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X2254

Sigma-Aldrich

XE-991

≥98% (HPLC), powder, KCNQ channel blocker

Synonym(s):

10,10-bis(4-pyridinylmethyl)-9(10H)-anthracenone

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About This Item

Empirical Formula (Hill Notation):
C26H20N2O
CAS Number:
122955-42-4
Molecular Weight:
376.45
MDL number:
MFCD05662331
UNSPSC Code:
12352200
PubChem Substance ID:
329830775
NACRES:
NA.77

product name

XE-991, ≥98% (HPLC)

Assay

≥98% (HPLC)

color

white to beige

solubility

DMSO: >20 mg/mL

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

storage temp.

2-8°C

SMILES string

O=C1c2ccccc2C(Cc3ccncc3)(Cc4ccncc4)c5ccccc15

InChI

1S/C26H20N2O/c29-25-21-5-1-3-7-23(21)26(17-19-9-13-27-14-10-19,18-20-11-15-28-16-12-20)24-8-4-2-6-22(24)25/h1-16H,17-18H2

InChI key

KHJFBUUFMUBONL-UHFFFAOYSA-N

Application

XE-991 has been used as a KCNQ (Kv7.2/7.3) inhibitor to examine whether M-current inhibition affects oxytocin receptor (TGOT) mediated depolarization. It has also been used as an KCNQ inhibitor to study the ionic mechanism responsible for the overshoot/undershoot in membrane potential in mouse cholinergic interneurons (ChIs) in the presence of tetrodotoxin (TTX).

Biochem/physiol Actions

XE-991 is a KCNQ channel blocker; which is more potent than linopiridine (Cat. No. L-134).

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.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lena Rubi et al.
Neuromolecular medicine, 15(3), 476-492 (2013-05-23)
Neuronal L-type voltage-gated calcium channels (LTCCs) are involved in several physiological functions, but increased activity of LTCCs has been linked to pathology. Due to the coupling of LTCC-mediated Ca(2+) influx to Ca(2+)-dependent conductances, such as KCa or non-specific cation channels
Pauses in cholinergic interneuron activity are driven by excitatory input and delayed rectification, with dopamine modulation
Zhang Y, et al.
Neuron, 98(5), 918-925 (2018)
David Bartolomé-Martín et al.
Neuropharmacology, 161, 107568-107568 (2019-03-20)
Dopamine and glutamate transporters (DAT and GLT-1, respectively) share some biophysical characteristics, as both are secondary active carriers coupled to electrochemical ion gradients. In order to identify common or specific components of their respective proteomes, we performed a proximity labelling
Oxytocin transforms firing mode of CA2 hippocampal neurons
Tirko N, et al.
Neuron, 100(3), 593-608 (2018)
Eider Nuñez et al.
eLife, 12 (2023-02-22)
Neuronal KV7 channels, important regulators of cell excitability, are among the most sensitive proteins to reactive oxygen species. The S2S3 linker of the voltage sensor was reported as a site-mediating redox modulation of the channels. Recent structural insights reveal potential
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