I1661

Sigma-Aldrich

ICA-105574

≥98% (HPLC)

Synonym(s):
3-nitro-N-(4-phenoxyphenyl)-benzamide
Empirical Formula (Hill Notation):
C19H14N2O4
CAS Number:
Molecular Weight:
334.33
MDL number:
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

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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

RIDADR

UN 3077 9 / PGIII

WGK Germany

3

Certificate of Analysis
Certificate of Origin
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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