618385-01-6,MFCD16038876
Catalog No.:AA00ECDR

618385-01-6 | Vorapaxar

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1mg
99+%
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5mg
98%(HPLC)
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10mg
98%(HPLC)
in stock  
$86.00   $60.00
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25mg
98%(HPLC)
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$147.00   $103.00
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50mg
98%(HPLC)
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100mg
98%(HPLC)
in stock  
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00ECDR
Chemical Name:
Vorapaxar
CAS Number:
618385-01-6
Molecular Formula:
C29H33FN2O4
Molecular Weight:
492.5817
MDL Number:
MFCD16038876
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
Properties
Computed Properties
 
Complexity:
821  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
1  
Formal Charge:
0  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
5.3  

Downstream Synthesis Route

[1]CurrentPatentAssignee:MERCK&COINC-WO2006/76564,2006,A1Locationinpatent:Page/Pagecolumn33-35

[1]CurrentPatentAssignee:MERCK&COINC-WO2006/76564,2006,A1Locationinpatent:Page/Pagecolumn35-36

[1]Chackalamannil,Samuel;Wang,Yuguang;Greenlee,WilliamJ.;Hu,Zhiyong;Xia,Yan;Ahn,Ho-Sam;Boykow,George;Hsieh,Yunsheng;Palamanda,Jairam;Agans-Fantuzzi,Jacqueline;Kurowski,Stan;Graziano,Michael;Chintala,Madhu[JournalofMedicinalChemistry,2008,vol.51,#11,p.3061-3064]

[1]CurrentPatentAssignee:HEALTHEDGEINVESTMENTPARTNERSLLC-WO2010/141525,2010,A1Locationinpatent:Page/Pagecolumn21

[1]Chelliah,MariappanV.;Chackalamannil,Samuel;Xia,Yan;Greenlee,WilliamJ.;Ahn,Ho-Sam;Kurowski,Stan;Boykow,George;Hsieh,Yunsheng;Chintala,Madhu[ACSMedicinalChemistryLetters,2014,vol.5,#2,p.183-187]

Literature

Title: Vorapaxar in atherosclerotic disease management.

Journal: The Annals of pharmacotherapy 20150501

Title: Overview of the 2014 Food and Drug Administration Cardiovascular and Renal Drugs Advisory Committee meeting regarding cangrelor.

Journal: The American journal of cardiology 20150415

Title: Vorapaxar, an oral PAR-1 receptor antagonist, does not affect the pharmacokinetics and pharmacodynamics of warfarin.

Journal: European journal of clinical pharmacology 20121101

Title: 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.

Journal: Lancet (London, England) 20121013

Title: Platelet protease-activated receptor antagonism in cardiovascular medicine.

Journal: Coronary artery disease 20120901

Title: Developing PAR1 antagonists: minding the endothelial gap.

Journal: Discovery medicine 20120601

Title: Safety of the novel protease-activated receptor-1 antagonist vorapaxar in Japanese patients with a history of ischemic stroke.

Journal: Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association 20120501

Title: Highlights of the American Heart Association Scientific Sessions 2011: a focus on ATLAS-TIMI 51, TRACER and PALLAS.

Journal: Expert review of cardiovascular therapy 20120301

Title: Promises of PAR-1 inhibition in acute coronary syndrome.

Journal: Current cardiology reports 20120201

Title: Thrombin-receptor antagonist vorapaxar in acute coronary syndromes.

Journal: The New England journal of medicine 20120105

Title: Vorapaxar expands antiplatelet options. Which patients may benefit from thrombin receptor antagonism?

Journal: Hamostaseologie 20120101

Title: Protease-activated receptor-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with acute coronary syndrome.

Journal: Advances in cardiology 20120101

Title: PAR-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with atherothrombosis.

Journal: Handbook of experimental pharmacology 20120101

Title: Vorapaxar: a novel protease-activated receptor-1 inhibitor.

Journal: Expert opinion on investigational drugs 20111001

Title: Antiplatelet therapy: thrombin receptor antagonists.

Journal: British journal of clinical pharmacology 20111001

Title: Oral antiplatelet therapy for atherothrombotic disease: current evidence and new directions.

Journal: American heart journal 20110301

Title: Identification of human liver cytochrome P450 enzymes involved in the metabolism of SCH 530348 (Vorapaxar), a potent oral thrombin protease-activated receptor 1 antagonist.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: Inhibiting PAR-1 in the prevention and treatment of atherothrombotic events.

Journal: Expert opinion on investigational drugs 20101201

Title: Discovery of a vorapaxar analog with increased aqueous solubility.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Challenges and promises of developing thrombin receptor antagonists.

