188817-13-2 | 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazole

Packsize	Purity	Availability	Price	Discounted Price
1mg	95%	in stock	$12.00	$9.00
5mg	95%	in stock	$28.00	$19.00
10mg	95%	in stock	$44.00	$31.00
25mg	95%	in stock	$73.00	$52.00

Description

• Catalog Number: AB15628
• Chemical Name: 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazole
• CAS Number: 188817-13-2
• Molecular Formula: C17H12ClF3N2O
• Molecular Weight: 352.7382
• MDL Number: MFCD02179214
• SMILES: COc1ccc(cc1)n1nc(cc1c1ccc(cc1)Cl)C(F)(F)F

Computed Properties

• Complexity: 407
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 24
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• XLogP3: 5.1

Literature

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• Cyclooxygenase (COX)-1 and COX-2 participate in 5,6-epoxyeicosatrienoic acid-induced contraction of rabbit intralobar pulmonary arteries.

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  Pharmacology 20060101

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  Pharmacology 20060101

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  Neurochemistry international 20051201

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  The Biochemical journal 20051101

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  Journal of medicinal chemistry 20051006

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  Annals of nuclear medicine 20051001

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  Pain 20050901

• COX-1 and COX-2 conversely promote and suppress ischemia-reperfusion gastric injury in mice.

  Scandinavian journal of gastroenterology 20050801

• Rofecoxib produces intestinal but not gastric damage in the presence of a low dose of indomethacin in rats.

  The Journal of pharmacology and experimental therapeutics 20050701

• Selective cyclooxygenase (COX) inhibition causes damage to portal hypertensive gastric mucosa: roles of nitric oxide and NF-kappaB.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050701

• Progestogens stimulate prostacyclin production by human endothelial cells.

  Human reproduction (Oxford, England) 20050601

• Selective inhibitors differentially affect cyclooxygenase-dependent pial arteriolar responses in newborn pigs.

  Pediatric research 20050601

• Cyclo-oxygenase-1 and -2 differently contribute to prostaglandin E2 synthesis and lipid peroxidation after in vivo activation of N-methyl-D-aspartate receptors in rat hippocampus.

  Journal of neurochemistry 20050601

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  Journal of the American College of Cardiology 20050517

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  The Journal of pharmacology and experimental therapeutics 20050501

• Preoperative inhibition of cyclooxygenase-1 in the spinal cord reduces postoperative pain.

  Anesthesia and analgesia 20050501

• Cyclooxygenase-1 is a potential target for prevention and treatment of ovarian epithelial cancer.

  Cancer research 20050501

• The anti-invasive activity of cyclooxygenase inhibitors is regulated by the transcription factor ATF3 (activating transcription factor 3).

  Molecular cancer therapeutics 20050501

• Translational studies on aromatase, cyclooxygenases, and enzyme inhibitors in breast cancer.

  The Journal of steroid biochemistry and molecular biology 20050501

• Preemptive analgesia by zaltoprofen that inhibits bradykinin action and cyclooxygenase in a post-operative pain model.

  Neuroscience research 20050401

• Development of in vitro assays for the evaluation of cyclooxygenase inhibitors and predicting selectivity of nonsteroidal anti-inflammatory drugs in cats.

  American journal of veterinary research 20050401

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  The Journal of pharmacology and experimental therapeutics 20050301

• Induced microsomal PGE synthase-1 is involved in cyclooxygenase-2-dependent PGE2 production in gastric fibroblasts.

  American journal of physiology. Gastrointestinal and liver physiology 20050201

• Cyclooxygenase inhibitors induce the expression of the tumor suppressor gene EGR-1, which results in the up-regulation of NAG-1, an antitumorigenic protein.

  Molecular pharmacology 20050201

• In vivo endothelial interaction between ACE and COX inhibitors.

  Prostaglandins, leukotrienes, and essential fatty acids 20050201

• The cyclooxygenase inhibitor indomethacin modulates gene expression and represses the extracellular matrix protein laminin gamma1 in human glioblastoma cells.

  Experimental cell research 20050115

• Functional mechanism underlying cyclooxygenase-2 expression in rat small intestine following administration of indomethacin: relation to intestinal hypermotility.

  Journal of gastroenterology and hepatology 20050101

• Development of intestinal, but not gastric damage caused by a low dose of indomethacin in the presence of rofecoxib.

  Inflammopharmacology 20050101

• Selective nonsteroidal anti-inflammatory drugs induce thymosin beta-4 and alter actin cytoskeletal organization in human colorectal cancer cells.

  The Journal of pharmacology and experimental therapeutics 20041201

• Death receptor regulation and celecoxib-induced apoptosis in human lung cancer cells.

  Journal of the National Cancer Institute 20041201

• Acute regulation of OAT3-mediated estrone sulfate transport in isolated rabbit renal proximal tubules.

  American journal of physiology. Renal physiology 20041101

• Role of cyclooxygenase-1 and -2 in satellite cell proliferation, differentiation, and fusion.

