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153587-01-0,MFCD00928190
Catalog No.:AA003CRU

153587-01-0 | NS-1619

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1mg
98%
in stock  
$8.00   $6.00
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5mg
98%
in stock  
$17.00   $12.00
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10mg
98%
in stock  
$25.00   $18.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003CRU
Chemical Name:
NS-1619
CAS Number:
153587-01-0
Molecular Formula:
C15H8F6N2O2
Molecular Weight:
362.2266
MDL Number:
MFCD00928190
SMILES:
Oc1ccc(cc1n1c(=O)[nH]c2c1ccc(c2)C(F)(F)F)C(F)(F)F
Properties
Properties
 
Form:
Solid  
Solubility:
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.47 mg/mL  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
523  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
3.7  

Downstream Synthesis Route
159117-83-6    10294-33-4   
1-(2-Hydroxy-5-trifluoromethylphenyl)-5-trifluoromethyl-1,3-dihydro-2H-benzimidazol-2-thione 
  153587-01-0 

[1]Patent:EP617023,1994,A1

[2]Patent:US5475015,1995,A

methylenechloride+methanol 
  153587-01-0   
5-trifluoromethyl-2,3-dihydro-1-(3-nitro-5-trifluoromethyl-2-hydroxyphenyl)-1H-2-oxo-benzimidazole 

[1]Patent:US5475015,1995,A

75-09-2    153587-01-0   
5-trifluoromethyl-2,3-dihydro-1-(3-nitro-5-trifluoromethyl-2-hydroxyphenyl)-1H-2-oxo-benzimidazole 

[1]Patent:EP617023,1994,A1

N-(2-methoxy-5-trifluoromethylphenyl)-2-nitro-4-trifluoromethylaniline 
  153587-01-0 

[1]Patent:US5475015,1995,A

[1]Patent:US5475015,1995,A

Literature

Title: Mitochondrial Channel Opener Diazoxide Attenuates Hypoxia-Induced sFlt-1 Release in Human Choriocarcinoma Cells.

Journal: Journal of menopausal medicine 20140401

Title: Role of ROS/RhoA/PI3K/PKB signaling in NS1619-mediated blood-tumor barrier permeability increase.

Journal: Journal of molecular neuroscience : MN 20120901

Title: Mitochondrial K+ channels are involved in ischemic postconditioning in rat hearts.

Journal: The journal of physiological sciences : JPS 20120701

Title: Impairment of neurovascular coupling in type 1 diabetes mellitus in rats is linked to PKC modulation of BK(Ca) and Kir channels.

Journal: American journal of physiology. Heart and circulatory physiology 20120315

Title: Mineralocorticoids participate in the reduced vascular reactivity of pregnant rats.

Journal: American journal of physiology. Heart and circulatory physiology 20120301

Title: The LRRC26 protein selectively alters the efficacy of BK channel activators.

Journal: Molecular pharmacology 20120101

Title: Microglial Ca(2+)-activated K(+) channels are possible molecular targets for the analgesic effects of S-ketamine on neuropathic pain.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111130

Title: Large conductance Ca2+ -activated K+ channel activation with NS1619 decreases myogenic and neurogenic contractions of rat detrusor smooth muscle.

Journal: European journal of pharmacology 20111116

Title: Closure of multiple types of K+ channels is necessary to induce changes in renal vascular resistance in vivo in rats.

Journal: Pflugers Archiv : European journal of physiology 20111101

Title: CRH acts on CRH-R1 and -R2 to differentially modulate the expression of large-conductance calcium-activated potassium channels in human pregnant myometrium.

Journal: Endocrinology 20111101

Title: Effects of potassium channel modulators on myogenic spontaneous phasic contractile activity in human detrusor from neurogenic patients.

Journal: BJU international 20110801

Title: Functional and molecular characterization of maxi K+ -channels (BK(Ca)) in buffalo myometrium.

Journal: Animal reproduction science 20110701

Title: Phasic activity of urinary bladder smooth muscle in the streptozotocin-induced diabetic rat: effect of potassium channel modulators.

Journal: European journal of pharmacology 20110625

Title: The mitochondrial Ca(2+)-activated K(+) channel contributes to cardioprotection by limb remote ischemic preconditioning in rat.

Journal: Life sciences 20110606

Title: High glucose alters apoptosis and proliferation in HEK293 cells by inhibition of cloned BK Ca channel.

Journal: Journal of cellular physiology 20110601

Title: Calcium-activated potassium channel activator down-regulated the expression of tight junction protein in brain tumor model in rats.

Journal: Neuroscience letters 20110415

Title: Participation of BKCa2+ and KATP potassium ion channels in the contractility of human term pregnant myometrium in in vitro conditions.

