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ChemicalBook--->CAS DataBase List--->865479-71-6

865479-71-6

865479-71-6 Structure

865479-71-6 Structure
IdentificationBack Directory
[Name]

5-R-Rivaroxaban
[CAS]

865479-71-6
[Synonyms]

R-Rivaroxaban
Rivaroxaban A
Rivaroxaban-6
5-R-Rivaroxaban
ent-Rivaroxaban
Rivaroxaban R-Isomer
XARELTO; BAY 59-7939
Rivaroxyban R-isomer
R-Rivaroxaban Impurity
R-ENANTIOMER OF RIVAROXABAN
Rivaroxaban R-Isomer Impurity
(R)-Rivaroxaban, ent-Rivaroxaban
Rivaroxaban R-Isomer (ent-Rivaroxaban)
Rivaroxaban impurity H: 5-R Rivaroxaban
Rivaroxaban Impurity 6(Rivaroxaban R-Isomer)
Rivaroxaban EP Impurity A/Rivaroxaban R-isomer Impurity
(R)-5-chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide
(S)-4-(4-(5-(((2-methyl-4-oxopentan-2-yl)amino)methyl)-2- oxooxazolidin-3-yl)phenyl)morpholin-3-one
5-Chloro-N-[[(5R)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide
2-Thiophenecarboxamide, 5-chloro-N-[[(5R)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-
Rivaroxaban impurity 7/5-R-Rivaroxaban/ent-Rivaroxaban/5-Chloro-N-[[(5R)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide
[Molecular Formula]

C19H18ClN3O5S
[MDL Number]

MFCD17171369
[MOL File]

865479-71-6.mol
[Molecular Weight]

435.88
Chemical PropertiesBack Directory
[Melting point ]

>227°C (dec.)
[Boiling point ]

732.6±60.0 °C(Predicted)
[density ]

1.460
[storage temp. ]

Refrigerator
[solubility ]

Acetonitrile (Slightly, Heated, Sonicated), DMSO (Slightly, Sonicated), Methanol
[form ]

Solid
[pka]

13.36±0.46(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Uses]

ent-Rivaroxaban is the R-isomer of Rivaroxaban (R538000), which is a novel antithrombotic agent. A highly potent and selective, direct FXa inhibitor.
[Biological Activity]

5-r-rivaroxaban is a selective inhibitor of human factor xa with ic50 value of 0.7 nmol/l [1].factor xa is a serine endopeptidase enzyme and plays an important role in the convergence point of the intrinsic and extrinsic pathways in blood coagulation system [2].5-r-rivaroxaban is an oral, direct factor xa inhibitor and the inhibition is species-dependent. when tested with purified factoe xa from human or rabbit, 5-r-rivaroxaban showed similar affinity with ic50 value of 0.7 nmol/l and 0.8 nmol/l, respectively, while had a ic50 value as low as 3.4 nmol/l when tested with rat factor xa [1].pre-treated anaesthetised rat model with intravenous 5-r-rivaroxaban at a dose of 2 mg/kg, and after bleeding initiated intravenous treated with rfviia (100/400 μg/kg), pcc (25/50 u/kg) or apcc (50/100 u/kg), the result showed that 5-r-rivaroxaban pre-treatment significantly shorten bleeding time and clotting time compared with 5-r-rivaroxaban alone treated group [2]. similar results were obtained when tested with rabbit model [1].it has been reported that 5-r-rivaroxaban is a promising drug for atrial fibrillation, venous thromboembolism or thromboembolic disorders in clinic [3] [4] [1].
[storage]

Store at -20°C
[References]

[1]. perzborn, e., et al., rivaroxaban: a new oral factor xa inhibitor. arterioscler thromb vasc biol, 2010. 30(3): p. 376-81.
[2]. perzborn, e., et al., reversal of rivaroxaban anticoagulation by haemostatic agents in rats and primates. thromb haemost, 2013. 110(1): p. 162-72.
[3]. beyer-westendorf, j., et al., efficacy and safety of rivaroxaban or fondaparinux thromboprophylaxis in major orthopedic surgery: findings from the ortho-tep registry. j thromb haemost, 2012. 10(10): p. 2045-52.
[4]. palareti, g., et al., clinical management of rivaroxaban-treated patients. expert opin pharmacother, 2013. 14(5): p. 655-67.
Spectrum DetailBack Directory
[Spectrum Detail]

5-R-Rivaroxaban(865479-71-6)1HNMR
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