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NS-1619

CAS No.:
153587-01-0
Catalog Number:
AG003CUM
Molecular Formula:
C15H8F6N2O2
Molecular Weight:
362.2266
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$97
- +
5mg
≥98%
1 week
United States
$147
- +
10mg
≥98%
1 week
United States
$218
- +
25mg
≥98%
1 week
United States
$308
- +
Product Description
Catalog Number:
AG003CUM
Chemical Name:
NS-1619
CAS Number:
153587-01-0
Molecular Formula:
C15H8F6N2O2
Molecular Weight:
362.2266
MDL Number:
MFCD00928190
IUPAC Name:
3-[2-hydroxy-5-(trifluoromethyl)phenyl]-6-(trifluoromethyl)-1H-benzimidazol-2-one
InChI:
InChI=1S/C15H8F6N2O2/c16-14(17,18)7-1-3-10-9(5-7)22-13(25)23(10)11-6-8(15(19,20)21)2-4-12(11)24/h1-6,24H,(H,22,25)
InChI Key:
YLFMCMWKHSDUCT-UHFFFAOYSA-N
SMILES:
Oc1ccc(cc1n1c(=O)[nH]c2c1ccc(c2)C(F)(F)F)C(F)(F)F
Properties
Complexity:
523  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
362.049g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
362.231g/mol
Monoisotopic Mass:
362.049g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
52.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.7  
Literature
Title Journal
Mitochondrial Channel Opener Diazoxide Attenuates Hypoxia-Induced sFlt-1 Release in Human Choriocarcinoma Cells. Journal of menopausal medicine 20140401
Role of ROS/RhoA/PI3K/PKB signaling in NS1619-mediated blood-tumor barrier permeability increase. Journal of molecular neuroscience : MN 20120901
Mitochondrial K+ channels are involved in ischemic postconditioning in rat hearts. The journal of physiological sciences : JPS 20120701
Impairment of neurovascular coupling in type 1 diabetes mellitus in rats is linked to PKC modulation of BK(Ca) and Kir channels. American journal of physiology. Heart and circulatory physiology 20120315
Mineralocorticoids participate in the reduced vascular reactivity of pregnant rats. American journal of physiology. Heart and circulatory physiology 20120301
The LRRC26 protein selectively alters the efficacy of BK channel activators. Molecular pharmacology 20120101
Microglial Ca(2+)-activated K(+) channels are possible molecular targets for the analgesic effects of S-ketamine on neuropathic pain. The Journal of neuroscience : the official journal of the Society for Neuroscience 20111130
Large conductance Ca2+ -activated K+ channel activation with NS1619 decreases myogenic and neurogenic contractions of rat detrusor smooth muscle. European journal of pharmacology 20111116
Closure of multiple types of K+ channels is necessary to induce changes in renal vascular resistance in vivo in rats. Pflugers Archiv : European journal of physiology 20111101
CRH acts on CRH-R1 and -R2 to differentially modulate the expression of large-conductance calcium-activated potassium channels in human pregnant myometrium. Endocrinology 20111101
Effects of potassium channel modulators on myogenic spontaneous phasic contractile activity in human detrusor from neurogenic patients. BJU international 20110801
Functional and molecular characterization of maxi K+ -channels (BK(Ca)) in buffalo myometrium. Animal reproduction science 20110701
Phasic activity of urinary bladder smooth muscle in the streptozotocin-induced diabetic rat: effect of potassium channel modulators. European journal of pharmacology 20110625
The mitochondrial Ca(2+)-activated K(+) channel contributes to cardioprotection by limb remote ischemic preconditioning in rat. Life sciences 20110606
High glucose alters apoptosis and proliferation in HEK293 cells by inhibition of cloned BK Ca channel. Journal of cellular physiology 20110601
Calcium-activated potassium channel activator down-regulated the expression of tight junction protein in brain tumor model in rats. Neuroscience letters 20110415
Participation of BKCa2+ and KATP potassium ion channels in the contractility of human term pregnant myometrium in in vitro conditions. The journal of obstetrics and gynaecology research 20110301
Mitochondrial BKCa channels contribute to protection of cardiomyocytes isolated from chronically hypoxic rats. American journal of physiology. Heart and circulatory physiology 20110201
Role of large-conductance Ca²+-activated K+ channels in adenosine A₁ receptor-mediated pharmacological postconditioning in H9c2 cells. Canadian journal of physiology and pharmacology 20110101
BMS-191011, an opener of large-conductance Ca2+-activated potassium channels, dilates rat retinal arterioles in vivo. Biological & pharmaceutical bulletin 20110101
Cytoprotective action of the potassium channel opener NS1619 under conditions of disrupted calcium homeostasis. Pharmacological reports : PR 20110101
N-aryl-benzimidazolones as novel small molecule HSP90 inhibitors. Bioorganic & medicinal chemistry letters 20101215
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Inhibition of trigeminovascular dural nociceptive afferents by Ca(2+)-activated K(+) (MaxiK/BK(Ca)) channel opening. Pain 20101001
