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289905-88-0 | 1H-Pyrazole, 1-[(2-chlorophenyl)diphenylmethyl]-
CAS No: 289905-88-0 Catalog No: AG002V4D MDL No:MFCD09842562
Product Description
Catalog Number:
AG002V4D
Chemical Name:
1H-Pyrazole, 1-[(2-chlorophenyl)diphenylmethyl]-
CAS Number:
289905-88-0
Molecular Formula:
C22H17ClN2
Molecular Weight:
344.8368
MDL Number:
MFCD09842562
IUPAC Name:
1-[(2-chlorophenyl)-diphenylmethyl]pyrazole
InChI:
InChI=1S/C22H17ClN2/c23-21-15-8-7-14-20(21)22(25-17-9-16-24-25,18-10-3-1-4-11-18)19-12-5-2-6-13-19/h1-17H
InChI Key:
KBFUQFVFYYBHBT-UHFFFAOYSA-N
SMILES:
Clc1ccccc1C(n1cccn1)(c1ccccc1)c1ccccc1
Properties
Complexity:
396
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
344.108g/mol
Formal Charge:
0
Heavy Atom Count:
25
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
344.842g/mol
Monoisotopic Mass:
344.108g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
17.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.6
Literature
| Title | Journal |
|---|---|
| Treatment with the KCa3.1 inhibitor TRAM-34 during diabetic ketoacidosis reduces inflammatory changes in the brain. | Pediatric diabetes 20170801 |
| The potassium channel KCa3.1 constitutes a pharmacological target for neuroinflammation associated with ischemia/reperfusion stroke. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20161201 |
| Immature human dendritic cells enhance their migration through KCa3.1 channel activation. | Cell calcium 20160401 |
| Blockage of K(Ca)3.1 and Kv1.3 channels of the B lymphocyte decreases the inflammatory monocyte chemotaxis. | International immunopharmacology 20160201 |
| Functional role of the KCa3.1 potassium channel in synovial fibroblasts from rheumatoid arthritis patients. | Journal of cellular physiology 20150701 |
| Intermediate-conductance calcium-activated potassium channel KCa3.1 and chloride channel modulate chemokine ligand (CCL19/CCL21)-induced migration of dendritic cells. | Translational research : the journal of laboratory and clinical medicine 20150701 |
| Ca2+ -activated K+ channel-3.1 blocker TRAM-34 alleviates murine allergic rhinitis. | International immunopharmacology 20141201 |
| 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. | American journal of physiology. Gastrointestinal and liver physiology 20140515 |
| Selective inhibition of KCa3.1 channels mediates adenosine regulation of the motility of human T cells. | Journal of immunology (Baltimore, Md. : 1950) 20131215 |
| Targeted inhibition of KCa3.1 channel attenuates airway inflammation and remodeling in allergic asthma. | American journal of respiratory cell and molecular biology 20130601 |
| The potassium channel KCa3.1 as new therapeutic target for the prevention of obliterative airway disease. | Transplantation 20130127 |
| Blocking KCa3.1 channels increases tumor cell killing by a subpopulation of human natural killer lymphocytes. | PloS one 20130101 |
| The Ca²⁺-activated K⁺ channel KCa3.1 as a potential new target for the prevention of allograft vasculopathy. | PloS one 20130101 |
| The K+ channel KCa3.1 as a novel target for idiopathic pulmonary fibrosis. | PloS one 20130101 |
| KCa 3.1 channels maintain endothelium-dependent vasodilatation in isolated perfused kidneys of spontaneously hypertensive rats after chronic inhibition of NOS. | British journal of pharmacology 20121001 |
| Cyclic AMP-induced K+ secretion occurs independently of Cl- secretion in rat distal colon. | American journal of physiology. Cell physiology 20120801 |
| Reduced hyperpolarization of endothelial cells following high dietary Na+: effects of enalapril and tempol. | Clinical and experimental pharmacology & physiology 20120701 |
| Dietary obesity increases NO and inhibits BKCa-mediated, endothelium-dependent dilation in rat cremaster muscle artery: association with caveolins and caveolae. | American journal of physiology. Heart and circulatory physiology 20120615 |
| Functional ion channels and cell proliferation in 3T3-L1 preadipocytes. | Journal of cellular physiology 20120501 |
| Impaired β-adrenoceptor-induced relaxation in small mesenteric arteries from DOCA-salt hypertensive rats is due to reduced K(Ca) channel activity. | Pharmacological research 20120501 |
| Ca2+-activated K+ channels of small and intermediate conductance control eNOS activation through NAD(P)H oxidase. | Free radical biology & medicine 20120301 |
| 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. | The Journal of pharmacology and experimental therapeutics 20111201 |
