111406-87-2 | 1-[1-(1-benzothiophen-2-yl)ethyl]-1-hydroxyurea

Packsize	Purity	Availability	Price	Discounted Price
10mg	97%	in stock	$7.00	$5.00
250mg	97%	in stock	$26.00	$18.00
1g	97%	in stock	$48.00	$34.00
5g	97%	in stock	$118.00	$83.00
25g	98%	in stock	$480.00	$336.00
100g	98%	in stock	$1,412.00	$989.00

Description

• Catalog Number: AI08690
• Chemical Name: 1-[1-(1-benzothiophen-2-yl)ethyl]-1-hydroxyurea
• CAS Number: 111406-87-2
• Molecular Formula: C11H12N2O2S
• Molecular Weight: 236.2902
• MDL Number: MFCD00866097
• SMILES: ON(C(c1cc2c(s1)cccc2)C)C(=O)N

Computed Properties

• Complexity: 275
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 2
• Undefined Atom Stereocenter Count: 1
• XLogP3: 1.6

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  Circulation 20060829

• Monitoring eicosanoid biosynthesis via lipoxygenase and cyclooxygenase pathways in human whole blood by single HPLC run.

  Journal of pharmaceutical and biomedical analysis 20060616

• Crotoxin induces actin reorganization and inhibits tyrosine phosphorylation and activity of small GTPases in rat macrophages.

  Toxicon : official journal of the International Society on Toxinology 20060615

• Differential regulation by leukotrienes and calcium of Fc gamma receptor-induced phagocytosis and Syk activation in dendritic cells versus macrophages.

  Journal of leukocyte biology 20060601

• Effect of Boswellia serrata on intestinal motility in rodents: inhibition of diarrhoea without constipation.

  British journal of pharmacology 20060601

• In vitro 12(S)-HETE and leukotriene metabolism inhibitory activity of sesquiterpenes of Warburgia ugandensis.

  Planta medica 20060601

• Is there a role for antileukotrienes in urticaria?

  Clinical and experimental dermatology 20060501

• Application of the ferrous oxidation-xylenol orange assay for the screening of 5-lipoxygenase inhibitors.

  Analytical biochemistry 20060401

• 5-lipoxygenase modulates the alteration of paracellular barrier function in mice ileum during experimental colitis.

  Shock (Augusta, Ga.) 20060401

• Treatment of asthma with antileukotrienes: first line or last resort therapy?

  European journal of pharmacology 20060308

• Lipoxygenase-derived eicosanoids are involved in the inhibitory effect of Crotalus durissus terrificus venom or crotoxin on rat macrophage phagocytosis.

  Toxicon : official journal of the International Society on Toxinology 20060301

• The role of leukotrienes in the pathophysiology of inflammatory disorders: is there a case for revisiting leukotrienes as therapeutic targets?

  Inflammopharmacology 20060301

• Effects of 5-lipoxygenase inhibitor zileuton on airway responses to inhaled swine house dust in healthy subjects.

  Respiratory medicine 20060201

• Managing asthma in expectant mothers.

  Treatments in respiratory medicine 20060101

• Inhibition of NF-kappaB activation by 5-lipoxygenase inhibitors protects brain against injury in a rat model of focal cerebral ischemia.

  Journal of neuroinflammation 20060101

• Gateways to clinical trials.

  Methods and findings in experimental and clinical pharmacology 20060101

• Pharmacological inhibition of leukotrienes in an animal model of bleomycin-induced acute lung injury.

  Respiratory research 20060101

• Modification of eicosanoid profile in human blood treated by dual COX/LOX inhibitors.

  Prostaglandins, leukotrienes, and essential fatty acids 20051201

• Effect of 5-lipoxygenase inhibitor against lipopolysaccharide-induced hypothermia in mice.

  Indian journal of experimental biology 20051201

• Development of an enzyme-modified carbon paste electrode for determining inhibitors of lipoxygenase.

  Biosensors & bioelectronics 20051015

• Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity.

  Current drug metabolism 20051001

• Modeling K(m) values using electrotopological state: substrates for cytochrome P450 3A4-mediated metabolism.

