5-R-Rivaroxaban
5-R-Rivaroxaban Basic information
- Product Name:
- 5-R-Rivaroxaban
- Synonyms:
-
- 5-R-Rivaroxaban
- 5-Chloro-N-[[(5R)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide
- R-Rivaroxaban
- (R)-5-chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide
- ent-Rivaroxaban
- Rivaroxaban R-Isomer Impurity
- (R)-Rivaroxaban, ent-Rivaroxaban
- Rivaroxaban R-Isomer
- CAS:
- 865479-71-6
- MF:
- C19H18ClN3O5S
- MW:
- 435.88
- Mol File:
- 865479-71-6.mol
5-R-Rivaroxaban Chemical Properties
- 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
5-R-Rivaroxaban Usage And Synthesis
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].
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.
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5-R-Rivaroxaban(865479-71-6)Related Product Information
- 4-(3-nitrophenyl)-3-Morpholinone
- 3-Morpholinone, 4-phenyl-
- 3-MORPHOLINONE, 4-[4-[(5S)-5-(AMINOMETHYL)-2-OXO-3-OXAZOLIDINYL]PHENYL]-
- Palbociclib Impurity 21
- 3'-N-DesMethyl-3'-N-tosyl AzithroMycin
- [[p-(2-methoxyethyl)phenoxy]methyl]oxirane
- 1,2-BenzenedicarboxaMide, N1,N2-bis[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-
- 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[[(5S)-2-OXO-3-[4-(3-OXO-4-MORPHOLINYL)PHENYL]-5-OXAZOLIDINYL]METHYL]-
- Rivaroxaban
- (S)-4,5-dichloro-N-((2-oxo-3-(4-(3-oxoMorpholino)phenyl)oxazolidin-5-yl)Methyl)thiophene-2-carboxaMide
- Urea, N,N'-bis[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-
- AcetaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-
- 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-
- 5-Methyl-2-thiophenecarboxylic acid
- 5-chloro-N-(4-((S)-5-((5-chlorothiophene-2-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)-N-(2-(2-oxo-2-((((S)-2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)amino)ethoxy)ethyl)thiophene-2-carboxamide
- 3,5-dichlorothiophene-2-carboxylic acid
- Rivaroxaban Impurity H
- 1H-Benzotriazole, 1-hydroxy-, sodium salt