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356057-34-6,MFCD18251452
Catalog No.:AA003P5Z

356057-34-6 | Darapladib

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$15.00   $11.00
- +
5mg
98%
in stock  
$37.00   $26.00
- +
10mg
98%
in stock  
$56.00   $39.00
- +
25mg
98%
in stock  
$107.00   $75.00
- +
50mg
98%
in stock  
$148.00   $103.00
- +
250mg
95%
in stock  
$411.00   $288.00
- +
1g
95%
in stock  
$1,208.00   $846.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003P5Z
Chemical Name:
Darapladib
CAS Number:
356057-34-6
Molecular Formula:
C36H38F4N4O2S
Molecular Weight:
666.7711
MDL Number:
MFCD18251452
SMILES:
CCN(CCN(C(=O)Cn1c(SCc2ccc(cc2)F)nc(=O)c2c1CCC2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CC
Properties
Properties
 
Form:
Solid  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
1120  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
47  
Hydrogen Bond Acceptor Count:
8  
Rotatable Bond Count:
13  
XLogP3:
7  

Downstream Synthesis Route
304694-40-4    356058-42-9   
N-2-(diethylamino)ethyl-2-(2-(4-fluorophenyl)methylthio}-4-oxo-4,5,6,7-tetrahydro-1H-cyclopentadpyrimidin-1-yl)-N-4’-(trifluoromethyl)-4-biphenylylmethyl}acetamide 

[1]Patent:WO2015/87239,2015,A1.Locationinpatent:Page/Pagecolumn19;20

[2]BioorganicandMedicinalChemistryLetters,2013,vol.23,p.839-843

[3]BioorganicandMedicinalChemistryLetters,2018,vol.28,p.787-792

[4]Patent:WO2019/63634,2019,A1.Locationinpatent:Page/Pagecolumn35

[5]BioorganicandMedicinalChemistryLetters,2003,vol.13,p.1067-1070

[6]Patent:US9266841,2016,B2.Locationinpatent:Page/Pagecolumn41;42

[1]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-US9266841,2016,B2Locationinpatent:Page/Pagecolumn42

[2]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-EP2651403,2020,B1Locationinpatent:Paragraph0098;0099

[1]CurrentPatentAssignee:ROWANUNIVERSITY;THOMASJEFFERSONUNIVERSITY-EP2977452,2016,A2Locationinpatent:Paragraph0102

Literature

Title: Lipoprotein-associated Phospholipase A2 and Coronary Heart Disease.

Journal: Current pharmaceutical design 20180101

Title: The associations of stroke, transient ischemic attack, and/or stroke-related recurrent vascular events with Lipoprotein-associated phospholipase A2: A systematic review and meta-analysis.

Journal: Medicine 20171201

Title: Fragment-Based Approach to the Development of an Orally Bioavailable Lactam Inhibitor of Lipoprotein-Associated Phospholipase A2 (Lp-PLA(2)).

Journal: Journal of medicinal chemistry 20161208

Title: Darapladib, a lipoprotein-associated phospholipase A2 inhibitor, in diabetic macular edema: a 3-month placebo-controlled study.

Journal: Ophthalmology 20150501

Title: Effect of darapladib on major coronary events after an acute coronary syndrome: the SOLID-TIMI 52 randomized clinical trial.

Journal: JAMA 20140910

Title: Darapladib for preventing ischemic events in stable coronary heart disease.

Journal: The New England journal of medicine 20140501

Title: Darapladib effect on circulating high sensitive troponin in patients with acute coronary syndromes.

Journal: Atherosclerosis 20121101

Title: Modulation of oxidative stress, inflammation, and atherosclerosis by lipoprotein-associated phospholipase A2.

Journal: Journal of lipid research 20120901

Title: Relationship between cardiovascular risk factors and biomarkers with necrotic core and atheroma size: a serial intravascular ultrasound radiofrequency data analysis.

Journal: The international journal of cardiovascular imaging 20120401

Title: Interleukin-6 receptor pathways in coronary heart disease: a collaborative meta-analysis of 82 studies.

Journal: Lancet (London, England) 20120331

Title: Utility of Lp-PLA2 in lipid-lowering therapy.

Journal: American journal of therapeutics 20120301

Title: Impact of analyzing fewer image frames per segment during offline volumetric radiofrequency-based intravascular ultrasound measurements of target lesions prior to percutaneous coronary interventions.

Journal: The international journal of cardiovascular imaging 20120301

Title: Lysophosphatidylcholine: A Novel Modulator of Trypanosoma cruzi Transmission.

