-17/h1-13H,(H,20,22)
InChI key
GDWKBKTVROCPNZ-UHFFFAOYSA-N
Biochem/physiol Actions
ICA-105574 is a potent and efficacious hERG potassium channel activator, that removes hERG inactivation.
hERG (Kv11.1) is a voltage-gated potassium channel with important cardiovascular function. Many potential and marketed drugs bind to and inhibit hERG function, causing prolongation of the electrocardiogram QT interval, which leads to life-threatening ventricular arrhythmias. Understanding of hERG function is critical for drug discovery and development. hERG exhibits a unique bell-shaped current-voltage relationship which is a result of very rapid inactivation of the channel upon voltage activation. ICA-105574 is a small molecule activator of hERG that binds to the channel to remove inactivation, thereby increasing peak current amplitude and shortening the action potential. It also modulates activation kinetics of the channel. ICA-105574 differs in efficacy, mechanism of action, and/or binding site from other known hERG activators and enhancers. This compound is a valuable tool for furthering understanding of hERG biophysics and physiology, expecially the structural transitions that occur during inactivation.
Features and Benefits
This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Eye Irrit. 2 - Skin Sens. 1
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Jared N Tschirhart et al.
Molecular pharmacology, 95(4), 386-397 (2019-01-23)
The human ether-a-go-go-related gene (hERG) encodes the pore-forming subunit of the rapidly activating delayed rectifier potassium channel (IKr). Drug-mediated or medical condition-mediated disruption of hERG function is the primary cause of acquired long-QT syndrome, which predisposes affected individuals to ventricular
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