  Muscle & nerve 20041001

• Dose-dependent immunomodulatory effects of acetylsalicylic acid and indomethacin in human whole blood: potential role of cyclooxygenase-2 inhibition.

  Scandinavian journal of immunology 20041001

• Ischemic preconditioning of remote organs attenuates gastric ischemia-reperfusion injury through involvement of prostaglandins and sensory nerves.

  European journal of pharmacology 20040919

• Sensitization of vanilloid receptor 1 induced by bradykinin via the activation of second messenger signaling cascades in rat primary afferent neurons.

  European journal of pharmacology 20040913

• Inhibition of cyclooxygenase-2, but not cyclooxygenase-1, reduces prostaglandin E2 secretion from diabetic rat retinas.

  European journal of pharmacology 20040913

• Aspirin-triggered, cyclooxygenase-2-dependent lipoxin synthesis modulates vascular tone.

  Circulation 20040907

• High-performance liquid chromatographic analysis of a selective cyclooxygenase-1 inhibitor SC-560 in rat serum: application to pharmacokinetic studies.

  Journal of pharmaceutical and biomedical analysis 20040903

• Antitussive effect of NS-398, a selective cyclooxygenase-2 inhibitor, in guinea pigs.

  European journal of pharmacology 20040823

• Induction of small intestinal damage in rats following combined treatment with cyclooxygenase-2 and nitric-oxide synthase inhibitors.

  The Journal of pharmacology and experimental therapeutics 20040801

• Prostaglandin E2 is a product of induced prostaglandin-endoperoxide synthase 2 and microsomal-type prostaglandin E synthase at the implantation site of the hamster.

  The Journal of biological chemistry 20040716

• Enhanced contractility of renal afferent arterioles from angiotensin-infused rabbits: roles of oxidative stress, thromboxane prostanoid receptors, and endothelium.

  Circulation research 20040611

• Formation and antiproliferative effect of prostaglandin E(3) from eicosapentaenoic acid in human lung cancer cells.

  Journal of lipid research 20040601

• TNF-alpha hyperpolarizes membrane potential and potentiates the response to nicotinic receptor stimulation in cultured rat myenteric neurones.

  Acta physiologica Scandinavica 20040501

• Cyclooxygenase 1-dependent production of F2-isoprostane and changes in redox status during warm renal ischemia-reperfusion.

  Free radical biology & medicine 20040415

• Inhibition of IL-6, TNF-alpha, and cyclooxygenase-2 protein expression by prostaglandin E2-induced IL-10 in bone marrow-derived dendritic cells.

  Cellular immunology 20040401

• Gene modulation by Cox-1 and Cox-2 specific inhibitors in human colorectal carcinoma cancer cells.

  Carcinogenesis 20040301

• Roles of endogenous prostaglandins and cyclooxygenase izoenzymes in mucosal defense of inflamed rat stomach.

  Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20040301

• Functional mechanism underlying COX-2 expression following administration of indomethacin in rat stomachs: importance of gastric hypermotility.

  Digestive diseases and sciences 20040201

• Unexpected nanomolar inhibition of carbonic anhydrase by COX-2-selective celecoxib: new pharmacological opportunities due to related binding site recognition.

  Journal of medicinal chemistry 20040129

• Genetic deficiency or pharmacological inhibition of cyclooxygenase-1 or -2 induces mouse keratinocyte differentiation in vitro and in vivo.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040101

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  Menopause (New York, N.Y.) 20040101

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  American journal of physiology. Heart and circulatory physiology 20031201

• Inhibition of spinal prostaglandin synthesis early after L5/L6 nerve ligation prevents the development of prostaglandin-dependent and prostaglandin-independent allodynia in the rat.

  Anesthesiology 20031101

• Specific roles of cyclooxygenase-1 and cyclooxygenase-2 in lipopolysaccharide-induced fever and Fos expression in rat brain.

  The Journal of comparative neurology 20030811

• Mechanisms of angiotensin-converting enzyme inhibitor induced thrombolysis in Wistar rats.

  Thrombosis research 20030615

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  Biochemical and biophysical research communications 20030606

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  The Journal of investigative dermatology 20030501

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  Circulation research 20030418

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  British journal of haematology 20030401

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  Pain 20030101

• Physiological apoptotic agents have different effects upon human amnion epithelial and mesenchymal cells.

  Placenta 20030101

• The influence of a cyclooxygenase-1 inhibitor on injured and uninjured ligaments in the rat.

  The American journal of sports medicine 20030101

• Both selective COX-1 and COX-2 inhibitors aggravate gastric damage induced in rats by 2-deoxy-D-glucose. relation to gastric hypermotility and COX-2 expression.

  Digestion 20030101

• COX-2-derived prostacyclin mediates opioid-induced late phase of preconditioning in isolated rat hearts.

  American journal of physiology. Heart and circulatory physiology 20021201

• The effects of cyclooxygenase isozyme inhibition on incisional wound healing in mouse skin.

