Rivaroxaban CAS: 366789-02-8
MF: C19H18ClN3O5S
MW: 435.88
An inhibitor of Factor X.

Rivaroxaban (CAS 366789-02-8)

Rivaroxaban | CAS 366789-02-8 is rated 5.0 out of 5 by 1.
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Synonym: 5-Chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide; BAY 59-7939
Application: An inhibitor of Factor X
CAS Number: 366789-02-8
Purity: ≥99%
Molecular Weight: 435.88
Molecular Formula: C19H18ClN3O5S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Rivaroxaban is an oral, direct inhibitor of Factor X, being developed for the prevention and treatment of arterial and venous thrombosis with a Ki of 0.4 nM. Rivaroxaban also inhibits prothrombinase activity (IC50 = 2.1 nM). Rivaroxaban also shows a similar affinity to purified human (IC50 = 0.7 nM) and rabbit Factor X (IC50 = 0.8 nM), but a lesser potency against purified rat Factor X (IC50 = 3.4 nM). Endogenous human and rabbit Factor X in plasma is inhibited to a similar extent by Rivaroxaban (IC50 = 21 nM and 21 nM, respectively), while 14-fold higher concentrations are required in rat plasma (IC50 = 290 nM). Rivaroxaban exhibits high permeability and polarized transport across Caco-2 cells as a substrate of the P-gp, but exhibits no inhibitory effect on P-gp-mediated drug transport up to concentrations of 100 μM in vitro.


References

1. Ansell, J., et al. 2004. Drugs. 64: 1-5. PMID: 15586622
2. Kubitza, D., et al. 2005. Clin. Pharmacol. Ther. 78: 412-421. PMID: 16198660
3. Eriksson, B.I., et al. 2005. J. Thromb. Haemost. 3: 103-111. PMID: 15634273

Physical State :
Solid
Solubility :
Soluble in chloroform, DMSO (87 mg/ml at 25° C), water (<1 mg/ml at 25° C), and ethanol (<1 mg/ml at 25° C).
Storage :
Store at 4° C
Melting Point :
228-229° C
Boiling Point :
~732.6° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.63 (Predicted)
Optical Activity :
α20/D -40°, 0.5, c = 0.5 in DMSO
IC50 :
Factor X: IC50 = 0.7 nM (human); Purified rabbit FXa: IC50 = 0.8 nM; Prothrombinase activity: IC50 = 2.1 nM; Purified rat FXa: IC50 = 3.4 nM
Ki Data :
Factor X: Ki= 0.4 nM (human)
pK Values :
pKa: 13.36 (Predicted), pKb: 1.01 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
9875401
MDL Number :
MFCD11974010
SMILES :
C1COCC(=O)N1C2=CC=C(C=C2)N3C[[email protected]@H](OC3=O)CNC(=O)C4=CC=C(S4)Cl

Download SDS (MSDS)

Certificate of Analysis

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Rivaroxaban  Product Citations

See how others have used Rivaroxaban. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 14 total

PMID: # 28170419  Derogis, PB.|Sanches, LR.|de Aranda, VF.|Colombini, MP.|Mangueira, CL.|Katz, M.|Faulhaber, AC.|Mendes, CE.|Ferreira, CE.|França, CN.|Guerra, JC.| et al. 2017. PLoS ONE. 12: e0171272.

PMID: # 26762345  Ku, SK. et al. 2016. Arch. Pharm. Res. 39: 398-408.

PMID: # 25887749  Yoon, EK. et al. 2015. BMB Rep. 48: 577-82.

PMID: # 26126169  Lee, W. et al. 2015. Blood Coagul. Fibrinolysis. 26: 628-34.

PMID: # 25325928  Ku, SK. et al. 2015. Arch. Pharm. Res. 38: 1080-9.

PMID: # 24849036  Lee, W. et al. 2015. Arch. Pharm. Res. 38: 893-903.

PMID: # 24534482  Ku, SK. et al. 2014. Vascul. Pharmacol. 60: 120-6.

PMID: # 24234914  Yoo, H. et al. 2014. Arch. Pharm. Res. 37: 1069-78.

PMID: # 24817443  Ku, SK. et al. 2014. Arch. Pharm. Res. 37: 1454-63.

PMID: # 25020199  Ku, SK. et al. 2014. Fitoterapia. 98: 27-35.

Citations 1 to 10 of 14 total

Cu&aacute;l es la solubilidad del Rivaroxaban puro?

Asked by: Carlos A
Muchas gracias por su pregunta. Tal y como puede ver en nuestra p&aacute;gina web: https://www.scbt.com/scbt/product/rivaroxaban-366789-02-8?requestFrom=search , dentro de la informaci&oacute;n t&eacute;cnica, este compuesto es soluble en cloroformo, DMSO , agua, y etanol.
Answered by: Technical Support Europe
Date published: 2017-11-22

How is the purity determined?

Asked by: two2igm05
Thank you for your question. The purity of Rivaroxaban, sc-208311, is determined viia HPLC.
Answered by: Chemical Support 4
Date published: 2017-03-03

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This chemical, Rivaroxaban (CAS 366789-02-8): sc-208311, is a white solid.
Answered by: Chemical Support 1
Date published: 2017-02-01
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Rated 5 out of 5 by from Kubitza et al Kubitza et al. (PubMed ID 16198660) used Rivaroxaban (BAY 59-7939) to inhibit Xa activity. -SCBT Publication Review
Date published: 2015-05-24
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