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289905-88-0,MFCD09842562
Catalog No.:AA002V1L

289905-88-0 | 1-((2-Chlorophenyl)diphenylmethyl)-1h-pyrazole

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10mg
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50mg
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100mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002V1L
Chemical Name:
1-((2-Chlorophenyl)diphenylmethyl)-1h-pyrazole
CAS Number:
289905-88-0
Molecular Formula:
C22H17ClN2
Molecular Weight:
344.8368
MDL Number:
MFCD09842562
SMILES:
Clc1ccccc1C(n1cccn1)(c1ccccc1)c1ccccc1
Properties
Properties
 
Form:
Solid  
MP:
145-147°C  
Solubility:
DMSO: ~11 mg/mL  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
396  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
5.6  

Literature

Title: Treatment with the KCa3.1 inhibitor TRAM-34 during diabetic ketoacidosis reduces inflammatory changes in the brain.

Journal: Pediatric diabetes 20170801

Title: The potassium channel KCa3.1 constitutes a pharmacological target for neuroinflammation associated with ischemia/reperfusion stroke.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20161201

Title: Immature human dendritic cells enhance their migration through KCa3.1 channel activation.

Journal: Cell calcium 20160401

Title: Blockage of K(Ca)3.1 and Kv1.3 channels of the B lymphocyte decreases the inflammatory monocyte chemotaxis.

Journal: International immunopharmacology 20160201

Title: Functional role of the KCa3.1 potassium channel in synovial fibroblasts from rheumatoid arthritis patients.

Journal: Journal of cellular physiology 20150701

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: Ca2+ -activated K+ channel-3.1 blocker TRAM-34 alleviates murine allergic rhinitis.

Journal: International immunopharmacology 20141201

Title: Upregulation of KCa3.1 K(+) channel in mesenteric lymph node CD4(+) T lymphocytes from a mouse model of dextran sodium sulfate-induced inflammatory bowel disease.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20140515

Title: Selective inhibition of KCa3.1 channels mediates adenosine regulation of the motility of human T cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20131215

Title: Targeted inhibition of KCa3.1 channel attenuates airway inflammation and remodeling in allergic asthma.

Journal: American journal of respiratory cell and molecular biology 20130601

Title: The potassium channel KCa3.1 as new therapeutic target for the prevention of obliterative airway disease.

Journal: Transplantation 20130127

Title: Blocking KCa3.1 channels increases tumor cell killing by a subpopulation of human natural killer lymphocytes.

Journal: PloS one 20130101

Title: The Ca²⁺-activated K⁺ channel KCa3.1 as a potential new target for the prevention of allograft vasculopathy.

Journal: PloS one 20130101

Title: The K+ channel KCa3.1 as a novel target for idiopathic pulmonary fibrosis.

Journal: PloS one 20130101

Title: KCa 3.1 channels maintain endothelium-dependent vasodilatation in isolated perfused kidneys of spontaneously hypertensive rats after chronic inhibition of NOS.

Journal: British journal of pharmacology 20121001

Title: Cyclic AMP-induced K+ secretion occurs independently of Cl- secretion in rat distal colon.

Journal: American journal of physiology. Cell physiology 20120801

Title: Reduced hyperpolarization of endothelial cells following high dietary Na+: effects of enalapril and tempol.

Journal: Clinical and experimental pharmacology & physiology 20120701

Title: Dietary obesity increases NO and inhibits BKCa-mediated, endothelium-dependent dilation in rat cremaster muscle artery: association with caveolins and caveolae.

Journal: American journal of physiology. Heart and circulatory physiology 20120615

Title: Functional ion channels and cell proliferation in 3T3-L1 preadipocytes.

Journal: Journal of cellular physiology 20120501

Title: Impaired β-adrenoceptor-induced relaxation in small mesenteric arteries from DOCA-salt hypertensive rats is due to reduced K(Ca) channel activity.

Journal: Pharmacological research 20120501

Title: Ca2+-activated K+ channels of small and intermediate conductance control eNOS activation through NAD(P)H oxidase.

Journal: Free radical biology & medicine 20120301

Title: Opening of small and intermediate calcium-activated potassium channels induces relaxation mainly mediated by nitric-oxide release in large arteries and endothelium-derived hyperpolarizing factor in small arteries from rat.