| Inhibition of the Ca²⁺-dependent K⁺ channel, KCNN4/KCa3.1, improves tissue protection and locomotor recovery after spinal cord injury. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20111109 |
| Calcium-activated potassium channel KCa3.1 in lung dendritic cell migration. | American journal of respiratory cell and molecular biology 20111101 |
| PRL-3 promotes the proliferation of LoVo cells via the upregulation of KCNN4 channels. | Oncology reports 20111001 |
| Intermediate-conductance Ca2+-activated K+ channel, KCa3.1, as a novel therapeutic target for benign prostatic hyperplasia. | The Journal of pharmacology and experimental therapeutics 20110801 |
| The GPR55 agonist lysophosphatidylinositol directly activates intermediate-conductance Ca2+ -activated K+ channels. | Pflugers Archiv : European journal of physiology 20110801 |
| K(Ca)3.1 channels facilitate K+ secretion or Na+ absorption depending on apical or basolateral P2Y receptor stimulation. | The Journal of physiology 20110715 |
| The relationship between inflammation-induced neuronal excitability and disrupted motor activity in the guinea pig distal colon. | Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20110701 |
| Serum-activated K and Cl currents underlay U87-MG glioblastoma cell migration. | Journal of cellular physiology 20110701 |
| 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. | Molecular pharmacology 20110601 |
| Contribution of IKCa channels to the control of coronary blood flow. | Experimental biology and medicine (Maywood, N.J.) 20110501 |
| Calcium-activated K+ channels increase cell proliferation independent of K+ conductance. | American journal of physiology. Cell physiology 20110401 |
| Secretoneurin facilitates endothelium-dependent relaxations in porcine coronary arteries. | American journal of physiology. Heart and circulatory physiology 20110401 |
| Endothelium-dependent vasodilation in human mesenteric artery is primarily mediated by myoendothelial gap junctions intermediate conductance calcium-activated K+ channel and nitric oxide. | The Journal of pharmacology and experimental therapeutics 20110301 |
| Basolateral potassium (IKCa) channel inhibition prevents increased colonic permeability induced by chemical hypoxia. | American journal of physiology. Gastrointestinal and liver physiology 20110101 |
| Role of calcium-activated potassium channels in acetylcholine-induced vasodilation of rat retinal arterioles in vivo. | Naunyn-Schmiedeberg's archives of pharmacology 20110101 |
| Multiple neural oscillators and muscle feedback are required for the intestinal fed state motor program. | PloS one 20110101 |
| 3',4'-Dihydroxyflavonol reduces superoxide and improves nitric oxide function in diabetic rat mesenteric arteries. | PloS one 20110101 |
| Protection of protease-activated receptor 2 mediated vasodilatation against angiotensin II-induced vascular dysfunction in mice. | BMC pharmacology 20110101 |
| Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands. | Chemico-biological interactions 20101205 |
| Amplification of EDHF-type vasodilatations in TRPC1-deficient mice. | British journal of pharmacology 20101201 |
| Obesity up-regulates intermediate conductance calcium-activated potassium channels and myoendothelial gap junctions to maintain endothelial vasodilator function. | The Journal of pharmacology and experimental therapeutics 20101101 |
| Novel role of endothelial BKCa channels in altered vasoreactivity following hypoxia. | American journal of physiology. Heart and circulatory physiology 20101101 |
| Antecedent hydrogen sulfide elicits an anti-inflammatory phenotype in postischemic murine small intestine: role of BK channels. | American journal of physiology. Heart and circulatory physiology 20101101 |
| Role of epoxyeicosatrienoic acids as autocrine metabolites in glutamate-mediated K+ signaling in perivascular astrocytes. | American journal of physiology. Cell physiology 20101101 |
| CXCL12-induced glioblastoma cell migration requires intermediate conductance Ca2+-activated K+ channel activity. | American journal of physiology. Cell physiology 20100701 |
| 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. | Drug development and industrial pharmacy 20100501 |
| Endothelium-derived hyperpolarising factors and associated pathways: a synopsis. | Pflugers Archiv : European journal of physiology 20100501 |