Journal: Recent patents on cardiovascular drug discovery 20101101

Title: Emerging oral antiplatelet therapies for acute coronary syndromes.

Journal: Hospital practice (1995) 20101101

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

Journal: Journal of cellular and molecular medicine 20101001

Title: Thrombin receptor antagonists for the treatment of atherothrombosis: therapeutic potential of vorapaxar and E-5555.

Journal: Drugs 20101001

Title: Mechanism of action and clinical development of platelet thrombin receptor antagonists.

Journal: Expert review of cardiovascular therapy 20100801

Title: [Novel agents in antiplatelet therapy].

Journal: Turk Kardiyoloji Dernegi arsivi : Turk Kardiyoloji Derneginin yayin organidir 20100701

Title: Molecular Medicine - CHI's 17th International Tri-Conference: Mastering Medicinal Chemistry - CHI's Seventh Annual Conference.

Journal: IDrugs : the investigational drugs journal 20100401

Title: Safety and exploratory efficacy of the novel thrombin receptor (PAR-1) antagonist SCH530348 for non-ST-segment elevation acute coronary syndrome.

Journal: Journal of atherosclerosis and thrombosis 20100226

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

Journal: British journal of pharmacology 20100201

Title: Platelet thrombin receptor antagonism and atherothrombosis.

Journal: European heart journal 20100101

Title: New antiplatelet agents: why they are needed.

Journal: European journal of internal medicine 20091201

Title: Ticagrelor--a new platelet aggregation inhibitor in patients with acute coronary syndromes. An improvement of other inhibitors?

Journal: Medical science monitor : international medical journal of experimental and clinical research 20091201

Title: Differential effects of quercetin, apigenin and genistein on signalling pathways of protease-activated receptors PAR(1) and PAR(4) in platelets.

Journal: British journal of pharmacology 20091101

Title: Improving antiplatelet therapy for atherothrombotic disease: preclinical results with SCH 530348, the first oral thrombin receptor antagonist selective for PAR-1.

Journal: Hamostaseologie 20091101

Title: SCH-530348, a thrombin receptor (PAR-1) antagonist for the prevention and treatment of atherothrombosis.

Journal: Current opinion in investigational drugs (London, England : 2000) 20090901

Title: SCH 530348: a novel oral thrombin receptor antagonist.

Journal: Future cardiology 20090901

Title: New antiplatelet drugs: beyond aspirin and clopidogrel.

Journal: International journal of clinical practice 20090501

Title: The ischaemia/bleeding balance in PCI.

Journal: Lancet (London, England) 20090314

Title: Safety and tolerability of SCH 530348 in patients undergoing non-urgent percutaneous coronary intervention: a randomised, double-blind, placebo-controlled phase II study.

Journal: Lancet (London, England) 20090314

Title: Current problems, new opportunities and future directions of anti-platelet therapy - increasing role of novel antiplatelet agents in cardiovascular diseases.

Journal: Recent patents on cardiovascular drug discovery 20090101

Title: Update on antiplatelet therapy in acute coronary syndromes: what do new drugs bring into clinical practice?

Journal: American journal of cardiovascular drugs : drugs, devices, and other interventions 20090101

Title: Advances in antiplatelet therapy for ACS and PCI.

Journal: Journal of interventional cardiology 20081201

Title: 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: Journal of pharmacological sciences 20081201

Title: Pharmacology of emerging novel platelet inhibitors.

Journal: American heart journal 20080801

Title: Clinical overview of promising nonthienopyridine antiplatelet agents.

Journal: American heart journal 20080801

Title: Discovery of a novel, orally active himbacine-based thrombin receptor antagonist (SCH 530348) with potent antiplatelet activity.

Journal: Journal of medicinal chemistry 20080612

Title: Khoufache K, et al. PAR1 contributes to influenza A virus pathogenicity in mice. J Clin Invest. 2013 Jan;123(1):206-14.

Title: Kehinde O, et al. Vorapaxar: A novel agent to be considered in the secondary prevention of myocardial infarction. J Pharm Bioallied Sci. 2016 Apr-Jun;8(2):98-105.