  Bioorganic & medicinal chemistry letters 20050915

• Effects of selective COX-2 and 5-LOX inhibition on prostaglandin and leukotriene synthesis in ductal pancreatic cancer in Syrian hamster.

  Prostaglandins, leukotrienes, and essential fatty acids 20050801

• Quantum chemical design of hydroxyurea derivatives for the treatment of sickle-cell anemia.

  The journal of physical chemistry. B 20050714

• Differential effect of zileuton, a 5-lipoxygenase inhibitor, against nociceptive paradigms in mice and rats.

  Pharmacology, biochemistry, and behavior 20050701

• Differential effects of hydroxyurea and zileuton on interleukin-13 secretion by activated murine spleen cells: implication on the expression of vascular cell adhesion molecule-1 and vasoocclusion in sickle cell anemia.

  Cytokine 20050607

• Correlation of in vitro chemopreventive efficacy data from the human epidermal cell assay with animal efficacy data and clinical trial plasma levels.

  Journal of cellular biochemistry 20050601

• 5-Lipoxygenase modulates colitis through the regulation of adhesion molecule expression and neutrophil migration.

  Laboratory investigation; a journal of technical methods and pathology 20050601

• The linkage between Churg-Strauss syndrome and leukotriene receptor antagonists: fact or fiction?

  Therapeutics and clinical risk management 20050601

• Overexpression of 5-lipoxygenase and cyclooxygenase 2 in hamster and human oral cancer and chemopreventive effects of zileuton and celecoxib.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20050301

• 5-Lipoxygenase inhibition by N-hydroxycarbamates in dual-function compounds.

  Bioorganic & medicinal chemistry letters 20050215

• Asthma controller therapy during pregnancy.

  American journal of obstetrics and gynecology 20050201

• The effects of a 5-lipoxygenase inhibitor on acute mountain sickness and urinary leukotriene e4 after ascent to high altitude.

  Chest 20050201

• Zileuton, an oral 5-lipoxygenase inhibitor, directly reduces sebum production.

  Dermatology (Basel, Switzerland) 20050101

• Inhibition of leukotriene biosynthesis by stilbenoids from Stemona species.

  Journal of natural products 20050101

• Leukotrienes: their role in the treatment of asthma and seasonal allergic rhinitis.

  Pediatric nursing 20050101

• Effect of licofelone against mechanical hyperalgesia and cold allodynia in the rat model of incisional pain.

  Pharmacological reports : PR 20050101

• Role of leukotriene receptor antagonists in the treatment of exercise-induced bronchoconstriction: a review.

  Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology 20050101

• Re-establishment of olfactory and taste functions.

  GMS current topics in otorhinolaryngology, head and neck surgery 20050101

• Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity.

  Bioorganic & medicinal chemistry letters 20041115

• Reduction of the multiple organ injury and dysfunction caused by endotoxemia in 5-lipoxygenase knockout mice and by the 5-lipoxygenase inhibitor zileuton.

  Journal of leukocyte biology 20041101

• Anti-proliferative effects of lichen-derived lipoxygenase inhibitors on twelve human cancer cell lines of different tissue origin in vitro.

  Planta medica 20041101

• Modulation of pulmonary leukotriene B4 production by cyclooxygenase-2 inhibitors and lipopolysaccharide.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20041015

• The improved survival of experimental animals fed with fish oil is suppressed by a leukotriene inhibitor.

  Scandinavian journal of immunology 20041001

• Overexpression of 5-lipoxygenase in rat and human esophageal adenocarcinoma and inhibitory effects of zileuton and celecoxib on carcinogenesis.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20041001

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

  Circulation 20040907

• Involvement of mast cells in basal and neurotensin-induced intestinal absorption of taurocholate in rats.

  American journal of physiology. Gastrointestinal and liver physiology 20040801

• Reduction of renal ischemia-reperfusion injury in 5-lipoxygenase knockout mice and by the 5-lipoxygenase inhibitor zileuton.

  Molecular pharmacology 20040801

• Effect of 5-lipoxygenase inhibition on events associated with inflammatory bowel disease in rats.