Antecedent ethanol attenuates cerebral ischemia/reperfusion-induced leukocyte-endothelial adhesive interactions and delayed neuronal death: role of large conductance, Ca2+-activated K+ channels. Microcirculation (New York, N.Y. : 1994) 20100801
KCa channels as therapeutic targets in episodic ataxia type-2. The Journal of neuroscience : the official journal of the Society for Neuroscience 20100526
Experimental diabetes mellitus down-regulates large-conductance Ca2+-activated K+ channels in cerebral artery smooth muscle and alters functional conductance. Current neurovascular research 20100501
Mitochondrial matrix K+ flux independent of large-conductance Ca2+-activated K+ channel opening. American journal of physiology. Cell physiology 20100301
Arterial stiffness is regulated by nitric oxide and endothelium-derived hyperpolarizing factor during changes in blood flow in humans. Hypertension (Dallas, Tex. : 1979) 20100301
Expression of Ca2+ -activated K+ channels in human dermal fibroblasts and their roles in apoptosis. Skin pharmacology and physiology 20100101
Activation of endothelial BKCa channels causes pulmonary vasodilation. Vascular pharmacology 20100101
Large conductance calcium-activated potassium channels (BKCa) modulate trigeminovascular nociceptive transmission. Cephalalgia : an international journal of headache 20091201
Impaired function of coronary BK(Ca) channels in metabolic syndrome. American journal of physiology. Heart and circulatory physiology 20091101
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Modulation of KCa channels increases anticancer drug delivery to brain tumors and prolongs survival in xenograft model. Cancer biology & therapy 20091001
Mechanism of differential cardiovascular response to propofol in Dahl salt-sensitive, Brown Norway, and chromosome 13-substituted consomic rat strains: role of large conductance Ca2+ and voltage-activated potassium channels. The Journal of pharmacology and experimental therapeutics 20090901
Immediate neuronal preconditioning by NS1619. Brain research 20090818
Activation of the BK(Ca) channel increases outflow facility and decreases trabecular meshwork cell volume. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20090801
Plasticity and emerging role of BKCa channels in nociceptive control in neuropathic pain. Journal of neurochemistry 20090701
Novel oxime and oxime ether derivatives of 12,14-dichlorodehydroabietic acid: design, synthesis, and BK channel-opening activity. Bioorganic & medicinal chemistry letters 20081215
1,2,3-Triazol-carboxanilides and 1,2,3-triazol-(N-benzyl)-carboxamides as BK-potassium channel activators. XII. European journal of medicinal chemistry 20081101
Restoration of calcium influx corrects membrane hyperexcitability in injured rat dorsal root ganglion neurons. Anesthesia and analgesia 20080901
Novel 1,4-benzothiazine derivatives as large conductance Ca2+-activated potassium channel openers. Journal of medicinal chemistry 20080828
BK channel openers inhibit ROS production of isolated rat brain mitochondria. Experimental neurology 20080801
Calcium-activated potassium channels contribute to human skeletal muscle microvascular endothelial dysfunction related to cardiopulmonary bypass. Surgery 20080801
New amido derivatives as potential BKCa potassium channel activators. XI. European journal of medicinal chemistry 20080401
The regulation of mitochondrial respiration by opening of mKCa channels is age-dependent. European journal of pharmacology 20080114
Mitochondrial big conductance KCa channel and cardioprotection in infant rabbit heart. Journal of cardiovascular pharmacology 20071101
The role of potassium ion channels in cough and other reflexes of the airways. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20071101
The mitochondrial Ca2+-activated K+ channel activator, NS 1619 inhibits L-type Ca2+ channels in rat ventricular myocytes. Biochemical and biophysical research communications 20071012
Reverse electron flow-induced ROS production is attenuated by activation of mitochondrial Ca2+-sensitive K+ channels. American journal of physiology. Heart and circulatory physiology 20070901
Stimulation of Ca2+-gated Cl- currents by the calcium-dependent K+ channel modulators NS1619 [1,3-dihydro-1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2H-benzimidazol-2-one] and isopimaric acid. The Journal of pharmacology and experimental therapeutics 20070601
Carbon monoxide-releasing molecules modulate leukocyte-endothelial interactions under flow. The Journal of pharmacology and experimental therapeutics 20070501
Functional contribution of the endothelial component to the vasorelaxing effect of resveratrol and NS 1619, activators of the large-conductance calcium-activated potassium channels. Naunyn-Schmiedeberg's archives of pharmacology 20070301
Pharmacological and physiological stimuli do not promote Ca(2+)-sensitive K+ channel activity in isolated heart mitochondria. Cardiovascular research 20070301
3-[(5-Chloro-2-hydroxyphenyl)methyl]-5-[4-(trifluoromethyl)phenyl ]-1,3,4-oxadiazol-2(3H)-one, BMS-191011: opener of large-conductance Ca(2+)-activated potassium (maxi-K) channels, identification, solubility, and SAR. Journal of medicinal chemistry 20070208
