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Vorapaxar

CAS No.:
618385-01-6
Catalog Number:
AG00ECGJ
Molecular Formula:
C29H33FN2O4
Molecular Weight:
492.5817
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
95%
In Stock USA
United States
$73
- +
5mg
95%
In Stock USA
United States
$250
- +
10mg
95%
In Stock USA
United States
$419
- +
25mg
95%
In Stock USA
United States
$853
- +
50mg
95%
In Stock USA
United States
$1269
- +
Product Description
Catalog Number:
AG00ECGJ
Chemical Name:
Vorapaxar
CAS Number:
618385-01-6
Molecular Formula:
C29H33FN2O4
Molecular Weight:
492.5817
MDL Number:
MFCD16038876
IUPAC Name:
ethyl N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-benzo[f][2]benzofuran-6-yl]carbamate
InChI:
InChI=1S/C29H33FN2O4/c1-3-35-29(34)32-23-10-11-24-20(14-23)15-26-27(17(2)36-28(26)33)25(24)12-9-22-8-7-19(16-31-22)18-5-4-6-21(30)13-18/h4-9,12-13,16-17,20,23-27H,3,10-11,14-15H2,1-2H3,(H,32,34)/b12-9+/t17-,20+,23-,24-,25+,26-,27+/m1/s1
InChI Key:
ZBGXUVOIWDMMJE-QHNZEKIYSA-N
SMILES:
CCOC(=O)N[C@@H]1CC[C@@H]2[C@@H](C1)C[C@@H]1[C@H]([C@H]2/C=C/c2ccc(cn2)c2cccc(c2)F)[C@H](OC1=O)C
EC Number:
612-523-7
UNII:
ZCE93644N2
Properties
Complexity:
821  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
1  
Exact Mass:
492.242g/mol
Formal Charge:
0
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
492.591g/mol
Monoisotopic Mass:
492.242g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
77.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.3  
Literature
Title Journal
Vorapaxar in atherosclerotic disease management. The Annals of pharmacotherapy 20150501
Overview of the 2014 Food and Drug Administration Cardiovascular and Renal Drugs Advisory Committee meeting regarding cangrelor. The American journal of cardiology 20150415
Vorapaxar, an oral PAR-1 receptor antagonist, does not affect the pharmacokinetics and pharmacodynamics of warfarin. European journal of clinical pharmacology 20121101
Vorapaxar for secondary prevention of thrombotic events for patients with previous myocardial infarction: a prespecified subgroup analysis of the TRA 2°P-TIMI 50 trial. Lancet (London, England) 20121013
Platelet protease-activated receptor antagonism in cardiovascular medicine. Coronary artery disease 20120901
Developing PAR1 antagonists: minding the endothelial gap. Discovery medicine 20120601
Safety of the novel protease-activated receptor-1 antagonist vorapaxar in Japanese patients with a history of ischemic stroke. Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association 20120501
Highlights of the American Heart Association Scientific Sessions 2011: a focus on ATLAS-TIMI 51, TRACER and PALLAS. Expert review of cardiovascular therapy 20120301
Promises of PAR-1 inhibition in acute coronary syndrome. Current cardiology reports 20120201
Thrombin-receptor antagonist vorapaxar in acute coronary syndromes. The New England journal of medicine 20120105
Vorapaxar expands antiplatelet options. Which patients may benefit from thrombin receptor antagonism? Hamostaseologie 20120101
Protease-activated receptor-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with acute coronary syndrome. Advances in cardiology 20120101
PAR-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with atherothrombosis. Handbook of experimental pharmacology 20120101
Vorapaxar: a novel protease-activated receptor-1 inhibitor. Expert opinion on investigational drugs 20111001
Antiplatelet therapy: thrombin receptor antagonists. British journal of clinical pharmacology 20111001
Oral antiplatelet therapy for atherothrombotic disease: current evidence and new directions. American heart journal 20110301
Identification of human liver cytochrome P450 enzymes involved in the metabolism of SCH 530348 (Vorapaxar), a potent oral thrombin protease-activated receptor 1 antagonist. Drug metabolism and disposition: the biological fate of chemicals 20110101
Inhibiting PAR-1 in the prevention and treatment of atherothrombotic events. Expert opinion on investigational drugs 20101201
