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X2254

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
UNSPSC Code:
12352200
PubChem Substance ID:
329830775
NACRES:
NA.77
MDL number:
MFCD05662331

Key Documents

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Product Name

XE-991, ≥98% (HPLC)

SMILES string

O=C1c2ccccc2C(Cc3ccncc3)(Cc4ccncc4)c5ccccc15

InChI key

KHJFBUUFMUBONL-UHFFFAOYSA-N

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

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

Quality Level

100

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This Item
SML0988SML1243SML2937
XE-991 ≥98% (HPLC)

Sigma-Aldrich

X2254

XE-991

CCCI-01 ≥98% (HPLC)

Sigma-Aldrich

SML0988

CCCI-01

Pyr10 ≥98% (HPLC)

Sigma-Aldrich

SML1243

Pyr10

iHAP1 ≥98% (HPLC)

Sigma-Aldrich

SML2937

iHAP1

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: >20 mg/mL

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

white to beige

color

white to beige

color

white to beige

originator

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

originator

-

originator

-

originator

-

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.[1] 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).[2]

Biochem/physiol Actions

XE-991 is a KCNQ channel blocker.
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000502841
0000502843
0000502841
0000502843
0000473609

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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)
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)
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
Jorge Vicente-Baz et al.
The Journal of pharmacology and experimental therapeutics, 370(3), 472-479 (2019-06-27)
Celecoxib is a nonsteroidal anti-inflammatory drug (NSAID) commonly used to treat pain conditions in humans. In addition to its blocking activity on cyclooxygenase (COX) enzymes, several other targets could contribute to its analgesic activity. Here we explore the spinal antinociceptive
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