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
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)
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Small conductance calcium-activated potassium channel Sources: https://www.ncbi.nlm.nih.gov/pubmed/16925994 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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
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|---|---|---|---|---|
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Preferred Name | English | ||
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Systematic Name | English |
| Code System | Code | Type | Description | ||
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C102635
Created by
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10045-45-1
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233-148-1
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M82W79SS4W
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DTXSID70143296
Created by
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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
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ACTIVE MOIETY