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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10N2O
Molecular Weight 162.1885
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-ETHYL-2-BENZIMIDAZOLINONE

SMILES

CCN1C(=O)NC2=C1C=CC=C2

InChI

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

HIDE SMILES / InChI

Molecular Formula C9H10N2O
Molecular Weight 162.1885
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Small conductance calcium-activated potassium channel
PubMed

PubMed

TitleDatePubMed
Modulation of calcium-activated potassium channels induces cardiogenesis of pluripotent stem cells and enrichment of pacemaker-like cells.
2010-11-02
Small conductance calcium-activated potassium channels: from structure to function.
2010-07
K+ channel openers restore verapamil-inhibited lung fluid resolution and transepithelial ion transport.
2010-05-27
Reduced nucleus accumbens SK channel activity enhances alcohol seeking during abstinence.
2010-03-11
In vivo pharmacological manipulation of small conductance Ca(2+)-activated K(+) channels influences motor behavior, object memory and fear conditioning.
2010-03
Expression of Ca2+ -activated K+ channels in human dermal fibroblasts and their roles in apoptosis.
2010
Identification and functional characterization of the intermediate-conductance Ca(2+)-activated K(+) channel (IK-1) in biliary epithelium.
2009-11
Selective activation of the SK1 subtype of human small-conductance Ca2+-activated K+ channels by 4-(2-methoxyphenylcarbamoyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (GW542573X) is dependent on serine 293 in the S5 segment.
2009-09
Ictal activity induced by group I metabotropic glutamate receptor activation and loss of afterhyperpolarizations.
2009-01-21
A positive modulator of K Ca 2 and K Ca 3 channels, 4,5-dichloro-1,3-diethyl-1,3-dihydro-benzoimidazol-2-one (NS4591), inhibits bladder afferent firing in vitro and bladder overactivity in vivo.
2009-01
SK (KCa2) channels do not control somatic excitability in CA1 pyramidal neurons but can be activated by dendritic excitatory synapses and regulate their impact.
2008-11
Molecular and cellular basis of small--and intermediate-conductance, calcium-activated potassium channel function in the brain.
2008-10
Engagement of the EP2 prostanoid receptor closes the K+ channel KCa3.1 in human lung mast cells and attenuates their migration.
2008-09
Temporal processing across multiple topographic maps in the electrosensory system.
2008-08
Calcium-activated potassium currents differentially modulate respiratory rhythm generation.
2008-06
IK1 channel activity contributes to cisplatin sensitivity of human epidermoid cancer cells.
2008-06
Openers of calcium-activated potassium channels and endothelium-dependent hyperpolarizations in the guinea pig carotid artery.
2008-04
Selective positive modulation of the SK3 and SK2 subtypes of small conductance Ca2+-activated K+ channels.
2007-07
Adenosine closes the K+ channel KCa3.1 in human lung mast cells and inhibits their migration via the adenosine A2A receptor.
2007-06
Formation of cellular projections in neural progenitor cells depends on SK3 channel activity.
2007-06
Inhibition of intermediate-conductance Ca2+-activated K+ channel and cytoprotective properties of 4-piperidinomethyl-2-isopropyl-5-methylphenol.
2007-05
Calcium and small-conductance calcium-activated potassium channels in gonadotropin-releasing hormone neurons before, during, and after puberty.
2007-05
Ca2+ release-dependent hyperpolarizations modulate the firing pattern of juvenile GABA neurons in mouse substantia nigra pars reticulata in vitro.
2006-12-15
Role of Ca2+-activated K+ channels in duodenal mucosal ion transport and bicarbonate secretion.
2006-12
Exposure to sodium butyrate leads to functional downregulation of calcium-activated potassium channels in human airway epithelial cells.
2006-11
Combination of Ca2+ -activated K+ channel blockers inhibits acetylcholine-evoked nitric oxide release in rat superior mesenteric artery.
2006-11
Inhibitory gating modulation of small conductance Ca2+-activated K+ channels by the synthetic compound (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphtylamine (NS8593) reduces afterhyperpolarizing current in hippocampal CA1 neurons.
2006-11
Expression of intermediate-conductance, Ca2+-activated K+ channel (KCNN4) in H441 human distal airway epithelial cells.
2006-11
Distinct K+ conductive pathways are required for Cl- and K+ secretion across distal colonic epithelium.
2006-10
In vivo characterisation of the small-conductance KCa (SK) channel activator 1-ethyl-2-benzimidazolinone (1-EBIO) as a potential anticonvulsant.
2006-09-28
SK Ca2+-activated K+ channel ligands alter the firing pattern of dopamine-containing neurons in vivo.
2006-06-30
Impaired small-conductance Ca2+-activated K+ channel-dependent EDHF responses in Type II diabetic ZDF rats.
2006-06
Mechanisms underlying the impaired EDHF-type relaxation response in mesenteric arteries from Otsuka Long-Evans Tokushima Fatty (OLETF) rats.
2006-05-24
Subtype-specific, bi-component inhibition of SK channels by low internal pH.
2006-05-12
Impairment of PAR-2-mediated relaxation system in colonic smooth muscle after intestinal inflammation.
2006-05
Decreases in the precision of Purkinje cell pacemaking cause cerebellar dysfunction and ataxia.
2006-03
DCEBIO stimulates Cl- secretion in the mouse jejunum.
2006-01
Interactions of N-terminal and C-terminal parts of the small conductance Ca2+ activated K+ channel, hSK3.
2006
Specific enhancement of SK channel activity selectively potentiates the afterhyperpolarizing current I(AHP) and modulates the firing properties of hippocampal pyramidal neurons.
2005-12-16
Activation of SK channels inhibits epileptiform bursting in hippocampal CA3 neurons.
2005-12-14
Reduced hyperpolarization in endothelial cells of rabbit aortic valve following chronic nitroglycerine administration.
2005-10
Ion transport regulated by protease-activated receptor 2 in human airway Calu-3 epithelia.
2005-10
1-Ethyl-2-benzimidazolinone (EBIO) suppresses epileptiform activity in in vitro hippocampus.
2005-09
Evidence in favor of a calcium-sensing receptor in arterial endothelial cells: studies with calindol and Calhex 231.
2005-08-19
Mediators involved in decreasing peripheral vascular resistance with carbachol in the rat hind limb perfusion model.
2005-07
Cl- secretory effects of EBIO in the rabbit conjunctival epithelium.
2005-07
Impaired EDHF-mediated vasodilation and function of endothelial Ca-activated K channels in uremic rats.
2005-06
Beta2-adrenoceptor regulation of the K+ channel iKCa1 in human mast cells.
2005-06
A functional role for small-conductance calcium-activated potassium channels in sensory pathways including nociceptive processes.
2005-04-06
Reduction of airway anion secretion via CFTR in sphingomyelin pathway.
2004-11-12
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:51:55 GMT 2025
Edited
by admin
on Mon Mar 31 19:51:55 GMT 2025
Record UNII
M82W79SS4W
Record Status Validated (UNII)
Record Version
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Name Type Language
1-ETHYL-2-BENZIMIDAZOLINONE
Systematic Name English
1-EBIO
Preferred Name English
1-ETHYLBENZIMIDAZOLINONE
Systematic Name English
Code System Code Type Description
MESH
C102635
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
CAS
10045-45-1
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
ECHA (EC/EINECS)
233-148-1
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
FDA UNII
M82W79SS4W
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
EPA CompTox
DTXSID70143296
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
PUBCHEM
82320
Created by admin on Mon Mar 31 19:51:55 GMT 2025 , Edited by admin on Mon Mar 31 19:51:55 GMT 2025
PRIMARY
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