Journal: The Journal of pharmacology and experimental therapeutics 20111201

Title: Inhibition of the Ca²⁺-dependent K⁺ channel, KCNN4/KCa3.1, improves tissue protection and locomotor recovery after spinal cord injury.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111109

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

Journal: American journal of respiratory cell and molecular biology 20111101

Title: PRL-3 promotes the proliferation of LoVo cells via the upregulation of KCNN4 channels.

Journal: Oncology reports 20111001

Title: Intermediate-conductance Ca2+-activated K+ channel, KCa3.1, as a novel therapeutic target for benign prostatic hyperplasia.

Journal: The Journal of pharmacology and experimental therapeutics 20110801

Title: The GPR55 agonist lysophosphatidylinositol directly activates intermediate-conductance Ca2+ -activated K+ channels.

Journal: Pflugers Archiv : European journal of physiology 20110801

Title: K(Ca)3.1 channels facilitate K+ secretion or Na+ absorption depending on apical or basolateral P2Y receptor stimulation.

Journal: The Journal of physiology 20110715

Title: The relationship between inflammation-induced neuronal excitability and disrupted motor activity in the guinea pig distal colon.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20110701

Title: Serum-activated K and Cl currents underlay U87-MG glioblastoma cell migration.

Journal: Journal of cellular physiology 20110701

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: Contribution of IKCa channels to the control of coronary blood flow.

Journal: Experimental biology and medicine (Maywood, N.J.) 20110501

Title: Calcium-activated K+ channels increase cell proliferation independent of K+ conductance.

Journal: American journal of physiology. Cell physiology 20110401

Title: Secretoneurin facilitates endothelium-dependent relaxations in porcine coronary arteries.

Journal: American journal of physiology. Heart and circulatory physiology 20110401

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: Basolateral potassium (IKCa) channel inhibition prevents increased colonic permeability induced by chemical hypoxia.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20110101

Title: Role of calcium-activated potassium channels in acetylcholine-induced vasodilation of rat retinal arterioles in vivo.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20110101

Title: Multiple neural oscillators and muscle feedback are required for the intestinal fed state motor program.

Journal: PloS one 20110101

Title: 3',4'-Dihydroxyflavonol reduces superoxide and improves nitric oxide function in diabetic rat mesenteric arteries.

Journal: PloS one 20110101

Title: Protection of protease-activated receptor 2 mediated vasodilatation against angiotensin II-induced vascular dysfunction in mice.

Journal: BMC pharmacology 20110101

Title: Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.

Journal: Chemico-biological interactions 20101205

Title: Amplification of EDHF-type vasodilatations in TRPC1-deficient mice.

Journal: British journal of pharmacology 20101201

Title: Obesity up-regulates intermediate conductance calcium-activated potassium channels and myoendothelial gap junctions to maintain endothelial vasodilator function.

Journal: The Journal of pharmacology and experimental therapeutics 20101101

Title: Novel role of endothelial BKCa channels in altered vasoreactivity following hypoxia.

Journal: American journal of physiology. Heart and circulatory physiology 20101101

Title: Antecedent hydrogen sulfide elicits an anti-inflammatory phenotype in postischemic murine small intestine: role of BK channels.

Journal: American journal of physiology. Heart and circulatory physiology 20101101

Title: Role of epoxyeicosatrienoic acids as autocrine metabolites in glutamate-mediated K+ signaling in perivascular astrocytes.

Journal: American journal of physiology. Cell physiology 20101101

Title: CXCL12-induced glioblastoma cell migration requires intermediate conductance Ca2+-activated K+ channel activity.

Journal: American journal of physiology. Cell physiology 20100701

Title: Formulation-based approach to support early drug discovery and development efforts: a case study with enteric microencapsulation dosage form development for a triarylmethane derivative TRAM-34; a novel potential immunosuppressant.

Journal: Drug development and industrial pharmacy 20100501

Title: Endothelium-derived hyperpolarising factors and associated pathways: a synopsis.

Journal: Pflugers Archiv : European journal of physiology 20100501

Title: Twenty-four-hour exposure to altered blood flow modifies endothelial Ca2+-activated K+ channels in rat mesenteric arteries.