Journal: Journal of parasitology research 20120101

Title: Circulating and PBMC Lp-PLA2 associate differently with oxidative stress and subclinical inflammation in nonobese women (menopausal status).

Journal: PloS one 20120101

Title: Spatial orientation of cross-sectional images of coronary arteries: point of view in intracoronary imaging.

Journal: Cardiovascular ultrasound 20120101

Title: Phospholipase PLA2G7, associated with aggressive prostate cancer, promotes prostate cancer cell migration and invasion and is inhibited by statins.

Journal: Oncotarget 20111201

Title: Therapeutic modulation of lipoprotein-associated phospholipase A2 (Lp-PLA2).

Journal: Current pharmaceutical design 20111101

Title: The inhibition of lipoprotein-associated phospholipase A2 exerts beneficial effects against atherosclerosis in LDLR-deficient mice.

Journal: Acta pharmacologica Sinica 20111001

Title: Study design and rationale for the Stabilization of pLaques usIng Darapladib-Thrombolysis in Myocardial Infarction (SOLID-TIMI 52) trial in patients after an acute coronary syndrome.

Journal: American heart journal 20111001

Title: Lipoprotein-associated phospholipase A2: how effective as a risk marker of cardiovascular disease and as a therapeutic target?

Journal: Inflammation & allergy drug targets 20110801

Title: Peripheral artery disease, biomarkers, and darapladib.

Journal: American heart journal 20110501

Title: The role of lipoprotein-associated phospholipase a₂ as a marker and potential therapeutic target in atherosclerosis.

Journal: Current atherosclerosis reports 20110401

Title: IVUS-based imaging modalities for tissue characterization: similarities and differences.

Journal: The international journal of cardiovascular imaging 20110201

Title: Ultrasound and light: friend or foe? On the role of intravascular ultrasound in the era of optical coherence tomography.

Journal: The international journal of cardiovascular imaging 20110201

Title: Assessment of coronary atherosclerosis by IVUS and IVUS-based imaging modalities: progression and regression studies, tissue composition and beyond.

Journal: The international journal of cardiovascular imaging 20110201

Title: [Novel therapy for atherosclerosis and inflammatory vascular disease].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20110101

Title: Study design and rationale of 'Synergistic effect of combination therapy with cilostazol and ProbUcol on plaque stabilization and lesion REgression (SECURE)' study: a double-blind randomised controlled multicenter clinical trial.

Journal: Trials 20110101

Title: Focus on the research utility of intravascular ultrasound - comparison with other invasive modalities.

Journal: Cardiovascular ultrasound 20110101

Title: Animal models of cardiovascular diseases.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Carriage of the V279F null allele within the gene encoding Lp-PLA₂ is protective from coronary artery disease in South Korean males.

Journal: PloS one 20110101

Title: The vulnerable plaque: the real villain in acute coronary syndromes.

Journal: The open cardiovascular medicine journal 20110101

Title: Racial variation in lipoprotein-associated phospholipase A₂ in older adults.

Journal: BMC cardiovascular disorders 20110101

Title: Inhibition of lipoprotein-associated phospholipase A2 ameliorates inflammation and decreases atherosclerotic plaque formation in ApoE-deficient mice.

Journal: PloS one 20110101

Title: Antioxidant and inflammatory aspects of lipoprotein-associated phospholipase A₂ (Lp-PLA₂): a review.

Journal: Lipids in health and disease 20110101

Title: Phospholipase A2 inhibition and atherosclerotic vascular disease: prospects for targeting secretory and lipoprotein-associated phospholipase A2 enzymes.

Journal: Current opinion in lipidology 20101201

Title: Phospholipase A2s: developing drug targets for atherosclerosis.

Journal: Atherosclerosis 20101001

Title: Study design and rationale for the clinical outcomes of the STABILITY Trial (STabilization of Atherosclerotic plaque By Initiation of darapLadIb TherapY) comparing darapladib versus placebo in patients with coronary heart disease.

Journal: American heart journal 20101001

Title: Darapladib: an emerging therapy for atherosclerosis.

Journal: Therapeutic advances in cardiovascular disease 20100801

Title: Editorial: why inhibition of lipoprotein-associated phospholipase A2 has the potential to improve patient outcomes.

Journal: Current opinion in cardiology 20100701

Title: Trial watch: a boost for GSK's first-in-class heart drug?

Journal: Nature reviews. Drug discovery 20100701

Title: Extracellular phospholipases in atherosclerosis.