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SDS
Tags:618385-01-6 Molecular Formula|618385-01-6 MDL|618385-01-6 SMILES|618385-01-6 Vorapaxar
Catalog No.: AA00ECDR
618385-01-6,MFCD16038876
618385-01-6 | Vorapaxar
Pack Size: 1mg
Purity: 99+%
in stock
$30.00 $21.00
Pack Size: 5mg
Purity: 98%(HPLC)
in stock
$58.00 $40.00
Pack Size: 10mg
Purity: 98%(HPLC)
in stock
$86.00 $60.00
Pack Size: 25mg
Purity: 98%(HPLC)
in stock
$147.00 $103.00
Pack Size: 50mg
Purity: 98%(HPLC)
in stock
$231.00 $162.00
Pack Size: 100mg
Purity: 98%(HPLC)
in stock
$354.00 $248.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00ECDR
Chemical Name: Vorapaxar
CAS Number: 618385-01-6
Molecular Formula: C29H33FN2O4
Molecular Weight: 492.5817
MDL Number: MFCD16038876
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
Properties
Complexity: 821  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 7  
Defined Bond Stereocenter Count: 1  
Formal Charge: 0  
Heavy Atom Count: 36  
Hydrogen Bond Acceptor Count: 6  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 6  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 5.3  
Downstream Synthesis Route
900180-06-5    618385-01-6 

[1]CurrentPatentAssignee:MERCK&COINC-WO2006/76564,2006,A1Locationinpatent:Page/Pagecolumn33-35

618385-01-6    705260-08-8 

[1]CurrentPatentAssignee:MERCK&COINC-WO2006/76564,2006,A1Locationinpatent:Page/Pagecolumn35-36

618386-15-5    541-41-3    618385-01-6 

[1]Chackalamannil,Samuel;Wang,Yuguang;Greenlee,WilliamJ.;Hu,Zhiyong;Xia,Yan;Ahn,Ho-Sam;Boykow,George;Hsieh,Yunsheng;Palamanda,Jairam;Agans-Fantuzzi,Jacqueline;Kurowski,Stan;Graziano,Michael;Chintala,Madhu[JournalofMedicinalChemistry,2008,vol.51,#11,p.3061-3064]

618385-01-6    618386-15-5 

[1]CurrentPatentAssignee:HEALTHEDGEINVESTMENTPARTNERSLLC-WO2010/141525,2010,A1Locationinpatent:Page/Pagecolumn21

618385-01-6    618385-70-9 

[1]Chelliah,MariappanV.;Chackalamannil,Samuel;Xia,Yan;Greenlee,WilliamJ.;Ahn,Ho-Sam;Kurowski,Stan;Boykow,George;Hsieh,Yunsheng;Chintala,Madhu[ACSMedicinalChemistryLetters,2014,vol.5,#2,p.183-187]

Literature fold

Title: Vorapaxar in atherosclerotic disease management.

Journal: The Annals of pharmacotherapy20150501

Title: Overview of the 2014 Food and Drug Administration Cardiovascular and Renal Drugs Advisory Committee meeting regarding cangrelor.

Journal: The American journal of cardiology20150415

Title: Vorapaxar, an oral PAR-1 receptor antagonist, does not affect the pharmacokinetics and pharmacodynamics of warfarin.

Journal: European journal of clinical pharmacology20121101

Title: 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.

Journal: Lancet (London, England)20121013

Title: Platelet protease-activated receptor antagonism in cardiovascular medicine.

Journal: Coronary artery disease20120901

Title: Developing PAR1 antagonists: minding the endothelial gap.

Journal: Discovery medicine20120601

Title: Safety of the novel protease-activated receptor-1 antagonist vorapaxar in Japanese patients with a history of ischemic stroke.

Journal: Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association20120501

Title: Highlights of the American Heart Association Scientific Sessions 2011: a focus on ATLAS-TIMI 51, TRACER and PALLAS.

Journal: Expert review of cardiovascular therapy20120301

Title: Promises of PAR-1 inhibition in acute coronary syndrome.

Journal: Current cardiology reports20120201

Title: Thrombin-receptor antagonist vorapaxar in acute coronary syndromes.

Journal: The New England journal of medicine20120105

Title: Vorapaxar expands antiplatelet options. Which patients may benefit from thrombin receptor antagonism?

Journal: Hamostaseologie20120101

Title: Protease-activated receptor-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with acute coronary syndrome.

Journal: Advances in cardiology20120101

Title: PAR-1 inhibitors: a novel class of antiplatelet agents for the treatment of patients with atherothrombosis.

Journal: Handbook of experimental pharmacology20120101

Title: Vorapaxar: a novel protease-activated receptor-1 inhibitor.

Journal: Expert opinion on investigational drugs20111001

Title: Antiplatelet therapy: thrombin receptor antagonists.

Journal: British journal of clinical pharmacology20111001

Title: Oral antiplatelet therapy for atherothrombotic disease: current evidence and new directions.