Journal: The Journal of pharmacology and experimental therapeutics 20100401

Title: Intermediate Ca2+-sensitive K+ channels are necessary for prolactin-induced proliferation in breast cancer cells.

Journal: The Journal of membrane biology 20100301

Title: The intermediate conductance Ca2+-activated K+ channel inhibitor TRAM-34 stimulates proliferation of breast cancer cells via activation of oestrogen receptors.

Journal: British journal of pharmacology 20100201

Title: Losartan normalizes endothelium-derived hyperpolarizing factor-mediated relaxation by activating Ca2+-activated K+ channels in mesenteric artery from type 2 diabetic GK rat.

Journal: Journal of pharmacological sciences 20100101

Title: KCa2.3 channel-dependent hyperpolarization increases melanoma cell motility.

Journal: Experimental cell research 20091210

Title: Non-selective cation channel activity is required for lysophosphatidylcholine-induced monocyte migration.

Journal: Journal of cellular physiology 20091101

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: Histamine hyperpolarizes human glioblastoma cells by activating the intermediate-conductance Ca2+-activated K+ channel.

Journal: American journal of physiology. Cell physiology 20090701

Title: Endothelium-dependent cerebral artery dilation mediated by TRPA1 and Ca2+-Activated K+ channels.

Journal: Circulation research 20090424

Title: SKCa and IKCa Channels, myogenic tone, and vasodilator responses in middle cerebral arteries and parenchymal arterioles: effect of ischemia and reperfusion.

Journal: Stroke 20090401

Title: Mechanistic basis of differential conduction in skeletal muscle arteries.

Journal: The Journal of physiology 20090315

Title: Does endothelium-derived hyperpolarizing factor play a role in endothelium-dependent component of electrical field stimulation-induced vasorelaxation of rat mesenteric arterial rings?

Journal: Journal of cardiovascular pharmacology 20090101

Title: Identification and characterization of Ca2+-activated K+ channels in granulosa cells of the human ovary.

Journal: Reproductive biology and endocrinology : RB&E 20090101

Title: Characterisation of K+ currents in the C8-B4 microglial cell line and their regulation by microglia activating stimuli.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20090101

Title: Hydrogen peroxide potentiates the EDHF phenomenon by promoting endothelial Ca2+ mobilization.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20081001

Title: The intermediate-conductance calcium-activated potassium channel KCa3.1 contributes to atherogenesis in mice and humans.

Journal: The Journal of clinical investigation 20080902

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

Journal: Surgery 20080801

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

Journal: American journal of physiology. Cell physiology 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: Apparent intermediate K conductance channel hyposmotic activation in human lens epithelial cells.

Journal: American journal of physiology. Cell physiology 20080301

Title: Role of Ca2+-dependent potassium channels in in vitro anandamide-mediated mesenteric vasorelaxation in rats with biliary cirrhosis.

Journal: Liver international : official journal of the International Association for the Study of the Liver 20071001

Title: An intermediate-conductance Ca(2+)-activated K (+) channel mediates B lymphoma cell cycle progression induced by serum.

Journal: Pflugers Archiv : European journal of physiology 20070901

Title: Elucidation of the temporal relationship between endothelial-derived NO and EDHF in mesenteric vessels.

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

Title: Phenotypic changes of morphologically identified guinea-pig myenteric neurons following intestinal inflammation.

Journal: The Journal of physiology 20070901

Title: Blockage of intermediate-conductance-Ca(2+) -activated K(+) channels inhibits progression of human endometrial cancer.

Journal: Oncogene 20070802

Title: Small- and intermediate-conductance Ca2+-activated K+ channels directly control agonist-evoked nitric oxide synthesis in human vascular endothelial cells.

Journal: American journal of physiology. Cell physiology 20070701

Title: Spreading dilatation to luminal perfusion of ATP and UTP in rat isolated small mesenteric arteries.

Journal: The Journal of physiology 20070701

Title: Definitive role for natriuretic peptide receptor-C in mediating the vasorelaxant activity of C-type natriuretic peptide and endothelium-derived hyperpolarising factor.

Journal: Cardiovascular research 20070601

Title: Thromboxane A2 inhibition of SKCa after NO synthase block in rat middle cerebral artery.

