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165538-40-9,MFCD28411833
Catalog No.:AA001W51

165538-40-9 | Terutroban

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1mg
98%
in stock  
$39.00   $28.00
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5mg
≥98%
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$105.00   $73.00
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10mg
98%
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$145.00   $102.00
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  • Technical Information
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  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001W51
Chemical Name:
Terutroban
CAS Number:
165538-40-9
Molecular Formula:
C20H22ClNO4S
Molecular Weight:
407.9110
MDL Number:
MFCD28411833
SMILES:
OC(=O)CCc1c(C)ccc2c1CC[C@H](C2)NS(=O)(=O)c1ccc(cc1)Cl
Properties
Computed Properties
 
Complexity:
612  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
4.1  

Literature

Title: Antiplatelet treatment in primary and secondary stroke prevention in women.

Journal: European journal of internal medicine 20121001

Title: Why the United States Center for Medicare and Medicaid Services (CMS) should not extend reimbursement indications for carotid artery angioplasty/stenting.

Journal: Brain and behavior 20120301

Title: Effects of terutroban, a thromboxane/prostaglandin endoperoxide receptor antagonist, on retinal vascularity in diabetic rats.

Journal: Diabetes/metabolism research and reviews 20120201

Title: Asymptomatic and symptomatic carotid stenosis: an obsolete classification?

Journal: Stroke research and treatment 20120101

Title: Increased atherothrombotic burden in patients with diabetes mellitus and acute coronary syndrome: a review of antiplatelet therapy.

Journal: Cardiology research and practice 20120101

Title: Aging-shifted prostaglandin profile in endothelium as a factor in cardiovascular disorders.

Journal: Journal of aging research 20120101

Title: Thromboxane receptors antagonists and/or synthase inhibitors.

Journal: Handbook of experimental pharmacology 20120101

Title: Antiplatelet therapy: terutroban does not out-PERFORM aspirin in secondary prevention.

Journal: Nature reviews. Cardiology 20110621

Title: Vascular events after stroke: terutroban fails to PERFORM.

Journal: Lancet (London, England) 20110611

Title: Terutroban versus aspirin in patients with cerebral ischaemic events (PERFORM): a randomised, double-blind, parallel-group trial.

Journal: Lancet (London, England) 20110611

Title: Daily administration of the TP receptor antagonist terutroban improved endothelial function in high-cardiovascular-risk patients with atherosclerosis.

Journal: British journal of clinical pharmacology 20110601

Title: Design, data management, and population baseline characteristics of the PERFORM magnetic resonance imaging project.

Journal: Journal of neurology 20110501

Title: New therapeutic approaches to combat arterial thrombosis: better drugs for old targets, novel targets, and future prospects.

Journal: Molecular interventions 20110401

Title: Terutroban, a thromboxane/prostaglandin endoperoxide receptor antagonist, prevents hypertensive vascular hypertrophy and fibrosis.

Journal: American journal of physiology. Heart and circulatory physiology 20110301

Title: Placebo - More hatred than love.

Journal: Journal of neurosciences in rural practice 20110101

Title: Platelet function in patients with diabetes mellitus: from a theoretical to a practical perspective.

Journal: International journal of endocrinology 20110101

Title: Dexmedetomidine induces both relaxations and contractions, via different {alpha}2-adrenoceptor subtypes, in the isolated mesenteric artery and aorta of the rat.

Journal: The Journal of pharmacology and experimental therapeutics 20101201

Title: Thromboxane Antagonism with terutroban in Peripheral Arterial Disease: the TAIPAD study.

Journal: Journal of thrombosis and haemostasis : JTH 20101101

Title: Controversies and future perspectives of antiplatelet therapy in secondary stroke prevention.

Journal: Journal of cellular and molecular medicine 20101001

Title: Terutroban, a thromboxane/prostaglandin endoperoxide receptor antagonist, increases survival in stroke-prone rats by preventing systemic inflammation and endothelial dysfunction: comparison with aspirin and rosuvastatin.

