Home Imidazoles 10045-45-1
10045-45-1,MFCD00005715
Catalog No.:AA0001YF

10045-45-1 | 1-Ethylbenzimidazolinone

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250mg
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0001YF
Chemical Name:
1-Ethylbenzimidazolinone
CAS Number:
10045-45-1
Molecular Formula:
C9H10N2O
Molecular Weight:
162.1885
MDL Number:
MFCD00005715
SMILES:
CCn1c(=O)[nH]c2c1cccc2
Properties
Properties
 
Form:
Solid  
MP:
118-120℃(Solv: ethyl acetate (141-78-6))  
Solubility:
DMSO: ≥20mg/mL  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
193  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.1  

Literature

Title: Intermediate-conductance calcium-activated potassium channel KCa3.1 and chloride channel modulate chemokine ligand (CCL19/CCL21)-induced migration of dendritic cells.

Journal: Translational research : the journal of laboratory and clinical medicine 20150701

Title: Iberiotoxin-sensitive and -insensitive BK currents in Purkinje neuron somata.

Journal: Journal of neurophysiology 20130515

Title: Why mouse airway submucosal gland serous cells do not secrete fluid in response to cAMP stimulation.

Journal: The Journal of biological chemistry 20121102

Title: Cerebellar ataxia by enhanced Ca(V)2.1 currents is alleviated by Ca2+-dependent K+-channel activators in Cacna1a(S218L) mutant mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20121031

Title: Mechanisms of bicarbonate secretion: lessons from the airways.

Journal: Cold Spring Harbor perspectives in medicine 20120801

Title: Pharmacological enhancement of calcium-activated potassium channel function reduces the effects of repeated stress on fear memory.

Journal: Behavioural brain research 20120615

Title: Expression and Role of the Intermediate-Conductance Calcium-Activated Potassium Channel KCa3.1 in Glioblastoma.

Journal: Journal of signal transduction 20120101

Title: K(Ca)2 and k(ca)3 channels in learning and memory processes, and neurodegeneration.

Journal: Frontiers in pharmacology 20120101

Title: Towards therapeutic applications of arthropod venom k(+)-channel blockers in CNS neurologic diseases involving memory acquisition and storage.

Journal: Journal of toxicology 20120101

Title: Identification of the functional binding pocket for compounds targeting small-conductance Ca²⁺-activated potassium channels.

Journal: Nature communications 20120101

Title: SK2 channels are neuroprotective for ischemia-induced neuronal cell death.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20111201

Title: Calcium-activated potassium channel KCa3.1 in lung dendritic cell migration.

Journal: American journal of respiratory cell and molecular biology 20111101

Title: Evidence for aconitine-induced inhibition of delayed rectifier K(+) current in Jurkat T-lymphocytes.

Journal: Toxicology 20111028

Title: Functional reduction of SK3-mediated currents precedes AMPA-receptor-mediated excitotoxicity in dopaminergic neurons.

Journal: Neuropharmacology 20110601

Title: Negative gating modulation by (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine (NS8593) depends on residues in the inner pore vestibule: pharmacological evidence of deep-pore gating of K(Ca)2 channels.

Journal: Molecular pharmacology 20110601

Title: Small conductance calcium-activated potassium type 2 channels regulate alcohol-associated plasticity of glutamatergic synapses.

Journal: Biological psychiatry 20110401

Title: Calmodulin-dependent activation of the epithelial calcium-dependent chloride channel TMEM16A.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110301

Title: Endothelium-dependent vasodilation in human mesenteric artery is primarily mediated by myoendothelial gap junctions intermediate conductance calcium-activated K+ channel and nitric oxide.

Journal: The Journal of pharmacology and experimental therapeutics 20110301

Title: Use of intermediate/small conductance calcium-activated potassium-channel activator for endothelial protection.

Journal: The Journal of thoracic and cardiovascular surgery 20110201

Title: Diet-induced obesity impairs endothelium-derived hyperpolarization via altered potassium channel signaling mechanisms.

Journal: PloS one 20110101

Title: An SK3 channel/nWASP/Abi-1 complex is involved in early neurogenesis.