Journal: The journal of obstetrics and gynaecology research 20110301

Title: Mitochondrial BKCa channels contribute to protection of cardiomyocytes isolated from chronically hypoxic rats.

Journal: American journal of physiology. Heart and circulatory physiology 20110201

Title: Role of large-conductance Ca²+-activated K+ channels in adenosine A₁ receptor-mediated pharmacological postconditioning in H9c2 cells.

Journal: Canadian journal of physiology and pharmacology 20110101

Title: BMS-191011, an opener of large-conductance Ca2+-activated potassium channels, dilates rat retinal arterioles in vivo.

Journal: Biological & pharmaceutical bulletin 20110101

Title: Cytoprotective action of the potassium channel opener NS1619 under conditions of disrupted calcium homeostasis.

Journal: Pharmacological reports : PR 20110101

Title: N-aryl-benzimidazolones as novel small molecule HSP90 inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20101215

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

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Inhibition of trigeminovascular dural nociceptive afferents by Ca(2+)-activated K(+) (MaxiK/BK(Ca)) channel opening.

Journal: Pain 20101001

Title: Antecedent ethanol attenuates cerebral ischemia/reperfusion-induced leukocyte-endothelial adhesive interactions and delayed neuronal death: role of large conductance, Ca2+-activated K+ channels.

Journal: Microcirculation (New York, N.Y. : 1994) 20100801

Title: KCa channels as therapeutic targets in episodic ataxia type-2.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100526

Title: Experimental diabetes mellitus down-regulates large-conductance Ca2+-activated K+ channels in cerebral artery smooth muscle and alters functional conductance.

Journal: Current neurovascular research 20100501

Title: Mitochondrial matrix K+ flux independent of large-conductance Ca2+-activated K+ channel opening.

Journal: American journal of physiology. Cell physiology 20100301

Title: Arterial stiffness is regulated by nitric oxide and endothelium-derived hyperpolarizing factor during changes in blood flow in humans.

Journal: Hypertension (Dallas, Tex. : 1979) 20100301

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

Journal: Skin pharmacology and physiology 20100101

Title: Activation of endothelial BKCa channels causes pulmonary vasodilation.

Journal: Vascular pharmacology 20100101

Title: Large conductance calcium-activated potassium channels (BKCa) modulate trigeminovascular nociceptive transmission.

Journal: Cephalalgia : an international journal of headache 20091201

Title: Impaired function of coronary BK(Ca) channels in metabolic syndrome.

Journal: American journal of physiology. Heart and circulatory physiology 20091101

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Modulation of KCa channels increases anticancer drug delivery to brain tumors and prolongs survival in xenograft model.

Journal: Cancer biology & therapy 20091001

Title: 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.

Journal: The Journal of pharmacology and experimental therapeutics 20090901

Title: Immediate neuronal preconditioning by NS1619.

Journal: Brain research 20090818

Title: Activation of the BK(Ca) channel increases outflow facility and decreases trabecular meshwork cell volume.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20090801

Title: Plasticity and emerging role of BKCa channels in nociceptive control in neuropathic pain.

Journal: Journal of neurochemistry 20090701

Title: Novel oxime and oxime ether derivatives of 12,14-dichlorodehydroabietic acid: design, synthesis, and BK channel-opening activity.

Journal: Bioorganic & medicinal chemistry letters 20081215

Title: 1,2,3-Triazol-carboxanilides and 1,2,3-triazol-(N-benzyl)-carboxamides as BK-potassium channel activators. XII.

Journal: European journal of medicinal chemistry 20081101

Title: Restoration of calcium influx corrects membrane hyperexcitability in injured rat dorsal root ganglion neurons.

Journal: Anesthesia and analgesia 20080901

Title: Novel 1,4-benzothiazine derivatives as large conductance Ca2+-activated potassium channel openers.

Journal: Journal of medicinal chemistry 20080828

Title: BK channel openers inhibit ROS production of isolated rat brain mitochondria.

Journal: Experimental neurology 20080801

Title: Calcium-activated potassium channels contribute to human skeletal muscle microvascular endothelial dysfunction related to cardiopulmonary bypass.

Journal: Surgery 20080801

Title: New amido derivatives as potential BKCa potassium channel activators. XI.

Journal: European journal of medicinal chemistry 20080401

Title: The regulation of mitochondrial respiration by opening of mKCa channels is age-dependent.

Journal: European journal of pharmacology 20080114

Title: Mitochondrial big conductance KCa channel and cardioprotection in infant rabbit heart.

Journal: Journal of cardiovascular pharmacology 20071101

Title: The role of potassium ion channels in cough and other reflexes of the airways.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20071101

Title: The mitochondrial Ca2+-activated K+ channel activator, NS 1619 inhibits L-type Ca2+ channels in rat ventricular myocytes.