| Twenty-four-hour exposure to altered blood flow modifies endothelial Ca2+-activated K+ channels in rat mesenteric arteries. | The Journal of pharmacology and experimental therapeutics 20100401 |
| Intermediate Ca2+-sensitive K+ channels are necessary for prolactin-induced proliferation in breast cancer cells. | The Journal of membrane biology 20100301 |
| The intermediate conductance Ca2+-activated K+ channel inhibitor TRAM-34 stimulates proliferation of breast cancer cells via activation of oestrogen receptors. | British journal of pharmacology 20100201 |
| Losartan normalizes endothelium-derived hyperpolarizing factor-mediated relaxation by activating Ca2+-activated K+ channels in mesenteric artery from type 2 diabetic GK rat. | Journal of pharmacological sciences 20100101 |
| KCa2.3 channel-dependent hyperpolarization increases melanoma cell motility. | Experimental cell research 20091210 |
| Non-selective cation channel activity is required for lysophosphatidylcholine-induced monocyte migration. | Journal of cellular physiology 20091101 |
| Identification and functional characterization of the intermediate-conductance Ca(2+)-activated K(+) channel (IK-1) in biliary epithelium. | American journal of physiology. Gastrointestinal and liver physiology 20091101 |
| Histamine hyperpolarizes human glioblastoma cells by activating the intermediate-conductance Ca2+-activated K+ channel. | American journal of physiology. Cell physiology 20090701 |
| Endothelium-dependent cerebral artery dilation mediated by TRPA1 and Ca2+-Activated K+ channels. | Circulation research 20090424 |
| SKCa and IKCa Channels, myogenic tone, and vasodilator responses in middle cerebral arteries and parenchymal arterioles: effect of ischemia and reperfusion. | Stroke 20090401 |
| Mechanistic basis of differential conduction in skeletal muscle arteries. | The Journal of physiology 20090315 |
| Does endothelium-derived hyperpolarizing factor play a role in endothelium-dependent component of electrical field stimulation-induced vasorelaxation of rat mesenteric arterial rings? | Journal of cardiovascular pharmacology 20090101 |
| Identification and characterization of Ca2+-activated K+ channels in granulosa cells of the human ovary. | Reproductive biology and endocrinology : RB&E 20090101 |
| Characterisation of K+ currents in the C8-B4 microglial cell line and their regulation by microglia activating stimuli. | Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20090101 |
| Hydrogen peroxide potentiates the EDHF phenomenon by promoting endothelial Ca2+ mobilization. | Arteriosclerosis, thrombosis, and vascular biology 20081001 |
| The intermediate-conductance calcium-activated potassium channel KCa3.1 contributes to atherogenesis in mice and humans. | The Journal of clinical investigation 20080902 |
| Calcium-activated potassium channels contribute to human skeletal muscle microvascular endothelial dysfunction related to cardiopulmonary bypass. | Surgery 20080801 |
| IK1 channel activity contributes to cisplatin sensitivity of human epidermoid cancer cells. | American journal of physiology. Cell physiology 20080601 |
| Openers of calcium-activated potassium channels and endothelium-dependent hyperpolarizations in the guinea pig carotid artery. | Naunyn-Schmiedeberg's archives of pharmacology 20080401 |
| Apparent intermediate K conductance channel hyposmotic activation in human lens epithelial cells. | American journal of physiology. Cell physiology 20080301 |
| Role of Ca2+-dependent potassium channels in in vitro anandamide-mediated mesenteric vasorelaxation in rats with biliary cirrhosis. | Liver international : official journal of the International Association for the Study of the Liver 20071001 |
| An intermediate-conductance Ca(2+)-activated K (+) channel mediates B lymphoma cell cycle progression induced by serum. | Pflugers Archiv : European journal of physiology 20070901 |
| Elucidation of the temporal relationship between endothelial-derived NO and EDHF in mesenteric vessels. | American journal of physiology. Heart and circulatory physiology 20070901 |
| Phenotypic changes of morphologically identified guinea-pig myenteric neurons following intestinal inflammation. | The Journal of physiology 20070901 |
| Blockage of intermediate-conductance-Ca(2+) -activated K(+) channels inhibits progression of human endometrial cancer. | Oncogene 20070802 |
| Small- and intermediate-conductance Ca2+-activated K+ channels directly control agonist-evoked nitric oxide synthesis in human vascular endothelial cells. | American journal of physiology. Cell physiology 20070701 |