Journal: PloS one 20110101

Title: The K+ channel opener 1-EBIO potentiates residual function of mutant CFTR in rectal biopsies from cystic fibrosis patients.

Journal: PloS one 20110101

Title: Modulation of calcium-activated potassium channels induces cardiogenesis of pluripotent stem cells and enrichment of pacemaker-like cells.

Journal: Circulation 20101102

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Small conductance calcium-activated potassium channels: from structure to function.

Journal: Progress in neurobiology 20100701

Title: Reduced nucleus accumbens SK channel activity enhances alcohol seeking during abstinence.

Journal: Neuron 20100311

Title: In vivo pharmacological manipulation of small conductance Ca(2+)-activated K(+) channels influences motor behavior, object memory and fear conditioning.

Journal: Neuropharmacology 20100301

Title: Expression of Ca2+ -activated K+ channels in human dermal fibroblasts and their roles in apoptosis.

Journal: Skin pharmacology and physiology 20100101

Title: Ictal activity induced by group I metabotropic glutamate receptor activation and loss of afterhyperpolarizations.

Journal: Neuropharmacology 20100101

Title: K+ channel openers restore verapamil-inhibited lung fluid resolution and transepithelial ion transport.

Journal: Respiratory research 20100101

Title: Identification and functional characterization of the intermediate-conductance Ca(2+)-activated K(+) channel (IK-1) in biliary epithelium.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20091101

Title: 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.

Journal: Molecular pharmacology 20090901

Title: 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.

Journal: The Journal of pharmacology and experimental therapeutics 20090101

Title: Synthesis and structure-activity relationship studies of 2-(N-substituted)-aminobenzimidazoles as potent negative gating modulators ofsmall conductance Ca2+-activated K+ channels.

Journal: Journal of medicinal chemistry 20081211

Title: SK (KCa2) channels do not control somatic excitability in CA1 pyramidal neurons but can be activated by dendritic excitatory synapses and regulate their impact.

Journal: Journal of neurophysiology 20081101

Title: Molecular and cellular basis of small--and intermediate-conductance, calcium-activated potassium channel function in the brain.

Journal: Cellular and molecular life sciences : CMLS 20081001

Title: Engagement of the EP2 prostanoid receptor closes the K+ channel KCa3.1 in human lung mast cells and attenuates their migration.

Journal: European journal of immunology 20080901

Title: Temporal processing across multiple topographic maps in the electrosensory system.

Journal: Journal of neurophysiology 20080801

Title: IK1 channel activity contributes to cisplatin sensitivity of human epidermoid cancer cells.

Journal: American journal of physiology. Cell physiology 20080601

Title: Calcium-activated potassium currents differentially modulate respiratory rhythm generation.

Journal: The European journal of neuroscience 20080601

Title: Openers of calcium-activated potassium channels and endothelium-dependent hyperpolarizations in the guinea pig carotid artery.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20080401

Title: Selective positive modulation of the SK3 and SK2 subtypes of small conductance Ca2+-activated K+ channels.

Journal: British journal of pharmacology 20070701

Title: Formation of cellular projections in neural progenitor cells depends on SK3 channel activity.

Journal: Journal of neurochemistry 20070601

Title: Adenosine closes the K+ channel KCa3.1 in human lung mast cells and inhibits their migration via the adenosine A2A receptor.

Journal: European journal of immunology 20070601

Title: Calcium and small-conductance calcium-activated potassium channels in gonadotropin-releasing hormone neurons before, during, and after puberty.

Journal: Endocrinology 20070501

Title: Inhibition of intermediate-conductance Ca2+-activated K+ channel and cytoprotective properties of 4-piperidinomethyl-2-isopropyl-5-methylphenol.

Journal: The Journal of pharmacy and pharmacology 20070501

Title: Ca2+ release-dependent hyperpolarizations modulate the firing pattern of juvenile GABA neurons in mouse substantia nigra pars reticulata in vitro.

Journal: The Journal of physiology 20061215

Title: Role of Ca2+-activated K+ channels in duodenal mucosal ion transport and bicarbonate secretion.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20061201

Title: Expression of intermediate-conductance, Ca2+-activated K+ channel (KCNN4) in H441 human distal airway epithelial cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20061101

Title: 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.