  Indian journal of experimental biology 20040701

• Zileuton induces hemoglobin F synthesis in erythroid progenitors: role of the L-arginine-nitric oxide signaling pathway.

  Blood 20040515

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  Bioorganic & medicinal chemistry letters 20040503

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  American journal of physiology. Heart and circulatory physiology 20040501

• Leukotriene modifier use and asthma severity: how is a new medication being used by adults with asthma?

  Archives of internal medicine 20040322

• Suppression of leukotriene B4 generation by ex-vivo neutrophils isolated from asthma patients on dietary supplementation with gammalinolenic acid-containing borage oil: possible implication in asthma.

  Clinical & developmental immunology 20040301

• In vitro metabolism of 2-acetylbenzothiophene: relevance to zileuton hepatotoxicity.

  Chemical research in toxicology 20040201

• Idiopathic pulmonary fibrosis: pathogenesis and therapeutic approaches.

  Drugs 20040101

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  Journal of managed care pharmacy : JMCP 20040101

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  Inflammopharmacology 20040101

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  Annals of clinical and laboratory science 20040101

• Generalized granuloma annulare in a patient with adult onset diabetes mellitus.

  Journal of drugs in dermatology : JDD 20031201

• Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia.

  British journal of cancer 20031117

• Inhibition of neutrophil leukotriene B4 production by a novel synthetic N-3 polyunsaturated fatty acid analogue, beta-oxa 21:3n-3.

  Journal of immunology (Baltimore, Md. : 1950) 20031101

• Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor.

  Drug metabolism and disposition: the biological fate of chemicals 20031101

• Leukotrienes mediate part of Ova-induced lung effects in mice via EGFR.

  American journal of physiology. Lung cellular and molecular physiology 20031001

• Use of a low-density microarray for studying gene expression patterns induced by hepatotoxicants on primary cultures of rat hepatocytes.

  Toxicological sciences : an official journal of the Society of Toxicology 20031001

• Deficiency of NADPH oxidase components p47phox and gp91phox caused granulomatous synovitis and increased connective tissue destruction in experimental arthritis models.

  The American journal of pathology 20031001

• Tenofovir, COX inhibitors and zileuton during cancer immunotherapies: up-regulated TNF-alpha increases antigen driven lymphocyte proliferation.

  Molecular immunology 20030901

• Zileuton, a 5-lipoxygenase inhibitor, increases production of thromboxane A2 and platelet aggregation in patients with asthma.

  American journal of hematology 20030901

• Zileuton reduces respiratory illness and lung inflammation, during respiratory syncytial virus infection, in mice.

  The Journal of infectious diseases 20030601

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  Toxicon : official journal of the International Society on Toxinology 20030501

• A new concept for acne therapy: a pilot study with zileuton, an oral 5-lipoxygenase inhibitor.

  Archives of dermatology 20030501

• Anti-leukotriene drugs in the prevention and treatment of hepatorenal syndrome.

  Prostaglandins, leukotrienes, and essential fatty acids 20030401

• Leukotrienes mediate murine bronchopulmonary hyperreactivity, inflammation, and part of mucosal metaplasia and tissue injury induced by recombinant murine interleukin-13.

  American journal of respiratory cell and molecular biology 20030401

• Toxicity of human monocytic THP-1 cells and microglia toward SH-SY5Y neuroblastoma cells is reduced by inhibitors of 5-lipoxygenase and its activating protein FLAP.

  Journal of leukocyte biology 20030301

• Leukotrienes, IL-13, and chemokines cooperate to induce BHR and mucus in allergic mouse lungs.

  American journal of physiology. Lung cellular and molecular physiology 20030201

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  Molecular cancer 20030101

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  Journal of nephrology 20030101

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  Drug safety 20030101

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  American journal of respiratory medicine : drugs, devices, and other interventions 20030101

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  Romanian journal of internal medicine = Revue roumaine de medecine interne 20030101

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  Biochemical pharmacology 20021215

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  Chemico-biological interactions 20021110

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  Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20021001

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  European journal of pharmacology 20020906

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  Journal of applied physiology (Bethesda, Md. : 1985) 20020701

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  The British journal of dermatology 20020401

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  Bioorganic & medicinal chemistry letters 20020311

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  Journal of leukocyte biology 20020301

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  Clinical & experimental metastasis 20020101

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  Advances in experimental medicine and biology 20020101

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  European journal of pediatrics 20011201

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  International archives of allergy and immunology 20011201

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  The Journal of investigative dermatology 20011201

• Leukotrienes play protective roles early during experimental VSV encephalitis.