Discovery of a vorapaxar analog with increased aqueous solubility. Bioorganic & medicinal chemistry letters 20101115
Challenges and promises of developing thrombin receptor antagonists. Recent patents on cardiovascular drug discovery 20101101
Emerging oral antiplatelet therapies for acute coronary syndromes. Hospital practice (1995) 20101101
Controversies and future perspectives of antiplatelet therapy in secondary stroke prevention. Journal of cellular and molecular medicine 20101001
Thrombin receptor antagonists for the treatment of atherothrombosis: therapeutic potential of vorapaxar and E-5555. Drugs 20101001
Mechanism of action and clinical development of platelet thrombin receptor antagonists. Expert review of cardiovascular therapy 20100801
[Novel agents in antiplatelet therapy]. Turk Kardiyoloji Dernegi arsivi : Turk Kardiyoloji Derneginin yayin organidir 20100701
Molecular Medicine - CHI's 17th International Tri-Conference: Mastering Medicinal Chemistry - CHI's Seventh Annual Conference. IDrugs : the investigational drugs journal 20100401
Safety and exploratory efficacy of the novel thrombin receptor (PAR-1) antagonist SCH530348 for non-ST-segment elevation acute coronary syndrome. Journal of atherosclerosis and thrombosis 20100226
Pharmacokinetic, pharmacodynamic and clinical profile of novel antiplatelet drugs targeting vascular diseases. British journal of pharmacology 20100201
Platelet thrombin receptor antagonism and atherothrombosis. European heart journal 20100101
New antiplatelet agents: why they are needed. European journal of internal medicine 20091201
Ticagrelor--a new platelet aggregation inhibitor in patients with acute coronary syndromes. An improvement of other inhibitors? Medical science monitor : international medical journal of experimental and clinical research 20091201
Differential effects of quercetin, apigenin and genistein on signalling pathways of protease-activated receptors PAR(1) and PAR(4) in platelets. British journal of pharmacology 20091101
Improving antiplatelet therapy for atherothrombotic disease: preclinical results with SCH 530348, the first oral thrombin receptor antagonist selective for PAR-1. Hamostaseologie 20091101
SCH-530348, a thrombin receptor (PAR-1) antagonist for the prevention and treatment of atherothrombosis. Current opinion in investigational drugs (London, England : 2000) 20090901
SCH 530348: a novel oral thrombin receptor antagonist. Future cardiology 20090901
New antiplatelet drugs: beyond aspirin and clopidogrel. International journal of clinical practice 20090501
The ischaemia/bleeding balance in PCI. Lancet (London, England) 20090314
Safety and tolerability of SCH 530348 in patients undergoing non-urgent percutaneous coronary intervention: a randomised, double-blind, placebo-controlled phase II study. Lancet (London, England) 20090314
Current problems, new opportunities and future directions of anti-platelet therapy - increasing role of novel antiplatelet agents in cardiovascular diseases. Recent patents on cardiovascular drug discovery 20090101
Update on antiplatelet therapy in acute coronary syndromes: what do new drugs bring into clinical practice? American journal of cardiovascular drugs : drugs, devices, and other interventions 20090101
Advances in antiplatelet therapy for ACS and PCI. Journal of interventional cardiology 20081201
Basic and translational research on proteinase-activated receptors: antagonism of the proteinase-activated receptor 1 for thrombin, a novel approach to antiplatelet therapy for atherothrombotic disease. Journal of pharmacological sciences 20081201
Pharmacology of emerging novel platelet inhibitors. American heart journal 20080801
Clinical overview of promising nonthienopyridine antiplatelet agents. American heart journal 20080801
Discovery of a novel, orally active himbacine-based thrombin receptor antagonist (SCH 530348) with potent antiplatelet activity. Journal of medicinal chemistry 20080612
Properties