Journal: Molecular pharmacology 20061101

Title: Combination of Ca2+ -activated K+ channel blockers inhibits acetylcholine-evoked nitric oxide release in rat superior mesenteric artery.

Journal: British journal of pharmacology 20061101

Title: Exposure to sodium butyrate leads to functional downregulation of calcium-activated potassium channels in human airway epithelial cells.

Journal: Pflugers Archiv : European journal of physiology 20061101

Title: Distinct K+ conductive pathways are required for Cl- and K+ secretion across distal colonic epithelium.

Journal: American journal of physiology. Cell physiology 20061001

Title: In vivo characterisation of the small-conductance KCa (SK) channel activator 1-ethyl-2-benzimidazolinone (1-EBIO) as a potential anticonvulsant.

Journal: European journal of pharmacology 20060928

Title: SK Ca2+-activated K+ channel ligands alter the firing pattern of dopamine-containing neurons in vivo.

Journal: Neuroscience 20060630

Title: Impaired small-conductance Ca2+-activated K+ channel-dependent EDHF responses in Type II diabetic ZDF rats.

Journal: British journal of pharmacology 20060601

Title: Mechanisms underlying the impaired EDHF-type relaxation response in mesenteric arteries from Otsuka Long-Evans Tokushima Fatty (OLETF) rats.

Journal: European journal of pharmacology 20060524

Title: Subtype-specific, bi-component inhibition of SK channels by low internal pH.

Journal: Biochemical and biophysical research communications 20060512

Title: Impairment of PAR-2-mediated relaxation system in colonic smooth muscle after intestinal inflammation.

Journal: British journal of pharmacology 20060501

Title: Decreases in the precision of Purkinje cell pacemaking cause cerebellar dysfunction and ataxia.

Journal: Nature neuroscience 20060301

Title: DCEBIO stimulates Cl- secretion in the mouse jejunum.

Journal: American journal of physiology. Cell physiology 20060101

Title: Interactions of N-terminal and C-terminal parts of the small conductance Ca2+ activated K+ channel, hSK3.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20060101

Title: Specific enhancement of SK channel activity selectively potentiates the afterhyperpolarizing current I(AHP) and modulates the firing properties of hippocampal pyramidal neurons.

Journal: The Journal of biological chemistry 20051216

Title: Activation of SK channels inhibits epileptiform bursting in hippocampal CA3 neurons.

Journal: Brain research 20051214

Title: Ion transport regulated by protease-activated receptor 2 in human airway Calu-3 epithelia.

Journal: British journal of pharmacology 20051001

Title: Reduced hyperpolarization in endothelial cells of rabbit aortic valve following chronic nitroglycerine administration.

Journal: British journal of pharmacology 20051001

Title: 1-Ethyl-2-benzimidazolinone (EBIO) suppresses epileptiform activity in in vitro hippocampus.

Journal: Neuropharmacology 20050901

Title: Evidence in favor of a calcium-sensing receptor in arterial endothelial cells: studies with calindol and Calhex 231.

Journal: Circulation research 20050819

Title: Cl- secretory effects of EBIO in the rabbit conjunctival epithelium.

Journal: American journal of physiology. Cell physiology 20050701

Title: Mediators involved in decreasing peripheral vascular resistance with carbachol in the rat hind limb perfusion model.

Journal: Journal of pharmacological sciences 20050701

Title: Beta2-adrenoceptor regulation of the K+ channel iKCa1 in human mast cells.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050601

Title: Impaired EDHF-mediated vasodilation and function of endothelial Ca-activated K channels in uremic rats.

Journal: Kidney international 20050601

Title: A functional role for small-conductance calcium-activated potassium channels in sensory pathways including nociceptive processes.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050406

Title: Genistein stimulates electrogenic Cl(-) secretion in mouse jejunum.

Journal: American journal of physiology. Cell physiology 20041201

Title: Reduction of airway anion secretion via CFTR in sphingomyelin pathway.