The mitochondrial K(ATP) channel opener BMS-191095 reduces neuronal damage after transient focal cerebral ischemia in rats. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070201
[Effect of activation of mitochondrial ATP sensitive potassium channel and calcium activated potassium channel on the permeability transition of mitochondria from both normal and ischemic rat brain]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20070201
Renovascular BK(Ca) channels are not activated in vivo under resting conditions and during agonist stimulation. American journal of physiology. Regulatory, integrative and comparative physiology 20070101
Modulation by homocysteine of the iberiotoxin-sensitive, Ca2+ -activated K+ channels of porcine coronary artery smooth muscle cells. European journal of pharmacology 20060928
Antiangiogenic effect of rosiglitazone is mediated via peroxisome proliferator-activated receptor gamma-activated maxi-K channel opening in human umbilical vein endothelial cells. The Journal of biological chemistry 20060512
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Cardiac mitochondrial preconditioning by Big Ca2+-sensitive K+ channel opening requires superoxide radical generation. American journal of physiology. Heart and circulatory physiology 20060101
Heat shock protein modulation of KATP and KCa channel cerebrovasodilation after brain injury. American journal of physiology. Heart and circulatory physiology 20050901
Doxapram stimulates the carotid body via a different mechanism than hypoxic chemotransduction. Respiratory physiology & neurobiology 20050512
Influence of diabetes mellitus, hypercholesterolemia, and their combination on EDHF-mediated responses in mice. Journal of cardiovascular pharmacology 20050501
The cannabinoid receptor agonist WIN 55212-2 inhibits neurogenic inflammations in airway tissues. Journal of pharmacological sciences 20050501
Calcium-activated potassium channel triggers cardioprotection of ischemic preconditioning. The Journal of pharmacology and experimental therapeutics 20050201
Mitochondrial Ca2+-activated K+ channels in cardiac myocytes: a mechanism of the cardioprotective effect and modulation by protein kinase A. Circulation 20050118
Nitric oxide stimulates a large-conductance Ca-activated K+ channel in human skin fibroblasts through protein kinase G pathway. Skin pharmacology and physiology 20050101
Description and role in proliferation of iberiotoxin-sensitive currents in different human mammary epithelial normal and cancerous cells. Biochimica et biophysica acta 20041215
Opening of Ca2+-activated K+ channels triggers early and delayed preconditioning against I/R injury independent of NOS in mice. American journal of physiology. Heart and circulatory physiology 20041101
Cannabinoid receptor agonists inhibit sensory nerve activation in guinea pig airways. American journal of respiratory and critical care medicine 20041101
Important role of superoxide dismutase in EDHF-mediated responses of human mesenteric arteries. Journal of cardiovascular pharmacology 20041101
A novel mechanism of regulation of cardiac contractility by mitochondrial functional state. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040801
Functional characterization of large conductance calcium-activated K+ channel openers in bladder and vascular smooth muscle. Naunyn-Schmiedeberg's archives of pharmacology 20040501
Additive antinociceptive effect of the combination of diazoxide, an activator of ATP-sensitive K+ channels, and sodium nitroprusside and dibutyryl-cGMP. European journal of pharmacology 20040405
Cilostazol enhances casein kinase 2 phosphorylation and suppresses tumor necrosis factor-alpha-induced increased phosphatase and tensin homolog deleted from chromosome 10 phosphorylation and apoptotic cell death in SK-N-SH cells. The Journal of pharmacology and experimental therapeutics 20040101
In vivo properties of potassium channels in cerebral blood vessels during diabetes mellitus. Microcirculation (New York, N.Y. : 1994) 20040101
Cerebrovascular vasodilation to extraluminal acidosis occurs via combined activation of ATP-sensitive and Ca2+-activated potassium channels. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20031001
Natural modulators of large-conductance calcium-activated potassium channels. Planta medica 20031001
Functional analysis of large conductance Ca2(+)-activated K(+) channels: ion flux studies by atomic absorption spectrometry. Assay and drug development technologies 20031001
Cilostazol prevents tumor necrosis factor-alpha-induced cell death by suppression of phosphatase and tensin homolog deleted from chromosome 10 phosphorylation and activation of Akt/cyclic AMP response element-binding protein phosphorylation. The Journal of pharmacology and experimental therapeutics 20030901
The K+ channel openers diazoxide and NS1619 induce depolarization of mitochondria and have differential effects on cell Ca2+ in CD34+ cell line KG-1a. Experimental hematology 20030901