Journal: Biochimie 20100601

Title: Impact of analyzing less image frames per segment for radiofrequency-based volumetric intravascular ultrasound measurements in mild-to-moderate coronary atherosclerosis.

Journal: The international journal of cardiovascular imaging 20100601

Title: Lipoprotein-associated phospholipase A2 activity and incident coronary heart disease among men and women with type 2 diabetes.

Journal: Diabetes 20100501

Title: Lipoprotein-associated phospholipase A(2) and risk of coronary disease, stroke, and mortality: collaborative analysis of 32 prospective studies.

Journal: Lancet (London, England) 20100501

Title: A new method to measure necrotic core and calcium content in coronary plaques using intravascular ultrasound radiofrequency-based analysis.

Journal: The international journal of cardiovascular imaging 20100401

Title: Lipoprotein-associated phospholipase A2: role in atherosclerosis and utility as a cardiovascular biomarker.

Journal: Expert review of cardiovascular therapy 20100301

Title: Lipoprotein-associated phospholipase A2: a new therapeutic target.

Journal: The Canadian journal of cardiology 20100301

Title: Darapladib.

Journal: Expert opinion on investigational drugs 20100101

Title: Lp-PLA2: A new target for statin therapy.

Journal: Current atherosclerosis reports 20100101

Title: Association of carotid plaque Lp-PLA(2) with macrophages and Chlamydia pneumoniae infection among patients at risk for stroke.

Journal: PloS one 20100101

Title: Impact of medical therapy on atheroma volume measured by different cardiovascular imaging modalities.

Journal: Cardiology research and practice 20100101

Title: Lipoprotein-associated phospholipase A(2) and atherosclerosis.

Journal: Current opinion in lipidology 20091001

Title: Phospholipase A2 inhibitors in the treatment of atherosclerosis: a new approach moves forward in the clinic.

Journal: Expert opinion on investigational drugs 20091001

Title: Darapladib, a reversible lipoprotein-associated phospholipase A2 inhibitor, for the oral treatment of atherosclerosis and coronary artery disease.

Journal: IDrugs : the investigational drugs journal 20091001

Title: Darapladib and atherosclerotic plaque: should lipoprotein-associated phospholipase A2 be a therapeutic target?

Journal: Current atherosclerosis reports 20090901

Title: Phospholipase A2 inhibitors.

Journal: Current opinion in lipidology 20090801

Title: Update on patented cholesterol absorption inhibitors.

Journal: Expert opinion on therapeutic patents 20090801

Title: Lipoprotein-associated phospholipase A2 as a biomarker of coronary heart disease and a therapeutic target.

Journal: Current opinion in cardiology 20090701

Title: Phospholipase A2 inhibitors in atherosclerosis: the race is on.

Journal: Lancet (London, England) 20090221

Title: Low and high density lipoprotein--cholesterol and coronary atherothrombosis.

Journal: Medicinski pregled 20090101

Title: Inhibition of lipoprotein-associated phospholipase A2 reduces complex coronary atherosclerotic plaque development.

Journal: Nature medicine 20081001

Title: Effects of the direct lipoprotein-associated phospholipase A(2) inhibitor darapladib on human coronary atherosclerotic plaque.

Journal: Circulation 20080909

Title: Inhibition of lipoprotein-associated phospholipase activity by darapladib: shifting gears in cardiovascular drug development: are antiinflammatory drugs the next frontier?

Journal: Circulation 20080909

Title: The effect of darapladib on plasma lipoprotein-associated phospholipase A2 activity and cardiovascular biomarkers in patients with stable coronary heart disease or coronary heart disease risk equivalent: the results of a multicenter, randomized, double-blind, placebo-controlled study.

Journal: Journal of the American College of Cardiology 20080429

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080401

Title: Gateways to clinical trials. July-August 2008.

Journal: Methods and findings in experimental and clinical pharmacology 20080101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20060901

Title: The identification of clinical candidate SB-480848: a potent inhibitor of lipoprotein-associated phospholipase A2.

Journal: Bioorganic & medicinal chemistry letters 20030324

Title: Anti-inflammatory properties of a platelet-activating factor acetylhydrolase.

Journal: Nature 19950406

Title: Blackie JA, et al. The identification of clinical candidate SB-480848: a potent inhibitor of lipoprotein-associated phospholipase A2. Bioorg Med Chem Lett. 2003 Mar 24;13(6):1067-70.

Title: Hu MM, et al. The inhibition of lipoprotein-associated phospholipase A2 exerts beneficial effects against atherosclerosis inLDLR-deficient mice. Acta Pharmacol Sin. 2011 Oct;32(10):1253-1258.

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