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Otamixaban

CAS No.:
193153-04-7
Catalog Number:
AG00ABL5
Molecular Formula:
C25H26N4O4
Molecular Weight:
446.4983
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
98%
1 week
United States
$914
- +
100mg
98%
1 week
United States
$2114
- +
Product Description
Catalog Number:
AG00ABL5
Chemical Name:
Otamixaban
CAS Number:
193153-04-7
Molecular Formula:
C25H26N4O4
Molecular Weight:
446.4983
MDL Number:
MFCD11100277
IUPAC Name:
methyl (2R,3R)-2-[(3-carbamimidoylphenyl)methyl]-3-[[4-(1-oxidopyridin-1-ium-4-yl)benzoyl]amino]butanoate
InChI:
InChI=1S/C25H26N4O4/c1-16(22(25(31)33-2)15-17-4-3-5-21(14-17)23(26)27)28-24(30)20-8-6-18(7-9-20)19-10-12-29(32)13-11-19/h3-14,16,22H,15H2,1-2H3,(H3,26,27)(H,28,30)/t16-,22-/m1/s1
InChI Key:
PFGVNLZDWRZPJW-OPAMFIHVSA-N
SMILES:
COC(=O)[C@@H]([C@H](NC(=O)c1ccc(cc1)c1cc[n+](cc1)[O-])C)Cc1cccc(c1)C(=N)N
UNII:
S173RED00L
Properties
Complexity:
671  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
446.195g/mol
Formal Charge:
0
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
446.507g/mol
Monoisotopic Mass:
446.195g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
131A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  
Literature
Title Journal
New parenteral anticoagulants: focus on factor Xa and thrombin inhibitors. Current drug discovery technologies 20120601
Emerging anticoagulants. Current medicinal chemistry 20120101
Inhibitors of propagation of coagulation: factors V and X. British journal of clinical pharmacology 20111001
New and emerging anticoagulant therapy for atrial fibrillation and acute coronary syndrome. Pharmacotherapy 20111001
Is there evidence to support the use of direct Factor Xa inhibitors in coronary artery disease? Reviews on recent clinical trials 20110501
Future anticoagulants in interventional cardiology: anti-IXa and anti-Xa agents in percutaneous coronary intervention. Future cardiology 20110501
Investigational factor Xa inhibitors for thrombosis and acute coronary syndromes. Expert opinion on investigational drugs 20110401
New parenteral anticoagulants in development. Therapeutic advances in cardiovascular disease 20110201
New anticoagulant agents in acute coronary syndromes. Heart (British Cardiac Society) 20110201
A network-based multi-target computational estimation scheme for anticoagulant activities of compounds. PloS one 20110101
Emerging therapies for acute coronary syndromes. Frontiers in pharmacology 20110101
Clinical pharmacology of direct and indirect factor Xa inhibitors. Drugs 20101112
Factor Xa inhibitors: next-generation antithrombotic agents. Journal of medicinal chemistry 20100909
What goes into a major acute coronary syndrome trial and what will future trials look like? Current cardiology reports 20100701
Recent research on antithrombotics. News on the treatment of patients with acute coronary syndromes. Revista portuguesa de cardiologia : orgao oficial da Sociedade Portuguesa de Cardiologia = Portuguese journal of cardiology : an official journal of the Portuguese Society of Cardiology 20100501
New drugs for the treatment of coronary artery syndromes: otamixaban and ticagrelor. Expert opinion on pharmacotherapy 20100201
Post-operative thromboprophylaxis: new oral thrombin and factor X inhibitors and their place in clinical practice. F1000 medicine reports 20100101
Otamixaban for the treatment of patients with non-ST-elevation acute coronary syndromes (SEPIA-ACS1 TIMI 42): a randomised, double-blind, active-controlled, phase 2 trial. Lancet (London, England) 20090905
Otamixaban in acute coronary syndromes. Lancet (London, England) 20090905
[What's new on antithrombotics?]. Annales de cardiologie et d'angeiologie 20090801
[Factor Xa-inhibition in interventional cardiology]. Hamostaseologie 20071201
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20070901
Randomized, double-blind, dose-ranging study of otamixaban, a novel, parenteral, short-acting direct factor Xa inhibitor, in percutaneous coronary intervention: the SEPIA-PCI trial. Circulation 20070522
The discovery of the Factor Xa inhibitor otamixaban: from lead identification to clinical development. Current medicinal chemistry 20070101
Drug evaluation: the directly activated Factor Xa inhibitor otamixaban. IDrugs : the investigational drugs journal 20061201
Direct and rapid inhibition of factor Xa by otamixaban: a pharmacokinetic and pharmacodynamic investigation in patients with coronary artery disease. Clinical pharmacology and therapeutics 20061201
Novel factor Xa inhibitors for prevention and treatment of thromboembolic diseases. Expert opinion on investigational drugs 20060801
Asymmetric synthesis of intermediates for otamixaban and premafloxacin by the chiral ligand-controlled asymmetric conjugate addition of a lithium amide. The Journal of organic chemistry 20060609
Anticoagulant and anti-platelet effects are maintained following coadministration of otamixaban, a direct factor Xa inhibitor, and acetylsalicylic acid. Thrombosis and haemostasis 20060201
Pharmacokinetics of otamixaban, a direct factor Xa inhibitor, in healthy male subjects: pharmacokinetic model development for phase 2/3 simulation of exposure. Journal of clinical pharmacology 20060101
Pharmacokinetic/pharmacodynamic relationships for otamixaban, a direct factor Xa inhibitor, in healthy subjects. Journal of clinical pharmacology 20060101
Pharmacodynamic markers in the early clinical assessment of otamixaban, a direct factor Xa inhibitor. Thrombosis and haemostasis 20051201
Anticoagulant and anti-platelet effects are maintained following coadministration of otamixaban, a direct factor Xa inhibitor, with tirofiban in healthy volunteers. Thrombosis and haemostasis 20050401
Small molecule coagulation cascade inhibitors in the clinic. Current topics in medicinal chemistry 20050101
Optimization of the beta-aminoester class of factor Xa inhibitors. Part 2: Identification of FXV673 as a potent and selective inhibitor with excellent In vivo anticoagulant activity. Bioorganic & medicinal chemistry letters 20020617
Pharmacological characterization of a novel factor Xa inhibitor, FXV673. Thrombosis research 20010815
Role of short-term inhibition of factor Xa by FXV673 in arterial passivation: a study in a chronic model of thrombosis in conscious dogs. Journal of cardiovascular pharmacology 20010801
Antithrombotic efficacy of a novel factor Xa inhibitor, FXV673, in a canine model of coronary artery thrombolysis. British journal of pharmacology 20010801
Properties