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  European journal of pharmacology 20011019

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  Paediatric respiratory reviews 20010901

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  Veterinary dermatology 20010801

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  Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20010801

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  Expert opinion on pharmacotherapy 20010101

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  The Journal of allergy and clinical immunology 20000901

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  Mayo Clinic proceedings 20000601

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  American journal of respiratory and critical care medicine 20000401

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  The Biochemical journal 20000315

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  Ear, nose, & throat journal 20000101

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  British journal of pharmacology 20000101

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  Biology of reproduction 19990701

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  The Journal of biological chemistry 19990122

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  Archives of otolaryngology--head & neck surgery 19981201

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  Inflammation research : official journal of the European Histamine Research Society ... [et al.] 19981001

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  The Laryngoscope 19980901

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  The American journal of physiology 19980601

• Clinical pharmacology of leukotriene receptor antagonists and 5-lipoxygenase inhibitors.

  American journal of respiratory and critical care medicine 19980601

• Safety and clinical efficacy of zileuton in patients with chronic asthma.

  The American journal of managed care 19980601

• (+/-)-trans-2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-(N-methyl-N- hydroxyureidyl)methylphenyl]-5-(3,4, 5-trimethoxyphenyl)tetrahydrofuran (CMI-392), a potent dual 5-lipoxygenase inhibitor and platelet-activating factor receptor antagonist.

  Journal of medicinal chemistry 19980521

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  The Journal of pharmacology and experimental therapeutics 19980301

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  The Biochemical journal 19980201

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  Prostaglandins, leukotrienes, and essential fatty acids 19970601

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  American journal of respiratory and critical care medicine 19970401

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  Biochemical pharmacology 19970321

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  Journal of medicinal chemistry 19970227

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  European journal of pharmacology 19961107

• Structure-activity relationships of (E)-3-(1,4-benzoquinonyl)-2-[(3-pyridyl)-alkyl]-2-propenoic acid derivatives that inhibit both 5-lipoxygenase and thromboxane A2 synthetase.

  Journal of medicinal chemistry 19960802

• Hepatic peroxisomal and drug metabolizing activity in CD-1 mice after oral treatment with a novel 5-lipoxygenase inhibitor.

  Toxicology and applied pharmacology 19960401

• Mechanisms of platelet-activating factor-induced lipid body formation: requisite roles for 5-lipoxygenase and de novo protein synthesis in the compartmentalization of neutrophil lipids.

  The Journal of experimental medicine 19960401

• Effect of treatment with zileuton, a 5-lipoxygenase inhibitor, in patients with asthma. A randomized controlled trial. Zileuton Clinical Trial Group.

  JAMA 19960327

• A controlled trial of the effect of the 5-lipoxygenase inhibitor, zileuton, on lung inflammation produced by segmental antigen challenge in human beings.

  The Journal of allergy and clinical immunology 19960201

• Tepoxalin blocks neutrophil migration into cutaneous inflammatory sites by inhibiting Mac-1 and E-selectin expression.

  European journal of immunology 19960101

• Zileuton: the first 5-lipoxygenase inhibitor for the treatment of asthma.

  The Annals of pharmacotherapy 19960101

• (R)-(+)-N-[3-[5-[(4-fluorophenyl)methyl]-2-thienyl]-1-methyl- 2-propynyl]-N-hydroxyurea (ABT-761), a second-generation 5-lipoxygenase inhibitor.

  Journal of medicinal chemistry 19951124

• 5-Lipoxygenase products modulate the activity of the 85-kDa phospholipase A2 in human neutrophils.