Journal: Biochemical and biophysical research communications 20071012

Title: Reverse electron flow-induced ROS production is attenuated by activation of mitochondrial Ca2+-sensitive K+ channels.

Journal: American journal of physiology. Heart and circulatory physiology 20070901

Title: 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.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Carbon monoxide-releasing molecules modulate leukocyte-endothelial interactions under flow.

Journal: The Journal of pharmacology and experimental therapeutics 20070501

Title: Functional contribution of the endothelial component to the vasorelaxing effect of resveratrol and NS 1619, activators of the large-conductance calcium-activated potassium channels.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20070301

Title: Pharmacological and physiological stimuli do not promote Ca(2+)-sensitive K+ channel activity in isolated heart mitochondria.

Journal: Cardiovascular research 20070301

Title: 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: Journal of medicinal chemistry 20070208

Title: The mitochondrial K(ATP) channel opener BMS-191095 reduces neuronal damage after transient focal cerebral ischemia in rats.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070201

Title: [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].

Journal: Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20070201

Title: Renovascular BK(Ca) channels are not activated in vivo under resting conditions and during agonist stimulation.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20070101

Title: Modulation by homocysteine of the iberiotoxin-sensitive, Ca2+ -activated K+ channels of porcine coronary artery smooth muscle cells.

Journal: European journal of pharmacology 20060928

Title: Antiangiogenic effect of rosiglitazone is mediated via peroxisome proliferator-activated receptor gamma-activated maxi-K channel opening in human umbilical vein endothelial cells.

Journal: The Journal of biological chemistry 20060512

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Cardiac mitochondrial preconditioning by Big Ca2+-sensitive K+ channel opening requires superoxide radical generation.

Journal: American journal of physiology. Heart and circulatory physiology 20060101

Title: Heat shock protein modulation of KATP and KCa channel cerebrovasodilation after brain injury.

Journal: American journal of physiology. Heart and circulatory physiology 20050901

Title: Doxapram stimulates the carotid body via a different mechanism than hypoxic chemotransduction.

Journal: Respiratory physiology & neurobiology 20050512

Title: Influence of diabetes mellitus, hypercholesterolemia, and their combination on EDHF-mediated responses in mice.

Journal: Journal of cardiovascular pharmacology 20050501

Title: The cannabinoid receptor agonist WIN 55212-2 inhibits neurogenic inflammations in airway tissues.

Journal: Journal of pharmacological sciences 20050501

Title: Calcium-activated potassium channel triggers cardioprotection of ischemic preconditioning.

Journal: The Journal of pharmacology and experimental therapeutics 20050201

Title: Mitochondrial Ca2+-activated K+ channels in cardiac myocytes: a mechanism of the cardioprotective effect and modulation by protein kinase A.

Journal: Circulation 20050118

Title: Nitric oxide stimulates a large-conductance Ca-activated K+ channel in human skin fibroblasts through protein kinase G pathway.

Journal: Skin pharmacology and physiology 20050101

Title: Description and role in proliferation of iberiotoxin-sensitive currents in different human mammary epithelial normal and cancerous cells.

Journal: Biochimica et biophysica acta 20041215

Title: Opening of Ca2+-activated K+ channels triggers early and delayed preconditioning against I/R injury independent of NOS in mice.

Journal: American journal of physiology. Heart and circulatory physiology 20041101

Title: Cannabinoid receptor agonists inhibit sensory nerve activation in guinea pig airways.

Journal: American journal of respiratory and critical care medicine 20041101

Title: Important role of superoxide dismutase in EDHF-mediated responses of human mesenteric arteries.

Journal: Journal of cardiovascular pharmacology 20041101

Title: A novel mechanism of regulation of cardiac contractility by mitochondrial functional state.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040801

Title: Functional characterization of large conductance calcium-activated K+ channel openers in bladder and vascular smooth muscle.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20040501

Title: Additive antinociceptive effect of the combination of diazoxide, an activator of ATP-sensitive K+ channels, and sodium nitroprusside and dibutyryl-cGMP.

Journal: European journal of pharmacology 20040405

Title: 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.

Journal: The Journal of pharmacology and experimental therapeutics 20040101

Title: In vivo properties of potassium channels in cerebral blood vessels during diabetes mellitus.

Journal: Microcirculation (New York, N.Y. : 1994) 20040101

Title: Cerebrovascular vasodilation to extraluminal acidosis occurs via combined activation of ATP-sensitive and Ca2+-activated potassium channels.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20031001

Title: Natural modulators of large-conductance calcium-activated potassium channels.

Journal: Planta medica 20031001

Title: Functional analysis of large conductance Ca2(+)-activated K(+) channels: ion flux studies by atomic absorption spectrometry.

