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SML0034

Sigma-Aldrich

1-EBIO

≥98% (HPLC)

Synonym(s):

1-Ethyl-1,3-dihydro-2H-benzimidazol-2-one; 1-Ethylbenzimidazolinone

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About This Item

Empirical Formula (Hill Notation):
C9H10N2O
CAS Number:
10045-45-1
Molecular Weight:
162.19
EC Number:
233-148-1
MDL number:
MFCD00005715
UNSPSC Code:
12352200
PubChem Substance ID:
329825104
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: ≥20 mg/mL

storage temp.

room temp

SMILES string

CCN1C(=O)Nc2ccccc12

InChI

1S/C9H10N2O/c1-2-11-8-6-4-3-5-7(8)10-9(11)12/h3-6H,2H2,1H3,(H,10,12)

InChI key

CXUCKELNYMZTRT-UHFFFAOYSA-N

Application

1-EBIO was used to study the electrical activity modulated by Ca+2-activated K+ channels in rat central neurons. The effect of 1-EBIO on human intermediate conductance channels was studied.

Biochem/physiol Actions

1-EBIO is an activator of epithelial Ca2+-activated K+ channel also known as the intermediate-conductance Ca(2+)-activated K(+) channel (IK-1) or KCa3.1.
1-EBIO potentiates the secretion of CFTR-mediated Cl− ion secretion by activating the basolateral KCNN4 K+ channels in native human colonic tissues. It stimulates the apical Cl− channels and Ca+2-dependent basolateral K+ channels to stimulate fluid transport in lacrimal glands.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

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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Patrick J Mulholland et al.
Biological psychiatry, 69(7), 625-632 (2010-11-09)
Small conductance calcium-activated potassium type 2 channels (SK2) control excitability and contribute to plasticity by reducing excitatory postsynaptic potentials. Recent evidence suggests that SK2 channels form a calcium-dependent negative-feedback loop with synaptic N-methyl-D-aspartate (NMDA) receptors. Addiction to alcohol and other
P Pedarzani et al.
The Journal of biological chemistry, 276(13), 9762-9769 (2001-01-13)
In most central neurons, action potentials are followed by an afterhyperpolarization (AHP) that controls firing pattern and excitability. The medium and slow components of the AHP have been ascribed to the activation of small conductance Ca(2+)-activated potassium (SK) channels. Cloned
Audrey E Padula et al.
Translational psychiatry, 10(1), 414-414 (2020-11-29)
Mood disorders are often comorbid with alcohol use disorder (AUD) and play a considerable role in the development and maintenance of alcohol dependence and relapse. Because of this high comorbidity, it is necessary to determine shared and unique genetic factors
Eva K Roth et al.
PloS one, 6(8), e24445-e24445 (2011-09-13)
The identification of strategies to improve mutant CFTR function remains a key priority in the development of new treatments for cystic fibrosis (CF). Previous studies demonstrated that the K⁺ channel opener 1-ethyl-2-benzimidazolone (1-EBIO) potentiates CFTR-mediated Cl⁻ secretion in cultured cells
F Woodward Hopf et al.
Neuron, 65(5), 682-694 (2010-03-13)
The cellular mechanisms underlying pathological alcohol seeking remain poorly understood. Here, we show an enhancement of nucleus accumbens (NAcb) core action potential firing ex vivo after protracted abstinence from alcohol but not sucrose self-administration. Increased firing is associated with reduced
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