Journal: British journal of pharmacology 20070601

Title: Effects of methyl beta-cyclodextrin on EDHF responses in pig and rat arteries; association between SK(Ca) channels and caveolin-rich domains.

Journal: British journal of pharmacology 20070601

Title: Reduced expression of SKCa and IKCa channel proteins in rat small mesenteric arteries during angiotensin II-induced hypertension.

Journal: American journal of physiology. Heart and circulatory physiology 20070501

Title: Effects of modulators of Ca(2+)-activated, intermediate-conductance potassium channels on motility of the rat small intestine, in vivo.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20070501

Title: Effects of compounds that influence IK (KCNN4) channels on afterhyperpolarizing potentials, and determination of IK channel sequence, in guinea pig enteric neurons.

Journal: Journal of neurophysiology 20070301

Title: Acrolein induces vasodilatation of rodent mesenteric bed via an EDHF-dependent mechanism.

Journal: Toxicology and applied pharmacology 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: Distinct K+ conductive pathways are required for Cl- and K+ secretion across distal colonic epithelium.

Journal: American journal of physiology. Cell physiology 20061001

Title: Continuous flow augments reactivity of rabbit carotid artery by reducing bioavailability of NO despite an increase in release of EDHF.

Journal: American journal of physiology. Heart and circulatory physiology 20061001

Title: Regional heterogeneity in acetylcholine-induced relaxation in rat vascular bed: role of calcium-activated K+ channels.

Journal: American journal of physiology. Heart and circulatory physiology 20060701

Title: Evidence for involvement of both IKCa and SKCa channels in hyperpolarizing responses of the rat middle cerebral artery.

Journal: Stroke 20060501

Title: Ascorbate elevates perfusion pressure in the bovine extraocular long posterior ciliary artery: role of endothelium-derived hyperpolarizing factor (EDHF).

Journal: European journal of pharmacology 20060318

Title: Possible role for K+ in endothelium-derived hyperpolarizing factor-linked dilatation in rat middle cerebral artery.

Journal: Stroke 20050701

Title: Selective blockade of the intermediate-conductance Ca2+-activated K+ channel suppresses proliferation of microvascular and macrovascular endothelial cells and angiogenesis in vivo.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050401

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: Developmental changes in myoendothelial gap junction mediated vasodilator activity in the rat saphenous artery.

Journal: The Journal of physiology 20040501

Title: Blockage of intermediate-conductance Ca2+-activated K+ channels inhibit human pancreatic cancer cell growth in vitro.

Journal: Molecular pharmacology 20040301

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: Small- and intermediate-conductance calcium-activated K+ channels provide different facets of endothelium-dependent hyperpolarization in rat mesenteric artery.

Journal: The Journal of physiology 20031115

Title: Blockade of the intermediate-conductance calcium-activated potassium channel as a new therapeutic strategy for restenosis.

Journal: Circulation 20030902

Title: Delineation of the clotrimazole/TRAM-34 binding site on the intermediate conductance calcium-activated potassium channel, IKCa1.

Journal: The Journal of biological chemistry 20010824

Title: Design of a potent and selective inhibitor of the intermediate-conductance Ca2+-activated K+ channel, IKCa1: a potential immunosuppressant.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20000705

Title: Wulff H, et al. Design of a potent and selective inhibitor of the intermediate-conductance Ca2+-activated K+ channel, IKCa1: a potential immunosuppressant. Proc Natl Acad Sci U S A. 2000 Jul 5;97(14):8151-6.

Title: Roy JW, et al. The intermediate conductance Ca2+-activated K+ channel inhibitor TRAM-34 stimulates proliferation of breast cancer cells via activation of oestrogen receptors. Br J Pharmacol. 2010 Feb 1;159(3):650-8.

Title: Chen YJ, et al. The KCa3.1 blocker TRAM-34 reduces infarction and neurological deficit in a rat model of ischemia/reperfusion stroke. J Cereb Blood Flow Metab. 2011 Dec;31(12):2363-74.

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Tags:289905-88-0 Molecular Formula|289905-88-0 MDL|289905-88-0 SMILES|289905-88-0 1-((2-Chlorophenyl)diphenylmethyl)-1h-pyrazole