  The Journal of investigative dermatology 20021101

• Diesel exhaust particle extracts and associated polycyclic aromatic hydrocarbons inhibit Cox-2-dependent prostaglandin synthesis in murine macrophages and fibroblasts.

  The Journal of biological chemistry 20021018

• Distinct roles for cyclooxygenases 1 and 2 in interleukin-1-induced behavioral changes.

  The Journal of pharmacology and experimental therapeutics 20020901

• COX and NOS isoforms involved in acid-induced duodenal bicarbonate secretion in rats.

  Digestive diseases and sciences 20020901

• Cyclooxygenase-1-selective inhibition prolongs gestation in mice without adverse effects on the ductus arteriosus.

  The Journal of clinical investigation 20020815

• The skin fungus-induced Th1- and Th2-related cytokine, chemokine and prostaglandin E2 production in peripheral blood mononuclear cells from patients with atopic dermatitis and psoriasis vulgaris.

  Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20020801

• COX-1 and 2, intestinal integrity, and pathogenesis of nonsteroidal anti-inflammatory drug enteropathy in mice.

  Gastroenterology 20020601

• Cyclooxygenase-1 and bicistronic cyclooxygenase-1/prostacyclin synthase gene transfer protect against ischemic cerebral infarction.

  Circulation 20020423

• Effects of cyclooxygenase-1/cyclooxygenase-2 inhibition on leukocyte/endothelial cell interactions in the rat mesentery.

  European journal of pharmacology 20020405

• The role of cyclooxygenase-1 and -2 in the rat formalin test.

  Anesthesia and analgesia 20020401

• COX-2 inhibition attenuates anorexia during systemic inflammation without impairing cytokine production.

  American journal of physiology. Endocrinology and metabolism 20020301

• Up-regulation of cyclooxygenase-2 by inhibition of cyclooxygenase-1: a key to nonsteroidal anti-inflammatory drug-induced intestinal damage.

  The Journal of pharmacology and experimental therapeutics 20020301

• Involvement of peripheral cyclooxygenase-1 and cyclooxygenase-2 in inflammatory pain.

  The Journal of pharmacy and pharmacology 20020301

• Cyclooxygenase-1 derived prostaglandins are involved in the maintenance of renal function in rats with cirrhosis and ascites.

  British journal of pharmacology 20020201

• Selective inhibition of COX-2 is beneficial to mice infected intranasally with VSV.

  Prostaglandins & other lipid mediators 20020201

• Mechanism of inhibition of novel COX-2 inhibitors.

  Advances in experimental medicine and biology 20020101

• LPS-induced synthesis and release of PGE2 in liver macrophages: regulation by CPLA2, COX-1, COX-2, and PGE2 synthase.

  Advances in experimental medicine and biology 20020101

• COX-2 independent induction of cell cycle arrest and apoptosis in colon cancer cells by the selective COX-2 inhibitor celecoxib.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20011201

• Effects of selective COX-1 and -2 inhibition on formalin-evoked nociceptive behaviour and prostaglandin E(2) release in the spinal cord.

  Journal of neurochemistry 20011101

• The acute antihyperalgesic action of nonsteroidal, anti-inflammatory drugs and release of spinal prostaglandin E2 is mediated by the inhibition of constitutive spinal cyclooxygenase-2 (COX-2) but not COX-1.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20010815

• Inhibition of cyclooxygenase-2 aggravates doxorubicin-mediated cardiac injury in vivo.

  The Journal of clinical investigation 20010815

• Key role for constitutive cyclooxygenase-2 of MDCK cells in basal signaling and response to released ATP.

  American journal of physiology. Cell physiology 20010801

• A three-step kinetic mechanism for selective inhibition of cyclo-oxygenase-2 by diarylheterocyclic inhibitors.

  The Biochemical journal 20010801

• Cholera toxin induces prostaglandin synthesis via post-transcriptional activation of cyclooxygenase-2 in the rat jejunum.

  The Journal of pharmacology and experimental therapeutics 20010601

• Effects of specific inhibition of cyclo-oxygenase-1 and cyclo-oxygenase-2 in the rat stomach with normal mucosa and after acid challenge.

  British journal of pharmacology 20010401

• Cyclooxygenase-1 participates in selected vasodilator responses of the cerebral circulation.

  Circulation research 20010330

• Disturbance of peristalsis in the guinea-pig isolated small intestine by indomethacin, but not cyclo-oxygenase isoform-selective inhibitors.

  British journal of pharmacology 20010301

• Effects of COX-1 and COX-2 inhibitors on eicosanoid biosynthesis and the release of substance P from the guinea-pig isolated perfused lung.

  Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20010101

• Inhibition of both COX-1 and COX-2 is required for development of gastric damage in response to nonsteroidal antiinflammatory drugs.

  Journal of physiology, Paris 20010101

• Differential inhibition by nimesulide of the early and late phases of intravenous- and intracerebroventricular-LPS-induced fever in guinea pigs.

  Neuroimmunomodulation 20010101