| Spreading dilatation to luminal perfusion of ATP and UTP in rat isolated small mesenteric arteries. | The Journal of physiology 20070701 |
| Definitive role for natriuretic peptide receptor-C in mediating the vasorelaxant activity of C-type natriuretic peptide and endothelium-derived hyperpolarising factor. | Cardiovascular research 20070601 |
| Thromboxane A2 inhibition of SKCa after NO synthase block in rat middle cerebral artery. | British journal of pharmacology 20070601 |
| Effects of methyl beta-cyclodextrin on EDHF responses in pig and rat arteries; association between SK(Ca) channels and caveolin-rich domains. | British journal of pharmacology 20070601 |
| Reduced expression of SKCa and IKCa channel proteins in rat small mesenteric arteries during angiotensin II-induced hypertension. | American journal of physiology. Heart and circulatory physiology 20070501 |
| Effects of modulators of Ca(2+)-activated, intermediate-conductance potassium channels on motility of the rat small intestine, in vivo. | Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20070501 |
| Effects of compounds that influence IK (KCNN4) channels on afterhyperpolarizing potentials, and determination of IK channel sequence, in guinea pig enteric neurons. | Journal of neurophysiology 20070301 |
| Acrolein induces vasodilatation of rodent mesenteric bed via an EDHF-dependent mechanism. | Toxicology and applied pharmacology 20061215 |
| Role of Ca2+-activated K+ channels in duodenal mucosal ion transport and bicarbonate secretion. | American journal of physiology. Gastrointestinal and liver physiology 20061201 |
| Distinct K+ conductive pathways are required for Cl- and K+ secretion across distal colonic epithelium. | American journal of physiology. Cell physiology 20061001 |
| Continuous flow augments reactivity of rabbit carotid artery by reducing bioavailability of NO despite an increase in release of EDHF. | American journal of physiology. Heart and circulatory physiology 20061001 |
| Regional heterogeneity in acetylcholine-induced relaxation in rat vascular bed: role of calcium-activated K+ channels. | American journal of physiology. Heart and circulatory physiology 20060701 |
| Evidence for involvement of both IKCa and SKCa channels in hyperpolarizing responses of the rat middle cerebral artery. | Stroke 20060501 |
| Ascorbate elevates perfusion pressure in the bovine extraocular long posterior ciliary artery: role of endothelium-derived hyperpolarizing factor (EDHF). | European journal of pharmacology 20060318 |
| Possible role for K+ in endothelium-derived hyperpolarizing factor-linked dilatation in rat middle cerebral artery. | Stroke 20050701 |
| Selective blockade of the intermediate-conductance Ca2+-activated K+ channel suppresses proliferation of microvascular and macrovascular endothelial cells and angiogenesis in vivo. | Arteriosclerosis, thrombosis, and vascular biology 20050401 |
| The K+ channel iKCA1 potentiates Ca2+ influx and degranulation in human lung mast cells. | The Journal of allergy and clinical immunology 20040701 |
| Developmental changes in myoendothelial gap junction mediated vasodilator activity in the rat saphenous artery. | The Journal of physiology 20040501 |
| Blockage of intermediate-conductance Ca2+-activated K+ channels inhibit human pancreatic cancer cell growth in vitro. | Molecular pharmacology 20040301 |
| Calcium and Vitamin D increase mRNA levels for the growth control hIK1 channel in human epidermal keratinocytes but functional channels are not observed. | BMC dermatology 20040101 |
| Small- and intermediate-conductance calcium-activated K+ channels provide different facets of endothelium-dependent hyperpolarization in rat mesenteric artery. | The Journal of physiology 20031115 |
| Blockade of the intermediate-conductance calcium-activated potassium channel as a new therapeutic strategy for restenosis. | Circulation 20030902 |
| Delineation of the clotrimazole/TRAM-34 binding site on the intermediate conductance calcium-activated potassium channel, IKCa1. | The Journal of biological chemistry 20010824 |
| Design of a potent and selective inhibitor of the intermediate-conductance Ca2+-activated K+ channel, IKCa1: a potential immunosuppressant. | Proceedings of the National Academy of Sciences of the United States of America 20000705 |
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