  The Journal of biological chemistry 19951103

• Characterization of the arachidonate and ATP binding sites of human 5-lipoxygenase using photoaffinity labeling and enzyme immobilization.

  Biochemistry 19951017

• Translocation and leukotriene synthetic capacity of nuclear 5-lipoxygenase in rat basophilic leukemia cells and alveolar macrophages.

  The Journal of biological chemistry 19950915

• Modulation of cytokine release from human monocytes by drugs used in the therapy of inflammatory bowel diseases.

  European journal of gastroenterology & hepatology 19950801

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  Toxicology 19950626

• Dose-dependent mediation of leukotriene D4-induced airway microvascular leakage and bronchoconstriction in the guinea pig.

  Prostaglandins, leukotrienes, and essential fatty acids 19950601

• Suppression of NF kappa B activation and NF kappa B-dependent gene expression by tepoxalin, a dual inhibitor of cyclooxygenase and 5-lipoxygenase.

  Journal of cellular biochemistry 19950201

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  The Journal of biological chemistry 19941028

• Phorbol ester-induced dermal inflammation in mice: evaluation of inhibitors of 5-lipoxygenase and antagonists of leukotriene B4 receptor.

  Journal of lipid mediators and cell signalling 19940901

• Intrinsic 5-lipoxygenase activity is required for neutrophil responsivity.

  Proceedings of the National Academy of Sciences of the United States of America 19940816

• A useful method for differential evaluation of anti-inflammatory effects due to cyclooxygenase and 5-lipoxygenase inhibitions in mice.

  Japanese journal of pharmacology 19940801

• The 5-lipoxygenase inhibitors ZD2138 and ZM230487 are potent and selective inhibitors of several antigen-induced guinea-pig pulmonary responses.

  European journal of pharmacology 19940523

• The 5-lipoxygenase inhibitory activity of zileuton in in vitro and in vivo models of antigen-induced airway anaphylaxis.

  Pulmonary pharmacology 19940401

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  Bioorganic & medicinal chemistry 19940301

• Some antioxidants inhibit, in a co-ordinate fashion, the production of tumor necrosis factor-alpha, IL-beta, and IL-6 by human peripheral blood mononuclear cells.

  International immunology 19940301

• Effects of scalaradial, a type II phospholipase A2 inhibitor, on human neutrophil arachidonic acid mobilization and lipid mediator formation.

  The Journal of pharmacology and experimental therapeutics 19940201

• Role of cysteinyl-leukotrienes and histamine in mediating intrinsic tone in isolated human bronchi.

  American journal of respiratory and critical care medicine 19940101

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  Journal of pharmacological and toxicological methods 19931101

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  Agents and actions 19930901

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  The Biochemical journal 19930501

• Anti-leukotriene effects of WY-50,295 tromethamine in isolated guinea pig pulmonary tissues.

  European journal of pharmacology 19930406

• Criteria for the identification of non-redox inhibitors of 5-lipoxygenase.

  Biochemical pharmacology 19930224

• Anti-inflammatory properties of the protein kinase C inhibitor, 3-[1-[3-(dimethylamino)propyl]-1H-indol-3-yl]-4-(1H-indol-3-yl)-1H- pyrrole-2,5-dione monohydrochloride (GF109203X) in the PMA-mouse ear edema model.

  Agents and actions 19930101

• Calcium ionophore (A-23187) induced peritoneal eicosanoid biosynthesis: a rapid method to evaluate inhibitors of arachidonic acid metabolism in vivo.

  Mediators of inflammation 19930101

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  The Journal of biological chemistry 19920705

• Pharmacological investigation of the role of leukotrienes in the pathogenesis of experimental NSAID gastropathy.

  Inflammation 19920601

• 5-lipoxygenase inhibitory activity of zileuton.

  The Journal of pharmacology and experimental therapeutics 19910301

• Pharmacokinetics, safety, and ability to diminish leukotriene synthesis by zileuton, an inhibitor of 5-lipoxygenase.

  Agents and actions. Supplements 19910101

• Hydroxyurea has the capacity to induce damage to human erythrocytes which can be modified by radical scavengers.

  Biochemical and biophysical research communications 19840430