Differential effects of pulsatile versus steady flow on coronary endothelial membrane potential. American journal of physiology. Heart and circulatory physiology 20030701
Differential role of PTK and ERK MAPK in superoxide impairment of K(ATP) and K(Ca) channel cerebrovasodilation. American journal of physiology. Regulatory, integrative and comparative physiology 20030701
Large-conductance K+ channel openers NS1619 and NS004 as inhibitors of mitochondrial function in glioma cells. Biochemical pharmacology 20030601
BK channel openers inhibit migration of human glioma cells. Pflugers Archiv : European journal of physiology 20030501
Coronary myogenic constriction antagonizes EDHF-mediated dilation: role of KCa channels. Hypertension (Dallas, Tex. : 1979) 20030401
Doxapram stimulates carotid body with different mechanisms from hypoxic chemotransduction. Advances in experimental medicine and biology 20030101
Modulation of action potential firing by iberiotoxin and NS1619 in rat dorsal root ganglion neurons. Neuroscience 20030101
Prolonged activation of Ca2+-activated K+ current contributes to the long-lasting refractory period of Aplysia bag cell neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20021201
Cytoprotective role of Ca2+- activated K+ channels in the cardiac inner mitochondrial membrane. Science (New York, N.Y.) 20021101
[BK channels play an important role as a negative feedback mechanism in the regulation of spontaneous rhythmic contraction of urinary bladder smooth muscles]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20021101
Protein tyrosine kinase and mitogen-activated protein kinase activation contribute to K(ATP) and K(ca) channel impairment after brain injury. Brain research 20020712
4,5-diphenyltriazol-3-ones: openers of large-conductance Ca(2+)-activated potassium (maxi-K) channels. Journal of medicinal chemistry 20020704
Enhancement of contraction of rat mesenteric artery by acteoside: role of endothelial nitric oxide. Journal of natural products 20020701
Potassium channels and human corporeal smooth muscle cell tone: further evidence of the physiological relevance of the Maxi-K channel subtype to the regulation of human corporeal smooth muscle tone in vitro. The Journal of urology 20020601
Regulation of blood-brain tumor barrier permeability by calcium-activated potassium channels. The Journal of pharmacology and experimental therapeutics 20020601
14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries. Circulation research 20020517
Vascular smooth muscle cell membrane depolarization after NOS inhibition hypertension. American journal of physiology. Heart and circulatory physiology 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
[Changes in the post-ischemic glutaminic vascular reactions in newborn swine]. Ideggyogyaszati szemle 20020120
BK channel activity determines the extent of cell degeneration after oxygen and glucose deprivation: a study in organotypical hippocampal slice cultures. Neuroscience 20020101
Human myofibroblastic hepatic stellate cells express Ca(2+)-activated K(+) channels that modulate the effects of endothelin-1 and nitric oxide. Journal of hepatology 20011201
Effects of different types of K+ channel modulators on the spontaneous myogenic contraction of guinea-pig urinary bladder smooth muscle. Acta physiologica Scandinavica 20011101
New 5-substituted-1-(2-hydroxybenzoyl)-benzotriazoles, potassium channel activators. IV. Farmaco (Societa chimica italiana : 1989) 20011101
Endothelin-Induced cyclooxygenase-dependent superoxide generation contributes to K+ channel functional impairment after brain injury. Journal of neurotrauma 20011001
Vasopressin induced cyclooxygenase dependent superoxide generation contributes to K(+) channel function impairment after brain injury. Brain research 20010810
Vasopressin-induced protein kinase C-dependent superoxide generation contributes to atp-sensitive potassium channel but not calcium-sensitive potassium channel function impairment after brain injury. Stroke 20010601
Influence of Ca(2+)-activated K(+) channels on rat renal arteriolar responses to depolarizing agonists. American journal of physiology. Renal physiology 20010401
Relaxant effects of 17-beta-estradiol in cerebral arteries through Ca(2+) entry inhibition. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20010401
Modulation of recombinant small-conductance Ca(2+)-activated K(+) channels by the muscle relaxant chlorzoxazone and structurally related compounds. The Journal of pharmacology and experimental therapeutics 20010301
A common mechanism for cystic fibrosis transmembrane conductance regulator protein activation by genistein and benzimidazolone analogs. The Journal of pharmacology and experimental therapeutics 20010201
BK channel activation by NS-1619 is partially mediated by intracellular Ca2+ release in smooth muscle cells of porcine coronary artery. British journal of pharmacology 20010201
Properties