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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

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)

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Dorte Strøbaek et al.
Biochimica et biophysica acta, 1665(1-2), 1-5 (2004-10-09)
We have identified and characterized the compound NS309 (6,7-dichloro-1H-indole-2,3-dione 3-oxime) as a potent activator of human Ca2+ -activated K+ channels of SK and IK types, whereas it is devoid of effect on BK type channels. IK- and SK-channels have previously
Young-Woo Nam et al.
Scientific reports, 7(1), 17178-17178 (2017-12-08)
Small-conductance Ca
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
Lawrence J Alvarez et al.
American journal of physiology. Cell physiology, 289(1), C138-C147 (2005-02-11)
Experiments were conducted to determine whether the Cl- secretagogue, 1-ethyl-2-benzimidazolinone (EBIO), stimulates Cl- transport in the rabbit conjunctival epithelium. For this study, epithelia were isolated in an Ussing-type chamber under short-circuit conditions. The effects of EBIO on the short-circuit current
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
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