Journal: Assay and drug development technologies 20031001

Title: 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.

Journal: The Journal of pharmacology and experimental therapeutics 20030901

Title: The K+ channel openers diazoxide and NS1619 induce depolarization of mitochondria and have differential effects on cell Ca2+ in CD34+ cell line KG-1a.

Journal: Experimental hematology 20030901

Title: Differential effects of pulsatile versus steady flow on coronary endothelial membrane potential.

Journal: American journal of physiology. Heart and circulatory physiology 20030701

Title: Differential role of PTK and ERK MAPK in superoxide impairment of K(ATP) and K(Ca) channel cerebrovasodilation.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20030701

Title: Large-conductance K+ channel openers NS1619 and NS004 as inhibitors of mitochondrial function in glioma cells.

Journal: Biochemical pharmacology 20030601

Title: BK channel openers inhibit migration of human glioma cells.

Journal: Pflugers Archiv : European journal of physiology 20030501

Title: Coronary myogenic constriction antagonizes EDHF-mediated dilation: role of KCa channels.

Journal: Hypertension (Dallas, Tex. : 1979) 20030401

Title: Doxapram stimulates carotid body with different mechanisms from hypoxic chemotransduction.

Journal: Advances in experimental medicine and biology 20030101

Title: Modulation of action potential firing by iberiotoxin and NS1619 in rat dorsal root ganglion neurons.

Journal: Neuroscience 20030101

Title: Prolonged activation of Ca2+-activated K+ current contributes to the long-lasting refractory period of Aplysia bag cell neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20021201

Title: Cytoprotective role of Ca2+- activated K+ channels in the cardiac inner mitochondrial membrane.

Journal: Science (New York, N.Y.) 20021101

Title: [BK channels play an important role as a negative feedback mechanism in the regulation of spontaneous rhythmic contraction of urinary bladder smooth muscles].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20021101

Title: Protein tyrosine kinase and mitogen-activated protein kinase activation contribute to K(ATP) and K(ca) channel impairment after brain injury.

Journal: Brain research 20020712

Title: 4,5-diphenyltriazol-3-ones: openers of large-conductance Ca(2+)-activated potassium (maxi-K) channels.

Journal: Journal of medicinal chemistry 20020704

Title: Enhancement of contraction of rat mesenteric artery by acteoside: role of endothelial nitric oxide.

Journal: Journal of natural products 20020701

Title: 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.

Journal: The Journal of urology 20020601

Title: Regulation of blood-brain tumor barrier permeability by calcium-activated potassium channels.

Journal: The Journal of pharmacology and experimental therapeutics 20020601

Title: 14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries.

Journal: Circulation research 20020517

Title: Vascular smooth muscle cell membrane depolarization after NOS inhibition hypertension.

Journal: American journal of physiology. Heart and circulatory physiology 20020501

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: [Changes in the post-ischemic glutaminic vascular reactions in newborn swine].

Journal: Ideggyogyaszati szemle 20020120

Title: BK channel activity determines the extent of cell degeneration after oxygen and glucose deprivation: a study in organotypical hippocampal slice cultures.

Journal: Neuroscience 20020101

Title: Human myofibroblastic hepatic stellate cells express Ca(2+)-activated K(+) channels that modulate the effects of endothelin-1 and nitric oxide.

Journal: Journal of hepatology 20011201

Title: Effects of different types of K+ channel modulators on the spontaneous myogenic contraction of guinea-pig urinary bladder smooth muscle.

Journal: Acta physiologica Scandinavica 20011101

Title: New 5-substituted-1-(2-hydroxybenzoyl)-benzotriazoles, potassium channel activators. IV.

Journal: Farmaco (Societa chimica italiana : 1989) 20011101

Title: Endothelin-Induced cyclooxygenase-dependent superoxide generation contributes to K+ channel functional impairment after brain injury.

Journal: Journal of neurotrauma 20011001

Title: Vasopressin induced cyclooxygenase dependent superoxide generation contributes to K(+) channel function impairment after brain injury.

Journal: Brain research 20010810

Title: 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.

Journal: Stroke 20010601

Title: Influence of Ca(2+)-activated K(+) channels on rat renal arteriolar responses to depolarizing agonists.

Journal: American journal of physiology. Renal physiology 20010401

Title: Relaxant effects of 17-beta-estradiol in cerebral arteries through Ca(2+) entry inhibition.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20010401

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: A common mechanism for cystic fibrosis transmembrane conductance regulator protein activation by genistein and benzimidazolone analogs.

Journal: The Journal of pharmacology and experimental therapeutics 20010201

Title: BK channel activation by NS-1619 is partially mediated by intracellular Ca2+ release in smooth muscle cells of porcine coronary artery.

Journal: British journal of pharmacology 20010201

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