Journal: The Journal of pharmacology and experimental therapeutics 20100701

Title: Antiplatelet drugs--do we need new options? With a reappraisal of direct thromboxane inhibitors.

Journal: Drugs 20100507

Title: Rationale, design and population baseline characteristics of the PERFORM vascular project: an ancillary study of the Prevention of cerebrovascular and cardiovascular Events of ischemic origin with teRutroban in patients with a history oF ischemic strOke or tRansient ischeMic attack (PERFORM) trial.

Journal: Cardiovascular drugs and therapy 20100401

Title: Pharmacokinetic, pharmacodynamic and clinical profile of novel antiplatelet drugs targeting vascular diseases.

Journal: British journal of pharmacology 20100201

Title: [Update on new antithrombotic treatments].

Journal: Revue medicale suisse 20100120

Title: Novel antiplatelet agents in the prevention of cardiovascular complications--focus on ticagrelor.

Journal: Vascular health and risk management 20100101

Title: Emerging antiplatelet agents, differential pharmacology, and clinical utility.

Journal: Journal of blood medicine 20100101

Title: New antiplatelet agents: why they are needed.

Journal: European journal of internal medicine 20091201

Title: New antiplatelet agents.

Journal: Current opinion in hematology 20090901

Title: New antiplatelet drugs: beyond aspirin and clopidogrel.

Journal: International journal of clinical practice 20090501

Title: Update on oral antiplatelet therapy: principles, problems and promises.

Journal: Future cardiology 20090501

Title: Rationale and design of a randomized, double-blind, parallel-group study of terutroban 30 mg/day versus aspirin 100 mg/day in stroke patients: the prevention of cerebrovascular and cardiovascular events of ischemic origin with terutroban in patients with a history of ischemic stroke or transient ischemic attack (PERFORM) study.

Journal: Cerebrovascular diseases (Basel, Switzerland) 20090101

Title: The Prevention of cerebrovascular and cardiovascular Events of ischemic origin with teRutroban in patients with a history oF ischemic strOke or tRansient ischeMic attack (PERFORM) study: baseline characteristics of the population.

Journal: Cerebrovascular diseases (Basel, Switzerland) 20090101

Title: TP receptor antagonism: a new concept in atherothrombosis and stroke prevention.

Journal: Cerebrovascular diseases (Basel, Switzerland) 20090101

Title: Rationale and design of the Prevention of Cerebrovascular and Cardiovascular Events of Ischemic Origin with Terutroban in Patients with a History of Ischemic Stroke or Transient Ischemic Attack (PERFORM) Study.

Journal: Cerebrovascular diseases (Basel, Switzerland) 20090101

Title: Effect of the thromboxane prostaglandin receptor antagonist terutroban on arterial thrombogenesis after repeated administration in patients treated for the prevention of ischemic stroke.

Journal: Cerebrovascular diseases (Basel, Switzerland) 20090101

Title: Hypertension and the absence of EDHF-mediated responses favour endothelium-dependent contractions in renal arteries of the rat.

Journal: British journal of pharmacology 20080901

Title: Negative effects of rofecoxib treatment on cardiac function after ischemia-reperfusion injury in APOE3Leiden mice are prevented by combined treatment with thromboxane prostanoid-receptor antagonist S18886 (terutroban).

Journal: Critical care medicine 20080901

Title: Selective COX-2 inhibitors: new insights into mechanisms of side effects?

Journal: Critical care medicine 20080901

Title: Antiplatelet therapy for secondary prevention of noncardioembolic ischemic stroke: a critical review.

Journal: Stroke 20080501

Title: Thromboxane receptor activation mediates isoprostane-induced increases in amyloid pathology in Tg2576 mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20080430

Title: The role of prostaglandin E and thromboxane-prostanoid receptors in the response to prostaglandin E2 in the aorta of Wistar Kyoto rats and spontaneously hypertensive rats.

Journal: Cardiovascular research 20080401

Title: Two isoforms of cyclooxygenase contribute to augmented endothelium-dependent contractions in femoral arteries of 1-year-old rats.