Journal: Biochemical and biophysical research communications 20041112

Title: Activation of human IK and SK Ca2+ -activated K+ channels by NS309 (6,7-dichloro-1H-indole-2,3-dione 3-oxime).

Journal: Biochimica et biophysica acta 20041011

Title: A 'virtual gland' method for quantifying epithelial fluid secretion.

Journal: American journal of physiology. Lung cellular and molecular physiology 20041001

Title: Regulation of antiprotease and antimicrobial protein secretion by airway submucosal gland serous cells.

Journal: The Journal of biological chemistry 20040910

Title: The K+ channel iKCA1 potentiates Ca2+ influx and degranulation in human lung mast cells.

Journal: The Journal of allergy and clinical immunology 20040701

Title: Hypoxia-induced inhibition of whole cell membrane currents and ion transport of A549 cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20040601

Title: ATP release triggered by activation of the Ca2+-activated K+ channel in human airway Calu-3 cells.

Journal: American journal of respiratory cell and molecular biology 20040301

Title: An apamin- and scyllatoxin-insensitive isoform of the human SK3 channel.

Journal: Molecular pharmacology 20040301

Title: Inhibition of endothelium-dependent vasorelaxation by extracellular K(+): a novel controlling signal for vascular contractility.

Journal: American journal of physiology. Heart and circulatory physiology 20040101

Title: Calcium and Vitamin D increase mRNA levels for the growth control hIK1 channel in human epidermal keratinocytes but functional channels are not observed.

Journal: BMC dermatology 20040101

Title: Tempol, an antioxidant, restores endothelium-derived hyperpolarizing factor-mediated vasodilation during hypertension.

Journal: European journal of pharmacology 20031114

Title: Role of endothelial intermediate conductance KCa channels in cerebral EDHF-mediated dilations.

Journal: American journal of physiology. Heart and circulatory physiology 20031001

Title: Calcium activates SK channels in the intact human lens.

Journal: Investigative ophthalmology & visual science 20030901

Title: Apamin-sensitive small conductance calcium-activated potassium channels, through their selective coupling to voltage-gated calcium channels, are critical determinants of the precision, pace, and pattern of action potential generation in rat subthalamic nucleus neurons in vitro.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030820

Title: Effects of intermediate-conductance Ca2+-activated K+ channel modulators on human prostate cancer cell proliferation.

Journal: European journal of pharmacology 20030627

Title: Modulation of Ca2+-activated Cl- secretion by basolateral K+ channels in human normal and cystic fibrosis airway epithelia.

Journal: Pediatric research 20030401

Title: Inhibition of EDHF by two new combinations of K+-channel inhibitors in rat isolated mesenteric arteries.

Journal: British journal of pharmacology 20030301

Title: Unexpected down-regulation of the hIK1 Ca2+-activated K+ channel by its opener 1-ethyl-2-benzimidazolinone in HaCaT keratinocytes. Inverse effects on cell growth and proliferation.

Journal: The Journal of biological chemistry 20030131

Title: Stimulatory effects of chlorzoxazone, a centrally acting muscle relaxant, on large conductance calcium-activated potassium channels in pituitary GH3 cells.

Journal: Brain research 20030103

Title: SK4/IK1-like channels mediate TEA-insensitive, Ca2+-activated K+ currents in bovine parotid acinar cells.

Journal: American journal of physiology. Cell physiology 20030101

Title: Expression and activity of potassium ion channels in human prostate cancer.

Journal: Cancer letters 20021201

Title: Characterization of a charybdotoxin-sensitive intermediate conductance Ca2+-activated K+ channel in porcine coronary endothelium: relevance to EDHF.

Journal: British journal of pharmacology 20021201

Title: Bioelectric toxicity caused by chlorpromazine in human lung epithelial cells.

Journal: Toxicology and applied pharmacology 20020915

Title: Role for endothelium-derived hyperpolarizing factor in vascular tone in rat mesenteric and hindlimb circulations in vivo.

Journal: The Journal of physiology 20020801

Title: Charybdotoxin-sensitive small conductance K(Ca) channel activated by bradykinin and substance P in endothelial cells.