Journal: American heart journal20110301

Title: Identification of human liver cytochrome P450 enzymes involved in the metabolism of SCH 530348 (Vorapaxar), a potent oral thrombin protease-activated receptor 1 antagonist.

Journal: Drug metabolism and disposition: the biological fate of chemicals20110101

Title: Inhibiting PAR-1 in the prevention and treatment of atherothrombotic events.

Journal: Expert opinion on investigational drugs20101201

Title: Discovery of a vorapaxar analog with increased aqueous solubility.

Journal: Bioorganic & medicinal chemistry letters20101115

Title: Challenges and promises of developing thrombin receptor antagonists.

Journal: Recent patents on cardiovascular drug discovery20101101

Title: Emerging oral antiplatelet therapies for acute coronary syndromes.

Journal: Hospital practice (1995)20101101

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

Journal: Journal of cellular and molecular medicine20101001

Title: Thrombin receptor antagonists for the treatment of atherothrombosis: therapeutic potential of vorapaxar and E-5555.

Journal: Drugs20101001

Title: Mechanism of action and clinical development of platelet thrombin receptor antagonists.

Journal: Expert review of cardiovascular therapy20100801

Title: [Novel agents in antiplatelet therapy].

Journal: Turk Kardiyoloji Dernegi arsivi : Turk Kardiyoloji Derneginin yayin organidir20100701

Title: Molecular Medicine - CHI's 17th International Tri-Conference: Mastering Medicinal Chemistry - CHI's Seventh Annual Conference.

Journal: IDrugs : the investigational drugs journal20100401

Title: Safety and exploratory efficacy of the novel thrombin receptor (PAR-1) antagonist SCH530348 for non-ST-segment elevation acute coronary syndrome.

Journal: Journal of atherosclerosis and thrombosis20100226

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

Journal: British journal of pharmacology20100201

Title: Platelet thrombin receptor antagonism and atherothrombosis.

Journal: European heart journal20100101

Title: New antiplatelet agents: why they are needed.

Journal: European journal of internal medicine20091201

Title: Ticagrelor--a new platelet aggregation inhibitor in patients with acute coronary syndromes. An improvement of other inhibitors?

Journal: Medical science monitor : international medical journal of experimental and clinical research20091201

Title: Differential effects of quercetin, apigenin and genistein on signalling pathways of protease-activated receptors PAR(1) and PAR(4) in platelets.

Journal: British journal of pharmacology20091101

Title: Improving antiplatelet therapy for atherothrombotic disease: preclinical results with SCH 530348, the first oral thrombin receptor antagonist selective for PAR-1.

Journal: Hamostaseologie20091101

Title: SCH-530348, a thrombin receptor (PAR-1) antagonist for the prevention and treatment of atherothrombosis.

Journal: Current opinion in investigational drugs (London, England : 2000)20090901

Title: SCH 530348: a novel oral thrombin receptor antagonist.

Journal: Future cardiology20090901

Title: New antiplatelet drugs: beyond aspirin and clopidogrel.

Journal: International journal of clinical practice20090501

Title: The ischaemia/bleeding balance in PCI.

Journal: Lancet (London, England)20090314

Title: Safety and tolerability of SCH 530348 in patients undergoing non-urgent percutaneous coronary intervention: a randomised, double-blind, placebo-controlled phase II study.

Journal: Lancet (London, England)20090314

Title: Current problems, new opportunities and future directions of anti-platelet therapy - increasing role of novel antiplatelet agents in cardiovascular diseases.

Journal: Recent patents on cardiovascular drug discovery20090101

Title: Update on antiplatelet therapy in acute coronary syndromes: what do new drugs bring into clinical practice?

Journal: American journal of cardiovascular drugs : drugs, devices, and other interventions20090101

Title: Advances in antiplatelet therapy for ACS and PCI.

Journal: Journal of interventional cardiology20081201

Title: 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: Journal of pharmacological sciences20081201

Title: Pharmacology of emerging novel platelet inhibitors.

Journal: American heart journal20080801

Title: Clinical overview of promising nonthienopyridine antiplatelet agents.

Journal: American heart journal20080801

Title: Discovery of a novel, orally active himbacine-based thrombin receptor antagonist (SCH 530348) with potent antiplatelet activity.

Journal: Journal of medicinal chemistry20080612

Title: Khoufache K, et al. PAR1 contributes to influenza A virus pathogenicity in mice. J Clin Invest. 2013 Jan;123(1):206-14.

Title: Kehinde O, et al. Vorapaxar: A novel agent to be considered in the secondary prevention of myocardial infarction. J Pharm Bioallied Sci. 2016 Apr-Jun;8(2):98-105.

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