Journal: Acta pharmacologica Sinica 20080201

Title: The selective TP receptor antagonist, S18886 (terutroban), attenuates renal damage in the double transgenic rat model of hypertension.

Journal: American journal of nephrology 20080101

Title: Altered TP receptor function in isolated, perfused kidneys of nondiabetic and diabetic ApoE-deficient mice.

Journal: American journal of physiology. Renal physiology 20080101

Title: Increased spontaneous tone in renal arteries of spontaneously hypertensive rats.

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

Title: A thromboxane A2/prostaglandin H2 receptor antagonist (S18886) shows high antithrombotic efficacy in an experimental model of stent-induced thrombosis.

Journal: Thrombosis and haemostasis 20070901

Title: Renal effects of S18886 (Terutroban), a TP receptor antagonist, in an experimental model of type 2 diabetes.

Journal: Diabetes 20070401

Title: Preclinical evaluation of S18886 in an experimental model of coronary arterial thrombosis.

Journal: Journal of cardiovascular pharmacology 20061101

Title: TP receptor as a therapeutic target in atherosclerosis and related cardiovascular diseases.

Journal: Recent patents on cardiovascular drug discovery 20061101

Title: [Terutroban and endothelial TP receptors in atherogenesis].

Journal: Medecine sciences : M/S 20060401

Title: Thromboxane A2/prostaglandin H2 receptor activation mediates angiotensin II-induced postischemic neovascularization.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20060301

Title: The thromboxane receptor antagonist S18886 attenuates renal oxidant stress and proteinuria in diabetic apolipoprotein E-deficient mice.

Journal: Diabetes 20060101

Title: Experimental models of thrombosis and atherosclerosis.

Journal: Therapie 20060101

Title: The thromboxane A2 receptor antagonist S18886 prevents enhanced atherogenesis caused by diabetes mellitus.

Journal: Circulation 20051108

Title: S18886, a selective TP receptor antagonist, inhibits development of atherosclerosis in rabbits.

Journal: Atherosclerosis 20051101

Title: Atherosclerosis regression and TP receptor inhibition: effect of S18886 on plaque size and composition--a magnetic resonance imaging study.

Journal: European heart journal 20050801

Title: The specific thromboxane receptor antagonist S18886: pharmacokinetic and pharmacodynamic studies.

Journal: Journal of thrombosis and haemostasis : JTH 20050701

Title: Antithrombotic properties of the thromboxane A2/prostaglandin H2 receptor antagonist S18886 on prevention of platelet-dependent cyclic flow reductions in dogs.

Journal: Journal of cardiovascular pharmacology 20050501

Title: Cyclooxygenases, thromboxane, and atherosclerosis: plaque destabilization by cyclooxygenase-2 inhibition combined with thromboxane receptor antagonism.

Journal: Circulation 20050125

Title: Improved endothelial function by the thromboxane A2 receptor antagonist S 18886 in patients with coronary artery disease treated with aspirin.

Journal: Journal of the American College of Cardiology 20030402

Title: S-18886 Servier.

Journal: Current opinion in investigational drugs (London, England : 2000) 20020901

Title: Role of prostacyclin in the cardiovascular response to thromboxane A2.

Journal: Science (New York, N.Y.) 20020419

Title: Synthesis and biological evaluation of new tetrahydronaphthalene derivatives as thromboxane receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 19980602

Title: De La Cruz JP, et al. Effects of terutroban, a thromboxane/prostaglandin endoperoxide receptor antagonist, on retinal vascularity in diabetic rats. Diabetes Metab Res Rev. 2012 Feb;28(2):132-138.

Title: Bots ML, et al. Thromboxane prostaglandin receptor antagonist and carotid atherosclerosis progression in patients with cerebrovascular disease of ischemic origin: a randomized controlled trial. Stroke. 2014 Aug;45(8):2348-2353.

Title: Lesault PF, et al. Daily administration of the TP receptor antagonist terutroban improved endothelial function in high-cardiovascular-risk patients with atherosclerosis. Br J Clin Pharmacol.2011 Jun;71(6):844-851.

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