Journal: British journal of pharmacology 20020801

Title: Bisphenol A inhibits Cl(-) secretion by inhibition of basolateral K+ conductance in human airway epithelial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20020701

Title: Pharmacological and molecular characterisation of SK3 channels in the TE671 human medulloblastoma cell line.

Journal: Brain research 20020607

Title: Regulation of a calcium-sensitive K+ channel (cIK1) by protein kinase C.

Journal: The Journal of membrane biology 20020501

Title: Characterization of an apamin-sensitive small-conductance Ca(2+)-activated K(+) channel in porcine coronary artery endothelium: relevance to EDHF.

Journal: British journal of pharmacology 20020301

Title: Physiological role of calcium-activated potassium currents in the rat lateral amygdala.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020301

Title: Characterization of basolateral K+ channels underlying anion secretion in the human airway cell line Calu-3.

Journal: The Journal of physiology 20020201

Title: Activation of endothelial cell IK(Ca) with 1-ethyl-2-benzimidazolinone evokes smooth muscle hyperpolarization in rat isolated mesenteric artery.

Journal: British journal of pharmacology 20011201

Title: Chlorzoxazone or 1-EBIO increases Na(+) absorption across cystic fibrosis airway epithelial cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20011101

Title: Novel effects of minocycline on Ca(2+)-dependent Cl(-) secretion in human airway epithelial Calu-3 cells.

Journal: Toxicology and applied pharmacology 20011015

Title: Xe991 reveals differences in K(+) channels regulating chloride secretion in murine airway and colonic epithelium.

Journal: Molecular pharmacology 20011001

Title: Phenanthrolines--a new class of CFTR chloride channel openers.

Journal: British journal of pharmacology 20011001

Title: Regulation of anion secretion by nitric oxide in human airway epithelial cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20010801

Title: Comparison of effects of diabetes mellitus on an EDHF-dependent and an EDHF-independent artery.

Journal: American journal of physiology. Heart and circulatory physiology 20010701

Title: Microelectrode and impedance analysis of anion secretion in Calu-3 cells.

Journal: JOP : Journal of the pancreas 20010701

Title: EDHF is not K+ but may be due to spread of current from the endothelium in guinea pig arterioles.

Journal: American journal of physiology. Heart and circulatory physiology 20010601

Title: Pharmacological modulation of SK3 channels.

Journal: Neuropharmacology 20010601

Title: Differential expression of the small-conductance, calcium-activated potassium channel SK3 is critical for pacemaker control in dopaminergic midbrain neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010515

Title: Control of electrical activity in central neurons by modulating the gating of small conductance Ca2+-activated K+ channels.

Journal: The Journal of biological chemistry 20010330

Title: NH(2)-terminal modification of a channel-forming peptide increases capacity for epithelial anion secretion.

Journal: American journal of physiology. Cell physiology 20010301

Title: Modulation of recombinant small-conductance Ca(2+)-activated K(+) channels by the muscle relaxant chlorzoxazone and structurally related compounds.

Journal: The Journal of pharmacology and experimental therapeutics 20010301

Title: Assessment of CFTR chloride channel openers in intact normal and cystic fibrosis murine epithelia.

Journal: British journal of pharmacology 20010201

Title: Benzimidazolone activators of chloride secretion: potential therapeutics for cystic fibrosis and chronic obstructive pulmonary disease.

Journal: The Journal of pharmacology and experimental therapeutics 20010201

Title: Expression and biological significance of Ca2+-activated ion channels in human keratinocytes.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20010101

Title: Characterisation of the rat SK4/IK1 K(+) channel.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20010101

Title: EBIO, an agent causing maintained epithelial chloride secretion by co-ordinate actions at both apical and basolateral membranes.

Journal: Pflugers Archiv : European journal of physiology 20010101

Title: Pharmacological activation of cloned intermediate- and small-conductance Ca(2+)-activated K(+) channels.

Journal: American journal of physiology. Cell physiology 20000301

Title: Characterization of the cloned human intermediate-conductance Ca2+-activated K+ channel.

Journal: The American journal of physiology 19980901

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Tags:10045-45-1 Molecular Formula|10045-45-1 MDL|10045-45-1 SMILES|10045-45-1 1-Ethylbenzimidazolinone